Title: The Best Florida Keys Hotels with Pools from $214 - Hotels with indoor pools in Florida Keys | Expedia.com [Florida Keys Travel Guide](https://expedia.com/Florida-Keys.dx6023765)[Hotels in Florida Keys](https://expedia.com/Florida-Keys-Hotels.d6023765.Travel-Guide-Hotels)[Vacation Rentals in Florida Keys](https://expedia.com/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals)[Flights to Florida Keys](https://expedia.com/Cheap-Flights-To-Florida-Keys.d6023765.Travel-Guide-Flights)[Things to do in Florida Keys](https://expedia.com/Things-To-Do-In-Florida-Keys.d6023765.Travel-Guide-Activities)[Car Rentals in Florida Keys](https://expedia.com/Car-Rentals-In-Florida-Keys.d6023765.Car-Rental-Guide)[Florida Keys Vacation Packages](https://expedia.com/Florida-Keys.d6023765.Destination-Travel-Guides) ![Higgs Beach showing a sandy beach and tropical scenes as well as a large group of people](https://images.trvl-media.com/place/6246822/f00ad239-b8ad-4f0c-b162-acc6426db1e2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6246822/f00ad239-b8ad-4f0c-b162-acc6426db1e2.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 availability on Florida Keys Hotels with a Pool Tonight [Mar 13 - Mar 14](https://www.expedia.com/Hotel-Search?regionId=6023765&startDate=2026-03-13&endDate=2026-03-14&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 14 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=6023765&startDate=2026-03-14&endDate=2026-03-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=6023765&startDate=2026-03-13&endDate=2026-03-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=6023765&startDate=2026-03-20&endDate=2026-03-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Florida Keys hotels with a pool ![Outdoor pool, open 7:00 AM to 7:00 PM, sun loungers](https://images.trvl-media.com/lodging/4000000/3870000/3864000/3863945/7453abc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3870000/3864000/3863945/9e96c1a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served, pool views ](https://images.trvl-media.com/lodging/4000000/3870000/3864000/3863945/d4b7beed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served, pool views ](https://images.trvl-media.com/lodging/4000000/3870000/3864000/3863945/4968880a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rainbow Bend Resort [](https://www.expedia.com/Marathon-Hotels-Rainbow-Bend-Resort.h3863945.Hotel-Information) Marathon 8.2/10 Very Good (880 reviews) - Float away in the turquoise pool with ocean views before retreating to the poolside hot tub at sunset. $190 nightly $214 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Marathon-Hotels-Rainbow-Bend-Resort.h3863945.Hotel-Information) ![Outdoor pool, open 8:30 AM to 8:00 PM, sun loungers](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/e00342d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/bee23682.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/2ece49e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 Bedroom Aqua Lodge # 13 Barracuda | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/92962431.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Wooden Bridge Resort and Marina [](https://www.expedia.com/Big-Pine-Key-Hotels-Old-Wooden-Bridge-Marina.h17102343.Hotel-Information) Punta Brisa 8.6/10 Excellent (309 reviews) - Soak in tropical views at the outdoor pool, then paddle away from this waterfront cottage with an onsite marina and private dock. $295 nightly $332 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Big-Pine-Key-Hotels-Old-Wooden-Bridge-Marina.h17102343.Hotel-Information) ![In-room dining](https://images.trvl-media.com/lodging/13000000/12240000/12237000/12236906/c3ee2fec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/13000000/12240000/12237000/12236906/01430a3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gazebo](https://images.trvl-media.com/lodging/13000000/12240000/12237000/12236906/a1897c45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, free WiFi, bed sheets](https://images.trvl-media.com/lodging/13000000/12240000/12237000/12236906/c8a7a7b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bonefish Bay Motel [](https://www.expedia.com/Marathon-Hotels-Bonefish-Bay-Motel.h12236906.Hotel-Information) Marathon 9.2/10 Wonderful (547 reviews) - Plunge into a coastal paradise with a shimmering outdoor pool and complimentary bicycles for exploring scenic Marathon views. $211 nightly $237 total Apr 9 - Apr 10 Total with taxes and fees [](https://www.expedia.com/Marathon-Hotels-Bonefish-Bay-Motel.h12236906.Hotel-Information) ![Hibiscus Waterfront 2-Bedroom, Two Bath Master Suite (Brand New) | Terrace/patio](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/55bf0b8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Waterfront Studio with King Bed & Kitchenette | Premium bedding, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/9e920762.