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Check prices for these dates

Next weekend
28 Mar - 30 Mar
In two weeks
4 Apr - 6 Apr
In one month
18 Apr - 20 Apr
In two months
16 May - 18 May

Compare 9899 Villas in Winter Garden with updated reviews, rates, and availability.

Modern Luxury Villa with Everything
Pool

Modern Luxury Villa with Everything

9.8 out of 10, Exceptional, (386)
"Our grandchildren squealed with joy as they went from room to room of this house. Each room was themed to perfection. The king bedrooms were nicely decorated and worked well for the adult family members. "
Modern Luxury Villa with Everything
Lakeview Luxury Villa with Everything
Pool

Lakeview Luxury Villa with Everything

10.0 out of 10, Exceptional, (78)
"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
Lakeview Luxury Villa with Everything
Pool

Lakeview Luxury Villa with Everything

9.8 out of 10, Exceptional, (337)
"Our family had a great time at the property. The house and rooms were as described in the listing. The pool and spa were a hit and were used by all. Small issues were addressed in a timely manner. Having the pool face the lake was excellent. It is very quiet, and there are birds, turtles, and even a gator to watch while relaxing. We would definitely stay again. "
Lakeview Luxury Villa with Everything
Ultimate Lakeview Villa with Everything!
Pool

Ultimate Lakeview Villa with Everything!

9.8 out of 10, Exceptional, (337)
"Very good, enjoy "
Ultimate Lakeview Villa with Everything!
Modern Luxury Villa with Everything
Pool

Modern Luxury Villa with Everything

9.6 out of 10, Exceptional, (213)
"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!

9.4 out of 10, Exceptional, (102)
"Bart spacious house with great private pool and entertainment rooms."
Ultimate Lakeview Villa with Everything!
Tropical Oasis - Windsor at Westside - NEW 7 Bedroom, 5.5 Bath, Pool/Spa/WiFI
A heated pool

Tropical Oasis - Windsor at Westside - NEW 7 Bedroom, 5.5 Bath, Pool/Spa/WiFI

8.6 out of 10, Excellent, (59)
"This stay allowed for a relaxing getaway. The house is in a great location and in a safe neighborhood. It’s very close to Disney for those traveling for that reason. The community amenities are great (pool, gym, lounge, etc). The house itself is very spacious and well decorated, with room to fit probably 20 people comfortably. There are some upkeep issues that show signs of wear and tear but this did not take away from the experience of the trip and my vacation as a whole. The host was receptive...
Tropical Oasis - Windsor at Westside - NEW 7 Bedroom, 5.5 Bath, Pool/Spa/WiFI
*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, (109)
"Excellent location, clean and spacious! Will definitely stay again!"
The price is AED 547
AED 1,593 total
includes taxes & fees
20 Apr - 21 Apr
*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works
JUST REMODELED!! 3BR/2BR Chic Villa Near Disney UNIT A
Fridge, microwave, oven, stovetop

JUST REMODELED!! 3BR/2BR Chic Villa Near Disney UNIT A

9.6 out of 10, Exceptional, (103)
"Great accomdations! The older locals were a hoot!!"
JUST REMODELED!! 3BR/2BR Chic Villa Near Disney UNIT A
Awesome Movie Themed 6 Bedroom Villa, Private Pool/Spa in Gated Resort
A heated pool

Awesome Movie Themed 6 Bedroom Villa, Private Pool/Spa in Gated Resort

8.4 out of 10, Very Good, (15)
"We had a group of 14 and we had plenty of space for everyone. House provided for all of our basic needs. Location was great!"
Awesome Movie Themed 6 Bedroom Villa, Private Pool/Spa in Gated Resort
Adventure Villa - Beauty & Beast Dining -Themed & Customize Rooms - Private Pool
Outdoor pool, a heated pool

Adventure Villa - Beauty & Beast Dining -Themed & Customize Rooms - Private Pool

9.8 out of 10, Exceptional, (220)
"Perfect house for family of 6 making a week-long trip to Disney. Parks were a quick 10-15 min drive and kids enjoyed the play room on our day off. "
Adventure Villa - Beauty & Beast Dining -Themed & Customize Rooms - Private Pool
Glenbrook Retreat-Come in as Guests and Leave as Friends
Outdoor pool, a heated pool

Glenbrook Retreat-Come in as Guests and Leave as Friends

9.6 out of 10, Exceptional, (179)
"My family and I loved our stay. The house is spacious, clean and is located in a great neighborhood . Would definitely stay here again. "
Glenbrook Retreat-Come in as Guests and Leave as Friends
Beautiful lake view villa
Outdoor pool, a heated pool

Beautiful lake view villa

9.2 out of 10, Wonderful, (74)
"Great place "
Beautiful lake view villa
A 6 Bedroom Home at Solterra Resort with Pool & Spa with a Nice Lake View!
Outdoor pool, a heated pool

A 6 Bedroom Home at Solterra Resort with Pool & Spa with a Nice Lake View!

