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Check prices for these dates

In two weeks
23 Jan - 25 Jan
In two months
6 Mar - 8 Mar
In three months
3 Apr - 5 Apr
In four months
1 May - 3 May

Our top choices for Windermere villas

Interior
Rustic Hideaway - Great Location + Pet Friendly!

Rustic Hideaway - Great Location + Pet Friendly!

Rustic Hideaway - Great Location + Pet Friendly!
3.0 star property
Windermere
Rustic Hideaway - Great Location + Pet Friendly!
Interior
The Farm House - Great Location + Pet Friendly!

The Farm House - Great Location + Pet Friendly!

The Farm House - Great Location + Pet Friendly!
3.0 star property
Windermere
The Farm House - Great Location + Pet Friendly!
Outdoor dining
Banana Leaf Villa- Book your gathering today!

Banana Leaf Villa- Book your gathering today!

Banana Leaf Villa- Book your gathering today!
2.0 star property
Orlovista
10.0 out of 10, Exceptional, (1 review)
"It was an excellent stay very peaceful clean elegant. The host was awesome checked on us made sure we were ok... i would recommend this place and host to anyone.. easy accessing property very well lit nice and clean... i will be returning.."
United States
alakeitha h.
The price is HK$592
HK$943 total
includes taxes & fees
12 Jan - 13 Jan
Banana Leaf Villa- Book your gathering today!
Exterior
College Park PRIVATE SAFE Villa - Mins to DT ORL/Winter Park & Eola FREE PARKING

College Park PRIVATE SAFE Villa - Mins to DT ORL/Winter Park & Eola FREE PARKING

College Park PRIVATE SAFE Villa - Mins to DT ORL/Winter Park & Eola FREE PARKING
College Park
10.0 out of 10, Exceptional, (26 reviews)
"Great place and super nice host. Definitely recommend this place if you're ever in Orlando"
United States
Keri G.
The price is HK$702
HK$1,515 total
includes taxes & fees
29 Jan - 30 Jan
College Park PRIVATE SAFE Villa - Mins to DT ORL/Winter Park & Eola FREE PARKING
Interior
Modern 3 Bed Villa, Newly Renovated, Prime Location

Modern 3 Bed Villa, Newly Renovated, Prime Location

Modern 3 Bed Villa, Newly Renovated, Prime Location
3.0 star property
Kissimmee
The price is HK$904
HK$2,273 total
includes taxes & fees
11 Jan - 12 Jan
Modern 3 Bed Villa, Newly Renovated, Prime Location
Exterior
Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney

Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney

Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney
Trafalgar Village
8.8 out of 10, Excellent, (9 reviews)
"House was big enough for the whole family nice pool great area "
United States
Chrystal S.
The price is HK$748
HK$3,695 total
includes taxes & fees
13 Jan - 14 Jan
Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney
Pool
The Sunny | Theme Parks • Heated Pool • Grill

The Sunny | Theme Parks • Heated Pool • Grill

The Sunny | Theme Parks • Heated Pool • Grill
Sandy Ridge
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful group to work with. Enjoyed a much needed vacation. Host was very easy to get in contact with and solved any issues in a timely manner! Plan on staying again sometime in the future!"
United States
Stacy C.
The price is HK$889
HK$2,994 total
includes taxes & fees
11 Jan - 12 Jan
The Sunny | Theme Parks • Heated Pool • Grill
Exterior
Kid-Friendly, themed vacation home close to Disney/Universal

Kid-Friendly, themed vacation home close to Disney/Universal

Kid-Friendly, themed vacation home close to Disney/Universal
Kissimmee
10.0 out of 10, Exceptional, (5 reviews)
"Quiet, clean, and had everything we needed for our week in Orlando. Close to Disney and shops made our week easy, enjoyable, hassle free."
United States
Brittany S.
The price is HK$624
HK$2,544 total
includes taxes & fees
12 Jan - 13 Jan
Kid-Friendly, themed vacation home close to Disney/Universal
Exterior
Mickey's Backyard Themed 6BR with Pool

