Title: Book the Best Hotels with POOL in Winter Springs in 2025 | Expedia.ca [Winter Springs Travel Guide](https://expedia.ca/Winter-Springs.dx6360415)[Hotels in Winter Springs](https://expedia.ca/Winter-Springs-Hotels.d6360415.Travel-Guide-Hotels)[Vacation Rentals in Winter Springs](https://expedia.ca/Winter-Springs-Vacation-Rentals.d6360415.Travel-Guide-VacationRentals)[Things to do in Winter Springs](https://expedia.ca/Things-To-Do-In-Winter-Springs.d6360415.Travel-Guide-Activities)[Winter Springs Car Rentals](https://expedia.ca/Car-Rentals-In-Winter-Springs.d6360415.Car-Rental-Guide)[Winter Springs Vacation Packages](https://expedia.ca/Winter-Springs.d6360415.Destination-Travel-Guides) ![Clear blue spring waters surrounded by trees in winter, Alexander Springs, Ocala National Forest, Florida](https://images.trvl-media.com/place/6360415/9f03b0d3-2462-4048-a018-692c0dac080f.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Winter Springs, FL - ![](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 Winter Springs Hotels with a Pool Tonight [Nov 23 - Nov 24](https://www.expedia.ca/Hotel-Search?regionId=6360415&startDate=2025-11-23&endDate=2025-11-24&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 24 - Nov 25](https://www.expedia.ca/Hotel-Search?regionId=6360415&startDate=2025-11-24&endDate=2025-11-25&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6360415&startDate=2025-11-28&endDate=2025-11-30&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6360415&startDate=2025-12-05&endDate=2025-12-07&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Winter Springs Hotels with a Pool ![Outdoor pool, open 8:00 AM to 9:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/1000000/20000/18700/18667/f0d9f0b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/1000000/20000/18700/18667/00658012.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/20000/18700/18667/df6fb26b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/18700/18667/3681ea81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel International Drive District 8.8/10 Excellent (610) "Awesome hotel. And the great price is an added bonus!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Khristo CA $107 CA $120 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Orlando-Hotels-Quality-Suites-Orlando-Convention-Center-Area.h18667.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/32000000/31950000/31941500/31941472/ac9ae7dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/32000000/31950000/31941500/31941472/b126e956.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/32000000/31950000/31941500/31941472/05cb2d91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/32000000/31950000/31941500/31941472/46d55b67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt House Orlando International Drive International Drive District 9.4/10 Exceptional (1289) "Loved my stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Avinash CA $164 CA $184 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Orlando-Hotels-Hyatt-House-Orlando-International-Drive.h31941472.Hotel-Information) ![Outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/102000000/101640000/101637000/101636958/dac59a0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Poolside bar](https://images.trvl-media.com/lodging/102000000/101640000/101637000/101636958/51ecedc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/102000000/101640000/101637000/101636958/1c4d7cf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/102000000/101640000/101637000/101636958/5150b1ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Universal's Terra Luna Resort Orlando 9.2/10 Wonderful (290) "Clean room and great pool" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda CA $226 CA $254 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Orlando-Hotels-Universal-Terra-Luna-Resort.h101636958.Hotel-Information) ![4 outdoor pools, open 5:30 AM to midnight, cabanas (surcharge)](https://images.trvl-media.com/lodging/2000000/1470000/1460500/1460425/cca9a672.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1470000/1460500/1460425/89cab51d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/2000000/1470000/1460500/1460425/2ac14176.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![11 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/2000000/1470000/1460500/1460425/a5c2174b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rosen Shingle Creek Orlando 9.4/10 Exceptional (4266) "Great resort " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Camille CA $147 CA $166 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Orlando-Hotels-Rosen-Shingle-Creek.h1460425.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/10000000/9560000/9558700/9558694/3e7afb89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/10000000/9560000/9558700/9558694/034b6abf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/10000000/9560000/9558700/9558694/c67bd9c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/10000000/9560000/9558700/9558694/b2861c47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Orlando South/Grande Lakes Area Orlando 9.2/10 Wonderful (1011) "I would definitely stay again! Great hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeff CA $108 CA $121 total includes taxes & fees Nov 26 - Nov 27 [](https://www.expedia.ca/Orlando-Hotels-Courtyard-By-Marriott-Orlando-SouthGrande-Lakes-Area.h9558694.