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Our top choices for Winter Garden villas

1-Bedroom Villa Near Disney w/ Pool & Lazy River

1-Bedroom Villa Near Disney w/ Pool & Lazy River
Kissimmee
The price is ¥26,855
¥40,416 total
includes taxes & fees
Apr 13 - Apr 14
1-Bedroom Villa Near Disney w/ Pool & Lazy River

Luxury Villa Near Walt Disney World

Luxury Villa Near Walt Disney World
Kissimmee
The price is ¥64,005
¥86,682 total
includes taxes & fees
Apr 13 - Apr 14
Luxury Villa Near Walt Disney World

Villa Near Disney World and SeaWorld

Villa Near Disney World and SeaWorld
Kissimmee
The price is ¥36,404
¥51,158 total
includes taxes & fees
Apr 13 - Apr 14
Villa Near Disney World and SeaWorld

Villa with Heated Pool+Spa - Near Disney, Universal Studios and Beaches!

Villa with Heated Pool+Spa - Near Disney, Universal Studios and Beaches!
Davenport
9.0 out of 10, Wonderful, (67 reviews)
"Maintenance was phenomenal"
United States
Tirhonda H.
The price is ¥20,126
¥127,260 total
includes taxes & fees
Mar 23 - Mar 24
Villa with Heated Pool+Spa - Near Disney, Universal Studios and Beaches!

VedaHive Luxury Villa

VedaHive Luxury Villa
3.0 star property
Solterra Resort
6.8 out of 10, (8 reviews)
"Room was clean, place was nice and quiet. "
United States
Abi
The price is ¥6,127
¥26,500 total
includes taxes & fees
Mar 25 - Mar 26
VedaHive Luxury Villa

Amazing Villa with south facing pool and conservation view

Amazing Villa with south facing pool and conservation view
Watersong
9.8 out of 10, Exceptional, (216 reviews)
"The property was very spacious. My family and I were able to get some much needed rest, while enjoying the Thanksgiving holiday. I wish our stay was longer."
United States
Kenya B.
The price is ¥30,189
¥83,724 total
includes taxes & fees
Mar 31 - Apr 1
Amazing Villa with south facing pool and conservation view

Pet Friendly, Modern Tiny Home in Vibrant Clermont!

Pet Friendly, Modern Tiny Home in Vibrant Clermont!
Clermont
10.0 out of 10, Exceptional, (14 reviews)
"Very clean and has everything you need."
United States
Kathleen S.
The price is ¥19,908
¥45,490 total
includes taxes & fees
Mar 18 - Mar 19
Pet Friendly, Modern Tiny Home in Vibrant Clermont!

Paradise at Tower Lake 6 bedrooms with swimming pool/spa and movie theater

Paradise at Tower Lake 6 bedrooms with swimming pool/spa and movie theater
Haines City
8.8 out of 10, Excellent, (84 reviews)
"Beautiful and spacious home. We had a few concerns upon arrival and the host Jenny was very quick to respond and work with property management to address our concerns."
United States
Michele Watkins E.
The price is ¥27,953
¥67,854 total
includes taxes & fees
Mar 18 - Mar 19
Paradise at Tower Lake 6 bedrooms with swimming pool/spa and movie theater

The Farm House - Great Location + Pet Friendly!

The Farm House - Great Location + Pet Friendly!
3.0 star property
Windermere
The price is ¥23,489
¥88,189 total
includes taxes & fees
Mar 18 - Mar 19
The Farm House - Great Location + Pet Friendly!

Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney

Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney
Trafalgar Village
8.8 out of 10, Excellent, (9 reviews)
"House was big enough for the whole family nice pool great area "
United States
Chrystal S.
The price is ¥15,914
¥76,328 total
includes taxes & fees
Mar 22 - Mar 23
Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney

Gilded Parasol By Shine Villas Remington Golf #410 4 Bedroom Home

Gilded Parasol By Shine Villas Remington Golf #410 4 Bedroom Home
3.0 star property
Kissimmee
The price is ¥22,475
¥105,260 total
includes taxes & fees
Mar 22 - Mar 23
Gilded Parasol By Shine Villas Remington Golf #410 4 Bedroom Home

Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!

Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!
Kissimmee
8.8 out of 10, Excellent, (86 reviews)
"We had no issues during our stay. We enjoyed the activities that that resort offered. "
United States
Deborah W.
The price is ¥34,901
¥143,513 total
includes taxes & fees
Mar 18 - Mar 19
Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!

Modern 3 Bed Villa, Newly Renovated, Prime Location

Modern 3 Bed Villa, Newly Renovated, Prime Location
3.0 star property
Kissimmee
The price is ¥19,982
¥48,237 total
includes taxes & fees
Mar 18 - Mar 19
Modern 3 Bed Villa, Newly Renovated, Prime Location

7BR Lakefront | Pool & Hot Tub

7BR Lakefront | Pool & Hot Tub
Edgewood
9.6 out of 10, Exceptional, (20 reviews)
"We had a nice stay, and Paul was very attentive!"
United States
Susan M.
The price is ¥57,609
¥114,602 total
includes taxes & fees
Mar 22 - Mar 23
7BR Lakefront | Pool & Hot Tub

Close to Disney - shabby chic style villa with private pool!!

Close to Disney - shabby chic style villa with private pool!!
Lake Berkley
9.4 out of 10, Exceptional, (120 reviews)
"Very good villa; very comfortable beds and in a great location on the 192, close to shops, parks and restaurants."
United Kingdom
Ann Q.
The price is ¥26,895
¥65,084 total
includes taxes & fees
Apr 17 - Apr 18
Close to Disney - shabby chic style villa with private pool!!

Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix

Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix
Altamonte Springs
9.0 out of 10, Wonderful, (4 reviews)
"The stay was great. There was a slight smell of a chemical odor but not overwhelming. The bed was comfy with clean sheets and there were enough clean towels. Made friends with the local cat. Overall, its was a great stay!"
United States
Marty H.
The price is ¥14,179
¥30,650 total
includes taxes & fees
Mar 30 - Mar 31
Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix

College Park SAFE QUIET PVT Villa - Mins to ORL/Winter Park/Eola FREE PARKING

College Park SAFE QUIET PVT Villa - Mins to ORL/Winter Park/Eola FREE PARKING
College Park
10.0 out of 10, Exceptional, (26 reviews)
"Great place and super nice host. Definitely recommend this place if you're ever in Orlando"
United States
Keri G.
The price is ¥15,254
¥27,544 total
includes taxes & fees
Apr 14 - Apr 15
College Park SAFE QUIET PVT Villa - Mins to ORL/Winter Park/Eola FREE PARKING

Splendid Lake View Villa With Heated Pool/spa Near Disney

Splendid Lake View Villa With Heated Pool/spa Near Disney
Loughman
9.4 out of 10, Exceptional, (48 reviews)
"beautiful stay will defiantly recommend! host was very accommodating! "
United States
sura l.
The price is ¥40,581
¥106,974 total
includes taxes & fees
Apr 6 - Apr 7
Splendid Lake View Villa With Heated Pool/spa Near Disney

Rustic Hideaway - Great Location + Pet Friendly!

Rustic Hideaway - Great Location + Pet Friendly!
3.0 star property
Windermere
Rustic Hideaway - Great Location + Pet Friendly!

New 4BR Villa Themed Beds Magic

New 4BR Villa Themed Beds Magic
2.0 star property
Davenport
10.0 out of 10, Exceptional, (1 review)
"The house was immaculate and the owners were very responsive to any needs we had."
United States
Kirsten
The price is ¥30,881
¥89,899 total
includes taxes & fees
Mar 23 - Mar 24
New 4BR Villa Themed Beds Magic
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

Find out more about Winter Garden

Winter Garden Villas information

Number of reviews
703
Accommodation
10421 Villas
Lowest Price
¥26,500
Highest Price
¥143,513

Frequently asked questions

How much do villas in Winter Garden cost?
Villas in Winter Garden cost between ¥26,500 and ¥143,513 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.
What is there to do near my villa in Winter Garden?
Whatever your tastes or interests, Winter Garden has lots of things to keep you busy. Orange County National Golf Club, Resurrection Catholic Church and West Orange Trail are on most travelers' sightseeing plans. You shouldn't miss Winter Garden Art Association, Winter Garden Heritage Museum and Oakland Nature Preserve either. With Expedia's Winter Garden hotel deals, you can discover more terrific attractions like these with the money you save.