Mickey's Backyard Themed 6BR with Pool

Mickey's Backyard Themed 6BR with Pool
2.5 star property
Kissimmee
10.0 out of 10, Exceptional, (2 reviews)
"We had a fantastic stay at Franks place. Its absolutely perfect for familys. A really spacious property with everything you need to make it a comfortable stay. Really clean and tidy with lots of towels. The beach towels ready to be used were a great addition.Perfectly located, extremely close to Disney and the 192 which has lots of restaurants, giftshops and supermarkets. We would all 100% stay here again."
United Kingdom
Kris S.
The price is HK$1,006
HK$4,149 total
includes taxes & fees
11 Jan - 12 Jan
Mickey's Backyard Themed 6BR with Pool
Exterior
Pool Villa, Game Room, Theater, 20 Minutes to Disney, Great Pool Heat

Pool Villa, Game Room, Theater, 20 Minutes to Disney, Great Pool Heat

Pool Villa, Game Room, Theater, 20 Minutes to Disney, Great Pool Heat
Kissimmee
10.0 out of 10, Exceptional, (2 reviews)
"The house fit the 7 of us so well. Lots of room that’s for sure! House was in great shape. Pictures are very accurate. Pool area was nice as well we enjoyed our stay "
Canada
Christine L.
Pool Villa, Game Room, Theater, 20 Minutes to Disney, Great Pool Heat
4 bedrooms
New 4BR Villa Themed Beds Magic

New 4BR Villa Themed Beds Magic

New 4BR Villa Themed Beds Magic
2.0 star property
Davenport
10.0 out of 10, Exceptional, (1 review)
"The house was immaculate and the owners were very responsive to any needs we had."
United States
Kirsten
The price is HK$1,295
HK$3,772 total
includes taxes & fees
13 Jan - 14 Jan
New 4BR Villa Themed Beds Magic
Exterior
Perennial Paradise At Solterra Resort 6 Bedroom Condo

Perennial Paradise At Solterra Resort 6 Bedroom Condo

Perennial Paradise At Solterra Resort 6 Bedroom Condo
3.0 star property
Solterra Resort
The price is HK$843
HK$5,554 total
includes taxes & fees
11 Jan - 12 Jan
Perennial Paradise At Solterra Resort 6 Bedroom Condo
Exterior
Family Retreat @ Resort with Private Pool, 6Bdrm

Family Retreat @ Resort with Private Pool, 6Bdrm

Family Retreat @ Resort with Private Pool, 6Bdrm
Solterra Resort
9.2 out of 10, Wonderful, (19 reviews)
"The e house was amazing, it was clean, check in process was flawless. I have no complaints, the subdivision was great and a water park. Would stay here again. "
United States
Darrel S.
The price is HK$733
HK$3,504 total
includes taxes & fees
11 Jan - 12 Jan
Family Retreat @ Resort with Private Pool, 6Bdrm
Exterior
Elegant 7BR Resort Home w/ Private Pool, Relaxing Jacuzzi & Fun Game Room

Elegant 7BR Resort Home w/ Private Pool, Relaxing Jacuzzi & Fun Game Room

Elegant 7BR Resort Home w/ Private Pool, Relaxing Jacuzzi & Fun Game Room
Davenport
9.2 out of 10, Wonderful, (9 reviews)
"We stayed here for one night and it was great. The house was clean, great location, and the property company communicated well and often. "
United States
Jennifer B.
The price is HK$764
HK$4,301 total
includes taxes & fees
12 Jan - 13 Jan
Elegant 7BR Resort Home w/ Private Pool, Relaxing Jacuzzi & Fun Game Room
Outdoor pool, a heated pool
*Tinkerbells Castle 2* Private Pool & Spa Overlooking Lake & Disney Fire Works

