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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sept - 6 Sept

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 price is €462
includes taxes & fees
15 May - 16 May
The Farm House - Great Location + Pet Friendly!
TV

Rustic Hideaway - Great Location + Pet Friendly!

Rustic Hideaway - Great Location + Pet Friendly!
3.0 star property
Windermere
The price is €501
includes taxes & fees
17 May - 18 May
Rustic Hideaway - Great Location + Pet Friendly!
Exterior

Tiny Hamptons, No Pet Fees, Main Floor Bed

Tiny Hamptons, No Pet Fees, Main Floor Bed
Clermont
10.0 out of 10, Exceptional, (18 reviews)
"Very clean and has everything you need."
United States
Kathleen S.
The price is €245
includes taxes & fees
20 May - 21 May
Tiny Hamptons, No Pet Fees, Main Floor Bed
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 €227
includes taxes & fees
19 May - 20 May
Upstay Modern 3BR Townhome With Pool Near Disney
Exterior

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, (68 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
The price is €675
includes taxes & fees
17 May - 18 May
Villa with Heated Pool+Spa - Near Disney, Universal Studios and Beaches!
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 €205
includes taxes & fees
17 May - 18 May
Completely Renovated 3/2 Close to Disney parks
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 €297
includes taxes & fees
15 May - 16 May
Luxury Tiny by Tiny Hamptons - Chef’s Kitchen
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
The price is €585
includes taxes & fees
21 May - 22 May
Brilliance At Solterra Resort By Shine Villas #092 5 Bedroom Villa
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 €804
includes taxes & fees
17 May - 18 May
Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!
Exterior

College Park SAFE QUIET PVT Villa - Mins to ORL/Winter Park/Eola FREE PARKING

College Park SAFE QUIET PVT Villa - Mins to ORL/Winter Park/Eola FREE PARKING
College Park
10.0 out of 10, Exceptional, (28 reviews)
"Great place and super nice host. Definitely recommend this place if you're ever in Orlando"
United States
Keri G.
The price is €157
includes taxes & fees
1 Jun - 2 Jun
College Park SAFE QUIET PVT Villa - Mins to ORL/Winter Park/Eola FREE PARKING
Outdoor dining

VedaHive Luxury Villa

VedaHive Luxury Villa
3.0 star property
Solterra Resort
7.0 out of 10, Good, (10 reviews)
"Room was clean, place was nice and quiet. "
United States
Abi
The price is €148
includes taxes & fees
15 May - 16 May
VedaHive Luxury Villa
Pool

17319 4BR Townhouse Heated Pool near Disney

17319 4BR Townhouse Heated Pool near Disney
Clermont
The price is €292
includes taxes & fees
20 May - 21 May
17319 4BR Townhouse Heated Pool 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 €161
includes taxes & fees
18 May - 19 May
Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix
Exterior

BBQ~Oasis w/Heated Pool~Marvel &Nemo rooms~Near Disney

BBQ~Oasis w/Heated Pool~Marvel &Nemo rooms~Near Disney
Kissimmee
10.0 out of 10, Exceptional, (11 reviews)
"Close to Disney "
Canada
Tatiana
The price is €418
includes taxes & fees
20 May - 21 May
BBQ~Oasis w/Heated Pool~Marvel &Nemo rooms~Near Disney
Outdoor pool, a heated pool

Gorgeous VILLA near Disney, Private Heated South Pool

Gorgeous VILLA near Disney, Private Heated South Pool
Sandy Ridge
9.0 out of 10, Wonderful, (15 reviews)
"We had a wonderful stay! The home was beautiful, clean, and exactly as described. The location was perfect—close to everything while still feeling peaceful and relaxing.The heated pool was a huge hit with the kids and made our stay even more enjoyable. Everything exceeded our expectations, and we would absolutely stay here again. Highly recommend!"
United States
Julia G.
Gorgeous VILLA near Disney, Private Heated South Pool
Villa (4 Bedrooms) | Front of property

Emerald Garden - Resort - 15 Min to Disney - Pets

Emerald Garden - Resort - 15 Min to Disney - Pets
3.0 star property
Kissimmee
The price is €336
includes taxes & fees
19 May - 20 May
Emerald Garden - Resort - 15 Min to Disney - Pets
Outdoor pool, a heated pool

🌿Welcome to the Jungle🌿

🌿Welcome to the Jungle🌿
Loughman
9.0 out of 10, Wonderful, (18 reviews)
"As advertised, safe and quiet neighborhood, the house was wonderful and the grandkids had a great time in pool and jacuzzi."
United States
Teresa W.
The price is €394
includes taxes & fees
17 May - 18 May
🌿Welcome to the Jungle🌿
Villa, 4 Bedrooms | Aerial view

Gilded Parasol By Shine Villas Remington Golf #410 4 Bedroom Home

Gilded Parasol By Shine Villas Remington Golf #410 4 Bedroom Home
3.0 star property
Kissimmee
The price is €553
includes taxes & fees
17 May - 18 May
Gilded Parasol By Shine Villas Remington Golf #410 4 Bedroom Home
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, (55 reviews)
"Host was very welcoming and accommodating with quick responses when needed."
United States
Nancy C.
Splendid Lake View Villa With Heated Pool/spa Near Disney
Villa (3 Bedrooms) | Interior

Upstay Pristine 3BR Home With Private Pool & BBQ

Upstay Pristine 3BR Home With Private Pool & BBQ
3.0 star property
Clermont
The price is €251
includes taxes & fees
19 May - 20 May
Upstay Pristine 3BR Home With Private Pool & BBQ
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

Fairfield Inn & Suites Lake Buena Vista in Marriott Village

Fairfield Inn & Suites Lake Buena Vista in Marriott Village

10/10 Excellent
"Womderful!"
Hezekiah 1-night trip
Posted less than an hour ago
Fairfield Inn & Suites Lake Buena Vista in Marriott Village

Find out more about Windermere

Windermere Villas information

Number of reviews
356
Accommodation
10759 Villas
Lowest Price
€148
Highest Price
€804

Frequently asked questions

How much do villas in Windermere cost?
You'll pay between €148 and €804 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 9.3. 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 10759 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.