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Check prices for these dates

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

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 £427
includes taxes & fees
10 Feb - 11 Feb
Luxury Villa Near Walt Disney World
Interior

The Farm House - Great Location + Pet Friendly!

The Farm House - Great Location + Pet Friendly!
3.0 star property
Windermere
The price is £418
includes taxes & fees
9 Feb - 10 Feb
The Farm House - Great Location + Pet Friendly!
Villa (3 Bedrooms) | Interior

Upstay Pristine 3BR Home With Private Pool & BBQ

Upstay Pristine 3BR Home With Private Pool & BBQ
3.0 star property
Clermont
Upstay Pristine 3BR Home With Private Pool & BBQ
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 £432
includes taxes & fees
9 Feb - 10 Feb
Surfstyle At Margaritaville By Shine Villas 022 3 Bedroom Villa
Interior

Lake Berkley Villas Swanky

Lake Berkley Villas Swanky
4.0 star property
Lake Berkley
The price is £237
includes taxes & fees
25 Feb - 26 Feb
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 £145
includes taxes & fees
8 Feb - 9 Feb
College Park PRIVATE SAFE Villa - Mins to DT ORL/Winter Park & Eola FREE PARKING
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 £92
includes taxes & fees
9 Feb - 10 Feb
Banana Leaf Villa- Book your gathering today!
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, (67 reviews)
"This is a great house! The pool and hot tub were amazing! The house served our purposes very well. The host(s) were helpful, especially with getting our guests in the guard gate (this home is in a gated community). We didn't really find anything wrong with the property except a few minor things that didn't affect our stay. Overall, a great deal for the cost!"
United States
Kim L.
Villa with Heated Pool+Spa - Near Disney, Universal Studios and Beaches!
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
Stylish and Spacious Winter Park Retreat Close to Dining, Shopping and Rollins College
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 £393
includes taxes & fees
28 Feb - 1 Mar
Amazing Villa with south facing pool and conservation view
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 £346
includes taxes & fees
8 Feb - 9 Feb
Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney
Interior

Rustic Hideaway - Great Location + Pet Friendly!

Rustic Hideaway - Great Location + Pet Friendly!
3.0 star property
Windermere
The price is £464
includes taxes & fees
8 Feb - 9 Feb
Rustic Hideaway - Great Location + Pet Friendly!
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, (47 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 £404
includes taxes & fees
13 Feb - 14 Feb
Splendid Lake View Villa With Heated Pool/spa Near Disney
Villa, 4 Bedrooms | Exterior

Blue Beach At Storey Lake By Shine Villas #400 4 Bedroom Townhouse

Blue Beach At Storey Lake By Shine Villas #400 4 Bedroom Townhouse
3.0 star property
Kissimmee
The price is £524
includes taxes & fees
10 Feb - 11 Feb
Blue Beach At Storey Lake By Shine Villas #400 4 Bedroom Townhouse
Exterior

Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix

Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix
Altamonte Springs
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 £161
includes taxes & fees
8 Mar - 9 Mar
Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix
Exterior

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

Charming Villa near Disney, pool, 4 beds, sleeps 5
Vacation Village
The price is £193
includes taxes & fees
15 Feb - 16 Feb
Charming Villa near Disney, pool, 4 beds, sleeps 5
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 £278
includes taxes & fees
9 Feb - 10 Feb
Pet Friendly, Modern Tiny Home in Vibrant Clermont!
Villa (4 Bedrooms) | Interior

Upstay: Resort Home w Private Pool Near Disney

Upstay: Resort Home w Private Pool Near Disney
3.0 star property
Kissimmee
Upstay: Resort Home w Private Pool Near Disney
Interior

Magical Disney Getaway- Belle, Potter, & Minions

Magical Disney Getaway- Belle, Potter, & Minions
3.0 star property
Kissimmee
The price is £322
includes taxes & fees
8 Mar - 9 Mar
Magical Disney Getaway- Belle, Potter, & Minions
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 £432
includes taxes & fees
24 Feb - 25 Feb
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

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent
"Location, amenities, space inside the room. No complaints"
Natalie 6-night trip
Posted 7 hours ago
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Find out more about Winter Garden

Winter Garden Villas information

Number of reviews
362
Accommodation
10419 Villas
Lowest Price
£161
Highest Price
£524

Frequently asked questions

How much do villas in Winter Garden cost?
Villas in Winter Garden cost between £161 and £524 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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