Title: TOP Hotels with Pools in Sugarloaf Key, FL for 2026 - Sugarloaf Key Hotels with a Pool | Expedia.co.uk [Sugarloaf Key Travel Guide](https://expedia.co.uk/Sugarloaf-Key.dx183126)[Hotels in Sugarloaf Key](https://expedia.co.uk/Sugarloaf-Key-Hotels.d183126.Travel-Guide-Hotels)[Holiday Rentals in Sugarloaf Key](https://expedia.co.uk/Sugarloaf-Key-Holiday-Rentals.d183126.Travel-Guide-HolidayRentals)[Flights to Sugarloaf Key](https://expedia.co.uk/Cheap-Flights-To-Sugarloaf-Key.d183126.Travel-Guide-Flights)[Things to do in Sugarloaf Key](https://expedia.co.uk/Things-To-Do-In-Sugarloaf-Key.d183126.Travel-Guide-Activities)[Sugarloaf Key Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Sugarloaf-Key.d183126.Car-Hire-Guide)[Sugarloaf Key Holidays](https://expedia.co.uk/Sugarloaf-Key.d183126.Holidays-City-Breaks) ![Sugarloaf Shores which includes a bay or harbor and a house](https://images.trvl-media.com/place/6270983/9dc99377-9102-4bb5-a879-e2e0b7c8a2d2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6270983/9dc99377-9102-4bb5-a879-e2e0b7c8a2d2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 Sugarloaf Key Hotels with Pool Tonight [9 Mar - 10 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=183126&startDate=2026-03-09&endDate=2026-03-10&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [10 Mar - 11 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=183126&startDate=2026-03-10&endDate=2026-03-11&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [13 Mar - 15 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=183126&startDate=2026-03-13&endDate=2026-03-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [20 Mar - 22 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=183126&startDate=2026-03-20&endDate=2026-03-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Sugarloaf Key hotels with a pool ![Outdoor pool](https://images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/12041d0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/95d2903e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/8ae32688.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/125c52d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sugar Loaf Lodge [](https://www.expedia.co.uk/Sugarloaf-Key-Hotels-Sugar-Loaf-Lodge.h3918121.Hotel-Information) Summerland Key 8.2/10 Very good (1,006 reviews) "Clean, convenient location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael £209 includes taxes & fees 10 Mar - 11 Mar [](https://www.expedia.co.uk/Sugarloaf-Key-Hotels-Sugar-Loaf-Lodge.h3918121.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/90000000/89820000/89810800/89810800/e8302fa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89820000/89810800/89810800/ae1e02d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/90000000/89820000/89810800/89810800/9fe4ba70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/90000000/89820000/89810800/89810800/f1fd924c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Lighthouse - Beach Houses Key West [](https://www.expedia.co.uk/Sugarloaf-Key-Hotels-BUNGALOWS-AT-SUGARLOAF-BEACH-THE-LIGHTHOUSE.h89810800.Hotel-Information) Upper Sugarloaf Key 9.6/10 Exceptional (11 reviews) "Thank you for our wonderful stay at this beautiful property - everything was perfect - Peter" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Peter Q. £1,427 includes taxes & fees 4 Apr - 5 Apr [](https://www.expedia.co.uk/Sugarloaf-Key-Hotels-BUNGALOWS-AT-SUGARLOAF-BEACH-THE-LIGHTHOUSE.h89810800.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/70000000/69810000/69809300/69809218/d227c1d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/70000000/69810000/69809300/69809218/3942591a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/70000000/69810000/69809300/69809218/61a8a4c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports court](https://images.trvl-media.com/lodging/70000000/69810000/69809300/69809218/ea553f5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Canal front lot only. No house or RV. You need to bring your RV. [](https://www.expedia.co.uk/Summerland-Key-Hotels-Canal-Front-RV-Lot-Quick-Access-To-Atlantic-Ocean-Or-Gulf.h69809218.Hotel-Information) Cudjoe Key 10/10 Exceptional (3 reviews) "Just as described, a place to park our RV, nice amenities, (extra 125 one time charge, but that was explained ahead of time)" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Larry B. £143 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Summerland-Key-Hotels-Canal-Front-RV-Lot-Quick-Access-To-Atlantic-Ocean-Or-Gulf.h69809218.Hotel-Information) ![Outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/5000000/4760000/4759500/4759500/9eff678c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports bar, poolside views, open daily](https://images.trvl-media.com/lodging/5000000/4760000/4759500/4759500/17a84140.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Karaoke room](https://images.trvl-media.com/lodging/5000000/4760000/4759500/4759500/a7994045.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch, dinner served; American cuisine, pool views ](https://images.trvl-media.com/lodging/5000000/4760000/4759500/4759500/2a9d6b25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Looe Key Reef Resort [](https://www.expedia.co.uk/Ramrod-Key-Hotels-Looe-Key-Reef-Resort.h4759500.Hotel-Information) Summerland Key 7.6/10 Good (1,014 reviews) "Staff was great everything was fine had a fun sisters trip. Great tiki bar!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jill [](https://www.expedia.co.uk/Ramrod-Key-Hotels-Looe-Key-Reef-Resort.h4759500.Hotel-Information) ![Outdoor pool, open 8:30 AM to 8:00 PM, pool loungers](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/e00342d0.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) ![1 Bedroom Aqualodge # 6 Tarpon | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/dee083de.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) ### Old Wooden Bridge Resort and Marina [](https://www.expedia.co.uk/Big-Pine-Key-Hotels-Old-Wooden-Bridge-Marina.h17102343.Hotel-Information) Punta Brisa 8.6/10 Excellent (309 reviews) "Great stay in Bug Pine Key! Clean and spacious room, excellent staff and Beautiful views!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Peter [](https://www.expedia.co.uk/Big-Pine-Key-Hotels-Old-Wooden-Bridge-Marina.h17102343.