Title: Book the Best Four Corners WINERY Hotels in 2026 | Expedia.ca [Four Corners Travel Guide](https://expedia.ca/Four-Corners.dx6360395)[Hotels in Four Corners](https://expedia.ca/Four-Corners-Hotels.d6360395.Travel-Guide-Hotels)[Vacation Rentals in Four Corners](https://expedia.ca/Four-Corners-Vacation-Rentals.d6360395.Travel-Guide-VacationRentals)[Things to do in Four Corners](https://expedia.ca/Things-To-Do-In-Four-Corners.d6360395.Travel-Guide-Activities)[Four Corners Car Rentals](https://expedia.ca/Car-Rentals-In-Four-Corners.d6360395.Car-Rental-Guide)[Four Corners Vacation Packages](https://expedia.ca/Four-Corners.d6360395.Destination-Travel-Guides) ![Four Corners](https://images.trvl-media.com/place/6360395/597e47e0-1efc-4a93-ad2d-f09d779ca723.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Four Corners, FL from CA $350 - ![](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 Four Corners Winery Hotels Tonight [Dec 5 - Dec 6](https://www.expedia.ca/Hotel-Search?regionId=6360395&startDate=2025-12-05&endDate=2025-12-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 6 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6360395&startDate=2025-12-06&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6360395&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6360395&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Four Corners Winery Hotels ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33950000/33943200/33943189/e2e62971.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33950000/33943200/33943189/896f5cff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/34000000/33950000/33943200/33943189/7c1dbcaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33950000/33943200/33943189/84f666e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### U26- Attractive 4 bedroom retreat near Disney Kissimmee 8.6/10 Excellent (51) "Great stay host was helpful" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tank P. CA $153 CA $419 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Orlando-Hotels-Nice-Townhouse-1-Mile-From-Disney-4-Bedroom-35-Bath-Unit-26-Emerald-Island.h33943189.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/119000000/118250000/118242700/118242678/32f0b16e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118250000/118242700/118242678/9666c892.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/118250000/118242700/118242678/8643e550.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118250000/118242700/118242678/95b5aaf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Themed 5Bedroom Villa at Windsor Cay Resort - Private Pool, BBQ and more! Four Corners CA $111 CA $651 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Orlando-Hotels-Luxury-Themed-5-Bedroom-Villa-In-Windsor-Cay-Resort.h118242678.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/119000000/118120000/118116200/118116123/0b0881b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118120000/118116200/118116123/7f83323b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/119000000/118120000/118116200/118116123/3d7a7d72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118120000/118116200/118116123/688f307a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning 5BR Brand New Home at Windsor Cay • Pool & BBQ • Perfect for Families ! Clermont 10/10 Exceptional (2) "This house was the PERFECT spot for our family vacation The house was new and resort level quality The rooms were beautifully decorated and comfortable We had more than enough space to stay in and lounge and it was close enough to hot destination spots if we wanted to leave the water park was walking distance and so much fun! Our family will absolutely book this house again in the future Check in/out process was super easy and convenient " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rachel B. CA $125 CA $667 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Orlando-Hotels-5BR-Brand-New-Home-Windsor-Cay.h118116123.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/123000000/122130000/122121400/122121338/5ee430e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122130000/122121400/122121338/e3a5804c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122130000/122121400/122121338/6f2ccd82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122130000/122121400/122121338/d78e5f60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Enchanting 6BR Lakefront Villa Near Disney • Private Pool, BBQ & Much more! Kissimmee CA $74 CA $673 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Orlando-Hotels-Enchanting-6BR-Lakefront-Villa-Near-Disney-Private-Pool.h122121338.Hotel-Information) ![5 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109850000/109842800/109842798/2d90977a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/110000000/109850000/109842800/109842798/ff266037.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109850000/109842800/109842798/47e39ad2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109850000/109842800/109842798/1bd990bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Windsor Cay Villa W/Private Pool, Near Disney Clermont CA $159 CA $618 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Orlando-Hotels-Windsor-Cay-Villa-WPrivate-Pool.h109842798.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/121000000/120050000/120048500/120048490/0984c2c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/121000000/120050000/120048500/120048490/5ef75642.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/121000000/120050000/120048500/120048490/ae9989cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/121000000/120050000/120048500/120048490/2ef49f5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brand new town home 3/2 5 beds in champion gates Florida Kissimmee 8.0/10 Very good (1) "The host was very nice. The amenities were good, nice townhome, however, there were a couple of things I think could be better. For instance, in the bathrooms there were no bathmats so one had to get out with wet feet and be careful not to fall; in the master bedroom the blinds had three missing ones and with the bed facing the screen door, the sunlight shines in your face. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrea W. CA $138 CA $350 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Orlando-Hotels-Brand-New-Town-Home-32-5-Beds-In-Champion-Gates-Florida.h120048490.