A lakeside community with houses and boats.

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

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 ￥22,629
￥93,121 total
includes taxes & fees
Oct 19 - Oct 20
Rustic Hideaway - Great Location + Pet Friendly!
A row of townhouses with green awnings, a curved pathway, and well-maintained landscaping.

2. Family Vacation Home Near Disney w Pool & Spa

Family Vacation Home Near Disney w Pool & Spa
3.0 star property
Orlando
The price is ￥14,854
￥59,198 total
includes taxes & fees
Oct 25 - Oct 26
Family Vacation Home Near Disney w Pool & Spa
Interior

3. Lakefront Villa at a Prime Location

Lakefront Villa at a Prime Location
Orlando
9.2 out of 10, Wonderful, (69 reviews)
"From check in to check out everything was seamless. Very clean place and clean environment. Highly recommended."
United States
Madeen
The price is ￥15,012
￥37,727 total
includes taxes & fees
Oct 20 - Oct 21
Lakefront Villa at a Prime Location
A poolside area with a covered seating area, a pool, and a view of a body of water.

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)
"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 ￥63,315
￥170,367 total
includes taxes & fees
Oct 19 - Oct 20
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
8.8 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 ￥18,172
￥40,540 total
includes taxes & fees
Oct 19 - Oct 20
Charming Villa near Disney, pool, 4 beds, sleeps 5
A modern building with a glass facade and a large overhang.

6. 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 ￥18,804
￥27,693 total
includes taxes & fees
Oct 25 - Oct 26
SAFE QUIET PRIVATE Villa - Mins to ORL/Winter Park/Eola FREE PARKING/EV Charging
Exterior

7. 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 ￥14,037
￥56,329 total
includes taxes & fees
Oct 19 - Oct 20
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 water slide, and a tower structure.

8. Amazing Spider | Disney, Slides & River

Amazing Spider | Disney, Slides & River
Kissimmee
8.0 out of 10, Very good, (1 review)
The price is ￥10,496
￥48,780 total
includes taxes & fees
Oct 28 - Oct 29
Amazing Spider | Disney, Slides & River
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.
The price is ￥27,908
￥66,011 total
includes taxes & fees
Oct 19 - Oct 20
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
The price is ￥12,800
￥29,000 total
includes taxes & fees
Oct 19 - Oct 20
Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix
An aerial view of a resort with multiple swimming pools, a water slide, and a tower structure.

11. 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 ￥10,496
￥48,621 total
includes taxes & fees
Oct 19 - Oct 20
Shiny Legendary | Disney, River & Slides
An aerial view of a resort with multiple swimming pools, a dock, and lush greenery.

12. 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 ￥9,323
￥53,994 total
includes taxes & fees
Oct 21 - Oct 22
Cozy 3BD Townhouse Near Disney, Encantada Resort
A covered swimming pool with a view of a grassy area and trees.

13. 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 ￥49,738
￥106,564 total
includes taxes & fees
Nov 3 - Nov 4
7BR Lakefront | Pool & Hot Tub
A hot tub with a view of a lake and surrounding trees.

14. 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 ￥33,500
￥91,454 total
includes taxes & fees
Oct 19 - Oct 20
4BR Villa: Lakefront Retreat with Harry Potter Game Loft near Downtown Orlando
A two-story building with a symmetrical facade, a central entrance with a door, and a small porch area.

15. Lazy River~Tiki Bar~Pool~Hot Tub~Themed~Disney

Lazy River~Tiki Bar~Pool~Hot Tub~Themed~Disney
Regal Palms
Lazy River~Tiki Bar~Pool~Hot Tub~Themed~Disney
A two-story building with a beige facade, black-framed windows, and a brick entrance.

16. Full Arcade~Resort~Heated Pool~Anime Adventure!

Full Arcade~Resort~Heated Pool~Anime Adventure!
Kissimmee
10.0 out of 10, Exceptional, (2 reviews)
"This property is truly stunning and well thought out. It has everything you will need to feel like you are home from home. The resort is good and has a great location for Disney. This property will easily accommodate large families inside with plenty of parking outside too. The hosts are great and very fast to respond to any messages. A great place to lay your roots in the Orlando area. Highly recommended! "
United Kingdom
Adele L.
The price is ￥9,913
￥84,113 total
includes taxes & fees
Oct 19 - Oct 20
Full Arcade~Resort~Heated Pool~Anime Adventure!
A covered patio with a sofa, chairs, and a small table.

17. Stylish and Spacious Winter Park Retreat Close to Dining, Shopping and Rollins College

Stylish and Spacious Winter Park Retreat Close to Dining, Shopping and Rollins College
Winter Park
9.0 out of 10, Wonderful, (2 reviews)
"Enjoyed our stay .. was clean and had all the amenities"
United States
Ayman
The price is ￥16,554
￥47,368 total
includes taxes & fees
Oct 19 - Oct 20
Stylish and Spacious Winter Park Retreat Close to Dining, Shopping and Rollins College
A covered outdoor swimming pool with lounge chairs and a pergola structure.

18. Gorgeous VILLA near Disney, Private Heated South Pool

Gorgeous VILLA near Disney, Private Heated South Pool
Sandy Ridge
8.6 out of 10, Excellent, (20 reviews)
"My family had a wonderful stay! Would definitely come back! "
United States
Janay P.
The price is ￥15,802
￥69,845 total
includes taxes & fees
Oct 22 - Oct 23
Gorgeous VILLA near Disney, Private Heated South Pool
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 ￥13,748
￥48,708 total
includes taxes & fees
Oct 26 - Oct 27
Beach Resort near Disney with Poolside Tike Bar
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

10/10 Excellent
"Good"
Isiarah 3-night trip
Posted 4 hours ago
Universal's Endless Summer Resort - Dockside Inn and Suites

Find out more about Windermere

Windermere Villas information

Number of reviews
247
Accommodation
10025 Villas
Lowest Price
￥27,693
Highest Price
￥170,367

Frequently asked questions

How much do villas in Windermere cost?
You'll pay between ￥27,693 and ￥170,367 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 9.5. 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.