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/74000000/73240000/73238600/73238505/925121e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73240000/73238600/73238505/4d3ccae9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/74000000/73240000/73238600/73238505/8649ed7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/74000000/73240000/73238600/73238505/db40386c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West [](https://www.expedia.co.uk/Summerland-Key-Hotels-Old-Florida-Style.h73238505.Hotel-Information) Cudjoe Key 9.0/10 Wonderful (56 reviews) "Clean rooms, clear guidelines, completely no contact experience without facing any trouble." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Raj £339 includes taxes & fees 11 Mar - 12 Mar [](https://www.expedia.co.uk/Summerland-Key-Hotels-Old-Florida-Style.h73238505.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33570000/33564800/33564734/f4a6c5c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33570000/33564800/33564734/4231ea78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33570000/33564800/33564734/a7df710a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33570000/33564800/33564734/070ba9c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Oceanfront Cottage with dockage, pool just minutes to Key West! [](https://www.expedia.co.uk/Summerland-Key-Hotels-Private-Oceanfront-Cottage-With-Dockage.h33564734.Hotel-Information) Cudjoe Key 8.6/10 Excellent (165 reviews) "Everything was nice and clean. Loved the location . Would definitely stay at the property again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shawn M. £260 includes taxes & fees 12 Mar - 13 Mar [](https://www.expedia.co.uk/Summerland-Key-Hotels-Private-Oceanfront-Cottage-With-Dockage.h33564734.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566283/fa9fff97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566283/fcb4c32a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566283/f3c522ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566283/bc83e7d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage with swimming pool and dockage, just minutes to Key West! [](https://www.expedia.co.uk/Summerland-Key-Hotels-Cottage-With-Swimming-Pool-And-Dockage.h33566283.Hotel-Information) Cudjoe Key 9.0/10 Wonderful (166 reviews) "Everything was there that I needed. Very nice area for my dog." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Terry £238 includes taxes & fees 10 Mar - 11 Mar [](https://www.expedia.co.uk/Summerland-Key-Hotels-Cottage-With-Swimming-Pool-And-Dockage.h33566283.Hotel-Information) ![Private beach, sun-loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/af3b2788.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Kitchen, Sea Facing | Living area | TV, books, stereo](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/686b790f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Parmer's Resort [](https://www.expedia.co.uk/Little-Torch-Key-Hotels-Parmers-Resort.h5561465.Hotel-Information) Summerland Key 9.0/10 Wonderful (1,010 reviews) "Staff were amazing " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas £243 includes taxes & fees 22 Mar - 23 Mar [](https://www.expedia.co.uk/Little-Torch-Key-Hotels-Parmers-Resort.h5561465.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=2026-03-23&endDate=2026-03-24®ionId=183126&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Sugarloaf Key Breakfast included 4 stars 5 stars Hot tub Spa ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-uk-fr-de.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Holiday Sale Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save. [Book now](https://expedia.co.uk/cheap-deals?rfrr=AFFINITY_SPRING_PROMO_183126) ## Top Sugarloaf Key Hotel Reviews ![Pier House Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/c9267f77_y.jpg) ### Pier House Resort & Spa 10/10 Excellent "They brought out an excavator to clean the beach while we were laying out and asked us to move " [](https://expedia.co.uk/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information) ![Beachside Resort & Residences](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/a1e6ec60_y.jpg) ### Beachside Resort & Residences 10/10 Excellent "Didn’t start off well but got accommodated. Booked an ocean view room. When arrived the building didn’t have a working elevator. Had 2 85+ parents. They made some calls and got into a different building. " [](https://expedia.co.uk/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information) ![DoubleTree Resort by Hilton Grand Key - Key West](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/cd9b522f_y.jpg) ### DoubleTree Resort by Hilton Grand Key - Key West 10/10 Excellent "There were way too few lounge chairs at the pool. My first 2 days, a group of people had put stuff on nearly half the chairs and reserved them for their friends/family were not even in the pool area. They remained empty nearly half the day. Guests should be allowed to monopolize all the lounge chairs if there aren’t enough to go around. I’d recommend replacing some of the tables and chairs by the pool with more loungers. Otherwise, great hotel and extremely accommodating staff. Fabulous drinks and food." [](https://expedia.co.uk/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information) ![Opal Key Resort & Marina, Key West](https://images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/360a1c60_y.jpg) ### Opal Key Resort & Marina, Key West 10/10 Excellent "Great room. Ocean view after 5 PM when the boat leaves but we like watching them come in and leave so we loved it. Boat is gone and sunset is right in front of you." [](https://expedia.co.uk/Key-West-Hotels-Opal-Key-Resort-Marina.h17442701.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 "Great stay" [](https://expedia.co.uk/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information) ![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/546caf1e_y.jpg) ### Southernmost Beach Resort and Guesthouses 10/10 Excellent "Balcony room that overlooked a parking lot but still just steps to the pool and beach" [](https://expedia.co.uk/Key-West-Hotels-Southernmost-Beach-Resort.h863329.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 10/10 Excellent "Pool and bar are great " [](https://expedia.co.uk/Key-West-Hotels-Hyatt-Vacation-Club-At-Windward-Pointe.h868697.Hotel-Information) ![Blue Flamingo Resort Key West](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/c4b850d1_y.jpg) ### Blue Flamingo Resort Key West 10/10 Excellent "We liked the interior design and small personal touches. Large pool and lots of outdoor activities and games. The staff was very friendly and responsive. We would come back again! " [](https://expedia.co.uk/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.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 "." 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