Title: Book the Best Hotels with POOL in Meadows in 2026 | Expedia.ca [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)[Meadows Car Rentals](https://expedia.ca/Car-Rentals-In-Meadows.d553248635976471421.Car-Rental-Guide)[Meadows Vacations](https://expedia.ca/Meadows.d553248635976471421.Destination-Travel-Guides) ![](https://images.trvl-media.com/place/1187/d2ca2c98-e356-4966-89b5-c0dedc8b875d.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Meadows, FL from CA $248 - ![](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 Meadows Hotels with a Pool Tonight [Dec 11 - Dec 12](https://www.expedia.ca/Hotel-Search?regionId=553248635976471421&startDate=2025-12-11&endDate=2025-12-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 12 - Dec 13](https://www.expedia.ca/Hotel-Search?regionId=553248635976471421&startDate=2025-12-12&endDate=2025-12-13&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635976471421&startDate=2025-12-12&endDate=2025-12-14&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635976471421&startDate=2025-12-19&endDate=2025-12-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Meadows hotels with a pool ![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99350000/99341500/99341484/915efe13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/100000000/99350000/99341500/99341484/4ec37e36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/100000000/99350000/99341500/99341484/w1170h1553x0y3-f03c7684.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99350000/99341500/99341484/49585f15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Key West Andros 2BR•Waterfront, Pool, Dock&Pet OK [](https://www.expedia.ca/Key-West-Hotels-Spacious-22-Waterfront-Condo-WPoolDock.h99341484.Hotel-Information) Meadows 10/10 Exceptional (16) "Really enjoyed the accommodations. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Timothy CA $160 CA $597 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Key-West-Hotels-Spacious-22-Waterfront-Condo-WPoolDock.h99341484.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/89000000/88330000/88329200/88329189/fc3aa57a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/89000000/88330000/88329200/88329189/c75f4f34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/89000000/88330000/88329200/88329189/b31c50b2_edited_45d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/89000000/88330000/88329200/88329189/e25608c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Town "Eleuthera" • 2BR Waterfront Corner Condo [](https://www.expedia.ca/Key-West-Hotels-22-Fully-Updated-Old-Town-Waterfront-Corner-Condo.h88329189.Hotel-Information) Meadows 10/10 Exceptional (28) "Kim was a huge help and a great host. Great location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James C. CA $160 CA $590 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Key-West-Hotels-22-Fully-Updated-Old-Town-Waterfront-Corner-Condo.h88329189.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/96000000/95780000/95773500/95773402/30b3d760.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/96000000/95780000/95773500/95773402/2885bcff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95780000/95773500/95773402/6956fab5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bathtub, hair dryer](https://images.trvl-media.com/lodging/96000000/95780000/95773500/95773402/79d960d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Caroline Suite | 1 bed, 1 bath condo w/shared pool [](https://www.expedia.ca/Key-West-Hotels-The-Caroline-Suite-1-Bed.h95773402.Hotel-Information) Key West Historic District 9.0/10 Wonderful (18) "Place was clear, ready, and in a great area. If your looking for a good place in key west this is it" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sean A. CA $506 CA $893 total includes taxes & fees Dec 13 - Dec 14 [](https://www.expedia.ca/Key-West-Hotels-The-Caroline-Suite-1-Bed.h95773402.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/115000000/114330000/114326400/114326346/d03e017e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114330000/114326400/114326346/w3596h2398x4y3-720e019c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114330000/114326400/114326346/8c0a71c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114330000/114326400/114326346/5eb75804.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heron Hideaway [](https://www.expedia.ca/Key-West-Hotels-Heron-Hideaway.h114326346.Hotel-Information) Key West Historic District CA $338 CA $638 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Key-West-Hotels-Heron-Hideaway.h114326346.Hotel-Information) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/99000000/98480000/98472800/98472783/66be3fc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/99000000/98480000/98472800/98472783/97959473.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/99000000/98480000/98472800/98472783/76ced5ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/99000000/98480000/98472800/98472783/4387e743.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Elizabeth Suite | 1 bed, 1 bath w/shared pool [](https://www.expedia.ca/Key-West-Hotels-The-Elizabeth-1-Suite-1-Bed.h98472783.Hotel-Information) Key West Historic District 9.2/10 Wonderful (7) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $507 CA $894 total includes taxes & fees Dec 13 - Dec 14 [](https://www.expedia.ca/Key-West-Hotels-The-Elizabeth-1-Suite-1-Bed.h98472783.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/deb8b21f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/948eecb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; seafood](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/c805ef87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, individually decorated](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/9e2158b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Perry Hotel & Marina Key West [](https://www.expedia.ca/Key-West-Hotels-The-Perry-Hotel-Marina-Key-West.h17313680.Hotel-Information) Stock Island 9.4/10 Exceptional (1171) "Will be staying here every single time we visit! