Title: Book the Best Hotels with POOL in Westchester in 2026 | Expedia.ca [Vacation Rentals in Miami](https://expedia.ca/Miami-Vacation-Rentals.d178286.Travel-Guide-VacationRentals)[Flights to Miami](https://expedia.ca/Cheap-Flights-To-Miami.d178286.Travel-Guide-Flights)[Things to do in Miami](https://expedia.ca/Things-To-Do-In-Miami.d178286.Travel-Guide-Activities)[Westchester Car Rentals](https://expedia.ca/Car-Rentals-In-Westchester.d553248635975847513.Car-Rental-Guide)[Westchester Vacations](https://expedia.ca/Westchester.d553248635975847513.Destination-Travel-Guides) ![Tropical Park Miami stock photo print 2024](https://images.trvl-media.com/place/553248635975847513/fdcd9690-9621-47e7-a497-ccb76e4ed81f.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/553248635975847513/fdcd9690-9621-47e7-a497-ccb76e4ed81f.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 Westchester Hotels with a Pool Tonight [Feb 6 - Feb 7](https://www.expedia.ca/Hotel-Search?regionId=553248635975847513&startDate=2026-02-06&endDate=2026-02-07&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 7 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248635975847513&startDate=2026-02-07&endDate=2026-02-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248635975847513&startDate=2026-02-06&endDate=2026-02-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=553248635975847513&startDate=2026-02-13&endDate=2026-02-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Westchester hotels with a pool ![Outdoor dining](https://images.trvl-media.com/lodging/112000000/112000000/111995500/111995482/65cda57b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/112000000/112000000/111995500/111995482/f45b1f3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/112000000/111995500/111995482/879d7db5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/112000000/112000000/111995500/111995482/8128ba2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vintage Elegance Haven-Heated Pool-Pool Table [](https://www.expedia.ca/Miami-Hotels-Vintage-Elegance-Haven-Heated-Pool-Pool-Table.h111995482.Hotel-Information) Westchester 10/10 Exceptional (2 reviews) CA $409 CA $860 total includes taxes & fees Mar 2 - Mar 3 [](https://www.expedia.ca/Miami-Hotels-Vintage-Elegance-Haven-Heated-Pool-Pool-Table.h111995482.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/89000000/88940000/88934300/88934240/a939792b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/89000000/88940000/88934300/88934240/e0940e44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/89000000/88940000/88934300/88934240/0c074fcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/89000000/88940000/88934300/88934240/7b11da8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Magnolia House Miami - Heated Pool with Water Slide, BBQ & Gazebo [](https://www.expedia.ca/Miami-Hotels-Magnolia-Pool-Home-With-BBQ-Gazebo-In-Miami.h88934240.Hotel-Information) Westchester 10/10 Exceptional (6 reviews) CA $554 CA $1,185 total includes taxes & fees Feb 17 - Feb 18 [](https://www.expedia.ca/Miami-Hotels-Magnolia-Pool-Home-With-BBQ-Gazebo-In-Miami.h88934240.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/111000000/110440000/110438600/110438597/142d4457.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110440000/110438600/110438597/da8d081d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/111000000/110440000/110438600/110438597/9a0503a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110440000/110438600/110438597/535314df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### March Sale! Private Pool, Grill, Near Coral Gables & MIA Airport [](https://www.expedia.ca/Miami-Hotels-NEW-4-BR-House-With-Pool.h110438597.Hotel-Information) Westchester 8.0/10 Very good (2 reviews) CA $436 CA $1,122 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Miami-Hotels-NEW-4-BR-House-With-Pool.h110438597.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/105000000/104300000/104300000/104299910/02c390ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104300000/104300000/104299910/00c8f393.