Villas in Windermere

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Check prices for these dates

In two weeks
Apr 3 - Apr 5
In two months
May 15 - May 17
In three months
Jun 12 - Jun 14
In four months
Jul 10 - Jul 12

Our top choices for Windermere villas

Interior

Villa in Windermere

The Farm House - Great Location + Pet Friendly!
3.0 star property
$507 nightly
The price is $563
Mar 18 - Mar 19
Total with taxes and fees
The Farm House - Great Location + Pet Friendly!
Interior

Villa in Windermere

Rustic Hideaway - Great Location + Pet Friendly!
3.0 star property
$569 nightly
The price is $633
Mar 18 - Mar 19
Total with taxes and fees
Rustic Hideaway - Great Location + Pet Friendly!
Exterior

Villa in Clermont

Pet Friendly, Modern Tiny Home in Vibrant Clermont!
10.0 out of 10, Exceptional, (14 reviews)
"Very clean and has everything you need."
United States
Kathleen S.
$260 nightly
The price is $286
Mar 18 - Mar 19
Total with taxes and fees
Pet Friendly, Modern Tiny Home in Vibrant Clermont!
Villa, 3 Bedrooms | Aerial view

Villa in Kissimmee

Surfstyle At Margaritaville By Shine Villas 022 3 Bedroom Villa
3.0 star property
$520 nightly
The price is $590
Mar 18 - Mar 19
Total with taxes and fees
Surfstyle At Margaritaville By Shine Villas 022 3 Bedroom Villa
Exterior

Villa in Watersong

Amazing Villa with south facing pool and conservation view
9.8 out of 10, Exceptional, (216 reviews)
"The property was very spacious. My family and I were able to get some much needed rest, while enjoying the Thanksgiving holiday. I wish our stay was longer."
United States
Kenya B.
$474 nightly
The price is $524
Mar 31 - Apr 1
Total with taxes and fees
Amazing Villa with south facing pool and conservation view
Exterior

Villa in Davenport

Villa with Heated Pool+Spa - Near Disney, Universal Studios and Beaches!
9.0 out of 10, Wonderful, (67 reviews)
"Maintenance was phenomenal"
United States
Tirhonda H.
$716 nightly
The price is $791
Mar 18 - Mar 19
Total with taxes and fees
Villa with Heated Pool+Spa - Near Disney, Universal Studios and Beaches!
Interior

Villa in Kissimmee

Modern 3 Bed Villa, Newly Renovated, Prime Location
3.0 star property
$280 nightly
The price is $296
Mar 23 - Mar 24
Total with taxes and fees
Modern 3 Bed Villa, Newly Renovated, Prime Location
Exterior

Villa in College Park

College Park SAFE QUIET PVT Villa - Mins to 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.
$156 nightly
The price is $172
Apr 14 - Apr 15
Total with taxes and fees
College Park SAFE QUIET PVT Villa - Mins to ORL/Winter Park/Eola FREE PARKING
A heated pool

Villa in Kissimmee

Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!
8.8 out of 10, Excellent, (86 reviews)
"We had no issues during our stay. We enjoyed the activities that that resort offered. "
United States
Deborah W.
$804 nightly
The price is $898
Mar 19 - Mar 20
Total with taxes and fees
Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!
Indoor pool

Villa in Edgewood

7BR Lakefront | Pool & Hot Tub
9.6 out of 10, Exceptional, (20 reviews)
"We had a nice stay, and Paul was very attentive!"
United States
Susan M.
$636 nightly
The price is $707
Mar 22 - Mar 23
Total with taxes and fees
7BR Lakefront | Pool & Hot Tub
Villa | 4 bedrooms

Villa in Davenport

New 4BR Villa Themed Beds Magic
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"The house was immaculate and the owners were very responsive to any needs we had."
United States
Kirsten
$496 nightly
The price is $563
Mar 25 - Mar 26
Total with taxes and fees
New 4BR Villa Themed Beds Magic
Exterior

Villa in Windsor Hills

Windsor Hills Resort/3Bedrm/Private Pool/Near Disney
10.0 out of 10, Exceptional, (23 reviews)
"Loved this place clean and welcoming"
United States
Marlene K.
Windsor Hills Resort/3Bedrm/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.
$429 nightly
The price is $480
Mar 22 - Mar 23
Total with taxes and fees
Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney
Villa, 6 Bedrooms | Exterior

