Title: Cow Key, FL Guest Houses from $250 | Expedia.com [Cow Key Travel Guide](https://expedia.com/Cow-Key.dx180163)[Hotels in Cow Key](https://expedia.com/Cow-Key-Hotels.d180163.Travel-Guide-Hotels)[Vacation Rentals in Cow Key](https://expedia.com/Cow-Key-Vacation-Rentals.d180163.Travel-Guide-VacationRentals)[Flights to Cow Key](https://expedia.com/Cheap-Flights-To-Cow-Key.d180163.Travel-Guide-Flights)[Car Rentals in Cow Key](https://expedia.com/Car-Rentals-In-Cow-Key.d180163.Car-Rental-Guide)[Cow Key Vacation Packages](https://expedia.com/Cow-Key.d180163.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ## Check prices for these dates Next weekend [Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=180163&startDate=2026-03-20&endDate=2026-03-22&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=180163&startDate=2026-03-27&endDate=2026-03-29&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=180163&startDate=2026-04-10&endDate=2026-04-12&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=180163&startDate=2026-05-08&endDate=2026-05-10&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Cow Key guest houses ![Porch](https://images.trvl-media.com/lodging/1000000/910000/902100/902014/f02c0a2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/910000/902100/902014/002755fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/902100/902014/8717bede.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Tropical King | Individually decorated, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/910000/902100/902014/7d668ce0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heron House Court - Adult Only [](https://www.expedia.com/Key-West-Hotels-Heron-House-Court-Adult-Only.h902014.Hotel-Information) Key West Historic District 9.0/10 Wonderful (1,002 reviews) "excellent location, quiet neighborhood, walk to the harbor and restaurants and bars nearby" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas $223 nightly $250 total Mar 18 - Mar 19 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Heron-House-Court-Adult-Only.h902014.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) ![Courtyard](https://images.trvl-media.com/lodging/111000000/110490000/110488200/110488130/f6fb7a5f.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) ![Courtyard](https://images.trvl-media.com/lodging/111000000/110490000/110488200/110488130/9cfe0bbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Douglas House - Adults Only [](https://www.expedia.com/Key-West-Hotels-Douglas-House.h110488130.Hotel-Information) Old Town Key West 9.6/10 Exceptional (317 reviews) "Great quiet location, short walk to all major points of interest. Friendly staff and excellent amenities " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tsvetelina $296 nightly $333 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Douglas-House.h110488130.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/8000000/7510000/7500600/7500588/8af6b0ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![NYAH Cottage 1 King Bed | Courtyard view](https://images.trvl-media.com/lodging/8000000/7510000/7500600/7500588/0849ca06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![NYAH Private Balcony Room 6 Single Beds | Balcony view](https://images.trvl-media.com/lodging/8000000/7510000/7500600/7500588/a350e3cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/8000000/7510000/7500600/7500588/2f1f2895.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NYAH Key West - Adults Only [](https://www.expedia.com/Key-West-Hotels-NYAH-Key-West-Adults-Only.h7500588.Hotel-Information) Key West Historic District 8.0/10 Very Good (1,004 reviews) "The rooms and pools were so clean, the staff was amazing. Will definitely be going back!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Holly $289 nightly $325 total Mar 16 - Mar 17 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-NYAH-Key-West-Adults-Only.h7500588.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/10000000/9020000/9013900/9013816/3120319b_edited_07ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/10000000/9020000/9013900/9013816/f87deff5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/10000000/9020000/9013900/9013816/1908c7f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Traditional Room, 1 Queen Bed | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/10000000/9020000/9013900/9013816/5c65acfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### L'Habitation Guest House [](https://www.expedia.com/Key-West-Hotels-LHabitation-Guest-House.h9013816.Hotel-Information) Key West Historic District 9.4/10 Exceptional (951 reviews) "Nice place with a great staff. Would definitely stay here again. also, it was in a fantastic location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael $279 nightly $314 total Apr 14 - Apr 15 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-LHabitation-Guest-House.h9013816.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737094/39c00051.