A lakeside community with houses and boats.

Villas in Windermere

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Windermere villas

A two-story house with a paved driveway and a lawn.

1. The Farm House - Great Location + Pet Friendly!

The Farm House - Great Location + Pet Friendly!
4.0 star property
Windermere
$511 nightly
The price is $567
Nov 2 - Nov 3
Total with taxes and fees
The Farm House - Great Location + Pet Friendly!
BBQ/picnic area

2. Rustic Hideaway - Great Location + Pet Friendly!

Rustic Hideaway - Great Location + Pet Friendly!
4.0 star property
Windermere
8.0 out of 10, Very good, (1 review)
"Good house for a great price. Great location. Need to change the AC more often."
United States
Mercedes
$547 nightly
The price is $608
Nov 2 - Nov 3
Total with taxes and fees
Rustic Hideaway - Great Location + Pet Friendly!
A two-story house with a green facade, a covered porch, and a well-maintained garden.

3. Magical Townhome Near Disney w Resort Pool Access

Magical Townhome Near Disney w Resort Pool Access
3.0 star property
Orlando
$344 nightly
The price is $387
Nov 1 - Nov 2
Total with taxes and fees
Magical Townhome Near Disney w Resort Pool Access
Interior

4. Lakefront Villa at a Prime Location

Lakefront Villa at a Prime Location
Orlando
9.2 out of 10, Wonderful, (70 reviews)
"From check in to check out everything was seamless. Very clean place and clean environment. Highly recommended."
United States
Madeen
$205 nightly
The price is $229
Nov 4 - Nov 5
Total with taxes and fees
Lakefront Villa at a Prime Location
A poolside area with a covered seating area, a pool, and a view of a body of water.

5. 4,800 sf Estate | Pool, Lake, Weddings and Events

4,800 sf Estate | Pool, Lake, Weddings and Events
Orlando
9.6 out of 10, Exceptional, (33 reviews)
"Loved that Lake Lucy was pet friendly so our dogs could be a part of our wedding day! The house property was amazing and we wish we could have stayed longer!"
United States
Krysta P.
$1,007 nightly
The price is $1,124
Nov 2 - Nov 3
Total with taxes and fees
4,800 sf Estate | Pool, Lake, Weddings and Events
An aerial view of a resort with multiple swimming pools, a water slide, and a tower structure.

6. Amazing Spider | Disney, Slides & River

Amazing Spider | Disney, Slides & River
Kissimmee
8.0 out of 10, Very good, (1 review)
$304 nightly
The price is $345
Nov 10 - Nov 11
Total with taxes and fees
Amazing Spider | Disney, Slides & River
Exterior

7. Charming Villa near Disney, pool, 4 beds, sleeps 5

Charming Villa near Disney, pool, 4 beds, sleeps 5
Vacation Village
8.8 out of 10, Excellent, (5 reviews)
"Excellent stay and host. A short stay but we really like the home! No complaints and the host was super friendly and helpful."
United States
Joe H.
$231 nightly
The price is $254
Nov 1 - Nov 2
Total with taxes and fees
Charming Villa near Disney, pool, 4 beds, sleeps 5
Exterior

8. Every Bedroom Has Its Own Bathroom ~ 1.4 Miles to Disney`s Animal Kingdom

Every Bedroom Has Its Own Bathroom ~ 1.4 Miles to Disney`s Animal Kingdom
Kissimmee
9.6 out of 10, Exceptional, (47 reviews)
"Great location and space and gist was great"
United States
terri
$319 nightly
The price is $356
Nov 3 - Nov 4
Total with taxes and fees
Every Bedroom Has Its Own Bathroom ~ 1.4 Miles to Disney`s Animal Kingdom
A modern living room with a brown leather sofa, a glass coffee table, and blue chairs. There is a dining area with a glass table and white plates. A chandelier hangs from the ceiling, and a clock is on the wall.

9. 3BR Townhouse Right in Front of Epic Universe!

3BR Townhouse Right in Front of Epic Universe!
Orlando
9.6 out of 10, Exceptional, (16 reviews)
"Easy access for all we did the week we stayed. Great rooms, it was wonderful to be so comfortable."
United States
Hal J.
$403 nightly
The price is $426
Nov 9 - Nov 10
Total with taxes and fees
3BR Townhouse Right in Front of Epic Universe!
The exterior of Altamonte Mall with a large green sign, palm trees, and a curved entrance.

10. Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix

Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix
Altamonte Springs
9.4 out of 10, Exceptional, (8 reviews)
"Enjoyed my stay, was super quiet, and very conveniently located to everywhere I needed to go in Seminole County. The host was great with communication and provided everything I needed to have a great stay."
United States
Brian
$158 nightly
The price is $176
Nov 1 - Nov 2
Total with taxes and fees
Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix
An aerial view of a resort with multiple swimming pools, a dock, and lush greenery.

