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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Villas in Winter Garden and around

Lakeview Luxury Villa with Everything
Pool

Lakeview Luxury Villa with Everything

9.8 out of 10, Exceptional, (379)
"Location was great! House was great lots to do, lots of space, clean, absolutely loved it!"
Lakeview Luxury Villa with Everything
Ultimate Lakeview Villa with Everything!
Outdoor dining

Ultimate Lakeview Villa with Everything!

9.4 out of 10, Exceptional, (132)
"Fantastic stay"
Ultimate Lakeview Villa with Everything!
Amazing Reunion Resort Vacation Villa With Pool
Exterior

Amazing Reunion Resort Vacation Villa With Pool

8.8 out of 10, Excellent, (38)
"Excellent stay, easy drive to all the parks"
Amazing Reunion Resort Vacation Villa With Pool
Lakeview Luxury Villa with Everything
Pool

Lakeview Luxury Villa with Everything

9.8 out of 10, Exceptional, (100)
"Overall was a great stay. Good location. Close to attractions. Only negative would be pool furniture was poor quality. Beds were very comfortable. "
Lakeview Luxury Villa with Everything
Modern Luxury Villa with Everything
Exterior

Modern Luxury Villa with Everything

9.6 out of 10, Exceptional, (239)
"Check in was easy, David and the team did a great Job. House was very nice, plenty of things to do. Will be staying here again on our next trip"
Modern Luxury Villa with Everything
Lakeview Luxury Villa with Everything!
Exterior

Lakeview Luxury Villa with Everything!

9.8 out of 10, Exceptional, (34)
"We loved the house and its location. Plenty of rooms for bigger families even though we were family of 4. Kids loved themed bedrooms and gaming room as well as pool with nice view. Very close to Target and many restaurants both for quick breakfast and dinner. Trip to Epcot took 20min without major traffic jams. "
Lakeview Luxury Villa with Everything!
Modern Luxury Villa with Everything
Exterior

Modern Luxury Villa with Everything

9.8 out of 10, Exceptional, (431)
"This the best place I’ve stayed at!!! Thank you so much and we made many sweet memories!!! "
Modern Luxury Villa with Everything
Lakeview Luxury Villa in Storey Lake
Pool

Lakeview Luxury Villa in Storey Lake

9.8 out of 10, Exceptional, (34)
"Great place! Weve stayed a few times and had a blast!"
Lakeview Luxury Villa in Storey Lake
🌟 Spacious 4BR Getaway 🏡 Pool, Privacy & Near Parks 🎢
Exterior

🌟 Spacious 4BR Getaway 🏡 Pool, Privacy & Near Parks 🎢

10.0 out of 10, Exceptional, (6)
🌟 Spacious 4BR Getaway 🏡 Pool, Privacy & Near Parks 🎢
180 Degree Water Views. No rear Neighbours. Games Rm. Spa. Cinema Star Wars.
A heated pool

180 Degree Water Views. No rear Neighbours. Games Rm. Spa. Cinema Star Wars.

9.2 out of 10, Wonderful, (5)
180 Degree Water Views. No rear Neighbours. Games Rm. Spa. Cinema Star Wars.
Hampton Lakes - Contemporary 4 bedrooms home with game room
Exterior

Hampton Lakes - Contemporary 4 bedrooms home with game room

9.2 out of 10, Wonderful, (15)
"We enjoyed our stay the house was great we loved the pool was clean and I paid extra for it to be heated..would go back to this house to stay .was close to stores too . Thanks for letting us have this home ."
Hampton Lakes - Contemporary 4 bedrooms home with game room
Luxury 12 Bed / 14 Bath Villa in Reunion Resort
Exterior

Luxury 12 Bed / 14 Bath Villa in Reunion Resort

9.4 out of 10, Exceptional, (86)
"Great location. House had many small repairs needed. Refrigerator, coffee pot, food stuck on curtain to pool, shower in one room broken knob and didn’t work. "
Luxury 12 Bed / 14 Bath Villa in Reunion Resort
Luxury Villa Close to Disney 5br Private Pool
A heated pool

