Title: The Best Hotels Closest to Jackson Square in Key West for 2026 | Expedia.com [Old Town Key West Travel Guide](https://expedia.com/Key-West-Old-Town-Key-West.dx553248635976481920)[Car Rentals in Jackson Square](https://expedia.com/Car-Rentals-In-Jackson-Square.d6249254.Car-Rental-Guide)[Jackson Square Vacations](https://expedia.com/Jackson-Square-Old-Town-Key-West.d6249254.Vacation-Attraction) ![Jackson Square featuring heritage architecture and an administrative buidling](https://images.trvl-media.com/place/6249254/3cd83d52-098c-4ec4-a79e-e9a5fdfae2bf.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6249254/3cd83d52-098c-4ec4-a79e-e9a5fdfae2bf.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Tonight [Feb 27 - Feb 28](https://www.expedia.com/Hotel-Search?regionId=6249254&startDate=2026-02-27&endDate=2026-02-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 28 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=6249254&startDate=2026-02-28&endDate=2026-03-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=6249254&startDate=2026-02-27&endDate=2026-03-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=6249254&startDate=2026-03-06&endDate=2026-03-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Recommended Price (low to high) Distance Star rating ## Our top choices for Jackson Square hotels ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/810000/809100/809031/cb58ce3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/810000/809100/809031/f9d7e75f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/810000/809100/809031/750d9b77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/810000/809100/809031/b1b91ecd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Almond Tree Inn Hotel - Adults Only [](https://www.expedia.com/Key-West-Hotels-Almond-Tree-Inn.h809031.Hotel-Information) Downtown Key West, 0.4 mi from Jackson Square 10/10 Exceptional (1,000 reviews) "Excellent hotel in a great location just off Duval Street. The staff were very attentive, rooms clean. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Stephen $580 nightly $652 total Mar 24 - Mar 25 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Almond-Tree-Inn.h809031.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/30000/20800/20796/a4035487.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden | Egyptian cotton sheets, premium bedding, Tempur-Pedic beds, in-room safe](https://images.trvl-media.com/lodging/1000000/30000/20800/20796/d484c05b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges, wine bar](https://images.trvl-media.com/lodging/1000000/30000/20800/20796/3d82727e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/30000/20800/20796/a6d87cde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Gardens Hotel [](https://www.expedia.com/Key-West-Hotels-The-Gardens-Hotel.h20796.Hotel-Information) Downtown Key West, 0.2 mi from Jackson Square 9.8/10 Exceptional (1,001 reviews) "Wonderful all around! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elena $530 nightly $596 total Mar 2 - Mar 3 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-The-Gardens-Hotel.h20796.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/1000000/810000/809100/809032/adc3a7f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/810000/809100/809032/cfae758a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/810000/809100/809032/8cdae276.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/1000000/810000/809100/809032/a23eab61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Orchid Key Inn - Adults Only [](https://www.expedia.com/Key-West-Hotels-Orchid-Key-Inn.h809032.Hotel-Information) Uptown - Upper Duval, 0.4 mi from Jackson Square 9.8/10 Exceptional (1,000 reviews) "Clean room, great breakfast and nice staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tari $575 nightly $647 total Mar 24 - Mar 25 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Orchid-Key-Inn.h809032.Hotel-Information) ![Sports facility](https://images.trvl-media.com/lodging/10000000/9690000/9681100/9681053/34315005.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/10000000/9690000/9681100/9681053/4d274a0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Poinciana Patio, Pool View, Patio - Adult Only | Terrace/patio](https://images.trvl-media.com/lodging/10000000/9690000/9681100/9681053/3a20de4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Poinciana Patio, Pool View, Patio - Adult Only | Terrace/patio](https://images.trvl-media.com/lodging/10000000/9690000/9681100/9681053/a07e6903.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tropical Inn [](https://www.expedia.com/Key-West-Hotels-Tropical-Inn.h9681053.Hotel-Information) Downtown Key West, 0.3 mi from Jackson Square 9.6/10 Exceptional (380 reviews) "Nice place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) yulio $427 nightly $478 total Mar 2 - Mar 3 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Tropical-Inn.h9681053.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/111000000/110490000/110488200/110488130/ba6b4821.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/111000000/110490000/110488200/110488130/581dcd5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/111000000/110490000/110488200/110488130/9cfe0bbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fish Tail Palm Premium King Suite, 1King bed, Large Patio area in Garden, Ground Floor | Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/111000000/110490000/110488200/110488130/d35b4a4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Douglas House [](https://www.expedia.com/Key-West-Hotels-Douglas-House.h110488130.Hotel-Information) Uptown - Upper Duval, 0.5 mi from Jackson Square 9.6/10 Exceptional (298 reviews) "Great place with a perfect location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brandon $395 nightly $444 total Mar 3 - Mar 4 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Douglas-House.h110488130.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/1000000/910000/900500/900423/9ce49b35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/1000000/910000/900500/900423/1fc21e10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/910000/900500/900423/d8706fe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Duval Duplex 2 bedrooms 25 ft Balcony (Adults Only) | Living area | 43-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/910000/900500/900423/83acfbb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Duval House [](https://www.expedia.com/Key-West-Hotels-Duval-House.h900423.Hotel-Information) Downtown Key West, 0.3 mi from Jackson Square 9.4/10 Exceptional (1,021 reviews) "Great place! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David $401 nightly $448 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Duval-House.h900423.Hotel-Information) ![Courtyard](https://images.trvl-media.com/lodging/2000000/1800000/1798100/1798025/caf0575e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A Queen Room | Premium bedding, pillowtop beds, individually decorated](https://images.trvl-media.com/lodging/2000000/1800000/1798100/1798025/29f34f4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee service](https://images.trvl-media.com/lodging/2000000/1800000/1798100/1798025/eed8060f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1800000/1798100/1798025/ae04ab4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Grand Guesthouse [](https://www.expedia.com/Key-West-Hotels-The-Grand-Guesthouse.h1798025.Hotel-Information) Old Town Key West, 0.7 mi from Jackson Square 9.6/10 Exceptional (1,002 reviews) "Great location and really nice room. Def stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel $352 nightly $396 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-The-Grand-Guesthouse.h1798025.