Villas in Windermere

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Our top choices for Windermere villas

Rustic Hideaway - Great Location + Pet Friendly!

Rustic Hideaway - Great Location + Pet Friendly!
3.0 star property
Windermere
$550 nightly
The price is $611
Apr 1 - Apr 2
Total with taxes and fees
Rustic Hideaway - Great Location + Pet Friendly!

Tiny Hamptons, No Pet Fees, Main Floor Bed

Tiny Hamptons, No Pet Fees, Main Floor Bed
Clermont
10.0 out of 10, Exceptional, (17 reviews)
"Very clean and has everything you need."
United States
Kathleen S.
$252 nightly
The price is $277
Mar 31 - Apr 1
Total with taxes and fees
Tiny Hamptons, No Pet Fees, Main Floor Bed

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, (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

College Park SAFE QUIET PVT Villa - Mins to ORL/Winter Park/Eola FREE PARKING

College Park SAFE QUIET PVT Villa - Mins to 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.
$167 nightly
The price is $186
Mar 31 - Apr 1
Total with taxes and fees
College Park SAFE QUIET PVT Villa - Mins to ORL/Winter Park/Eola FREE PARKING

Completely Renovated 3/2 Close to Disney parks

Completely Renovated 3/2 Close to Disney parks
Royal Palm Bay
10.0 out of 10, Exceptional, (28 reviews)
"15 mins drive to Disney, We enjoyed our stay, clean as advertised, Owner communicates in detail, Will definitely rebook this Villa. "
United States
Elisa
$257 nightly
The price is $288
Apr 10 - Apr 11
Total with taxes and fees
Completely Renovated 3/2 Close to Disney parks

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.
$384 nightly
The price is $406
Mar 31 - Apr 1
Total with taxes and fees
Close to Disney - shabby chic style villa with private pool!!

Modern 3 Bed Villa, Newly Renovated, Prime Location

Modern 3 Bed Villa, Newly Renovated, Prime Location
3.0 star property
Kissimmee
$315 nightly
The price is $357
Apr 1 - Apr 2
Total with taxes and fees
Modern 3 Bed Villa, Newly Renovated, Prime Location

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)
"We had no issues during our stay. We enjoyed the activities that that resort offered. "
United States
Deborah W.
$875 nightly
The price is $978
Apr 1 - Apr 2
Total with taxes and fees
Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!

VedaHive Luxury Villa

VedaHive Luxury Villa
3.0 star property
Solterra Resort
7.0 out of 10, Good, (10 reviews)
"Room was clean, place was nice and quiet. "
United States
Abi
$152 nightly
The price is $170
Apr 7 - Apr 8
Total with taxes and fees
VedaHive Luxury Villa

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
$772 nightly
The price is $864
Apr 7 - Apr 8
Total with taxes and fees
Greenview Bliss By Shine Villas #031 5 Bedroom Villa

Pet Friendly, Modern Tour Bus Oasis!

Pet Friendly, Modern Tour Bus Oasis!
Clermont
10.0 out of 10, Exceptional, (9 reviews)
"Nice accommodations, easy check in, great communications, clean and nice."
United States
John W.
$236 nightly
The price is $260
Apr 29 - Apr 30
Total with taxes and fees
Pet Friendly, Modern Tour Bus Oasis!

BBQ~Oasis w/Heated Pool~Marvel &Nemo rooms~Near Disney

BBQ~Oasis w/Heated Pool~Marvel &Nemo rooms~Near Disney
Kissimmee
9.8 out of 10, Exceptional, (8 reviews)
"Our stay was great , lose to everything we wanted to do."
United States
Nadine B.
$479 nightly
The price is $484
Apr 1 - Apr 2
Total with taxes and fees
BBQ~Oasis w/Heated Pool~Marvel &Nemo rooms~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.
$170 nightly
The price is $188
Apr 27 - Apr 28
Total with taxes and fees
Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix

7BR Lakefront | Pool & Hot Tub

7BR Lakefront | Pool & Hot Tub
Edgewood
9.6 out of 10, Exceptional, (20 reviews)
"We had a nice stay, and Paul was very attentive!"
United States
Susan M.
$697 nightly
The price is $774
Apr 30 - May 1
Total with taxes and fees
7BR Lakefront | Pool & Hot Tub

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, (49 reviews)
"beautiful stay will defiantly recommend! host was very accommodating! "
United States
sura l.
$604 nightly
The price is $668
Apr 6 - Apr 7
Total with taxes and fees
Splendid Lake View Villa With Heated Pool/spa Near Disney

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.
$438 nightly
The price is $490
Apr 28 - Apr 29
Total with taxes and fees
Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney

Windsor Hills Resort/3Bedrm/Private Pool/Near Disney

Windsor Hills Resort/3Bedrm/Private Pool/Near Disney
Windsor Hills
10.0 out of 10, Exceptional, (23 reviews)
"Loved this place clean and welcoming"
United States
Marlene K.
$442 nightly
The price is $481
Apr 19 - Apr 20
Total with taxes and fees
Windsor Hills Resort/3Bedrm/Private Pool/Near Disney

Location! 1.4 miles to Disney - Orlando Family Home

Location! 1.4 miles to Disney - Orlando Family Home
Kissimmee
9.6 out of 10, Exceptional, (41 reviews)
"Clean and comfortable. 5 bathrooms!"
United States
William G.
$351 nightly
The price is $393
Apr 14 - Apr 15
Total with taxes and fees
Location! 1.4 miles to Disney - Orlando Family Home

Pelican by Migration Travel

Pelican by Migration Travel
Davenport
10.0 out of 10, Exceptional, (6 reviews)
"Everything was excellentGreat experience The house was very cleanBenjamin and Kimberly are great hostsLooking forward to staying there again"
Mexico
Ronit M.
$411 nightly
The price is $457
Apr 27 - Apr 28
Total with taxes and fees
Pelican by Migration Travel

Sun Living: Golf Community, Private Pool 809 4 Bedroom Villa

Sun Living: Golf Community, Private Pool 809 4 Bedroom Villa
3.0 star property
Highlands Reserve
8.0 out of 10, Very Good, (1 review)
"Loved the pool. Furniture serviceable not super comfy. Plan to bring in your own toilet paper, dish soap etc, they provide a very minimal amount of everything. "
United States
Michele
$573 nightly
The price is $642
Mar 31 - Apr 1
Total with taxes and fees
Sun Living: Golf Community, Private Pool 809 4 Bedroom Villa
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

Find out more about Windermere

Windermere Villas information

Number of reviews
656
Accommodation
10212 Villas
Lowest Price
$170
Highest Price
$978

Frequently asked questions

How much do villas in Windermere cost?
You'll pay between $170 and $978 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 9.3. 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 10212 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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