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Check prices for these dates

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

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
The price is CA $201
CA $817 total
includes taxes & fees
Jun 3 - Jun 4
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 CA $199
CA $757 total
includes taxes & fees
Jun 2 - Jun 3
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 CA $150
CA $374 total
includes taxes & fees
Jun 2 - Jun 3
Clermont Tiny Home: Main Floor Queen, Lofts & No Pet Fees
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 CA $159
CA $243 total
includes taxes & fees
Jun 4 - Jun 5
SAFE QUIET PRIVATE Villa - Mins to ORL/Winter Park/Eola FREE PARKING/EV Charging
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 CA $246
CA $1,283 total
includes taxes & fees
Jun 3 - Jun 4
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 CA $104
CA $351 total
includes taxes & fees
Jun 3 - Jun 4
Upstay Modern 3BR Townhome With Pool Near Disney
Exterior

Completely Renovated 3/2 Close to Disney parks

Completely Renovated 3/2 Close to Disney parks
Royal Palm Bay
9.8 out of 10, Exceptional, (30 reviews)
"Rental was spacious and met all of our needs."
United States
Nikolaus K.
The price is CA $115
CA $351 total
includes taxes & fees
Jun 8 - Jun 9
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 CA $191
CA $519 total
includes taxes & fees
Jun 14 - Jun 15
17319 4BR Townhouse Heated Pool near Disney
Outdoor pool, a heated pool, sun 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 CA $255
CA $811 total
includes taxes & fees
Jun 2 - Jun 3
Splendid Lake View Villa With Heated Pool/spa Near Disney
House

Bahama Bay Resort - Ground Floor

Bahama Bay Resort - Ground Floor
2.0 star property
Bahama Bay
The price is CA $157
CA $569 total
includes taxes & fees
Jun 4 - Jun 5
Bahama Bay Resort - Ground Floor
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 CA $112
CA $253 total
includes taxes & fees
Jun 7 - Jun 8
Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix
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 CA $58
CA $235 total
includes taxes & fees
Jun 2 - Jun 3
VedaHive Luxury Villa
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 CA $219
CA $745 total
includes taxes & fees
Jun 2 - Jun 3
Welcome To Our Beautiful Villa In The Gorgeous Community Solterra!
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 CA $132
CA $648 total
includes taxes & fees
Jun 2 - Jun 3
Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney
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 CA $228
CA $682 total
includes taxes & fees
Jun 7 - Jun 8
🌿Welcome to the Jungle🌿
Villa (4 Bedrooms) | Interior

Spacious Family Home Near Disney With Parking

Spacious Family Home Near Disney With Parking
3.0 star property
Regal Palms
The price is CA $129
CA $437 total
includes taxes & fees
Jun 2 - Jun 3
Spacious Family Home Near Disney With Parking
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 CA $354
CA $602 total
includes taxes & fees
Jun 3 - Jun 4
Tropical Views 4bdr Sleeps 8. Close to Parks!
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 CA $165
CA $944 total
includes taxes & fees
Jun 3 - Jun 4
Brilliance At Solterra Resort By Shine Villas #092 5 Bedroom Villa
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 CA $193
CA $609 total
includes taxes & fees
Jun 3 - Jun 4
Emerald Garden - Resort - 15 Min to Disney - Pets
House

Bahama Bay Resort - Grand Bahama Penthouse

Bahama Bay Resort - Grand Bahama Penthouse
2.0 star property
Bahama Bay
The price is CA $164
CA $579 total
includes taxes & fees
Jun 2 - Jun 3
Bahama Bay Resort - Grand Bahama Penthouse
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

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

10/10 Excellent
"Fantastic place to stay family or not .. I definitely will be back"
Sylwia 2-night trip
Posted less than an hour ago
Westgate Lakes Resort & Spa Universal Studios Area

Find out more about Windermere

Windermere Villas information

Number of reviews
516
Accommodation
10718 Villas
Lowest Price
CA $235
Highest Price
CA $1,283

Frequently asked questions

How much do villas in Windermere cost?
You'll pay between CA $235 and CA $1,283 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 vacation days and pick from 10718 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 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. 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.

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