Title: Book the Best Hotels with POOL in Cutler Bay in 2025 | Expedia.ca [Hotels in Cutler Bay](https://expedia.ca/Cutler-Bay-Hotels.d6131510.Travel-Guide-Hotels)[Vacation Rentals in Cutler Bay](https://expedia.ca/Cutler-Bay-Vacation-Rentals.d6131510.Travel-Guide-VacationRentals)[Flights to Cutler Bay](https://expedia.ca/Cheap-Flights-To-Cutler-Bay.d6131510.Travel-Guide-Flights)[Things to do in Cutler Bay](https://expedia.ca/Things-To-Do-In-Cutler-Bay.d6131510.Travel-Guide-Activities)[Cutler Bay Car Rentals](https://expedia.ca/Car-Rentals-In-Cutler-Bay.d6131510.Car-Rental-Guide)[Cutler Bay Vacation Packages](https://expedia.ca/Cutler-Bay.d6131510.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Cutler Bay, FL from CA $99 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Cutler Bay Hotels with a Pool Tonight [Oct 4 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6131510&startDate=2025-10-04&endDate=2025-10-05&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 5 - Oct 6](https://www.expedia.ca/Hotel-Search?regionId=6131510&startDate=2025-10-05&endDate=2025-10-06&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6131510&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6131510&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cutler Bay Hotels with a Pool ![Outdoor pool, open 8:00 AM to 9:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/50000/41600/41538/29d07e9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/50000/41600/41538/1e536eff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 Queen Bed, Non Smoking, Ground Floor | Living area](https://images.trvl-media.com/lodging/1000000/50000/41600/41538/de97319d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/50000/41600/41538/639d34cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Travelodge by Wyndham Florida City/Homestead/Everglades Florida City 9.2/10 Wonderful (1787) "Quick friendly staff good breakfast " CA $90 CA $102 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Miami-Hotels-Travelodge-By-Wyndham-Florida-CityHomesteadEverglades.h41538.Hotel-Information) ![Outdoor pool, open 8:00 AM to 8:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/70000/60700/60623/e646c244.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/f86f464f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/70000/60700/60623/2adf330d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/70000/60700/60623/d7b26b00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairway Inn Florida City Homestead Everglades Florida City 8.4/10 Very good (1994) "This location is VERY convenient. " CA $88 CA $99 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Miami-Hotels-Fairway-Inn-Florida-City-Homestead-Everglades.h60623.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) ![Premium bedding, in-room safe, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/1000000/20000/15500/15496/w3837h2560x3y0-9f33d540.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) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/15500/15496/w3837h2556x3y4-29a47f32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Gateway to the Keys Florida City 8.4/10 Very good (1156) "Clean and spacious room pleasant staff" CA $95 CA $107 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Miami-Hotels-Best-Western-Gateway-To-The-Keys.h15496.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107210000/107209800/107209756/52afb06a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107210000/107209800/107209756/49779184.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/108000000/107210000/107209800/107209756/edb7eb97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107210000/107209800/107209756/6f3d3c25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pool,4-bedroom house ,family friendly, canal front Cutler Bay 10/10 Exceptional (9) "Perfect spot , House was very comfortable and had everything I was looking for to hang for the week!" [](https://www.expedia.ca/Miami-Hotels-Pool.h107209756.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/56000000/55240000/55237400/55237384/w1125h741x0y0-63fb9761.