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104300000/104300000/104299910/bc3b251b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104300000/104300000/104299910/4ed077ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Miami Oasis: Spacious 4-Bedroom Home with Pool [](https://www.expedia.ca/Miami-Hotels-Miami-Oasis-Spacious-4-Bedroom-Home-With-Pool.h104299910.Hotel-Information) Westchester 6.0/10 (2 reviews) CA $473 CA $1,094 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Miami-Hotels-Miami-Oasis-Spacious-4-Bedroom-Home-With-Pool.h104299910.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/27000000/26460000/26450500/26450419/7ff657ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/27000000/26460000/26450500/26450419/abba8fc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed, Garden View](https://images.trvl-media.com/lodging/27000000/26460000/26450500/26450419/ec5d6da6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed, Garden View | View from room](https://images.trvl-media.com/lodging/27000000/26460000/26450500/26450419/63db15d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Fairwind Hotel [](https://www.expedia.ca/Miami-Hotels-The-Fairwind-Hotel.h26450419.Hotel-Information) South Beach 7.8/10 Good (1,501 reviews) - Sparkling rooftop pool oasis beckons in Miami with craft cocktails and stunning views just steps from Lummus Park Beach. CA $105 CA $166 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Miami-Hotels-The-Fairwind-Hotel.h26450419.Hotel-Information) ![2 outdoor pools, cabanas (surcharge), sun loungers](https://images.trvl-media.com/lodging/1000000/10000/8200/8197/7911a563.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/10000/8200/8197/1c69b260.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/8200/8197/930b601b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/10000/8200/8197/d7027199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Catalina Hotel & Beach Club [](https://www.expedia.ca/Miami-Hotels-Catalina-Hotel-Beach-Club.h8197.Hotel-Information) South Beach 7.0/10 Good (1,528 reviews) - Dive into dual poolside paradise with cabanas, loungers, and a refreshing bar serving cocktails steps from Miami Beach shores. CA $105 CA $166 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Miami-Hotels-Catalina-Hotel-Beach-Club.h8197.Hotel-Information) ![Outdoor pool, open 8:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/59000000/58080000/58072100/58072094/9d11498f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/59000000/58080000/58072100/58072094/104992fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/59000000/58080000/58072100/58072094/66e89bff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/59000000/58080000/58072100/58072094/f7288eee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Esmé Miami Beach [](https://www.expedia.ca/Miami-Hotels-Esme-Miami-Beach.h58072094.Hotel-Information) South Beach 9.0/10 Wonderful (1,424 reviews) - Dive into Miami magic from this rooftop pool oasis with sun loungers and poolside dining options. CA $185 CA $274 total includes taxes & fees Mar 4 - Mar 5 [](https://www.expedia.ca/Miami-Hotels-Esme-Miami-Beach.h58072094.Hotel-Information) ![On the beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/3000000/2810000/2803900/2803820/160396fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/3000000/2810000/2803900/2803820/fd1ed11e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![LCD TV, toys](https://images.trvl-media.com/lodging/3000000/2810000/2803900/2803820/d8d0c1c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine, pool views ](https://images.trvl-media.com/lodging/3000000/2810000/2803900/2803820/w8000h4683x0y0-fd07006f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Solé Miami, A Noble House Resort [](https://www.expedia.ca/Miami-Hotels-Sole-Miami.h2803820.Hotel-Information) Ocean Four 8.6/10 Excellent (2,044 reviews) - Splash into sun-drenched luxury at this oceanfront hotel with a dreamy pool scene and beachside cocktail service. CA $333 CA $450 total includes taxes & fees Mar 9 - Mar 10 [](https://www.expedia.ca/Miami-Hotels-Sole-Miami.h2803820.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) ![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) ![Restaurant](https://images.trvl-media.com/lodging/112000000/111900000/111893500/111893452/1301b507.