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 [Mar 9 - Mar 10](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2026-03-09&endDate=2026-03-10&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 10 - Mar 11](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2026-03-10&endDate=2026-03-11&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2026-03-13&endDate=2026-03-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2026-03-20&endDate=2026-03-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winter Garden hotels with a pool ![Aerial view](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/c5a7d392.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) ![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) ![Building design](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/7966ced0.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 (9,150 reviews) - Splash into paradise at this resort with 6 outdoor pools, a lazy river, and a complimentary water park for endless aquatic fun. CA $216 CA $317 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.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) ![Exterior](https://images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/08ef9167.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) ![Exterior](https://images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/ccd30aed.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 (5,317 reviews) - Splash into vacation mode at this family resort featuring a sun-soaked pool area and thrilling waterslide. CA $144 CA $161 total includes taxes & fees Mar 25 - Mar 26 [](https://www.expedia.ca/Orlando-Hotels-Home2-Suites-By-Hilton-Orlando-Flamingo-Crossings.h58072517.Hotel-Information) ![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) ![Exterior](https://images.trvl-media.com/lodging/62000000/61350000/61340900/61340843/d5a68d29.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) ![Reception](https://images.trvl-media.com/lodging/62000000/61350000/61340900/61340843/92f137bf.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 (4,601 reviews) - Splash into endless fun with an outdoor pool and sunny loungers just steps from Disney magic. CA $170 CA $191 total includes taxes & fees Mar 24 - Mar 25 [](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/13000000/12420000/12413200/12413148/8ee44865.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) ![Premium bedding, desk, laptop workspace, soundproofing](https://images.trvl-media.com/lodging/13000000/12420000/12413200/12413148/646d0abe.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 (1,695 reviews) - Dive into this heated outdoor oasis with poolside bar service, minutes from Disney parks and offering daily theme park shuttles. CA $155 CA $174 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Orlando-Hotels-TownePlace-Suites-Orlando-At-FLAMINGO-CROSSINGS-Town-CenterWestern-Entrance.h12413148.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) ![Exterior](https://images.trvl-media.com/lodging/59000000/59000000/58998500/58998470/ddd2d348.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) ### 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 (2,301 reviews) - Dive into poolside bliss with loungers and a thrilling waterslide at this spotless Orlando retreat. CA $177 CA $199 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Orlando-Hotels-Homewood-Suites-By-Hilton-Flamingo-Crossings.h58998470.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) ![Suite, 1 King Bed with Sofa bed](https://images.trvl-media.com/lodging/13000000/12340000/12337500/12337440/795e51b3.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) ![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) ### 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 (2,265 reviews) - Heated outdoor pool paradise with hot tub sanctuary offers the perfect retreat after exploring nearby Disney theme parks. CA $149 CA $168 total includes taxes & fees Mar 24 - Mar 25 [](https://www.expedia.ca/Orlando-Hotels-SpringHill-Suites-Orlando-At-FLAMINGO-CROSSINGS-Town-CenterWestern-Entrance.h12337440.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/700000/692700/692650/14eac4e7.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) ### 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 (4,105 reviews) - Splash into family fun with 2 outdoor pools and a free water park at this Disney-adjacent resort. CA $173 CA $233 total includes taxes & fees Mar 24 - Mar 25 [](https://www.expedia.ca/Orlando-Hotels-Liki-Tiki-Village.h692650.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) ![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) ![Fitness facility](https://images.trvl-media.com/lodging/62000000/61630000/61629400/61629397/c03f735d.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 (2,021 reviews) - Sun-soaked pool sanctuary with poolside bar offers leisurely vacation escape in a serene setting. CA $194 CA $218 total includes taxes & fees Mar 24 - Mar 25 [](https://www.expedia.ca/Orlando-Hotels-Residence-Inn-By-Marriott-Orlando-Flamingo-CrossingWestern-Entrance.h61629397.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) ![Interior](https://images.trvl-media.com/lodging/103000000/102240000/102236700/102236661/cf14f0e4.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) ![Exterior](https://images.trvl-media.com/lodging/103000000/102240000/102236700/102236661/f518be97.