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Waterfront Bougainvillea Two-Bedroom Master Suite | Private kitchen | Fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/4077334d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 outdoor pools, open 7:30 AM to 6:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/ca18911f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lime Tree Bay Resort [](https://www.expedia.com/Long-Key-Hotels-Lime-Tree-Bay-Resort.h882254.Hotel-Information) Long Key 9.2/10 Wonderful (1,195 reviews) - A sun-drenched retreat with three tropical pools and private beach access awaits at this waterfront Florida Keys resort. $241 nightly $272 total Apr 13 - Apr 14 Total with taxes and fees [](https://www.expedia.com/Long-Key-Hotels-Lime-Tree-Bay-Resort.h882254.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1780000/1775600/1775568/04fa303d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Double Beds | Free WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/2000000/1780000/1775600/1775568/7746aa15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room, 1 King Bed, Lanai, Lagoon View (Kitchenette) | View from room](https://images.trvl-media.com/lodging/2000000/1780000/1775600/1775568/96bf2fd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1780000/1775600/1775568/2a3c3999.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kingsail Resort [](https://www.expedia.com/Marathon-Hotels-Kingsail-Resort.h1775568.Hotel-Information) Marathon 8.6/10 Excellent (1,029 reviews) - Sleek outdoor pool with marina views makes waterfront adventures a dream at Kingsail resort. $197 nightly $222 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Marathon-Hotels-Kingsail-Resort.h1775568.Hotel-Information) ![Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1190000/1181000/1180935/9e37e284.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Studio Suite, 2 Queen Beds, Kitchen, Canal View | Premium bedding, down comforters, pillowtop beds, minibar](https://images.trvl-media.com/lodging/2000000/1190000/1181000/1180935/d3616ca2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1190000/1181000/1180935/ddf5edfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1190000/1181000/1180935/7999b3b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coconut Cay Resort & Marina [](https://www.expedia.com/Marathon-Hotels-Coconut-Cay-Resort-Marina.h1180935.Hotel-Information) Marathon 8.4/10 Very Good (1,016 reviews) - Poolside perfection awaits in this tropical marina escape with free water activities. $226 nightly $254 total Mar 18 - Mar 19 Total with taxes and fees [](https://www.expedia.com/Marathon-Hotels-Coconut-Cay-Resort-Marina.h1180935.Hotel-Information) ![Beach/ocean view](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/3197fca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, pillowtop beds, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/c2caabe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water view](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/8979e9b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Ocean View Two Queen Suite | Balcony](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/1d1a1984.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chesapeake Beach Resort [](https://www.expedia.com/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) Matecumbe 9.2/10 Wonderful (1,665 reviews) - Splash into paradise with two stunning outdoor pools overlooking a private white sand beach. $290 nightly $327 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/5000000/4740000/4734200/4734183/cd28e071.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/5000000/4740000/4734200/4734183/f15f41fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Apartment (Osprey Apartment-Private Balcony) | In-room dining](https://images.trvl-media.com/lodging/5000000/4740000/4734200/4734183/50a2d118.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/5000000/4740000/4734200/4734183/645dd277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Captain Pips Marina & Hideaway [](https://www.expedia.com/Marathon-Hotels-Captain-Pips-Marina-Hideaway.h4734183.Hotel-Information) Marathon 9.0/10 Wonderful (1,000 reviews) - Dive into poolside paradise with water activities galore at this Florida Keys getaway. $194 nightly $219 total Mar 26 - Mar 27 Total with taxes and fees [](https://www.expedia.com/Marathon-Hotels-Captain-Pips-Marina-Hideaway.h4734183.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/9bcc8c75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dock](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/4deb6af1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, beach towels, kayaking](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/ec70fa51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier Cottage, Bay View | Terrace/patio](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/0c81ecd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rock Reef Resort [](https://www.expedia.com/Key-Largo-Hotels-Rock-Reef-Resort.h57185414.Hotel-Information) Rock Harbor 9.2/10 Wonderful (1,101 reviews) - Dive into a sun-soaked Florida Keys getaway with a heated pool, private beach, and lounger paradise with stunning sunset views. $218 nightly $246 total Apr 13 - Apr 14 Total with taxes and fees [](https://www.expedia.com/Key-Largo-Hotels-Rock-Reef-Resort.h57185414.