Villas in Windermere

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Check prices for these dates

In two weeks
May 15 - May 17
In two months
Jun 26 - Jun 28
In three months
Jul 24 - Jul 26
In four months
Aug 21 - Aug 23

Our top choices for Windermere villas

TV

Rustic Hideaway - Great Location + Pet Friendly!

Rustic Hideaway - Great Location + Pet Friendly!
3.0 star property
Windermere
Rustic Hideaway - Great Location + Pet Friendly!
Interior

The Farm House - Great Location + Pet Friendly!

The Farm House - Great Location + Pet Friendly!
3.0 star property
Windermere
$477 nightly
The price is $529
May 3 - May 4
Total with taxes and fees
The Farm House - Great Location + Pet Friendly!
Exterior

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.
$271 nightly
The price is $297
May 2 - May 3
Total with taxes and fees
Tiny Hamptons, No Pet Fees, Main Floor Bed
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, (217 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.
$466 nightly
The price is $515
May 5 - May 6
Total with taxes and fees
Amazing Villa with south facing pool and conservation view
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, (68 reviews)
"We had an excellent stay at this property. Everything was very clean, well-maintained, and exactly as described. The resort itself is great, with a very comfortable and enjoyable atmosphere. A couple of small improvements could make the experience even better: providing more toilet paper, especially for larger groups, and including propane for the BBQ grill would be a nice added touch. Overall, we had a great experience and would definitely recommend this property to others."
United States
Jorge
$716 nightly
The price is $791
May 3 - May 4
Total with taxes and fees
Villa with Heated Pool+Spa - Near Disney, Universal Studios and Beaches!
Indoor pool

7BR Lakefront | Pool & Hot Tub

7BR Lakefront | Pool & Hot Tub
Edgewood
9.8 out of 10, Exceptional, (21 reviews)
"We had a nice stay, and Paul was very attentive!"
United States
Susan M.
7BR Lakefront | Pool & Hot Tub
Villa (3 Bedrooms) | Interior

Upstay Modern 3BR Townhome With Pool Near Disney

Upstay Modern 3BR Townhome With Pool Near Disney
3.0 star property
Kissimmee
$262 nightly
The price is $297
May 28 - May 29
Total with taxes and fees
Upstay Modern 3BR Townhome With Pool Near Disney
Property grounds

Luxury Tiny by Tiny Hamptons - Chef’s Kitchen

Luxury Tiny by Tiny Hamptons - Chef’s Kitchen
Clermont
10.0 out of 10, Exceptional, (9 reviews)
"Nice accommodations, easy check in, great communications, clean and nice."
United States
John W.
$316 nightly
The price is $347
May 2 - May 3
Total with taxes and fees
Luxury Tiny by Tiny Hamptons - Chef’s Kitchen
Exterior

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
$209 nightly
The price is $234
May 4 - May 5
Total with taxes and fees
Completely Renovated 3/2 Close to Disney parks
Exterior

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, (27 reviews)
"Great place and super nice host. Definitely recommend this place if you're ever in Orlando"
United States
Keri G.
$162 nightly
The price is $180
Jun 1 - Jun 2
Total with taxes and fees
College Park SAFE QUIET PVT Villa - Mins to ORL/Winter Park/Eola FREE PARKING
Villa, 5 Bedrooms | Exterior

5 Bed Bliss At Solterra By Shine Villas 121 5 Bedroom Villa

5 Bed Bliss At Solterra By Shine Villas 121 5 Bedroom Villa
3.0 star property
Solterra Resort
$622 nightly
The price is $697
May 4 - May 5
Total with taxes and fees
5 Bed Bliss At Solterra By Shine Villas 121 5 Bedroom Villa
Exterior

Storey Lake Resort~Heated Pool~Brand New~Designer

Storey Lake Resort~Heated Pool~Brand New~Designer
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"We had a great stay. Host was very attentive and responded back quickly anytime we had a question before or during our stay. Resort amenities were wonderful and location was great! We would stay again! "
United States
Amber K.
$502 nightly
The price is $529
May 8 - May 9
Total with taxes and fees
Storey Lake Resort~Heated Pool~Brand New~Designer
Outdoor pool, a heated pool, sun 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, (54 reviews)
"beautiful stay will defiantly recommend! host was very accommodating! "
United States
sura l.
$611 nightly
The price is $675
May 4 - May 5
Total with taxes and fees
Splendid Lake View Villa With Heated Pool/spa Near Disney
Outdoor dining

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
$151 nightly
The price is $169
May 15 - May 16
Total with taxes and fees
VedaHive Luxury Villa
A heated pool

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, (88 reviews)
"The home needs a thorough cleaning."
United States
May V.
$865 nightly
The price is $967
May 3 - May 4
Total with taxes and fees
Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!
Pool

17319 4BR Townhouse Heated Pool near Disney

17319 4BR Townhouse Heated Pool near Disney
Clermont
$320 nightly
The price is $353
May 3 - May 4
Total with taxes and fees
17319 4BR Townhouse Heated Pool near Disney
Exterior

VRBO 5 Star Luxury Resort Villa close to Disney World with poolside bar

VRBO 5 Star Luxury Resort Villa close to Disney World with poolside bar
Reunion
10.0 out of 10, Exceptional, (12 reviews)
"We enjoyed our stay."
United States
Everick
$406 nightly
The price is $454
Jun 1 - Jun 2
Total with taxes and fees
VRBO 5 Star Luxury Resort Villa close to Disney World with poolside bar
Exterior

Champions Gate, all amenities included Luxury as New Platinum Pool Townhome

Champions Gate, all amenities included Luxury as New Platinum Pool Townhome
Champions Gate
9.6 out of 10, Exceptional, (106 reviews)
"Good stay "
United States
Michelle H.
$339 nightly
The price is $379
May 15 - May 16
Total with taxes and fees
Champions Gate, all amenities included Luxury as New Platinum Pool Townhome
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.
$424 nightly
The price is $474
May 3 - May 4
Total with taxes and fees
Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney
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
$272 nightly
The price is $301
May 4 - May 5
Total with taxes and fees
Upstay Pristine 3BR Home With Private Pool & BBQ
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

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

10/10 Excellent
"You can expect everything here at a great price. Breakfast offers lots of options, and the location is very close to Disney World. The pool, hot tub, basketball court, and pickleball courts were all great, but the most fun part was definitely the lazy river!"
Lei 3-night trip
Posted 1 hour ago
Kompose Boutique Resort at Theme Parks

Find out more about Windermere

Windermere Villas information

Number of reviews
596
Accommodation
10759 Villas
Lowest Price
$169
Highest Price
$967

Frequently asked questions

How much do villas in Windermere cost?
You'll pay between $169 and $967 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 9.4. 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 10759 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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