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Compare 8336 Villas in Winter Garden with updated reviews, rates, and availability.

Modern Luxury Villa with Everything

9.8 out of 10, Exceptional, (350)
"Property was as advertised. Very clean and comfortable for our large family! The kids loved the pool and game room. The beds were very comfortable. As others have mentioned there are minor “ lived in” things about the house, this actually made me more comfortable because we all know littles can be hard on stuff. The adults were able to relax. I would 100 recommend!"
Modern Luxury Villa with Everything

Glenbrook Retreat-Come in as Guests and Leave as Friends

9.6 out of 10, Exceptional, (172)
"I loved everything about this home, this home made my trip more than what i excepted. My kids loved the pool and they did not want to get out of it. They also loved the game room, we’ve played all night in there. I would definitely recommend this home to any family that’s planning a vacation to Orlando. "
Glenbrook Retreat-Come in as Guests and Leave as Friends

Lakeview Luxury Villa with Everything

9.8 out of 10, Exceptional, (298)
"We absolutely love staying in the Luxury homes offered by David (DHV)! This was our second time staying and it is truly a luxury vacation. You will not be disappointed if you stay in one of his homes."
Lakeview Luxury Villa with Everything

Ultimate Lakeview Villa with Everything!

9.4 out of 10, Exceptional, (88)
"Perfect house for large group of people. It had everything that we needed. "
Ultimate Lakeview Villa with Everything!

Gorgeous Home with Golf Course View Championsgate

10.0 out of 10, Exceptional, (22)
"House is a great layout and gives something for everyone to do! Location to theme parks was a bonus! "
Gorgeous Home with Golf Course View Championsgate

Lakeview Luxury Villa in Storey Lake

10.0 out of 10, Exceptional, (9)
"Thank you for the amazing stay! Easy Uber rides to anywhere you want to go. The house great, modern sleek decor and kids rooms are decorated perfectly! The pool and hot tub were amazing at the end of the long day. Use we go shop for delivery of groceries!!!! Kind souls who do a fabulous job of shopping for you and they will stock your kitchen for you! The home is on the end and corner so you have privacy, but also a great view on the lake to watch wildlife and sip morning coffee: Thank you...
Lakeview Luxury Villa in Storey Lake

Your child's dream home! Arcade room, outdoor pool with bar, family friendly!

9.8 out of 10, Exceptional, (19)
"My family and I enjoyed this beautiful home! The home was exactly as listed. Very spacious, clean, and family friendly. We definitely enjoyed the outside pool/bar area. The owner was also amazing, he was very responsive and took care of the few minor issues brought to his attention. The only concern we had was the parking, 7 parking spaces, but 9 vehicle. Next time my family visit we will definitely be prepared with less vehicles. Overall stay was amazing!!! We will be coming back to this...
Your child's dream home! Arcade room, outdoor pool with bar, family friendly!

Blue Villa Beauty- 3bed/3bath Margaritaville Resort

10.0 out of 10, Exceptional, (28)
"Excellent property. Exactly as advertised. The host is attentive and helpful. Very comfortable for a family of six."
Blue Villa Beauty- 3bed/3bath Margaritaville Resort

Splendid 5 Lake View Villa With Heated Pool/spa Near Disney

9.4 out of 10, Exceptional, (20)
"Very clean and the host was very accommodating and quick to respond to us. "
The price is AED 735
AED 2,553 total
includes taxes & fees
4 Jan - 5 January 2025
Splendid 5 Lake View Villa With Heated Pool/spa Near Disney

Exceptional 5 Bedroom Property On Reunion Resort Golf Course

9.0 out of 10, Wonderful, (43)
"Nice place to stay. "
Exceptional 5 Bedroom Property On Reunion Resort Golf Course

Villa in Kissimmee next to Disney!

9.0 out of 10, Wonderful, (12)
"My family of 8 stayed here with our 2 dogs right after Hurricane Milton. I didn't have high expectations as a hurricane just hit, but the home was clean and ready for us. My kids were very excited about the home, especially the large pool and the "smart" refrigerator where they could watch YouTube and have dance parties together in the kitchen. The games in the garage were also a big hit with the kids as they loved playing pool and darts especially. The outside was my favorite part with the...
Villa in Kissimmee next to Disney!

Ultimate Lakeview Villa with Everything!

9.8 out of 10, Exceptional, (320)
"The house is exactly as listed. We stayed in this house to explore the parks and locations in Orlando. We had to leave this home to go to another house for the remainder of our stay in Florida so we were closer to the wedding venue over the weekend. Our kids were so upset to leave this house. I think some of the adults were equally upset, too. Between the heated pool, hottub, the game room (the kids have a newfound love of pool now), and the theatre room, they had zero desire to leave! We had...
Ultimate Lakeview Villa with Everything!

