Title: Book the Best ROMANTIC Hotels in Winter Garden, FL from CA $155 - Winter Garden Romantic Getaways | 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 Romantic Hotels in Winter Garden, FL from CA $155 - ![](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 Romantic Hotels Tonight [Dec 15 - Dec 16](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-12-15&endDate=2025-12-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Dec 16 - Dec 17](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-12-16&endDate=2025-12-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) This weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Our top choices for Winter Garden romantic hotels ![Aerial view](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/c5a7d392.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) ![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 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 (8796) "It was a great place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katherine Mercedes Cruz CA $191 CA $291 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/65000000/64160000/64156300/64156233/a1ccd67b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/65000000/64160000/64156300/64156233/bb08b8e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/65000000/64160000/64156300/64156233/a0f2dfea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/65000000/64160000/64156300/64156233/00fd23fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Upstay: 3BR Condo w Pool, Sauna—Near Disney [](https://www.expedia.ca/Orlando-Hotels-3BR-Luxury-Apartment-Family-Resort-Pool-And-Hot-Tub.h64156233.Hotel-Information) Winter Garden CA $120 CA $402 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Orlando-Hotels-3BR-Luxury-Apartment-Family-Resort-Pool-And-Hot-Tub.h64156233.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/49000000/48650000/48644000/48643933/181f625e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/49000000/48650000/48644000/48643933/c92a25e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/49000000/48650000/48644000/48643933/dfc172b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/49000000/48650000/48644000/48643933/d95d3737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Oak View Place.. [](https://www.expedia.ca/Winter-Garden-Hotels-The-Oak-View-Place.h48643933.Hotel-Information) Oakland 9.2/10 Wonderful (10) "The VRBO looked brand new and I only knew it was not because of the reviews from previous years. The live oak trees on the property added to the beauty of the surroundings." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Libba F. CA $248 CA $398 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Winter-Garden-Hotels-The-Oak-View-Place.h48643933.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/73000000/72410000/72402700/72402632/54fc83ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/73000000/72410000/72402700/72402632/w2047h1365x0y0-39275a38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/73000000/72410000/72402700/72402632/b7bc48a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72410000/72402700/72402632/3c3ccbba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family-Friendly Condo with Pool & Sauna [](https://www.expedia.ca/Orlando-Hotels-Spacious-2BR-Condo-W-Pool-Hot-Tub.h72402632.Hotel-Information) Winter Garden CA $90 CA $332 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Orlando-Hotels-Spacious-2BR-Condo-W-Pool-Hot-Tub.h72402632.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/65000000/64160000/64156300/64156244/0b8339ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/65000000/64160000/64156300/64156244/e067f600.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/65000000/64160000/64156300/64156244/9c32ee73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/65000000/64160000/64156300/64156244/69b0edcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Upstay - Pet-Friendly Family Condo near Disney [](https://www.expedia.ca/Orlando-Hotels-3BR-Luxury-Condo-Family-Resort-Pool-And-Hot-Tub.h64156244.Hotel-Information) Winter Garden CA $135 CA $429 total includes taxes & fees Jan 8 - Jan 9, 2026 [](https://www.expedia.ca/Orlando-Hotels-3BR-Luxury-Condo-Family-Resort-Pool-And-Hot-Tub.h64156244.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/74000000/73350000/73343400/73343325/f8b871b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73350000/73343400/73343325/83dde325.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/74000000/73350000/73343400/73343325/9458503d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/74000000/73350000/73343400/73343325/40fe6a07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Upstay Condo with Outdoor Pool & Sauna [](https://www.expedia.ca/Orlando-Hotels-Near-Disney-2BR-Condo-Pool.h73343325.Hotel-Information) Winter Garden 10/10 Exceptional (1) "The check in process was easy and quick. We had self check in and 2 balconies the view was amazing! We loved everything about this property" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Trennecia B. CA $94 CA $335 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Orlando-Hotels-Near-Disney-2BR-Condo-Pool.h73343325.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/62000000/61350000/61346100/61346057/42894f2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/62000000/61350000/61346100/61346057/171f1158.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/62000000/61350000/61346100/61346057/37427bde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/62000000/61350000/61346100/61346057/2fa617c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Upstay - Condo w Pool and More - Near Disney [](https://www.expedia.ca/Orlando-Hotels-Brand-NEW-Modern-3BR-Near-Disney.h61346057.Hotel-Information) Winter Garden 9.0/10 Wonderful (22) "Great place! Convenient, cozy and clean!