Title: Book the Best Hotels with 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) ![](https://images.trvl-media.com/place/1187/a7c3fad3-5f12-4d91-8996-ed0e1b61b0a3.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Key West, FL - ![](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 a Pool Tonight [Nov 22 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=1187&startDate=2025-11-22&endDate=2025-11-23&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 23 - Nov 24](https://www.expedia.ca/Hotel-Search?regionId=1187&startDate=2025-11-23&endDate=2025-11-24&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=1187&startDate=2025-11-28&endDate=2025-11-30&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=1187&startDate=2025-12-05&endDate=2025-12-07&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Key West Hotels with a Pool ![Outdoor pool, open 6:00 AM to 10:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/5c83029c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/470ffe1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily continental breakfast (USD 18 per person)](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/3484f3ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/d5aad7de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Key West / The Keys Collection New Town 8.0/10 Very good (1129) "Nice hotel 🏨 staff was very helpful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) MICHAEL Z CA $123 CA $178 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Key-West-Hotels-Hilton-Garden-Inn-Key-West.h1376.Hotel-Information) ![2 outdoor pools, open 7:00 AM to 11:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/cb0a4c1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/44728c35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Poolside bar](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/5792173a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/dcdeb665.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Flamingo Resort Key West New Town 8.0/10 Very good (1712) "Great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aaron CA $135 CA $231 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/290b242a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/c646d9fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ocean Front 3BR Presidential Suite | Living area](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/d01b8b60.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/1000000/30000/25900/25865/c23326fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beachside Resort & Residences Key West 8.6/10 Excellent (1699) "Very cool place to vacation " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gabriel CA $145 CA $235 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information) ![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) ![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) ![Suite, 1 Bedroom, Ocean View (Spacious | King)](https://images.trvl-media.com/lodging/28000000/27160000/27156600/27156592/cba0d59f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Ocean View (Spacious | King) | Private kitchen](https://images.trvl-media.com/lodging/28000000/27160000/27156600/27156592/0b833848.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Laureate Key West New Town 9.0/10 Wonderful (1008) "Our favorite place to stay in Key West!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kevin CA $224 CA $292 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Key-West-Hotels-The-Laureate-Key-West.h27156592.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) ![Property grounds](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/af5a58cd.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) ![Sport 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 Key West 9.6/10 Exceptional (1014) "Rooms were great, grounds everywhere were fantastic!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Raymond CA $358 CA $467 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Windward-Pointe.h868697.Hotel-Information) ![Outdoor pool, open 7:00 AM to 11:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/cefb5fc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/c6252245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/ffbb5429.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/e228dbcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree Resort by Hilton Grand Key - Key West Key West 8.0/10 Very good (1011) "Very very nice stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chloe CA $174 CA $243 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/30000/21900/21871/aba770f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/21900/21871/767460b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/30000/21900/21871/d31929f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/21900/21871/d1657cb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Key West at the Keys Collection New Town 8.6/10 Excellent (1002) "Clean room, friendly staff, good amenities and good location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Naseem CA $151 CA $209 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Key-West-Hotels-Fairfield-Inn-Suites-Key-West-At-The-Keys-Collection.h21871.Hotel-Information) ![Building design](https://images.trvl-media.com/lodging/5000000/4290000/4280800/4280752/a8250942.