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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Winter Garden villas

Outdoor dining

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

1-Bedroom Villa Near Disney w/ Pool & Lazy River
Kissimmee
The price is AU$324
includes taxes & fees
4 Sept - 5 Sept
1-Bedroom Villa Near Disney w/ Pool & Lazy River
Outdoor dining

2. Villa Near Disney World and SeaWorld

Villa Near Disney World and SeaWorld
Kissimmee
The price is AU$486
includes taxes & fees
6 Sept - 7 Sept
Villa Near Disney World and SeaWorld
Outdoor dining

3. Luxury Villa Near Walt Disney World

Luxury Villa Near Walt Disney World
Kissimmee
Luxury Villa Near Walt Disney World
Villa (5 Bedrooms) | Interior

4. Rustic Hideaway - Great Location + Pet Friendly!

Rustic Hideaway - Great Location + Pet Friendly!
3.0 star property
Windermere
The price is AU$784
includes taxes & fees
24 Aug - 25 Aug
Rustic Hideaway - Great Location + Pet Friendly!
Villa (4 Bedrooms) | Interior

5. Contemporary 4BR Townhome With Pool & Themed Rooms

Contemporary 4BR Townhome With Pool & Themed Rooms
3.5 star property
Clermont
10.0 out of 10, Exceptional, (1 review)
"Even better than what is shown"
United States
Malyjah
The price is AU$451
includes taxes & fees
30 Aug - 31 Aug
Contemporary 4BR Townhome With Pool & Themed Rooms
Exterior

6. 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 AU$385
includes taxes & fees
24 Aug - 25 Aug
Clermont Tiny Home: Main Floor Queen, Lofts & No Pet Fees
Microwave, oven, stovetop, dishwasher

7. Vista Vibes • Boutique Escape Near Lake Dora • Acreage & Boat Parking

Vista Vibes • Boutique Escape Near Lake Dora • Acreage & Boat Parking
Mount Dora
10.0 out of 10, Exceptional, (4 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 AU$333
includes taxes & fees
7 Sept - 8 Sept
Vista Vibes • Boutique Escape Near Lake Dora • Acreage & Boat Parking
Exterior

8. 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)
"It had everything we needed, and more. It was very pet-friendly. The host was very polite and discreet. Clean and neat. The location cannot be more centric for shops and so on. And, it is a bargain. We wanted to stay lomger, but it was already booked!"
United States
Maria M.
The price is AU$259
includes taxes & fees
24 Aug - 25 Aug
Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix
A heated pool

9. 4,800 sf Estate | Pool, Lake, Weddings and Events

4,800 sf Estate | Pool, Lake, Weddings and Events
Orlando
9.8 out of 10, Exceptional, (32 reviews)
"This property is absolutely beautiful with a ton of space to hang out, relax and have fun! You won't find another place with this many options! "
United States
Hidden Gem C.
The price is AU$1,422
includes taxes & fees
24 Aug - 25 Aug
4,800 sf Estate | Pool, Lake, Weddings and Events
Property grounds

10. Luxury Tiny by Tiny Hamptons - Chef’s Kitchen

Luxury Tiny by Tiny Hamptons - Chef’s Kitchen
Clermont
10.0 out of 10, Exceptional, (9 reviews)
"Nice accommodations, easy check in, great communications, clean and nice."
United States
John W.
The price is AU$524
includes taxes & fees
24 Aug - 25 Aug
Luxury Tiny by Tiny Hamptons - Chef’s Kitchen
Villa, 4 Bedrooms | Exterior

11. 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
9.0 out of 10, Wonderful, (2 reviews)
"Spacious and homey. After a terrible start we ended it well at this place which feels like home and very scenic backyard sunrise in the pool whilst working out was amazing so was sunsets if you love nature but privacy not too much as I would like in the back yard"
United States
Belkis
The price is AU$771
includes taxes & fees
24 Aug - 25 Aug
Sun Living: Golf Community, Private Pool 809 4 Bedroom Villa
Exterior

12. 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, (35 reviews)
"Rental was spacious and met all of our needs."
United States
Nikolaus K.
The price is AU$334
includes taxes & fees
24 Aug - 25 Aug
Completely Renovated 3/2 Close to Disney parks
Terrace/patio