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) SHARLA B. CA $135 CA $429 total includes taxes & fees Jan 8 - Jan 9, 2026 [](https://www.expedia.ca/Orlando-Hotels-Brand-NEW-Modern-3BR-Near-Disney.h61346057.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/63000000/62960000/62956700/62956637/39f03a25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/63000000/62960000/62956700/62956637/62b3d817.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/63000000/62960000/62956700/62956637/eb02d74a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/63000000/62960000/62956700/62956637/a8b7983e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Condo w Outdoor Pool and Sauna [](https://www.expedia.ca/Orlando-Hotels-Beautiful-Condo-W-Outdoor-Pool.h62956637.Hotel-Information) Winter Garden 8.8/10 Excellent (5) "I loved it!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Telicia D. CA $131 CA $423 total includes taxes & fees Jan 8 - Jan 9, 2026 [](https://www.expedia.ca/Orlando-Hotels-Beautiful-Condo-W-Outdoor-Pool.h62956637.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/73000000/72410000/72402700/72402634/dcb80a37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/73000000/72410000/72402700/72402634/c7c49f8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/73000000/72410000/72402700/72402634/dc142938.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/73000000/72410000/72402700/72402634/c6ec091a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo w Pool, Games Room - Pet Friendly [](https://www.expedia.ca/Orlando-Hotels-Bright-Spacious-2BR-Condo-W-Pool-Hot-Tub.h72402634.Hotel-Information) Winter Garden 8.0/10 Very good (3) "Property is very clean, with easy access and parking. Property management team is responsive and helpful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Catherine T. CA $123 CA $368 total includes taxes & fees Jan 13 - Jan 14, 2026 [](https://www.expedia.ca/Orlando-Hotels-Bright-Spacious-2BR-Condo-W-Pool-Hot-Tub.h72402634.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/1000000/900000/892100/892077/4a6dbd8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 King Bed with Sofa bed](https://images.trvl-media.com/lodging/1000000/900000/892100/892077/1bdf8009.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/900000/892100/892077/f4a55f0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/892100/892077/c4ebdbf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Clermont Se West Orlando by IHG [](https://www.expedia.ca/Orlando-Hotels-Exploria-Express-By-Exploria-Resorts.h892077.Hotel-Information) Clermont 8.4/10 Very good (1064) "Great room great breakfast" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly CA $139 CA $155 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Orlando-Hotels-Exploria-Express-By-Exploria-Resorts.h892077.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-30&endDate=2025-12-31®ionId=7898&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Top Winter Garden Hotel Reviews ![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 "I would be returning. " [](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Villages-Resort-Villas.h539487.Hotel-Information) ![Hilton Vacation Club Aqua Sol Orlando West](https://images.trvl-media.com/lodging/1000000/700000/692700/692650/0986573c_y.jpg) ### Hilton Vacation Club Aqua Sol Orlando West 10/10 Excellent "This was the second time my family and I stayed at Aqua Sol. We chose to stay again this year because the unit was so nice but the reception staff was okay (not great). However, this year they were top notch- very friendly and attentive to requests so this made the stay great. I love that the location is nearby stores and restaurants. I highly recommend you try this Hilton Resort location." [](https://expedia.ca/Orlando-Hotels-Liki-Tiki-Village.h692650.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 "Beautiful Establishment, we loved the retro 60s vibe and amenities, we will definitely plan to stay here again in the future!" [](https://expedia.ca/Orlando-Hotels-Universals-Cabana-Bay-Beach-Resort.h5963292.Hotel-Information) ![Rosen Inn at Pointe Orlando](https://images.trvl-media.com/lodging/1000000/10000/8900/8892/8068a653_y.jpg) ### Rosen Inn at Pointe Orlando 10/10 Excellent "Clean room but smelled wet. Very nice check in staff. Love staying at this hotel. " [](https://expedia.ca/Orlando-Hotels-Rosen-Inn-At-Pointe-Orlando.h8892.Hotel-Information) ![Rosen Inn Lake Buena Vista](https://images.trvl-media.com/lodging/1000000/10000/1300/1264/2a9be677_y.jpg) ### Rosen Inn Lake Buena Vista 10/10 Excellent " Everything cleaned. Staff ok" [](https://expedia.ca/Orlando-Hotels-Rosen-Inn-Lake-Buena-Vista.h1264.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 "good" [](https://expedia.ca/Orlando-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Orlando-Airport-North.h120304.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 "Amazing staff, very helpful. " [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-At-The-Entrance-To-Universal-Orlando.h5398.Hotel-Information) ![CoCo Key Hotel and Water Resort ](https://images.trvl-media.com/lodging/1000000/10000/300/228/73a42af2_y.jpg) ### CoCo Key Hotel and Water Resort 10/10 Excellent "The pool was amazing!" [](https://expedia.ca/Orlando-Hotels-CoCo-Key-Hotel-And-Water-Resort-Orlando.h228.Hotel-Information) ![Avanti International Resort](https://images.trvl-media.com/lodging/1000000/10000/3900/3832/b0f81967_y.jpg) ### Avanti International Resort 10/10 Excellent "Room updared but clean" [](https://expedia.ca/Orlando-Hotels-Avanti-International-Resort.h3832.Hotel-Information) ## Frequently asked questions ### Searching for romantic hotels in Winter Garden? ### When is the best time of year for a romantic getaway to Winter Garden? ### What is there to do in Winter Garden? ### What's the best way to get to Winter Garden and around town during my romantic getaway? ## 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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