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/22000000/21530000/21529500/21529421/c5a1aac0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room 2 - First Floor - 21+ Adult Only | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/22000000/21530000/21529500/21529421/8c694db8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room 2 - First Floor - 21+ Adult Only | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/22000000/21530000/21529500/21529421/7962a1db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/22000000/21530000/21529500/21529421/6273e943.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marrero's Guest Mansion [](https://www.expedia.com/Key-West-Hotels-Marreros-Guest-Mansion.h21529421.Hotel-Information) Downtown Key West, < 0.1 mi from Jackson Square 9.4/10 Exceptional (335 reviews) "Location very good Staff friendly Pool not well maintained Breakfast and happy hour lacking compared to others" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott $499 nightly $561 total Mar 10 - Mar 11 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Marreros-Guest-Mansion.h21529421.Hotel-Information) ![Outdoor pool, open 8:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/870000/863200/863188/deb4f031.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Two Bedroom Suite | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/1000000/870000/863200/863188/be984071.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/870000/863200/863188/1964c1a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, individually decorated](https://images.trvl-media.com/lodging/1000000/870000/863200/863188/c4de212e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ella's Cottages - Key West Historic Inns [](https://www.expedia.com/Key-West-Hotels-Kimpton-Ellas-Cottages.h863188.Hotel-Information) Old Town Key West, 0.3 mi from Jackson Square 9.4/10 Exceptional (439 reviews) "Excellent food, location, friendly staff and pool was awesome." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen $540 nightly $608 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Kimpton-Ellas-Cottages.h863188.Hotel-Information) ![2 outdoor pools, sun loungers](https://images.trvl-media.com/lodging/1000000/920000/911000/910922/069776b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury 2 bedroom Bi-level Garden View Suite | Balcony view](https://images.trvl-media.com/lodging/1000000/920000/911000/910922/5fa9c353.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/1000000/920000/911000/910922/b4d45af0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/920000/911000/910922/14c574b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Santa Maria Suites [](https://www.expedia.com/Key-West-Hotels-Santa-Maria-Suites.h910922.Hotel-Information) Uptown - Upper Duval, 0.7 mi from Jackson Square 9.6/10 Exceptional (1,005 reviews) "Great place to stay! Hope to come back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott G. $779 nightly $876 total Mar 3 - Mar 4 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Santa-Maria-Suites.h910922.Hotel-Information) ![View from room](https://images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/360a1c60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/79d1c8de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/841e73b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/0acd853b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Opal Key Resort & Marina, Key West [](https://www.expedia.com/Key-West-Hotels-Opal-Key-Resort-Marina.h17442701.Hotel-Information) Old Town Key West, 0.3 mi from Jackson Square 9.2/10 Wonderful (1,056 reviews) "Awsome resort. Great food and staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Doug $634 nightly $713 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Opal-Key-Resort-Marina.h17442701.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/4000000/3930000/3924900/3924835/e882a768.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3930000/3924900/3924835/d1b7d1bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 2 Bedrooms (Royal Poinciana) | Living area | 37-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/4000000/3930000/3924900/3924835/bab228c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Suite, 1 King Bed with Sofa bed | Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/4000000/3930000/3924900/3924835/0047a3af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Paradise Inn Key West - Adults Only [](https://www.expedia.com/Key-West-Hotels-Paradise-Inn-Key-West-Adults-Only.h3924835.Hotel-Information) Downtown Key West, 0.3 mi from Jackson Square 9.2/10 Wonderful (1,002 reviews) "Great location and very clean and quaint! Great front desk staff as well!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Krista $462 nightly $520 total Mar 9 - Mar 10 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Paradise-Inn-Key-West-Adults-Only.h3924835.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/4000000/3840000/3830600/3830519/236726ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/4000000/3840000/3830600/3830519/f12b1e83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/4000000/3840000/3830600/3830519/f4ecdadb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3840000/3830600/3830519/d08fe38f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Southernmost House [](https://www.expedia.com/Key-West-Hotels-The-Southernmost-House-Hotel.h3830519.Hotel-Information) Uptown - Upper Duval, 0.7 mi from Jackson Square 9.4/10 Exceptional (1,001 reviews) "Excellent location, friendly staff, great amenities. Very happy we stayed there!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gregory $622 nightly $699 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-The-Southernmost-House-Hotel.h3830519.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/5000000/4960000/4959000/4958964/34e7619a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 7:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/5000000/4960000/4959000/4958964/411b83c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/5000000/4960000/4959000/4958964/0894afc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/5000000/4960000/4959000/4958964/e470d82d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ridley House - Key West Historic Inns [](https://www.expedia.com/Key-West-Hotels-Kimpton-Ridley-House.h4958964.Hotel-Information) Historic Seaport, 0.3 mi from Jackson Square 9.2/10 Wonderful (882 reviews) "Love our stay here. The location is the best , just two blocks from the heart of Duval , but quiet and quaint. The rooms were clean , small pool in the center. Friendly staff and a lovely breakfast each morning. Will definitely be back ! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa $554 nightly $623 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Kimpton-Ridley-House.h4958964.