Title: Book the Best Hotels with POOL in Flamingo in 2026 | Expedia.ca [Hotels in Flamingo](https://expedia.ca/Flamingo-Hotels.d553248635074842070.Travel-Guide-Hotels)[Vacation Rentals in Flamingo](https://expedia.ca/Flamingo-Vacation-Rentals.d553248635074842070.Travel-Guide-VacationRentals)[Flamingo Car Rentals](https://expedia.ca/Car-Rentals-In-Flamingo.d553248635074842070.Car-Rental-Guide)[Flamingo Vacation Packages](https://expedia.ca/Flamingo.d553248635074842070.Destination-Travel-Guides) ![Kayaking in the Everglades, such a gorgeous and interesting park.](https://images.trvl-media.com/place/54987/20484210-6274-494d-b164-9768873b2317.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Jim Fiorelli # Find Hotels with a Pool in Flamingo, FL from CA $90 - ![](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 Flamingo Hotels with a Pool Tonight [Dec 21 - Dec 22](https://www.expedia.ca/Hotel-Search?regionId=553248635074842070&startDate=2025-12-21&endDate=2025-12-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 22 - Dec 23](https://www.expedia.ca/Hotel-Search?regionId=553248635074842070&startDate=2025-12-22&endDate=2025-12-23&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635074842070&startDate=2025-12-26&endDate=2025-12-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248635074842070&startDate=2026-01-02&endDate=2026-01-04&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Flamingo hotels with a pool ![Free daily self-serve breakfast](https://images.trvl-media.com/lodging/47000000/46770000/46768900/46768889/f71e5287.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/47000000/46770000/46768900/46768889/9711f3c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi](https://images.trvl-media.com/lodging/47000000/46770000/46768900/46768889/467dca2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/47000000/46770000/46768900/46768889/05d81fa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tru by Hilton Florida City [](https://www.expedia.ca/Miami-Hotels-Tru-By-Hilton-Florida-City.h46768889.Hotel-Information) Florida City 8.8/10 Excellent (138) "Staff was beyond kind, hotel was clean, and breakfast was actually really good! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) kara CA $143 CA $161 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Miami-Hotels-Tru-By-Hilton-Florida-City.h46768889.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/9bcc8c75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, beach towels, kayaking](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/ec70fa51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier Cottage, Bay View | Terrace/patio](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/0c81ecd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier Cabin, 1 King Bed, Bay View](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/00031550.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rock Reef Resort [](https://www.expedia.ca/Key-Largo-Hotels-Rock-Reef-Resort.h57185414.Hotel-Information) Rock Harbor 9.2/10 Wonderful (1069) "Wish we stayed a little longer to enjoy the oroperty" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vicki CA $190 CA $214 total includes taxes & fees Jan 20 - Jan 21, 2026 [](https://www.expedia.ca/Key-Largo-Hotels-Rock-Reef-Resort.h57185414.Hotel-Information) ![Outdoor pool, open 8:00 AM to 9:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/50000/41600/41538/57772e43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/50000/41600/41538/ec4022bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually furnished, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/1000000/50000/41600/41538/8a2c62ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/50000/41600/41538/fe580d95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Travelodge by Wyndham Florida City/Homestead/Everglades [](https://www.expedia.ca/Miami-Hotels-Travelodge-By-Wyndham-Florida-CityHomesteadEverglades.h41538.Hotel-Information) Florida City 9.2/10 Wonderful (1826) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rebeka CA $116 CA $131 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/Miami-Hotels-Travelodge-By-Wyndham-Florida-CityHomesteadEverglades.h41538.Hotel-Information) ![Courtyard](https://images.trvl-media.com/lodging/1000000/20000/19500/19447/075d660f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/19500/19447/b3bda858.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/1000000/20000/19500/19447/59e808de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/20000/19500/19447/49e89129.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Floridian Hotel [](https://www.expedia.ca/Miami-Hotels-Floridian-Hotel.h19447.Hotel-Information) Homestead 8.0/10 Very good (1637) "We love staying at the Floridian everytime we visit the atea. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Roxanne CA $111 CA $125 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Miami-Hotels-Floridian-Hotel.h19447.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/17000000/16310000/16308300/16308257/70869ed7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/17000000/16310000/16308300/16308257/1976ca4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room, 2 Queen Beds](https://images.trvl-media.com/lodging/17000000/16310000/16308300/16308257/4621cbb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/17000000/16310000/16308300/16308257/a5cd07e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Garden Inn Homestead [](https://www.expedia.ca/Miami-Hotels-Garden-Inn-Homestead.h16308257.Hotel-Information) Homestead 8.0/10 Very good (2033) "the staff were very friendly always there to help if needed and breakfast was great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carmen CA $80 CA $90 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Miami-Hotels-Garden-Inn-Homestead.h16308257.Hotel-Information) ![Outdoor pool, open 8:00 AM to 8:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/70000/60700/60623/b0c23a60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/70000/60700/60623/ab5a0f13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/70000/60700/60623/a7a494e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/70000/60700/60623/4b6c343d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairway Inn Florida City Homestead Everglades [](https://www.expedia.ca/Miami-Hotels-Fairway-Inn-Florida-City-Homestead-Everglades.h60623.Hotel-Information) Florida City 8.4/10 Very good (1990) "Yeah it was nice and clean i enjoyed staying there" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tervais [](https://www.expedia.ca/Miami-Hotels-Fairway-Inn-Florida-City-Homestead-Everglades.h60623.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/9000000/8180000/8172600/8172578/932cf26e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/9000000/8180000/8172600/8172578/0ffb3c49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 2 Queen Beds](https://images.trvl-media.com/lodging/9000000/8180000/8172600/8172578/6d9d6946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/9000000/8180000/8172600/8172578/131f9b78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites by Hilton Florida City, FL [](https://www.expedia.ca/Miami-Hotels-Home2-Suites-By-Hilton-Florida-City.h8172578.Hotel-Information) Florida City 8.4/10 Very good (1001) "The staff was friendly and the room was clean and spacious." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yaritza CA $155 CA $175 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Miami-Hotels-Home2-Suites-By-Hilton-Florida-City.h8172578.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/5200/5114/193fd781.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5200/5114/2e590cf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/5200/5114/19311fed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5200/5114/c05305d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marina Del Mar Resort and Marina [](https://www.expedia.ca/Key-Largo-Hotels-Marina-Del-Mar-Resort-And-Marina.h5114.Hotel-Information) Key Largo 8.4/10 Very good (1655) "Great location, amenities, service, places to eat. Very accommodating with extended stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph CA $138 CA $195 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Key-Largo-Hotels-Marina-Del-Mar-Resort-And-Marina.h5114.Hotel-Information) ![Outdoor pool, open 8 AM to 10 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/5800/5731/a2c239ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Bay View | Beach/ocean view](https://images.trvl-media.com/lodging/1000000/10000/5800/5731/68e30233.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden view](https://images.trvl-media.com/lodging/1000000/10000/5800/5731/d369153c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/5800/5731/363fe239.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Key Largo Manatee Bay [](https://www.expedia.ca/Key-Largo-Hotels-Hampton-Inn-Key-Largo-Manatee-Bay.h5731.Hotel-Information) Key Largo 8.8/10 Excellent (1006) "Clean hotel, convenient location. Nice little beach area with tiki bar. Room was nice. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Troy CA $237 CA $266 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Key-Largo-Hotels-Hampton-Inn-Key-Largo-Manatee-Bay.h5731.