Search Villas in Windermere

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
19 Jun - 21 Jun
In two months
31 Jul - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sept - 27 Sept

Our top choices for Windermere villas

Villa (5 Bedrooms) | Interior

Rustic Hideaway - Great Location + Pet Friendly!

Rustic Hideaway - Great Location + Pet Friendly!
3.0 star property
Windermere
Rustic Hideaway - Great Location + Pet Friendly!
Villa (3 Bedrooms) | Interior

The Farm House - Great Location + Pet Friendly!

The Farm House - Great Location + Pet Friendly!
3.0 star property
Windermere
The price is £450
includes taxes & fees
8 Jun - 9 Jun
The Farm House - 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, (18 reviews)
"Very clean and has everything you need."
United States
Kathleen S.
The price is £204
includes taxes & fees
6 Jun - 7 Jun
Clermont Tiny Home: Main Floor Queen, Lofts & No Pet Fees
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 had no issues during our stay. We enjoyed the activities that that resort offered. "
United States
Deborah W.
The price is £701
includes taxes & fees
6 Jun - 7 Jun
Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!
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 £212
includes taxes & fees
24 Jun - 25 Jun
Upstay Modern 3BR Townhome With Pool Near Disney
Outdoor dining

VedaHive Luxury Villa

VedaHive Luxury Villa
3.0 star property
Solterra Resort
7.6 out of 10, Good, (12 reviews)
"All inclusive good "
United States
Nelson
The price is £126
includes taxes & fees
7 Jun - 8 Jun
VedaHive Luxury Villa
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, (29 reviews)
"Great place and super nice host. Definitely recommend this place if you're ever in Orlando"
United States
Keri G.
The price is £137
includes taxes & fees
21 Jun - 22 Jun
SAFE QUIET PRIVATE Villa - Mins to ORL/Winter Park/Eola FREE PARKING/EV Charging
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)
"We enjoyed our stay thank you! The host was very responsive and the couple small issues were addressed and resolved. Monique was also a delight. "
United States
Heather F.
The price is £397
includes taxes & fees
8 Jun - 9 Jun
Welcome To Our Beautiful Villa In The Gorgeous Community Solterra!
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.
The price is £179
includes taxes & fees
8 Jun - 9 Jun
Completely Renovated 3/2 Close to Disney parks
Pool

17319 4BR Townhouse Heated Pool near Disney

17319 4BR Townhouse Heated Pool near Disney
Clermont
The price is £274
includes taxes & fees
10 Jun - 11 Jun
17319 4BR Townhouse Heated Pool near Disney
Exterior

Tropical Views 4bdr Sleeps 8. Close to Parks!

Tropical Views 4bdr Sleeps 8. Close to Parks!
Eagle Pointe South
9.6 out of 10, Exceptional, (33 reviews)
"Very good place very clean nice and quiet had a great time "
United States
rambolx v.
The price is £372
includes taxes & fees
20 Jun - 21 Jun
Tropical Views 4bdr Sleeps 8. Close to Parks!
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)
"Host was very welcoming and accommodating with quick responses when needed."
United States
Nancy C.
The price is £502
includes taxes & fees
8 Jun - 9 Jun
Splendid Lake View Villa With Heated Pool/spa Near Disney
Exterior

Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix

Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix
Altamonte Springs
9.2 out of 10, Wonderful, (7 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 £140
includes taxes & fees
7 Jun - 8 Jun
Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix
House | 3 bedrooms

Bahama Bay Resort - Grand Bahama Penthouse

Bahama Bay Resort - Grand Bahama Penthouse
2.0 star property
Bahama Bay
The price is £319
includes taxes & fees
6 Jun - 7 Jun
Bahama Bay Resort - Grand Bahama Penthouse
Villa (4 Bedrooms) | Interior

Near Disney With Heated Resort Pool and Lazy River

Near Disney With Heated Resort Pool and Lazy River
3.0 star property
Regal Palms
The price is £213
includes taxes & fees
7 Jun - 8 Jun
Near Disney With Heated Resort Pool and Lazy River
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 £349
includes taxes & fees
7 Jun - 8 Jun
Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney
Villa (4 Bedrooms) | 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 £376
includes taxes & fees
6 Jun - 7 Jun
Emerald Garden - Resort - 15 Min to Disney - Pets
Villa, 5 Bedrooms | Exterior

Brilliance At Solterra Resort By Shine Villas #092 5 Bedroom Villa

Brilliance At Solterra Resort By Shine Villas #092 5 Bedroom Villa
3.0 star property
Solterra Resort
Brilliance At Solterra Resort By Shine Villas #092 5 Bedroom Villa
Outdoor pool, a heated pool

🌿Welcome to the Jungle🌿

🌿Welcome to the Jungle🌿
Loughman
9.0 out of 10, Wonderful, (18 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 £399
includes taxes & fees
6 Jun - 7 Jun
🌿Welcome to the Jungle🌿
Property grounds

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.
The price is £288
includes taxes & fees
6 Jun - 7 Jun
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windermere Hotel Reviews

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

8/10 Good
"Clean and well maintained. Nice big pools. Some of the pricing for food and drink was inflated and room keys needed to be used multiple times to open doors which was frustrating. Otherwise we enjoyed our stay."
Gregory 4-night trip
Posted less than an hour ago
Universal's Cabana Bay Beach Resort

Find out more about Windermere

Windermere Villas information

Number of reviews
12
Accommodation
10806 Villas
Lowest Price
£126
Highest Price
£629

Frequently asked questions

How much do villas in Windermere cost?
You'll pay between £126 and £629 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?
Guests recommend Villa Manuel Lakeview 3 Bedroom Condo By Redawning. Get comfortable at this 3.5-star property which offers a swimming pool and a barbecue grill. Westgate Lakes Resort And Spa is another sought-after option to check out. Unpack your suitcase at this 3.5-star stay and you'll have access to conveniences including a barbecue grill and a dock. You can pick from multiple villas in Windermere with a total average guest review rating of 7.6.
How many villas are there in Windermere?
Reclaim your holiday days and pick from 10806 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.
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.

Explore a world of travel with Expedia