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737094/88646fcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737094/a154a94d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737094/5775eee4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### COHIBA \~ Adults Only, Poolview Queen Room in Historic Azul Mansion! [](https://www.expedia.com/Key-West-Hotels-COHIBA-Adults-Only.h57737094.Hotel-Information) Old Town Key West 9.6/10 Exceptional (153 reviews) "Overall a very good stay. Innkeepers were friendly and the main area of the home was clean " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brittany P. $401 nightly $444 total Mar 25 - Mar 26 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-COHIBA-Adults-Only.h57737094.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/37000000/36260000/36259400/36259375/e10ca535.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/37000000/36260000/36259400/36259375/146db7dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Palm 1 Bedroom Suite | Living area | 38-inch TV with cable channels](https://images.trvl-media.com/lodging/37000000/36260000/36259400/36259375/e8fb967e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/37000000/36260000/36259400/36259375/dba63347.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Colors on White [](https://www.expedia.com/Key-West-Hotels-Colors-On-White.h36259375.Hotel-Information) Old Town Key West 8.0/10 Very Good (421 reviews) "Friendly & knowledgeable staff !" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emily $309 nightly $348 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Colors-On-White.h36259375.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/3000000/2240000/2232000/2231933/7e102845.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2240000/2232000/2231933/b83c4cbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed - Newly Remodeled | Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/3000000/2240000/2232000/2231933/22aa8bd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2240000/2232000/2231933/a17d99e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coco Plum Inn [](https://www.expedia.com/Key-West-Hotels-Coco-Plum-Inn.h2231933.Hotel-Information) Old Town Key West 9.4/10 Exceptional (493 reviews) "Great location, clean room, amazing staff!! The property was so cozy and intimate- the breakfast was great too. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Arturo $359 nightly $404 total Apr 14 - Apr 15 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Coco-Plum-Inn.h2231933.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/84000000/83540000/83530100/83530024/a913c72e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/84000000/83540000/83530100/83530024/ac5e99f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/84000000/83540000/83530100/83530024/ed2fdb43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/84000000/83540000/83530100/83530024/4852a6eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### GOLDEN NUGGET \~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool! [](https://www.expedia.com/Key-West-Hotels-GOLDEN-NUGGET-Adult-Only.h83530024.Hotel-Information) Old Town Key West 9.8/10 Exceptional (105 reviews) "Very quaint room and the location was perfect which allowed us to walk anywhere we wanted to venture. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donald R. $376 nightly $418 total Mar 18 - Mar 19 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-GOLDEN-NUGGET-Adult-Only.h83530024.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110840000/110837000/110836925/804528f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110840000/110837000/110836925/03ddd2fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, coffee/tea maker, ice maker](https://images.trvl-media.com/lodging/111000000/110840000/110837000/110836925/30ff252c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/111000000/110840000/110837000/110836925/1ad3b47f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### MALLORY SUITE @ Inn on Fleming\~ADULTS ONLY 1st Lvl King w/Shared Heated Pool [](https://www.expedia.com/Key-West-Hotels-THE-MALLORY-ROOM-1st-Floor-King-Suite-Inn-On-Fleming-W-Shared-Pool.h110836925.Hotel-Information) Old Town Key West 9.6/10 Exceptional (28 reviews) "Great location and very cute room. Enjoyed sitting on our porch and enjoyed the pool to cool off." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) meg p. $442 nightly $490 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-THE-MALLORY-ROOM-1st-Floor-King-Suite-Inn-On-Fleming-W-Shared-Pool.h110836925.Hotel-Information) ![Food and drink](https://images.trvl-media.com/lodging/7000000/6580000/6576700/6576609/4d2c753c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabana King, Accessible | Outdoor spa tub](https://images.trvl-media.com/lodging/7000000/6580000/6576700/6576609/7de720ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/7000000/6580000/6576700/6576609/98bddc65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Owner's Suite | In-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/7000000/6580000/6576700/6576609/8cc28f4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cabana Inn Key West - Adults Only [](https://www.expedia.com/Key-West-Hotels-The-Cabana-Inn-Key-West-Adults-Only.h6576609.Hotel-Information) Old Town Key West 8.8/10 Excellent (1,002 reviews) "Room was very clean and staff was great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) PATRICIA $326 nightly $367 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-The-Cabana-Inn-Key-West-Adults-Only.h6576609.