13. Stylish and Spacious Winter Park Retreat Close to Dining, Shopping and Rollins College

Stylish and Spacious Winter Park Retreat Close to Dining, Shopping and Rollins College
Winter Park
9.0 out of 10, Wonderful, (2 reviews)
"Enjoyed our stay .. was clean and had all the amenities"
United States
Ayman
The price is AU$483
includes taxes & fees
7 Sept - 8 Sept
Stylish and Spacious Winter Park Retreat Close to Dining, Shopping and Rollins College
Villa (4 Bedrooms) | Interior

14. Emerald Garden - Resort - 15 Min to Disney - Pets

Emerald Garden - Resort - 15 Min to Disney - Pets
3.0 star property
Kissimmee
10.0 out of 10, Exceptional, (1 review)
Emerald Garden - Resort - 15 Min to Disney - Pets
Villa (4 Bedrooms) | Interior

15. Spacious Townhome Near Disney, Free Parking

Spacious Townhome Near Disney, Free Parking
3.5 star property
Regal Palms
8.0 out of 10, Very good, (1 review)
"The unit was clean. The host was responsive. The resort property was fun and welcoming. Definitely enjoyed the pool area. Location was pretty good for all the things we wanted to do. The check-in check-out process was pretty smooth. I would definitely stay here again when I visit this area."
United States
Marquita
The price is AU$425
includes taxes & fees
24 Aug - 25 Aug
Spacious Townhome Near Disney, Free Parking
Interior

16. At Lakes Upscale Villa/Next to Downtown Orlando

At Lakes Upscale Villa/Next to Downtown Orlando
Lake Davis - Greenwood
10.0 out of 10, Exceptional, (28 reviews)
"Very nice place and hope to stay there again someday"
United States
Wilbur B.
The price is AU$712
includes taxes & fees
24 Aug - 25 Aug
At Lakes Upscale Villa/Next to Downtown Orlando
A heated pool

17. 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
8.6 out of 10, Excellent, (89 reviews)
"It was a very nice house my family and I really enjoyed it and made beautiful memories the property manager was very quick to get back with me and helpful, it was very close and convenient to the parks. Would love to stay here again."
United States
Cheryl D.
The price is AU$1,258
includes taxes & fees
5 Sept - 6 Sept
Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!
Interior

18. 3BR Townhouse Right in Front of Epic Universe!

3BR Townhouse Right in Front of Epic Universe!
Orlando
9.6 out of 10, Exceptional, (15 reviews)
"Easy access for all we did the week we stayed. Great rooms, it was wonderful to be so comfortable."
United States
Hal J.
The price is AU$598
includes taxes & fees
24 Aug - 25 Aug
3BR Townhouse Right in Front of Epic Universe!
Indoor pool

19. 7BR Lakefront | Pool & Hot Tub

7BR Lakefront | Pool & Hot Tub
Edgewood
9.8 out of 10, Exceptional, (21 reviews)
"Check in was very easy and the location was great, close to everything we wanted to do.The property had lots to offer and was in a nice quiet neighborhood."
United States
Omer H.
The price is AU$940
includes taxes & fees
21 Sept - 22 Sept
7BR Lakefront | Pool & Hot Tub
House

20. Stylish 3BR Condo Championsgate w Water Park

Stylish 3BR Condo Championsgate w Water Park
3.0 star property
Davenport
The price is AU$499
includes taxes & fees
26 Aug - 27 Aug
Stylish 3BR Condo Championsgate w Water Park
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

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

10/10 Excellent
"The best hotel for vacation in Orlando and perfect for the kids."
Jose Isabel Carbajal 4-night trip
Posted 1 hour ago
Universal's Cabana Bay Beach Resort

Find out more about Winter Garden

Winter Garden Villas information

Number of reviews
265
Accommodation
9982 Villas
Lowest Price
AU$259
Highest Price
AU$1,422

Frequently asked questions

How much do villas in Winter Garden cost?
Villas in Winter Garden range between AU$259 and AU$1,422 per night. These getaways give you the privacy of your own space at a price that doesn't break the bank. This price was 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.
What is there to do near my villa in Winter Garden?
Whatever you love to do, Winter Garden has plenty to keep you busy. The Wizarding World of Harry Potter™, Winter Garden Heritage Museum and Garden Theatre are on most travellers' lists. Don't forget to check out Museum of the Apopkans, The Woods Laser Tag and Carter Family Bowl either. With Expedia's Winter Garden hotel deals, you'll be able to discover more neat attractions like these with the money you save.