Villas in Windermere

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Check prices for these dates

In two weeks
May 22 - May 24
In two months
Jul 3 - Jul 5
In three months
Jul 31 - Aug 2
In four months
Aug 28 - Aug 30

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
$479 nightly
The price is $531
May 6 - May 7
Total with taxes and fees
The Farm House - 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, (17 reviews)
"Very clean and has everything you need."
United States
Kathleen S.
$269 nightly
The price is $295
May 6 - May 7
Total with taxes and fees
Tiny Hamptons, No Pet Fees, Main Floor Bed
Exterior

Amazing Villa with south facing pool and conservation view

Amazing Villa with south facing pool and conservation view
Watersong
9.8 out of 10, Exceptional, (217 reviews)
"The property was very spacious. My family and I were able to get some much needed rest, while enjoying the Thanksgiving holiday. I wish our stay was longer."
United States
Kenya B.
Amazing Villa with south facing pool and conservation view
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)
"15 mins drive to Disney, We enjoyed our stay, clean as advertised, Owner communicates in detail, Will definitely rebook this Villa. "
United States
Elisa
$211 nightly
The price is $236
May 6 - May 7
Total with taxes and fees
Completely Renovated 3/2 Close to Disney parks
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
Villa with Heated Pool+Spa - Near Disney, Universal Studios and Beaches!
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.
$314 nightly
The price is $345
May 6 - May 7
Total with taxes and fees
Luxury Tiny by Tiny Hamptons - Chef’s Kitchen
Villa, 5 Bedrooms | Exterior

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
5 Bed Bliss At Solterra By Shine Villas 121 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.
$865 nightly
The price is $967
May 7 - May 8
Total with taxes and fees
Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!
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
$488 nightly
The price is $513
May 13 - May 14
Total with taxes and fees
BBQ~Oasis w/Heated Pool~Marvel &Nemo rooms~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.
$166 nightly
The price is $184
May 6 - May 7
Total with taxes and fees
Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix
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.
$162 nightly
The price is $180
Jun 1 - Jun 2
Total with taxes and fees
College Park SAFE QUIET PVT Villa - Mins to ORL/Winter Park/Eola FREE PARKING
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, (9 reviews)
"House was big enough for the whole family nice pool great area "
United States
Chrystal S.
$424 nightly
The price is $474
May 10 - May 11
Total with taxes and fees
Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney
Exterior

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, (106 reviews)
"Good stay "
United States
Michelle H.
$333 nightly
The price is $372
May 15 - May 16
Total with taxes and fees
Champions Gate, all amenities included Luxury as New Platinum Pool Townhome
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
$254 nightly
The price is $288
May 7 - May 8
Total with taxes and fees
Upstay Modern 3BR Townhome With Pool Near Disney
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
$152 nightly
The price is $170
May 13 - May 14
Total with taxes and fees
VedaHive Luxury Villa
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.
$375 nightly
The price is $415
May 6 - May 7
Total with taxes and fees
Gorgeous VILLA near Disney, Private Heated South Pool
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
$608 nightly
The price is $681
May 6 - May 7
Total with taxes and fees
Brilliance At Solterra Resort By Shine Villas #092 5 Bedroom Villa
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, (54 reviews)
"beautiful stay will defiantly recommend! host was very accommodating! "
United States
sura l.
$549 nightly
The price is $607
May 24 - May 25
Total with taxes and fees
Splendid Lake View Villa With Heated Pool/spa Near Disney
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
$393 nightly
The price is $408
May 10 - May 11
Total with taxes and fees
Emerald Garden - Resort - 15 Min to Disney - Pets
Exterior

Close to Disney - shabby chic style villa with private pool!!

Close to Disney - shabby chic style villa with private pool!!
Lake Berkley
9.4 out of 10, Exceptional, (120 reviews)
"Very good villa; very comfortable beds and in a great location on the 192, close to shops, parks and restaurants."
United Kingdom
Ann Q.
$393 nightly
The price is $415
May 6 - May 7
Total with taxes and fees
Close to Disney - shabby chic style villa with private pool!!
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

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent
"Yes, everything was wonderful. I would stay here again and recommend it to others as well"
Marisol 3-night trip
Posted 1 hour ago
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Find out more about Windermere

Windermere Villas information

Number of reviews
717
Accommodation
10759 Villas
Lowest Price
$170
Highest Price
$967

Frequently asked questions

How much do villas in Windermere cost?
You'll pay between $170 and $967 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 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 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 favorite among travelers. 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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