Title: Book the Best Hotels with INDOOR POOL in Key West in 2025 | Expedia.ca [Key West Travel Guide](https://expedia.ca/Key-West.dx1187)[Hotels in Key West](https://expedia.ca/Key-West-Hotels.d1187.Travel-Guide-Hotels)[Vacation Rentals in Key West](https://expedia.ca/Key-West-Vacation-Rentals.d1187.Travel-Guide-VacationRentals)[Flights to Key West](https://expedia.ca/Cheap-Flights-To-Key-West.d1187.Travel-Guide-Flights)[Things to do in Key West](https://expedia.ca/Things-To-Do-In-Key-West.d1187.Travel-Guide-Activities)[Key West Car Rentals](https://expedia.ca/Car-Rentals-In-Key-West.d1187.Car-Rental-Guide)[Key West Vacation Packages](https://expedia.ca/Key-West.d1187.Destination-Travel-Guides) ![Higgs Beach which includes a beach and tropical scenes as well as a large group of people](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/63000/63892-Higgs-Beach.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with an Indoor Pool in Key West, FL from CA $291 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Key West Hotels with an Indoor Pool Tonight [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=1187&startDate=2025-10-15&endDate=2025-10-16&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 16 - Oct 17](https://www.expedia.ca/Hotel-Search?regionId=1187&startDate=2025-10-16&endDate=2025-10-17&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=1187&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=1187&startDate=2025-10-24&endDate=2025-10-26&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Key West Hotels with an Indoor Pool ![Indoor pool, outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/28000000/27160000/27156600/27156592/3158543b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/28000000/27160000/27156600/27156592/165e0b8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/28000000/27160000/27156600/27156592/c082f6dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/28000000/27160000/27156600/27156592/6abe86ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Laureate Key West New Town 9.0/10 Wonderful (1003) "This is our second time staying there. We love the hotel. It close to everything and have a great view " CA $223 CA $291 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Key-West-Hotels-The-Laureate-Key-West.h27156592.Hotel-Information) ![Deluxe Apartment, Ensuite, Pool View (Hemingway Retreat) | Exterior](https://images.trvl-media.com/lodging/23000000/22500000/22493000/22492921/953ce744.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment, Ensuite, Pool View (Hemingway Retreat) | Exterior](https://images.trvl-media.com/lodging/23000000/22500000/22493000/22492921/b6d7b563.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment, Ensuite, Pool View (Hemingway Retreat)](https://images.trvl-media.com/lodging/23000000/22500000/22493000/22492921/0435c059.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment, Ensuite, Pool View (Hemingway Retreat)](https://images.trvl-media.com/lodging/23000000/22500000/22493000/22492921/76b7988f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Suite Dreams Inn by the Beach Old Town Key West 8.4/10 Very good (52) "very nice hospitality " CA $271 CA $304 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Key-West-Hotels-Suite-Dreams-Inn-By-The-Beach.h22492921.Hotel-Information) ![Deluxe Suite, 1 King Bed, Private Pool | View from room](https://images.trvl-media.com/lodging/17000000/16400000/16396000/16395930/b744fec6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/17000000/16400000/16396000/16395930/d854c1ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier Suite, 1 King Bed, Private Pool | View from room](https://images.trvl-media.com/lodging/17000000/16400000/16396000/16395930/320d50ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/17000000/16400000/16396000/16395930/8bca03c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### H2O Suites - Adults Only Old Town Key West 9.8/10 Exceptional (569) "The place was stunning. Quite, relaxing Amazing " CA $420 CA $536 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Key-West-Hotels-H2O-Suites-Adults-Only.h16395930.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/77000000/76610000/76608700/76608695/dea04f90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/77000000/76610000/76608700/76608695/07fe874e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/77000000/76610000/76608700/76608695/2e80e343.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76610000/76608700/76608695/779c3590.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Duval Street Suites full kitchen, free parking, & heated pool Old Town Key West 10/10 Exceptional (1) "Wonderful location to get everywhere easily in town! The communication with the host was the best I have ever had - quick responses and very attentive. I will definitely plan to stay here again for my next visit to Key West. " CA $288 CA $357 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Key-West-Hotels-Duval-Street-Suite-W-Parking-And-Pool.h76608695.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/118000000/118000000/117997000/117996915/5c412777.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/118000000/118000000/117997000/117996915/22d360af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/118000000/118000000/117997000/117996915/9b31843e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/118000000/118000000/117997000/117996915/9c855c0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Dreamside House at Lunara Bay Raccoon Key 10/10 Exceptional (1) "This was a beautiful property and was everything I expected. Staff took great care making sure it was ready for us." CA $1,684 CA $3,557 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Key-West-Hotels-New-Waterfront-Home-Dreamside-House.h117996915.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132624/b05798e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132624/e6a3d753.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132624/e010edc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/75000000/74140000/74132700/74132624/3e9dc28e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Seagate Estate at Lunara Bay Raccoon Key 10/10 Exceptional (17) "Clean and well-cared for house. Exactly as advertised and depicted. I would definitely stay there again." CA $1,051 CA $2,311 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Key-West-Hotels-Parking.h74132624.