Title: Book the Best Hotels with POOL in Winter Garden in 2026 | Expedia.ca [Winter Garden Travel Guide](https://expedia.ca/Winter-Garden.dx7898)[Hotels in Winter Garden](https://expedia.ca/Winter-Garden-Hotels.d7898.Travel-Guide-Hotels)[Vacation Rentals in Winter Garden](https://expedia.ca/Winter-Garden-Vacation-Rentals.d7898.Travel-Guide-VacationRentals)[Flights to Winter Garden](https://expedia.ca/Cheap-Flights-To-Winter-Garden.d7898.Travel-Guide-Flights)[Things to do in Winter Garden](https://expedia.ca/Things-To-Do-In-Winter-Garden.d7898.Travel-Guide-Activities)[Winter Garden Car Rentals](https://expedia.ca/Car-Rentals-In-Winter-Garden.d7898.Car-Rental-Guide)[Winter Garden Vacation Packages](https://expedia.ca/Winter-Garden.d7898.Destination-Travel-Guides) ![ARM53A Historic Downtown Area and Clock of Winter Garden Florida](https://images.trvl-media.com/place/7898/7f764596-9f01-406c-80eb-724285a48736.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Winter Garden, FL from CA $163 - ![](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 Garden Hotels with a Pool Tonight [Dec 25 - Dec 26](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-12-25&endDate=2025-12-26&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 26 - Dec 27](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-12-26&endDate=2025-12-27&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-12-26&endDate=2025-12-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2026-01-02&endDate=2026-01-04&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winter Garden hotels with a pool ![Outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/62000000/61350000/61340900/61340843/dd1719a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually furnished, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/62000000/61350000/61340900/61340843/0d2854df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/62000000/61350000/61340900/61340843/2b752fc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/62000000/61350000/61340900/61340843/65530f46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center [](https://www.expedia.ca/Orlando-Hotels-Fairfield-Inn-Suites-By-Marriott-Orlando-Flamingo-CrossingWestern-Entrance.h61340843.Hotel-Information) Bay Lake 9.4/10 Exceptional (4378) "Great trip great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tammy CA $159 CA $178 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/Orlando-Hotels-Fairfield-Inn-Suites-By-Marriott-Orlando-Flamingo-CrossingWestern-Entrance.h61340843.Hotel-Information) ![Outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/9a8a6f4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/bf6ad209.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/9512806c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/08ef9167.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites by Hilton Orlando at Flamingo Crossings [](https://www.expedia.ca/Orlando-Hotels-Home2-Suites-By-Hilton-Orlando-Flamingo-Crossings.h58072517.Hotel-Information) Bay Lake 9.2/10 Wonderful (5123) "Great location nice breakfast and front desk people is amazing " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Orlando CA $145 CA $163 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Orlando-Hotels-Home2-Suites-By-Hilton-Orlando-Flamingo-Crossings.h58072517.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/700000/692700/692650/0986573c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 Bedroom Suite 1 King Bed and 2 Twin or 1 Queen Bed](https://images.trvl-media.com/lodging/1000000/700000/692700/692650/ac083e6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/700000/692700/692650/1b4214e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/700000/692700/692650/06bb2a8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Vacation Club Aqua Sol Orlando West [](https://www.expedia.ca/Orlando-Hotels-Liki-Tiki-Village.h692650.Hotel-Information) Winter Garden 8.8/10 Excellent (4082) "Clean room, heated pools, friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Glenda CA $145 CA $202 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Orlando-Hotels-Liki-Tiki-Village.h692650.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/13000000/12340000/12337500/12337440/8fc8f285.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/13000000/12340000/12337500/12337440/668f020d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/13000000/12340000/12337500/12337440/94bf9252.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/13000000/12340000/12337500/12337440/248f81fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance [](https://www.expedia.ca/Orlando-Hotels-SpringHill-Suites-Orlando-At-FLAMINGO-CROSSINGS-Town-CenterWestern-Entrance.h12337440.Hotel-Information) Bay Lake 9.0/10 Wonderful (2238) "Breakfast had lots of variety. Staff was very friendly." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sakshi CA $161 CA $182 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Orlando-Hotels-SpringHill-Suites-Orlando-At-FLAMINGO-CROSSINGS-Town-CenterWestern-Entrance.h12337440.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/13000000/12420000/12413200/12413148/8ee44865.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/13000000/12420000/12413200/12413148/aca489c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, laptop workspace, soundproofing](https://images.trvl-media.com/lodging/13000000/12420000/12413200/12413148/b4c1619d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/13000000/12420000/12413200/12413148/c1ec74ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance [](https://www.expedia.ca/Orlando-Hotels-TownePlace-Suites-Orlando-At-FLAMINGO-CROSSINGS-Town-CenterWestern-Entrance.h12413148.Hotel-Information) Bay Lake 9.0/10 Wonderful (1651) "Love this place 2nd time my family and I were and everyone was so friendly and nice! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gideon CA $156 CA $175 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/Orlando-Hotels-TownePlace-Suites-Orlando-At-FLAMINGO-CROSSINGS-Town-CenterWestern-Entrance.h12413148.Hotel-Information) ![Outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/62000000/61630000/61629400/61629397/b34205e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/62000000/61630000/61629400/61629397/417121bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/62000000/61630000/61629400/61629397/w4000h2662x0y0-427211b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/62000000/61630000/61629400/61629397/87745296.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance [](https://www.expedia.ca/Orlando-Hotels-Residence-Inn-By-Marriott-Orlando-Flamingo-CrossingWestern-Entrance.h61629397.Hotel-Information) Bay Lake 9.6/10 Exceptional (1982) "Great location, good, staff, and rooms " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Jobin CA $196 CA $220 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Orlando-Hotels-Residence-Inn-By-Marriott-Orlando-Flamingo-CrossingWestern-Entrance.h61629397.Hotel-Information) ![Outdoor pool, open 9:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/59000000/59000000/58998500/58998470/40f09a6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/59000000/59000000/58998500/58998470/b5366c37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/59000000/59000000/58998500/58998470/6dfc7c99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/59000000/59000000/58998500/58998470/59d1217f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homewood Suites by Hilton Orlando at Flamingo Crossings [](https://www.expedia.ca/Orlando-Hotels-Homewood-Suites-By-Hilton-Flamingo-Crossings.h58998470.Hotel-Information) Bay Lake 9.4/10 Exceptional (2157) "Great room and stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) christopher michael CA $178 CA $201 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Orlando-Hotels-Homewood-Suites-By-Hilton-Flamingo-Crossings.h58998470.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/c5a7d392.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Building design](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/7966ced0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bars/lounges, 3 poolside bars](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/3e671931.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/d5ee3405.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Grove Resort & Water Park Orlando [](https://www.expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) Winter Garden 8.0/10 Very good (8798) "It was a great place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katherine Mercedes Cruz CA $231 CA $335 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/103000000/102240000/102236700/102236661/07be24f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/103000000/102240000/102236700/102236661/020e0b81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102240000/102236700/102236661/f7e25bdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/103000000/102240000/102236700/102236661/9b222667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites By Hilton Winter Garden [](https://www.expedia.ca/Winter-Garden-Hotels-Home2-Suites-By-Hilton-Winter-Garden.h102236661.Hotel-Information) Winter Garden 9.4/10 Exceptional (365) "Friendly staff, clean rooms , and great breakfast " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julee CA $190 CA $214 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/Winter-Garden-Hotels-Home2-Suites-By-Hilton-Winter-Garden.h102236661.