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) ![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) ![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) ### The Grand Guesthouse [](https://www.expedia.com/Key-West-Hotels-The-Grand-Guesthouse.h1798025.Hotel-Information) Old Town Key West 9.6/10 Exceptional (1,001 reviews) "We loved our stay here. The room was very clean and the staff was very kind and helpful. Loved the courtyard where we enjoyed our continental breakfast. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mabel $418 nightly $470 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-The-Grand-Guesthouse.h1798025.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/1000000/60000/57700/57655/70e7ac88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/60000/57700/57655/54861217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/57700/57655/d3c2b66e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/60000/57700/57655/dfaa6255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Palms Hotel [](https://www.expedia.com/Key-West-Hotels-The-Palms-Hotel.h57655.Hotel-Information) Old Town Key West 8.8/10 Excellent (1,003 reviews) "Great staff, clean and comfortable atmosphere." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer $344 nightly $388 total Apr 1 - Apr 2 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-The-Palms-Hotel.h57655.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/84000000/83540000/83530100/83530022/4d2d6f73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/84000000/83540000/83530100/83530022/b1290b61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/84000000/83540000/83530100/83530022/d193f745.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83540000/83530100/83530022/ca7964c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### JULIE \~ Adult Only, 1st Floor King Bedroom w/ Shared Pool, Scarlet Mango Inn! [](https://www.expedia.com/Key-West-Hotels-JULIE-Adult-Only.h83530022.Hotel-Information) Old Town Key West 10/10 Exceptional (84 reviews) "The Scarlet Mango Inn is kept immaculate. The staff is very customer driven. It is in a great location. Highly recommend. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Greg D. $458 nightly $508 total Mar 16 - Mar 17 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-JULIE-Adult-Only.h83530022.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) ![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) ![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) ### The Key West Hotel [](https://www.expedia.com/Key-West-Hotels-Casa-325.h8657021.Hotel-Information) Key West Historic District 9.2/10 Wonderful (538 reviews) "Loved this hotel, immaculate. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kimberly $543 nightly $604 total Mar 20 - Mar 21 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Casa-325.h8657021.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/530000/529500/529427/d0e113c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/530000/529500/529427/0655c71e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Havana Suite w/kitchenette | Garden view](https://images.trvl-media.com/lodging/1000000/530000/529500/529427/6c9ccbbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Poolside bar](https://images.trvl-media.com/lodging/1000000/530000/529500/529427/c8bd1ef4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Duval Inn [](https://www.expedia.com/Key-West-Hotels-Duval-Inn.h529427.Hotel-Information) Old Town Key West 8.6/10 Excellent (754 reviews) "Great little place, just off of Duval St. This was a perfect place as all of old town was walkable. Staff was nice and accomidating, breakfast was ok." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert $411 nightly $463 total Mar 24 - Mar 25 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Duval-Inn.h529427.Hotel-Information) ![BBQ/picnic area](https://images.trvl-media.com/lodging/111000000/110350000/110348200/110348140/ae6676ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sweet Caroline - Two Bedroom Spacious Apartment | Living area | 50-inch Smart TV with cable channels](https://images.trvl-media.com/lodging/111000000/110350000/110348200/110348140/41684e51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sweet Caroline - Two Bedroom Spacious Apartment | Individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/111000000/110350000/110348200/110348140/9c58be32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/111000000/110350000/110348200/110348140/ec8330ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Banana's Foster Guesthouse [](https://www.expedia.com/Key-West-Hotels-Bananas-Foster-Guesthouse.h110348140.Hotel-Information) Key West Historic District 8.2/10 Very Good (14 reviews) "The room was spotless and very comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) KARLA $375 nightly $421 total Apr 14 - Apr 15 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Bananas-Foster-Guesthouse.h110348140.