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/12300/12270/fb8d2763.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/12300/12270/63917586.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snack bar](https://images.trvl-media.com/lodging/1000000/20000/12300/12270/5d85f82f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/20000/12300/12270/c5a5836c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Orlando Airport Airport North 8.8/10 Excellent (2092) "Excellent hotel for relaxing " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lind M CA $113 CA $127 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Orlando-Airport.h12270.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/101000000/100200000/100194200/100194160/05aafb91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100200000/100194200/100194160/971b8c37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100200000/100194200/100194160/b0dcb204.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker](https://images.trvl-media.com/lodging/101000000/100200000/100194200/100194160/16a8aaf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites By Hilton Lake Mary Orlando Lake Mary 9.6/10 Exceptional (282) "Clean, quiet & comfortable hotel. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $115 CA $131 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Lake-Mary-Hotels-Home2-Suites-By-Hilton-Lake-Mary-Orlando.h100194160.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/52000000/51870000/51865500/51865415/b9d2bd11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/52000000/51870000/51865500/51865415/582b3673.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/52000000/51870000/51865500/51865415/a19f2c67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/52000000/51870000/51865500/51865415/ce8164b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Apopka City Center Apopka 9.4/10 Exceptional (908) "The hotel was really nice, clean and comfortable. I will definitely stay there again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katy CA $104 CA $117 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Orlando-Hotels-Hilton-Garden-Inn-Apopka-City-Center.h51865415.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/130000/120400/120303/3334e2e5.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/1000000/130000/120400/120303/2eaf4a61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/130000/120400/120303/9ad85eb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/130000/120400/120303/120267f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ramada by Wyndham Suites Orlando Airport Airport North 8.2/10 Very good (5114) "Great place to stay close to airport " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rebekah CA $96 CA $108 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Orlando-Hotels-Ramada-By-Wyndham-Suites-Orlando-Airport.h120303.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/6000000/5240000/5233000/5232907/12f524b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/6000000/5240000/5233000/5232907/8443acec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/6000000/5240000/5233000/5232907/2d577239.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5240000/5233000/5232907/991f0aca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Orlando Airport @ Gateway Village Airport North 9.4/10 Exceptional (2413) "Great location to airport and food choices. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aliza CA $126 CA $142 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Orlando-Hotels-Hampton-Inn-Suites-Orlando-Airport-Gateway-Village.h5232907.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=2025-12-07&endDate=2025-12-08®ionId=6360415&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AFFINITY_BF_PROMO_6360415) ## Top Winter Springs Hotel Reviews ![DoubleTree by Hilton at the Entrance to Universal Orlando](https://images.trvl-media.com/lodging/1000000/10000/5400/5398/4997b5df_y.jpg) ### DoubleTree by Hilton at the Entrance to Universal Orlando 10/10 Excellent "Always clean everyone is friendly. The cookies are the best! Great location! " [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-At-The-Entrance-To-Universal-Orlando.h5398.Hotel-Information) ![Universal's Cabana Bay Beach Resort](https://images.trvl-media.com/lodging/6000000/5970000/5963300/5963292/63940f45_y.jpg) ### Universal's Cabana Bay Beach Resort 10/10 Excellent "Geat experience like always. Very reasonable parking fee." [](https://expedia.ca/Orlando-Hotels-Universals-Cabana-Bay-Beach-Resort.h5963292.Hotel-Information) ![Rosen Inn at Pointe Orlando](https://images.trvl-media.com/lodging/1000000/10000/8900/8892/8068a653_y.jpg) ### Rosen Inn at Pointe Orlando 10/10 Excellent "The room was clean however i would suggest them removing the carpet and installing hard floors. They also charge $10 for parking" [](https://expedia.ca/Orlando-Hotels-Rosen-Inn-At-Pointe-Orlando.h8892.Hotel-Information) ![Ramada by Wyndham Suites Orlando Airport](https://images.trvl-media.com/lodging/1000000/130000/120400/120303/2eaf4a61_y.jpg) ### Ramada by Wyndham Suites Orlando