*Tinkerbells Castle 2* Private Pool & Spa Overlooking Lake & Disney Fire Works

*Tinkerbells Castle 2* Private Pool & Spa Overlooking Lake & Disney Fire Works
kissimmee
9.4 out of 10, Exceptional, (77 reviews)
"The house was absolutely great and perfect for our family. Its located close to Disney. We have finally found our Disney vacation spot!"
United States
Terrianne T.
The price is HK$1,169
HK$3,328 total
includes taxes & fees
11 Jan - 12 Jan
*Tinkerbells Castle 2* Private Pool & Spa Overlooking Lake & Disney Fire Works
Exterior
Pelican by Migration Travel

Pelican by Migration Travel

Pelican by Migration Travel
Davenport
10.0 out of 10, Exceptional, (6 reviews)
"Everything was excellentGreat experience The house was very cleanBenjamin and Kimberly are great hostsLooking forward to staying there again"
Mexico
Ronit M.
The price is HK$827
HK$3,490 total
includes taxes & fees
14 Jan - 15 Jan
Pelican by Migration Travel
Pool
Family Paradise! 5BR Villa w/ Private Pool, Spa & Game Room | 10 Min to Disney

Family Paradise! 5BR Villa w/ Private Pool, Spa & Game Room | 10 Min to Disney

Family Paradise! 5BR Villa w/ Private Pool, Spa & Game Room | 10 Min to Disney
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"Everything was great. The hostess was very attentive and accomodating. The property was clean and comfortable and the location was perfect for us."
United States
Celeste S.
The price is HK$974
HK$3,399 total
includes taxes & fees
13 Jan - 14 Jan
Family Paradise! 5BR Villa w/ Private Pool, Spa & Game Room | 10 Min to Disney
Outdoor pool, a heated pool, pool loungers
Splendid Lake View Villa With Heated Pool/spa Near Disney

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, (43 reviews)
"Our stay was great. The home is beautiful. Claire was very responsive to our questions. I definitely would stay again. I highly recommend. "
United States
Alfredo V.
The price is HK$1,298
HK$3,808 total
includes taxes & fees
13 Jan - 14 Jan
Splendid Lake View Villa With Heated Pool/spa Near Disney
Outdoor dining
Enchanted Villa with Lake View 6-Bedroom in Resort 9 miles to Disney World 15 mi

Enchanted Villa with Lake View 6-Bedroom in Resort 9 miles to Disney World 15 mi

Enchanted Villa with Lake View 6-Bedroom in Resort 9 miles to Disney World 15 mi
Lake Berkley
10.0 out of 10, Exceptional, (2 reviews)
"Me and my girls had a blast staying here the home was incredibly beautiful and slept all of just very comfortably! the host was attentive and replied fast with questions. The gate was a little tricky just because we had multiple cars but overall it was a great place!"
United States
Ireland C.
The price is HK$811
HK$3,938 total
includes taxes & fees
29 Jan - 30 Jan
Enchanted Villa with Lake View 6-Bedroom in Resort 9 miles to Disney World 15 mi
Exterior
Villa with Heated Pool+Spa - Near Disney, Universal Studios and Beaches!

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

Villa with Heated Pool+Spa - Near Disney, Universal Studios and Beaches!
Davenport
8.8 out of 10, Excellent, (65 reviews)
"Maintenance was phenomenal"
United States
Tirhonda H.
The price is HK$1,073
HK$6,266 total
includes taxes & fees
11 Jan - 12 Jan
Villa with Heated Pool+Spa - Near Disney, Universal Studios and Beaches!
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

Spark by Hilton Orlando near Universal

Spark by Hilton Orlando near Universal

10/10 Excellent
"The room was spotless, the staff is very friendly and the location is perfect. The hotel looks like brand new and it’s beautiful. "
Elizabeth Cristina 2-night trip
Posted 2 days ago
Spark by Hilton Orlando near Universal

Find out more about Windermere

Windermere Villas information

Number of reviews
225
Accommodation
10210 Villas
Lowest Price
HK$2,544
Highest Price
HK$6,266

Frequently asked questions

How much do villas in Windermere cost?
You'll pay between HK$2,544 and HK$6,266 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 9.5. 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 holiday days and pick from 10210 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 cosy 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 favourite among travellers. 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. Holidaying 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.

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