9.4 out of 10, Exceptional, (84)
"The house was amazing , we enjoyed the heated pool and the view. Everything was exactly like the pictures and the beds were beyond comfortable. The house is fully equipped with everything you need for the stay. We had a great week and didn’t want to leave this property "
A 6 Bedroom Home at Solterra Resort with Pool & Spa with a Nice Lake View!
NEW LISTING! 4 Bed/4 Bath Home W/ South Facing Pool And Game room with A/C
Pool

NEW LISTING! 4 Bed/4 Bath Home W/ South Facing Pool And Game room with A/C

9.8 out of 10, Exceptional, (151)
"This has been the best property we have ever stayed at. I cannot express how impressed I was with the cleanliness of this home and just how nice everything was this property. Our 15 year-old and 11-year-old sons loved having their own bedrooms with TV and it was so nice to be able to come back every day and hop in a warm pool and hot tub that we had all to ourselves. The game room entertained us many nights with the pool table and air hockey. We loved the neighborhood and being able to walk to...
NEW LISTING! 4 Bed/4 Bath Home W/ South Facing Pool And Game room with A/C
Beautiful Spacious 3 Bedroom Villa with Private Pool and Wonderful Lake View
Pool

Beautiful Spacious 3 Bedroom Villa with Private Pool and Wonderful Lake View

8.6 out of 10, Excellent, (83)
"We have stayed at this property 3 times. The host is amazing, very responsive and kind. The location is great and the home is a great value. "
Beautiful Spacious 3 Bedroom Villa with Private Pool and Wonderful Lake View
DREAM VILLA 6BD / ALL EN-SUITE - Theatre*Pool*Spa
A heated pool

DREAM VILLA 6BD / ALL EN-SUITE - Theatre*Pool*Spa

9.6 out of 10, Exceptional, (17)
"The Home was perfect for us. "
DREAM VILLA 6BD / ALL EN-SUITE - Theatre*Pool*Spa
Be Our Guest House ~ A Unique Disney Experience in Itself ~ Star Wars & Frozen.
Exterior

Be Our Guest House ~ A Unique Disney Experience in Itself ~ Star Wars & Frozen.

10.0 out of 10, Exceptional, (236)
"Everything was clean and comfortable overall. It has plenty of space and the neighborhood was quiet. There is a grocery store at the highway 2 minutes from the house. The outdoor space is small but nice and had vests for small children. The only negative comments would be for the games. Pool cues were missing tips and there was no chalk for them. Air hockey table either wasnt moving enough air or the pucks are too worn to hover smoothly. I'm sure its tough to keep in good shape and it...
Be Our Guest House ~ A Unique Disney Experience in Itself ~ Star Wars & Frozen.
Lakeview Luxury Villa in Storey Lake
Pool

Lakeview Luxury Villa in Storey Lake

9.8 out of 10, Exceptional, (18)
"Great place! Weve stayed a few times and had a blast!"
Lakeview Luxury Villa in Storey Lake
Emerald Island Resort 8 Bed Pool Villa
A heated pool

Emerald Island Resort 8 Bed Pool Villa

7.0 out of 10, Good, (2)
"Beautiful home. Very well kept. We really enjoyed this beautiful house! Highly recommend. 10/10 "
Emerald Island Resort 8 Bed Pool Villa
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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Other property types in Winter Garden

The Grove Resort & Water Park Orlando
Aerial view

The Grove Resort & Water Park Orlando

4.0 star property
8.0 out of 10, Very Good, (7218)
"Great stay and very family friendly resort!!"
The price is AED 750
AED 1,027 total
includes taxes & fees
22 Apr - 23 Apr
The Grove Resort & Water Park Orlando
Home2 Suites by Hilton Orlando at Flamingo Crossings
Outdoor pool, open 9:00 AM to 10:00 PM, sun loungers

Home2 Suites by Hilton Orlando at Flamingo Crossings

3.0 star property
9.4 out of 10, Exceptional, (3936)
"Loved our room"
The price is AED 482
AED 542 total
includes taxes & fees
7 Apr - 8 Apr
Home2 Suites by Hilton Orlando at Flamingo Crossings
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Lobby

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

2.5 star property
9.4 out of 10, Exceptional, (2741)
"Nick customer's service exceeded our expectations, respectful, helpful and professional, THANKS NICK"
The price is AED 459
AED 517 total
includes taxes & fees
7 Apr - 8 Apr
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
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.

Frequently asked questions

How much do villas in Winter Garden cost?
Villas in Winter Garden cost between and 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. Traveling 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.