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 (409 reviews) - Sunny poolside retreats at the heart of Winter Garden offer a cool oasis after exploring. CA $188 CA $212 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Winter-Garden-Hotels-Home2-Suites-By-Hilton-Winter-Garden.h102236661.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/123000000/122130000/122123600/122123541/w1290h854x0y5-831e7781.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122130000/122123600/122123541/w1290h859x0y0-8d220e52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/123000000/122130000/122123600/122123541/w1290h851x0y1-b7acb20b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122130000/122123600/122123541/9bd63623.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 2 Bedroom Apartment in Winter Garden with fast wifi, pool & fitness room [](https://www.expedia.ca/Winter-Garden-Hotels-Cozy-2-Bedroom-Apartment-In-Winter-Garden-With-Fast-Wifi.h122123541.Hotel-Information) Winter Garden 8.8/10 Excellent (5 reviews) CA $195 CA $505 total includes taxes & fees Mar 12 - Mar 13 [](https://www.expedia.ca/Winter-Garden-Hotels-Cozy-2-Bedroom-Apartment-In-Winter-Garden-With-Fast-Wifi.h122123541.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=2026-03-23&endDate=2026-03-24®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 4 stars 5 stars ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AFFINITY_SPRING_PROMO_7898) ## Hotels with pools and free breakfast in Winter Garden ![Exterior](https://images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/08ef9167.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Exterior](https://images.trvl-media.com/lodging/59000000/58080000/58072600/58072517/ccd30aed.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 (5317) CA $144 CA $161 total includes taxes & fees Mar 25 - Mar 26 [](https://www.expedia.ca/Orlando-Hotels-Home2-Suites-By-Hilton-Orlando-Flamingo-Crossings.h58072517.Hotel-Information) ![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/dd1719a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/62000000/61350000/61340900/61340843/9ac51db8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/62000000/61350000/61340900/61340843/92f137bf.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 (4601) CA $170 CA $191 total includes taxes & fees Mar 24 - Mar 25 [](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/13000000/12420000/12413200/12413148/8ee44865.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) ![Premium bedding, desk, laptop workspace, soundproofing](https://images.trvl-media.com/lodging/13000000/12420000/12413200/12413148/646d0abe.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 (1695) CA $155 CA $174 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Orlando-Hotels-TownePlace-Suites-Orlando-At-FLAMINGO-CROSSINGS-Town-CenterWestern-Entrance.h12413148.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) ![Exterior](https://images.trvl-media.com/lodging/59000000/59000000/58998500/58998470/ddd2d348.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) ### 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 (2301) CA $177 CA $199 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Orlando-Hotels-Homewood-Suites-By-Hilton-Flamingo-Crossings.h58998470.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) ![Suite, 1 King Bed with Sofa bed](https://images.trvl-media.com/lodging/13000000/12340000/12337500/12337440/795e51b3.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) ![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) ### 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 (2265) CA $149 CA $168 total includes taxes & fees Mar 24 - Mar 25 [](https://www.expedia.ca/Orlando-Hotels-SpringHill-Suites-Orlando-At-FLAMINGO-CROSSINGS-Town-CenterWestern-Entrance.h12337440.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/62000000/61630000/61629400/61629397/87745296.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/62000000/61630000/61629400/61629397/b34205e8.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) ![Fitness facility](https://images.trvl-media.com/lodging/62000000/61630000/61629400/61629397/c03f735d.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 (2021) CA $194 CA $218 total includes taxes & fees Mar 24 - Mar 25 [](https://www.expedia.ca/Orlando-Hotels-Residence-Inn-By-Marriott-Orlando-Flamingo-CrossingWestern-Entrance.h61629397.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/102240000/102236700/102236661/f518be97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102240000/102236700/102236661/cf14f0e4.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) ![Outdoor pool](https://images.trvl-media.com/lodging/103000000/102240000/102236700/102236661/07be24f9.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 (409) CA $188 CA $212 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Winter-Garden-Hotels-Home2-Suites-By-Hilton-Winter-Garden.h102236661.Hotel-Information) [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-03-23&endDate=2026-03-24®ionId=7898&adults=2&amenities=POOL&sort=RECOMMENDED&mealPlan=FREE_BREAKFAST&openPlayBack=true) ## Hotels with pools and hot tubs in Winter Garden ![Aerial view](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/c5a7d392.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) ![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) ![Building design](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/7966ced0.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 (9150) CA $216 CA $317 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/700000/692700/692650/14eac4e7.