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/121000000/120700000/120691900/120691807/4d89badc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120700000/120691900/120691807/3373f365.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120700000/120691900/120691807/fb7e7675.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120700000/120691900/120691807/0682c921.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Just Renovated! Cozy 2BR Close to Disney [](https://www.expedia.ca/Winter-Garden-Hotels-Just-Renovated-Cozy-2BR-Close-To-Disney.h120691807.Hotel-Information) Winter Garden CA $137 CA $395 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Winter-Garden-Hotels-Just-Renovated-Cozy-2BR-Close-To-Disney.h120691807.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=2026-01-08&endDate=2026-01-09®ionId=7898&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Winter Garden 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 "Great stay. About 15-20-minute walk to city walk which is an entry going to both parks (USO & IoA). Got a great room with the view towards Universal and close to the elevator. Helpful for a handicapped person. Loved the gym & heated pool | outdoor hot tub | spa. Staff members are friendly and helpful. Housekeeping is great. They don't bother you when you don't want your room cleaned yet when you get out. We keep the room relatively clean and put our bagged trash outside. The only thing that needs more work: kindly ensure the toiletries are at least filled even halfway. I did not like that I kept pumping in the middle of my bath and nothing is coming out of the shower gel on the FIRST night of our 5D stay. I could have prepared my own. Overall, it was great. The transportation staffs were very helpful and friendly. Thank you. " [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-At-The-Entrance-To-Universal-Orlando.h5398.Hotel-Information) ![DoubleTree by Hilton Hotel Orlando at SeaWorld](https://images.trvl-media.com/lodging/1000000/20000/18900/18874/69019073_y.jpg) ### DoubleTree by Hilton Hotel Orlando at SeaWorld 10/10 Excellent "good" [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Hotel-Orlando-At-SeaWorld.h18874.Hotel-Information) ![The Grove Resort & Water Park Orlando](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/c5a7d392_y.jpg) ### The Grove Resort & Water Park Orlando 10/10 Excellent "Everything was great about my expectations " [](https://expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) ![Avanti International Resort](https://images.trvl-media.com/lodging/1000000/10000/3900/3832/b0f81967_y.jpg) ### Avanti International Resort 10/10 Excellent "yes" [](https://expedia.ca/Orlando-Hotels-Avanti-International-Resort.h3832.Hotel-Information) ![Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando](https://images.trvl-media.com/lodging/1000000/30000/23200/23110/ade3b60d_y.jpg) ### Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando 10/10 Excellent "Perfect" [](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Resort-Villas.h23110.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 "Excellent" [](https://expedia.ca/Orlando-Hotels-Ramada-By-Wyndham-Suites-Orlando-Airport.h120303.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 "Clean room " [](https://expedia.ca/Orlando-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Orlando-Airport-North.h120304.Hotel-Information) ![Lake Buena Vista Resort Village & Spa](https://images.trvl-media.com/lodging/2000000/1360000/1350900/1350864/16b6b8e7_y.jpg) ### Lake Buena Vista Resort Village & Spa 10/10 Excellent "We enjoyed our stay here. We had a 3 bwdroom suite for a very reasonable price. The rooms are a bit dated but everything was very clean. The staff was helpful and kind. It was also easy to get to everything. " [](https://expedia.ca/Orlando-Hotels-Lake-Buena-Vista-Resort-Village-Spa.h1350864.Hotel-Information) ![Sheraton Vistana Villages Resort Villas, I-Drive/Orlando](https://images.trvl-media.com/lodging/1000000/540000/539500/539487/88f9edce_y.jpg) ### Sheraton Vistana Villages Resort Villas, I-Drive/Orlando 10/10 Excellent "Good value" [](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Villages-Resort-Villas.h539487.Hotel-Information) ## Frequently asked questions ### What are the best hotels in Winter Garden with outdoor pools? > Another great option is the Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS Town Centre, which boasts a traveller rating of 9.4\. Families appreciate the outdoor pool, complete with sun loungers and umbrellas for shade, making it a great spot for relaxation. The complimentary breakfast