Title: TOP Hotels with Pools in Florida Keys for 2026 - Florida Keys Hotels with a Pool | Expedia.co.uk [Florida Keys Travel Guide](https://expedia.co.uk/Florida-Keys.dx6023765)[Hotels in Florida Keys](https://expedia.co.uk/Florida-Keys-Hotels.d6023765.Travel-Guide-Hotels)[Holiday Rentals in Florida Keys](https://expedia.co.uk/Florida-Keys-Holiday-Rentals.d6023765.Travel-Guide-HolidayRentals)[Flights to Florida Keys](https://expedia.co.uk/Cheap-Flights-To-Florida-Keys.d6023765.Travel-Guide-Flights)[Things to do in Florida Keys](https://expedia.co.uk/Things-To-Do-In-Florida-Keys.d6023765.Travel-Guide-Activities)[Florida Keys Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Florida-Keys.d6023765.Car-Hire-Guide)[Florida Keys Holidays](https://expedia.co.uk/Florida-Keys.d6023765.Holidays-City-Breaks) ![Higgs Beach showing tropical scenes and a beach 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) # Find Hotels with Pool in Florida Keys - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/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 Pool Tonight [19 Dec - 20 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6023765&startDate=2025-12-19&endDate=2025-12-20&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [20 Dec - 21 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6023765&startDate=2025-12-20&endDate=2025-12-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [19 Dec - 21 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6023765&startDate=2025-12-19&endDate=2025-12-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [26 Dec - 28 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6023765&startDate=2025-12-26&endDate=2025-12-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Florida Keys hotels with a pool ![4 outdoor pools, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/2000000/1170000/1169600/1169583/5c7df2f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 restaurants, breakfast, lunch, dinner served; Caribbean cuisine ](https://images.trvl-media.com/lodging/2000000/1170000/1169600/1169583/9705277b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, in-room safe, desk](https://images.trvl-media.com/lodging/2000000/1170000/1169600/1169583/13f59f97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 restaurants, breakfast, lunch, dinner served; Caribbean cuisine ](https://images.trvl-media.com/lodging/2000000/1170000/1169600/1169583/w3836h2560x4y0-0675b227.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton [](https://www.expedia.co.uk/Marathon-Hotels-Faro-Blanco-Resort-Yacht-Club.h1169583.Hotel-Information) Marathon 8.8/10 Excellent (1270) "Very nice resort. All the staff was friendly and helpful. The pool bar was great and the bartender was friendly. Our favorite place to stay in Marathon." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William £269 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/Marathon-Hotels-Faro-Blanco-Resort-Yacht-Club.h1169583.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/12d77a84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, pillow-top beds, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/43f5c138.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/fa9b6bdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Chesapeake Beach Resort [](https://www.expedia.co.uk/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) Matecumbe 9.2/10 Wonderful (1599) "The entire resort was wonderful." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Mat £182 includes taxes & fees 22 Dec - 23 Dec [](https://www.expedia.co.uk/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/fc0a2a7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/5674b96a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/1b01f6b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic Area](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/6c62b47d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Vacation Club at Beach House, Key West [](https://www.expedia.co.uk/Key-West-Hotels-Hyatt-Vacation-Club-At-Beach-House.h857962.Hotel-Information) Key West 9.4/10 Exceptional (1000) "The room was clean and property was so nice and relaxing. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristen £369 includes taxes & fees 7 Jan - 8 Jan 2026 [](https://www.expedia.co.uk/Key-West-Hotels-Hyatt-Vacation-Club-At-Beach-House.h857962.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/10000/3500/3427/c2dcc2dc.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/1000000/10000/3500/3427/af093823.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, individually decorated](https://images.trvl-media.com/lodging/1000000/10000/3500/3427/8d8e37e7.