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/109000000/108200000/108195400/108195321/2f1a1fda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/109000000/108200000/108195400/108195321/d979d3d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/109000000/108200000/108195400/108195321/1e7f74ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108200000/108195400/108195321/f4cb0461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Larkshine House at Lunara Bay Raccoon Key 10/10 Exceptional (6) "well maintained, clean, easy to access" CA $1,684 CA $3,468 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Key-West-Hotels-Brand-New-Build-Larkshine-House-Pool.h108195321.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21720000/21717500/21717498/5565ea49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/22000000/21720000/21717500/21717498/aa977a8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/22000000/21720000/21717500/21717498/4b480533.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, internet, bed sheets](https://images.trvl-media.com/lodging/22000000/21720000/21717500/21717498/00b9c303.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfortable Cottage with Private Pool & Lovely Garden - Great Location Old Town Key West 8.8/10 Excellent (118) "Location was great and the pool was amazing!" CA $343 CA $717 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Key-West-Hotels-Comfortable-Cottage-With-Private-Pool-Lovely-Garden-Great-Location.h21717498.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96960000/96960000/96959915/029d384c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96960000/96960000/96959915/1ee4261d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96960000/96960000/96959915/e02baa0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96960000/96960000/96959915/06da87e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Crestwood House at Lunara Bay Raccoon Key 10/10 Exceptional (1) "The house and property was perfect for 4 adults and 4 kids. Gourmet kitchen for great breakfasts to start the day. Grill for cookouts and swimming in the early evenings. Good proximity to downtown key west, but far enough away for quiet time. Would stay again." CA $1,263 CA $2,935 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Key-West-Hotels-New-The-Crestwood-House-Heated-Pool-Parking.h96959915.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/77000000/76610000/76608800/76608702/70f9b5d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/77000000/76610000/76608800/76608702/5fdfbc88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76610000/76608800/76608702/0232ac35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/77000000/76610000/76608800/76608702/fe963596.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Duval Street Suites with full kitchen heated pool, free parking Old Town Key West 9.6/10 Exceptional (5) "Great location. With in walking distance to the heart of Key West. Very easy to communicate with owners. Will say at the next trip to the Keys and will recommend to friends and family. " CA $430 CA $540 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Key-West-Hotels-Duval-Street-Suite-Overlooking-Duval-W-Parking-And-Pool.h76608702.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.ca/Hotel-Search?startDate=2025-10-29&endDate=2025-10-30®ionId=1187&adults=2&property_amenities_group_explore=indoor_pool&sort=RECOMMENDED&openPlayBack=true) ## Top Key West Hotel Reviews ## Frequently asked questions ### What does Key West have to offer in addition to hotels with indoor pools? > There's so much to see and do in Key West, and you can enjoy the sunsets and excursions, for starters! Reserve a hotel with an indoor pool for some poolside fun even if the weather turns. People also like the bars and dancing in Key West so prepare to be entertained from sunrise to sunset. ### What are a few well-liked hotels in Key West that have indoor pools? > [The Laureate Key West](https://www.expedia.ca/Key-West-Hotels-The-Laureate-Key-West.h27156592.Hotel-Information) is a short walk from Key West Tropical Forest and Botanical Garden and features an indoor pool, as well as an outdoor pool, flat-screen televisions, free long-distance calls, and laundry facilities. Anther popular hotel with an indoor pool is [Beautiful & Relaxing 2 bed 2 bath condo](https://www.expedia.ca/Key-West-Hotels-Beautiful-Relaxing-2-Bed-2-Bath-Condo.h63163031.Hotel-Information). ### What is there to do in Key West? > After several refreshing laps in the pool, head out and visit some of the notable attractions in and around Key West. Consider a trip to Duval Street, Ernest Hemingway Home and Museum, and Key West Lighthouse and Keeper's Quarters Museum. A few other contenders are Harry S. Truman Little White House, Audubon House and Tropical Gardens, and Mel Fisher Maritime Museum. ### Why should I choose a hotel with an indoor pool for my stay in Key West? > You won't be unhappy if it gets gloomy during your weekend in Key West as you can go for a dip in the hotel's pool especially given that most indoor pools are heated. 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[Lgbt Friendly Hotels in Key West Historic District](https://www.expedia.ca/Key-West-Historic-District-Key-West-Hotels-LGBT-Friendly-Hotel.0-n6281809-0-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Lake Hotels in Key West Historic District](https://www.expedia.ca/Key-West-Historic-District-Key-West-Hotels-Lake-Hotels.0-n6281809-0-tLakeHotels.Travel-Guide-Filter-Hotels) - [Key West Historic District Hotels](https://www.expedia.ca/Key-West-Historic-District-Key-West-Hotels.0-n6281809-0.Travel-Guide-Filter-Hotels) - [Waterpark Hotels in Marathon](https://www.expedia.ca/Marathon-Hotels-Waterpark-Hotels.0-0-d2437-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [Business Hotels in Marco Island](https://www.expedia.ca/Marco-Island-Hotels-Business-Hotel.0-0-d8812-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Shopping Hotels in Marco Island](https://www.expedia.ca/Marco-Island-Hotels-Shopping-Hotel.0-0-d8812-tShoppingHotel.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Adults-Only-Resorts.0-n553248635976481798-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - 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[Visit Downtown Key West](https://www.expedia.ca/Key-West-Downtown-Key-West.dx553248635976470405) - [Book Hotels with an Indoor Pool in Key West on Expedia.com](https://www.expedia.com/Key-West-Hotels-Hotels-With-Indoor-Pool.0-0-d1187-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels)