A lakeside community with houses and boats.

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Windermere villas

A two-story house with a paved driveway and a lawn.

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

The Farm House - Great Location + Pet Friendly!
4.0 star property
Windermere
The price is NZ$1,006
includes taxes & fees
2 Nov - 3 Nov
The Farm House - Great Location + Pet Friendly!
BBQ/picnic Area

2. 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 NZ$1,080
includes taxes & fees
2 Nov - 3 Nov
Rustic Hideaway - Great Location + Pet Friendly!
A two-story house with a green facade, a covered porch, and a well-maintained garden.

3. Magical Townhome Near Disney w Resort Pool Access

Magical Townhome Near Disney w Resort Pool Access
3.0 star property
Orlando
The price is NZ$687
includes taxes & fees
1 Nov - 2 Nov
Magical Townhome Near Disney w Resort Pool Access
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 NZ$422
includes taxes & fees
4 Nov - 5 Nov
Lakefront Villa at a Prime Location
A poolside area with a covered seating area, a pool, and a view of a body of water.

5. 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 NZ$1,980
includes taxes & fees
2 Nov - 3 Nov
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.

6. Amazing Spider | Disney, Slides & River

Amazing Spider | Disney, Slides & River
Kissimmee
8.0 out of 10, Very good, (1 review)
The price is NZ$624
includes taxes & fees
10 Nov - 11 Nov
Amazing Spider | Disney, Slides & River
Exterior

7. 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 NZ$449
includes taxes & fees
1 Nov - 2 Nov
Charming Villa near Disney, pool, 4 beds, sleeps 5
Exterior

8. 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 NZ$623
includes taxes & fees
3 Nov - 4 Nov
Every Bedroom Has Its Own Bathroom ~ 1.4 Miles to Disney`s Animal Kingdom
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 NZ$819
includes taxes & fees
9 Nov - 10 Nov
3BR Townhouse Right in Front of Epic Universe!
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
The price is NZ$326
includes taxes & fees
31 Oct - 1 Nov
Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix
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 NZ$590
includes taxes & fees
11 Nov - 12 Nov
Cozy 3BD Townhouse Near Disney, Encantada Resort
An aerial view of a resort with multiple swimming pools, a water slide, and a tower structure.

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 NZ$624
includes taxes & fees
16 Nov - 17 Nov
Shiny Legendary | Disney, River & Slides
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 NZ$647
includes taxes & fees
2 Nov - 3 Nov
4 BD Townhome Close to Disney!
A covered outdoor swimming pool with lounge chairs and a pergola structure.

14. Gorgeous VILLA near Disney, Private Heated South Pool

Gorgeous VILLA near Disney, Private Heated South Pool
Sandy Ridge
8.8 out of 10, Excellent, (21 reviews)
"My family had a wonderful stay! Would definitely come back! "
United States
Janay P.
The price is NZ$736
includes taxes & fees
31 Oct - 1 Nov
Gorgeous VILLA near Disney, Private Heated South Pool
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 NZ$1,025
includes taxes & fees
3 Nov - 4 Nov
4BR Villa: Lakefront Retreat with Harry Potter Game Loft near Downtown Orlando
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.
The price is NZ$476
includes taxes & fees
19 Nov - 20 Nov
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, (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 NZ$1,552
includes taxes & fees
10 Nov - 11 Nov
7BR Lakefront | Pool & Hot Tub
An aerial view of a lakeside resort with a swimming pool, a castle-like structure, and surrounding residential areas.

18. 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 NZ$515
includes taxes & fees
15 Nov - 16 Nov
Beach Resort near Disney with Poolside Tike Bar
A residential complex with multiple houses, a parking area, and a swimming pool.

19. 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 NZ$892
includes taxes & fees
22 Nov - 23 Nov
Storey Lake Resort~Heated Pool~Brand New~Designer
An aerial view of a residential area with a swimming pool, multiple houses, and a road network.

20. Emerald Island Townhome just 10min to Disney

Emerald Island Townhome just 10min to Disney
Kissimmee
8.0 out of 10, Very good, (8 reviews)
"Overall great experience. Check-in, location and friendly hosts."
United States
Joe D.
The price is NZ$763
includes taxes & fees
12 Nov - 13 Nov
Emerald Island Townhome just 10min to Disney
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

Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area

10/10 Excellent
"We brought one of our grandkids down for one on one trip. The location was excellent. The shuttle service back-and-forth to the Disney parks was awesome. Such a great value, breakfast and the kickback dinner was amazing. Our granddaughter loved the pool. And we could see the fireworks from our room even!"
Diana and Marc 3-night trip
Posted less than an hour ago
Drury Plaza Hotel Orlando - Disney Springs Area

Find out more about Windermere

Windermere Villas information

Number of reviews
200
Accommodation
10025 Villas
Lowest Price
NZ$326
Highest Price
NZ$1,980

Frequently asked questions

How much do villas in Windermere cost?
You'll pay between NZ$326 and NZ$1,980 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.
How many villas are there in Windermere?
Reclaim your holiday 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.
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.