A lakeside community with houses and boats.

Villas in Windermere

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Windermere villas

A two-story house with a garage, a covered porch, and a landscaped front yard.

1. 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 $607
Nov 18 - Nov 19
Total with taxes and fees
Rustic Hideaway - Great Location + Pet Friendly!
An aerial view of a house surrounded by dense greenery, with a visible swimming pool and a paved driveway.

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

The Farm House - Great Location + Pet Friendly!
4.0 star property
Windermere
$510 nightly
The price is $566
Nov 16 - Nov 17
Total with taxes and fees
The Farm House - Great Location + Pet Friendly!
Interior

3. Family Townhome Near Disney w Pool & Giant Chess

Family Townhome Near Disney w Pool & Giant Chess
3.0 star property
Orlando
$332 nightly
The price is $374
Nov 24 - Nov 25
Total with taxes and fees
Family Townhome Near Disney w Pool & Giant Chess
A park with a pathway, palm trees, and a body of water during sunset.

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
$197 nightly
The price is $221
Nov 19 - Nov 20
Total with taxes and fees
Lakefront Villa at a Prime Location
A swimming pool with a football on the edge, surrounded by a covered area with a view of trees and a building in the background.

5. 129 Seneca Point Trl

129 Seneca Point Trl
4.0 star property
Indian Point
$348 nightly
The price is $395
Nov 18 - Nov 19
Total with taxes and fees
129 Seneca Point Trl
A poolside area with a covered seating area, a pool, and a view of a body of water.

6. 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.
$992 nightly
The price is $1,107
Nov 18 - Nov 19
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.

7. Amazing Spider | Disney, Slides & River

Amazing Spider | Disney, Slides & River
Kissimmee
8.0 out of 10, Very good, (1 review)
$266 nightly
The price is $302
Nov 15 - Nov 16
Total with taxes and fees
Amazing Spider | Disney, Slides & River
Exterior

8. 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.
$221 nightly
The price is $244
Nov 15 - Nov 16
Total with taxes and fees
Charming Villa near Disney, pool, 4 beds, sleeps 5
A modern building with a glass facade and a large overhang.

9. SAFE QUIET PRIVATE Villa - Mins to ORL/Winter Park/Eola FREE PARKING/EV Charging

SAFE QUIET PRIVATE Villa - Mins to ORL/Winter Park/Eola FREE PARKING/EV Charging
College Park
10.0 out of 10, Exceptional, (31 reviews)
"Great space! Was very comfortable "
United States
Judah E.
$161 nightly
The price is $180
Nov 24 - Nov 25
Total with taxes and fees
SAFE QUIET PRIVATE Villa - Mins to ORL/Winter Park/Eola FREE PARKING/EV Charging
A modern kitchen with white cabinets, stainless steel appliances including a refrigerator, microwave, oven, and dishwasher, a herringbone-patterned backsplash, and a tiled floor.

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 16 - Nov 17
Total with taxes and fees
Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix
Interior

11. Emerald Garden - Resort - 15 Min to Disney - Pets

Emerald Garden - Resort - 15 Min to Disney - Pets
3.0 star property
Kissimmee
10.0 out of 10, Exceptional, (1 review)
$381 nightly
The price is $394
Nov 15 - Nov 16
Total with taxes and fees
Emerald Garden - Resort - 15 Min to Disney - Pets
Exterior

12. 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
$350 nightly
The price is $392
Nov 15 - Nov 16
Total with taxes and fees
Every Bedroom Has Its Own Bathroom ~ 1.4 Miles to Disney`s Animal Kingdom
An aerial view of a resort with multiple swimming pools, a large central building, and surrounding greenery.

13. 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 30 - Dec 1
Total with taxes and fees
Cozy 3BD Townhouse Near Disney, Encantada Resort
A hallway with a wooden staircase, white walls, and a clock on the wall.

14. 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.
$414 nightly
The price is $437
Nov 15 - Nov 16
Total with taxes and fees
3BR Townhouse Right in Front of Epic Universe!
An aerial view of a resort with a large swimming pool, multiple lounge areas, and a winding water feature.

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

BBQ~Oasis w/Heated Pool~Marvel &Nemo rooms~Near Disney
Kissimmee
10.0 out of 10, Exceptional, (14 reviews)
"Lots of space great for families! Great communication with host! Would stay again. "
Canada
Heather
$481 nightly
The price is $507
Nov 15 - Nov 16
Total with taxes and fees
BBQ~Oasis w/Heated Pool~Marvel &Nemo rooms~Near Disney
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.
$233 nightly
The price is $262
Dec 1 - Dec 2
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, (22 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.
$698 nightly
The price is $774
Nov 18 - Nov 19
Total with taxes and fees
7BR Lakefront | Pool & Hot Tub
A hot tub with a view of a lake and surrounding trees.

18. 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.
$546 nightly
The price is $609
Nov 17 - Nov 18
Total with taxes and fees
4BR Villa: Lakefront Retreat with Harry Potter Game Loft near Downtown Orlando
A two-story building with a white picket fence, a staircase, and a clear sky.

19. 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, (41 reviews)
"Located near great eateries and shops!"
United States
Kamia White K.
Completely Renovated 3/2 Close to Disney parks
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

Universal's Endless Summer Resort - Dockside Inn and Suites

Universal's Endless Summer Resort - Dockside Inn and Suites

8/10 Good
"Great staff and well maintained facilities, the shuttle to universal was a amazing feature"
Naeshaughne 6-night trip
Posted less than an hour ago
Universal's Endless Summer Resort - Dockside Inn and Suites

Find out more about Windermere

Windermere Villas information

Number of reviews
245
Accommodation
10025 Villas
Lowest Price
$176
Highest Price
$1,107

Frequently asked questions

How much do villas in Windermere cost?
You'll pay between $176 and $1,107 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 9.6. 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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