A lakeside community with houses and boats.

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Check prices for these dates

In two weeks
11 Sep - 13 Sep
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Windermere villas

BBQ/picnic area

1. Rustic Hideaway - Great Location + Pet Friendly!

Rustic Hideaway - Great Location + Pet Friendly!
3.0 star property
Windermere
Rustic Hideaway - Great Location + Pet Friendly!
Coffee/tea maker, fridge, microwave, oven

2. 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 SAR 335
SAR 840 total
includes taxes & fees
30 Aug - 31 Aug
Family Friendly Villa near Disney, pool, sleeps 5
A heated pool

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)
"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 1,500
SAR 4,081 total
includes taxes & fees
8 Sep - 9 Sep
4,800 sf Estate | Pool, Lake, Weddings and Events
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 385
SAR 1,215 total
includes taxes & fees
31 Aug - 1 Sep
Contemporary 4BR Townhome With Pool & Themed Rooms
Exterior

5. Amazing Spider | Disney, Slides & River

Amazing Spider | Disney, Slides & River
Kissimmee
Amazing Spider | Disney, Slides & River
Exterior

6. Shiny Legendary | Disney, River & Slides

Shiny Legendary | Disney, River & Slides
Kissimmee
10.0 out of 10, Exceptional, (1 review)
The price is SAR 243
SAR 1,163 total
includes taxes & fees
8 Sep - 9 Sep
Shiny Legendary | Disney, River & Slides
Interior

7. 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 1,655 total
includes taxes & fees
3 Sep - 4 Sep
3BR Townhouse Right in Front of Epic Universe!
Exterior

8. Completely Renovated 3/2 Close to Disney parks

Completely Renovated 3/2 Close to Disney parks
Royal Palm Bay
10.0 out of 10, Exceptional, (35 reviews)
"Rental was spacious and met all of our needs."
United States
Nikolaus K.
Completely Renovated 3/2 Close to Disney parks
Exterior

9. 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.
Cozy 3bd Townhouse | Near Disney| Encantada Resort
Exterior

10. 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
31 Aug - 1 Sep
Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix
Villa (4 Bedrooms) | Interior

11. 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 SAR 427
SAR 1,546 total
includes taxes & fees
30 Aug - 31 Aug
Emerald Garden - Resort - 15 Min to Disney - Pets
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 424
SAR 1,046 total
includes taxes & fees
23 Sep - 24 Sep
Clermont Tiny Home: Main Floor Queen, Lofts & No Pet Fees
A heated pool

13. Luxurious Brand New 8 Bed 6 Bath Disney Theme Villa With Free Heated Pool & BBQ

Luxurious Brand New 8 Bed 6 Bath Disney Theme Villa With Free Heated Pool & BBQ
Clermont
9.8 out of 10, Exceptional, (21 reviews)
"This place was absolutely wonderful for our family trip. We were so pleased with how nice and clean the house was upon arrival. The decor created a truly cozy and inviting atmosphere, making us feel right at home. The host was exceptionally helpful throughout our stay. We would highly recommend this property to anyone looking for a comfortable and pleasant getaway."
United States
Alia J.
Luxurious Brand New 8 Bed 6 Bath Disney Theme Villa With Free Heated Pool & BBQ
Villa (4 Bedrooms) | Interior

14. Upstay: Modern Family Townhome With Pool & Patio

Upstay: Modern Family Townhome With Pool & Patio
3.5 star property
Clermont
The price is SAR 394
SAR 1,225 total
includes taxes & fees
14 Sep - 15 Sep
Upstay: Modern Family Townhome With Pool & Patio
Exterior

15. 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 SAR 432
SAR 967 total
includes taxes & fees
30 Aug - 31 Aug
Charming Villa near Disney, pool, 4 beds, sleeps 5
A heated pool

16. 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, (89 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 SAR 669
SAR 3,494 total
includes taxes & fees
30 Aug - 31 Aug
Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!
Indoor pool

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 SAR 1,357
SAR 2,786 total
includes taxes & fees
28 Sep - 29 Sep
7BR Lakefront | Pool & Hot Tub
Interior

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 SAR 774
SAR 1,929 total
includes taxes & fees
6 Sep - 7 Sep
At Lakes Upscale Villa/Next to Downtown Orlando
Exterior

19. 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
Location! 1.4 miles to Disney - Orlando Family Home
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 1,180 total
includes taxes & fees
27 Sep - 28 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

Universal's Endless Summer Resort - Dockside Inn and Suites

Universal's Endless Summer Resort - Dockside Inn and Suites

10/10 Excellent
"Never disappoints! Clean, great service, easy to get to Universal and all for a fantastic price!"
Melissa 2-night trip
Posted 2 hours ago
Universal's Endless Summer Resort - Dockside Inn and Suites

Frequently asked questions

How much do villas in Windermere cost?
You'll pay between SAR 689 and SAR 4,081 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 9.6. 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.