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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

Our top choices for Winter Garden villas

Outdoor dining

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

1-Bedroom Villa Near Disney w/ Pool & Lazy River
Kissimmee
The price is £207
includes taxes & fees
12 Jul - 13 Jul
1-Bedroom Villa Near Disney w/ Pool & Lazy River
Outdoor dining

Villa Near Disney World and SeaWorld

Villa Near Disney World and SeaWorld
Kissimmee
The price is £265
includes taxes & fees
14 Jul - 15 Jul
Villa Near Disney World and SeaWorld
Outdoor dining

Luxury Villa Near Walt Disney World

Luxury Villa Near Walt Disney World
Kissimmee
The price is £425
includes taxes & fees
12 Jul - 13 Jul
Luxury Villa Near Walt Disney World
Microwave, oven, stovetop, dishwasher

Vista Vibes • Upscale Escape · Lake Dora

Vista Vibes • Upscale Escape · Lake Dora
Mount Dora
10.0 out of 10, Exceptional, (3 reviews)
"Great comfortable place! Clean, nicely appointed and great location for Mt Dora downtown, Rennigers, and Kings Landing."
United States
Debbie T.
The price is £182
includes taxes & fees
21 Jul - 22 Jul
Vista Vibes • Upscale Escape · Lake Dora
Villa (3 Bedrooms) | Interior

The Farm House - Great Location + Pet Friendly!

The Farm House - Great Location + Pet Friendly!
3.0 star property
Windermere
The price is £397
includes taxes & fees
24 Jun - 25 Jun
The Farm House - Great Location + Pet Friendly!
Exterior

Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix

Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix
Altamonte Springs
9.2 out of 10, Wonderful, (7 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 £142
includes taxes & fees
24 Jun - 25 Jun
Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix
Outdoor dining

VedaHive Luxury Villa

VedaHive Luxury Villa
3.0 star property
Solterra Resort
7.6 out of 10, Good, (12 reviews)
"All inclusive good "
United States
Nelson
The price is £126
includes taxes & fees
24 Jun - 25 Jun
VedaHive Luxury Villa
Exterior

Clermont Tiny Home: Main Floor Queen, Lofts & No Pet Fees

Clermont Tiny Home: Main Floor Queen, Lofts & No Pet Fees
Clermont
10.0 out of 10, Exceptional, (19 reviews)
"This was our second time staying here. It was clean and well stocked for the week. The pools at the place were great. We were able to enjoy pickleball and golf on the resort as well. "
United States
Carolyn B.
The price is £211
includes taxes & fees
26 Jun - 27 Jun
Clermont Tiny Home: Main Floor Queen, Lofts & No Pet Fees
Exterior

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, (218 reviews)
"Excellent Host. Great spot. Everything you need. "
Canada
Ken D.
The price is £373
includes taxes & fees
24 Jun - 25 Jun
Amazing Villa with south facing pool and conservation view
Villa (3 Bedrooms) | Interior

Upstay Pristine 3BR Home With Private Pool & BBQ

Upstay Pristine 3BR Home With Private Pool & BBQ
3.0 star property
Clermont
The price is £259
includes taxes & fees
14 Jul - 15 Jul
Upstay Pristine 3BR Home With Private Pool & BBQ
Exterior

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, (69 reviews)
"We had an excellent stay at this property. Everything was very clean, well-maintained, and exactly as described. The resort itself is great, with a very comfortable and enjoyable atmosphere. A couple of small improvements could make the experience even better: providing more toilet paper, especially for larger groups, and including propane for the BBQ grill would be a nice added touch. Overall, we had a great experience and would definitely recommend this property to others."
United States
Jorge
Villa with Heated Pool+Spa - Near Disney, Universal Studios and Beaches!
Villa, 4 Bedrooms | Exterior

