A lakeside community with houses and boats.

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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Windermere villas

Villa (3 Bedrooms) | Interior

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

The Farm House - Great Location + Pet Friendly!
3.0 star property
Windermere
The price is ￥20,157
￥83,541 total
includes taxes & fees
Aug 4 - Aug 5
The Farm House - Great Location + Pet Friendly!
Villa (5 Bedrooms) | Interior

2. Rustic Hideaway - Great Location + Pet Friendly!

Rustic Hideaway - Great Location + Pet Friendly!
3.0 star property
Windermere
The price is ￥22,963
￥93,232 total
includes taxes & fees
Aug 4 - Aug 5
Rustic Hideaway - Great Location + Pet Friendly!
Villa (3 Bedrooms) | Interior

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

Upstay Pristine 3BR Home With Private Pool & BBQ
3.5 star property
Clermont
The price is ￥17,558
￥45,523 total
includes taxes & fees
Aug 4 - Aug 5
Upstay Pristine 3BR Home With Private Pool & BBQ
Villa (4 Bedrooms) | Interior

4. 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 ￥25,058
￥72,970 total
includes taxes & fees
Aug 4 - Aug 5
Emerald Garden - Resort - 15 Min to Disney - Pets
Villa, Multiple Bedrooms | Terrace/patio

5. Sea Shore At Solara Resort By Shine Villas #401 7 Bedroom Villa

Sea Shore At Solara Resort By Shine Villas #401 7 Bedroom Villa
3.0 star property
Kissimmee
The price is ￥35,939
￥142,007 total
includes taxes & fees
Aug 27 - Aug 28
Sea Shore At Solara Resort By Shine Villas #401 7 Bedroom Villa
House | 3 bedrooms

6. Bahama Bay Resort - Grand Bahama Penthouse

Bahama Bay Resort - Grand Bahama Penthouse
2.0 star property
Bahama Bay
The price is ￥17,584
￥66,622 total
includes taxes & fees
Aug 14 - Aug 15
Bahama Bay Resort - Grand Bahama Penthouse
Villa (4 Bedrooms) | Interior

7. Solara Resort Home With Private Pool Near Disney

Solara Resort Home With Private Pool Near Disney
3.0 star property
Kissimmee
The price is ￥15,425
￥51,273 total
includes taxes & fees
Aug 9 - Aug 10
Solara Resort Home With Private Pool Near Disney
Villa, 4 Bedrooms | Exterior

8. Tropical Escape By Shine Villas 244 4 Bedroom Villa

Tropical Escape By Shine Villas 244 4 Bedroom Villa
3.0 star property
Eagle Pointe South
2.0 out of 10, (1 review)
Tropical Escape By Shine Villas 244 4 Bedroom Villa
Villa (3 Bedrooms) | Interior

9. 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 ￥21,306
￥49,683 total
includes taxes & fees
Aug 6 - Aug 7
Upstay-luxury 3BR Home w Private Pool & Games Room
Villa, 3 Bedrooms | Aerial view

10. Surfstyle At Margaritaville By Shine Villas 022 3 Bedroom Villa

Surfstyle At Margaritaville By Shine Villas 022 3 Bedroom Villa
3.0 star property
Kissimmee
2.0 out of 10, (1 review)
"poor communication. charged me early check in and late check out fee that was due to their unresponsiveness and poor communication"
United States
Nicola
Surfstyle At Margaritaville By Shine Villas 022 3 Bedroom Villa
Villa (3 Bedrooms) | Interior

11. Upstay Modern 3BR Townhome With Pool Near Disney

Upstay Modern 3BR Townhome With Pool Near Disney
3.5 star property
Kissimmee
The price is ￥12,429
￥40,725 total
includes taxes & fees
Aug 31 - Sep 1
Upstay Modern 3BR Townhome With Pool Near Disney
Villa (4 Bedrooms) | Interior