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) ### 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 (4105) CA $173 CA $233 total includes taxes & fees Mar 24 - Mar 25 [](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) ![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) ![Premium bedding, desk, laptop workspace, soundproofing](https://images.trvl-media.com/lodging/13000000/12420000/12413200/12413148/646d0abe.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 (1695) CA $155 CA $174 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Orlando-Hotels-TownePlace-Suites-Orlando-At-FLAMINGO-CROSSINGS-Town-CenterWestern-Entrance.h12413148.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) ![Suite, 1 King Bed with Sofa bed](https://images.trvl-media.com/lodging/13000000/12340000/12337500/12337440/795e51b3.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) ![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) ### 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 (2265) CA $149 CA $168 total includes taxes & fees Mar 24 - Mar 25 [](https://www.expedia.ca/Orlando-Hotels-SpringHill-Suites-Orlando-At-FLAMINGO-CROSSINGS-Town-CenterWestern-Entrance.h12337440.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91550000/91546100/91546033/61be8aef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/92000000/91550000/91546100/91546033/b558ef1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91550000/91546100/91546033/9f28fdc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/92000000/91550000/91546100/91546033/9ec86f04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Upstay - Pet-Friendly Condo - Sauna, Pool [](https://www.expedia.ca/Orlando-Hotels-Pet-Friendly-Condo-Hot-Tub.h91546033.Hotel-Information) Winter Garden 10/10 Exceptional (1) CA $88 CA $334 total includes taxes & fees Mar 10 - Mar 11 [](https://www.expedia.ca/Orlando-Hotels-Pet-Friendly-Condo-Hot-Tub.h91546033.Hotel-Information) ![Apartment](https://images.trvl-media.com/lodging/122000000/121470000/121465200/121465188/cfb788dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/122000000/121470000/121465200/121465188/2f7de61c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/122000000/121470000/121465200/121465188/e1c290d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/122000000/121470000/121465200/121465188/40ae988e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Upstay Amazing Disney Condo w Patio Sleeps 6 [](https://www.expedia.ca/Orlando-Hotels-Upstay-Amazing-Disney-Condo-W-Patio-Sleeps-6.h121465188.Hotel-Information) Winter Garden CA $163 CA $390 total includes taxes & fees Mar 12 - Mar 13 [](https://www.expedia.ca/Orlando-Hotels-Upstay-Amazing-Disney-Condo-W-Patio-Sleeps-6.h121465188.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/114000000/113870000/113867900/113867841/703f29a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113870000/113867900/113867841/451a2f34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/114000000/113870000/113867900/113867841/dab5e8b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/114000000/113870000/113867900/113867841/d1fdeb13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Upstay - Large Condo Near Disney w Pool and Gym [](https://www.expedia.ca/Orlando-Hotels-Upstay-Large-Condo-Near-Disney-W-Pool-And-Gym.h113867841.Hotel-Information) Winter Garden CA $134 CA $431 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Orlando-Hotels-Upstay-Large-Condo-Near-Disney-W-Pool-And-Gym.h113867841.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/84000000/83800000/83792600/83792527/2188f318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/84000000/83800000/83792600/83792527/8494c8b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83800000/83792600/83792527/bb6d7a45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83800000/83792600/83792527/96ebfd25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### WATERFRONTWntrGdnPoolHSE VIEWS Dock Wildl Nr Disn [](https://www.expedia.ca/Winter-Garden-Hotels-WATERFRONTWntrGdnHSE-VIEWS-Dock-Wildlife-13mi-Disn.h83792527.Hotel-Information) Winter Garden 10/10 Exceptional (31) CA $437 CA $779 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Winter-Garden-Hotels-WATERFRONTWntrGdnHSE-VIEWS-Dock-Wildlife-13mi-Disn.h83792527.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/101000000/100900000/100899200/100899138/0a9b4064.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100900000/100899200/100899138/7112bb3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100900000/100899200/100899138/2f47cb1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100900000/100899200/100899138/7f847cf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Near Disney - Family Condo w Pool, Games, and More [](https://www.expedia.ca/Orlando-Hotels-Near-Disney-3BR-Condo-Pool.h100899138.Hotel-Information) Winter Garden CA $126 CA $420 total includes taxes & fees Mar 24 - Mar 25 [](https://www.expedia.ca/Orlando-Hotels-Near-Disney-3BR-Condo-Pool.h100899138.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/96000000/95550000/95541000/95540905/53d07492.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95550000/95541000/95540905/9e70702e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95550000/95541000/95540905/64a902c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95550000/95541000/95540905/72c901b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Upstay Condo Near Disney w Pool & Sauna [](https://www.expedia.ca/Orlando-Hotels-Near-Disney-3BR-Condo-Hot-Tub.h95540905.Hotel-Information) Winter Garden CA $95 CA $377 total includes taxes & fees Mar 10 - Mar 11 [](https://www.expedia.ca/Orlando-Hotels-Near-Disney-3BR-Condo-Hot-Tub.h95540905.