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 ![](https://images.trvl-media.com/place/54987/20484210-6274-494d-b164-9768873b2317.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Feb 11 - Feb 12](https://www.expedia.ca/Hotel-Search?regionId=553248635074842070&startDate=2026-02-11&endDate=2026-02-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 12 - Feb 13](https://www.expedia.ca/Hotel-Search?regionId=553248635074842070&startDate=2026-02-12&endDate=2026-02-13&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=553248635074842070&startDate=2026-02-13&endDate=2026-02-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=553248635074842070&startDate=2026-02-20&endDate=2026-02-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Flamingo hotels with a pool ![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 8.2/10 Very good (2,068 reviews) "The stay was very good and property is very beautiful and well maintained" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Kumari CA $134 CA $152 total includes taxes & fees Mar 5 - Mar 6 [](https://www.expedia.ca/Miami-Hotels-Fairway-Inn-Florida-City-Homestead-Everglades.h60623.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/31000000/30220000/30216000/30215914/aba51715.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/31000000/30220000/30216000/30215914/8f845907.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King, Non Smoking](https://images.trvl-media.com/lodging/31000000/30220000/30216000/30215914/037b040a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/31000000/30220000/30216000/30215914/328193c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Key Largo Inn [](https://www.expedia.ca/Key-Largo-Hotels-Key-Largo-Inn.h30215914.Hotel-Information) Key Largo 6.6/10 (1,000 reviews) "Great staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shaughn CA $151 CA $170 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Key-Largo-Hotels-Key-Largo-Inn.h30215914.Hotel-Information) ![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) ![Exterior](https://images.trvl-media.com/lodging/47000000/46770000/46768900/46768889/05d81fa5.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) ![Reception](https://images.trvl-media.com/lodging/47000000/46770000/46768900/46768889/9711f3c9.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 (183 reviews) "Staff was great and the room was clean!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nayeli CA $203 CA $230 total includes taxes & fees Mar 9 - Mar 10 [](https://www.expedia.ca/Miami-Hotels-Tru-By-Hilton-Florida-City.h46768889.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/1641bbd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![25-inch flat-screen TV with digital channels, TV](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/92a650b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/17a61bb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/13368841.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Treasure Harbor [](https://www.expedia.ca/Islamorada-Hotels-Treasure-Harbor.h91743042.Hotel-Information) Islamorada 9.0/10 Wonderful (129 reviews) "Very peaceful and comfortable stay! Dallas and Hannah were amazing hosts! Thank you so much !" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nick [](https://www.expedia.ca/Islamorada-Hotels-Treasure-Harbor.h91743042.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/41600/41538/e963bf80.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 (1,886 reviews) "Rooms were spotless and staff was great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda CA $175 CA $198 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Miami-Hotels-Travelodge-By-Wyndham-Florida-CityHomesteadEverglades.h41538.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) ![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) ![Lobby sitting area](https://images.trvl-media.com/lodging/17000000/16310000/16308300/16308257/62a20712.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 (2,175 reviews) "great place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John marrero CA $149 CA $168 total includes taxes & fees Feb 17 - Feb 18 [](https://www.expedia.ca/Miami-Hotels-Garden-Inn-Homestead.h16308257.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) ![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) ![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) ### 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 (1,013 reviews) "Nice little hotel. We had a good stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ceyda CA $318 CA $358 total includes taxes & fees Mar 3 - Mar 4 [](https://www.expedia.ca/Key-Largo-Hotels-Hampton-Inn-Key-Largo-Manatee-Bay.h5731.