A lakeside community with houses and boats.

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Check prices for these dates

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

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 HK$1,124
HK$4,625 total
includes taxes & fees
19 Oct - 20 Oct
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 Farm House - Great Location + Pet Friendly!
A poolside area with a covered seating area, a pool, and a view of a body of water.

3. 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 HK$3,051
HK$8,341 total
includes taxes & fees
19 Oct - 20 Oct
4,800 sf Estate | Pool, Lake, Weddings and Events
Interior

4. 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 HK$746
HK$1,874 total
includes taxes & fees
20 Oct - 21 Oct
Lakefront Villa at a Prime Location
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 HK$903
HK$1,998 total
includes taxes & fees
18 Oct - 19 Oct
Charming Villa near Disney, pool, 4 beds, sleeps 5
A two-story house with a front porch, a mailbox, and a well-maintained garden with various plants and a palm tree.

6. Upstay Modern 3BR Townhome With Pool Near Disney

Upstay Modern 3BR Townhome With Pool Near Disney
3.5 star property
Kissimmee
The price is HK$706
HK$2,129 total
includes taxes & fees
4 Nov - 5 Nov
Upstay Modern 3BR Townhome With Pool Near Disney
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 HK$521
HK$2,423 total
includes taxes & fees
27 Oct - 28 Oct
Amazing Spider | Disney, Slides & River
A modern building with a glass facade and a large overhang.

8. 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 HK$934
HK$1,375 total
includes taxes & fees
25 Oct - 26 Oct
SAFE QUIET PRIVATE Villa - Mins to ORL/Winter Park/Eola FREE PARKING/EV Charging
Exterior

9. 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 HK$697
HK$2,798 total
includes taxes & fees
19 Oct - 20 Oct
Location! 1.4 miles to Disney - Orlando Family Home
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 HK$1,386
HK$3,286 total
includes taxes & fees
18 Oct - 19 Oct
3BR Townhouse Right in Front of Epic Universe!
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 HK$521
HK$2,415 total
includes taxes & fees
19 Oct - 20 Oct
Shiny Legendary | Disney, River & Slides
Interior

12. 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 HK$892
HK$3,232 total
includes taxes & fees
16 Oct - 17 Oct
Emerald Garden - Resort - 15 Min to Disney - Pets
The exterior of Altamonte Mall with a large green sign, palm trees, and a curved entrance.

13. 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 HK$706
HK$1,519 total
includes taxes & fees
8 Nov - 9 Nov
Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix
An aerial view of a resort with multiple swimming pools, a dock, and lush greenery.

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 HK$463
HK$2,682 total
includes taxes & fees
21 Oct - 22 Oct
Cozy 3bd Townhouse | Near Disney| Encantada Resort
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.
The price is HK$1,452
HK$4,280 total
includes taxes & fees
19 Oct - 20 Oct
4BR Villa: Lakefront Retreat with Harry Potter Game Loft near Downtown Orlando
A modern building with a stone facade, multiple windows, and a parking lot.

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

Upstay Pristine 3BR Home With Private Pool & BBQ
3.5 star property
Clermont
The price is HK$903
HK$2,300 total
includes taxes & fees
18 Oct - 19 Oct
Upstay Pristine 3BR Home With Private Pool & BBQ
A residential area with multiple houses, a central building with a swimming pool, and a curved road layout.

17. The ideal getaway II

The ideal getaway II
Kissimmee
The price is HK$604
HK$2,577 total
includes taxes & fees
23 Oct - 24 Oct
The ideal getaway II
An indoor swimming pool with two lounge chairs, a glass-enclosed patio, and a view of trees and buildings.

18. 17319 4BR Townhouse Heated Pool near Disney

17319 4BR Townhouse Heated Pool near Disney
Clermont
The price is HK$941
HK$2,736 total
includes taxes & fees
26 Oct - 27 Oct
17319 4BR Townhouse Heated Pool near Disney
A covered swimming pool with a view of a grassy area and trees.

19. 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 HK$2,560
HK$5,409 total
includes taxes & fees
21 Oct - 22 Oct
7BR Lakefront | Pool & Hot Tub
An aerial view of a residential area with a large swimming pool complex, surrounded by single-family homes and a body of water.

20. Family 5BR w/ Pool & Grill Near Disney Magic

Family 5BR w/ Pool & Grill Near Disney Magic
Kissimmee
The price is HK$888
HK$4,614 total
includes taxes & fees
1 Nov - 2 Nov
Family 5BR w/ Pool & Grill Near Disney Magic
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

Marriott's Grande Vista

Marriott's Grande Vista

8/10 Good
"My family enjoyed the property and what they have. Overall, the staff was great and very efficient with your requests. My only complaint is that you have to pay for parking when you are already paying to stay there. It didn’t make sense to us at all."
Dennis 6-night trip
Posted less than an hour ago
Marriott's Grande Vista

Find out more about Windermere

Windermere Villas information

Number of reviews
219
Accommodation
9865 Villas
Lowest Price
HK$1,375
Highest Price
HK$8,341

Frequently asked questions

How much do villas in Windermere cost?
You'll pay between HK$1,375 and HK$8,341 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 holiday days and pick from 9865 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 cosy 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 favourite among travellers. 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. Holidaying 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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