12. Upstay: Resort Home w Private Pool Near Disney

Upstay: Resort Home w Private Pool Near Disney
3.5 star property
Kissimmee
The price is ￥24,063
￥61,077 total
includes taxes & fees
Aug 4 - Aug 5
Upstay: Resort Home w Private Pool Near Disney
Villa (4 Bedrooms) | Interior

13. Upstay: Modern Family Townhome With Pool & Patio

Upstay: Modern Family Townhome With Pool & Patio
3.5 star property
Clermont
The price is ￥16,370
￥51,192 total
includes taxes & fees
Aug 24 - Aug 25
Upstay: Modern Family Townhome With Pool & Patio
Villa, 4 Bedrooms | Exterior

14. Magical Hideaway At Kissimmee By Shine Villas 4 Bedroom Villa

Magical Hideaway At Kissimmee By Shine Villas 4 Bedroom Villa
3.0 star property
Lindfields
The price is ￥20,713
￥95,131 total
includes taxes & fees
Aug 5 - Aug 6
Magical Hideaway At Kissimmee By Shine Villas 4 Bedroom Villa
Villa (4 Bedrooms) | Interior

15. Spacious 4BR Family Townhouseprivate Pool & BBQ

Spacious 4BR Family Townhouseprivate Pool & BBQ
3.5 star property
Bellavida
The price is ￥17,944
￥54,132 total
includes taxes & fees
Aug 5 - Aug 6
Spacious 4BR Family Townhouseprivate Pool & BBQ
Villa, Multiple Bedrooms | Aerial view

16. Water Kingdom @ Storey Lake By Shine Villas! #525 9 Bedroom Home

Water Kingdom @ Storey Lake By Shine Villas! #525 9 Bedroom Home
3.0 star property
Kissimmee
10.0 out of 10, Exceptional, (1 review)
The price is ￥39,100
￥179,541 total
includes taxes & fees
Aug 17 - Aug 18
Water Kingdom @ Storey Lake By Shine Villas! #525 9 Bedroom Home
Villa, 4 Bedrooms | Aerial view

17. Gilded Parasol By Shine Villas Remington Golf #410 4 Bedroom Home

Gilded Parasol By Shine Villas Remington Golf #410 4 Bedroom Home
3.0 star property
Kissimmee
The price is ￥24,813
￥99,770 total
includes taxes & fees
Aug 7 - Aug 8
Gilded Parasol By Shine Villas Remington Golf #410 4 Bedroom Home
Villa, Multiple Bedrooms | Exterior

18. Treat Retreat @ Storey Lake By Shine Villas #418 7 Bedroom Villa

Treat Retreat @ Storey Lake By Shine Villas #418 7 Bedroom Villa
3.0 star property
Kissimmee
The price is ￥42,581
￥149,547 total
includes taxes & fees
Aug 11 - Aug 12
Treat Retreat @ Storey Lake By Shine Villas #418 7 Bedroom Villa
Villa (4 Bedrooms) | Interior

19. 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 ￥16,275
￥51,086 total
includes taxes & fees
Aug 25 - Aug 26
Contemporary 4BR Townhome With Pool & Themed Rooms
Villa, 6 Bedrooms | Exterior

20. Stars Align @ Storey Lake By Shine Villas 6 Bedroom Villa

Stars Align @ Storey Lake By Shine Villas 6 Bedroom Villa
3.0 star property
Kissimmee
The price is ￥27,783
￥120,051 total
includes taxes & fees
Aug 26 - Aug 27
Stars Align @ Storey Lake By Shine Villas 6 Bedroom Villa
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

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

8/10 Good
"Room was great"
Marino 1-night trip
Posted 4 hours ago
Hyatt Regency Orlando International Airport

Find out more about Windermere

Windermere Villas information

Number of reviews
2
Accommodation
10080 Villas
Lowest Price
￥40,725
Highest Price
￥179,541

Frequently asked questions

How much do villas in Windermere cost?
You'll pay between ￥40,725 and ￥179,541 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 6.0. 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 10080 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.