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/dab63efc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/747c0ae5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/ad546a42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/663b0ca0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Key West Hotel [](https://www.expedia.com/Key-West-Hotels-Casa-325.h8657021.Hotel-Information) Historic Seaport, 0.2 mi from Jackson Square 9.2/10 Wonderful (532 reviews) "Great location, very clean, and great staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William $438 nightly $486 total Mar 2 - Mar 3 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Casa-325.h8657021.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/10000000/9150000/9148400/9148379/1e9c6159.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/10000000/9150000/9148400/9148379/a15e99ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/10000000/9150000/9148400/9148379/a383df35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/10000000/9150000/9148400/9148379/bcdd451c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Marker Key West Harbor Resort [](https://www.expedia.com/Key-West-Hotels-The-Marker-Key-West-Harbor-Resort.h9148379.Hotel-Information) Historic Seaport, 0.4 mi from Jackson Square 9.2/10 Wonderful (1,018 reviews) "Great place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Caleb $616 nightly $692 total Mar 3 - Mar 4 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-The-Marker-Key-West-Harbor-Resort.h9148379.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/900000/894100/894030/dc763054.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/900000/894100/894030/14ad35b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![La Pensione Guesthouse King-Adults Only | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/1000000/900000/894100/894030/686cf9d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/900000/894100/894030/f9b09089.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Silver Palms Inn [](https://www.expedia.com/Key-West-Hotels-Silver-Palms-Inn.h894030.Hotel-Information) Old Town Key West, 0.6 mi from Jackson Square 9.2/10 Wonderful (1,022 reviews) "Staff was very helpful, room was lovely and pool area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan $352 nightly $396 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Silver-Palms-Inn.h894030.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/b5f8742c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 outdoor pools, open 7:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/7cf7d263.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Train station shuttle](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/193f2662.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/9a7bf2b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Winslow's Bungalows - Key West Historic Inns [](https://www.expedia.com/Key-West-Hotels-Kimpton-Winslows-Bungalows.h529611.Hotel-Information) Old Town Key West, 0.5 mi from Jackson Square 9.2/10 Wonderful (1,173 reviews) "The atmosphere was perfect! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sheila $516 nightly $581 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Kimpton-Winslows-Bungalows.h529611.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/1000000/60000/57800/57730/3e2c6b2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Tropical King | In-room safe, individually decorated, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/60000/57800/57730/84d1a4db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/57800/57730/e213aee6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, individually decorated, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/60000/57800/57730/6eb12223.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heron House - Adult Only [](https://www.expedia.com/Key-West-Hotels-Heron-House-Adult-Only.h57730.Hotel-Information) Downtown Key West, 0.2 mi from Jackson Square 9.0/10 Wonderful (1,140 reviews) "Loved our stay here! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brianna $348 nightly $392 total Mar 9 - Mar 10 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Heron-House-Adult-Only.h57730.Hotel-Information) ![King Suite #1, Full Kitchen, Ground Floor, Pool View, Private Bathroom | Room amenity](https://images.trvl-media.com/lodging/1000000/980000/975000/974964/a2126c40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Queen Suite #6, Full Kitchen, Ground Floor, Pool View, Private Bathroom | Room amenity](https://images.trvl-media.com/lodging/1000000/980000/975000/974964/23dd109e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Queen Suite #8, Full Kitchen, Ground Floor, Pool View, Private Bathroom | Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/1000000/980000/975000/974964/50837d23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Queen Suite #7, Full Kitchen, Ground Floor, Pool View, Private Bathroom | Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/1000000/980000/975000/974964/cbe4aefd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Alexander Palms Court [](https://www.expedia.com/Key-West-Hotels-Alexander-Palms-Court.h974964.Hotel-Information) Casa Marina, 0.8 mi from Jackson Square 9.2/10 Wonderful (1,010 reviews) "Excellent stay, beautiful property" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ivan $386 nightly $434 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Alexander-Palms-Court.h974964.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-13&endDate=2026-03-14®ionId=6249254&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Compare popular hotels close to Jackson Square | Property | Star rating | Guest rating | Breakfast included | Pool | Spa | Pet friendly | WiFi included | | | ----------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | ----------------- | ---------------------------- | ------------------ | ---- | --- | ------------ | ------------- | | | ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/810000/809100/809031/cb58ce3e.jpg?impolicy=fcrop&w=900&h=675&p=1&q=medium)Almond Tree Inn Hotel - Adults Only | 3.5 star property | 10.0Exceptional1,000 reviews | View | | | | | | | ![Exterior detail](https://images.trvl-media.com/lodging/1000000/30000/20800/20796/a4035487.jpg?impolicy=fcrop&w=900&h=675&p=1&q=medium)The Gardens Hotel | 4.0 star property | 9.8Exceptional1,001 reviews | View | | | | | | | ![Property grounds](https://images.trvl-media.com/lodging/1000000/810000/809100/809032/adc3a7f1.jpg?impolicy=fcrop&w=900&h=675&p=1&q=medium)Orchid Key Inn - Adults Only | 3.5 star property | 9.8Exceptional1,000 reviews | View | | | | | | | ![Sports facility](https://images.trvl-media.com/lodging/10000000/9690000/9681100/9681053/34315005.jpg?impolicy=fcrop&w=900&h=675&p=1&q=medium)Tropical Inn | 3.5 star property | 9.6Exceptional380 reviews | View | | | | | | | ![Exterior](https://images.trvl-media.com/lodging/111000000/110490000/110488200/110488130/ba6b4821.jpg?impolicy=fcrop&w=900&h=675&p=1&q=medium)Douglas House | 3.0 star property | 9.6Exceptional298 reviews | View | | | | | | ## Top Jackson Square Hotel Reviews ![The Saint Hotel Key West, Autograph Collection, Adult