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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Winter Garden villas

A patio area with striped umbrellas, green chairs, a table, and a sign reading "CABANA 6".

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

1-Bedroom Villa Near Disney w/ Pool & Lazy River
Kissimmee
The price is €227
includes taxes & fees
26 Oct - 27 Oct
1-Bedroom Villa Near Disney w/ Pool & Lazy River
A patio area with striped umbrellas, green chairs, a table, and a sign reading "CABANA 6".

2. Villa Near Disney World and SeaWorld

Villa Near Disney World and SeaWorld
Kissimmee
The price is €310
includes taxes & fees
11 Nov - 12 Nov
Villa Near Disney World and SeaWorld
A patio area with striped umbrellas, green chairs, a table, and a sign reading "CABANA 6".

3. Luxury Villa Near Walt Disney World

Luxury Villa Near Walt Disney World
Kissimmee
The price is €513
includes taxes & fees
4 Nov - 5 Nov
Luxury Villa Near Walt Disney World
A building with a central entrance, multiple windows, and a tiled roof.

4. Family Vacation Home Near Disney w Pool & Spa

Family Vacation Home Near Disney w Pool & Spa
3.0 star property
Orlando
The price is €333
includes taxes & fees
25 Oct - 26 Oct
Family Vacation Home Near Disney w Pool & Spa
BBQ/picnic Area

5. Rustic Hideaway - Great Location + Pet Friendly!

Rustic Hideaway - Great Location + Pet Friendly!
4.0 star property
Windermere
8.0 out of 10, Very good, (1 review)
"Good house for a great price. Great location. Need to change the AC more often."
United States
Mercedes
The price is €524
includes taxes & fees
19 Oct - 20 Oct
Rustic Hideaway - Great Location + Pet Friendly!
The exterior of Altamonte Mall with a large green sign, palm trees, and a curved entrance.

6. Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix

Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix
Altamonte Springs
9.4 out of 10, Exceptional, (8 reviews)
"Enjoyed my stay, was super quiet, and very conveniently located to everywhere I needed to go in Seminole County. The host was great with communication and provided everything I needed to have a great stay."
United States
Brian
The price is €167
includes taxes & fees
19 Oct - 20 Oct
Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix
A modern kitchen with stainless steel appliances, white cabinetry, and a large window providing natural light.

7. Vista Vibes • Stylish Lake Dora Retreat • Spacious Acre Lot & Boat Parking

Vista Vibes • Stylish Lake Dora Retreat • Spacious Acre Lot & Boat Parking
Mount Dora
10.0 out of 10, Exceptional, (5 reviews)
"Perfect location for us, "
United States
Judy B.
The price is €241
includes taxes & fees
27 Oct - 28 Oct
Vista Vibes • Stylish Lake Dora Retreat • Spacious Acre Lot & Boat Parking
A covered patio with a sofa, chairs, and a small table.

8. 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 €273
includes taxes & fees
19 Oct - 20 Oct
Stylish and Spacious Winter Park Retreat Close to Dining, Shopping and Rollins College
A modern building with a glass facade and a large overhang.

9. 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 space! Was very comfortable "
United States
Judah E.
The price is €160
includes taxes & fees
25 Oct - 26 Oct
SAFE QUIET PRIVATE Villa - Mins to ORL/Winter Park/Eola FREE PARKING/EV Charging
Exterior

10. Every Bedroom Has Its Own Bathroom ~ 1.4 Miles to Disney`s Animal Kingdom

Every Bedroom Has Its Own Bathroom ~ 1.4 Miles to Disney`s Animal Kingdom
Kissimmee
9.6 out of 10, Exceptional, (47 reviews)
"Great location and space and gist was great"
United States
terri
The price is €324
includes taxes & fees
19 Oct - 20 Oct
Every Bedroom Has Its Own Bathroom ~ 1.4 Miles to Disney`s Animal Kingdom
An aerial view of a resort with multiple swimming pools, a water slide, and a tower structure.

11. Amazing Spider | Disney, Slides & River

Amazing Spider | Disney, Slides & River
Kissimmee
8.0 out of 10, Very good, (1 review)
The price is €272
includes taxes & fees
29 Oct - 30 Oct
Amazing Spider | Disney, Slides & River
A covered outdoor swimming pool with lounge chairs and a pergola structure.

12. Gorgeous VILLA near Disney, Private Heated South Pool

Gorgeous VILLA near Disney, Private Heated South Pool
Sandy Ridge
8.6 out of 10, Excellent, (20 reviews)
"My family had a wonderful stay! Would definitely come back! "
United States
Janay P.
The price is €382
includes taxes & fees
22 Oct - 23 Oct
Gorgeous VILLA near Disney, Private Heated South Pool
A poolside area with a covered seating area, a pool, and a view of a body of water.