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/84000000/83960000/83951700/83951609/36e462d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Bungalow | Private kitchen | Full-size fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/84000000/83960000/83951700/83951609/0301e6a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/84000000/83960000/83951700/83951609/b572d092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83960000/83951700/83951609/5f1002c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aqua Lodge Rentals At Coconut Cay [](https://www.expedia.com/Marathon-Hotels-Aqua-Lodge-Rentals-At-Coconut-Cay.h83951609.Hotel-Information) Marathon 9.6/10 Exceptional (212 reviews) - Refreshing houseboat escape with a pristine pool, serene waters, and adventure-ready amenities for a floating getaway. $388 nightly $436 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Marathon-Hotels-Aqua-Lodge-Rentals-At-Coconut-Cay.h83951609.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=2026-03-27&endDate=2026-03-28®ionId=6023765&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Florida Keys Breakfast included 4 stars 5 stars Hot tub Spa ![](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=AFFINITY_SPRING_PROMO_6023765) ## Hotels with pools and free breakfast in Florida Keys ![Private beach, white sand, sun loungers, beach towels](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, pillowtop beds, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/c2caabe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water view](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/8979e9b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Ocean View Two Queen Suite | Balcony](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/1d1a1984.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chesapeake Beach Resort [](https://www.expedia.com/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) Matecumbe 9.2/10 Wonderful (1665) $290 nightly $327 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.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) ![Terrace/patio](https://images.trvl-media.com/lodging/4000000/3840000/3830600/3830519/00a251a0.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) ![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) ### Southernmost House [](https://www.expedia.com/Key-West-Hotels-The-Southernmost-House-Hotel.h3830519.Hotel-Information) Old Town Key West 9.4/10 Exceptional (1001) $432 nightly $486 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-The-Southernmost-House-Hotel.h3830519.Hotel-Information) ![Room, 1 King Bed, Bay View | Beach/ocean view](https://images.trvl-media.com/lodging/1000000/10000/5800/5731/68e30233.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden view](https://images.trvl-media.com/lodging/1000000/10000/5800/5731/d369153c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/5800/5731/363fe239.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/10000/5800/5731/2a165117.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Key Largo Manatee Bay [](https://www.expedia.com/Key-Largo-Hotels-Hampton-Inn-Key-Largo-Manatee-Bay.h5731.Hotel-Information) Key Largo 8.8/10 Excellent (1004) $207 nightly $233 total Apr 13 - Apr 14 Total with taxes and fees [](https://www.expedia.com/Key-Largo-Hotels-Hampton-Inn-Key-Largo-Manatee-Bay.h5731.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/530000/529300/529277/260fef76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/530000/529300/529277/5145df50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Williams Cottage, Stand Alone | Terrace/patio](https://images.trvl-media.com/lodging/1000000/530000/529300/529277/317f39d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/530000/529300/529277/66df4261.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Authors of Key West Guest House [](https://www.expedia.com/Key-West-Hotels-Authors-Of-Key-West-Guest-House.h529277.Hotel-Information) Key West Historic District 9.0/10 Wonderful (1000) $279 nightly $314 total Apr 2 - Apr 3 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Authors-Of-Key-West-Guest-House.h529277.Hotel-Information) ![Beach/ocean view](https://images.trvl-media.com/lodging/11000000/10990000/10985700/10985658/59d87217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/11000000/10990000/10985700/10985658/d813ee44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/11000000/10990000/10985700/10985658/657544f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 1 Queen Bed with Sofa bed, Kitchen (#06 Poolside with Tiki Hut) | Living area | 50-inch Smart TV with cable channels, TV](https://images.trvl-media.com/lodging/11000000/10990000/10985700/10985658/c16e9bea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bay Harbor Lodge [](https://www.expedia.com/Key-Largo-Hotels-Bay-Harbor-Lodge.h10985658.Hotel-Information) Rock Harbor 9.4/10 Exceptional (673) $275 nightly $309 total Mar 17 - Mar 18 Total with taxes and fees [](https://www.expedia.com/Key-Largo-Hotels-Bay-Harbor-Lodge.h10985658.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/19900/19823/b7875c57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/20000/19900/19823/061698ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Multiple Beds, Bay View | Premium bedding, in-room safe, individually decorated](https://images.trvl-media.com/lodging/1000000/20000/19900/19823/504a40b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/20000/19900/19823/d84b43ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Marathon Florida Keys [](https://www.expedia.com/Marathon-Hotels-Fairfield-Inn-Suites-By-Marriott-Marathon-Florida-Keys.h19823.Hotel-Information) Marathon 9.2/10 Wonderful (1092) $287 nightly $323 total Apr 13 - Apr 14 Total with taxes and fees [](https://www.expedia.com/Marathon-Hotels-Fairfield-Inn-Suites-By-Marriott-Marathon-Florida-Keys.h19823.