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/56000000/55240000/55237400/55237384/34825c0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sport court](https://images.trvl-media.com/lodging/56000000/55240000/55237400/55237384/w958h713x1y1-1b8dbf92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/56000000/55240000/55237400/55237384/049800d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious Miami House/5 mins from Marina/Ocean/Pool/Tennis Cutler Bay 8.6/10 Excellent (28) "The home was as it appeared on line. Plenty of room for our family of 8! Everyone hung out for the night prior to cruising out of the Port of Miami. It was about 1/2 hour from the airport and the Cruise Port!" CA $222 CA $697 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Miami-Hotels-Spacious-Miami-House5-Mins-From-MarinaOceanPoolTennis.h55237384.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107170000/107162800/107162784/4fe7a763.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/108000000/107170000/107162800/107162784/49319bb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107170000/107162800/107162784/7c63fdfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, computer monitors, printers](https://images.trvl-media.com/lodging/108000000/107170000/107162800/107162784/4ccbc786.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa Bay-Spacious Family Friendly 4 Bedroom Home with Ultimate Backyard Fun! Cutler Bay 4.0/10 (1) "property was clean" CA $317 CA $714 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Miami-Hotels-Casa-Bay-Spacious-Family-Friendly-4-Bedroom-Home-With-Ultimate-Backyard-Fun.h107162784.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/105000000/104100000/104094700/104094603/2cf9dfff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104100000/104094700/104094603/4f6eba53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/105000000/104100000/104094700/104094603/9e1d6342.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/105000000/104100000/104094700/104094603/72baef25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 6BR | Heated Pool | Jacuzzi | Sauna | Beach area Cutler Bay 10/10 Exceptional (5) "As homebodies this property was perfect. Super clean, nice pool & hot tub. And Pup friendly. " CA $610 CA $1,396 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Miami-Hotels-6BR-Heated-Pool-Jacuzzi-Sauna-Beach-Area.h104094603.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/89000000/89000000/88990200/88990138/a139cc9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/89000000/89000000/88990200/88990138/7b4c1c3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games](https://images.trvl-media.com/lodging/89000000/89000000/88990200/88990138/c301cd5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/89000000/88990200/88990138/40deb89d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Elegant 7BR/4BA Heated Pool, Near Beach & Zoo Cutler Bay 9.8/10 Exceptional (16) "Very spacious and had everything we needed." CA $698 CA $1,508 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Miami-Hotels-Stunning-Miami-Oasis-W-Heated-Pool.h88990138.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/112000000/111900000/111893500/111893452/43744752.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/112000000/111900000/111893500/111893452/1301b507.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111900000/111893500/111893452/5069ea21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111900000/111893500/111893452/ebac9db7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kompose Boutique Hotel Miami Airport Miami 9.2/10 Wonderful (1658) "Wonderful stay!" CA $75 CA $100 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Miami-Hotels-Kompose-Boutique-Hotel-Miami-Airport.h111893452.Hotel-Information) ![Meeting facility](https://images.trvl-media.com/lodging/30000000/29570000/29563700/29563633/f0eedde2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/30000000/29570000/29563700/29563633/7ed9f574.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges, poolside bar](https://images.trvl-media.com/lodging/30000000/29570000/29563700/29563633/b6367fa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite](https://images.trvl-media.com/lodging/30000000/29570000/29563700/29563633/766fc7fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Generator Miami Mid Beach 8.6/10 Excellent (1005) "I enjoyed my stay." CA $85 CA $142 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Miami-Hotels-Generator-Miami.h29563633.