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Check prices for these dates

In two weeks
6 Feb - 8 Feb
In two months
20 Mar - 22 Mar
In three months
17 Apr - 19 Apr
In four months
15 May - 17 May

Our top choices for Winter Garden villas

Interior

Modern 3 Bed Villa, Newly Renovated, Prime Location

Modern 3 Bed Villa, Newly Renovated, Prime Location
3.0 star property
Kissimmee
The price is AED 426
AED 1,071 total
includes taxes & fees
27 Jan - 28 Jan
Modern 3 Bed Villa, Newly Renovated, Prime Location
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 AED 422
AED 1,076 total
includes taxes & fees
26 Jan - 27 Jan
Upstay Pristine 3BR Home With Private Pool & BBQ
Villa, 6 Bedrooms | Exterior

Perennial Paradise At Solterra Resort 6 Bedroom Condo

Perennial Paradise At Solterra Resort 6 Bedroom Condo
3.0 star property
Solterra Resort
Perennial Paradise At Solterra Resort 6 Bedroom Condo
Interior

Lake Berkley Villas Swanky

Lake Berkley Villas Swanky
4.0 star property
Lake Berkley
The price is AED 517
AED 1,269 total
includes taxes & fees
25 Feb - 26 Feb
Lake Berkley Villas Swanky
Outdoor dining

Banana Leaf Villa- Book your gathering today!

Banana Leaf Villa- Book your gathering today!
Orlovista
9.0 out of 10, Wonderful, (2 reviews)
"Good time "
United States
Ava C.
The price is AED 279
AED 386 total
includes taxes & fees
26 Jan - 27 Jan
Banana Leaf Villa- Book your gathering today!
Interior

Magical Disney Getaway- Belle, Potter, & Minions

Magical Disney Getaway- Belle, Potter, & Minions
3.0 star property
Kissimmee
The price is AED 441
AED 1,319 total
includes taxes & fees
23 Feb - 24 Feb
Magical Disney Getaway- Belle, Potter, & Minions
Exterior

College Park PRIVATE SAFE Villa - Mins to DT ORL/Winter Park & Eola FREE PARKING

College Park PRIVATE SAFE Villa - Mins to DT 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 AED 386
AED 673 total
includes taxes & fees
10 Feb - 11 Feb
College Park PRIVATE SAFE Villa - Mins to DT ORL/Winter Park & Eola FREE PARKING
Smart TV

Charming Villa near Disney, pool, 4 beds, sleeps 5

Charming Villa near Disney, pool, 4 beds, sleeps 5
Vacation Village
The price is AED 422
AED 828 total
includes taxes & fees
15 Feb - 16 Feb
Charming Villa near Disney, pool, 4 beds, sleeps 5
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, (66 reviews)
"Maintenance was phenomenal"
United States
Tirhonda H.
The price is AED 506
AED 2,982 total
includes taxes & fees
26 Jan - 27 Jan
Villa with Heated Pool+Spa - Near Disney, Universal Studios and Beaches!
Villa | 3 bedrooms

Stylish 3BR Condo Championsgate w Water Park

Stylish 3BR Condo Championsgate w Water Park
2.0 star property
Davenport
The price is AED 440
AED 1,564 total
includes taxes & fees
26 Jan - 27 Jan
Stylish 3BR Condo Championsgate w Water Park
Exterior

Resort Villa with Private Pool & Spa

Resort Villa with Private Pool & Spa
Trafalgar Village
9.0 out of 10, Wonderful, (2 reviews)
"Overall the villa was lovely, beautifully clean inside with nice touches like mini toiletries, large tub of ground coffee, sugar, creamer, plenty of toilet rolls salt and pepper, olive oil, coffee filters oh and a kettle bonus for us Brits.The Lounge, dining and bedrooms were beautifully furnished and had everything we needed. Plenty of bath towels, although could have done with a few more pool towels so we didn’t have to put them in the dryer after each use, but a minor detail.Frank was an...
United States
Sarah B.
The price is AED 389
AED 1,507 total
includes taxes & fees
26 Jan - 27 Jan
Resort Villa with Private Pool & Spa
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, (9 reviews)
"House was big enough for the whole family nice pool great area "
United States
Chrystal S.
The price is AED 353
AED 1,741 total
includes taxes & fees
1 Feb - 2 Feb
Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney
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
The price is AED 504
AED 2,371 total
includes taxes & fees
31 Jan - 1 Feb
Tranquil Hideaway At Sandy Ridge 4 Bedroom Home
Interior

Upstay: Resort Home w Private Pool Near Disney

Upstay: Resort Home w Private Pool Near Disney
3.0 star property
Kissimmee
The price is AED 573
AED 1,438 total
includes taxes & fees
26 Jan - 27 Jan
Upstay: Resort Home w Private Pool Near Disney
Terrace/patio

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
The price is AED 583
AED 1,303 total
includes taxes & fees
4 Feb - 5 Feb
Stylish and Spacious Winter Park Retreat Close to Dining, Shopping and Rollins College
Outdoor pool, a heated pool

*Tinkerbells Castle 2* Private Pool & Spa Overlooking Lake & Disney Fire Works

*Tinkerbells Castle 2* Private Pool & Spa Overlooking Lake & Disney Fire Works
kissimmee
9.4 out of 10, Exceptional, (77 reviews)
"The house was absolutely great and perfect for our family. Its located close to Disney. We have finally found our Disney vacation spot!"
United States
Terrianne T.
The price is AED 657
AED 1,722 total
includes taxes & fees
26 Jan - 27 Jan
*Tinkerbells Castle 2* Private Pool & Spa Overlooking Lake & Disney Fire Works
Outdoor pool, a heated pool, sun 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, (44 reviews)
"Our stay was great. The home is beautiful. Claire was very responsive to our questions. I definitely would stay again. I highly recommend. "
United States
Alfredo V.
The price is AED 661
AED 1,982 total
includes taxes & fees
26 Jan - 27 Jan
Splendid Lake View Villa With Heated Pool/spa Near Disney
Exterior

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 cool place, extremely neat and clean and much more comfortable than an RV."
United States
brian d.
The price is AED 621
AED 1,273 total
includes taxes & fees
26 Jan - 27 Jan
Pet Friendly, Modern Tiny Home in Vibrant Clermont!
Exterior

Fully-Equipped Villa Next to Disney!

Fully-Equipped Villa Next to Disney!
Kissimmee
9.4 out of 10, Exceptional, (76 reviews)
"Perfect for what we needed on our stay "
United States
Kevin H.
The price is AED 422
AED 884 total
includes taxes & fees
16 Feb - 17 Feb
Fully-Equipped Villa Next to Disney!
Indoor pool

7BR Lakefront Duplex w/ Pool, Sauna & Hot Tub!

7BR Lakefront Duplex w/ Pool, Sauna & Hot Tub!
Edgewood
9.8 out of 10, Exceptional, (19 reviews)
"This was a fun stay, we all enjoyed the lake, pool, hot tub and lovely backyard. Plenty of space, lots of interesting rooms, it fit our needs perfectly. "
United States
Robert C.
The price is AED 918
AED 2,098 total
includes taxes & fees
28 Jan - 29 Jan
7BR Lakefront Duplex w/ Pool, Sauna & Hot Tub!
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

Avanti International Resort

Avanti International Resort

10/10 Excellent
"Great service"
Andrea 6-night trip
Posted 20 hours ago
Avanti International Resort

Frequently asked questions

How much do villas in Winter Garden cost?
Villas in Winter Garden cost between AED 386 and AED 2,982 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.

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