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/126000000/126000000/125997800/125997750/d3861ad8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/126000000/126000000/125997800/125997750/6c4c8c04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/126000000/126000000/125997800/125997750/77b0254e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/126000000/126000000/125997800/125997750/8a4041b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NIGHTCAP \~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches! [](https://www.expedia.com/Key-West-Hotels-NIGHTCAP-On-Duval-St.h125997750.Hotel-Information) Old Town Key West 10/10 Exceptional (2 reviews) "Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Easy to deal with company and room access. Nice clean room, great location, friendly staff and A/C was always working which is a big plus in the Keys." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle L. $398 nightly $442 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-NIGHTCAP-On-Duval-St.h125997750.Hotel-Information) ![Beach nearby, white sand, beach cabanas, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/300/217/97893d3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/300/217/cd48d5e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business center](https://images.trvl-media.com/lodging/1000000/10000/300/217/bc692f27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/10000/300/217/e8c5a6d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amsterdam's Curry Mansion Inn [](https://www.expedia.com/Key-West-Hotels-Amsterdams-Curry-Mansion-Inn.h217.Hotel-Information) Key West Historic District 8.2/10 Very Good (1,003 reviews) "Perfect location! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeanette $410 nightly $462 total Apr 13 - Apr 14 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Amsterdams-Curry-Mansion-Inn.h217.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/2000000/1640000/1635900/1635855/0a96de9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/2000000/1640000/1635900/1635855/13a96887.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/2000000/1640000/1635900/1635855/9a87faac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coconut King | Living area | 32-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/2000000/1640000/1635900/1635855/673d8b9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kona Kai Oasis [](https://www.expedia.com/Key-West-Hotels-An-Island-Oasis.h1635855.Hotel-Information) Old Town Key West 8.2/10 Very Good (617 reviews) "Great location, nice specious room" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Val $359 nightly $404 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-An-Island-Oasis.h1635855.Hotel-Information) ![Audubon Room - Adult Exclusive | Terrace/patio](https://images.trvl-media.com/lodging/55000000/54240000/54232900/54232858/5c98c961.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/55000000/54240000/54232900/54232858/6dcba9bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/55000000/54240000/54232900/54232858/2fa0ca68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Audubon Room - Adult Exclusive | In-room safe, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/55000000/54240000/54232900/54232858/25f9f4dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Mermaid & Alligator [](https://www.expedia.com/Key-West-Hotels-The-Mermaid-Alligator.h54232858.Hotel-Information) Old Town Key West 9.8/10 Exceptional (290 reviews) "Clean great staff wonderful breakfast" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kat $455 nightly $512 total Mar 26 - Mar 27 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-The-Mermaid-Alligator.h54232858.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=2026-03-29&endDate=2026-03-30®ionId=180163&adults=2&lodging=GUEST_HOUSE&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=AA_SPRING_PROMO_180163) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FCow-Key-Guest-Houses.d180163-aaGuestHouses.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCow-Key-Guest-Houses.d180163-aaGuestHouses.Travel-Guide-Accommodation) ## Top Cow Key Hotel Reviews ![Beachside Resort & Residences](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/a1e6ec60_y.jpg) ### Beachside Resort & Residences 10/10 Excellent "Yes, just steps from the water!" [](https://expedia.com/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information) ![The Laureate Key West](https://images.trvl-media.com/lodging/28000000/27160000/27156600/27156592/cba0d59f_y.jpg) ### The Laureate Key West 10/10 Excellent "The staff and property was exceptional not to mention very accommodating I definitely will return to this property " [](https://expedia.com/Key-West-Hotels-The-Laureate-Key-West.h27156592.Hotel-Information) ![Ibis Bay Beach Resort](https://images.trvl-media.com/lodging/5000000/4220000/4218900/4218809/7ea6251e_y.jpg) ### Ibis Bay Beach Resort 6/10 Okay "The room was acceptable, although not great. The cleaning staff was very friendly. The front desk staff was mediocre. Not all staff were attentive and meeting the basic needs of guests, in general. There was one staff person who was very good at her job and