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/5000000/4290000/4280800/4280752/db77bb38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa bed (ADULT ONLY)](https://images.trvl-media.com/lodging/5000000/4290000/4280800/4280752/ee1be58b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/5000000/4290000/4280800/4280752/34b65216.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Southernmost Inn - Adults Only Old Town Key West 8.2/10 Very good (1194) "Great stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary Ellen CA $182 CA $268 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Key-West-Hotels-The-Southernmost-Inn-Adults-Only.h4280752.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/86ab7efa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/d55ace8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily cooked-to-order breakfast for a fee](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/3a4457a0.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 Stock Island 9.0/10 Wonderful (1744) "Wonderful customer service, beautiful resort, and outstanding amenities" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patrick CA $230 CA $343 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information) ![4 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/67735d0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, minibar, in-room safe, individually decorated](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/b166f8e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/28a1790c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/f896e9da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Parrot Key Hotel & Villas Northside Resort 9.0/10 Wonderful (1166) "Great staff, clean rooms" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew CA $182 CA $285 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.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=2025-12-06&endDate=2025-12-07®ionId=1187&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AFFINITY_BF_PROMO_1187) ## Top Key West Hotel Reviews ![The Reach Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/460000/457900/457821/888fac6b_y.jpg) ### The Reach Key West, Curio Collection by Hilton 10/10 Excellent "Spacious room, staff courteous " [](https://expedia.ca/Key-West-Hotels-The-Reach-Key-West.h457821.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 "Very spacious rooms and great amenities. Loved all this Hilton had to offer like parking, guest laundry, pool, hot tub, shuttle bus to town, breakfast, and a bar by the pool. Great location for the price especially if you’re driving." [](https://expedia.ca/Key-West-Hotels-Hilton-Garden-Inn-Key-West.h1376.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 "Good location, nice property with outdoor games and etc. Would recommend this stay." [](https://expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information) ![La Concha Key West, Autograph Collection](https://images.trvl-media.com/lodging/1000000/10000/3900/3853/aebf156d_y.jpg) ### La Concha Key West, Autograph Collection 10/10 Excellent "Staff very welcoming and friendly. The renovations are very beautiful. Love the new di ing area. Fanatstic murals." [](https://expedia.ca/Key-West-Hotels-Crowne-Plaza-Key-West-La-Concha.h3853.Hotel-Information) ![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg) ### Southernmost Beach Resort and Guesthouses 10/10 Excellent "It was great! The room was amazing! Jodi at the front desk is awesome!" [](https://expedia.ca/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information) ![Beachside Resort & Residences](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/290b242a_y.jpg) ### Beachside Resort & Residences 10/10 Excellent "enjoyed my stay. very nice room." [](https://expedia.ca/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information) ![Hyatt Vacation Club at Windward Pointe, Key West](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/481a771e_y.jpg) ### Hyatt Vacation Club at Windward Pointe, Key West 10/10 Excellent "The staff was wonderful and the room was very nice. " [](https://expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Windward-Pointe.h868697.Hotel-Information) ![Casa Marina Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/be8c9450_y.jpg) ### Casa Marina Key West, Curio Collection by Hilton 10/10 Excellent "Amenities" [](https://expedia.ca/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information) ![Pier House Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/c9267f77_y.jpg) ### Pier House Resort & Spa 10/10 Excellent "Everyone was so friendly and helpful. The outside environment was absolutely amazing the paths the pool greenery just unspeakable.. wow and the spa massage omg.. loved it food was great the tours excellent and the roosters crowing lol💕" [](https://expedia.ca/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information) ## Frequently asked questions ### What are the best hotels in Key West with outdoor pools? > The [Almond Tree Inn Hotel - Adults Only](https://www.expedia.ca/Key-West-Hotels-Almond-Tree-Inn.h809031.Hotel-Information) is a delightful 3.5-star option in Key West that features a stunning outdoor pool surrounded by sun loungers, making it an ideal spot for relaxation. Guests rave about the friendly and helpful staff, as