Only](https://images.trvl-media.com/lodging/10000000/9660000/9650800/9650708/4c1d11cb_y.jpg) ### The Saint Hotel Key West, Autograph Collection, Adult Only 10/10 Excellent "Clean room, nice layout, friendly helpful staff." [](https://expedia.com/Key-West-Hotels-The-Saint-Hotel-Key-West.h9650708.Hotel-Information) ![L'Habitation Guest House](https://images.trvl-media.com/lodging/10000000/9020000/9013900/9013816/3120319b_edited_07ce_y.jpg) ### L'Habitation Guest House 10/10 Excellent "The cleanliness of the room and the friendly staff. Only stayed one night because of travel changes would definitely stay again as the location is prime. " [](https://expedia.com/Key-West-Hotels-LHabitation-Guest-House.h9013816.Hotel-Information) ![Winslow's Bungalows - Key West Historic Inns](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/7cf7d263_y.jpg) ### Winslow's Bungalows - Key West Historic Inns 10/10 Excellent "Staff was very friendly and room was extremely comfortable and inviting " [](https://expedia.com/Key-West-Hotels-Kimpton-Winslows-Bungalows.h529611.Hotel-Information) ![Heron House - Adult Only](https://images.trvl-media.com/lodging/1000000/60000/57800/57730/04396af1_y.jpg) ### Heron House - Adult Only 10/10 Excellent "Staff was so nice and the property is in a great walkable area." [](https://expedia.com/Key-West-Hotels-Heron-House-Adult-Only.h57730.Hotel-Information) ![Pier House Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/c9267f77_y.jpg) ### Pier House Resort & Spa 10/10 Excellent "Staff was exceptional. Room was spotless. " [](https://expedia.com/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information) ![Coco Plum Inn](https://images.trvl-media.com/lodging/3000000/2240000/2232000/2231933/a17d99e1_y.jpg) ### Coco Plum Inn 10/10 Excellent "Location was perfect. Breakfast every morning was delicious. " [](https://expedia.com/Key-West-Hotels-Coco-Plum-Inn.h2231933.Hotel-Information) ![Duval House](https://images.trvl-media.com/lodging/1000000/910000/900500/900423/d8706fe9_y.jpg) ### Duval House 10/10 Excellent "Clean and spacious room, amazing outdoor atmosphere, friendly and courteous staff. Will be back! Love Kiss-Kiss the cat who lives on the property." [](https://expedia.com/Key-West-Hotels-Duval-House.h900423.Hotel-Information) ![Opal Key Resort & Marina, Key West](https://images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/f2c5f58d_y.jpg) ### Opal Key Resort & Marina, Key West 10/10 Excellent "Clean room; wonderful staff including housekeeping; and a great and relaxing pool!" [](https://expedia.com/Key-West-Hotels-Opal-Key-Resort-Marina.h17442701.Hotel-Information) ![Hyatt Centric Key West Resort and Spa](https://images.trvl-media.com/lodging/1000000/10000/1000/901/0b72a249_y.jpg) ### Hyatt Centric Key West Resort and Spa 10/10 Excellent "Great lication, room was wonderful and service was terrific" [](https://expedia.com/Key-West-Hotels-Hyatt-Centric-Key-West-Resort-And-Spa.h901.Hotel-Information) ## Hotels near other Jackson Square attractions ![KEY WEST, FLORIDA, USA - September 2012: San Carlos institute is a historic Key West building also known as "La casa de Cuba"](https://images.trvl-media.com/place/6068607/ca50f0f1-1b80-49ca-a7a4-8a8b38bfce5d.jpg) ### San Carlos Institute - Casa Cuba You can spend an afternoon exploring the galleries in San Carlos Institute - Casa Cuba during your trip to Key West. Stroll along the area's beautiful beaches or experience its lively festivals. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6068607) ![Vibrant atmosphere at Duval Street showcases Key West's historic charm and cultural richness in Florida's lively district](https://images.trvl-media.com/place/6068616/a520a89c-5b35-481f-99d7-324a39bbacee.jpg) ### Duval Street 4.5/5 (9,716 reviews) Along one of the southernmost streets in the continental U.S., enjoy a lively area filled with shops, pubs, restaurants and lots of sidewalk acts and vendors. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6068616) ![Harry S. Truman Little White House showing interior views and a house](https://images.trvl-media.com/place/6068605/08afa45c-9c33-4a64-914f-76a597bb6364.jpg) ### Harry S. Truman Little White House 4.4/5 (983 reviews) Visit the winter home of President Harry S. Truman to see where some of America’s most important post-war decisions were made. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6068605) ### We Cycle Key West You can search for that perfect souvenir at We Cycle Key West during your trip to Key West. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=827848417466060800) ### St. Paul's Episcopal Church St. Paul's Episcopal Church is just one of the places to see in Key West, so why not enjoy the other things to explore during your travels? Discover the area's lively bars and its lively festivals. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532652633) ### Key West Film Society You can get tickets for a performance at Key West Film Society during your stay in Key West. In the area, take in the lively festivals and beautiful sunsets. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6069263) ### Red Barn Theater You can enjoy a show at Red Barn Theater on your trip to Key West. Wander the seaside and beautiful beaches in the area. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6069271) ### Hellings House Museum You can spend an afternoon exploring the galleries in Hellings House Museum during your trip to Key West. Experience the area's entertainment choices and great live music. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=801212012409602048) ## Find out more about Jackson Square ### Top reasons to visit Jackson Square - **Stunning Sunsets:** Experience breathtaking sunsets that paint the sky over the square, creating a perfect backdrop for photos. - **Vibrant Nightlife:** Enjoy a lively nightlife scene with jazz clubs and bars that offer local music and entertainment. - **Cultural Attractions:** Explore nearby museums and historic houses that reflect the rich history of Key West. - **Shopping Opportunities:** Indulge in shopping at local boutiques, showcasing unique crafts and souvenirs. - **Outdoor Activities:** Engage in biking adventures and visit nearby parks for a taste of tropical adventure. ### Find great hotels near Jackson Square Discover a variety of hotel accommodations in Jackson Square, Key West, Florida, where you can enjoy a mix of resort-style stays and charming bed & breakfasts. Whether you're seeking adventure, a historic-themed getaway, or a romantic vacation experience, this vibrant area offers top-rated hotels with excellent reviews. Explore your options and find your favorite hotel near Jackson Square for an unforgettable trip. - **La Concha Key West, Autograph Collection:** Located a mere 0.1 mile from Jackson Square, La Concha Key West, Autograph Collection offers a sophisticated blend of family-friendly and business-oriented accommodations. This 4-star hotel is especially welcoming to LGBTQIA travelers, providing an inclusive environment that is recognized by LGBTQI travel guides. Guests can enjoy a range of amenities tailored for families, including complimentary cribs and window guards to ensure children's safety. With a central location, it serves as a perfect base for exploring the vibrant attractions of Key West. - **Opal