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/bc839964.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dock](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/a69616f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Kitchen, Sea Facing | Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/680528cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 2 Bedrooms, Ocean View | Terrace/patio](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/75ac6ed2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Parmer's Resort [](https://www.expedia.com/Little-Torch-Key-Hotels-Parmers-Resort.h5561465.Hotel-Information) Summerland Key 9.0/10 Wonderful (1001) $280 nightly $315 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Little-Torch-Key-Hotels-Parmers-Resort.h5561465.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1190000/1186200/1186162/42d47c50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker](https://images.trvl-media.com/lodging/2000000/1190000/1186200/1186162/340e7f1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/2000000/1190000/1186200/1186162/0f5b3686.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach/ocean view](https://images.trvl-media.com/lodging/2000000/1190000/1186200/1186162/2d6f6a20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dove Creek Resort & Marina, Trademark Collection by Wyndham [](https://www.expedia.com/Key-Largo-Hotels-Dove-Creek-Resort-Marina.h1186162.Hotel-Information) Key Largo 7.6/10 Good (1007) $240 nightly $270 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Key-Largo-Hotels-Dove-Creek-Resort-Marina.h1186162.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/9000000/8990000/8984500/8984451/45887e0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/9000000/8990000/8984500/8984451/799c47e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/9000000/8990000/8984500/8984451/b0c5a846.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds | Premium bedding, down comforters, pillowtop beds, individually decorated](https://images.trvl-media.com/lodging/9000000/8990000/8984500/8984451/d7755f8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Southwinds Motel [](https://www.expedia.com/Key-West-Hotels-Southwinds-Motel.h8984451.Hotel-Information) Old Town Key West 8.8/10 Excellent (1301) $318 nightly $358 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Southwinds-Motel.h8984451.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/1000/901/0b72a249.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine, ocean views ](https://images.trvl-media.com/lodging/1000000/10000/1000/901/cd7c9771.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room, 1 King Bed, Ocean View | Premium bedding, in-room safe, individually decorated](https://images.trvl-media.com/lodging/1000000/10000/1000/901/8f0e07a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room, 1 King Bed, Ocean View | Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/1000/901/c6f4724b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Centric Key West Resort and Spa [](https://www.expedia.com/Key-West-Hotels-Hyatt-Centric-Key-West-Resort-And-Spa.h901.Hotel-Information) Key West Historic District 9.0/10 Wonderful (1007) $416 nightly $468 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Hyatt-Centric-Key-West-Resort-And-Spa.h901.Hotel-Information) [View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-27&endDate=2026-03-28®ionId=6023765&adults=2&amenities=POOL&sort=RECOMMENDED&mealPlan=FREE_BREAKFAST&openPlayBack=true) ## 4-star hotels with pools in Florida Keys ![Food and drink](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/5fd7b8bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/62b1909b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, white sand](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/01280e2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/82d7bf8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Margaritaville Beach House Key West [](https://www.expedia.com/Key-West-Hotels-Margaritaville-Beach-House-Key-West.h48713884.Hotel-Information) Key West 8.8/10 Excellent (1781) $399 nightly $449 total Apr 13 - Apr 14 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Margaritaville-Beach-House-Key-West.h48713884.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) ![Terrace/patio](https://images.trvl-media.com/lodging/4000000/3840000/3830600/3830519/00a251a0.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) ![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) ### Southernmost House [](https://www.expedia.com/Key-West-Hotels-The-Southernmost-House-Hotel.h3830519.Hotel-Information) Old Town Key West 9.4/10 Exceptional (1001) $432 nightly $486 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-The-Southernmost-House-Hotel.h3830519.Hotel-Information) ![Alligator Reef Oceanfront Room King Lanai with Queen Sofabed | View from room](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/4186365f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Alligator Reef Oceanfront Room King | Beach/ocean view](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/43c465e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Alligator Reef Oceanfront Room King Lanai with Queen Sofabed | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/2728b985.