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Our top choices for Windermere villas

2.0 star property
8.0 out of 10, Very Good, (3)
"The management team was superb. She was very helpful and even went above me expectations."
United States
Carleen
The price is ¥11,819
¥16,327 total
includes taxes & fees
Dec 22 - Dec 23
Banana Leaf Villa- Book your gathering today!
3.0 star property
The price is ¥16,951
¥44,122 total
includes taxes & fees
Dec 22 - Dec 23
Modern 3 Bed Villa, Newly Renovated, Prime Location
9.0 out of 10, Wonderful, (4)
"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 ¥12,596
¥28,539 total
includes taxes & fees
Dec 20 - Dec 21
Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix
10.0 out of 10, Exceptional, (26)
"Great place and super nice host. Definitely recommend this place if you're ever in Orlando"
United States
Keri G.
The price is ¥19,450
¥35,147 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Top 1% College Park GuestHouse Villa/Oasis - Mins to DT ORL/Winter Park & Eola
3.0 star property
8.0 out of 10, Very Good, (1)
"Loved the pool. Furniture serviceable not super comfy. Plan to bring in your own toilet paper, dish soap etc, they provide a very minimal amount of everything. "
United States
Michele
The price is ¥15,500
¥86,820 total
includes taxes & fees
Dec 20 - Dec 21
Sun Living: Golf Community, Private Pool 809 4 Bedroom Villa
3.0 star property
The price is ¥15,240
¥50,656 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Spacious 4BR Family Townhouseprivate Pool & BBQ

Villa in Solterra Resort

VedaHive Luxury Villa
3.0 star property
6.6 out of 10, (7)
"If you enjoy your vacation with a older lady with a daughter telling you what to do and how to act in the house, then this place is for you. The hot tub at the house does not work. There's limited toilet paper so bring your own toiletries. And the bedroom I stayed in did not have sheets on the bed. Must read all the rules before staying at this house. The clubhouse water park is not included in your stay. That is an additional fee$"
United States
James
The price is ¥9,331
¥29,641 total
includes taxes & fees
Dec 21 - Dec 22
VedaHive Luxury Villa
10.0 out of 10, Exceptional, (21)
"15 mins drive to Disney, We enjoyed our stay, clean as advertised, Owner communicates in detail, Will definitely rebook this Villa. "
United States
Elisa
The price is ¥22,393
¥51,469 total
includes taxes & fees
Dec 20 - Dec 21
Completely Renovated 3/2 Close to Disney parks
8.8 out of 10, Excellent, (9)
"House was big enough for the whole family nice pool great area "
United States
Chrystal S.
The price is ¥16,805
¥76,199 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney
10.0 out of 10, Exceptional, (9)
"Nice accommodations, easy check in, great communications, clean and nice."
United States
John W.
The price is ¥21,616
¥47,785 total
includes taxes & fees
Dec 20 - Dec 21
Pet Friendly, Modern Tour Bus Oasis!
8.4 out of 10, Very Good, (10)
"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 ¥17,495
¥70,292 total
includes taxes & fees
Dec 22 - Dec 23
Gorgeous VILLA near Disney, Private Heated South Pool
10.0 out of 10, Exceptional, (22)
"Loved this place clean and welcoming"
United States
Marlene K.
The price is ¥15,151
¥73,716 total
includes taxes & fees
Dec 22 - Dec 23
Windsor Hills Resort/3Bedrm/Private Pool/Near Disney
9.2 out of 10, Wonderful, (105)
"great choice"
United States
Stefanie M.
The price is ¥21,149
¥54,624 total
includes taxes & fees
Dec 27 - Dec 28
Fabulous South Facing Lakeside Villa with Private Pool, all at ground level.
9.4 out of 10, Exceptional, (120)
"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 ¥26,281
¥64,065 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Close to Disney - shabby chic style villa with private pool!!
3.0 star property
Eternal Summer At Solterra Resort 5 Bedroom Villa
3.0 star property
The price is ¥20,683
¥56,833 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Upstay: Modern Solara Retreat w/ Pool & Games Room

Villa in Davenport

Pelican by Migration Travel
10.0 out of 10, Exceptional, (5)
"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 ¥17,308
¥69,771 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Pelican by Migration Travel
9.2 out of 10, Wonderful, (9)
"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 ¥14,938
¥87,062 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Elegant 7BR Resort Home w/ Private Pool, Relaxing Jacuzzi & Fun Game Room
9.2 out of 10, Wonderful, (42)
"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 ¥27,292
¥82,664 total
includes taxes & fees
Dec 22 - Dec 23
Splendid Lake View Villa With Heated Pool/spa Near Disney
9.4 out of 10, Exceptional, (12)
"Great, quiet little spot. Had everything we needed. Great location too! "
United States
Jennifer
The price is ¥28,708
¥75,100 total
includes taxes & fees
Dec 26 - Dec 27
Charming Winter Park 3 Bedroom Villa with Pool
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
329
Accommodation
10210 Villas
Lowest Price
¥16,327
Highest Price
¥87,062

Frequently asked questions

How much do villas in Windermere cost?
You'll pay between ¥16,327 and ¥87,062 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.