Key Resort & Marina, Key West:** Situated 0.3 mile from Jackson Square, Opal Key Resort & Marina, Key West is a 4-star haven for adventure seekers and pet lovers alike. The resort boasts a variety of thrilling activities, such as parasailing, fishing, and snorkeling, all available either onsite or nearby. The pet-friendly policy allows dogs with certain restrictions, ensuring that your furry friends can join in the fun. With its prime location and extensive recreational options, this resort is perfect for those looking to dive into the thrilling outdoor experiences that Key West has to offer. - **[Heron House - Adult Only: ](https://www.expedia.com/Key-West-Hotels-Heron-House-Adult-Only.h57730.Hotel-Information)** Just 0.2 mile from Jackson Square, Heron House - Adult Only is a charming 3.5-star Bed & Breakfast that caters exclusively to adults seeking an adventurous and LGBTQIA-friendly escape. The property is affiliated with LGBTQI travel guides and offers a range of water sports and outdoor activities, including snorkeling and sailing, all within close proximity. With its welcoming atmosphere and focus on unique experiences, guests can enjoy a serene yet adventurous vacation amid the vibrant backdrop of Key West. ### Where to stay near Jackson Square Jackson Square in Key West offers an exciting blend of tropical adventure and rich history. Visitors can explore nearby parks and enjoy the vibrant atmosphere of this iconic tourist thoroughfare. With its convenient location, you'll find plenty of awesome stays and easy access to local attractions. Immerse yourself in the unique vibes of the area and discover why Jackson Square is a must-visit destination for travelers seeking both relaxation and exploration. - **[Key West: ](https://www.expedia.com/Key-West-Hotels.d1187.Travel-Guide-Hotels)** Nestled at the southernmost point of the continental United States, Key West is a vibrant island city known for its laid-back atmosphere and stunning sunsets. Jackson Square serves as a central hub for visitors to explore the charming streets lined with colorful conch houses, eclectic shops, and lively bars. This destination is ideal for families, business travelers, and those seeking a city-themed experience. Highlights include beautiful beaches, family-friendly activities, and a variety of shopping options. Peak travel months like January, March, and September promise a bustling yet welcoming environment. - **[Old Town Key West: ](https://www.expedia.com/Old-Town-Key-West-Key-West-Hotels.0-n553248635976481920-0.Travel-Guide-Filter-Hotels)** Old Town Key West, where Jackson Square is located, offers a unique blend of history and culture. This neighborhood features narrow streets filled with historic architecture, art galleries, and quaint cafes, making it perfect for those looking to soak up the local vibe. Visitors can enjoy a mix of city-themed attractions alongside family-friendly activities. The area boasts easy access to beaches and shopping venues, ensuring a well-rounded experience. With peak visitor numbers in March and the summer months, Old Town Key West is lively and full of charm. - **[Key West Historic District: ](https://www.expedia.com/Key-West-Historic-District-Key-West-Hotels.0-n6281809-0.Travel-Guide-Filter-Hotels)** Just 0.3 miles from Jackson Square, the Key West Historic District is a treasure trove of history and culture. This neighborhood is characterized by its preserved buildings, rich maritime history, and lively street life. Travelers can enjoy various shopping areas, resorts, and nearby beaches, making it a great spot for families and business visitors alike. The area's peak seasons mirror those of the surrounding neighborhoods, making it a bustling destination filled with engaging activities and attractions. ### Things to do near Jackson Square Jackson Square in Key West offers a vibrant mix of activities and attractions, including stunning sunsets, lively festivals, and biking adventures. Visitors can enjoy a dynamic nightlife scene with jazz clubs, explore nearby museums, and indulge in shopping at local boutiques. With its unique blend of culture and entertainment, Jackson Square promises an unforgettable experience for every tourist. **Shopping** For a unique shopping experience in Jackson Square, visit [We Cycle Key West](https://www.expedia.com/We-Cycle-Key-West-Hotels.0-l827848417466060800-0.Travel-Guide-Filter-Hotels), just 0.1 mile away, and [The Kite House](https://www.expedia.com/The-Kite-House-Hotels.0-l553248621532652628-0.Travel-Guide-Filter-Hotels), located 0.4 miles away. If you're up for a drive, the [Big Pine Key Flea Market](https://www.expedia.com/Big-Pine-Key-Flea-Market-Hotels.0-l553248621533115810-0.Travel-Guide-Filter-Hotels), 29 miles away, offers a vibrant atmosphere with diverse vendors. **Recreation** [Key West Golf Club](https://www.expedia.com/Key-West-Golf-Club-Hotels.0-l6163814-0.Travel-Guide-Filter-Hotels), located 4 miles from Jackson Square, offers a beautiful outdoor space perfect for golf enthusiasts. Enjoy the lush greens and invigorating sea breezes. For a family-friendly option, the [MLK Community Pool & Community Center](https://www.expedia.com/MLK-Community-Pool-Community-Center-Hotels.0-l553248621532652610-0.Travel-Guide-Filter-Hotels), just 0.5 miles away, features a refreshing pool ideal for relaxation and recreation. **Adventure** Jackson Square is a vibrant hub filled with street performers, local artists, and historic architecture. Explore the nearby French Market for unique souvenirs, or take a guided ghost tour to uncover the spooky tales of the past. Enjoy live music in the evenings for a lively atmosphere. **Nightlife** Experience the vibrant nightlife in Jackson Square with a visit to the [Waterfront Playhouse](https://www.expedia.com/Waterfront-Playhouse-Hotels.0-l553248621532652609-0.Travel-Guide-Filter-Hotels), just 0.4 miles away, for captivating performances. Alternatively, enjoy the charm of the [Red Barn Theater](https://www.expedia.com/Red-Barn-Theater-Hotels.0-l6069271-0.Travel-Guide-Filter-Hotels), located 0.2 miles away, or indulge in the allure of the [Key West Burlesque Theater](https://www.expedia.com/Key-West-Burlesque-Theater-Hotels.0-l553248621532652629-0.Travel-Guide-Filter-Hotels), 0.7 miles from the square. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Booking tips and Expedia advantages for Jackson Square To save money on your trip to Jackson Square, plan your visit between August and October when hotel prices are lower. Book your stay about a month in advance, ideally on a Tuesday for the best rates. Use Expedia to find last-minute deals, sort prices from lowest to highest, and consider packaging your hotel, flights, and activities for additional savings. Joining Expedia's One Key membership can also unlock exclusive discounts and earn OneKeyCash for future bookings. Lastly, explore free activities in the area to keep your costs down while enjoying your vacation. - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay around Jackson Square are August to October, where the prices are slightly lower. This is in comparison to February to April, where prices are slightly higher. - **The best time to book a hotel:** Book your hotel around Jackson Square about 1 month out to secure some of the cheapest prices. If you're the spontaneous type, Expedia's last minute deals and discounts are indicated via the green label below the price. - **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay around Jackson Square is Tuesday. The most expensive day to stay around Jackson Square is Friday. - **Find cheap hotels on Expedia:** Utilize Expedia’s search tool to customize your options based on your budget, preferred location, and desired hotel type. To find the best prices and deals, simply sort the price filter from lowest to highest. - **Consider bundling your trip:** You can save money by booking an Expedia package that combines your hotel stay near Jackson Square with your flights and activities. - **Become a One Key member:** Join [Expedia's One Key membership](https://www.expedia.com/welcome-one-key) program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels. ### Find the best attractions near Jackson Square Jackson Square in Key West offers a blend of historic houses, vibrant streets, and modern squares, making it a prime destination for culture seekers and families alike. Visitors can explore nearby attractions and enjoy the charm of this historic square, with plenty of local points of interest that highlight the area's unique character. Don't miss the best attractions around Jackson Square for an unforgettable experience in this picturesque locale. - **[Duval Street: ](https://www.expedia.com/Duval-Street-Hotels.0-l6068616-0.Travel-Guide-Filter-Hotels)** Experience the lively atmosphere of Duval Street, just 0.1 mile from Jackson Square. This iconic street is known for its vibrant nightlife, eclectic shops, and diverse dining options, making it the perfect spot for both day and evening adventures. - **[Mallory Square: ](https://www.expedia.com/Mallory-Square-Hotels.0-l501385-0.Travel-Guide-Filter-Hotels)** Located 0.4 mile away, Mallory Square is a bustling hub where you can enjoy breathtaking sunsets, street performances, and local art. This modern square captures the essence of Key West's charm and is the ideal place to unwind as the day transitions into night. - **[Ernest Hemingway Home and Museum: ](https://www.expedia.com/Ernest-Hemingway-Home-And-Museum-Hotels.0-l501376-0.Travel-Guide-Filter-Hotels)** A short 0.3 mile from Jackson Square, this historic house offers a glimpse into the life of the famous writer. Explore the beautiful gardens and learn about Hemingway’s legacy in a setting filled with culture and history. ### Best time to go to Jackson Square The best time to visit Jackson Square can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around Jackson Square falls in August, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature around Jackson Square falls in January, visitor numbers are average and weather is mostly sunny with no rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 71.1°F (21.7°C) | No Rain | Mostly Sunny | Average | Average | | February | 72.1°F (22.3°C) | No Rain | Mostly Sunny | Average | Slightly High | | March | 73.4°F (23.0°C) | No Rain | Mostly Sunny | Slightly High | Slightly High | | April | 76.8°F (24.9°C) | No Rain | Mostly Sunny | Average | Slightly High | | May | 79.3°F (26.3°C) | Light Rain | Mostly Sunny | Average | Average | | June | 82.6°F (28.1°C) | Light Rain | Mostly Sunny | Slightly High | Average | | July | 84.0°F (28.9°C) | Light Rain | Mostly Sunny | Slightly High | Average | | August | 84.4°F (29.1°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | September | 83.7°F (28.7°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low | | October | 80.8°F (27.1°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low | | November | 76.6°F (24.8°C) | Light Rain | Mostly Sunny | Slightly Low | Average | | December | 73.9°F (23.3°C) | No Rain | Mostly Sunny | Average | Average | ### The nearest major airports for your trip to Jackson Square When visiting Jackson Square in Key West, Florida, you can conveniently fly into Key West International Airport ([EYW](https://www.expedia.com/Key-West-Intl-Airport-Hotels.0-aEYW-0.Travel-Guide-Filter-Hotels)), located 3 miles away. Nearby hotel options include the luxurious [Casa Marina Key West](https://www.expedia.com/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information), a 5-star resort just 2 miles from the airport. [Margaritaville Beach House Key West](https://www.expedia.com/Key-West-Hotels-Barbary-Beach-House-Key-West.h48713884.Hotel-Information) and [Havana Cabana at Key West ](https://www.expedia.com/Key-West-Hotels-Havana-Cabana-At-Key-West.h21241090.Hotel-Information)are both 4-star hotels located 1 mile from EYW, offering easy access. For those considering Marathon, Florida, the Florida Keys Marathon Airport ([MTH](https://www.expedia.com/Florida-Keys-Marathon-Airport-Hotels.0-aMTH-0.Travel-Guide-Filter-Hotels)) is 49 miles away, with [Isla Bella Beach Resort & Spa](https://www.expedia.com/Marathon-Hotels-Isla-Bella-Beach-Resort-Spa.h24101706.Hotel-Information) and [Tranquility Bay Beachfront Hotel and Resort](https://www.expedia.com/Marathon-Hotels-Tranquility-Bay-Beachfront-Hotel-And-Resort.h117099.Hotel-Information) situated 4 and 3 miles from MTH, respectively, providing comfortable accommodations. ## Frequently asked questions ### What are the top-rated hotels near Jackson Square? > [Almond Tree Inn Hotel - Adults Only](https://www.expedia.com/Key-West-Hotels-Almond-Tree-Inn.h809031.Hotel-Information) > > > Almond Tree Inn Hotel is an inviting adults-only retreat located just a 10-minute walk from Jackson Square. With an impressive review rating of 10, this 3.5-star hotel ensures a memorable stay with amenities like an outdoor pool, hot tub, and a beautiful terrace to relax. Guests appreciate the complimentary breakfast, designer toiletries, and the option for nearby windsurfing and snorkeling. The hotel also features electric car charging stations and is designed with an elegant Art Deco hotel style, making it a unique choice for travelers. > > > [The Gardens Hotel](https://www.expedia.com/Key-West-Hotels-The-Gardens-Hotel.h20796.Hotel-Information) > > > The Gardens Hotel, only a 5-minute stroll from Jackson Square, boasts a remarkable review rating of 9.8 and a 4.0-star rating. This hotel offers a lush garden setting and a charming outdoor pool, perfect for unwinding after a day of exploring. Guests can enjoy complimentary cooked breakfasts and relax in spacious rooms featuring Egyptian cotton sheets. Unique amenities like in-room private pools and a yoga class on-site ensure travelers have a tranquil and rejuvenating experience. > > > [Orchid Key Inn - Adults Only](https://www.expedia.com/Key-West-Hotels-Orchid-Key-Inn.h809032.Hotel-Information) > > > Orchid Key Inn is a delightful adults-only hotel, situated just 9 minutes from Jackson Square, rated an impressive 9.8 by travelers. This 3.5-star hotel offers a blend of comfort and style, featuring an outdoor pool with sun loungers and a private hot tub for a more intimate experience. Guests enjoy complimentary breakfasts and have access to nearby kayaking and snorkeling adventures. The presence of designer toiletries and a concierge service adds to the overall appeal, making it a lovely choice for visitors to Key West. ### What hotels are within walking distance to Jackson Square? > [Almond