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) ![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) ![Property entrance](https://images.trvl-media.com/lodging/1000000/20000/19500/19447/59e808de.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) ### Floridian Hotel [](https://www.expedia.ca/Miami-Hotels-Floridian-Hotel.h19447.Hotel-Information) Homestead 8.2/10 Very good (1,711 reviews) "Clean room, great hot breakfast, friendly staff, good location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sue CA $157 CA $178 total includes taxes & fees Feb 17 - Feb 18 [](https://www.expedia.ca/Miami-Hotels-Floridian-Hotel.h19447.Hotel-Information) ![Fishing](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/371bf8f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/4743fa46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/d461c69c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/a7493794.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Creekside Inn [](https://www.expedia.ca/Tavernier-Hotels-Creekside-Inn-Islamorada.h1576773.Hotel-Information) Tavernier 7.8/10 Good (1,000 reviews) "Room was clean, spacious with a wonderful canal view. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Richard CA $267 CA $300 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Tavernier-Hotels-Creekside-Inn-Islamorada.h1576773.Hotel-Information) ![Outdoor pool, open 7 AM to 7:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/15500/15496/f082c4f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/1000000/20000/15500/15496/c40f7c30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/15500/15496/w3837h2556x3y4-29a47f32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/15500/15496/0ff41705.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Gateway to the Keys [](https://www.expedia.ca/Miami-Hotels-Best-Western-Gateway-To-The-Keys.h15496.Hotel-Information) Florida City 8.4/10 Very good (1,258 reviews) "Nice place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $182 CA $206 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Miami-Hotels-Best-Western-Gateway-To-The-Keys.h15496.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=2026-02-25&endDate=2026-02-26®ionId=553248635074842070&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Flamingo Breakfast included Ocean view 4 stars 5 stars Hot tub ## Top Flamingo Hotel Reviews ![Chesapeake Beach Resort](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306_y.jpg) ### Chesapeake Beach Resort 10/10 Excellent "Nice stay" [](https://expedia.ca/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) ![Bayside Inn Key Largo](https://images.trvl-media.com/lodging/1000000/30000/22700/22657/419b7787_y.jpg) ### Bayside Inn Key Largo 10/10 Excellent "We loved everything about our stay. Try to get room 301\. Top floor on the end with a good view of the water and the pool. A very quick walk to Snooky’s. Food was excellent." [](https://expedia.ca/Key-Largo-Hotels-Bayside-Inn-Key-Largo.h22657.Hotel-Information) ![Floridian Hotel](https://images.trvl-media.com/lodging/1000000/20000/19500/19447/79cde09f_y.jpg) ### Floridian Hotel 10/10 Excellent "Was very pleased with my stay. Very pleasant staff, the room was great, nice amenities. I would definitely stay again!" [](https://expedia.ca/Miami-Hotels-Floridian-Hotel.h19447.Hotel-Information) ![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg) ### Cheeca Lodge & Spa 10/10 Excellent "Paradise away from Home!! Thank you!" [](https://expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.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 "Every thing excellent " [](https://expedia.ca/Long-Key-Hotels-Lime-Tree-Bay-Resort.h882254.Hotel-Information) ![Reefhouse Resort & Marina](https://images.trvl-media.com/lodging/1000000/10000/3500/3427/af093823_y.jpg) ### Reefhouse Resort & Marina 10/10 Excellent "Staff were great and very helpful. This is a beautiful resort!" [](https://expedia.ca/Key-Largo-Hotels-Reefhouse-Resort-Marina.h3427.Hotel-Information) ![Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/d10a018b_y.jpg) ### Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort 10/10 Excellent "Spotless room, friendly staff, excellent food" [](https://expedia.ca/Islamorada-Hotels-Three-Waters-Resort-And-Marina.h11864.Hotel-Information) ![Garden Inn Homestead](https://images.trvl-media.com/lodging/17000000/16310000/16308300/16308257/62a20712_y.jpg) ### Garden Inn Homestead 10/10 Excellent "Great like always " [](https://expedia.ca/Miami-Hotels-Garden-Inn-Homestead.h16308257.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 "Nice place, treated like family. Very convenient to what ever you want" [](https://expedia.ca/Miami-Hotels-Travelodge-By-Wyndham-Florida-CityHomesteadEverglades.h41538.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) - 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