A lakeside community with houses and boats.

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Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sep - 6 Sep
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Windermere villas

Villa (5 Bedrooms) | Interior

Rustic Hideaway - Great Location + Pet Friendly!

Rustic Hideaway - Great Location + Pet Friendly!
3.0 star property
Windermere
The price is AED 519
AED 2,156 total
includes taxes & fees
13 Jul - 14 Jul
Rustic Hideaway - Great Location + Pet Friendly!
Exterior

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 AED 415
AED 1,019 total
includes taxes & fees
20 Jul - 21 Jul
Clermont Tiny Home: Main Floor Queen, Lofts & No Pet Fees
Outdoor pool, a heated pool, sun loungers

Splendid Lake View Villa With Heated Pool/spa Near Disney

Splendid Lake View Villa With Heated Pool/spa Near Disney
Loughman
9.4 out of 10, Exceptional, (56 reviews)
"Super house and location, not far from Disney and Universal. Had a great week with the family. Really enjoyed the pool. "
United States
Liz J.
The price is AED 716
AED 2,204 total
includes taxes & fees
13 Jul - 14 Jul
Splendid Lake View Villa With Heated Pool/spa Near Disney
Villa (4 Bedrooms) | Interior

Spacious Townhome Near Disney, Free Parking

Spacious Townhome Near Disney, Free Parking
3.0 star property
Regal Palms
8.0 out of 10, Very Good, (1 review)
"The unit was clean. The host was responsive. The resort property was fun and welcoming. Definitely enjoyed the pool area. Location was pretty good for all the things we wanted to do. The check-in check-out process was pretty smooth. I would definitely stay here again when I visit this area."
United States
Marquita
The price is AED 297
AED 1,110 total
includes taxes & fees
27 Jul - 28 Jul
Spacious Townhome Near Disney, Free Parking
Villa (4 Bedrooms) | Interior

Emerald Garden - Resort - 15 Min to Disney - Pets

Emerald Garden - Resort - 15 Min to Disney - Pets
3.0 star property
Kissimmee
The price is AED 585
AED 1,703 total
includes taxes & fees
18 Jul - 19 Jul
Emerald Garden - Resort - 15 Min to Disney - Pets
Villa, 4 Bedrooms | Aerial view

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 AED 438
AED 2,310 total
includes taxes & fees
16 Jul - 17 Jul
Gilded Parasol By Shine Villas Remington Golf #410 4 Bedroom Home
Outdoor dining

VedaHive Luxury Villa

VedaHive Luxury Villa
3.0 star property
Solterra Resort
7.2 out of 10, Good, (13 reviews)
"All inclusive good "
United States
Nelson
The price is AED 149
AED 638 total
includes taxes & fees
16 Jul - 17 Jul
VedaHive Luxury Villa
Exterior

Close to Disney - shabby chic style villa with private pool!!

Close to Disney - shabby chic style villa with private pool!!
Lake Berkley
9.4 out of 10, Exceptional, (120 reviews)
"Very good villa; very comfortable beds and in a great location on the 192, close to shops, parks and restaurants."
United Kingdom
Ann Q.
The price is AED 621
AED 1,524 total
includes taxes & fees
13 Jul - 14 Jul
Close to Disney - shabby chic style villa with private pool!!
Exterior

Villa with Heated Pool+Spa - Near Disney, Universal Studios and Beaches!

Villa with Heated Pool+Spa - Near Disney, Universal Studios and Beaches!
Davenport
9.0 out of 10, Wonderful, (70 reviews)
"We had an excellent stay at this property. Everything was very clean, well-maintained, and exactly as described. The resort itself is great, with a very comfortable and enjoyable atmosphere. A couple of small improvements could make the experience even better: providing more toilet paper, especially for larger groups, and including propane for the BBQ grill would be a nice added touch. Overall, we had a great experience and would definitely recommend this property to others."
United States
Jorge
Villa with Heated Pool+Spa - Near Disney, Universal Studios and Beaches!
House | 3 bedrooms

Bahama Bay Resort - Ground Floor

Bahama Bay Resort - Ground Floor
2.0 star property
Bahama Bay
The price is AED 410
AED 1,555 total
includes taxes & fees
3 Aug - 4 Aug
Bahama Bay Resort - Ground Floor
Exterior

Welcome To Our Beautiful Villa In The Gorgeous Community Solterra!