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) ### Reefhouse Resort & Marina [](https://www.expedia.co.uk/Key-Largo-Hotels-Reefhouse-Resort-Marina.h3427.Hotel-Information) Key Largo 9.2/10 Wonderful (1330) "Nice hotel with great staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David £222 includes taxes & fees 22 Dec - 23 Dec [](https://www.expedia.co.uk/Key-Largo-Hotels-Reefhouse-Resort-Marina.h3427.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/481a771e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach/ocean view](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/285b9eac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/07ffbf0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports court](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/d5483cf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Vacation Club at Windward Pointe, Key West [](https://www.expedia.co.uk/Key-West-Hotels-Hyatt-Vacation-Club-At-Windward-Pointe.h868697.Hotel-Information) Key West 9.6/10 Exceptional (1001) "Staff was great and rooms were very well kept." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kayla £383 includes taxes & fees 19 Jan - 20 Jan 2026 [](https://www.expedia.co.uk/Key-West-Hotels-Hyatt-Vacation-Club-At-Windward-Pointe.h868697.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/25000000/24110000/24101800/24101706/3555d599.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/25000000/24110000/24101800/24101706/046d7acc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/25000000/24110000/24101800/24101706/e1765627.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served](https://images.trvl-media.com/lodging/25000000/24110000/24101800/24101706/9f64224f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Isla Bella Beach Resort & Spa [](https://www.expedia.co.uk/Marathon-Hotels-Isla-Bella-Beach-Resort-Spa.h24101706.Hotel-Information) Marathon 9.2/10 Wonderful (1070) "Beautiful place , the staff was amazing " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kris £319 includes taxes & fees 6 Jan - 7 Jan 2026 [](https://www.expedia.co.uk/Marathon-Hotels-Isla-Bella-Beach-Resort-Spa.h24101706.Hotel-Information) ![2 outdoor pools, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/1000000/20000/19900/19823/7e49741f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/19900/19823/d21c9344.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/19900/19823/8d4e9e90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Fairfield Inn & Suites by Marriott Marathon Florida Keys [](https://www.expedia.co.uk/Marathon-Hotels-Fairfield-Inn-Suites-By-Marriott-Marathon-Florida-Keys.h19823.Hotel-Information) Marathon 9.2/10 Wonderful (1045) "Great staff, clean room, good breakfast " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly £184 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/Marathon-Hotels-Fairfield-Inn-Suites-By-Marriott-Marathon-Florida-Keys.h19823.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/6f2246e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Waterfront Standard King Bed | Premium bedding, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/e7a0378c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/393ff3a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/4b49fc53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lime Tree Bay Resort [](https://www.expedia.co.uk/Long-Key-Hotels-Lime-Tree-Bay-Resort.h882254.Hotel-Information) Long Key 9.2/10 Wonderful (1105) "Great place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Oscar [](https://www.expedia.co.uk/Long-Key-Hotels-Lime-Tree-Bay-Resort.h882254.Hotel-Information) ![Outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/1000000/20000/15800/15720/4075e8ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Ocean View | Premium bedding, pillow-top beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/20000/15800/15720/380fd034.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/15800/15720/fe814bae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Ocean View | Living area | 42-inch LCD TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/20000/15800/15720/25853873.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Key West FL [](https://www.expedia.co.uk/Key-West-Hotels-Hampton-Inn-Key-West-FL.h15720.Hotel-Information) Key West 9.0/10 Wonderful (1290) "Wonderful stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lindsey £234 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/Key-West-Hotels-Hampton-Inn-Key-West-FL.h15720.Hotel-Information) ![Outdoor pool, pool cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/489feb58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 3 Bedrooms, Pool Access, Bay View (Balcony/Patio, Private Pool) | Beach | On the beach, beach cabanas, sun-loungers, beach umbrellas](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/10dd6c61.