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

8.6 out of 10, Excellent, (82)
"Easy to find, spacious, pretty lake, quiet neighborhood. Comfy beds. House is in need of paint, grout and carpet. Definitely pet friendly. Could use a doggie gate between formal carpeted rooms and vinyl . I made a barrier with iron board. My pup is only 3lbs. But the carpet had many stains from previous pets. Pool wasn’t heated so we called manager Craig whom walked us through set up. Malfunctioning pool alarm on sliding door went off numerous times and came off door and had to be rehung. Broken...
Beautiful Spacious 3 Bedroom Villa with Private Pool and Wonderful Lake View

Experience Kissimmee living near vibrant Old Town

9.6 out of 10, Exceptional, (25)
"This house was nice and conveniently located to Disney world and other attractions. "
Experience Kissimmee living near vibrant Old Town

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

9.6 out of 10, Exceptional, (100)
"Owners were responsive with questions we had prior to our check in. The rental was clean upon arrival and we did not have any issues during our stay. We were in town for a dance competition and this was a quick drive over to the convention center. "
JUST REMODELED!! 3BR/2BR Chic Villa Near Disney UNIT A

Stunning 3 bed/2 bath w Den/Near Disney/South Facing Pool/Hot Tub/FreeWiFi/Xbox1

9.4 out of 10, Exceptional, (74)
"We had a very relaxing stay at this home. All the amenities listed. Perfect for a family vacation. "
Stunning 3 bed/2 bath w Den/Near Disney/South Facing Pool/Hot Tub/FreeWiFi/Xbox1

Lakeview Luxury Villa with Everything

9.8 out of 10, Exceptional, (60)
"Loved the house, very spacious and great location."
Lakeview Luxury Villa with Everything

5 Miles to Disney/Gorgeous Home/Wi-Fi/Parking/BBQ Grill/Family Friendly

9.6 out of 10, Exceptional, (100)
"Good location and clean property. Would have liked some more basic items like additional toilet paper and paper towels for the price of the stay. Overall it was comfortable and quiet"
5 Miles to Disney/Gorgeous Home/Wi-Fi/Parking/BBQ Grill/Family Friendly

Storey Lake *10 mim -> Disney * Modern 4Bd/3Ba

9.6 out of 10, Exceptional, (19)
"Our original booking had an issue and we were upgraded to this property. We were notified day of issue, but without a beat they immediately offered another rental location of a comparable size. The upgraded location was slightly further away from theme parks, but still central between Universal, Disney, and the airport.Only hiccup of checking in was the process of getting in at the gate, however rental property agent responded immediately and helped resolve issue. Found house to be super clean...
Storey Lake *10 mim -> Disney * Modern 4Bd/3Ba

Amazing villa close to Disney with 5* Reviews

10.0 out of 10, Exceptional, (248)
"The layout is great with a fantastic pool area. Great location to restaurants, shopping and Disney."
Amazing villa close to Disney with 5* Reviews
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

Lake Buena Vista Resort Village & Spa

4.0 star property
8.4 out of 10, Very Good, (8214)
"I really want to give 5 stars but the when you walk off the elevator to go to the apartment there is an overwhelming musty smell. Then when we were in our apartment the smell was so bad, we got there at 3:30am and I had been driving over 12 hours so at that point I just wanted to sleep and worry about it tomorrow. We bought airfresher the next day, it’s not like we planned to be in the room often, and decided to just deal with it. The couch and the dining chairs really need to be replaced. ...
The price is AED 716
AED 914 total
includes taxes & fees
23 Dec - 24 Dec
Lake Buena Vista Resort Village & Spa

The View Studio Suites and Event Venue

3.5 star property
8.4 out of 10, Very Good, (638)
"Had a pleasant stay. Customer service was top notch and the breakfast was table service and included with your stay. Very nice surprise. Spacious rooms and large bed. Very nice decor inside. Quiet and neat. Would recommend staying here and is on our list of visit again. Thank you. "
The price is AED 281
AED 316 total
includes taxes & fees
12 Jan - 13 January 2025
The View Studio Suites and Event Venue

Floridays Resort Orlando

3.5 star property
8.6 out of 10, Excellent, (11119)
"It’s always nice to stay here . Clean and close to everything "
The price is AED 691
AED 901 total
includes taxes & fees
23 Dec - 24 Dec
Floridays Resort Orlando
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?
Prepare to pay between AED 735 and AED 735 per night for a villa in Winter Garden. No matter your budget, the perfect stay is only a click or two away on Expedia. 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?
We think that vacations should be stress-free, so if you’re in search of villas at a competitive price, Expedia delivers. Save cash and choose an all-inclusive stay, or splurge on a luxury villa to treat your sweetheart. Our handy filters make it easy to find an escape in Winter Garden that checks your boxes.
How can I find cheap villas in Winter Garden?
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