A lakeside community with houses and boats.

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Windermere villas

1. Rustic Hideaway - Great Location + Pet Friendly!

Rustic Hideaway - Great Location + Pet Friendly!
4.0 star property
Windermere
The price is AU$754
includes taxes & fees
10 Sept - 11 Sept
Rustic Hideaway - Great Location + Pet Friendly!
A poolside area with a covered seating area, a pool, and a view of a body of water.

2. 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 AU$1,446
includes taxes & fees
9 Sept - 10 Sept
4,800 sf Estate | Pool, Lake, Weddings and Events
A modern kitchen with wooden cabinets, stainless steel appliances, and a dining area with two chairs.

3. 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 AU$315
includes taxes & fees
13 Sept - 14 Sept
Family Friendly Villa near Disney, pool, sleeps 5
A modern building with a glass facade and a large overhang.

4. 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 AU$255
includes taxes & fees
27 Sept - 28 Sept
SAFE QUIET PRIVATE Villa - Mins to ORL/Winter Park/Eola FREE PARKING/EV Charging
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.

5. 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 AU$598
includes taxes & fees
13 Sept - 14 Sept
3BR Townhouse Right in Front of Epic Universe!

6. 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 AU$552
includes taxes & fees
11 Sept - 12 Sept
Emerald Garden - Resort - 15 Min to Disney - Pets
A modern multi-story residential building with a symmetrical facade, stone accents, and a central entrance.

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 AU$452
includes taxes & fees
28 Sept - 29 Sept
Contemporary 4BR Townhome With Pool & Themed Rooms
A covered swimming pool with a view of a grassy area and trees.

8. 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 AU$840
includes taxes & fees
21 Sept - 22 Sept
7BR Lakefront | Pool & Hot Tub
An aerial view of a resort with multiple swimming pools, a water slide, and a tower structure.

9. Amazing Spider | Disney, Slides & River

Amazing Spider | Disney, Slides & River
Kissimmee
The price is AU$428
includes taxes & fees
9 Sept - 10 Sept
Amazing Spider | Disney, Slides & River
An aerial view of a resort with multiple swimming pools, a water slide, and a tower structure.

10. 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 AU$428
includes taxes & fees
9 Sept - 10 Sept
Shiny Legendary | Disney, River & Slides
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 AU$598
includes taxes & fees
9 Sept - 10 Sept
Cozy 3bd Townhouse | Near Disney| Encantada Resort
The exterior of Altamonte Mall with a large green sign, palm trees, and a curved entrance.

12. Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix

Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix
Altamonte Springs
9.2 out of 10, Wonderful, (7 reviews)
"It had everything we needed, and more. It was very pet-friendly. The host was very polite and discreet. Clean and neat. The location cannot be more centric for shops and so on. And, it is a bargain. We wanted to stay lomger, but it was already booked!"
United States
Maria M.
The price is AU$257
includes taxes & fees
13 Sept - 14 Sept
Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix

13. 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 AU$356
includes taxes & fees
13 Sept - 14 Sept
Charming Villa near Disney, pool, 4 beds, sleeps 5
A clear, enclosed swimming pool with a 5 FT depth marker, surrounded by a metal frame and glass walls, with a grassy area and buildings in the background.

14. 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 AU$1,261
includes taxes & fees
10 Sept - 11 Sept
Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!
A building with a 'General Store' and 'Pro Shop' sign, a parking lot, and a white fence.

15. Clermont Tiny Home: Main Floor Queen, Lofts & No Pet Fees

Clermont Tiny Home: Main Floor Queen, Lofts & No Pet Fees
Clermont
10.0 out of 10, Exceptional, (19 reviews)
"Very cool place, extremely neat and clean and much more comfortable than an RV."
United States
brian d.
The price is AU$384
includes taxes & fees
18 Sept - 19 Sept
Clermont Tiny Home: Main Floor Queen, Lofts & No Pet Fees

16. 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 AU$512
includes taxes & fees
9 Sept - 10 Sept
Location! 1.4 miles to Disney - Orlando Family Home

17. Upstay-luxury 3BR Home w Private Pool & Games Room

Upstay-luxury 3BR Home w Private Pool & Games Room
3.5 star property
Clermont
The price is AU$424
includes taxes & fees
9 Sept - 10 Sept
Upstay-luxury 3BR Home w Private Pool & Games Room
A modern kitchen with a bar area, a dining space, and a living area with a fireplace.

18. 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, (28 reviews)
"Very nice place and hope to stay there again someday"
United States
Wilbur B.
The price is AU$737
includes taxes & fees
23 Sept - 24 Sept
At Lakes Upscale Villa/Next to Downtown Orlando
A modern two-story residential building with a flat roof, large windows, and a well-maintained lawn.

19. 4801 ML - Ideal Retreat Townhome Oasis with Pool

4801 ML - Ideal Retreat Townhome Oasis with Pool
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"Everything was absolutely perfect and as described in the listing. The host was very nice, made sure our check in process was smooth and we didn’t have any problems throughout the whole stay. Highly recommend this property and it’s very affordable! "
United States
LATONYA S.
The price is AU$817
includes taxes & fees
29 Sept - 30 Sept
4801 ML - Ideal Retreat Townhome Oasis with Pool
An aerial view of a lakeside resort with a swimming pool, a castle-like structure, and surrounding residential areas.

20. 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 AU$420
includes taxes & fees
9 Sept - 10 Sept
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

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

8/10 Good
"We usually stay at there other property down the road. Same set up, same room styles. No breakfast service at the restaurant and getting to the welcome center to check in from the main gate was difficult."
David 2-night trip
Posted less than an hour ago
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Find out more about Windermere

Windermere Villas information

Number of reviews
301
Accommodation
9822 Villas
Lowest Price
AU$255
Highest Price
AU$1,446

Frequently asked questions

How much do villas in Windermere cost?
Expect to pay between AU$255 and AU$1,446 per night for villas in Windermere. Whatever your budget, a perfect getaway is just a few clicks away on Expedia. This price was 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?
Windermere has 9822 villas to select from. Find your next perfect stay quickly and easily by clicking the "Villa" checkbox under the "Property type" tab in our handy filter tool.
What is there to do near my villa in Windermere?
You'll find loads of wonderful things to put on your itinerary in Windermere. Make tracks to attractions like Walt Disney World® Resort, Universal Orlando Resort and Magic Kingdom® Park. Epcot®, Universal's Islands of Adventure and Discovery Cove are other must-see's.

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