A lakeside community with houses and boats.

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

Our top choices for Windermere villas

Villa (3 Bedrooms) | 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!
Villa (5 Bedrooms) | Interior

Rustic Hideaway - Great Location + Pet Friendly!

Rustic Hideaway - Great Location + Pet Friendly!
3.0 star property
Windermere
The price is €529
includes taxes & fees
30 Jun - 1 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 €247
includes taxes & fees
6 Jul - 7 Jul
Clermont Tiny Home: Main Floor Queen, Lofts & No Pet Fees
Exterior

Completely Renovated 3/2 Close to Disney parks

Completely Renovated 3/2 Close to Disney parks
Royal Palm Bay
10.0 out of 10, Exceptional, (29 reviews)
"Rental was spacious and met all of our needs."
United States
Nikolaus K.
Completely Renovated 3/2 Close to Disney parks
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 €163
includes taxes & fees
5 Jul - 6 Jul
SAFE QUIET PRIVATE Villa - Mins to ORL/Winter Park/Eola FREE PARKING/EV Charging
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, (218 reviews)
"Excellent Host. Great spot. Everything you need. "
Canada
Ken D.
The price is €481
includes taxes & fees
2 Jul - 3 Jul
Amazing Villa with south facing pool and conservation view
Indoor pool, outdoor pool

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, (69 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!
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
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 €510
includes taxes & fees
30 Jun - 1 Jul
Splendid Lake View Villa With Heated Pool/spa Near Disney
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, (10 reviews)
"House was big enough for the whole family nice pool great area "
United States
Chrystal S.
The price is €417
includes taxes & fees
30 Jun - 1 Jul
Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney
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 €153
includes taxes & fees
30 Jun - 1 Jul
VedaHive Luxury Villa
Exterior

Amazing Spider | Disney, Slides & River

Amazing Spider | Disney, Slides & River
Kissimmee
The price is €267
includes taxes & fees
11 Jul - 12 Jul
Amazing Spider | Disney, Slides & River
Villa (3 Bedrooms) | Interior

Upstay Modern 3BR Townhome With Pool Near Disney

Upstay Modern 3BR Townhome With Pool Near Disney
3.0 star property
Kissimmee
The price is €239
includes taxes & fees
30 Jun - 1 Jul
Upstay Modern 3BR Townhome With Pool Near Disney
Outdoor pool

Family Pool Home-Near Disney, Food Festivals & Events- Book Now

Family Pool Home-Near Disney, Food Festivals & Events- Book Now
Loughman
10.0 out of 10, Exceptional, (1 review)
"Thank you for constant communication if I had a question about anything. "
United States
E T.
The price is €459
includes taxes & fees
1 Jul - 2 Jul
Family Pool Home-Near Disney, Food Festivals & Events- Book Now
Exterior

Shiny Legendary | Disney, River & Slides

Shiny Legendary | Disney, River & Slides
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"Had some confusion with the address but the host was super quick to respond, apologize, and fix the problem. Great location. Super cute rooms. Clean. Host had lots of essentials already at the house for us. Any question or concern we had was responded to quickly and thoroughly. "
United States
Aren B.
The price is €266
includes taxes & fees
13 Jul - 14 Jul
Shiny Legendary | Disney, River & Slides
Villa, 4 Bedrooms | Exterior

Tranquil Hideaway At Sandy Ridge 4 Bedroom Home

Tranquil Hideaway At Sandy Ridge 4 Bedroom Home
3.0 star property
Sandy Ridge
The price is €603
includes taxes & fees
1 Jul - 2 Jul
Tranquil Hideaway At Sandy Ridge 4 Bedroom Home
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 €482
includes taxes & fees
13 Jul - 14 Jul
Welcome To Our Beautiful Villa In The Gorgeous Community Solterra!
Games room

🌿Welcome to the Jungle🌿

🌿Welcome to the Jungle🌿
Loughman
9.0 out of 10, Wonderful, (19 reviews)
"Hosts were great and very responsive! Our family loved our stay, house was nice and plenty of room for all of us! We would definitely stay here again! Thank you for being such great hosts!"
United States
Amanda P.
The price is €493
includes taxes & fees
5 Jul - 6 Jul
🌿Welcome to the Jungle🌿
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 €277
includes taxes & fees
30 Jun - 1 Jul
Beach Resort near Disney with Poolside Tike Bar
A heated pool

Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!

Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!
Kissimmee
8.8 out of 10, Excellent, (88 reviews)
"We loved our stay! We used the pool almost every day, and enjoyed our walks around the resort. We also ate out at a large variety of restaurants around here. Great location. "
United States
Deborah L.
The price is €833
includes taxes & fees
30 Jun - 1 Jul
Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!
Outdoor dining

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.
Luxury Tiny by Tiny Hamptons - Chef’s Kitchen
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

8/10 Good
"Nice rooms, with a big main living area and good sized bedrooms. We enjoyed the water park and the springs pool. Highly recommend $60 beach chair rental for the water park. The layout of the property is very confusing and it’s hard to navigate."
Abby 2-night trip
Posted less than an hour ago
The Grove Resort & Water Park Orlando

Find out more about Windermere

Windermere Villas information

Number of reviews
16
Accommodation
10777 Villas
Lowest Price
€153
Highest Price
€786

Frequently asked questions

How much do villas in Windermere cost?
You'll pay between €153 and €786 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 6.1. 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 10777 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.