well as the clean and comfortable rooms. With a great review rating of 10.0, this hotel also offers a complimentary continental breakfast, which travellers find excellent. > > > > Another fantastic choice is the [Orchid Key Inn - Adults Only](https://www.expedia.ca/Key-West-Hotels-Orchid-Key-Inn.h809032.Hotel-Information), also rated 3.5 stars. This charming hotel boasts an inviting outdoor pool complemented by a poolside bar, creating a laid-back atmosphere for guests to unwind. Visitors appreciate the beautiful and clean rooms, along with the convenient location. With a top rating of 9.8, the exceptional service and great breakfast options only add to its appeal. > > > > For those seeking a more resort-like experience, [The Marquesa Hotel](https://www.expedia.ca/Key-West-Hotels-The-Marquesa-Hotel.h889862.Hotel-Information), rated 3.5 stars, features a lovely outdoor pool that guests describe as amazing. This tranquil hotel offers beautifully decorated rooms and attentive staff who go above and beyond to ensure a great stay. With a review score of 9.8, its great and quiet location makes it a favorite among travellers. > > > > [The Gardens Hotel](https://www.expedia.ca/Key-West-Hotels-The-Gardens-Hotel.h20796.Hotel-Information), a 4-star gem, stands out with its outdoor pool surrounded by lush gardens and a poolside bar, setting the great scene for relaxation. Guests love the beautiful, clean rooms and the wonderful breakfast, all while enjoying the central location. With a strong rating of 9.8, this hotel combines luxury with a cozy atmosphere. > > > > Lastly, [Simonton Court Historic Inn & Cottages](https://www.expedia.ca/Key-West-Hotels-Simonton-Court-Historic-Inn-Guesthouse.h37900084.Hotel-Information), another well-rated option at 3.5 stars, features an inviting outdoor pool and is known for its friendly staff and spacious rooms. With a review score of 9.8, guests appreciate the nice amenities and the great location, making it a great base for exploring Key West. ### How much does a hotel with outdoor pool in Key West cost? > Enjoy staying in a hotel in Key West with an outdoor pool. You can find a great deal on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays. ### Are there hotels in Key West that have private outdoor pools? > [The Gardens Hotel](https://www.expedia.ca/Key-West-Hotels-The-Gardens-Hotel.h20796.Hotel-Information) is a charming 4-star retreat in Key West that features a stunning private outdoor pool, superb for those seeking a tranquil escape. With a remarkable traveller review rating of 9.8, guests rave about the beautiful and clean rooms, as well as the friendly and kind staff. The serene garden setting, complemented by poolside bar service and luxurious amenities like Egyptian cotton sheets and designer toiletries, ensures a delightful stay. > > > > Another excellent option is [H2O Suites - Adults Only](https://www.expedia.ca/Key-West-Hotels-H2O-Suites-Adults-Only.h16395930.Hotel-Information), also boasting a private outdoor pool. This 3.5-star hotel has earned a stellar review score of 9.8, with visitors praising the first-class service and lovely courtyard. Here, you can unwind by the pool while enjoying the resort-inclusive amenities that enhance your relaxation experience. > > > > For a unique stay, consider [The Conch House Heritage Inn](https://www.expedia.ca/Key-West-Hotels-The-Conch-House-Heritage-Inn.h26831414.Hotel-Information), which not only features a private outdoor pool but also provides a free continental breakfast to start your day right. With a review rating of 9.8, guests love its superb location and wonderful service, making it a delightful choice for travellers. > > > > If you're looking for something a bit different, [Tropical Inn](https://www.expedia.ca/Key-West-Hotels-Tropical-Inn.h9681053.Hotel-Information) offers a plunge pool that adds a touch of luxury to your stay. This 3.5-star hotel, rated 9.6 by travellers, is known for its modern and clean rooms, along with extremely helpful staff who go above and beyond to ensure a pleasant experience. > > > > Lastly, the [Southernmost House](https://www.expedia.ca/Key-West-Hotels-The-Southernmost-House-Hotel.h3830519.Hotel-Information) is a 4-star hotel that features a private outdoor pool and has earned an excellent review rating of 9.4. Guests appreciate the beautiful and clean rooms, and the pool area is often highlighted as amazing, making it an ideal spot to relax after a day of exploration. ### What are some of the best Key West hotels with outdoor pools and scenic views? > The [Southernmost House](https://www.expedia.ca/Key-West-Hotels-The-Southernmost-House-Hotel.h3830519.Hotel-Information) is a delightful 4-star hotel that not only offers a stunning ocean view but also features an inviting outdoor pool complete with poolside bar and sun loungers. Guests rave about the attentive staff and the beautifully clean rooms, ensuring a memorable stay at this picturesque location. With a review score of 9.4, it's no wonder travellers appreciate the complimentary breakfast and the overall charming ambiance. > > > > Another excellent choice is [The Perry Hotel & Marina Key West](https://www.expedia.ca/Key-West-Hotels-The-Perry-Hotel-Marina-Key-West.h17313680.Hotel-Information), also rated 4 stars and boasting a fantastic outdoor pool. This hotel stands out with its marina