A lakeside community with houses and boats.

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Check prices for these dates

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

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 SAR 507
SAR 2,022 total
includes taxes & fees
13 Aug - 14 Aug
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 SAR 507
SAR 2,178 total
includes taxes & fees
12 Aug - 13 Aug
Rustic Hideaway - Great Location + Pet Friendly!
Exterior

3. New Vista Cay Home | Universal & Convention

New Vista Cay Home | Universal & Convention
Orlando
The price is SAR 625
SAR 779 total
includes taxes & fees
1 Sep - 2 Sep
New Vista Cay Home | Universal & Convention
Villa (4 Bedrooms) | Interior

4. 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 SAR 419
SAR 1,253 total
includes taxes & fees
24 Aug - 25 Aug
Contemporary 4BR Townhome With Pool & Themed Rooms
Interior

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 SAR 663
SAR 1,644 total
includes taxes & fees
9 Sep - 10 Sep
3BR Townhouse Right in Front of Epic Universe!
A heated pool

6. 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 SAR 1,501
SAR 4,085 total
includes taxes & fees
9 Sep - 10 Sep
4,800 sf Estate | Pool, Lake, Weddings and Events
Exterior

7. 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 SAR 243
SAR 1,156 total
includes taxes & fees
16 Aug - 17 Aug
Shiny Legendary | Disney, River & Slides
Villa (4 Bedrooms) | Interior

8. 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)
Emerald Garden - Resort - 15 Min to Disney - Pets
Exterior

9. 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 SAR 304
SAR 689 total
includes taxes & fees
10 Aug - 11 Aug
Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix
TV

10. Spacious 5-Bedroom Pool Home Near Disney - Private Pool - Game Room

Spacious 5-Bedroom Pool Home Near Disney - Private Pool - Game Room
Clear Creek
The price is SAR 338
SAR 1,597 total
includes taxes & fees
13 Aug - 14 Aug
Spacious 5-Bedroom Pool Home Near Disney - Private Pool - Game Room
Exterior

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 SAR 263
SAR 1,547 total
includes taxes & fees
30 Aug - 31 Aug
Cozy 3bd Townhouse | Near Disney| Encantada Resort
Exterior

12. 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)
"This was our second time staying here. It was clean and well stocked for the week. The pools at the place were great. We were able to enjoy pickleball and golf on the resort as well. "
United States
Carolyn B.
The price is SAR 425
SAR 1,038 total
includes taxes & fees
10 Aug - 11 Aug
Clermont Tiny Home: Main Floor Queen, Lofts & No Pet Fees
Exterior

13. Amazing Spider | Disney, Slides & River

Amazing Spider | Disney, Slides & River
Kissimmee
The price is SAR 243
SAR 1,160 total
includes taxes & fees
20 Aug - 21 Aug
Amazing Spider | Disney, Slides & River
Villa (3 Bedrooms) | Interior

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

Upstay Pristine 3BR Home With Private Pool & BBQ
3.5 star property
Clermont
The price is SAR 438
SAR 1,107 total
includes taxes & fees
1 Sep - 2 Sep
Upstay Pristine 3BR Home With Private Pool & BBQ
Outdoor dining

15. Enchanted Villa with Lake View 6-Bedroom in Resort

Enchanted Villa with Lake View 6-Bedroom in Resort
Lake Berkley
9.6 out of 10, Exceptional, (5 reviews)
"Amazing detail in the decor and easy to communicate host. So welcoming and great for large parties. I took my family of nine and there was more than enough room for everyone. "
United States
Sarah J.
The price is SAR 161
SAR 1,419 total
includes taxes & fees
31 Aug - 1 Sep
Enchanted Villa with Lake View 6-Bedroom in Resort
Exterior

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 SAR 434
SAR 1,467 total
includes taxes & fees
10 Aug - 11 Aug
Location! 1.4 miles to Disney - Orlando Family Home
Exterior

17. 1BR Villa Minutes from Disney - Pools + Family Resort - Vistana Resort

1BR Villa Minutes from Disney - Pools + Family Resort - Vistana Resort
Orlando
10.0 out of 10, Exceptional, (3 reviews)
"All the resort employees were very helpful and friendly! We would to come back again next year! The villas were very clean and nice to stay, our beds were very comfortable."
United States
Karen J.
The price is SAR 678
SAR 860 total
includes taxes & fees
23 Aug - 24 Aug
1BR Villa Minutes from Disney - Pools + Family Resort - Vistana Resort
Exterior

18. Windsor Hills Resort/3Bed/POOL/Near Disney

Windsor Hills Resort/3Bed/POOL/Near Disney
Windsor Hills
9.8 out of 10, Exceptional, (28 reviews)
"The resort amenities really made this a great place to stay. Communication was great and the house had everything we needed to make it a comfortable stay. "
United States
Holly S.
The price is SAR 323
SAR 1,724 total
includes taxes & fees
12 Aug - 13 Aug
Windsor Hills Resort/3Bed/POOL/Near Disney
Interior

19. 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, (27 reviews)
"Very nice place and hope to stay there again someday"
United States
Wilbur B.
The price is SAR 774
SAR 1,929 total
includes taxes & fees
10 Aug - 11 Aug
At Lakes Upscale Villa/Next to Downtown Orlando
Exterior

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 SAR 327
SAR 1,184 total
includes taxes & fees
1 Sep - 2 Sep
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

10/10 Excellent
"We really enjoyed are stay looking to plan longer trip there again soon"
Jaqueline 2-night trip
Posted less than an hour ago
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Frequently asked questions

How much do villas in Windermere cost?
You'll pay between SAR 689 and SAR 4,085 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 9.8. 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 10526 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.
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.