13. 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)
"Loved that Lake Lucy was pet friendly so our dogs could be a part of our wedding day! The house property was amazing and we wish we could have stayed longer!"
United States
Krysta P.
The price is €992
includes taxes & fees
19 Oct - 20 Oct
4,800 sf Estate | Pool, Lake, Weddings and Events
An aerial view of a resort with multiple swimming pools, a dock, and lush greenery.

14. Cozy 3BD Townhouse Near Disney, Encantada Resort

Cozy 3BD Townhouse Near Disney, Encantada Resort
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"I was looking for a place to escape for a few days while getting my bathroom redone and the property checked all of the boxes. My wife was able to get some work done, my dog had more than enough space, and the location is minutes from the amusement parks and tons of restaurants.The property is gated, clean, and has multiple bedrooms and bathrooms for the larger families that need it. The host was more than attentive. Even when I was having issues with the television, he responded to my message...
United States
LEONARD W.
The price is €304
includes taxes & fees
21 Oct - 22 Oct
Cozy 3BD Townhouse Near Disney, Encantada Resort
A hot tub with a view of a lake and surrounding trees.

15. 4BR Villa: Lakefront Retreat with Harry Potter Game Loft near Downtown Orlando

4BR Villa: Lakefront Retreat with Harry Potter Game Loft near Downtown Orlando
Orlando
10.0 out of 10, Exceptional, (4 reviews)
"Overall it was great stay. Initially there was an issue with the door when we checked in, but the host fixed it write away. The house was very clean and had everything we needed plus more. I would definitely book again."
United States
Silvia R.
The price is €499
includes taxes & fees
19 Oct - 20 Oct
4BR Villa: Lakefront Retreat with Harry Potter Game Loft near Downtown Orlando
An aerial view of a resort with multiple swimming pools, a water slide, and a tower structure.

16. Shiny Legendary | Disney, River & Slides

Shiny Legendary | Disney, River & Slides
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"Had some confusion with the address but the host was super quick to respond, apologize, and fix the problem. Great location. Super cute rooms. Clean. Host had lots of essentials already at the house for us. Any question or concern we had was responded to quickly and thoroughly. "
United States
Aren B.
The price is €275
includes taxes & fees
19 Oct - 20 Oct
Shiny Legendary | Disney, River & Slides
Interior

17. Lakefront Villa at a Prime Location

Lakefront Villa at a Prime Location
Orlando
9.2 out of 10, Wonderful, (69 reviews)
"From check in to check out everything was seamless. Very clean place and clean environment. Highly recommended."
United States
Madeen
The price is €220
includes taxes & fees
20 Oct - 21 Oct
Lakefront Villa at a Prime Location
Interior

18. 8 Mi to Disney: Villa w/ Screened Pool & Lanai

8 Mi to Disney: Villa w/ Screened Pool & Lanai
3.0 star property
Kissimmee
4.0 out of 10, (1 review)
"My stay at Terra Villa with Celisa Ramos was very disappointing, and I would not recommend it. The surrounding grounds appeared nice and the check in process was easy, but several issues during our stay made the overall experience frustrating. When we arrived at 4:30 p.m., the place had not yet finished being cleaned.While this was not a major issue for us, it was the first sign the property was not fully prepared. Once inside, we immediately noticed how extremely warm it was,warmer than...
Canada
Tara
The price is €381
includes taxes & fees
23 Oct - 24 Oct
8 Mi to Disney: Villa w/ Screened Pool & Lanai
A two-story house with a garage, stone accents, and a well-maintained lawn.

19. 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, (77 reviews)
"Accurate description , host communicates very well, information was spot on and the pool and hot tub were amazing after a long day at the parks . Would love to stay again in the future. Thank you for a great experience!"
United States
Angel M.
The price is €731
includes taxes & fees
19 Oct - 20 Oct
Villa with Heated Pool+Spa - Near Disney, Universal Studios and Beaches!
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

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent
"Todo muy bien"
juan 2-night trip
Posted less than an hour ago
The Grove Resort & Water Park Orlando

Find out more about Winter Garden

Winter Garden Villas information

Number of reviews
298
Accommodation
10024 Villas
Lowest Price
€160
Highest Price
€992

Frequently asked questions

How much do villas in Winter Garden cost?
Villas in Winter Garden cost between €160 and €992 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. Travelling 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 travellers' 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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