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rebecca CA $176 CA $280 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Key-West-Hotels-The-Perry-Hotel-Marina-Key-West.h17313680.Hotel-Information) ![Poolside bar](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/dd4425fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![42-inch LCD TV with cable channels, TV, foosball](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/7c8763e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gift shop](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/fa09f1b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Poolside bar](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/ff4257d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Flamingo Resort Key West [](https://www.expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information) New Town 8.0/10 Very good (1756) "Loved staying here and would again next time we are in Key West!!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) David CA $151 CA $248 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.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=2026-12-26&endDate=2026-12-27®ionId=553248635976471421&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Meadows Hotel Reviews ![Hyatt Vacation Club at Beach House, Key West](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/fc0a2a7e_y.jpg) ### Hyatt Vacation Club at Beach House, Key West 10/10 Excellent "Beautiful place" [](https://expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Beach-House.h857962.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 "They went the extra mile! Was a lovely stay" [](https://expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information) ![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg) ### Oceans Edge Key West Resort, Hotel & Marina 10/10 Excellent "Rooms were beautiful" [](https://expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information) ![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 "Great view, amazing room and friendly staff" [](https://expedia.ca/Key-West-Hotels-The-Reach-Key-West.h457821.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 "All the staff is amazing and helpful! Room was clean and roomy. " [](https://expedia.ca/Key-West-Hotels-Pier-House-Resort-Spa.h19307.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 "Beautiful room and amazing reception staff of Annette, Sara, Jody and Richardo. They were very accommodating. " [](https://expedia.ca/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information) ![DoubleTree Resort by Hilton Grand Key - Key West](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/cefb5fc2_y.jpg) ### DoubleTree Resort by Hilton Grand Key - Key West 10/10 Excellent "Our Birthday Club recently stayed at the resort while in town celebrating our Sister Audrey's 60th Birthday. The resort staff were very friendly and accommodating. The front desk team were helpful, the shuttle drivers were friendly and went the extra mile to make sure we got to our destinations, the pool area was beautiful, we felt like we were on a resort in the Caribbean. The bar staff were nice and fun and the breakfast buffet was delicious and had lots of variety. The wait staff were super nice and attentive. I almost forgot, the famous warm cookies did not disappoint!! Lastly, our balcony with the pool view was spacious, had a ceiling fan and provided a great view of the resort courtyard and pool. Overall, our stay was great. We would recommend this resort to others. " [](https://expedia.ca/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information) ![Fairfield Inn and Suites by Marriott Key West](https://images.trvl-media.com/lodging/1000000/10000/9000/8946/7b2c8a2c_y.jpg) ### Fairfield Inn and Suites by Marriott Key West 10/10 Excellent "Clean room, front desk staff were very helpful. Grounds were well maintained, definitely had the Key West vibe! The free breakfast offered many options. Great pool bar, bar staff were great! Had a free shuttle to downtown which was helpful as parking downtown is difficult." [](https://expedia.ca/Key-West-Hotels-Fairfield-Inn-And-Suites-By-Marriott-Key-West.h8946.Hotel-Information) ![Winslow's Bungalows - Key West Historic Inns](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/7cf7d263_y.jpg) ### Winslow's Bungalows - Key West Historic Inns 10/10 Excellent "Room was very private everything was within walking distance. Only down side was the breakfast it was very basic. " [](https://expedia.ca/Key-West-Hotels-Kimpton-Winslows-Bungalows.h529611.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Meadows? ### What is there to see and do in Meadows? ## Explore a world of travel with Expedia - Lodging - More ways to book - [Cheap Hotels in Bahia Honda Key ](https://www.expedia.ca/Bahia-Honda-Key-Hotels-Cheap-Hotels.0-0-d553248635083902001-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Bahia Honda Key ](https://www.expedia.ca/Bahia-Honda-Key-Hotels-Luxury-Hotel.0-0-d553248635083902001-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Flamingo ](https://www.expedia.ca/Flamingo-Hotels-Adults-Only-Resorts.0-0-d553248635074842070-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Flamingo ](https://www.expedia.ca/Flamingo-Hotels-Beach-Hotel.0-0-d553248635074842070-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Flamingo ](https://www.expedia.ca/Flamingo-Hotels-Boutique-Hotel.0-0-d553248635074842070-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - 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