Villa in Davenport

6 Bed, 2 Suites, Pool, Spa, Games Room #800 6 Bedroom Villa
3.0 star property
8.0 out of 10, Very Good, (1 review)
"Communication was awesome "
United States
Latonya
$678 nightly
The price is $760
Mar 18 - Mar 19
Total with taxes and fees
6 Bed, 2 Suites, Pool, Spa, Games Room #800 6 Bedroom Villa
Exterior

Villa in Lake Berkley

Close to Disney - shabby chic style villa with private pool!!
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.
$384 nightly
The price is $406
Mar 18 - Mar 19
Total with taxes and fees
Close to Disney - shabby chic style villa with private pool!!
Exterior

Villa in Kissimmee

Fully-Equipped Villa Next to Disney!
9.4 out of 10, Exceptional, (79 reviews)
"Perfect for what we needed on our stay "
United States
Kevin H.
$214 nightly
The price is $240
Mar 30 - Mar 31
Total with taxes and fees
Fully-Equipped Villa Next to Disney!
Outdoor dining

Villa in Solterra Resort

VedaHive Luxury Villa
3.0 star property
6.8 out of 10, (8 reviews)
"Room was clean, place was nice and quiet. "
United States
Abi
$152 nightly
The price is $170
Mar 24 - Mar 25
Total with taxes and fees
VedaHive Luxury Villa
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.
$174 nightly
The price is $193
Mar 30 - Mar 31
Total with taxes and fees
Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix
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, (48 reviews)
"beautiful stay will defiantly recommend! host was very accommodating! "
United States
sura l.
$608 nightly
The price is $672
Apr 6 - Apr 7
Total with taxes and fees
Splendid Lake View Villa With Heated Pool/spa Near Disney
Exterior

Villa in Kissimmee

Disney*9BR Resort, w/ Pool*Cinema*Game room*Fun!
8.6 out of 10, Excellent, (7 reviews)
"House was fantastic. Well located and great amenities."
United States
Dan E.
$705 nightly
The price is $785
Mar 18 - Mar 19
Total with taxes and fees
Disney*9BR Resort, w/ Pool*Cinema*Game room*Fun!
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 Windermere Hotel Reviews

Walt Disney World Dolphin

Walt Disney World Dolphin

10/10 Excellent
"Clean, friendly staff, "
CHRISTOPHER 1-night trip
Posted 1 hour ago
Walt Disney World Dolphin

Find out more about Windermere

Windermere Villas information

Number of reviews
650
Accommodation
10211 Villas
Lowest Price
$170
Highest Price
$898

Frequently asked questions

How much do villas in Windermere cost?
You'll pay between $170 and $898 per night for villas in Windermere. Whatever your budget, an epic escape is only a few clicks away on Expedia. 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.
What are the best villas in Windermere?
Windermere has multiple villas with a total average guest review rating of 9.1. Villa Manuel Lakeview 3 Bedroom Condo By Redawning is a popular option with Expedia guests. Visitors staying at this 3.5-star property will have use of a barbecue grill and a swimming pool. Westgate Lakes Resort And Spa is another much-loved stay. This 3.5-star villa offers an outdoor entertainment area and a cafe, among other conveniences.
How many villas are there in Windermere?
Reclaim your vacation days and pick from 10211 villas in Windermere. For a family adventure, a romantic break or anything in between, Expedia can help you find the right place in a few simple clicks.
Are there any family-friendly villas in Windermere?
Get cozy at Villa Manuel Lakeview 3 Bedroom Condo By Redawning, a 3.5-star option only a quick drive from town. Amenities here include a playground and a barbecue grill. Another family-friendly getaway is Westgate Lakes Resort And Spa. A barbecue grill and a cafe help make this 3.5-star villa a favorite among travelers. Once you've checked in and unpacked your things, there are tons of family-friendly attractions to visit around Windermere. Walt Disney World® Resort and Universal Studios Florida guarantee fun for all ages.
Why book your villa in Windermere with Expedia?
With Expedia, it's easy to find your dream villa in Windermere. Vacationing with the kids? Take advantage of our filters to search for stays with amenities like free WiFi. If you have a budget, select how much you're willing to spend and the star rating of the property. We'll help you find the perfect place that suits your taste and style.
How can I find cheap villas in Windermere?
A great way to score cheap villas in Windermere is with Expedia's filter tool. Tailor your search results by amenities, budget and star rating to discover unbeatable deals in just a few clicks.
What is there to do near my villa in Windermere?
Once you've unpacked your suitcases, set out and discover the incredible things Windermere has to offer. Isleworth Golf and Country Club is a top attraction to add to your must-see list.

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