and helpful staff further enhance the overall experience, ensuring you start each day on the right foot. > > > For those seeking a bit of adventure, the [Homewood Suites by Hilton Orlando at Flamingo Crossings](https://www.expedia.ca/Orlando-Hotels-Homewood-Suites-By-Hilton-Flamingo-Crossings.h58998470.Hotel-Information) offers a lovely outdoor pool with a waterslide, ideal for keeping children entertained. This hotel also shares a traveller rating of 9.4 and provides spacious rooms, making it a comfortable base for your family's holiday. > > > [Home2 Suites by Hilton Orlando at Flamingo Crossings](https://www.expedia.ca/Orlando-Hotels-Home2-Suites-By-Hilton-Orlando-Flamingo-Crossings.h58072517.Hotel-Information), with a traveller rating of 9.2, is another family-friendly choice. Its outdoor pool features a waterslide, and guests have noted the friendly staff and convenient location, great for exploring the local attractions. > > > Finally, the [Home2 Suites By Hilton Winter Garden](https://www.expedia.ca/Winter-Garden-Hotels-Home2-Suites-By-Hilton-Winter-Garden.h102236661.Hotel-Information), also rated at 9.4, offers an outdoor pool that is great for family fun. With spacious rooms and a complimentary breakfast, this hotel ensures that you and your family have all the comforts and conveniences needed for a memorable stay. ### How much does a hotel with outdoor pool in Winter Garden cost? ### What are some of the best Winter Garden hotels with outdoor pools and scenic views? > As you lounge by the pool, you can soak in beautiful lake views and water vistas, enhancing your overall experience. The resort also features poolside cabanas and sun loungers, great for enjoying the Florida sunshine, and a poolside bar to keep you refreshed throughout the day. With a traveller rating of 8.0, many visitors have commented on the amazing amenities and the comfortable beds, ensuring a pleasant stay for both adults and children alike. ### Are there hotels in Winter Garden with outdoor pool cabanas or loungers? > Guests particularly appreciate the spacious and clean rooms, along with the welcoming and helpful staff that enhance the overall experience. The outdoor pool area is a highlight, featuring not only pool cabanas for lounging but also sun loungers that invite you to unwind under the Florida sun. Families can also take advantage of the children's pool and the exciting waterslide, ensuring that the little ones have just as much fun as the adults. > > > With a poolside bar available, you can enjoy refreshing drinks without having to stray far from your sun-soaked retreat. ### Which Winter Garden hotels with outdoor pools are near Orlando, FL (MCO-Orlando Intl.)? > Another fantastic option is the Fairfield by Marriott Inn & Suites Orlando at Flamingo Crossings, which has earned an impressive rating of 9.4\. This hotel features an outdoor pool with a poolside bar, superb for relaxing while enjoying the Florida sunshine. Families will find the rooms both nice and clean, and the attentive staff ensure a pleasant experience. The free breakfast is a nice touch, providing a straightforward way to fuel up for a day of exploration. > > > For those looking for a little extra space, the [Homewood Suites by Hilton Orlando at Flamingo Crossings](https://www.expedia.ca/Orlando-Hotels-Homewood-Suites-By-Hilton-Flamingo-Crossings.h58998470.Hotel-Information) also offers an outdoor pool and has received a stellar review score of 9.4\. Guests appreciate the spacious rooms and the fantastic breakfast options. The friendly staff is often highlighted for their helpfulness, making this a comfortable choice for families. > > > Lastly, consider [The Grove Resort & Water Park Orlando](https://www.expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information), a 4-star hotel that features an outdoor pool with cabanas and a separate children's pool, creating a fun and relaxing environment for family outings. With a review rating of 8.0, guests have enjoyed the spacious rooms and excellent amenities, including a heated pool and waterslides, making it an ideal spot for family adventures. ### Which Winter Garden hotels offer poolside service for food and drinks? > Another great option is the Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS® Town Centre. This hotel not only offers a nice outdoor pool but also features a poolside bar, enhancing the relaxation and fun for families. Reviewers have noted the friendly and helpful staff, and the complimentary breakfast options make it a convenient choice for busy mornings. With a rating of 9.4, it's a favorite among travellers. > > > For those looking for a bit more space, the [SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance](https://www.expedia.ca/Orlando-Hotels-SpringHill-Suites-Orlando-At-FLAMINGO-CROSSINGS-Town-CenterWestern-Entrance.h12337440.Hotel-Information) is a great pick. Offering an outdoor pool with a poolside bar, this hotel ensures that families can enjoy a leisurely day by the water. Guests appreciate the clean and comfortable rooms, and the excellent location makes it easy to explore nearby attractions. This hotel has an admirable review score of 9.0, showcasing its appeal. > > > Lastly, the [Hilton Vacation Club Aqua Sol Orlando West](https://www.expedia.ca/Orlando-Hotels-Liki-Tiki-Village.h692650.Hotel-Information) stands out with its family-friendly amenities, including a resort-style outdoor pool complete with a poolside bar. Travellers have highlighted the beautiful surroundings and convenient location, along with spacious rooms that cater well to families. With a traveller rating of 8.8, this hotel is another excellent choice for those wanting to relax by the pool while enjoying refreshments. ### Are there hotels with outdoor pools that are close to Walt Disney World® Resort? > Another fantastic family-friendly option is the Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS® Town Centre. With a review score of 9.4, this hotel features an inviting outdoor pool along with a variety of free breakfast options, ensuring your mornings start off right. Guests appreciate the clean, well-maintained rooms and the helpful staff, which adds to the overall value of your stay. > > > For those looking for a blend of affordability and amenities, the [Home2 Suites By Hilton Winter Garden](https://www.expedia.ca/Winter-Garden-Hotels-Home2-Suites-By-Hilton-Winter-Garden.h102236661.Hotel-Information), also rated at 9.4, offers a delightful outdoor pool and complimentary breakfast. Families enjoy the spacious rooms and the friendly atmosphere, great for unwinding after a day at the parks. > > > The [SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance](https://www.expedia.ca/Orlando-Hotels-SpringHill-Suites-Orlando-At-FLAMINGO-CROSSINGS-Town-CenterWestern-Entrance.h12337440.Hotel-Information) stands out with its outdoor pool and poolside bar, earning a rating of 9.0\. Guests have praised the excellent location and the helpful staff, making it a wonderful base for your adventures. > > > Lastly, the [TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance](https://www.expedia.ca/Orlando-Hotels-TownePlace-Suites-Orlando-At-FLAMINGO-CROSSINGS-Town-CenterWestern-Entrance.h12413148.Hotel-Information), rated 9.0, complements your experience with a lovely outdoor pool and free breakfast options. Families appreciate the comfortable and clean rooms, along with the convenient amenities that cater to every traveller's needs. ### Are there hotels in Winter Garden with outdoor pool activities or events? > [The Grove Resort & Water Park Orlando](https://www.expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) stands out as a premier choice, boasting multiple outdoor pools and an exciting water park. Families can enjoy a host of activities, from family trivia and arts and crafts to ice cream socials, all designed to foster a lively community spirit. The resort's activity calendar ensures there's always something happening, whether it's a poolside event or a family-friendly competition. > > > For those preferring a more relaxed vibe, [Home2 Suites By Hilton Winter Garden](https://www.expedia.ca/Winter-Garden-Hotels-Home2-Suites-By-Hilton-Winter-Garden.h102236661.Hotel-Information) offers inviting outdoor pools that cater to both relaxation and play. With shallow ends and water slides, it's superb for little ones. Similarly, [Hilton Vacation Club Aqua Sol Orlando West](https://www.expedia.ca/Orlando-Hotels-Liki-Tiki-Village.h692650.Hotel-Information) provides a family-friendly atmosphere with its own outdoor pool facilities, designed to keep everyone entertained. > > > In summary, Winter Garden is brimming with hotels that offer a variety of outdoor pool activities and events, ideal for families looking to create memorable experiences together in the sunshine. ### Is it cheaper to book flights and a hotel in Winter Garden as a package? ### How can I save on a hotel in Winter Garden with Expedia? ### Can I cancel my hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - More ways to book - [Beach Hotel Hotels in Central Florida ](https://www.expedia.ca/Central-Florida-Hotels-Beach-Hotel.0-0-d6048177-tBeachHotel.Travel-Guide-Filter-Hotels) - [Casino Hotels in Downtown Orlando ](https://www.expedia.ca/Downtown-Orlando-Orlando-Hotels-Casino-Hotel.0-n800087-0-tCasinoHotel.Travel-Guide-Filter-Hotels) - 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