Search Windermere Villa Rentals from CA $234

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Our top choices for Windermere villas

Rustic Hideaway - Great Location + Pet Friendly!

Rustic Hideaway - Great Location + Pet Friendly!
3.0 star property
Windermere
Rustic Hideaway - Great Location + Pet Friendly!

The Farm House - Great Location + Pet Friendly!

The Farm House - Great Location + Pet Friendly!
3.0 star property
Windermere
The price is CA $149
CA $699 total
includes taxes & fees
Apr 20 - Apr 21
The Farm House - Great Location + Pet Friendly!

Tiny Hamptons, No Pet Fees, Main Floor Bed

Tiny Hamptons, No Pet Fees, Main Floor Bed
Clermont
10.0 out of 10, Exceptional, (17 reviews)
"Very clean and has everything you need."
United States
Kathleen S.
The price is CA $177
CA $404 total
includes taxes & fees
Apr 19 - Apr 20
Tiny Hamptons, No Pet Fees, Main Floor Bed

Storey Lake Resort~Heated Pool~Brand New~Designer

Storey Lake Resort~Heated Pool~Brand New~Designer
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"We had a great stay. Host was very attentive and responded back quickly anytime we had a question before or during our stay. Resort amenities were wonderful and location was great! We would stay again! "
United States
Amber K.
The price is CA $93
CA $626 total
includes taxes & fees
Apr 19 - Apr 20
Storey Lake Resort~Heated Pool~Brand New~Designer

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, (27 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 $163
CA $309 total
includes taxes & fees
May 17 - May 18
College Park SAFE QUIET PVT Villa - Mins to ORL/Winter Park/Eola FREE PARKING

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, (28 reviews)
"15 mins drive to Disney, We enjoyed our stay, clean as advertised, Owner communicates in detail, Will definitely rebook this Villa. "
United States
Elisa
The price is CA $116
CA $347 total
includes taxes & fees
Apr 19 - Apr 20
Completely Renovated 3/2 Close to Disney parks

Modern 3 Bed Villa, Newly Renovated, Prime Location

Modern 3 Bed Villa, Newly Renovated, Prime Location
3.0 star property
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"Good location, clean, safe, and modern! Definitely will be back!"
United States
Christine
The price is CA $143
CA $450 total
includes taxes & fees
Apr 22 - Apr 23
Modern 3 Bed Villa, Newly Renovated, Prime Location

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, (52 reviews)
"beautiful stay will defiantly recommend! host was very accommodating! "
United States
sura l.
The price is CA $349
CA $914 total
includes taxes & fees
Apr 30 - May 1
Splendid Lake View Villa With Heated Pool/spa Near Disney

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, (67 reviews)
"We had a fantastic stay! The place was exactly as pictured—clean, stylish, and very comfortable. The location was perfect for exploring the area, and the host provided everything we could possibly need. Communication was quick and helpful throughout. We would definitely stay here again and highly recommend it to anyone looking for a getaway"
Canada
Marcus c.
The price is CA $173
CA $1,094 total
includes taxes & fees
Apr 20 - Apr 21
Villa with Heated Pool+Spa - Near Disney, Universal Studios and Beaches!

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 CA $58
CA $234 total
includes taxes & fees
Apr 24 - Apr 25
VedaHive Luxury Villa

3 Bedroom Penthouse Villa Located in Bahama Bay Resort - Lake View!

3 Bedroom Penthouse Villa Located in Bahama Bay Resort - Lake View!
Bahama Bay
8.6 out of 10, Excellent, (9 reviews)
"We loved our stay! Rooms were very spacious, great large towels for bath and lots of beach towels, fun Nemo room for the kids and full kitchen and laundry. The pools and splash of were very fun and the pool by lake felt very tropical with beach and poolside service. Patio is full shade."
United States
Natalie S.
The price is CA $165
CA $558 total
includes taxes & fees
Apr 25 - Apr 26
3 Bedroom Penthouse Villa Located in Bahama Bay Resort - Lake View!

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 CA $232
CA $478 total
includes taxes & fees
Apr 28 - Apr 29
Luxury Tiny by Tiny Hamptons - Chef’s Kitchen

Enchanted Villa with Lake View 6-Bedroom in Resort

Enchanted Villa with Lake View 6-Bedroom in Resort
Lake Berkley
10.0 out of 10, Exceptional, (4 reviews)
"Me and my girls had a blast staying here the home was incredibly beautiful and slept all of just very comfortably! the host was attentive and replied fast with questions. The gate was a little tricky just because we had multiple cars but overall it was a great place!"
United States
Ireland C.
The price is CA $59
CA $521 total
includes taxes & fees
Apr 19 - Apr 20
Enchanted Villa with Lake View 6-Bedroom in Resort

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, (87 reviews)
"The home needs a thorough cleaning."
United States
May V.
The price is CA $284
CA $1,306 total
includes taxes & fees
Apr 22 - Apr 23
Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!

5 Bed Bliss At Solterra By Shine Villas 121 5 Bedroom Villa

5 Bed Bliss At Solterra By Shine Villas 121 5 Bedroom Villa
3.0 star property
Solterra Resort
The price is CA $200
CA $989 total
includes taxes & fees
Apr 23 - Apr 24
5 Bed Bliss At Solterra By Shine Villas 121 5 Bedroom Villa

7BR Lakefront | Pool & Hot Tub

7BR Lakefront | Pool & Hot Tub
Edgewood
9.8 out of 10, Exceptional, (21 reviews)
"We had a nice stay, and Paul was very attentive!"
United States
Susan M.
The price is CA $407
CA $889 total
includes taxes & fees
Apr 30 - May 1
7BR Lakefront | Pool & Hot Tub

Cozy 3bd Townhouse Near Disney| Encantada Resort

Cozy 3bd Townhouse Near Disney| Encantada Resort
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"I was looking for a place to escape for a few days while getting my bathroom redone and the property checked all of the boxes. My wife was able to get some work done, my dog had more than enough space, and the location is minutes from the amusement parks and tons of restaurants.The property is gated, clean, and has multiple bedrooms and bathrooms for the larger families that need it. The host was more than attentive. Even when I was having issues with the television, he responded to my message...
United States
LEONARD W.
The price is CA $107
CA $520 total
includes taxes & fees
Apr 22 - Apr 23
Cozy 3bd Townhouse Near Disney| Encantada Resort

17319 4BR Townhouse Heated Pool near Disney

17319 4BR Townhouse Heated Pool near Disney
Clermont
The price is CA $165
CA $485 total
includes taxes & fees
May 12 - May 13
17319 4BR Townhouse Heated Pool near Disney

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 $129
CA $535 total
includes taxes & fees
Apr 20 - Apr 21
Emerald Garden - Resort - 15 Min to Disney - Pets

Champions Gate, all amenities included Luxury as New Platinum Pool Townhome

Champions Gate, all amenities included Luxury as New Platinum Pool Townhome
Champions Gate
9.6 out of 10, Exceptional, (104 reviews)
"Good stay "
United States
Michelle H.
The price is CA $206
CA $536 total
includes taxes & fees
May 15 - May 16
Champions Gate, all amenities included Luxury as New Platinum Pool Townhome
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

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Windermere Villas information

Number of reviews
421
Accommodation
10067 Villas
Lowest Price
CA $234
Highest Price
CA $1,306

Frequently asked questions

How much do villas in Windermere cost?
You'll pay between CA $234 and CA $1,306 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 9.4. 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 10067 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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