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Our top choices for Windermere villas

The Farm House - Great Location + Pet Friendly!

The Farm House - Great Location + Pet Friendly!
3.0 star property
Windermere
The price is CA $179
CA $743 total
includes taxes & fees
Jun 24 - Jun 25
The Farm House - Great Location + Pet Friendly!

Rustic Hideaway - Great Location + Pet Friendly!

Rustic Hideaway - Great Location + Pet Friendly!
3.0 star property
Windermere
The price is CA $206
CA $835 total
includes taxes & fees
Jun 22 - Jun 23
Rustic Hideaway - Great Location + Pet Friendly!

Upstay Pristine 3BR Home With Private Pool & BBQ

Upstay Pristine 3BR Home With Private Pool & BBQ
3.0 star property
Clermont
The price is CA $163
CA $414 total
includes taxes & fees
Jun 23 - Jun 24
Upstay Pristine 3BR Home With Private Pool & BBQ

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 CA $167
CA $254 total
includes taxes & fees
Jun 21 - Jun 22
SAFE QUIET PRIVATE Villa - Mins to ORL/Winter Park/Eola FREE PARKING/EV Charging

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 CA $158
CA $390 total
includes taxes & fees
Jun 26 - Jun 27
Clermont Tiny Home: Main Floor Queen, Lofts & No Pet Fees

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 $113
CA $257 total
includes taxes & fees
Jun 20 - Jun 21
Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix

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 CA $256
CA $1,318 total
includes taxes & fees
Jun 29 - Jun 30
Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!

Greenview Bliss By Shine Villas #031 5 Bedroom Villa

Greenview Bliss By Shine Villas #031 5 Bedroom Villa
3.0 star property
Windwood Bay
8.0 out of 10, Very good, (1 review)
"Perfect "
United States
cliford
The price is CA $176
CA $1,000 total
includes taxes & fees
Jun 23 - Jun 24
Greenview Bliss By Shine Villas #031 5 Bedroom Villa

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 $134
CA $658 total
includes taxes & fees
Jun 23 - Jun 24
Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney

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 CA $117
CA $353 total
includes taxes & fees
Jun 21 - Jun 22
Completely Renovated 3/2 Close to Disney parks

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 $54
CA $235 total
includes taxes & fees
Jun 20 - Jun 21
VedaHive Luxury Villa

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 $360
CA $941 total
includes taxes & fees
Jun 29 - Jun 30
Splendid Lake View Villa With Heated Pool/spa Near Disney

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 $107
CA $360 total
includes taxes & fees
Jun 21 - Jun 22
Upstay Modern 3BR Townhome With Pool Near Disney

Bahama Bay Resort - Grand Bahama Penthouse

Bahama Bay Resort - Grand Bahama Penthouse
2.0 star property
Bahama Bay
The price is CA $158
CA $593 total
includes taxes & fees
Jun 24 - Jun 25
Bahama Bay Resort - Grand Bahama Penthouse

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)
"Awesome property owners willing to help with questions. Property is 100% accurate with what is listed. Perfect residence for a family or families looking to stay in Orlando area. Would rebook in the future."
United States
Brandon L.
The price is CA $258
CA $801 total
includes taxes & fees
Jun 20 - Jun 21
Welcome To Our Beautiful Villa In The Gorgeous Community Solterra!

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 CA $263
CA $736 total
includes taxes & fees
Jun 19 - Jun 20
Family Pool Home-Near Disney, Food Festivals & Events- Book Now

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
The price is CA $260
CA $1,227 total
includes taxes & fees
Jun 23 - Jun 24
Villa with Heated Pool+Spa - Near Disney, Universal Studios and Beaches!

Sun Living: Golf Community, Private Pool 809 4 Bedroom Villa

Sun Living: Golf Community, Private Pool 809 4 Bedroom Villa
3.0 star property
Highlands Reserve
8.0 out of 10, Very good, (1 review)
"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 CA $117
CA $804 total
includes taxes & fees
Jun 20 - Jun 21
Sun Living: Golf Community, Private Pool 809 4 Bedroom Villa

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 CA $109
CA $454 total
includes taxes & fees
Jun 20 - Jun 21
Shiny Legendary | Disney, River & Slides

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 CA $248
CA $602 total
includes taxes & fees
Jun 23 - Jun 24
Beach Resort near Disney with Poolside Tike Bar
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
543
Accommodation
10736 Villas
Lowest Price
CA $235
Highest Price
CA $1,318

Frequently asked questions

How much do villas in Windermere cost?
You'll pay between CA $235 and CA $1,318 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 10736 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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