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/102000000/101420000/101414200/101414106/4cff0a16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101420000/101414200/101414106/e6595e5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101420000/101414200/101414106/83ba3299.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101420000/101414200/101414106/e1f76c7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Enchanted Island Villa - 5 miles from Disney, Newly Renovated, Resort Community Kissimmee 10/10 Exceptional (2) "The condo is awesome! I recommend staying there. Great communication with property manager. Check in was fast and easy. Thank you." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael De P. CA $220 CA $535 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Orlando-Hotels-Enchanted-Island-Villa-5-Mins-From-Disney.h101414106.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/122000000/121740000/121733800/121733762/9cfc6887.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121740000/121733800/121733762/7244f696.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/122000000/121740000/121733800/121733762/fe3fdbf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/122000000/121740000/121733800/121733762/ddba817c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peaceful 3BR Family Condo ✧ Minutes to Disney – Caribe Cove Resort! Kissimmee CA $74 CA $534 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Orlando-Hotels-Peaceful-3BR-Family-Condo-Minutes-To-Disney-Caribe-Cove-Resort.h121733762.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/60000000/59710000/59702100/59702055/90bb420c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/60000000/59710000/59702100/59702055/00ae98b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/60000000/59710000/59702100/59702055/193b2101.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/60000000/59710000/59702100/59702055/2833bb34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family-friendly condo near Disney w/ shared pool, hot tub, tennis, & volleyball Bahama Bay 9.6/10 Exceptional (34) "Great place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Annemarie R. CA $109 CA $429 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Orlando-Hotels-Family-Friendly-Condo-Near-Disney-W-Shared-Pool.h59702055.Hotel-Information) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/92000000/91080000/91074600/91074532/0346a199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91080000/91074600/91074532/25f258ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, foosball, computer monitors](https://images.trvl-media.com/lodging/92000000/91080000/91074600/91074532/44310a5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/92000000/91080000/91074600/91074532/ea3a9c1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ⭐️New listing 5 mi from Disney/Free Arcades, HeatedPool & Water park🌊 Kissimmee 9.8/10 Exceptional (15) "Very good. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ari G. CA $162 CA $668 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Orlando-Hotels-Private-Arcade.h91074532.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=2025-12-19&endDate=2025-12-20®ionId=6360395&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Four Corners Hotel Reviews ## Frequently asked questions ### How much does a winery hotel in Four Corners cost? ### Which area of Four Corners is best to stay in for vineyards and wineries? > For couples seeking a romantic escape, the quaint town of Mount Dora is perfect. Its cobbled streets, lovely waterfront, and vibrant arts scene create an intimate atmosphere. Enjoy a leisurely stroll through the historic downtown, where you can find charming boutiques and delightful restaurants, followed by a visit to the locally-loved vineyards nearby for a memorable wine tasting experience. > > > Families will appreciate the family-friendly offerings in Clermont, where you can combine vineyard visits with outdoor activities. The area's lakes provide ample opportunities for boating, fishing, and picnicking, ensuring a well-rounded experience. Many wineries also welcome children, making it easy to enjoy a day of exploration together. ### What winery activities should we do in Four Corners? > For couples looking to enjoy a romantic day out, a visit to the nearby Lakeridge Winery & Vineyard is highly recommended. This charming winery offers complimentary tours and tastings, allowing you to explore the vineyards and learn about the winemaking process together. After your tour, unwind on the scenic terrace with a glass of their signature Southern Red or indulge in their seasonal wine and cheese pairings. > > > Families will find plenty of activities in this region as well. At the nearby Orlando Winery, interactive tours are designed to entertain and educate younger visitors about the art of winemaking. The winery often hosts family-friendly events, including grape-stomping festivals and picnics on the grounds, ensuring everyone has a memorable experience. > > > For those seeking a culinary twist, consider joining a wine and dine event at one of the local bistros. Many establishments offer wine-pairing dinners that feature dishes crafted from fresh, local ingredients, perfectly complemented by the region's finest wines. It's a delightful way to indulge in the flavours of Florida while enjoying the company of loved ones. ### How can I save on a winery hotel in Four Corners with Expedia? ### Is it cheaper to book flights and a winery hotel in Four Corners as a package deal? ### Can I cancel my winery hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - [Adults Only Resorts & in Central Florida ](https://www.expedia.ca/Central-Florida-Hotels-Adults-Only-Resorts.0-0-d6048177-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Central Florida ](https://www.expedia.ca/Central-Florida-Hotels-Beach-Hotel.0-0-d6048177-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Central Florida ](https://www.expedia.ca/Central-Florida-Hotels-Boutique-Hotel.0-0-d6048177-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Business Hotels in Central Florida ](https://www.expedia.ca/Central-Florida-Hotels-Business-Hotel.0-0-d6048177-tBusinessHotel.Travel-Guide-Filter-Hotels) - 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