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=2025-10-18&endDate=2025-10-19®ionId=6131510&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Cutler Bay Hotel Reviews ![InterContinental Miami by IHG](//images.trvl-media.com/lodging/1000000/10000/2300/2222/085218ac_y.jpg) ### InterContinental Miami by IHG 10/10 Excellent "Great!!!" [](https://expedia.ca/Miami-Hotels-InterContinental-Miami.h2222.Hotel-Information) ![La Quinta Inn by Wyndham Miami Airport North](//images.trvl-media.com/lodging/1000000/20000/15900/15881/ca20227e_y.jpg) ### La Quinta Inn by Wyndham Miami Airport North 10/10 Excellent "The front desk person was super courteous, welcoming and helpful. The shuttle driver very courteous and gave suggestions for restaurants. I will definitely stay again." [](https://expedia.ca/Miami-Hotels-La-Quinta-Inn-By-Wyndham-Miami-Airport-North.h15881.Hotel-Information) ![Hyatt Regency Miami](//images.trvl-media.com/lodging/1000000/10000/1100/1068/7a2ee36e_y.jpg) ### Hyatt Regency Miami 10/10 Excellent "Good" [](https://expedia.ca/Miami-Hotels-Hyatt-Regency-Miami.h1068.Hotel-Information) ![Kimpton EPIC Hotel by IHG](//images.trvl-media.com/lodging/3000000/2240000/2237200/2237168/bd3b03e4_y.jpg) ### Kimpton EPIC Hotel by IHG 10/10 Excellent "Yes view was amazing! " [](https://expedia.ca/Miami-Hotels-Kimpton-EPIC-Hotel.h2237168.Hotel-Information) ![Pullman Miami Airport](//images.trvl-media.com/lodging/1000000/30000/24200/24154/w3000h2248x0y0-7dcf1160_y.jpg) ### Pullman Miami Airport 10/10 Excellent "I like how they keep the property safe and clean" [](https://expedia.ca/Miami-Hotels-Pullman-Miami-Airport.h24154.Hotel-Information) ![EAST Miami](//images.trvl-media.com/lodging/13000000/12080000/12079000/12078999/e1fc0c39_y.jpg) ### EAST Miami 10/10 Excellent "I enjoyed my stay" [](https://expedia.ca/Miami-Hotels-EAST-Miami.h12078999.Hotel-Information) ![Embassy Suites by Hilton Miami International Airport](//images.trvl-media.com/lodging/1000000/50000/41400/41394/82575ba1_y.jpg) ### Embassy Suites by Hilton Miami International Airport 10/10 Excellent "Mark at the front desk was excellent!! He made the experience as a whole great with his knowledge and amazing personality. He has a great attitude. I will definitely be back for the fantastic customer service. " [](https://expedia.ca/Miami-Hotels-Embassy-Suites-By-Hilton-Miami-International-Airport.h41394.Hotel-Information) ![Beacon Hotel South Beach](//images.trvl-media.com/lodging/1000000/20000/17800/17764/ca282d01_y.jpg) ### Beacon Hotel South Beach 10/10 Excellent "super friendly staff, easy check in/out. " [](https://expedia.ca/Miami-Hotels-Beacon-Hotel-South-Beach.h17764.Hotel-Information) ![Park Central South Beach](//images.trvl-media.com/lodging/1000000/10000/1200/1168/280efeed_y.jpg) ### Park Central South Beach 10/10 Excellent "Clean, huge rooms - amazing staff and great facilities. The pools were fantastic and the perks like free bikes and pool towels really made it worth it. " [](https://expedia.ca/Miami-Hotels-The-Celino-South-Beach.h1168.Hotel-Information) ## Frequently asked questions ### What are some hotels with pools in Cutler Bay? > [CitizenM Miami Worldcenter](https://www.expedia.ca/Miami-Hotels-CitizenM-Miami-World-Center.h70960921.Hotel-Information): Hotel, 4-minute walk from Kaseya Center. Features 2 bars, an outdoor pool, and sun loungers. [La Quinta Inn by Wyndham Miami Airport North](https://www.expedia.ca/Miami-Hotels-La-Quinta-Inn-By-Wyndham-Miami-Airport-North.h15881.Hotel-Information): Hotel located near Miami Airport Convention Center. Offers daily, an outdoor pool, and free self parking. [Park Central South Beach](https://www.expedia.ca/Miami-Hotels-The-Celino-South-Beach.h1168.Hotel-Information): Resort steps from Ocean Drive. Provides 2 restaurants, 2 outdoor pools, and complimentary bicycles. [CitizenM Miami Brickell](https://www.expedia.ca/Miami-Hotels-CitizenM-Miami-Brickell.h69551552.Hotel-Information): Hotel, 4-minute walk from Brickell City Centre. Features 2 bars, an outdoor pool, and complimentary wireless internet access. [EAST Miami](https://www.expedia.ca/Miami-Hotels-EAST-Miami.h12078999.Hotel-Information): Hotel steps from Brickell City Centre. Offers 2 restaurants, 4 outdoor pools, and 2 bars. ### What is there to see and do in Cutler Bay? > While you're in the area, consider exploring places like Dolphin Mall, Port of Miami, and Dadeland Mall. Take in the natural beauty with a stop at Biscayne National Park. The restaurants and shopping are just some of the things to enjoy while you're in the area. ### When is the best time to book a hotel with a pool in Cutler Bay? > You may want to consider a place to stay that offers an outdoor swimming pool if you'll be visiting Cutler Bay in the driest months of February, March, or January when the average rainfall is 1 inches. 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