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kompose Boutique Hotel Miami Airport [](https://www.expedia.ca/Miami-Hotels-Kompose-Boutique-Hotel-Miami-Airport.h111893452.Hotel-Information) Palmer Lake 9.0/10 Wonderful (2,628 reviews) - An urban escape with a pristine outdoor pool, where travellers unwind after Miami exploration just minutes from the airport. CA $165 CA $203 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Miami-Hotels-Kompose-Boutique-Hotel-Miami-Airport.h111893452.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/580000/575900/575859/78f35d2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, white sand](https://images.trvl-media.com/lodging/1000000/580000/575900/575859/93c4df8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa Penthouse Room with Terrace 1 King Bed](https://images.trvl-media.com/lodging/1000000/580000/575900/575859/0052492b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/580000/575900/575859/479ba13a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### President Hotel [](https://www.expedia.ca/Miami-Hotels-President-Hotel.h575859.Hotel-Information) South Beach 8.4/10 Very good (2,009 reviews) - Sun-soaked serenity awaits at this boutique hotel's rooftop pool sanctuary, where relaxation meets stunning Miami Beach views. CA $169 CA $245 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Miami-Hotels-President-Hotel.h575859.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=2026-02-20&endDate=2026-02-21®ionId=553248635975847513&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Westchester Breakfast included 4 stars Ocean view 5 stars Hot tub ## Top Westchester Hotel Reviews ![Fontainebleau Miami Beach](https://images.trvl-media.com/lodging/2000000/1200000/1190600/1190549/4c5e4651_y.jpg) ### Fontainebleau Miami Beach 10/10 Excellent "Always a treat" [](https://expedia.ca/Miami-Hotels-Fontainebleau-Miami-Beach.h1190549.Hotel-Information) ![Hyatt Place Miami Airport-East](https://images.trvl-media.com/lodging/10000000/9520000/9517300/9517242/e322cfbb_y.jpg) ### Hyatt Place Miami Airport-East 10/10 Excellent "The hotel was very clean and the staff was super friendly!" [](https://expedia.ca/Miami-Hotels-Hyatt-Place-Miami-Airport-East.h9517242.Hotel-Information) ![The Palms Inn & Suites](https://images.trvl-media.com/lodging/1000000/30000/26100/26096/79a03d5b_y.jpg) ### The Palms Inn & Suites 10/10 Excellent "Good" [](https://expedia.ca/Miami-Hotels-Country-Inn-Suites-By-Radisson.h26096.Hotel-Information) ![Loews Miami Beach Hotel – South Beach](https://images.trvl-media.com/lodging/1000000/90000/81300/81223/461a6777_y.jpg) ### Loews Miami Beach Hotel – South Beach 10/10 Excellent "Spotless Room, amazing staff, great views, & beach access." [](https://expedia.ca/Miami-Hotels-Loews-Miami-Beach-Hotel-South-Beach.h81223.Hotel-Information) ![Park Central South Beach](https://images.trvl-media.com/lodging/1000000/10000/1200/1168/280efeed_y.jpg) ### Park Central South Beach 10/10 Excellent "Courteous and responsive staff, clean room, and convenient location." [](https://expedia.ca/Miami-Hotels-The-Celino-South-Beach.h1168.Hotel-Information) ![Miami International Airport Hotel](https://images.trvl-media.com/lodging/1000000/20000/19500/19425/bf3c6c28_y.jpg) ### Miami International Airport Hotel 10/10 Excellent "Staff very helpful " [](https://expedia.ca/Miami-Hotels-Miami-International-Airport-Hotel.h19425.Hotel-Information) ![YVE Hotel Miami](https://images.trvl-media.com/lodging/1000000/10000/2600/2569/70bf9cff_y.jpg) ### YVE Hotel Miami 8/10 Good "Staff was good, roomed seemed like it had t been cleaned " [](https://expedia.ca/Miami-Hotels-YVE-Hotel-Miami.h2569.Hotel-Information) ![Embassy Suites by Hilton Miami International Airport](https://images.trvl-media.com/lodging/1000000/50000/41400/41394/82575ba1_y.jpg) ### Embassy Suites by Hilton Miami International Airport 10/10 Excellent "Clean, spacious and great staff." [](https://expedia.ca/Miami-Hotels-Embassy-Suites-By-Hilton-Miami-International-Airport.h41394.Hotel-Information) ![1 Hotel South Beach](https://images.trvl-media.com/lodging/2000000/1800000/1790100/1790087/w4800h3297x0y3-ab24f575_y.jpg) ### 1 Hotel South Beach 10/10 Excellent "Amazing " [](https://expedia.ca/Miami-Hotels-1-Hotel-South-Beach.h1790087.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Westchester? ### What is there to see and do in Westchester? ## Explore a world of travel with Expedia - Lodging - More ways to book - [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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