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) ![](https://images.trvl-media.com/place/7898/7f764596-9f01-406c-80eb-724285a48736.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 Winter Garden Hotels with a Pool Tonight [Jan 22 - Jan 23](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2026-01-22&endDate=2026-01-23&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 23 - Jan 24](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2026-01-23&endDate=2026-01-24&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2026-01-23&endDate=2026-01-25&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2026-01-30&endDate=2026-02-01&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) ![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) ![Exterior](https://images.trvl-media.com/lodging/62000000/61350000/61340900/61340843/d5a68d29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/62000000/61350000/61340900/61340843/9ac51db8.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 (4,457 reviews) "Amazing room and great breakfasts for the price " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christian CA $160 CA $181 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Orlando-Hotels-Fairfield-Inn-Suites-By-Marriott-Orlando-Flamingo-CrossingWestern-Entrance.h61340843.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) ![Bar (on property)](https://images.trvl-media.com/lodging/13000000/12340000/12337500/12337440/29e74141.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/13000000/12340000/12337500/12337440/d8f8e070.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 (2,253 reviews) "Clean rooms, good breakfast and friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gerardo CA $123 CA $139 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Orlando-Hotels-SpringHill-Suites-Orlando-At-FLAMINGO-CROSSINGS-Town-CenterWestern-Entrance.h12337440.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/w3837h2557x0y0-c7800382.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Non Smoking | Living area](https://images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/91ca61e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![42-inch flat-screen TV with satellite channels, TV](https://images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/c91cd6b7.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 (5,204 reviews) "great place to stay nearest to all location ." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) VIMAL CA $158 CA $178 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Orlando-Hotels-Home2-Suites-By-Hilton-Orlando-Flamingo-Crossings.h58072517.Hotel-Information) ![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/700000/692700/692650/175d4684.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) ![Flat-screen TV, DVD player](https://images.trvl-media.com/lodging/1000000/700000/692700/692650/b2e1c20c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/700000/692700/692650/00e7e584.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 (4,107 reviews) "Just loved the hotel in general! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Noel CA $147 CA $204 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Orlando-Hotels-Liki-Tiki-Village.h692650.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) ![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/13000000/12420000/12413200/12413148/1265dd1c.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 (1,659 reviews) "Very convenient had a restaurant at the pool, which was nice" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steven CA $137 CA $154 total includes taxes & fees Jan 25 - Jan 26 [](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) ![Fitness facility](https://images.trvl-media.com/lodging/62000000/61630000/61629400/61629397/c03f735d.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) ![Reception](https://images.trvl-media.com/lodging/62000000/61630000/61629400/61629397/e4127451.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 (2,002 reviews) "Great place, breakfast is good, and it's a safe area" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Meenakshi CA $198 CA $223 total includes taxes & fees Feb 10 - Feb 11 [](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) ![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) ![Lobby](https://images.trvl-media.com/lodging/59000000/59000000/58998500/58998470/539a9f2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges](https://images.trvl-media.com/lodging/59000000/59000000/58998500/58998470/5aeb7e71.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 (2,213 reviews) "Clean rooms, decent breakfast, and pleasant staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shaun CA $180 CA $203 total includes taxes & fees Feb 22 - Feb 23 [](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) ![3 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/695e0a20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/1f245bd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/f7ec0145.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 (8,979 reviews) "Great place to stay with the family. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nabeel CA $178 CA $277 total includes taxes & fees Jan 26 - Jan 27 [](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) ![Exterior](https://images.trvl-media.com/lodging/103000000/102240000/102236700/102236661/f7e25bdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102240000/102236700/102236661/f518be97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/103000000/102240000/102236700/102236661/6e38fd07.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 (375 reviews) "The breakfast was great! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Claudia CA $203 CA $228 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Winter-Garden-Hotels-Home2-Suites-By-Hilton-Winter-Garden.h102236661.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/120000000/119950000/119940800/119940746/ef240453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/120000000/119950000/119940800/119940746/350afb93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/120000000/119950000/119940800/119940746/e5797625.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119950000/119940800/119940746/cb26ecc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Monarch Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes [](https://www.expedia.ca/Orlando-Hotels-Full-Apartment-W-King-Bed-Near-Parks.h119940746.Hotel-Information) Winter Garden 10/10 Exceptional (2 reviews) "Beautiful apartment, clean, quiet, and beautiful location. Host was very helpful. I would recommend this beautiful apartment for anyone wanting a home away from home." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kowanda CA $170 CA $355 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Orlando-Hotels-Full-Apartment-W-King-Bed-Near-Parks.h119940746.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=2026-02-05&endDate=2026-02-06®ionId=7898&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Winter Garden Breakfast included Hot tub Water park Beach Resort ## Top Winter Garden Hotel Reviews ![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 "Very clean! Good sized room. Awesome resort with lots of pools!" [](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Resort-Villas.h23110.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 "My room was beautiful and very clean we loved the stay . " [](https://expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) ![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 "It was good " [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-At-The-Entrance-To-Universal-Orlando.h5398.Hotel-Information) ![Westgate Lakes Resort & Spa Universal Studios Area](https://images.trvl-media.com/lodging/1000000/810000/805000/804984/86e77c07_y.jpg) ### Westgate Lakes Resort & Spa Universal Studios Area 10/10 Excellent "Great staff, great room and bathroom, very clean" [](https://expedia.ca/Orlando-Hotels-Westgate-Lakes-Resort-Spa-Universal-Studios-Area.h804984.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 "Clean rooms and the staff was very friendly" [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Hotel-Orlando-At-SeaWorld.h18874.Hotel-Information) ![Hyatt Regency Orlando](https://images.trvl-media.com/lodging/1000000/10000/9600/9574/1bb0a2ac_y.jpg) ### Hyatt Regency Orlando 10/10 Excellent "The woman at the check in counter was super friendly. The room was super clean. I stayed in tower Two and had one of my best nights of sleep I have ever had in a hotel. The bed was amazing and the bathroom was large and spacious. The lady that cleaned the room on my floor was so nice and kind and wished me a good morning. I was so impressed with everything " [](https://expedia.ca/Orlando-Hotels-Hyatt-Regency-Orlando.h9574.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 "All good " [](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 "Kimberly at the front desk was the best !!" [](https://expedia.ca/Orlando-Hotels-Avanti-Palms-Resort-And-Conference-Center.h3916.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 "Excellent staff, room was spacious and very clean, great amenities, convenient and well lit parking." [](https://expedia.ca/Orlando-Hotels-Rosen-Inn-At-Pointe-Orlando.h8892.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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