views and friendly service, highlighted by guests who describe the food as amazing. The presence of designer stores onsite adds a convenient shopping option for visitors. This property also enjoys an excellent review rating of 9.4, making it a solid option for those seeking both relaxation and adventure. > > > > [Opal Key Resort & Marina, Key West](https://www.expedia.ca/Key-West-Hotels-Opal-Key-Resort-Marina.h17442701.Hotel-Information) offers a beautiful outdoor pool along with breathtaking marina and ocean views. Reviewers consistently mention the spacious and stunning rooms, as well as the top service that enhances their experience. With a rating of 9.2, this resort ensures that families can enjoy quality time together in a serene environment while still being close to the vibrant attractions of Key West. > > > > For a more laid-back experience, [Oceans Edge Key West Resort, Hotel & Marina](https://www.expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information) features a lovely outdoor pool surrounded by lush landscaping. Guests enjoy the comfort of clean and inviting rooms, complemented by the exceptional staff who are always eager to help. The hotel boasts a review score of 9.0 and is perfectly located for those wanting to explore the nearby ocean views and activities. > > > > Lastly, the [Parrot Key Hotel & Villas](https://www.expedia.ca/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.Hotel-Information) is another fantastic option with an outdoor pool that offers both ocean and water views. The spacious rooms are complemented by friendly service and delicious food, making it a family-friendly haven in Key West. With a rating of 9.0, this hotel is sure to provide a delightful retreat filled with scenic beauty and adventure. ### Are there hotels in Key West with outdoor pool cabanas or loungers? > [H2O Suites - Adults Only](https://www.expedia.ca/Key-West-Hotels-H2O-Suites-Adults-Only.h16395930.Hotel-Information) is a charming 3.5-star hotel that features a delightful outdoor pool, complete with sun loungers and a poolside bar, providing a friendly space for relaxation. Guests rave about the beautiful, always clean rooms and the excellent, first-class staff, giving the property an impressive traveller rating of 9.8. > > > > For those looking for a more vibrant setting, [The Perry Hotel & Marina Key West](https://www.expedia.ca/Key-West-Hotels-The-Perry-Hotel-Marina-Key-West.h17313680.Hotel-Information), rated 9.4, offers a refreshing outdoor pool along with comfortable loungers and a poolside bar. This 4-star hotel is praised for its friendly staff, clean rooms, and amazing food, making it a favorite among visitors seeking both comfort and convenience. > > > > [Southernmost House](https://www.expedia.ca/Key-West-Hotels-The-Southernmost-House-Hotel.h3830519.Hotel-Information), another 4-star option, features a lovely outdoor pool with sun loungers and a poolside bar, all set in a superb location. Guests appreciate the beautiful, clean rooms and the helpful, amazing staff, earning the hotel an excellent review score of 9.4. > > > > If you're interested in extra luxury, [Oceans Edge Key West Resort, Hotel & Marina](https://www.expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information) boasts a stunning outdoor pool with complimentary cabanas and loungers. With a traveller rating of 9.0, this 4-star resort is known for its comfortable rooms and friendly, amazing staff, providing a wonderful experience for guests. > > > > Lastly, [Pier House Resort & Spa](https://www.expedia.ca/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information) also features an inviting outdoor pool with sun loungers, alongside a poolside bar and a stunning ocean view. ### Which Key West hotels with outdoor pools are near Key West, FL (EYW-Key West Intl.)? > The [Hyatt Vacation Club at Windward Pointe, Key West](https://www.expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Windward-Pointe.h868697.Hotel-Information), is a fantastic choice for travellers seeking a relaxing stay just 0.2 miles from Key West International Airport. This 3.5-star hotel boasts a spacious outdoor pool, superb for unwinding after a day of adventure. Guests rave about the cleanliness of the rooms and the friendly staff, making it an ideal family-friendly destination. With amenities like suites featuring kitchen facilities and a hot tub, this hotel seamlessly combines convenience and comfort. > > > > Another excellent option is the [Hampton Inn Key West FL](https://www.expedia.ca/Key-West-Hotels-Hampton-Inn-Key-West-FL.h15720.Hotel-Information), located slightly further at 0.4 miles from the airport. This hotel offers an inviting outdoor pool complemented by sun loungers and a poolside bar, superb for families looking to soak up the sun. Reviewers appreciate the hearty complimentary breakfast and the overall cleanliness of the rooms, making it a great value for those traveling with children. > > > > For those who prefer a more upscale experience, the [DoubleTree Resort by Hilton Grand Key - Key West](https://www.expedia.ca/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information), only 0.6 miles from the airport, features a beautiful outdoor pool area with cabanas and a poolside bar. Guests have highlighted the exceptional service and the convenient beach shuttle, ensuring