Search Villas in Winter Garden

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Winter Garden villas

Luxury Villa Near Walt Disney World

Luxury Villa Near Walt Disney World
Kissimmee
The price is €621
includes taxes & fees
26 Mar - 27 Mar
Luxury Villa Near Walt Disney World

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 €455
includes taxes & fees
28 Feb - 1 Mar
Amazing Villa with south facing pool and conservation view

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 €499
includes taxes & fees
24 Feb - 25 Feb
7BR Lakefront Duplex w/ Pool, Sauna & Hot Tub!

VedaHive Luxury Villa

VedaHive Luxury Villa
3.0 star property
Solterra Resort
6.8 out of 10, (8 reviews)
"If you enjoy your vacation with a older lady with a daughter telling you what to do and how to act in the house, then this place is for you. The hot tub at the house does not work. There's limited toilet paper so bring your own toiletries. And the bedroom I stayed in did not have sheets on the bed. Must read all the rules before staying at this house. The clubhouse water park is not included in your stay. That is an additional fee$"
United States
James
The price is €147
includes taxes & fees
24 Feb - 25 Feb
VedaHive Luxury Villa

The Farm House - Great Location + Pet Friendly!

The Farm House - Great Location + Pet Friendly!
3.0 star property
Windermere
The price is €485
includes taxes & fees
24 Feb - 25 Feb
The Farm House - Great Location + Pet Friendly!

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, (48 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 €471
includes taxes & fees
24 Feb - 25 Feb
Splendid Lake View Villa With Heated Pool/spa Near Disney

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
14 Mar - 15 Mar
Pet Friendly, Modern Tiny Home in Vibrant Clermont!

Gilded Parasol By Shine Villas Remington Golf #410 4 Bedroom Home

Gilded Parasol By Shine Villas Remington Golf #410 4 Bedroom Home
3.0 star property
Kissimmee
The price is €526
includes taxes & fees
24 Feb - 25 Feb
Gilded Parasol By Shine Villas Remington Golf #410 4 Bedroom Home

Modern 3 Bed Villa, Newly Renovated, Prime Location

Modern 3 Bed Villa, Newly Renovated, Prime Location
3.0 star property
Kissimmee
The price is €274
includes taxes & fees
4 Mar - 5 Mar
Modern 3 Bed Villa, Newly Renovated, Prime Location

College Park PRIVATE SAFE QUIET Villa - Mins 2 ORL/Winter Park/Eola FREE PARKING

College Park PRIVATE SAFE QUIET Villa - Mins 2 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 €170
includes taxes & fees
24 Feb - 25 Feb
College Park PRIVATE SAFE QUIET Villa - Mins 2 ORL/Winter Park/Eola FREE PARKING

Walkable to downtown Mount Dora | Pet-Friendly

Walkable to downtown Mount Dora | Pet-Friendly
Mount Dora
9.8 out of 10, Exceptional, (71 reviews)
"Perfect location. Comfortable and lovely houde."
United States
Gerald B.
The price is €415
includes taxes & fees
24 Feb - 25 Feb
Walkable to downtown Mount Dora | Pet-Friendly

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 €97
includes taxes & fees
10 Mar - 11 Mar
Banana Leaf Villa- Book your gathering today!

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 €356
includes taxes & fees
24 Feb - 25 Feb
Close to Disney - shabby chic style villa with private pool!!

🌿Welcome to the Jungle🌿

🌿Welcome to the Jungle🌿
Loughman
9.0 out of 10, Wonderful, (17 reviews)
"As advertised, safe and quiet neighborhood, the house was wonderful and the grandkids had a great time in pool and jacuzzi."
United States
Teresa W.
🌿Welcome to the Jungle🌿

Rustic Hideaway - Great Location + Pet Friendly!

Rustic Hideaway - Great Location + Pet Friendly!
3.0 star property
Windermere
The price is €552
includes taxes & fees
1 Mar - 2 Mar
Rustic Hideaway - Great Location + Pet Friendly!

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.
Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney

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 €177
includes taxes & fees
28 Feb - 1 Mar
Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix

Greenview Bliss By Shine Villas #031 5 Bedroom Villa

Greenview Bliss By Shine Villas #031 5 Bedroom Villa
3.0 star property
Windwood Bay
8.0 out of 10, Very good, (1 review)
"Perfect "
United States
cliford
The price is €706
includes taxes & fees
14 Mar - 15 Mar
Greenview Bliss By Shine Villas #031 5 Bedroom Villa

Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!

Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!
Kissimmee
8.8 out of 10, Excellent, (86 reviews)
"Great location to parks. House was perfect in accommodating 14 family members with 7 bedrooms. Pool was fantastic and nicely heated. Would stay again."
United States
Janet E.
Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!

3 Bedroom Penthouse Villa Located in Bahama Bay Resort - Lake View!

3 Bedroom Penthouse Villa Located in Bahama Bay Resort - Lake View!
Bahama Bay
8.6 out of 10, Excellent, (8 reviews)
"We loved our stay! Rooms were very spacious, great large towels for bath and lots of beach towels, fun Nemo room for the kids and full kitchen and laundry. The pools and splash of were very fun and the pool by lake felt very tropical with beach and poolside service. Patio is full shade."
United States
Natalie S.
The price is €304
includes taxes & fees
25 Feb - 26 Feb
3 Bedroom Penthouse Villa Located in Bahama Bay Resort - Lake View!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Winter Garden Hotel Reviews

Find out more about Winter Garden

Winter Garden Villas information

Number of reviews
592
Accommodation
10421 Villas
Lowest Price
€97
Highest Price
€706

Frequently asked questions

How much do villas in Winter Garden cost?
Villas in Winter Garden cost between €97 and €706 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.

Explore a world of travel with Expedia