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) ![On the beach, beach cabanas, sun-loungers, beach umbrellas](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/8f8fe319.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Playa Largo Resort & Spa, Autograph Collection [](https://www.expedia.co.uk/Key-Largo-Hotels-Playa-Largo-Resort-Spa.h11919055.Hotel-Information) Rock Harbor 8.8/10 Excellent (1000) "Beautiful location, great views, very clean property, room was great (great bed), friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott £330 includes taxes & fees 19 Jan - 20 Jan 2026 [](https://www.expedia.co.uk/Key-Largo-Hotels-Playa-Largo-Resort-Spa.h11919055.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.co.uk/Hotel-Search?startDate=2026-01-02&endDate=2026-01-03®ionId=6023765&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Florida Keys Hotel Reviews ![Lime Tree Bay Resort](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/6f2246e8_y.jpg) ### Lime Tree Bay Resort 10/10 Excellent "Clean, spacious and nicely equipped kitchen. Friendly and attentive staff, great location! " [](https://expedia.co.uk/Long-Key-Hotels-Lime-Tree-Bay-Resort.h882254.Hotel-Information) ![Amara Cay Resort](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/84b50729_y.jpg) ### Amara Cay Resort 10/10 Excellent "Friendly staff and beautiful property !" [](https://expedia.co.uk/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) ![Hawks Cay Resort](https://images.trvl-media.com/lodging/1000000/10000/6100/6068/b1845555_y.jpg) ### Hawks Cay Resort 10/10 Excellent "Outstanding in every wat" [](https://expedia.co.uk/Marathon-Hotels-Hawks-Cay-Resort.h6068.Hotel-Information) ![Bayside Inn Key Largo](https://images.trvl-media.com/lodging/1000000/30000/22700/22657/419b7787_y.jpg) ### Bayside Inn Key Largo 10/10 Excellent "The room was clean, the location is directly next to Snooks, an amazing restaurant/bar, and TJ, at Bayside, is friendly, knowledgeable, and kind. This was our second stay here and we'll be back!" [](https://expedia.co.uk/Key-Largo-Hotels-Bayside-Inn-Key-Largo.h22657.Hotel-Information) ![Waterside Suites & Marina](https://images.trvl-media.com/lodging/1000000/20000/13800/13719/7b7ca43b_y.jpg) ### Waterside Suites & Marina 10/10 Excellent "Hidden gem! This condo was so much cuter on the inside than the outside relays." [](https://expedia.co.uk/Key-Largo-Hotels-Waterside-Suites-Marina.h13719.Hotel-Information) ![Marina Del Mar Resort and Marina](https://images.trvl-media.com/lodging/1000000/10000/5200/5114/d42f8885_y.jpg) ### Marina Del Mar Resort and Marina 10/10 Excellent "Clean room very nice environment.breakfast no good the muffins were very hard like a rock " [](https://expedia.co.uk/Key-Largo-Hotels-Marina-Del-Mar-Resort-And-Marina.h5114.Hotel-Information) ![Chesapeake Beach Resort](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306_y.jpg) ### Chesapeake Beach Resort 10/10 Excellent "Idyllic beautiful beach setting, clean comfortable rooms, lovely setting. " [](https://expedia.co.uk/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) ![Playa Largo Resort & Spa, Autograph Collection](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/489feb58_y.jpg) ### Playa Largo Resort & Spa, Autograph Collection 10/10 Excellent "Yes" [](https://expedia.co.uk/Key-Largo-Hotels-Playa-Largo-Resort-Spa.h11919055.Hotel-Information) ![Baker's Cay Resort Key Largo, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/bbdba544_y.jpg) ### Baker's Cay Resort Key Largo, Curio Collection by Hilton 10/10 Excellent "Amazing rooms and amenities, and friendly staff! " [](https://expedia.co.uk/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.Hotel-Information) ## Explore a world of travel with Expedia - Accommodation - Packages - More ways to book - [Hotels near John Pennekamp Coral Reef State Park ](https://www.expedia.co.uk/John-Pennekamp-Coral-Reef-State-Park-Hotels.0-l6068611-0.Travel-Guide-Filter-Hotels) - [John Pennekamp Coral Reef State Park ](https://www.expedia.co.uk/John-Pennekamp-Coral-Reef-State-Park-United-States-of-America.d6068611.Attraction) - [Book Hotels with Pool in Florida Keys on Expedia.com ](https://www.expedia.com/Florida-Keys-Hotels-Hotel-With-Pool.0-0-d6023765-tHotelwithPool.Travel-Guide-Filter-Hotels)