Airport 10/10 Excellent "Amplio limpio con microondas y refrigerador lo único que la alfombra del pasadizo tenía mal olor" [](https://expedia.ca/Orlando-Hotels-Ramada-By-Wyndham-Suites-Orlando-Airport.h120303.Hotel-Information) ![Sheraton Suites Orlando Airport](https://images.trvl-media.com/lodging/1000000/10000/8500/8433/cd8ac057_y.jpg) ### Sheraton Suites Orlando Airport 10/10 Excellent "Enjoyed our stay" [](https://expedia.ca/Orlando-Hotels-Sheraton-Suites-Orlando-Airport.h8433.Hotel-Information) ![Avanti International Resort](https://images.trvl-media.com/lodging/1000000/10000/3900/3832/b0f81967_y.jpg) ### Avanti International Resort 10/10 Excellent "Located in a great, walkable area. Check in and out was easy and quick. Room was clean and felt safe. 10/10 would stay again and have already recommended to others. " [](https://expedia.ca/Orlando-Hotels-Avanti-International-Resort.h3832.Hotel-Information) ![DoubleTree by Hilton Orlando Airport](https://images.trvl-media.com/lodging/1000000/20000/12300/12270/46c74ea6_y.jpg) ### DoubleTree by Hilton Orlando Airport 10/10 Excellent "Excellent hotel for an overnight, very early morning departure to the airport. It was a pleasure to be assisted throughout by John the valet and Isabelle on reception. The service was fab, the warm cookies and water just what we have come to expect from doubletree . " [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Orlando-Airport.h12270.Hotel-Information) ![Wyndham I-Drive Avanti Resort & Conference Center](https://images.trvl-media.com/lodging/1000000/10000/4000/3916/55b45a9e_y.jpg) ### Wyndham I-Drive Avanti Resort & Conference Center 10/10 Excellent "Convenient location!" [](https://expedia.ca/Orlando-Hotels-Avanti-Palms-Resort-And-Conference-Center.h3916.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Orlando Airport North](https://images.trvl-media.com/lodging/1000000/130000/120400/120304/4fbafd8c_y.jpg) ### La Quinta Inn & Suites by Wyndham Orlando Airport North 10/10 Excellent "The check-in and check-out front desk staff were very helpful and friendly. However I was annoyed that I had to pay a fee to park my car at the hotel when we were not using the shuttle and were driving out upon checkout." [](https://expedia.ca/Orlando-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Orlando-Airport-North.h120304.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Winter Springs? > [Universal's Cabana Bay Beach Resort](https://www.expedia.ca/Orlando-Hotels-Universals-Cabana-Bay-Beach-Resort.h5963292.Hotel-Information): Hotel, 5-minute walk from Universal Orlando Resort. Features a lazy river, 2 outdoor pools, and 2 restaurants. [Rosen Inn at Pointe Orlando](https://www.expedia.ca/Orlando-Hotels-Rosen-Inn-At-Pointe-Orlando.h8892.Hotel-Information): Hotel, 2-minute walk from Pointe Orlando. Offers 2 coffee shops/cafes, 3 outdoor pools, and complimentary wireless internet access. [DoubleTree by Hilton at the Entrance to Universal Orlando](https://www.expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-At-The-Entrance-To-Universal-Orlando.h5398.Hotel-Information): Hotel, 2-minute walk from Universal Orlando Resort. Provides a children's pool, an outdoor pool, and 2 restaurants. [Wyndham I-Drive Avanti Resort & Conference Center](https://www.expedia.ca/Orlando-Hotels-Avanti-Palms-Resort-And-Conference-Center.h3916.Hotel-Information): Hotel, 7-minute walk from CoCo Key Water Resort. Features a children's pool, an outdoor pool, and 2 bars. [Hyatt Regency Orlando International Airport](https://www.expedia.ca/Orlando-Hotels-Hyatt-Regency-Orlando-International-Airport.h2754.Hotel-Information): Offers 2 restaurants, an outdoor pool, and complimentary wireless internet access. ### What is there to see and do in Winter Springs? > While you're in the area, consider exploring places like Kia Center, Camping World Stadium, and Orlando International Premium Outlets. The picturesque setting of Boombah-Soldiers Creek Park and Central Winds Park showcase the area's natural beauty. ### When is the best time to book a hotel with a pool in Winter Springs? > You may want to think about an accommodation that has an outdoor pool if you're planning to visit Winter Springs in the driest months of November, December, or February when the average rainfall is 2 inches. Lodging that has a pool indoors may be what you want if you are visiting during the rainiest months of August, September, and July when the average rainfall is 7 inches. ## Explore a world of travel with Expedia - Lodging - More ways to book - [Cheap Hotels in Casselberry](https://www.expedia.ca/Casselberry-Hotels-Cheap-Hotels.0-0-d87214-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Casselberry](https://www.expedia.ca/Casselberry-Hotels-Couples-Resorts-Hotels.0-0-d87214-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Casselberry](https://www.expedia.ca/Casselberry-Hotels-Luxury-Hotel.0-0-d87214-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Casselberry](https://www.expedia.ca/Casselberry-Hotels-Pet-Friendly-Hotel.0-0-d87214-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Casselberry](https://www.expedia.ca/Casselberry-Hotels-Romantic-Hotel.0-0-d87214-tRomanticHotel.Travel-Guide-Filter-Hotels) - 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