consequently ended up taking over others' work in order to meet the needs of guests. The golf cart rental service was great! The jet ski rental services were not good. " [](https://expedia.com/Key-West-Hotels-Ibis-Bay-Beach-Resort.h4218809.Hotel-Information) ![Havana Cabana at Key West ](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/62539afb_y.jpg) ### Havana Cabana at Key West 10/10 Excellent "The room was clean and comfortable. The pool was perfect, great options and nice, helpful staff. " [](https://expedia.com/Key-West-Hotels-Havana-Cabana-At-Key-West.h21241090.Hotel-Information) ![Casa Marina Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/14292c62_y.jpg) ### Casa Marina Key West, Curio Collection by Hilton 10/10 Excellent "Had a great time!" [](https://expedia.com/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information) ![Hilton Garden Inn Key West / The Keys Collection](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/449c6937_y.jpg) ### Hilton Garden Inn Key West / The Keys Collection 10/10 Excellent "Pool and hot tub were very enjoyable. Pool was clean and hot tub was nice and hot. Jets stayed on and we didn’t have to keep turning it back on." [](https://expedia.com/Key-West-Hotels-Hilton-Garden-Inn-Key-West.h1376.Hotel-Information) ![The Perry Hotel & Marina Key West](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/deb8b21f_y.jpg) ### The Perry Hotel & Marina Key West 10/10 Excellent "Not only was the property clean and pet friendly but they also have a wonderful restaurant on site. 10 out of 10 will definitely be returning to this hotel" [](https://expedia.com/Key-West-Hotels-The-Perry-Hotel-Marina-Key-West.h17313680.Hotel-Information) ![Margaritaville Beach House Key West](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/5fd7b8bf_y.jpg) ### Margaritaville Beach House Key West 10/10 Excellent "We did not have a beach view but we were hardly in the room so it didnt matter" [](https://expedia.com/Key-West-Hotels-Margaritaville-Beach-House-Key-West.h48713884.Hotel-Information) ![Hyatt Vacation Club at Windward Pointe, Key West](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/af5a58cd_y.jpg) ### Hyatt Vacation Club at Windward Pointe, Key West 8/10 Good "This property is tired and needs a deep cleaning. The staff is non existent. We stayed 5 days and asked for/but didn’t receive any housekeeping- including towels! I ended up taking some off one of the cleaning carts." [](https://expedia.com/Key-West-Hotels-Hyatt-Vacation-Club-At-Windward-Pointe.h868697.Hotel-Information) ## Find out more about Cow Key ## Cow Key Guest Houses information | Number of reviews | 10,782 | | ----------------- | --------------- | | Accommodation | 58 Guest Houses | | Lowest Price | $250 | | Highest Price | $604 | ## Frequently asked questions ### What is the nightly rate for a guest house in Cow Key? ### What's the difference between a Cow Key guest house and a B&B? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - 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 Robbie's ](https://www.expedia.com/Robbies-Hotels.0-l6068603-0.Travel-Guide-Filter-Hotels) - [Houseboats in Stock Island ](https://www.expedia.com/Stock-Island-Houseboats.d180166-aaHouseboats.Travel-Guide-Accommodation) - 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[Flights from Birmingham (BHM) to Key West (EYW) ](https://www.expedia.com/lp/flights/bhm/eyw/birmingham-to-key-west) - [Flights from Daytona Beach (DAB) to Key West (EYW) ](https://www.expedia.com/lp/flights/dab/eyw/daytona-beach-to-key-west) - [Flights from Seattle (SEA) to Key West (EYW) ](https://www.expedia.com/lp/flights/sea/eyw/seattle-to-key-west) - [Flights from Gainesville (GNV) to Key West (EYW) ](https://www.expedia.com/lp/flights/gnv/eyw/gainesville-to-key-west) - [Flights from Oklahoma City (OKC) to Key West (EYW) ](https://www.expedia.com/lp/flights/okc/eyw/oklahoma-city-to-key-west) - [Flights from Panama City (ECP) to Key West (EYW) ](https://www.expedia.com/lp/flights/ecp/eyw/panama-city-to-key-west) - [Flights from Chattanooga (CHA) to Key West (EYW) ](https://www.expedia.com/lp/flights/cha/eyw/chattanooga-to-key-west) - [Flights from San Francisco (SFO) to Key West (EYW) ](https://www.expedia.com/lp/flights/sfo/eyw/san-francisco-to-key-west) - [Flights from Las Vegas (LAS) to Key West (EYW) ](https://www.expedia.com/lp/flights/las/eyw/las-vegas-to-key-west) - [Flights from San Antonio (SAT) to Key West (EYW) ](https://www.expedia.com/lp/flights/sat/eyw/san-antonio-to-key-west) - [Flights from Portland (PDX) to Key West (EYW) ](https://www.expedia.com/lp/flights/pdx/eyw/portland-to-key-west) - [Key West Vacations ](https://www.expedia.com/Key-West.d1187.Destination-Travel-Guides) - [Robbie's ](https://www.expedia.com/Robbies-Key-West.d6068603.Vacation-Attraction) - [Fort East Martello Museum and Gallery ](https://www.expedia.com/Fort-East-Martello-Museum-And-Gallery-Key-West.d6069253.Vacation-Attraction) - [Car rental Key West Airport (EYW) ](https://www.expedia.com/Car-Rentals-In-Key-West-Intl.d5724485.Car-Rental-Guide) - [Things to do in Stock Island ](https://www.expedia.com/Things-To-Do-In-Stock-Island.d180166.Travel-Guide-Activities)