Title: Book the Best Hotels with POOL in Winter Springs in 2026 | 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 from CA $113 - ![](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 [Jan 10 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6360415&startDate=2026-01-10&endDate=2026-01-11&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 11 - Jan 12](https://www.expedia.ca/Hotel-Search?regionId=6360415&startDate=2026-01-11&endDate=2026-01-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=6360415&startDate=2026-01-16&endDate=2026-01-18&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=6360415&startDate=2026-01-23&endDate=2026-01-25&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winter Springs hotels with a pool ![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) ![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/fab2d3be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom (2 Queenbed & 1 Sofabed)](https://images.trvl-media.com/lodging/32000000/31950000/31941500/31941472/5cf2d29a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt House Orlando International Drive [](https://www.expedia.ca/Orlando-Hotels-Hyatt-House-Orlando-International-Drive.h31941472.Hotel-Information) International Drive District 9.4/10 Exceptional (1,443 reviews) "Great place to stay and great amenities" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darshan CA $206 CA $232 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Orlando-Hotels-Hyatt-House-Orlando-International-Drive.h31941472.Hotel-Information) ![Outdoor pool, open 8:00 AM to 9:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/1000000/20000/18700/18667/8c8c0f87.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/1000000/20000/18700/18667/8d005bce.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) ![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/18700/18667/97235882.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel [](https://www.expedia.ca/Orlando-Hotels-Quality-Suites-Orlando-Convention-Center-Area.h18667.Hotel-Information) International Drive District 8.6/10 Excellent (806 reviews) "What a wonderful stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lucia CA $116 CA $130 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Orlando-Hotels-Quality-Suites-Orlando-Convention-Center-Area.h18667.Hotel-Information) ![Outdoor banquet area](https://images.trvl-media.com/lodging/2000000/1470000/1460500/1460425/abbcc72a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Buffet](https://images.trvl-media.com/lodging/2000000/1470000/1460500/1460425/e9850ee8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake](https://images.trvl-media.com/lodging/2000000/1470000/1460500/1460425/eba0fe5c.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/edfdae69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rosen Shingle Creek [](https://www.expedia.ca/Orlando-Hotels-Rosen-Shingle-Creek.h1460425.Hotel-Information) Orlando 9.4/10 Exceptional (4,365 reviews) "Great place to stay. Definitely will stay here again.." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donnell CA $153 CA $173 total includes taxes & fees Jan 23 - Jan 24 [](https://www.expedia.ca/Orlando-Hotels-Rosen-Shingle-Creek.h1460425.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/4000/3916/5c4bca7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard view](https://images.trvl-media.com/lodging/1000000/10000/4000/3916/627a379d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor wedding](https://images.trvl-media.com/lodging/1000000/10000/4000/3916/f815fe49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard view](https://images.trvl-media.com/lodging/1000000/10000/4000/3916/ab16f193.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wyndham I-Drive Avanti Resort & Conference Center [](https://www.expedia.ca/Orlando-Hotels-Avanti-Palms-Resort-And-Conference-Center.h3916.Hotel-Information) International Drive District 7.4/10 Good (4,017 reviews) "Love the property and staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) RONNIE CA $87 CA $126 total includes taxes & fees Jan 13 - Jan 14 [](https://www.expedia.ca/Orlando-Hotels-Avanti-Palms-Resort-And-Conference-Center.h3916.Hotel-Information) ![Outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/102000000/101640000/101637000/101636951/61a4ea41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101640000/101637000/101636951/5e5fabdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Poolside bar](https://images.trvl-media.com/lodging/102000000/101640000/101637000/101636951/392d268a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges, lobby lounge](https://images.trvl-media.com/lodging/102000000/101640000/101637000/101636951/fd1ecf4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Universal's Stella Nova Resort [](https://www.expedia.ca/Orlando-Hotels-Universal-Stella-Nova-Resort.h101636951.Hotel-Information) Orlando 9.2/10 Wonderful (435 reviews) "Wonderful stay. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Teresa CA $275 CA $309 total includes taxes & fees Jan 14 - Jan 15 [](https://www.expedia.ca/Orlando-Hotels-Universal-Stella-Nova-Resort.h101636951.Hotel-Information) ![View from room](https://images.trvl-media.com/lodging/1000000/10000/8900/8892/8068a653.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/1000000/10000/8900/8892/36e35fbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge, alfresco dining, open daily](https://images.trvl-media.com/lodging/1000000/10000/8900/8892/301f7287.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/10000/8900/8892/f7c213fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rosen Inn at Pointe Orlando [](https://www.expedia.ca/Orlando-Hotels-Rosen-Inn-At-Pointe-Orlando.h8892.Hotel-Information) International Drive District 8.6/10 Excellent (5,576 reviews) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie CA $100 CA $113 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Orlando-Hotels-Rosen-Inn-At-Pointe-Orlando.h8892.