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/af6ef0d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amara Cay Resort [](https://www.expedia.com/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) Matecumbe 8.8/10 Excellent (1251) $301 nightly $339 total Mar 26 - Mar 27 Total with taxes and fees [](https://www.expedia.com/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) ![Private beach, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/1000000/10000/3500/3427/e9f2dff3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/10000/3500/3427/86c2e00e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach views, serves lunch, dinner, and happy hour](https://images.trvl-media.com/lodging/1000000/10000/3500/3427/9cf56c63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Poolside bar](https://images.trvl-media.com/lodging/1000000/10000/3500/3427/b2a768a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Reefhouse Resort & Marina [](https://www.expedia.com/Key-Largo-Hotels-Reefhouse-Resort-Marina.h3427.Hotel-Information) Key Largo 9.4/10 Exceptional (1381) $419 nightly $466 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Key-Largo-Hotels-Reefhouse-Resort-Marina.h3427.Hotel-Information) ![Suite, 1 King Bed with Sofa bed, Ocean View | Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/18023e21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/7578de06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/c134a889.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa bed, Ocean View | Exterior](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/b304e7ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Siesta Resort & Villas [](https://www.expedia.com/Islamorada-Hotels-La-Siesta-Resort-Marina.h2477508.Hotel-Information) Matecumbe 8.8/10 Excellent (1000) $313 nightly $353 total Mar 25 - Mar 26 Total with taxes and fees [](https://www.expedia.com/Islamorada-Hotels-La-Siesta-Resort-Marina.h2477508.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/1000/901/0b72a249.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine, ocean views ](https://images.trvl-media.com/lodging/1000000/10000/1000/901/cd7c9771.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room, 1 King Bed, Ocean View | Premium bedding, in-room safe, individually decorated](https://images.trvl-media.com/lodging/1000000/10000/1000/901/8f0e07a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room, 1 King Bed, Ocean View | Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/1000/901/c6f4724b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Centric Key West Resort and Spa [](https://www.expedia.com/Key-West-Hotels-Hyatt-Centric-Key-West-Resort-And-Spa.h901.Hotel-Information) Key West Historic District 9.0/10 Wonderful (1007) $416 nightly $468 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Hyatt-Centric-Key-West-Resort-And-Spa.h901.Hotel-Information) ![Balcony view](https://images.trvl-media.com/lodging/37000000/36890000/36881900/36881801/d5720c3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach bar](https://images.trvl-media.com/lodging/37000000/36890000/36881900/36881801/ef4dc63f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony view](https://images.trvl-media.com/lodging/37000000/36890000/36881900/36881801/4d5bbaec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/37000000/36890000/36881900/36881801/1b2eda02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grassy Flats Resort & Beach Club [](https://www.expedia.com/Marathon-Hotels-Grassy-Flats-Resort-Beach-Club.h36881801.Hotel-Information) Marathon 9.4/10 Exceptional (417) $393 nightly $442 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Marathon-Hotels-Grassy-Flats-Resort-Beach-Club.h36881801.Hotel-Information) ![4 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/cf132c1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/87058123.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/314846dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free beach shuttle, kayaking](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/b549f4a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Parrot Key Hotel & Villas [](https://www.expedia.com/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.Hotel-Information) Northside Resort 9.0/10 Wonderful (1322) $365 nightly $410 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/8c74658c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Serves lunch and dinner](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/bb9d7ce2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/92d23e9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, beach cabanas, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/d9cc2f68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Playa Largo Resort & Spa, Autograph Collection [](https://www.expedia.com/Key-Largo-Hotels-Playa-Largo-Resort-Spa.h11919055.Hotel-Information) Rock