A lakeside community with houses and boats.

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

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
The price is ￥18,340
￥87,408 total
includes taxes & fees
Sep 22 - Sep 23
Rustic Hideaway - Great Location + Pet Friendly!
Exterior

2. 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, (30 reviews)
"Great space! Was very comfortable "
United States
Judah E.
The price is ￥19,494
￥28,383 total
includes taxes & fees
Sep 27 - Sep 28
SAFE QUIET PRIVATE Villa - Mins to ORL/Winter Park/Eola FREE PARKING/EV Charging
Villa (4 Bedrooms) | Interior

3. 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)
The price is ￥15,845
￥62,103 total
includes taxes & fees
Sep 19 - Sep 20
Emerald Garden - Resort - 15 Min to Disney - Pets
A heated pool

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

4,800 sf Estate | Pool, Lake, Weddings and Events
Orlando
9.8 out of 10, Exceptional, (32 reviews)
"This property is absolutely beautiful with a ton of space to hang out, relax and have fun! You won't find another place with this many options! "
United States
Hidden Gem C.
The price is ￥57,096
￥161,138 total
includes taxes & fees
Sep 22 - Sep 23
4,800 sf Estate | Pool, Lake, Weddings and Events
Exterior

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

Charming Villa near Disney, pool, 4 beds, sleeps 5
Vacation Village
8.6 out of 10, Excellent, (4 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 ￥17,934
￥39,697 total
includes taxes & fees
Oct 19 - Oct 20
Charming Villa near Disney, pool, 4 beds, sleeps 5
Interior

6. 3BR Townhouse Right in Front of Epic Universe!

3BR Townhouse Right in Front of Epic Universe!
Orlando
9.6 out of 10, Exceptional, (15 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 ￥27,542
￥65,614 total
includes taxes & fees
Sep 29 - Sep 30
3BR Townhouse Right in Front of Epic Universe!
Villa (4 Bedrooms) | Interior

7. Contemporary 4BR Townhome With Pool & Themed Rooms

Contemporary 4BR Townhome With Pool & Themed Rooms
3.5 star property
Clermont
10.0 out of 10, Exceptional, (1 review)
"Even better than what is shown"
United States
Malyjah
The price is ￥16,319
￥50,832 total
includes taxes & fees
Sep 22 - Sep 23
Contemporary 4BR Townhome With Pool & Themed Rooms
Exterior

8. 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 ￥12,632
￥28,776 total
includes taxes & fees
Sep 19 - Sep 20
Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix
Exterior

9. 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, (36 reviews)
"Rental was spacious and met all of our needs."
United States
Nikolaus K.
The price is ￥11,228
￥36,843 total
includes taxes & fees
Sep 20 - Sep 21
Completely Renovated 3/2 Close to Disney parks
Indoor pool

10. 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.
The price is ￥40,500
￥94,415 total
includes taxes & fees
Sep 29 - Sep 30
7BR Lakefront | Pool & Hot Tub
Exterior

11. Amazing Spider | Disney, Slides & River

Amazing Spider | Disney, Slides & River
Kissimmee
8.0 out of 10, Very good, (1 review)
The price is ￥10,127
￥47,794 total
includes taxes & fees
Oct 5 - Oct 6
Amazing Spider | Disney, Slides & River
Exterior

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.
The price is ￥10,106
￥47,381 total
includes taxes & fees
Sep 28 - Sep 29
Shiny Legendary | Disney, River & Slides
Interior

13. At Lakes Upscale Villa/Next to Downtown Orlando

At Lakes Upscale Villa/Next to Downtown Orlando
Lake Davis - Greenwood
10.0 out of 10, Exceptional, (29 reviews)
"Very nice place and hope to stay there again someday"
United States
Wilbur B.
The price is ￥34,948
￥81,406 total
includes taxes & fees
Sep 23 - Sep 24
At Lakes Upscale Villa/Next to Downtown Orlando
Exterior

14. 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 ￥8,421
￥67,757 total
includes taxes & fees
Sep 29 - Sep 30
Cozy 3bd Townhouse | Near Disney| Encantada Resort
Exterior

15. Location! 1.4 miles to Disney - Orlando Family Home

Location! 1.4 miles to Disney - Orlando Family Home
Kissimmee
9.6 out of 10, Exceptional, (47 reviews)
"Great location and space and gist was great"
United States
terri
The price is ￥18,012
￥60,936 total
includes taxes & fees
Sep 30 - Oct 1
Location! 1.4 miles to Disney - Orlando Family Home
Exterior

16. Galactic 7-Bedroom Villa 3 Miles to Disney Star Wars Galaxy Edge

Galactic 7-Bedroom Villa 3 Miles to Disney Star Wars Galaxy Edge
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"It was amazingly themed and the host kept up the theme in her communication. We only stayed one night and it was a great time. "
United States
Alyssa J.
The price is ￥12,632
￥66,747 total
includes taxes & fees
Sep 22 - Sep 23
Galactic 7-Bedroom Villa 3 Miles to Disney Star Wars Galaxy Edge
Villa (3 Bedrooms) | Interior

17. Upstay Pristine 3BR Home With Private Pool & BBQ

Upstay Pristine 3BR Home With Private Pool & BBQ
3.5 star property
Clermont
The price is ￥17,433
￥45,197 total
includes taxes & fees
Oct 14 - Oct 15
Upstay Pristine 3BR Home With Private Pool & BBQ
Coffee/tea maker, fridge, microwave, oven

18. Family Friendly Villa near Disney, pool, sleeps 5

Family Friendly Villa near Disney, pool, sleeps 5
Vacation Village
9.0 out of 10, Wonderful, (2 reviews)
"It was clean. "
United States
Amy E.
The price is ￥15,472
￥35,912 total
includes taxes & fees
Oct 18 - Oct 19
Family Friendly Villa near Disney, pool, sleeps 5
A heated pool

19. 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
8.6 out of 10, Excellent, (90 reviews)
"It was a very nice house my family and I really enjoyed it and made beautiful memories the property manager was very quick to get back with me and helpful, it was very close and convenient to the parks. Would love to stay here again."
United States
Cheryl D.
The price is ￥27,790
￥145,111 total
includes taxes & fees
Sep 30 - Oct 1
Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!
Terrace/patio

20. 8 Mi to Disney: Villa w/ Screened Pool & Lanai

8 Mi to Disney: Villa w/ Screened Pool & Lanai
Kissimmee
9.0 out of 10, Wonderful, (22 reviews)
"Home was comfortable for a 1 week stay, close to Disney, shopping and restaurants."
Canada
Darlene K.
The price is ￥16,999
￥65,033 total
includes taxes & fees
Sep 23 - Sep 24
8 Mi to Disney: Villa w/ Screened Pool & Lanai
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
"All amenities were very good! And location to Disney is great."
Holly 2-night trip
Posted less than an hour ago
Kompose Boutique Resort at Theme Parks

Find out more about Windermere

Windermere Villas information

Number of reviews
338
Accommodation
10079 Villas
Lowest Price
￥28,383
Highest Price
￥161,138

Frequently asked questions

How much do villas in Windermere cost?
You'll pay between ￥28,383 and ￥161,138 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 10079 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.