Search Winter Garden Villa Rentals from CA $352

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Check prices for these dates

In two weeks
Feb 20 - Feb 22
In two months
Apr 3 - Apr 5
In three months
May 1 - May 3
In four months
May 29 - May 31

Our top choices for Winter Garden villas

A heated pool

Luxury Villa Near Walt Disney World

Luxury Villa Near Walt Disney World
Kissimmee
The price is CA $578
CA $789 total
includes taxes & fees
Feb 10 - Feb 11
Luxury Villa Near Walt Disney World
Villa, 3 Bedrooms | Aerial view

Surfstyle At Margaritaville By Shine Villas 022 3 Bedroom Villa

Surfstyle At Margaritaville By Shine Villas 022 3 Bedroom Villa
3.0 star property
Kissimmee
The price is CA $170
CA $788 total
includes taxes & fees
Feb 9 - Feb 10
Surfstyle At Margaritaville By Shine Villas 022 3 Bedroom Villa
Interior

Emerald Garden - Resort - 15 Min to Disney - Pets

Emerald Garden - Resort - 15 Min to Disney - Pets
3.0 star property
Kissimmee
The price is CA $196
CA $609 total
includes taxes & fees
Feb 9 - Feb 10
Emerald Garden - Resort - 15 Min to Disney - Pets
Interior

Lake Berkley Villas Swanky

Lake Berkley Villas Swanky
4.0 star property
Lake Berkley
The price is CA $168
CA $444 total
includes taxes & fees
Feb 25 - Feb 26
Lake Berkley Villas Swanky
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 CA $154
CA $265 total
includes taxes & fees
Feb 9 - Feb 10
College Park PRIVATE SAFE Villa - Mins to DT ORL/Winter Park & Eola FREE PARKING
Exterior

4875 Resort Townhouse by Disney World Orlando

4875 Resort Townhouse by Disney World Orlando
Kissimmee
The price is CA $129
CA $426 total
includes taxes & fees
Mar 3 - Mar 4
4875 Resort Townhouse by Disney World Orlando
Exterior

Stylish Disney Getaway With Themed Rooms

Stylish Disney Getaway With Themed Rooms
4.0 star property
Kissimmee
The price is CA $214
CA $522 total
includes taxes & fees
Feb 17 - Feb 18
Stylish Disney Getaway With Themed Rooms
Villa

Stylish 3BR Condo Championsgate w Water Park

Stylish 3BR Condo Championsgate w Water Park
2.0 star property
Davenport
Stylish 3BR Condo Championsgate w Water Park
Exterior

4701 Lakeview Pool Home off Hwy 192

4701 Lakeview Pool Home off Hwy 192
Lake Berkley
The price is CA $156
CA $546 total
includes taxes & fees
Mar 3 - Mar 4
4701 Lakeview Pool Home off Hwy 192
Outdoor dining

Banana Leaf Villa- Book your gathering today!

Banana Leaf Villa- Book your gathering today!
Orlovista
10.0 out of 10, Exceptional, (1 review)
"It was an excellent stay very peaceful clean elegant. The host was awesome checked on us made sure we were ok... i would recommend this place and host to anyone.. easy accessing property very well lit nice and clean... i will be returning.."
United States
alakeitha h.
The price is CA $104
CA $165 total
includes taxes & fees
Feb 9 - Feb 10
Banana Leaf Villa- Book your gathering today!
Interior

NEW King Bed Disney Contemporary Townhouse

NEW King Bed Disney Contemporary Townhouse
3.0 star property
Kissimmee
The price is CA $220
CA $682 total
includes taxes & fees
Feb 12 - Feb 13
NEW King Bed Disney Contemporary Townhouse
Villa, 6 Bedrooms | Aerial view

Coral Eagle At Solterra Resort By Shine Villas 415 6 Bedroom Villa

Coral Eagle At Solterra Resort By Shine Villas 415 6 Bedroom Villa
3.0 star property
Solterra Resort
The price is CA $167
CA $1,002 total
includes taxes & fees
Feb 9 - Feb 10
Coral Eagle At Solterra Resort By Shine Villas 415 6 Bedroom Villa
Interior

The Farm House - Great Location + Pet Friendly!

The Farm House - Great Location + Pet Friendly!
3.0 star property
Windermere
The price is CA $223
CA $780 total
includes taxes & fees
Feb 9 - Feb 10
The Farm House - Great Location + Pet Friendly!
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 CA $131
CA $648 total
includes taxes & fees
Feb 9 - Feb 10
Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney
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, (215 reviews)
"Beautiful home, wonderful community, property owner was very responsive. My family and I enjoyed our stay. "
United States
Bri_
The price is CA $272
CA $739 total
includes taxes & fees
Feb 28 - Mar 1
Amazing Villa with south facing pool and conservation view
Exterior

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

Charming Villa near Disney, pool, 4 beds, sleeps 5
Vacation Village
The price is CA $157
CA $352 total
includes taxes & fees
Feb 15 - Feb 16
Charming Villa near Disney, pool, 4 beds, sleeps 5
Pool

Fantastic 5-bedroom Modern-Themed Lakeview Villa with Pool Near Disney!

Fantastic 5-bedroom Modern-Themed Lakeview Villa with Pool Near Disney!
Loughman
The price is CA $257
CA $716 total
includes taxes & fees
Feb 9 - Feb 10
Fantastic 5-bedroom Modern-Themed Lakeview Villa with Pool 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 CA $258
CA $511 total
includes taxes & fees
Feb 9 - Feb 10
Pet Friendly, Modern Tiny Home in Vibrant Clermont!
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 CA $342
CA $807 total
includes taxes & fees
Feb 24 - Feb 25
7BR Lakefront Duplex w/ Pool, Sauna & Hot Tub!
Exterior

Close to Disney - shabby chic style villa with private pool!!

Close to Disney - shabby chic style villa with private pool!!
Lake Berkley
9.4 out of 10, Exceptional, (120 reviews)
"Very good villa; very comfortable beds and in a great location on the 192, close to shops, parks and restaurants."
United Kingdom
Ann Q.
The price is CA $231
CA $567 total
includes taxes & fees
Feb 9 - Feb 10
Close to Disney - shabby chic style villa with private pool!!
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 at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

10/10 Excellent
"Everything was good, just had little inconvenience when the hotel staff gave the wrong room card and took too much time to resolve. "
Het 2-night trip
Posted 5 hours ago
DoubleTree by Hilton at the Entrance to Universal Orlando

Find out more about Winter Garden

Winter Garden Villas information

Number of reviews
368
Accommodation
10419 Villas
Lowest Price
CA $352
Highest Price
CA $1,002

Frequently asked questions

How much do villas in Winter Garden cost?
Villas in Winter Garden cost between CA $352 and CA $1,002 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.
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 travelers' 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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