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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Windermere villas

BBQ/picnic area

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
The price is ￥25,210
￥96,166 total
includes taxes & fees
Nov 9 - Nov 10
Rustic Hideaway - Great Location + Pet Friendly!
A two-story house with a paved driveway and a lawn.

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

The Farm House - Great Location + Pet Friendly!
4.0 star property
Windermere
The price is ￥25,232
￥89,672 total
includes taxes & fees
Nov 9 - Nov 10
The Farm House - Great Location + Pet Friendly!
A modern bathroom with two sinks, wooden cabinets, and a glass shower enclosure.

3. Family Vacation Home Near Disney With Resort Pool

Family Vacation Home Near Disney With Resort Pool
3.0 star property
Orlando
The price is ￥14,798
￥59,224 total
includes taxes & fees
Nov 16 - Nov 17
Family Vacation Home Near Disney With Resort Pool
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
The price is ￥15,043
￥36,539 total
includes taxes & fees
Nov 19 - Nov 20
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
The price is ￥17,117
￥62,601 total
includes taxes & fees
Nov 18 - Nov 19
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.
The price is ￥67,378
￥167,937 total
includes taxes & fees
Nov 10 - Nov 11
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)
The price is ￥12,869
￥49,991 total
includes taxes & fees
Nov 10 - Nov 11
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.
The price is ￥18,226
￥38,600 total
includes taxes & fees
Nov 8 - Nov 9
Charming Villa near Disney, pool, 4 beds, sleeps 5
The exterior of Altamonte Mall with a large green sign, palm trees, and a curved entrance.

9. 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
The price is ￥12,826
￥26,843 total
includes taxes & fees
Nov 11 - Nov 12
Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix
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.

10. 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.
The price is ￥30,739
￥69,728 total
includes taxes & fees
Nov 9 - Nov 10
3BR Townhouse Right in Front of Epic Universe!
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.
The price is ￥9,668
￥52,151 total
includes taxes & fees
Nov 10 - Nov 11
Cozy 3BD Townhouse Near Disney, Encantada Resort
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
The price is ￥21,301
￥65,803 total
includes taxes & fees
Nov 19 - Nov 20
Every Bedroom Has Its Own Bathroom ~ 1.4 Miles to Disney`s Animal Kingdom
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
The price is ￥16,294
￥60,907 total
includes taxes & fees
Nov 30 - Dec 1
4 BD Townhome Close to Disney!
An aerial view of a resort with a large swimming pool, multiple lounge areas, and a winding water feature.

14. 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
The price is ￥10,162
￥80,635 total
includes taxes & fees
Nov 9 - Nov 10
BBQ~Oasis w/Heated Pool~Marvel &Nemo rooms~Near Disney
Tropical Oasis: Dive into the massive resort-style pool or relax along the winding lazy river.

15. Luxury 5BR Villa Near Disney & Conv Center

Luxury 5BR Villa Near Disney & Conv Center
Orlando
9.8 out of 10, Exceptional, (8 reviews)
"Great stay! Close and convenient location to notable places in Orlando. Would definitely stay again.Hosts also had clear and prompt communication about all check in and check out information."
United States
Paul S.
The price is ￥60,480
￥129,813 total
includes taxes & fees
Nov 23 - Nov 24
Luxury 5BR Villa Near Disney & Conv Center
A residential property with a swimming pool, a covered patio, and a landscaped garden.

16. 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.
The price is ￥67,073
￥139,335 total
includes taxes & fees
Nov 11 - Nov 12
7BR Lakefront | Pool & Hot Tub
A hot tub with a view of a lake and surrounding trees.

17. 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.
The price is ￥58,748
￥119,021 total
includes taxes & fees
Nov 9 - Nov 10
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.

18. 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, (40 reviews)
"Located near great eateries and shops!"
United States
Kamia White K.
The price is ￥11,921
￥36,891 total
includes taxes & fees
Nov 9 - Nov 10
Completely Renovated 3/2 Close to Disney parks
An aerial view of a lakeside resort with a swimming pool, a castle-like structure, and surrounding residential areas.

19. 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.
The price is ￥11,594
￥43,701 total
includes taxes & fees
Nov 15 - Nov 16
Beach Resort near Disney with Poolside Tike Bar
A residential complex with multiple houses, a parking area, and a swimming pool.

20. 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.
The price is ￥18,079
￥80,404 total
includes taxes & fees
Nov 22 - Nov 23
Storey Lake Resort~Heated Pool~Brand New~Designer
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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Learn more about Windermere

Nestled among pristine lakes, this charming town offers a peaceful escape with upscale golf courses and country clubs. Nature lovers can explore the Tibet-Butler Preserve's trails, while four-legged friends enjoy romping at Buena Vista Place Dog Park.

See all hotels in Windermere
A lakeside community with houses and boats.

Top reviews in Windermere

BBQ/picnic area
Rustic Hideaway - Great Location + Pet Friendly!

Rustic Hideaway - Great Location + Pet Friendly!

Rustic Hideaway - Great Location + Pet Friendly!
Windermere

8/10 Good

Good house for a great price. Great location. Need to change the AC more often.
United States
Mercedes
Reviewed October 12, 2026
Rustic Hideaway - Great Location + Pet Friendly!

Frequently Asked Questions

How much do villas in Windermere cost?

You'll pay between ￥9,668 and ￥67,378 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 8.8. 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 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.