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/60000000/59860000/59851800/59851751/6e5857d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Down comforters, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/60000000/59860000/59851800/59851751/b175fb2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/60000000/59860000/59851800/59851751/dc0e7a07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/60000000/59860000/59851800/59851751/1bdcd74e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Homestead Florida City [](https://www.expedia.ca/Miami-Hotels-Fairfield-Inn-Suites-By-Marriott-Homestead-Florida-City.h59851751.Hotel-Information) Florida City 8.6/10 Excellent (1008) "Front desk Staff was very friendly and extra kind and helpful. Very pleasant stay. Will come stay again the next time we are in town" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vieng k. CA $164 CA $186 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Miami-Hotels-Fairfield-Inn-Suites-By-Marriott-Homestead-Florida-City.h59851751.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=2026-01-04&endDate=2026-01-05®ionId=553248635074842070&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Flamingo Hotel Reviews ![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg) ### Cheeca Lodge & Spa 10/10 Excellent "Fabulous waterfront, activities, and dining as well as the staff. " [](https://expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) ![Garden Inn Homestead](https://images.trvl-media.com/lodging/17000000/16310000/16308300/16308257/62a20712_y.jpg) ### Garden Inn Homestead 10/10 Excellent "I was great" [](https://expedia.ca/Miami-Hotels-Garden-Inn-Homestead.h16308257.Hotel-Information) ![Chesapeake Beach Resort](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306_y.jpg) ### Chesapeake Beach Resort 10/10 Excellent "The breakfasts are great " [](https://expedia.ca/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) ![Travelodge by Wyndham Florida City/Homestead/Everglades](https://images.trvl-media.com/lodging/1000000/50000/41600/41538/6be1f944_y.jpg) ### Travelodge by Wyndham Florida City/Homestead/Everglades 10/10 Excellent "The owners treated us like family. We really appreciated our stay and it’s a great value. " [](https://expedia.ca/Miami-Hotels-Travelodge-By-Wyndham-Florida-CityHomesteadEverglades.h41538.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 "Room clean, beautiful setting, pleasant ambiance good restaurants! Staff friendly and courteous" [](https://expedia.ca/Key-Largo-Hotels-Marina-Del-Mar-Resort-And-Marina.h5114.Hotel-Information) ![Fairway Inn Florida City Homestead Everglades](https://images.trvl-media.com/lodging/1000000/70000/60700/60623/d7b26b00_y.jpg) ### Fairway Inn Florida City Homestead Everglades 10/10 Excellent "Place was amazing and clean " [](https://expedia.ca/Miami-Hotels-Fairway-Inn-Florida-City-Homestead-Everglades.h60623.Hotel-Information) ![Amara Cay Resort](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/84b50729_y.jpg) ### Amara Cay Resort 10/10 Excellent "I would give this hotel one the highest ratings for my most recent stays in the area. The views were spectacular. All of the staff were very friendly and helpful. Very very minor thing was the condition of the furniture and electrical sockets weren't the best quality but I just loved everything else so much that it would not deter me from returning." [](https://expedia.ca/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) ![Holiday Inn Key Largo by IHG](https://images.trvl-media.com/lodging/1000000/10000/7300/7230/160ba216_y.jpg) ### Holiday Inn Key Largo by IHG 10/10 Excellent "Amenities and staff were excellent. The overall feel of the resort was just what we weee looking for. " [](https://expedia.ca/Key-Largo-Hotels-Holiday-Inn-Key-Largo.h7230.Hotel-Information) ![Lime Tree Bay Resort](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/6f2246e8_y.jpg) ### Lime Tree Bay Resort 10/10 Excellent "Just the best!" [](https://expedia.ca/Long-Key-Hotels-Lime-Tree-Bay-Resort.h882254.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Flamingo? ### What is there to see and do in Flamingo? ### When is the best time to book a hotel with a pool in Flamingo? ## 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 Brickell ](https://www.expedia.ca/Brickell-Miami-Hotels-Adults-Only-Resorts.0-n6240961-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Casino Hotels in Brickell ](https://www.expedia.ca/Brickell-Miami-Hotels-Casino-Hotel.0-n6240961-0-tCasinoHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Brickell ](https://www.expedia.ca/Brickell-Miami-Hotels-Couples-Resorts-Hotels.0-n6240961-0-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - 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