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Check prices for these dates

In two weeks
17 July - 19 July
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 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 AU$417
includes taxes & fees
8 July - 9 July
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 AU$514
includes taxes & fees
27 July - 28 July
Villa Near Disney World and SeaWorld
Outdoor dining

Luxury Villa Near Walt Disney World

Luxury Villa Near Walt Disney World
Kissimmee
The price is AU$849
includes taxes & fees
15 July - 16 July
Luxury Villa Near Walt Disney World
Villa (3 Bedrooms) | Interior

The Farm House - Great Location + Pet Friendly!

The Farm House - Great Location + Pet Friendly!
3.0 star property
Windermere
The Farm House - Great Location + Pet Friendly!
1 bedroom, iron/ironing board, free WiFi, bed sheets

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 AU$351
includes taxes & fees
6 July - 7 July
Vista Vibes • Upscale Escape · Lake Dora
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 AU$402
includes taxes & fees
8 July - 9 July
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)
"Great communication. Nice pool and hot tub area."
United States
David V.
The price is AU$767
includes taxes & fees
1 Aug - 2 Aug
Amazing Villa with south facing pool and conservation view
Outdoor dining

VedaHive Luxury Villa

VedaHive Luxury Villa
3.0 star property
Solterra Resort
7.2 out of 10, Good, (13 reviews)
"All inclusive good "
United States
Nelson
The price is AU$241
includes taxes & fees
3 July - 4 July
VedaHive Luxury 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 AU$676
includes taxes & fees
6 July - 7 July
Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney
Villa, 6 Bedrooms | Exterior

6 Bed, 2 Suites, Pool, Spa, Games Room #800 6 Bedroom Villa

6 Bed, 2 Suites, Pool, Spa, Games Room #800 6 Bedroom Villa
3.0 star property
Davenport
9.0 out of 10, Wonderful, (2 reviews)
"Everything was great "
United States
Nena
The price is AU$1,215
includes taxes & fees
21 July - 22 July
6 Bed, 2 Suites, Pool, Spa, Games Room #800 6 Bedroom Villa
Indoor pool, outdoor pool

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
The price is AU$1,214
includes taxes & fees
7 July - 8 July
Villa with Heated Pool+Spa - Near Disney, Universal Studios and Beaches!
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 AU$266
includes taxes & fees
24 July - 25 July
SAFE QUIET PRIVATE Villa - Mins to ORL/Winter Park/Eola FREE PARKING/EV Charging
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 AU$844
includes taxes & fees
5 July - 6 July
Splendid Lake View Villa With Heated Pool/spa Near Disney
Villa (5 Bedrooms) | Interior

Rustic Hideaway - Great Location + Pet Friendly!

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

Storey Lake Resort~Heated Pool~Brand New~Designer

Storey Lake Resort~Heated Pool~Brand New~Designer
Kissimmee
10.0 out of 10, Exceptional, (3 reviews)
"We had a great stay. Host was very attentive and responded back quickly anytime we had a question before or during our stay. Resort amenities were wonderful and location was great! We would stay again! "
United States
Amber K.
The price is AU$774
includes taxes & fees
14 July - 15 July
Storey Lake Resort~Heated Pool~Brand New~Designer
Villa (4 Bedrooms) | Interior

Upstaymodern 4BR Family Townhome w Private Pool

Upstaymodern 4BR Family Townhome w Private Pool
3.0 star property
Clermont
The price is AU$586
includes taxes & fees
27 July - 28 July
Upstaymodern 4BR Family Townhome w Private Pool
Games room

🌿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 AU$825
includes taxes & fees
8 July - 9 July
🌿Welcome to the Jungle🌿
Outdoor pool

Family Pool Home-Near Disney, Food Festivals & Events- Book Now

Family Pool Home-Near Disney, Food Festivals & Events- Book Now
Loughman
10.0 out of 10, Exceptional, (1 review)
"Thank you for constant communication if I had a question about anything. "
United States
E T.
The price is AU$760
includes taxes & fees
5 July - 6 July
Family Pool Home-Near Disney, Food Festivals & Events- Book Now
Outdoor dining

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$555
includes taxes & fees
3 July - 4 July
Luxury Tiny by Tiny Hamptons - Chef’s Kitchen
Villa, 4 Bedrooms | Exterior

Tranquil Hideaway At Sandy Ridge 4 Bedroom Home

Tranquil Hideaway At Sandy Ridge 4 Bedroom Home
3.0 star property
Sandy Ridge
Tranquil Hideaway At Sandy Ridge 4 Bedroom Home
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

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

10/10 Excellent
"We loved our stay at the Waldorf Astoria, it was the perfect balance being close to Disney World but being a fabulous sanctuary in the evenings, wonderful staff and dining experiences. Thoroughly recommend this hotel!!"
Steven 14-night trip
Posted 1 hour ago
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Find out more about Winter Garden

Winter Garden Villas information

Number of reviews
452
Accommodation
10699 Villas
Lowest Price
AU$241
Highest Price
AU$1,215

Frequently asked questions

How much do villas in Winter Garden cost?
Villas in Winter Garden range between AU$241 and AU$1,215 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.