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Check prices for these dates

Next weekend
11 Jul - 13 Jul
In two weeks
18 Jul - 20 Jul
In one month
1 Aug - 3 Aug
In two months
29 Aug - 31 Aug

Browse Select Winter Garden Villas

Ultimate Lakeview Villa with Everything!
Pool

Ultimate Lakeview Villa with Everything!

9.4 out of 10, Exceptional, (128)
"Bart spacious house with great private pool and entertainment rooms."
Ultimate Lakeview Villa with Everything!
Lakeview Luxury Villa with Everything
Pool

Lakeview Luxury Villa with Everything

9.8 out of 10, Exceptional, (370)
"Beautiful house! Ample space for families with a pool and a lake view. Close to all attractions. Highly reccomended! "
Lakeview Luxury Villa with Everything
Modern Luxury Villa with Everything
Pool

Modern Luxury Villa with Everything

9.6 out of 10, Exceptional, (235)
"Wonderful to have a pool at the house for the kids to enjoy anytime. Very spacious. Loved the theater and game rooms. "
Modern Luxury Villa with Everything
Ultimate Lakeview Villa with Everything!
Pool

Ultimate Lakeview Villa with Everything!

9.8 out of 10, Exceptional, (363)
"We’d absolutely stay here again!"
Ultimate Lakeview Villa with Everything!
*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works
Smart TV, DVD player, books, stereo

*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works

9.6 out of 10, Exceptional, (123)
"Excellent location, clean and spacious! Will definitely stay again!"
The price is £357
includes taxes & fees
6 Jul - 7 Jul
*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works
4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee Us192
Pool

4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee Us192

10.0 out of 10, Exceptional, (292)
"We stayed here for proximity to Disney parks. It provided a short commute."
4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee Us192
Lakeview Luxury Villa with Everything
Pool

Lakeview Luxury Villa with Everything

9.8 out of 10, Exceptional, (97)
"Families all loved the house, pool, theatre and games room. The boys were impressed with the Starwars room and had a blast with the games . "
Lakeview Luxury Villa with Everything
Only 3 Miles to Disney! South Facing Private Pool 6 BDRM Villa w/ Movie Theatre
Outdoor dining

Only 3 Miles to Disney! South Facing Private Pool 6 BDRM Villa w/ Movie Theatre

10.0 out of 10, Exceptional, (104)
"Location only got a four out of five because we needed doggie day care and the best place we could find was bass pet resort and spa, which was quite a drive from the house."
Only 3 Miles to Disney! South Facing Private Pool 6 BDRM Villa w/ Movie Theatre
Adventure Villa - Heated Pool & Spa - Themed Rooms - Min. to Disney - Game room
Exterior

Adventure Villa - Heated Pool & Spa - Themed Rooms - Min. to Disney - Game room

9.8 out of 10, Exceptional, (242)
"The home was perfect for our family vacation in Orlando "
Adventure Villa - Heated Pool & Spa - Themed Rooms - Min. to Disney - Game room
MARCH SPECIAL AVAILABLE!
Fridge, microwave, stovetop, dishwasher

MARCH SPECIAL AVAILABLE!

9.0 out of 10, Wonderful, (74)
"We were visiting Disney and the location was great. The home is nicely appointed and well maintained. Would definitely recommend. "
MARCH SPECIAL AVAILABLE!
PRIVATE VILLA WITH SECURITY GATE, ON SUNSET LAKES-KISSIMMEE. 10MIN TO DISNEY :)
Property grounds

PRIVATE VILLA WITH SECURITY GATE, ON SUNSET LAKES-KISSIMMEE. 10MIN TO DISNEY :)

9.8 out of 10, Exceptional, (122)
"The house had everything we needed. Kids loved the pool. Parents loved the alarms on the pool doors. Lots of kitchen items to make it easy to cook some meals. Location was ideal. Will stay here again. "
PRIVATE VILLA WITH SECURITY GATE, ON SUNSET LAKES-KISSIMMEE. 10MIN TO DISNEY :)
Close to Disney and Universal from 89.00 p/n May sale.
Exterior

Close to Disney and Universal from 89.00 p/n May sale.

9.8 out of 10, Exceptional, (101)
"Close to the parks, clean and confortable. Would rent again if we do another trip"
Close to Disney and Universal from 89.00 p/n May sale.
Sandyridge Disney/Universal/Golf 4bed/3bath Villa book now Pool Heat Included
Outdoor pool, a heated pool

Sandyridge Disney/Universal/Golf 4bed/3bath Villa book now Pool Heat Included

9.6 out of 10, Exceptional, (105)
"Fantastic home and owner. Wouldnt hesitate to book this home again. Rocky was an excellent host and the property is very well kept. "
Sandyridge Disney/Universal/Golf 4bed/3bath Villa book now Pool Heat Included
Amazing Villa with south facing pool and conservation view
Pool

Amazing Villa with south facing pool and conservation view

9.8 out of 10, Exceptional, (207)
"Clean Property, pool and hot tub are heated with natural gas so it is very warm on those cool January dayswould definitely stay here again. "
The price is £371
includes taxes & fees
2 Jul - 3 Jul
Amazing Villa with south facing pool and conservation view
South Facing Pool and Spa - Resort Amenities
Pool

South Facing Pool and Spa - Resort Amenities

7.6 out of 10, Good, (19)
"Lets go positive first Listing was mostly as advertised"
The price is £422
includes taxes & fees
2 Jul - 3 Jul
South Facing Pool and Spa - Resort Amenities
Luxury 4 BR /3 BA Villa - Pool/Spa Not Overlooked, Games Room
Exterior

Luxury 4 BR /3 BA Villa - Pool/Spa Not Overlooked, Games Room

9.8 out of 10, Exceptional, (166)
"Quite neighborhood. Busy highway around the area"
Luxury 4 BR /3 BA Villa - Pool/Spa Not Overlooked, Games Room
Modern Luxury Villa with Everything
TV, table football, stereo

Modern Luxury Villa with Everything

9.8 out of 10, Exceptional, (425)
"House was as expected. Kids loved the pool and game room. Proximity to everything Orlando has to offer was great."
Modern Luxury Villa with Everything
Lakeview Luxury Villa in Storey Lake
Pool

Lakeview Luxury Villa in Storey Lake

9.8 out of 10, Exceptional, (30)
"Great place! Weve stayed a few times and had a blast!"
Lakeview Luxury Villa in Storey Lake
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.

10.0 out of 10, Exceptional, (2)
"The place was so great. The kids had so much to do it rain one of our days and the kids still had so much fun. We celebrated my son sixth birthday and we will be returning."
The price is £708
includes taxes & fees
13 Jul - 14 Jul
180 Degree Water Views. No rear Neighbours. Games Rm. Spa. Cinema Star Wars.
3 Miles from Disney!!!!! 4 Bedroom Villa with Private Pool/Game Room
Outdoor pool, a heated pool

3 Miles from Disney!!!!! 4 Bedroom Villa with Private Pool/Game Room

9.8 out of 10, Exceptional, (18)
"Awesome place to stay. Beautiful house, wonderful private pool and safe location. Our entire family enjoyed our stay."
3 Miles from Disney!!!!! 4 Bedroom Villa with Private Pool/Game Room
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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Frequently asked questions

How much do villas in Winter Garden cost?
Villas in Winter Garden cost between £357 and £708 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.