Tree Inn Hotel - Adults Only](https://www.expedia.com/Key-West-Hotels-Almond-Tree-Inn.h809031.Hotel-Information) > > > Almond Tree Inn Hotel is an inviting 3.5-star accommodation located just a 10-minute walk from Jackson Square. Rated 10 by travelers, this adults-only retreat features an outdoor pool surrounded by sun loungers, perfect for a leisurely day in the sun. Guests can enjoy complimentary daily breakfast and relax in the hot tub after a day of exploring. With amenities like Egyptian cotton sheets and a terrace, it offers a cozy ambiance for a memorable stay. > > > [The Gardens Hotel](https://www.expedia.com/Key-West-Hotels-The-Gardens-Hotel.h20796.Hotel-Information) > > > The Gardens Hotel, a charming 4-star hotel, is located only 5 minutes on foot from Jackson Square, with a stellar review rating of 9.8\. This boutique hotel features a beautiful outdoor pool and a garden view restaurant, perfect for dining al fresco. Guests can indulge in complimentary cooked breakfast and unwind with yoga classes on-site. The hotel's unique layout and lush landscaping provide a tranquil oasis amidst the vibrant Key West atmosphere. > > > [Orchid Key Inn - Adults Only](https://www.expedia.com/Key-West-Hotels-Orchid-Key-Inn.h809032.Hotel-Information) > > > Orchid Key Inn, rated 9.8 by travelers, offers a delightful stay just 9 minutes from Jackson Square. This 3.5-star adults-only hotel features an outdoor pool and a relaxing hot tub, creating an ideal environment for unwinding. Guests can enjoy free breakfast daily and take advantage of the nearby beach activities, including snorkeling and kayaking. With its art deco design and premium bedding, it provides a chic and comfortable retreat. ### How much is a hotel near Jackson Square? ### What are the most popular family-friendly hotels near Jackson Square? > [Margaritaville Beach House Key West](https://www.expedia.com/Key-West-Hotels-Barbary-Beach-House-Key-West.h48713884.Hotel-Information) > > > Margaritaville Beach House Key West, a 4-star hotel just 2.9 miles from Jackson Square, welcomes families with open arms. Rated 8.8 by travelers, this hotel offers a range of family-friendly amenities including a pool accessible to all, a kitchenette for in-room meals, and toys to keep children entertained. Guests can also enjoy the nearby beach, outdoor activities like kayaking and snorkeling, and the comfort of daily housekeeping. > > > [Blue Flamingo Resort Key West](https://www.expedia.com/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information) > > > Blue Flamingo Resort Key West is a charming 4-star hotel located 3.7 miles from Jackson Square, a review rating of 7.8 by travelers. This family-friendly resort features connecting rooms and an arcade game room, providing endless entertainment for kids. Guests can also relax by the outdoor pool, enjoy snacks from the poolside bar, and take advantage of the onsite picnic area. > > > [Hyatt Centric Key West Resort and Spa](https://www.expedia.com/Key-West-Hotels-Hyatt-Centric-Key-West-Resort-And-Spa.h901.Hotel-Information) > > > Hyatt Centric Key West Resort and Spa is a luxurious 4-star option just a 12-minute walk from Jackson Square, with an impressive travelers' rating of 9.0\. This family-friendly resort offers amenities such as a pool with accessible features and kids' meals at the onsite restaurant. Guests can unwind with spa services, enjoy beach access, and enjoy various water sports, making it a perfect getaway for families. ### Which hotels near Jackson Square offer the best views? > [The Gardens Hotel](https://www.expedia.com/Key-West-Hotels-The-Gardens-Hotel.h20796.Hotel-Information) > > > The Gardens Hotel is a top-rated 4-star hotel with a remarkable review rating of 9.8, located just a 5-minute walk from Jackson Square. This charming hotel features a beautiful garden view and offers a complimentary breakfast, an outdoor pool, and unique amenities like in-room massages. Guests appreciate the tranquil atmosphere and close nearby the vibrant sights of Key West, making it an ideal retreat. > > > [Hyatt Centric Key West Resort and Spa](https://www.expedia.com/Key-West-Hotels-Hyatt-Centric-Key-West-Resort-And-Spa.h901.Hotel-Information) > > > Hyatt Centric Key West Resort and Spa, rated 9.0 by travelers, is a 4-star gem located just a 12-minute walk from Jackson Square. Guests can indulge in ocean views from their furnished balconies while enjoying amenities like a full-service spa and an outdoor pool. The beach is nearby, and there's a restaurant offering ocean views, making it a perfect choice for those seeking relaxation and picturesque scenery. > > > [Casa Marina Key West, Curio Collection by Hilton](https://www.expedia.com/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information) > > > Casa Marina Key West, Curio Collection by Hilton boasts an impressive review rating of 8.4 and is situated 1.3 miles from Jackson Square. This 4-star resort features an ocean view and offers a stunning beachfront location. Guests can enjoy a full-service spa, outdoor pool, and a variety of water sports such as sailing and kayaking, ensuring a delightful stay with breathtaking views at every turn. ### What are the best affordable hotels near Jackson Square? > [The Grand Guesthouse](https://www.expedia.com/Key-West-Hotels-The-Grand-Guesthouse.h1798025.Hotel-Information) > > > The Grand Guesthouse is situated 1.2 miles from Jackson Square and offers a cozy escape with a great traveler rating score of 9.6\. This hotel features free continental breakfast and WiFi, along with free parking, making it a practical choice for travelers. Enjoy the terrace, garden, and convenient access to nearby historical sites and beautiful beaches, perfect for a relaxing getaway. > > > [Simonton Court Historic Inn & Cottages](https://www.expedia.com/Key-West-Hotels-Simonton-Court-Historic-Inn-Guesthouse.h37900084.Hotel-Information) > > > Simonton Court Historic Inn & Cottages is a charming option just a 7-minute walk from Jackson Square. Rated by travelers with an impressive 9.8, this inn offers free continental breakfast and WiFi, making it a great choice for budget-conscious travelers. Guests can also enjoy the outdoor pool, terrace, and nearby marina for kayaking and boat tours, ensuring a delightful stay in Key West. > > > [LA TE DA Hotel - Adults Only](https://www.expedia.com/Key-West-Hotels-LA-TE-DA-Hotel-Adults-Only.h18312548.Hotel-Information) > > > LA TE DA Hotel - Adults Only, located 12 minutes on foot from Jackson Square, boasts a stellar review rating of 9.8\. This adults-only venue provides free WiFi and toiletries for a straightforward experience. Guests can unwind by the outdoor pool or take advantage of the nearby beach and marina for snorkeling and sailing adventures, making it an ideal retreat for couples. ### What are the best boutique hotels near Jackson Square? > [Artist House Key West](https://www.expedia.com/Key-West-Hotels-Artist-House-Key-West.h2480462.Hotel-Information) > > > Artist House Key West, a 3.5-star boutique hotel, offers an exceptional experience just a 5-minute walk from Jackson Square, with an impressive review rating of 9.8 by travelers. Guests can indulge in complimentary daily breakfast and enjoy amenities such as a hot tub and concierge service. The hotel also provides