easy access to the sandy shores. > > > > The [Margaritaville Beach House Key West](https://www.expedia.ca/Key-West-Hotels-Margaritaville-Beach-House-Key-West.h48713884.Hotel-Information), located just over a mile from the airport, offers a laid-back atmosphere with an outdoor pool and direct beach access. Families will enjoy the friendly service and delicious dining options available on-site, rounding out a memorable Key West experience. > > > > Lastly, the [Fairfield Inn & Suites by Marriott Key West at the Keys Collection](https://www.expedia.ca/Key-West-Hotels-Fairfield-Inn-Suites-Key-West-At-The-Keys-Collection.h21871.Hotel-Information), also about 1.1 miles from the airport, features an outdoor pool along with complimentary breakfast options. Guests have praised the comfortable accommodations and the helpful staff, making it another desirable choice for families visiting this vibrant island. ### Which Key West hotels offer poolside service for food and drinks? > The [Almond Tree Inn Hotel - Adults Only](https://www.expedia.ca/Key-West-Hotels-Almond-Tree-Inn.h809031.Hotel-Information) is a charming 3.5-star option that not only offers a serene outdoor pool but also features a delightful poolside bar, great for enjoying refreshments in the sun. Rated an impressive 10.0 by guests, visitors rave about the friendly and helpful staff, the comfortable and clean rooms, and the excellent complimentary breakfast. > > > > Another great choice is the [Orchid Key Inn - Adults Only](https://www.expedia.ca/Key-West-Hotels-Orchid-Key-Inn.h809032.Hotel-Information), also rated 3.5 stars and boasting a poolside bar for leisurely afternoon drinks. With a traveller score of 9.8, guests appreciate the beautiful and clean rooms, alongside the convenient location and amazing breakfast options. The exceptional service here is a highlight, ensuring you feel pampered during your stay. > > > > For those seeking a slightly higher-rated experience, [The Gardens Hotel](https://www.expedia.ca/Key-West-Hotels-The-Gardens-Hotel.h20796.Hotel-Information) offers a tranquil retreat with a lovely outdoor pool and a poolside bar. This 4-star hotel, rated 9.8 by travellers, is known for its beautiful garden setting and wonderful breakfast, along with friendly staff who are eager to enhance your stay. > > > > [H2O Suites - Adults Only](https://www.expedia.ca/Key-West-Hotels-H2O-Suites-Adults-Only.h16395930.Hotel-Information) is another standout option featuring a resort-style outdoor pool with a poolside bar. Rated 9.8, this hotel is celebrated for its beautiful accommodations and first-class service, making it a great spot for a relaxing getaway. > > > > Lastly, [Santa Maria Suites](https://www.expedia.ca/Key-West-Hotels-Santa-Maria-Suites.h910922.Hotel-Information), a 4-star hotel rated 9.6, provides an inviting space with an outdoor pool and poolside bar as well. Guests love the spacious and beautiful rooms, alongside attentive staff ready to cater to your needs. ### Are there hotels with outdoor pools that are close to Key West Historic Seaport? > [The Marquesa Hotel](https://www.expedia.ca/Key-West-Hotels-The-Marquesa-Hotel.h889862.Hotel-Information) is a charming 3.5-star retreat that stands out for its inviting outdoor pool and beautifully designed rooms, earning an impressive traveller rating of 9.8. Guests rave about the friendly and attentive staff, as well as the hotel's superb and quiet location, just a short distance from Key West Historic Seaport. The pool area, complete with furnished patios and balconies, is often described as amazing, providing a serene escape after a day of exploration. > > > > Another wonderful option is [H2O Suites - Adults Only](https://www.expedia.ca/Key-West-Hotels-H2O-Suites-Adults-Only.h16395930.Hotel-Information), also rated at 9.8. This hotel features a stunning outdoor pool complemented by a poolside bar and sun loungers, making it ideal for relaxation. Visitors are consistently impressed by the excellent and first-class service, as well as the lovely courtyard that enhances the overall experience. > > > > For families or larger groups, the Hyatt Vacation Club at Windward Pointe offers spacious suites and an outdoor pool rated 9.6 by guests. Its convenient location near Key West International Airport, along with free amenities like WiFi and parking, adds to its appeal. Travellers appreciate the big pool and the friendly staff, making it a great choice for those seeking both comfort and convenience. > > > > Lastly, the [Island City House Hotel](https://www.expedia.ca/Key-West-Hotels-Island-City-House-Hotel.h41511.Hotel-Information), a 3-star option, features a beautiful outdoor pool and a charming historical ambiance. With a traveller rating of 9.6, guests highlight its excellent location and friendly, extremely helpful staff. The pool area, along with balconies and terraces, provides a lovely setting to unwind after a day of adventure. ### Are there hotels in Key West with outdoor pool activities or events? > Key West, Florida, is a vibrant island destination known for its stunning sunsets, lively option, and rich history. When it comes to accommodation, several hotels stand out for their outdoor pool activities and events, ensuring a memorable stay for guests seeking both relaxation and fun. > > > > For travellers looking for a lively poolside