Title: Book the Best ROMANTIC Hotels in Winter Garden, FL from CA $124 - 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) ![](https://mediaim.expedia.com/destination/1/37b5977531ce6620ae360dd863ce8f7c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Romantic Hotels in Winter Garden, FL from CA $124 - ![](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 [Nov 1 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-11-01&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Nov 2 - Nov 3](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-11-02&endDate=2025-11-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=7898&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Top 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) ![Building design](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/7966ced0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bars/lounges, 3 poolside bars](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/3e671931.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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 Winter Garden 8.0/10 Very good (8699) "Great place to stay!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darick CA $231 CA $323 total includes taxes & fees Nov 30 - Dec 1 [](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) ![Property grounds](https://images.trvl-media.com/lodging/65000000/64160000/64156300/64156233/bd40541c.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 Hot Tub Sauna—Near Disney Winter Garden CA $98 CA $390 total includes taxes & fees Nov 19 - Nov 20 [](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/f2c6e82c.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) ![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) ### The Oak View Place.. 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 $252 CA $407 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Winter-Garden-Hotels-The-Oak-View-Place.h48643933.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) ![Property grounds](https://images.trvl-media.com/lodging/62000000/61350000/61346100/61346057/37427bde.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) ![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, Hot Tub, More - Near Disney Winter Garden 9.0/10 Wonderful (22) "My 2 girls are teenagers now so we decided to get a place with their own rooms. This 3 bedroom apartment was perfect. Great location and friendly development. It was missing basic condiments like salt and pepper but overall we had a great stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Edward L. CA $84 CA $370 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Orlando-Hotels-Brand-NEW-Modern-3BR-Near-Disney.h61346057.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) ![Interior](https://images.trvl-media.com/lodging/65000000/64160000/64156300/64156244/c0181589.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) ### Upstay - Pet-Friendly Family Condo near Disney Winter Garden CA $98 CA $390 total includes taxes & fees Nov 19 - Nov 20 [](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) ![TV](https://images.trvl-media.com/lodging/74000000/73350000/73343400/73343325/c0acbf02.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) ![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) ### Upstay Condo with Hot Tub, Outdoor Pool & Sauna 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 $105 CA $357 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Orlando-Hotels-Near-Disney-2BR-Condo-Pool.h73343325.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/73000000/72410000/72402700/72402632/fd15d092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/73000000/72410000/72402700/72402632/f9f1a5bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/73000000/72410000/72402700/72402632/85dbbb2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/73000000/72410000/72402700/72402632/d5c1275b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Upstay: 2BR Condo Near Disney w Pool & Hot Tub Winter Garden CA $84 CA $335 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Orlando-Hotels-Spacious-2BR-Condo-W-Pool-Hot-Tub.h72402632.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/73000000/72410000/72402700/72402634/e690eb37.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) ![TV](https://images.trvl-media.com/lodging/73000000/72410000/72402700/72402634/c7c49f8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo w Pool, Hot Tub, Games Room - Pet Friendly Winter Garden 8.0/10 Very good (3) "The pictures you have are not the same that the actual property. The apartment was nice but it doesn't look nothing like the picture. The initial rental we got was change three times due to repairs. The customer service made the effort to find us an apartment. They were helpful and kind." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia W. CA $84 CA $335 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Orlando-Hotels-Bright-Spacious-2BR-Condo-W-Pool-Hot-Tub.h72402634.Hotel-Information) ![4 outdoor pools, open 5:30 AM to midnight, cabanas (surcharge)](https://images.trvl-media.com/lodging/2000000/1470000/1460500/1460425/cca9a672.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![11 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/2000000/1470000/1460500/1460425/a5c2174b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1470000/1460500/1460425/89cab51d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/2000000/1470000/1460500/1460425/2ac14176.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rosen Shingle Creek Orlando 9.4/10 Exceptional (4101) "Always a great experience when we stay here. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marla CA $150 CA $169 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Orlando-Hotels-Rosen-Shingle-Creek.h1460425.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/24000000/23420000/23412300/23412221/e3f9ac78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/24000000/23420000/23412300/23412221/ad59e7f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/24000000/23420000/23412300/23412221/196b7c14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, coffee/tea maker](https://images.trvl-media.com/lodging/24000000/23420000/23412300/23412221/776eeb53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista Orlando 8.6/10 Excellent (3338) "Very clean and neat hotel. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dora CA $110 CA $124 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Orlando-Hotels-SpringHill-Suites-By-Marriott-Orlando-Theme-ParksLake-Buena-Vista.h23412221.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=2025-11-15&endDate=2025-11-16®ionId=7898&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Top Winter Garden Hotel Reviews ![Sheraton Vistana Villages Resort Villas, I-Drive/Orlando](//images.trvl-media.com/lodging/1000000/540000/539500/539487/88f9edce_y.jpg) ### Sheraton Vistana Villages Resort Villas, I-Drive/Orlando 10/10 Excellent "The staff was wonderful! We've been staying at this property for 20 years, never disappoints. Our home away from home when we take a quick trip to Orlando for a couple of days. Most comfortable beds in the world!" [](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Villages-Resort-Villas.h539487.Hotel-Information) ![Walt Disney World Dolphin](//images.trvl-media.com/lodging/1000000/20000/12800/12710/a6b6c49c_y.jpg) ### Walt Disney World Dolphin 10/10 Excellent "Everything was what I expected. Staff was extremely courteous and helpful. " [](https://expedia.ca/Orlando-Hotels-Walt-Disney-World-Dolphin.h12710.Hotel-Information) ![Marriott's Grande Vista](//images.trvl-media.com/lodging/1000000/860000/853600/853519/77708f65_y.jpg) ### Marriott's Grande Vista 10/10 Excellent "Nice stay will book again " [](https://expedia.ca/Orlando-Hotels-Marriotts-Grande-Vista.h853519.Hotel-Information) ![DoubleTree by Hilton Orlando Airport](//images.trvl-media.com/lodging/1000000/20000/12300/12270/5d85f82f_y.jpg) ### DoubleTree by Hilton Orlando Airport 10/10 Excellent "Booked this hotel for a family of 4 last week cruising out of Canaveral and WOW!!! Less than a 10-15 minute Uber or hotel shuttle ride to MCO and less than an hour ride to Canaveral. Their complimentary hotel shuttle runs every 15 minutes to MCO. Our flight arrived earlier than expected and our room was not ready but Isabel at the service desk gave us a free breakfast voucher anyway! If you have the time make it to the restaurant, ask for Emilyann... She is absolutely incredible. Her customer service was impeccable and my children loved interacting with her! She had other local recommendations to try but we had no reason to go anywhere else. The food is amazing! Our family valued the service from this hotel so much that we canceled our return hotel stay with another property and rebooked at this DoubleTree. Furthermore, on our return trip we were early for check-in but the front desk knew we had rebooked and had a room ready for us! Don't look anywhere else, book here and you will not be disappointed. " [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Orlando-Airport.h12270.Hotel-Information) ![DoubleTree by Hilton at the Entrance to Universal Orlando](//images.trvl-media.com/lodging/1000000/10000/5400/5398/4997b5df_y.jpg) ### DoubleTree by Hilton at the Entrance to Universal Orlando 10/10 Excellent "Access " [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-At-The-Entrance-To-Universal-Orlando.h5398.Hotel-Information) ![Ramada by Wyndham Suites Orlando Airport](//images.trvl-media.com/lodging/1000000/130000/120400/120303/2eaf4a61_y.jpg) ### Ramada by Wyndham Suites Orlando Airport 10/10 Excellent "good" [](https://expedia.ca/Orlando-Hotels-Ramada-By-Wyndham-Suites-Orlando-Airport.h120303.Hotel-Information) ![Rosen Inn at Pointe Orlando](//images.trvl-media.com/lodging/1000000/10000/8900/8892/8068a653_y.jpg) ### Rosen Inn at Pointe Orlando 10/10 Excellent "Está muy linda " [](https://expedia.ca/Orlando-Hotels-Rosen-Inn-At-Pointe-Orlando.h8892.Hotel-Information) ![CoCo Key Hotel and Water Resort ](//images.trvl-media.com/lodging/1000000/10000/300/228/73a42af2_y.jpg) ### CoCo Key Hotel and Water Resort  10/10 Excellent "The room was very clean and huge and loved that it was right next to the pool! The staff was very helpful with anything we needed also! Loved this place! Will definitely be going back!" [](https://expedia.ca/Orlando-Hotels-CoCo-Key-Hotel-And-Water-Resort-Orlando.h228.Hotel-Information)  ![Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando](//images.trvl-media.com/lodging/1000000/30000/23200/23110/ade3b60d_y.jpg) ### Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando 10/10 Excellent "Staff was very helpful and nice. Our villa was beautiful. Loved every bit of it and will definitely stay again " [](https://expedia.ca/Orlando-Hotels-Sheraton-Vistana-Resort-Villas.h23110.Hotel-Information) ## Frequently asked questions ### Searching for romantic hotels in Winter Garden? > Are you in need of a romantic vacation? Our guests also love Winter Garden for its fun-filled attractions, major shopping area, and array of dining options. You might consider checking out some of the nearby sights and attractions such as Lake Butler, Orange County National Golf Club, or Lake Louisa State Park. If you're interested in staying close to a certain attraction, you can sort properties by neighborhood and proximity to top sights, so you'll be able to see everything on your list. ### When is the best time of year for a romantic getaway to Winter Garden? > If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Winter Garden: The hottest months are usually August and July with an average temp of 82°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Winter Garden are August, July, September, and June, with each month seeing an average of 9 inches of rainfall. ### What is there to do in Winter Garden? > There's nothing better than experiencing a new place with your sweetheart, so consider taking time to discover all there is to see and do in Winter Garden. If you're hoping to see some of the area's cultural attractions, you and your partner will love Winter Garden for its fun-filled attractions and major shopping area. You might think about visiting Lake Butler, Orange County National Golf Club, or Lake Louisa State Park. ### What's the best way to get to Winter Garden and around town during my romantic getaway? > This information about transportation options in Winter Garden might help your romantic getaway go off without a hitch: To get to Winter Garden, book a flight to Orlando Intl. Airport (MCO), which is the closest major airport, located 19.3 mi (31 km) from the city center. 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