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/20000/16000/15927/04e9b83b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/16000/15927/faa812b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 1 King Bed](https://images.trvl-media.com/lodging/1000000/20000/16000/15927/a489bc76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/20000/16000/15927/5cf8836a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spark by Hilton Orlando near Universal [](https://www.expedia.ca/Orlando-Hotels-Spark-By-Hilton-Orlando-Near-Universal.h15927.Hotel-Information) Florida Center 9.0/10 Wonderful (562 reviews) "Nice breakfast and many dining options nearby that you can walk to " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vedika Ravindra CA $123 CA $138 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Orlando-Hotels-Spark-By-Hilton-Orlando-Near-Universal.h15927.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/103000000/102070000/102067900/102067898/7137e4af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/103000000/102070000/102067900/102067898/w3996h2667x0y0-c8ddc0f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/103000000/102070000/102067900/102067898/c3ad6f2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102070000/102067900/102067898/96663119.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW - Fairfield Inn & Suites by Marriott Orlando at Millenia [](https://www.expedia.ca/Orlando-Hotels-Fairfield-Inn-Suites-By-Marriott-Orlando-At-Millenia.h102067898.Hotel-Information) Millenia 9.4/10 Exceptional (342 reviews) "Very nice hotel in a great location. The hotel was clean and had a great support staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carla CA $179 CA $202 total includes taxes & fees Jan 11 - Jan 12 [](https://www.expedia.ca/Orlando-Hotels-Fairfield-Inn-Suites-By-Marriott-Orlando-At-Millenia.h102067898.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/911300/911267/2ebbbb63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/1000000/920000/911300/911267/b1d62717.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom (Feature)](https://images.trvl-media.com/lodging/1000000/920000/911300/911267/780287cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/920000/911300/911267/f5c6e418.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Orange City - Deltona by IHG [](https://www.expedia.ca/DeLand-Hotels-Holiday-Inn-Express-Suites-Orange-City-Deltona.h911267.Hotel-Information) Orange City 9.0/10 Wonderful (1,015 reviews) "Great stay, we will be back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eugene CA $129 CA $145 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/DeLand-Hotels-Holiday-Inn-Express-Suites-Orange-City-Deltona.h911267.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/110000/104300/104252/51a696b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/110000/104300/104252/87935c05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/110000/104300/104252/3b86b4cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/110000/104300/104252/7e38b0da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Orlando Lake Mary [](https://www.expedia.ca/Lake-Mary-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Orlando-Lake-Mary.h104252.Hotel-Information) Lake Mary 8.4/10 Very good (1,970 reviews) "Yes very nice motel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James CA $124 CA $141 total includes taxes & fees Jan 14 - Jan 15 [](https://www.expedia.ca/Lake-Mary-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Orlando-Lake-Mary.h104252.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=2026-01-24&endDate=2026-01-25®ionId=6360415&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## 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 "Good" [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-At-The-Entrance-To-Universal-Orlando.h5398.Hotel-Information) ![DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/20000/18700/18667/f12f0318_y.jpg) ### DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel 10/10 Excellent "Very clean, quiet, friendly staff. It was great experience. Close to the parks " [](https://expedia.ca/Orlando-Hotels-Quality-Suites-Orlando-Convention-Center-Area.h18667.Hotel-Information) ![Spark by Hilton Orlando near Universal](https://images.trvl-media.com/lodging/1000000/20000/16000/15927/5cf8836a_y.jpg) ### Spark by Hilton Orlando near Universal 10/10 Excellent "The room was spotless, the staff is very friendly and the location is perfect. The hotel looks like brand new and it’s beautiful. " [](https://expedia.ca/Orlando-Hotels-Spark-By-Hilton-Orlando-Near-Universal.h15927.Hotel-Information) ![DoubleTree by Hilton Hotel Orlando Downtown](https://images.trvl-media.com/lodging/1000000/20000/10600/10565/cdfd5651_y.jpg) ### DoubleTree by Hilton Hotel Orlando Downtown 10/10 Excellent "Clean room" [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Orlando-Downtown.h10565.Hotel-Information) ![Sonesta Essential Orlando Airport](https://images.trvl-media.com/lodging/1000000/460000/455400/455359/fb8c35c6_y.jpg) ### Sonesta Essential Orlando Airport 10/10 Excellent "Nice hotel, but they need ventilation in rooms. I smelled some weird smell in my room." [](https://expedia.ca/Orlando-Hotels-Sonesta-Essential-Orlando.h455359.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 "Nice view, very clean, friendly atmosphere " [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Orlando-Airport.h12270.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 "Great room and breakfast " [](https://expedia.ca/Orlando-Hotels-Ramada-By-Wyndham-Suites-Orlando-Airport.h120303.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 "Room was great, loved the pool and lazy river, great location, food options, and transportation. We will be staying here again!" [](https://expedia.ca/Orlando-Hotels-Universals-Cabana-Bay-Beach-Resort.h5963292.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 "10/10" [](https://expedia.ca/Orlando-Hotels-Avanti-Palms-Resort-And-Conference-Center.h3916.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Winter Springs? ### What is there to see and do in Winter Springs? ### When is the best time to book a hotel with a pool in Winter Springs? ## 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) - 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