experience, the Blue Flamingo Resort is a fantastic option. Their Backyard Pool & Social Club offers an array of activities, including poolside cabanas, refreshing tiki cocktails, lawn games like bocce ball and cornhole, as well as workout classes and live music events. This creates a vibrant social scene superb for those who enjoy mingling and making new friends. > > > > Couples seeking a romantic getaway will appreciate the charm of Oceans Edge Key West Resort & Marina. With six saltwater swimming pools and a variety of water activities such as kayaking and paddleboarding, this resort provides a superb blend of relaxation and adventure. The serene surroundings and stunning views make it an ideal setting for couples to unwind together. > > > > Families will love the Southernmost Beach Resort, which offers an inviting pool area alongside family-friendly amenities. The spacious grounds provide ample opportunity for kids to splash about, while parents can relax with a drink in hand. The resort's proximity to the beach adds to its appeal, making it easy to enjoy both pool and ocean activities. ### Is it cheaper to book flights and a hotel in Key West as a package? > Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect [travel package](https://www.expedia.ca/Key-West.d1187.Destination-Travel-Guides). ### How can I save on a hotel in Key West with Expedia? > Before booking your Key West hotel, remember to join Expedia's free travel rewards program—[One Key™](https://www.expedia.ca/welcome-one-key). Just sign up and sign in to access our lowest Member Prices as well as members-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too. ### Can I cancel my hotel reservation on Expedia? > Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. 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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) - [All Inclusive Resorts and in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-All-Inclusive-Hotel.0-n553248635976481798-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Beach-Hotel.0-n553248635976481798-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Boutique-Hotel.0-n553248635976481798-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Casino Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Casino-Hotel.0-n553248635976481798-0-tCasinoHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Cheap-Hotels.0-n553248635976481798-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Couples-Resorts-Hotels.0-n553248635976481798-0-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Family-Hotel.0-n553248635976481798-0-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Golf Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Golf-Hotel.0-n553248635976481798-0-tGolfHotel.Travel-Guide-Filter-Hotels) - [Honeymoon Resorts and in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Honeymoon-Hotels.0-n553248635976481798-0-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [Hotels with Early Check-in in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Hotel-With-Early-Check-In.0-n553248635976481798-0-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - [Hotels with a Lazy River in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Hotels-With-A-Lazy-River.0-n553248635976481798-0-tHotelswithaLazyRiver.Travel-Guide-Filter-Hotels) - [Hotels with Balconies in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Hotels-With-Balconies.0-n553248635976481798-0-tHotelswithBalconies.Travel-Guide-Filter-Hotels) - [Hotels with smoking rooms in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Hotels-With-Smoking-Rooms.0-n553248635976481798-0-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels) - [Hotels with Tennis Courts in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Hotels-With-Tennis-Courts.0-n553248635976481798-0-tHotelswithTennisCourts.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Luxury-Hotel.0-n553248635976481798-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Mountain-Hotels.0-n553248635976481798-0-tMountainHotels.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Oceanfront-Hotels.0-n553248635976481798-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Pet-Friendly-Hotel.0-n553248635976481798-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Romantic-Hotel.0-n553248635976481798-0-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Shopping Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Shopping-Hotel.0-n553248635976481798-0-tShoppingHotel.Travel-Guide-Filter-Hotels) - [Ski Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Ski-Hotel.0-n553248635976481798-0-tSkiHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Spa-Hotel.0-n553248635976481798-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Wedding-Hotels.0-n553248635976481798-0-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Winery Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Winery-Hotel.0-n553248635976481798-0-tWineryHotel.Travel-Guide-Filter-Hotels) - [Duval Street](https://www.expedia.ca/Duval-Street-Key-West-Historic-District.d6068616.Vacation-Attraction) - [Visit Downtown Key West](https://www.expedia.ca/Key-West-Downtown-Key-West.dx553248635976470405) - [Book Hotels with a Pool in Key West on Expedia.com](https://www.expedia.com/Key-West-Hotels-Hotel-With-Pool.0-0-d1187-tHotelwithPool.Travel-Guide-Filter-Hotels)