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Our top choices for Windermere villas

The Farm House - Great Location + Pet Friendly!

The Farm House - Great Location + Pet Friendly!
3.0 star property
Windermere
The price is ¥24,227
¥87,105 total
includes taxes & fees
Feb 4 - Feb 5
The Farm House - Great Location + Pet Friendly!

Rustic Hideaway - Great Location + Pet Friendly!

Rustic Hideaway - Great Location + Pet Friendly!
3.0 star property
Windermere
The price is ¥26,622
¥97,157 total
includes taxes & fees
Feb 3 - Feb 4
Rustic Hideaway - Great Location + Pet Friendly!

Lake Berkley Villas Swanky

Lake Berkley Villas Swanky
4.0 star property
Lake Berkley
The price is ¥18,484
¥49,643 total
includes taxes & fees
Feb 25 - Feb 26
Lake Berkley Villas Swanky

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 ¥11,763
¥18,723 total
includes taxes & fees
Feb 3 - Feb 4
Banana Leaf Villa- Book your gathering today!

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 ¥15,788
¥27,822 total
includes taxes & fees
Feb 8 - Feb 9
College Park PRIVATE SAFE Villa - Mins to DT ORL/Winter Park & Eola FREE PARKING

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 ¥14,859
¥73,225 total
includes taxes & fees
Feb 3 - Feb 4
Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney

Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix

Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix
Altamonte Springs
9.0 out of 10, Wonderful, (4 reviews)
"The stay was great. There was a slight smell of a chemical odor but not overwhelming. The bed was comfy with clean sheets and there were enough clean towels. Made friends with the local cat. Overall, its was a great stay!"
United States
Marty H.
The price is ¥12,537
¥28,405 total
includes taxes & fees
Feb 5 - Feb 6
Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix

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 ¥17,413
¥70,581 total
includes taxes & fees
Feb 6 - Feb 7
Gorgeous VILLA near Disney, Private Heated South Pool

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 ¥15,014
¥54,644 total
includes taxes & fees
Mar 3 - Mar 4
Beach Resort near Disney with Poolside Tike Bar

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 ¥16,871
¥78,452 total
includes taxes & fees
Feb 10 - Feb 11
Enchanted Villa with Lake View 6-Bedroom in Resort 9 miles to Disney World 15 mi

3 Bedroom Penthouse Villa Located in Bahama Bay Resort - Lake View!

3 Bedroom Penthouse Villa Located in Bahama Bay Resort - Lake View!
Bahama Bay
8.6 out of 10, Excellent, (8 reviews)
"We loved our stay! Rooms were very spacious, great large towels for bath and lots of beach towels, fun Nemo room for the kids and full kitchen and laundry. The pools and splash of were very fun and the pool by lake felt very tropical with beach and poolside service. Patio is full shade."
United States
Natalie S.
The price is ¥13,884
¥56,102 total
includes taxes & fees
Feb 3 - Feb 4
3 Bedroom Penthouse Villa Located in Bahama Bay Resort - Lake View!

Upstay Pristine 3BR Home With Private Pool & BBQ

Upstay Pristine 3BR Home With Private Pool & BBQ
3.0 star property
Clermont
The price is ¥17,800
¥45,358 total
includes taxes & fees
Feb 3 - Feb 4
Upstay Pristine 3BR Home With Private Pool & BBQ

Emerald Garden - Resort - 15 Min to Disney - Pets

Emerald Garden - Resort - 15 Min to Disney - Pets
3.0 star property
Kissimmee
The price is ¥22,134
¥68,909 total
includes taxes & fees
Feb 5 - Feb 6
Emerald Garden - Resort - 15 Min to Disney - Pets

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 ¥15,967
¥74,373 total
includes taxes & fees
Feb 3 - Feb 4
Windsor Hills Resort/3Bedrm/2miles 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, (45 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 ¥27,860
¥83,519 total
includes taxes & fees
Feb 6 - Feb 7
Splendid Lake View Villa With Heated Pool/spa Near Disney

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, (67 reviews)
"Maintenance was phenomenal"
United States
Tirhonda H.
The price is ¥21,313
¥124,726 total
includes taxes & fees
Feb 3 - Feb 4
Villa with Heated Pool+Spa - Near Disney, Universal Studios and Beaches!

Stylish and Spacious Winter Park Retreat Close to Dining, Shopping and Rollins College

Stylish and Spacious Winter Park Retreat Close to Dining, Shopping and Rollins College
Winter Park
The price is ¥16,549
¥47,195 total
includes taxes & fees
Feb 4 - Feb 5
Stylish and Spacious Winter Park Retreat Close to Dining, Shopping and Rollins College

PerfectVacationHome5/4 Sleep12close to DisneyWorld, great forfamily gathering

PerfectVacationHome5/4 Sleep12close to DisneyWorld, great forfamily gathering
Calabria
9.8 out of 10, Exceptional, (48 reviews)
"The house was beautiful. "
United States
Brianna L.
The price is ¥18,419
¥101,154 total
includes taxes & fees
Feb 11 - Feb 12
PerfectVacationHome5/4 Sleep12close to DisneyWorld, great forfamily gathering

Single Level 5 Bedrm/Pool/SPA/3Miles Disney

Single Level 5 Bedrm/Pool/SPA/3Miles Disney
Kissimmee
10.0 out of 10, Exceptional, (3 reviews)
"This house worked out really well for our disney trip. The layout was great for young kids. The kids really the themed rooms, pool and games!"
United States
Kari S.
The price is ¥17,032
¥86,011 total
includes taxes & fees
Mar 5 - Mar 6
Single Level 5 Bedrm/Pool/SPA/3Miles Disney

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, (40 reviews)
"Clean and comfortable. 5 bathrooms!"
United States
William G.
The price is ¥20,315
¥63,556 total
includes taxes & fees
Feb 25 - Feb 26
Location! 1.4 miles to Disney - Orlando Family Home
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

Find out more about Windermere

Windermere Villas information

Number of reviews
250
Accommodation
10210 Villas
Lowest Price
¥28,405
Highest Price
¥124,726

Frequently asked questions

How much do villas in Windermere cost?
You'll pay between ¥28,405 and ¥124,726 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 vacation 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 cozy 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 favorite among travelers. 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. 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.
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.