11. 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.
$293 nightly
The price is $329
Nov 1 - Nov 2
Total with taxes and fees
Cozy 3BD Townhouse Near Disney, Encantada Resort
An aerial view of a resort with multiple swimming pools, a water slide, and a tower structure.

12. Shiny Legendary | Disney, River & Slides

Shiny Legendary | Disney, River & Slides
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"Had some confusion with the address but the host was super quick to respond, apologize, and fix the problem. Great location. Super cute rooms. Clean. Host had lots of essentials already at the house for us. Any question or concern we had was responded to quickly and thoroughly. "
United States
Aren B.
$304 nightly
The price is $345
Nov 16 - Nov 17
Total with taxes and fees
Shiny Legendary | Disney, River & Slides
A two-story residential building with a stone facade, multiple windows, and a well-maintained garden.

13. 4 BD Townhome Close to Disney!

4 BD Townhome Close to Disney!
3.0 star property
Orlando
$326 nightly
The price is $367
Nov 3 - Nov 4
Total with taxes and fees
4 BD Townhome Close to Disney!
A covered outdoor swimming pool with lounge chairs and a pergola structure.

14. Gorgeous VILLA near Disney, Private Heated South Pool

Gorgeous VILLA near Disney, Private Heated South Pool
Sandy Ridge
8.8 out of 10, Excellent, (21 reviews)
"My family had a wonderful stay! Would definitely come back! "
United States
Janay P.
$426 nightly
The price is $471
Nov 1 - Nov 2
Total with taxes and fees
Gorgeous VILLA near Disney, Private Heated South Pool
A hot tub with a view of a lake and surrounding trees.

15. 4BR Villa: Lakefront Retreat with Harry Potter Game Loft near Downtown Orlando

4BR Villa: Lakefront Retreat with Harry Potter Game Loft near Downtown Orlando
Orlando
10.0 out of 10, Exceptional, (4 reviews)
"Overall it was great stay. Initially there was an issue with the door when we checked in, but the host fixed it write away. The house was very clean and had everything we needed plus more. I would definitely book again."
United States
Silvia R.
$472 nightly
The price is $527
Nov 3 - Nov 4
Total with taxes and fees
4BR Villa: Lakefront Retreat with Harry Potter Game Loft near Downtown Orlando
A sunlit room with a large window, wicker furniture, a round decorative wall piece, and a view of a fenced field.

16. Family Retreat, Champions Gate Resort

Family Retreat, Champions Gate Resort
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"Great host, great amenities. I enjoyed my stay with my family."
United States
ana m.
$244 nightly
The price is $273
Nov 19 - Nov 20
Total with taxes and fees
Family Retreat, Champions Gate Resort
A residential property with a swimming pool, a covered patio, and a landscaped garden.

17. 7BR Lakefront | Pool & Hot Tub

7BR Lakefront | Pool & Hot Tub
Edgewood
9.8 out of 10, Exceptional, (21 reviews)
"Check in was very easy and the location was great, close to everything we wanted to do.The property had lots to offer and was in a nice quiet neighborhood."
United States
Omer H.
$874 nightly
The price is $971
Nov 10 - Nov 11
Total with taxes and fees
7BR Lakefront | Pool & Hot Tub
An aerial view of a lakeside resort with a swimming pool, a castle-like structure, and surrounding residential areas.

18. Beach Resort near Disney with Poolside Tike Bar

Beach Resort near Disney with Poolside Tike Bar
Bahama Bay
9.6 out of 10, Exceptional, (4 reviews)
"Love it"
United States
Jerome S.
$257 nightly
The price is $286
Nov 15 - Nov 16
Total with taxes and fees
Beach Resort near Disney with Poolside Tike Bar
A residential complex with multiple houses, a parking area, and a swimming pool.

19. Storey Lake Resort~Heated Pool~Brand New~Designer

Storey Lake Resort~Heated Pool~Brand New~Designer
Kissimmee
10.0 out of 10, Exceptional, (8 reviews)
"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.
$462 nightly
The price is $488
Nov 22 - Nov 23
Total with taxes and fees
Storey Lake Resort~Heated Pool~Brand New~Designer
An aerial view of a residential area with a swimming pool, multiple houses, and a road network.

20. Emerald Island Townhome just 10min to Disney

Emerald Island Townhome just 10min to Disney
Kissimmee
8.0 out of 10, Very good, (8 reviews)
"Overall great experience. Check-in, location and friendly hosts."
United States
Joe D.
$284 nightly
The price is $319
Nov 1 - Nov 2
Total with taxes and fees
Emerald Island Townhome just 10min to Disney
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

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent
"Clean spacious rooms with a kitchen and living space. Perfect for us!!!"
Vikki 3-night trip
Posted less than an hour ago
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Find out more about Windermere

Windermere Villas information

Number of reviews
200
Accommodation
10025 Villas
Lowest Price
$176
Highest Price
$1,124

Frequently asked questions

How much do villas in Windermere cost?
You'll pay between $176 and $1,124 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 10025 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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