Villas in Windermere

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    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
May 1 - May 3
In two months
Jun 12 - Jun 14
In three months
Jul 10 - Jul 12
In four months
Aug 7 - Aug 9

Our top choices for Windermere villas

Interior

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
$462 nightly
The price is $512
Apr 20 - Apr 21
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
Apr 19 - Apr 20
Total with taxes and fees
Tiny Hamptons, No Pet Fees, Main Floor Bed
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.
$473 nightly
The price is $478
May 12 - May 13
Total with taxes and fees
Storey Lake Resort~Heated Pool~Brand New~Designer
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.
$163 nightly
The price is $181
May 16 - May 17
Total with taxes and fees
College Park SAFE QUIET PVT Villa - Mins to ORL/Winter Park/Eola FREE PARKING
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
$208 nightly
The price is $233
Apr 19 - Apr 20
Total with taxes and fees
Completely Renovated 3/2 Close to Disney parks
Interior

Modern 3 Bed Villa, Newly Renovated, Prime Location

Modern 3 Bed Villa, Newly Renovated, Prime Location
3.0 star property
Kissimmee
6.0 out of 10, (2 reviews)
"While the listing listed as a three bedroom, one bedrooms had a mattress, that just sat on the floor due to a broken bad frame. Outside the main entrance store was a broken water Spicket. It constantly ran water. I reported these issues right away and While the host communicated back-and-forth about these issues, it was three days into my stay before someone even came out to look at the bed. The host was unwilling to accommodate me in any fashion is putting me into another unit or by giving any...
United States
Scott
$292 nightly
The price is $331
Apr 19 - Apr 20
Total with taxes and fees
Modern 3 Bed Villa, Newly Renovated, Prime Location
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, (52 reviews)
"beautiful stay will defiantly recommend! host was very accommodating! "
United States
sura l.
$611 nightly
The price is $675
Apr 20 - Apr 21
Total with taxes and fees
Splendid Lake View Villa With Heated Pool/spa Near Disney
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)
"We had a fantastic stay! The place was exactly as pictured—clean, stylish, and very comfortable. The location was perfect for exploring the area, and the host provided everything we could possibly need. Communication was quick and helpful throughout. We would definitely stay here again and highly recommend it to anyone looking for a getaway"
Canada
Marcus c.
$716 nightly
The price is $791
Apr 20 - Apr 21
Total with taxes and fees
Villa with Heated Pool+Spa - Near Disney, Universal Studios and Beaches!
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
Apr 20 - Apr 21
Total with taxes and fees
VedaHive Luxury Villa
Interior

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, (9 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.
$391 nightly
The price is $405
Apr 19 - Apr 20
Total with taxes and fees
3 Bedroom Penthouse Villa Located in Bahama Bay Resort - Lake View!
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
Apr 24 - Apr 25
Total with taxes and fees
Luxury Tiny by Tiny Hamptons - Chef’s Kitchen
Outdoor dining

Enchanted Villa with Lake View 6-Bedroom in Resort

Enchanted Villa with Lake View 6-Bedroom in Resort
Lake Berkley
10.0 out of 10, Exceptional, (4 reviews)
"Me and my girls had a blast staying here the home was incredibly beautiful and slept all of just very comfortably! the host was attentive and replied fast with questions. The gate was a little tricky just because we had multiple cars but overall it was a great place!"
United States
Ireland C.
$381 nightly
The price is $381
Apr 19 - Apr 20
Total with taxes and fees
Enchanted Villa with Lake View 6-Bedroom in Resort
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, (87 reviews)
"The home needs a thorough cleaning."
United States
May V.
$865 nightly
The price is $967
Apr 19 - Apr 20
Total with taxes and fees
Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!
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
$633 nightly
The price is $709
Apr 23 - Apr 24
Total with taxes and fees
5 Bed Bliss At Solterra By Shine Villas 121 5 Bedroom Villa
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.
$561 nightly
The price is $624
Apr 30 - May 1
Total with taxes and fees
7BR Lakefront | Pool & Hot Tub
Exterior

Cozy 3bd Townhouse Near Disney| Encantada Resort

Cozy 3bd Townhouse Near Disney| Encantada Resort
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"I was looking for a place to escape for a few days while getting my bathroom redone and the property checked all of the boxes. My wife was able to get some work done, my dog had more than enough space, and the location is minutes from the amusement parks and tons of restaurants.The property is gated, clean, and has multiple bedrooms and bathrooms for the larger families that need it. The host was more than attentive. Even when I was having issues with the television, he responded to my message...
United States
LEONARD W.
$341 nightly
The price is $381
Apr 22 - Apr 23
Total with taxes and fees
Cozy 3bd Townhouse Near Disney| Encantada Resort
Pool

17319 4BR Townhouse Heated Pool near Disney

17319 4BR Townhouse Heated Pool near Disney
Clermont
$320 nightly
The price is $353
May 12 - May 13
Total with taxes and fees
17319 4BR Townhouse Heated Pool near Disney
Interior

Emerald Garden - Resort - 15 Min to Disney - Pets

Emerald Garden - Resort - 15 Min to Disney - Pets
3.0 star property
Kissimmee
$378 nightly
The price is $391
Apr 20 - Apr 21
Total with taxes and fees
Emerald Garden - Resort - 15 Min to Disney - Pets
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, (104 reviews)
"Good stay "
United States
Michelle H.
$346 nightly
The price is $387
May 15 - May 16
Total with taxes and fees
Champions Gate, all amenities included Luxury as New Platinum Pool Townhome
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

Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area

10/10 Excellent
"Great property- walking distance to Disney Springs. Excellent continental breakfast with many food and beverage choices. They also serve a light dinner with an open bar every evening from 5:30-7:30. Pool is nice. This is my 2nd stay - will be back."
Jennifer 4-night trip
Posted 1 hour ago
Drury Plaza Hotel Orlando - Disney Springs Area

Find out more about Windermere

Windermere Villas information

Number of reviews
422
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 9.2. 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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