easy access to nearby beach activities including snorkeling and kayaking, ensuring a delightful stay in this vibrant location. > > > [Weatherstation Inn](https://www.expedia.com/Key-West-Hotels-Weatherstation-Inn.h1749434.Hotel-Information) > > > Weatherstation Inn is another fantastic boutique option, located only 5 minutes from Jackson Square and rated 9.4 by travelers. This charming inn features an outdoor pool and a terrace, providing perfect spots to relax. Guests can enjoy a complimentary continental breakfast and enjoy nearby water activities like snorkeling and sailing. The inn's adults-only policy offers a serene escape for couples looking to unwind. > > > [The Inn on Fleming](https://www.expedia.com/Key-West-Hotels-The-Inn-On-Fleming.h1501593.Hotel-Information) > > > The Inn on Fleming, a 3.5-star boutique hotel, is situated 12 minutes from Jackson Square and boasts a review rating of 9.4 from travelers. This inviting inn features a refreshing outdoor pool and complimentary breakfast, making it an ideal choice for a relaxing stay. Guests can easily explore nearby attractions and enjoy activities such as windsurfing and boat tours, all while basking in the unique charm of Key West. ### Are there any hotels with pools close to Jackson Square? > [Blue Flamingo Resort Key West](https://www.expedia.com/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information) > > > Blue Flamingo Resort Key West is situated 3.7 miles from Jackson Square and offers a delightful outdoor pool experience with sun loungers and cabanas for relaxation. Rated 7.8 by travelers, this 4-star hotel also features a poolside bar, fitness facilities nearby, and a complimentary shuttle service for local attractions. Guests can enjoy spacious rooms equipped with kitchenettes, ensuring a comfy stay. > > > [Pier House Resort & Spa](https://www.expedia.com/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information) > > > Located a mere 10-minute stroll from Jackson Square, Pier House Resort & Spa is a luxurious 4-star resort with a captivating outdoor pool featuring sun loungers and poolside service. Rated 9.0 by travelers, it offers an array of amenities including a full-service spa, beachfront dining, and complimentary beach towels. Guests can unwind in elegantly furnished rooms and enjoy a range of wellness treatments for a truly relaxing getaway. > > > [Southernmost Beach Resort and Guesthouses](https://www.expedia.com/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information) > > > Just a short 15-minute walk from Jackson Square, Southernmost Beach Resort and Guesthouses is a 4-star gem that boasts a beautiful outdoor pool with cabanas and a poolside bar. With an impressive review rating of 8.6, this resort offers travelers beach access, a full-service spa, and on-site dining options with ocean views. Families will appreciate the free cribs and kid-friendly amenities available. ### What are the best pet-friendly hotels near Jackson Square? > [The Gardens Hotel](https://www.expedia.com/Key-West-Hotels-The-Gardens-Hotel.h20796.Hotel-Information) > > > The Gardens Hotel is a charming 4-star retreat just a 5-minute walk from Jackson Square, an impressive 9.8 travelers' rating. This pet-friendly haven welcomes your dogs and provides essential amenities like food and water bowls. Guests can also indulge in a relaxing outdoor pool, free breakfast, and serene garden views, ensuring a delightful stay in a picturesque setting. > > > [Artist House Key West](https://www.expedia.com/Key-West-Hotels-Artist-House-Key-West.h2480462.Hotel-Information) > > > Artist House Key West, rated 9.8 by travelers, is a delightful 3.5-star hotel located only 5 minutes from Jackson Square. This inviting hotel welcomes pets and offers amenities such as food and water bowls for your furry companions. Guests can enjoy a complimentary buffet breakfast, relax in the hot tub, and explore nearby kayaking and snorkeling activities, making it a perfect choice for a memorable getaway. > > > [The Garden House](https://expedia.com/Key-West-hotels-The-Garden-House.h1154002.Hotel-information) > > > The Garden House, a cozy 3-star hotel situated 8 minutes from Jackson Square, has a great traveler rating score of 9.2\. This pet-friendly accommodation allows dogs and provides food and water bowls for your pets. Guests can unwind by the outdoor pool, enjoy free breakfast, and explore the nearby historical district, making it an ideal base for discovering the beauty of Key West. ### Can I book a fully refundable hotel close to Jackson Square? ### Can I find Expedia discounts for hotels near Jackson Square? > *\*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.* ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Key West Hotels ](https://www.expedia.com/Key-West-Hotels.d1187.Travel-Guide-Hotels) - [All-Inclusive Resorts in Key West ](https://www.expedia.com/Key-West-Hotels-All-Inclusive-Hotel.0-0-d1187-tAllinclusiveHotel.Travel-Guide-Filter-Hotels) - [Hotels near Duval Street ](https://www.expedia.com/Duval-Street-Hotels.0-l6068616-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Key West ](https://www.expedia.com/Key-West-Hotels-Cheap-Hotels.0-0-d1187-tCheapHotels.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Key West ](https://www.expedia.com/Key-West-Hotels-Oceanfront-Hotels.0-0-d1187-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Hotels near Key West Historic District ](https://www.expedia.com/Key-West-Historic-District-Key-West-Hotels.0-n6281809-0.Travel-Guide-Filter-Hotels) - [Beach Hotels in Key West ](https://www.expedia.com/Key-West-Hotels-Beach-Hotel.0-0-d1187-tBeachHotel.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Key West ](https://www.expedia.com/Key-West-Hotels-Adults-Only-Resorts.0-0-d1187-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Houseboats in Key West ](https://www.expedia.com/Key-West-Houseboats.d1187-aaHouseboats.Travel-Guide-Accommodation) - [Hotels near San Carlos Institute - Casa Cuba ](https://www.expedia.com/San-Carlos-Institute-Casa-Cuba-Hotels.0-l6068607-0.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Key West ](https://www.expedia.com/Key-West-Hotels-Pet-Friendly-Hotel.0-0-d1187-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Hotels near Mallory Square ](https://www.expedia.com/Mallory-Square-Hotels.0-l501385-0.Travel-Guide-Filter-Hotels) - [Hotels near St. Paul's Episcopal Church ](https://www.expedia.com/St-Pauls-Episcopal-Church-Hotels.0-l553248621532652633-0.Travel-Guide-Filter-Hotels) - [Hotels near Key West Film Society ](https://www.expedia.com/Key-West-Film-Society-Hotels.0-l6069263-0.Travel-Guide-Filter-Hotels) - [Hotels near Oldest House Museum and Garden ](https://www.expedia.com/Oldest-House-Museum-And-Garden-Hotels.0-l553248621533115800-0.Travel-Guide-Filter-Hotels) - [Hotels near Ernest Hemingway Home and Museum ](https://www.expedia.com/Ernest-Hemingway-Home-And-Museum-Hotels.0-l501376-0.Travel-Guide-Filter-Hotels) - [Hotels near Red Barn Theater ](https://www.expedia.com/Red-Barn-Theater-Hotels.0-l6069271-0.Travel-Guide-Filter-Hotels) - [Hotels near Truman Annex ](https://www.expedia.com/Truman-Annex-Key-West-Hotels.0-n553248635976473207-0.Travel-Guide-Filter-Hotels) - [Hotels near Harry S. 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