Sun Living: Golf Community, Private Pool 809 4 Bedroom Villa

Sun Living: Golf Community, Private Pool 809 4 Bedroom Villa
3.0 star property
Highlands Reserve
8.0 out of 10, Very good, (1 review)
"Loved the pool. Furniture serviceable not super comfy. Plan to bring in your own toilet paper, dish soap etc, they provide a very minimal amount of everything. "
United States
Michele
The price is £452
includes taxes & fees
29 Jun - 30 Jun
Sun Living: Golf Community, Private Pool 809 4 Bedroom Villa
Exterior

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, (10 reviews)
"House was big enough for the whole family nice pool great area "
United States
Chrystal S.
The price is £358
includes taxes & fees
29 Jun - 30 Jun
Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney
Exterior

SAFE QUIET PRIVATE Villa - Mins to ORL/Winter Park/Eola FREE PARKING/EV Charging

SAFE QUIET PRIVATE Villa - Mins to ORL/Winter Park/Eola FREE PARKING/EV Charging
College Park
10.0 out of 10, Exceptional, (30 reviews)
"Great place and super nice host. Definitely recommend this place if you're ever in Orlando"
United States
Keri G.
The price is £139
includes taxes & fees
25 Jun - 26 Jun
SAFE QUIET PRIVATE Villa - Mins to ORL/Winter Park/Eola FREE PARKING/EV Charging
Villa (5 Bedrooms) | Interior

Rustic Hideaway - Great Location + Pet Friendly!

Rustic Hideaway - Great Location + Pet Friendly!
3.0 star property
Windermere
The price is £439
includes taxes & fees
25 Jun - 26 Jun
Rustic Hideaway - Great Location + Pet Friendly!
Outdoor pool, a heated pool, pool loungers

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, (56 reviews)
"Super house and location, not far from Disney and Universal. Had a great week with the family. Really enjoyed the pool. "
United States
Liz J.
The price is £437
includes taxes & fees
28 Jun - 29 Jun
Splendid Lake View Villa With Heated Pool/spa Near Disney
Exterior

Completely Renovated 3/2 Close to Disney parks

Completely Renovated 3/2 Close to Disney parks
Royal Palm Bay
10.0 out of 10, Exceptional, (29 reviews)
"Rental was spacious and met all of our needs."
United States
Nikolaus K.
The price is £209
includes taxes & fees
28 Jun - 29 Jun
Completely Renovated 3/2 Close to Disney parks
Outdoor pool, a heated pool

🌿Welcome to the Jungle🌿

🌿Welcome to the Jungle🌿
Loughman
9.0 out of 10, Wonderful, (19 reviews)
"Hosts were great and very responsive! Our family loved our stay, house was nice and plenty of room for all of us! We would definitely stay here again! Thank you for being such great hosts!"
United States
Amanda P.
The price is £432
includes taxes & fees
28 Jun - 29 Jun
🌿Welcome to the Jungle🌿
A heated pool

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, (87 reviews)
"We had a small issue in the very beginning, but they were very accommodating and the communication was excellent! The house was perfect for what we needed it and we will definitely be renting again!"
United States
Kristina S.
The price is £304
includes taxes & fees
24 Jun - 25 Jun
Paradise at Tower Lake 6 bedrooms with swimming pool/spa and movie theater
Villa (3 Bedrooms) | Interior

Upstay-luxury 3BR Home w Private Pool & Games Room

Upstay-luxury 3BR Home w Private Pool & Games Room
3.5 star property
Clermont
The price is £264
includes taxes & fees
13 Jul - 14 Jul
Upstay-luxury 3BR Home w Private Pool & Games 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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Top Winter Garden Hotel Reviews

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

10/10 Excellent
"Most amazing food I had at a hotel or anywhere really in a while. My wife and I were pleasantly surprised. The place is huge and our room was a bit of a walk but that was fine. It was clean and the staff were friendly."
Thomas 1-night trip
Posted 2 hours ago
Hyatt Regency Orlando International Airport

Find out more about Winter Garden

Winter Garden Villas information

Number of reviews
560
Accommodation
10971 Villas
Lowest Price
£126
Highest Price
£462

Frequently asked questions

How much do villas in Winter Garden cost?
Villas in Winter Garden cost between £126 and £462 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.
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 travellers' 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.

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