Welcome To Our Beautiful Villa In The Gorgeous Community Solterra!
Solterra Resort
9.8 out of 10, Exceptional, (215 reviews)
"Everything about this stay was great. Excellent location, home was beautiful and clean!! Pool and hot tub worked awesome! definetly a must stay at location!!!"
United States
John C.
The price is AED 584
AED 1,985 total
includes taxes & fees
13 Jul - 14 Jul
Welcome To Our Beautiful Villa In The Gorgeous Community Solterra!
Property grounds

Luxury Tiny by Tiny Hamptons - Chef’s Kitchen

Luxury Tiny by Tiny Hamptons - Chef’s Kitchen
Clermont
10.0 out of 10, Exceptional, (9 reviews)
"Nice accommodations, easy check in, great communications, clean and nice."
United States
John W.
The price is AED 731
AED 1,403 total
includes taxes & fees
15 Jul - 16 Jul
Luxury Tiny by Tiny Hamptons - Chef’s Kitchen
Exterior

Amazing Villa with south facing pool and conservation view

Amazing Villa with south facing pool and conservation view
Watersong
9.8 out of 10, Exceptional, (220 reviews)
"Great communication. Nice pool and hot tub area."
United States
David V.
The price is AED 621
AED 1,880 total
includes taxes & fees
3 Aug - 4 Aug
Amazing Villa with south facing pool and conservation view
Villa (3 Bedrooms) | Interior

Upstay Pristine 3BR Home With Private Pool & BBQ

Upstay Pristine 3BR Home With Private Pool & BBQ
3.0 star property
Clermont
The price is AED 490
AED 1,152 total
includes taxes & fees
30 Jul - 31 Jul
Upstay Pristine 3BR Home With Private Pool & BBQ
Villa, 6 Bedrooms | Exterior

6 Bed, 2 Suites, Pool, Spa, Games Room #800 6 Bedroom Villa

6 Bed, 2 Suites, Pool, Spa, Games Room #800 6 Bedroom Villa
3.0 star property
Davenport
9.0 out of 10, Wonderful, (2 reviews)
"Everything was great "
United States
Nena
The price is AED 724
AED 3,071 total
includes taxes & fees
20 Jul - 21 Jul
6 Bed, 2 Suites, Pool, Spa, Games Room #800 6 Bedroom Villa
Exterior

The Adventure Villa - South Facing Pool with Jets - Min. to Disney - Game Room

The Adventure Villa - South Facing Pool with Jets - Min. to Disney - Game Room
Kissimmee
9.8 out of 10, Exceptional, (242 reviews)
"We absolutely loved our stay at The Adventure Villa! The place was spacious and clean, and perfect for our family. We couldn’t recommend this home enough, and look forward to visiting again in the future. "
United States
Megan R.
The Adventure Villa - South Facing Pool with Jets - Min. to Disney - Game Room
Exterior

Surfstyle Cottage Overlooking Lake 3 Bedrooms

Surfstyle Cottage Overlooking Lake 3 Bedrooms
Kissimmee
10.0 out of 10, Exceptional, (3 reviews)
"Last minute trip to Disney for spring break and had friends staying at Marg Pop"
United States
Jamie L.
Surfstyle Cottage Overlooking Lake 3 Bedrooms
Exterior

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 place and super nice host. Definitely recommend this place if you're ever in Orlando"
United States
Keri G.
The price is AED 430
AED 656 total
includes taxes & fees
2 Aug - 3 Aug
SAFE QUIET PRIVATE Villa - Mins to ORL/Winter Park/Eola FREE PARKING/EV Charging
Smart TV

Beauty 4 miles to Disney 3Br 2Ba Pool Home

Beauty 4 miles to Disney 3Br 2Ba Pool Home
Indian Wells
10.0 out of 10, Exceptional, (5 reviews)
"Spotlessly clean and very quiet. Excellent stay "
United States
Dina A.
The price is AED 544
AED 1,261 total
includes taxes & fees
14 Jul - 15 Jul
Beauty 4 miles to Disney 3Br 2Ba Pool Home
House | 3 bedrooms, Internet

Family Villa w Lazy River Near Disney

Family Villa w Lazy River Near Disney
2.0 star property
Regal Palms
Family Villa w Lazy River Near 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

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent
"Amazing water park great having Starbucks on property big spacious rooms"
Julia 3-night trip
Posted 4 hours ago
The Grove Resort & Water Park Orlando

Frequently asked questions

How much do villas in Windermere cost?
You'll pay between AED 638 and AED 3,071 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 9.3. 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 10505 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.