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Check prices for these dates

In two weeks
13 Feb - 15 Feb
In two months
27 Mar - 29 Mar
In three months
24 Apr - 26 Apr
In four months
22 May - 24 May

Our top choices for Winter Garden villas

Villa, 4 Bedrooms | Exterior

Villa in Sandy Ridge

Tranquil Hideaway At Sandy Ridge 4 Bedroom Home
3.0 star property
The price is AED 460
AED 2,310 total
includes taxes & fees
31 Jan - 1 Feb
Tranquil Hideaway At Sandy Ridge 4 Bedroom Home
Villa (3 Bedrooms) | Front of property

Villa in Clermont

Upstay Pristine 3BR Home With Private Pool & BBQ
3.0 star property
The price is AED 500
AED 1,162 total
includes taxes & fees
24 Feb - 25 Feb
Upstay Pristine 3BR Home With Private Pool & BBQ
Interior

Villa in Lake Berkley

Lake Berkley Villas Swanky
4.0 star property
The price is AED 439
AED 1,178 total
includes taxes & fees
25 Feb - 26 Feb
Lake Berkley Villas Swanky
Outdoor dining

Villa in Orlovista

Banana Leaf Villa- Book your gathering today!
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
29 Jan - 30 Jan
Banana Leaf Villa- Book your gathering today!
Interior

Villa in Kissimmee

Magical Disney Getaway- Belle, Potter, & Minions
3.0 star property
The price is AED 441
AED 1,496 total
includes taxes & fees
23 Feb - 24 Feb
Magical Disney Getaway- Belle, Potter, & Minions
Exterior

Villa in Vacation Village

Charming Villa near Disney, pool, 4 beds, sleeps 5
The price is AED 422
AED 828 total
includes taxes & fees
15 Feb - 16 Feb
Charming Villa near Disney, pool, 4 beds, sleeps 5
Terrace/patio

Villa in Winter Park

Stylish and Spacious Winter Park Retreat Close to Dining, Shopping and Rollins College
The price is AED 436
AED 1,153 total
includes taxes & fees
2 Feb - 3 Feb
Stylish and Spacious Winter Park Retreat Close to Dining, Shopping and Rollins College
Exterior

Villa in Davenport

Villa with Heated Pool+Spa - Near Disney, Universal Studios and Beaches!
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
29 Jan - 30 Jan
Villa with Heated Pool+Spa - Near Disney, Universal Studios and Beaches!
Exterior

Villa in College Park

College Park PRIVATE SAFE Villa - Mins to DT ORL/Winter Park & Eola FREE PARKING
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
Villa | 3 bedrooms

Villa in Davenport

Stylish 3BR Condo Championsgate w Water Park
2.0 star property
The price is AED 440
AED 1,564 total
includes taxes & fees
29 Jan - 30 Jan
Stylish 3BR Condo Championsgate w Water Park
Villa, 6 Bedrooms | Exterior

Villa in Davenport

Leslies Retreat At Solterra Resort 6 Bedroom Home
3.0 star property
Leslies Retreat At Solterra Resort 6 Bedroom Home
Villa (4 Bedrooms) | Interior

Villa in Kissimmee

Upstay: Resort Home w Private Pool Near Disney
3.0 star property
The price is AED 540
AED 1,401 total
includes taxes & fees
29 Jan - 30 Jan
Upstay: Resort Home w Private Pool Near Disney
Exterior

Villa in Trafalgar Village

Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney
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 1,734 total
includes taxes & fees
1 Feb - 2 Feb
Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney
Exterior

Villa in Clermont

Pet Friendly, Modern Tiny Home in Vibrant 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 1,266 total
includes taxes & fees
29 Jan - 30 Jan
Pet Friendly, Modern Tiny Home in Vibrant Clermont!
Exterior

Villa in Altamonte Springs

Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix
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 AED 298
AED 674 total
includes taxes & fees
29 Jan - 30 Jan
Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix
Exterior

Villa in Kissimmee

Fully-Equipped Villa Next to Disney!
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 888 total
includes taxes & fees
16 Feb - 17 Feb
Fully-Equipped Villa Next to Disney!
Indoor pool

Villa in Edgewood

7BR Lakefront Duplex w/ Pool, Sauna & Hot Tub!
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 2,153 total
includes taxes & fees
3 Feb - 4 Feb
7BR Lakefront Duplex w/ Pool, Sauna & Hot Tub!
Villa | 5 bedrooms

Villa in Kissimmee

Luxury Modern Decor Best Location Private Pool
2.0 star property
The price is AED 659
AED 1,842 total
includes taxes & fees
2 Feb - 3 Feb
Luxury Modern Decor Best Location Private Pool
Outdoor pool, a heated pool, sun loungers

Villa in Loughman

Splendid Lake View Villa With Heated Pool/spa Near Disney
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 727
AED 2,001 total
includes taxes & fees
2 Feb - 3 Feb
Splendid Lake View Villa With Heated Pool/spa Near Disney
Pool

Villa in Sandy Ridge

The Sunny | Theme Parks • Heated Pool • Grill
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful group to work with. Enjoyed a much needed vacation. Host was very easy to get in contact with and solved any issues in a timely manner! Plan on staying again sometime in the future!"
United States
Stacy C.
The price is AED 404
AED 1,449 total
includes taxes & fees
9 Feb - 10 Feb
The Sunny | Theme Parks • Heated Pool • Grill
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

DoubleTree by Hilton Hotel Orlando at SeaWorld

DoubleTree by Hilton Hotel Orlando at SeaWorld

10/10 Excellent
"Friendly staff, room very clean"
T. Dave 1-night trip
Posted 21 hours ago
DoubleTree by Hilton Hotel Orlando at SeaWorld

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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