Luxury Villa Close to Disney 5br Private Pool

9.8 out of 10, Exceptional, (59)
"Everything was great!! We very much enjoyed our stay! "
Luxury Villa Close to Disney 5br Private Pool
Stunning lake view, private pool,near Disney ,games room,free WiFi ,play golf
Exterior

Stunning lake view, private pool,near Disney ,games room,free WiFi ,play golf

9.2 out of 10, Wonderful, (241)
"This was a great stay. Would come back."
Stunning lake view, private pool,near Disney ,games room,free WiFi ,play golf
West Facing Pool and Spa
Pool

West Facing Pool and Spa

9.0 out of 10, Wonderful, (76)
"The house was as advertised. It was spacious and comfortable and made for a great and relaxing vacation. Would definitely stay here again. "
West Facing Pool and Spa
3 MILES FROM DISNEY!! Private SOUTH facing Pool. Awesome family villa
Exterior

3 MILES FROM DISNEY!! Private SOUTH facing Pool. Awesome family villa

9.6 out of 10, Exceptional, (219)
"This was just the perfect base to visit the parks and explore the Kissimmee area. Check in was easy and there was good communication with the property manager. "
3 MILES FROM DISNEY!! Private SOUTH facing Pool. Awesome family villa
4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee Us192
Exterior

4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee Us192

10.0 out of 10, Exceptional, (297)
"."
4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee Us192
7BR Lakefront Duplex w/ Pool, Sauna & Hot Tub!
Indoor pool

7BR Lakefront Duplex w/ Pool, Sauna & Hot Tub!

9.8 out of 10, Exceptional, (16)
"We stayed here for a golf trip in Orlando and it is fantastic property for a large group with plenty of spacious bedrooms and top notch amenities to offer."
The price is €536
includes taxes & fees
18 Aug - 19 Aug
7BR Lakefront Duplex w/ Pool, Sauna & Hot Tub!
Unbeatable Location: Your Dream Villa Next to SeaWorld
Exterior

Unbeatable Location: Your Dream Villa Next to SeaWorld

9.4 out of 10, Exceptional, (65)
"Needed a place to stay the night before a cruise and the night after it. Chris was accommodating, responded to my messages and inquiries promptly. The staff at the check in place was nice as well and pointed us to the pool and laundry areas. Great place! "
Unbeatable Location: Your Dream Villa Next to SeaWorld
Close to Disney and Universal
Property grounds

Close to Disney and Universal

9.8 out of 10, Exceptional, (102)
"Appreciated the four bedrooms and great pool, tennis courts and basketball courts on site. Had one minor issue and Corey responded very quickly. It was resolved the same day. Great spot and great host!"
Close to Disney and Universal
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.
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Top Winter Garden Hotel Reviews

Hyatt House Orlando International Drive

Hyatt House Orlando International Drive

10/10 Excellent
"I like that the staff was super friendly and very helpful in recommendations aroind the area and explained the hotel accomidations. Really enjoyed Orlando and the Hyatt really exceeded my expectations. Really recommend this hotel to everyone wanting to visit Orlando. Also less than 10 min. drive all of the Universal Studios Theme parks.Thank you Hyatt staff and will be returning soon."
Oscar 6-night trip
Posted 7 hours ago
Hyatt House Orlando International Drive

Frequently asked questions

How much do villas in Winter Garden cost?
Villas in Winter Garden cost between €536 and €536 per night. These stays offer the privacy to enjoy your own space at a price that's gentle to your wallet. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your villa in Winter Garden with Expedia?
With Expedia, it's easy to find your ideal villa in Winter Garden. Travelling with the kids? Use our helpful filters to search for stays with amenities like a pool and WiFi. If you have a budget, choose how much you're willing to spend and your preferred star rating. We'll help you find the right place in tune with your taste and style.
How can I find cheap villas in Winter Garden?
A great way to get cheap villas in Winter Garden is with Expedia's convenient filter tool. Refine your search results by star rating, budget and amenities to grab awesome bargains in only a click or two.