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Check prices for these dates

In two weeks
20 Feb - 22 Feb
In two months
3 Apr - 5 Apr
In three months
1 May - 3 May
In four months
29 May - 31 May

Our top choices for Windermere villas

Interior

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!
Interior

Rustic Hideaway - Great Location + Pet Friendly!

Rustic Hideaway - Great Location + Pet Friendly!
3.0 star property
Windermere
Rustic Hideaway - Great Location + Pet Friendly!
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
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 €166
includes taxes & fees
10 Feb - 11 Feb
College Park PRIVATE SAFE Villa - Mins to DT ORL/Winter Park & Eola FREE PARKING
Interior

Lake Berkley Villas Swanky

Lake Berkley Villas Swanky
4.0 star property
Lake Berkley
The price is €275
includes taxes & fees
25 Feb - 26 Feb
Lake Berkley Villas Swanky
Outdoor dining

Banana Leaf Villa- Book your gathering today!

Banana Leaf Villa- Book your gathering today!
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 €106
includes taxes & fees
10 Feb - 11 Feb
Banana Leaf Villa- Book your gathering today!
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
Lake Berkley
10.0 out of 10, Exceptional, (3 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 €402
includes taxes & fees
10 Feb - 11 Feb
Enchanted Villa with Lake View 6-Bedroom in Resort 9 miles to Disney World 15 mi
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
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 €397
includes taxes & fees
10 Feb - 11 Feb
Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney
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 €377
includes taxes & fees
10 Feb - 11 Feb
Emerald Garden - Resort - 15 Min to Disney - Pets
Exterior

Stylish Disney Getaway With Themed Rooms

Stylish Disney Getaway With Themed Rooms
4.0 star property
Kissimmee
The price is €340
includes taxes & fees
17 Feb - 18 Feb
Stylish Disney Getaway With Themed Rooms
Exterior

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 €319
includes taxes & fees
3 Mar - 4 Mar
Beach Resort near Disney with Poolside Tike Bar
Exterior

4875 Resort Townhouse by Disney World Orlando

4875 Resort Townhouse by Disney World Orlando
Kissimmee
The price is €268
includes taxes & fees
3 Mar - 4 Mar
4875 Resort Townhouse by Disney World Orlando
Villa, 3 Bedrooms | Aerial view

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
The price is €497
includes taxes & fees
10 Feb - 11 Feb
Surfstyle At Margaritaville By Shine Villas 022 3 Bedroom Villa
Villa

Stylish 3BR Condo Championsgate w Water Park

Stylish 3BR Condo Championsgate w Water Park
2.0 star property
Davenport
Stylish 3BR Condo Championsgate w Water Park
Interior

Reunion Swanky

Reunion Swanky
4.0 star property
Reunion
Reunion Swanky
Outdoor pool, a heated pool

Gorgeous VILLA near Disney, Private Heated South Pool

Gorgeous VILLA near Disney, Private Heated South Pool
Sandy Ridge
8.6 out of 10, Excellent, (11 reviews)
"Great place, close to everything, enjoyed the pool, appreciated everything on one floor, the owner checked in on us, which was nice. We would definitely stay here again."
Canada
Bruce P.
The price is €351
includes taxes & fees
22 Feb - 23 Feb
Gorgeous VILLA near Disney, Private Heated South Pool
Exterior

Fully-Equipped Villa Next to Disney!

Fully-Equipped Villa Next to Disney!
Kissimmee
9.4 out of 10, Exceptional, (76 reviews)
"Perfect for what we needed on our stay "
United States
Kevin H.
The price is €208
includes taxes & fees
16 Feb - 17 Feb
Fully-Equipped Villa Next to Disney!
Pool

Spacious villa near Disney w/ game room & heated pool

Spacious villa near Disney w/ game room & heated pool
Kissimmee
9.4 out of 10, Exceptional, (3 reviews)
"The property was clean and inviting. We had a wonderful stay"
United States
Serena M.
The price is €481
includes taxes & fees
10 Feb - 11 Feb
Spacious villa near Disney w/ game room & heated pool
Exterior

Windsor Hills Resort/3Bedrm/2miles Disney

Windsor Hills Resort/3Bedrm/2miles Disney
Windsor Hills
9.6 out of 10, Exceptional, (19 reviews)
"Perfect spot for our family vacation. "
United States
philip s.
The price is €408
includes taxes & fees
6 Mar - 7 Mar
Windsor Hills Resort/3Bedrm/2miles Disney
Exterior

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 €378
includes taxes & fees
10 Feb - 11 Feb
Family Retreat @ Resort with Private Pool, 6Bdrm
Interior

NEW King Bed Disney Contemporary Townhouse

NEW King Bed Disney Contemporary Townhouse
3.0 star property
Kissimmee
The price is €421
includes taxes & fees
12 Feb - 13 Feb
NEW King Bed Disney Contemporary Townhouse
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

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

10/10 Excellent
" Clean, good amenities, very convenient for all the parks. "
Gordon 9-night trip
Posted 4 hours ago
Vacation Village Orlando, Celebration

Find out more about Windermere

Windermere Villas information

Number of reviews
138
Accommodation
10210 Villas
Lowest Price
€208
Highest Price
€497

Frequently asked questions

How much do villas in Windermere cost?
You'll pay between €208 and €497 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 9.2. 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.