Harbor 8.8/10 Excellent (1003) $448 nightly $504 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Key-Largo-Hotels-Playa-Largo-Resort-Spa.h11919055.Hotel-Information) ![6 outdoor pools, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/15e67a67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/5714c59c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, down comforters, in-room safe](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/0fcf571b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceans Edge Key West Resort, Hotel & Marina [](https://www.expedia.com/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information) Stock Island 9.0/10 Wonderful (1819) $369 nightly $415 total Apr 13 - Apr 14 Total with taxes and fees [](https://www.expedia.com/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.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=2026-03-27&endDate=2026-03-28®ionId=6023765&adults=2&amenities=POOL&sort=RECOMMENDED&star=40&openPlayBack=true) ## Top Florida Keys Hotel Reviews ![Waterside Suites & Marina](https://images.trvl-media.com/lodging/1000000/20000/13800/13719/e2f3e092_y.jpg) ### Waterside Suites & Marina 10/10 Excellent "Fantastic stay with a view." [](https://expedia.com/Key-Largo-Hotels-Waterside-Suites-Marina.h13719.Hotel-Information) ![Baker's Cay Resort Key Largo, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/7c755dc1_y.jpg) ### Baker's Cay Resort Key Largo, Curio Collection by Hilton 10/10 Excellent "Our stay at Baker’s Cay Resort Key Largo was truly wonderful. The ocean was visible right from our room, which created a peaceful and relaxing atmosphere throughout the stay. The resort offers an impressive variety of amenities that make it easy to enjoy your time on property. Guests can take advantage of bike riding, kayaking, the pool, comfortable sun chairs, and hammocks thoughtfully placed around the grounds. There were also plenty of activities available including ping pong, cornhole, volleyball, and soccer, which made the experience fun and engaging. The property itself was very clean, quiet, and beautifully maintained. The staff was friendly and welcoming, and valet parking made arrival and departure seamless. A special highlight was the butler, who was terrific and even hosted beach bingo, adding a fun and memorable touch to the stay. Overall, the resort has a warm and inviting atmosphere and is clearly both family- and pet-friendly. We would absolutely return and highly recommend it to anyone looking for a relaxing stay in Key Largo. " [](https://expedia.com/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.Hotel-Information) ![Chesapeake Beach Resort](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306_y.jpg) ### Chesapeake Beach Resort 2/10 Terrible "This place has a literal COCKROACH INFESTATION. WORST STAY EVER. THEY DID NOT COMPENSATE PROPER OR TAKE CARE OF THE BUG PROBLEM. DO NOT STAY HERE UNTIL THEY CAN PROVE THE BUGS HAVE BEEN TAKEN CARE OF." [](https://expedia.com/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) ![Lime Tree Bay Resort](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/55bf0b8b_y.jpg) ### Lime Tree Bay Resort 10/10 Excellent "A lovely resort with great amenities " [](https://expedia.com/Long-Key-Hotels-Lime-Tree-Bay-Resort.h882254.Hotel-Information) ![Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys](https://images.trvl-media.com/lodging/11000000/10560000/10554600/10554536/30a374ce_y.jpg) ### Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys 10/10 Excellent "No not visible Clean" [](https://expedia.com/Marathon-Hotels-Courtyard-By-Marriott-Marathon-Florida-Keys.h10554536.Hotel-Information) ![Amara Cay Resort](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/4186365f_y.jpg) ### Amara Cay Resort 4/10 Poor "We had a partial view of ocean from our room. We did not use the pool but it was a decent looking. The staff was kind and professional. The room we had smelled of mold strongly. " [](https://expedia.com/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) ![Marina Del Mar Resort and Marina](https://images.trvl-media.com/lodging/1000000/10000/5200/5114/c05305d4_y.jpg) ### Marina Del Mar Resort and Marina 8/10 Good "The rooms were clean. The beds were comfortable and clean. The ceiling fan and the clock on the nightstand that had a power plug for charging your phone did not work. Other than that, it was a great stay." [](https://expedia.com/Key-Largo-Hotels-Marina-Del-Mar-Resort-And-Marina.h5114.Hotel-Information) ![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/4608d7e2_y.jpg) ### Cheeca Lodge & Spa 6/10 Okay "We did not use the spa services, we may have been able to barely see a small portion of the ocean out a window" [](https://expedia.com/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) ![Reefhouse Resort & Marina](https://images.trvl-media.com/lodging/1000000/10000/3500/3427/e9f2dff3_y.jpg) ### Reefhouse Resort & Marina 8/10 Good "Great views, very nice staff clean. Disappointed in the lack of eco positive impact. No real coffee- just coffee pods galore, paper cups wrapped in plastic, water bottles. Food not great and overpriced" [](https://expedia.com/Key-Largo-Hotels-Reefhouse-Resort-Marina.h3427.Hotel-Information)