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=2026-03-23&endDate=2026-03-24®ionId=7898&adults=2&amenities=POOL&sort=RECOMMENDED&amenities=HOT_TUB&openPlayBack=true) ## Top Winter Garden Hotel Reviews ![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 "We loved our stay! The rooms were great, the pools and waterpark were fun. " [](https://expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) ![Holiday Inn Resort Orlando Suites - Waterpark by IHG](https://images.trvl-media.com/lodging/1000000/290000/281700/281608/9a7827e4_y.jpg) ### Holiday Inn Resort Orlando Suites - Waterpark by IHG 6/10 Okay "Ok for the price. Hotel needs work. Many areas are dirty and rust all over the place. Rooms are great. Pool area is great for kids. The food is great also. Mg main issue is with the drug smoking on site is a terrible experience to have i. Vacation with children guest need to respect more the children. " [](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Resort-Orlando-Suites-Waterpark.h281608.Hotel-Information) ![Westgate Lakes Resort & Spa Universal Studios Area](https://images.trvl-media.com/lodging/1000000/810000/805000/804984/ffaf091a_y.jpg) ### Westgate Lakes Resort & Spa Universal Studios Area 10/10 Excellent "Beautiful " [](https://expedia.ca/Orlando-Hotels-Westgate-Lakes-Resort-Spa-Universal-Studios-Area.h804984.Hotel-Information) ![Vacation Village Orlando, Celebration](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/1ef981b1_y.jpg) ### Vacation Village Orlando, Celebration 10/10 Excellent "We had a great stay at Vacation Village on Parkway in Orlando. The location is excellent—very close to Disney and many restaurants and shops. The room was spacious and comfortable, with a full kitchen and plenty of space for our family to relax after a long day at the parks. The resort grounds were clean and well maintained, and the staff were friendly and helpful. Parking was easy, and the amenities like the pools and hot tubs were a nice bonus. Overall, it’s a very good place to stay if you’re visiting the Orlando theme parks. Good value for the space you get, and convenient for families." [](https://expedia.ca/Orlando-Hotels-Vacation-Village-At-Parkway.h1068973.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 4/10 Poor "My first room assigned was not serviced yet by housekeeping and the bed were not made up and there was vomit in the bathroom sink. After notifying the staff and a 30 minute wait the manager moved me to a different room and the manager also provided a meal voucher for the breakfast in the morning at the buffet. The manager did try very hard to make up for the poor first impression" [](https://expedia.ca/Orlando-Hotels-Rosen-Inn-At-Pointe-Orlando.h8892.Hotel-Information) ![Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando](https://images.trvl-media.com/lodging/1000000/30000/23200/23110/91c45539_y.jpg) ### Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando 8/10 Good "I love staying here. Its like a condo and fair priced. Its Family friendly, great/clean pool. " [](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Resort-Villas.h23110.Hotel-Information) ![Hyatt Regency Orlando International Airport](https://images.trvl-media.com/lodging/1000000/10000/2800/2754/928976cc_y.jpg) ### Hyatt Regency Orlando International Airport 8/10 Good "Nothing beats the level of convenience to the airport. Rooms are large and felt spacious. Happy to have a couch as well in the room to relax on. Rooms are slightly dated but very clean. Skip the restaurant in the hotel (Mccoys). You are better to go into the terminal for food. Expensive and poor quality. " [](https://expedia.ca/Orlando-Hotels-Hyatt-Regency-Orlando-International-Airport.h2754.Hotel-Information) ![Universal's Cabana Bay Beach Resort](https://images.trvl-media.com/lodging/6000000/5970000/5963300/5963292/4c48bd3d_y.jpg) ### Universal's Cabana Bay Beach Resort 2/10 Terrible "The check in process was horrid. We stood in line for over 30 minutes and were completely ignored. When they finally helped us, the lady who checked us in was rude and had no knowledge of the property, Universal or anything helpful in any way. The room was disgusting! The smell of chlorine and bleach was overpowering in the hallways & in our room. The headboards were peeling and covered in dirt. The bathroom had hairs on the wall and shower that did not come from us. The floor in our room was wet! The proximity to Universal City Walk is not as claims. Or maybe it was the fact that no one could even tell us how to walk there from the hotel property. We got something to eat at the bowling alley. It was not appetizing! It tasted old and greasy. We paid to park at the hotel then we had to take Ubers or pay additional parking at Universal. Overall, I would NEVER stay at this property. I would never let my enemies stay at this property! We will NEVER be back. " [](https://expedia.ca/Orlando-Hotels-Universals-Cabana-Bay-Beach-Resort.h5963292.Hotel-Information) ![CoCo Key Hotel and Water Resort ](https://images.trvl-media.com/lodging/1000000/10000/300/228/84c2249c_y.jpg) ### CoCo Key Hotel and Water Resort 10/10 Excellent "Very expensive shops and too many cashless areas, I wish I could have paid cash more! " [](https://expedia.ca/Orlando-Hotels-CoCo-Key-Hotel-And-Water-Resort-Orlando.h228.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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