Search Windermere Villa Rentals from CA $245

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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 $210
CA $764 total
includes taxes & fees
Mar 2 - Mar 3
The Farm House - Great Location + Pet Friendly!

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, (26 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 $98
CA $326 total
includes taxes & fees
Mar 2 - Mar 3
Completely Renovated 3/2 Close to Disney parks

7BR Lakefront Duplex w/ Pool, Sauna & Hot Tub!

7BR Lakefront Duplex w/ Pool, Sauna & Hot Tub!
Edgewood
9.8 out of 10, Exceptional, (19 reviews)
"This was a fun stay, we all enjoyed the lake, pool, hot tub and lovely backyard. Plenty of space, lots of interesting rooms, it fit our needs perfectly. "
United States
Robert C.
The price is CA $327
CA $787 total
includes taxes & fees
Mar 2 - Mar 3
7BR Lakefront Duplex w/ Pool, Sauna & Hot Tub!

Pet Friendly, Modern Tiny Home in Vibrant Clermont!

Pet Friendly, Modern Tiny Home in Vibrant Clermont!
Clermont
10.0 out of 10, Exceptional, (14 reviews)
"Very cool place, extremely neat and clean and much more comfortable than an RV."
United States
brian d.
The price is CA $207
CA $442 total
includes taxes & fees
Mar 14 - Mar 15
Pet Friendly, Modern Tiny Home in Vibrant Clermont!

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, (215 reviews)
"Beautiful home, wonderful community, property owner was very responsive. My family and I enjoyed our stay. "
United States
Bri_
The price is CA $211
CA $659 total
includes taxes & fees
Mar 31 - Apr 1
Amazing Villa with south facing pool and conservation view

Modern 3 Bed Villa, Newly Renovated, Prime Location

Modern 3 Bed Villa, Newly Renovated, Prime Location
3.0 star property
Kissimmee
The price is CA $165
CA $405 total
includes taxes & fees
Mar 4 - Mar 5
Modern 3 Bed Villa, Newly Renovated, Prime Location

Banana Leaf Villa- Book your gathering today!

Banana Leaf Villa- Book your gathering today!
Orlovista
10.0 out of 10, Exceptional, (1 review)
"It was an excellent stay very peaceful clean elegant. The host was awesome checked on us made sure we were ok... i would recommend this place and host to anyone.. easy accessing property very well lit nice and clean... i will be returning.."
United States
alakeitha h.
The price is CA $109
CA $171 total
includes taxes & fees
Mar 10 - Mar 11
Banana Leaf Villa- Book your gathering today!

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, (48 reviews)
"Beautiful home, great pool with an excellent view! Clean and spacious, quiet neighborhood and close to Disney."
United States
Adam S.
The price is CA $252
CA $802 total
includes taxes & fees
Mar 3 - Mar 4
Splendid Lake View Villa With Heated Pool/spa Near Disney

College Park PRIVATE SAFE QUIET Villa - Mins 2 ORL/Winter Park/Eola FREE PARKING

College Park PRIVATE SAFE QUIET Villa - Mins 2 ORL/Winter Park/Eola FREE PARKING
College Park
10.0 out of 10, Exceptional, (26 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 $190
CA $307 total
includes taxes & fees
Apr 1 - Apr 2
College Park PRIVATE SAFE QUIET Villa - Mins 2 ORL/Winter Park/Eola FREE PARKING

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 $280
CA $1,120 total
includes taxes & fees
Mar 14 - Mar 15
Greenview Bliss By Shine Villas #031 5 Bedroom Villa

Fully-Equipped Villa Next to Disney!

Fully-Equipped Villa Next to Disney!
Kissimmee
9.4 out of 10, Exceptional, (78 reviews)
"Perfect for what we needed on our stay "
United States
Kevin H.
The price is CA $125
CA $291 total
includes taxes & fees
Mar 2 - Mar 3
Fully-Equipped Villa Next to Disney!

🌿Welcome to the Jungle🌿

🌿Welcome to the Jungle🌿
Loughman
9.0 out of 10, Wonderful, (17 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 $231
CA $687 total
includes taxes & fees
Mar 3 - Mar 4
🌿Welcome to the Jungle🌿

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.
The price is CA $231
CA $566 total
includes taxes & fees
Mar 2 - Mar 3
Close to Disney - shabby chic style villa with private pool!!

4875 Resort Townhouse by Disney World Orlando

4875 Resort Townhouse by Disney World Orlando
Kissimmee
The price is CA $129
CA $426 total
includes taxes & fees
Mar 3 - Mar 4
4875 Resort Townhouse by Disney World Orlando

Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix

Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix
Altamonte Springs
9.0 out of 10, Wonderful, (4 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 $134
CA $281 total
includes taxes & fees
Mar 4 - Mar 5
Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix

VedaHive Luxury Villa

VedaHive Luxury Villa
3.0 star property
Solterra Resort
6.8 out of 10, (8 reviews)
"If you enjoy your vacation with a older lady with a daughter telling you what to do and how to act in the house, then this place is for you. The hot tub at the house does not work. There's limited toilet paper so bring your own toiletries. And the bedroom I stayed in did not have sheets on the bed. Must read all the rules before staying at this house. The clubhouse water park is not included in your stay. That is an additional fee$"
United States
James
The price is CA $68
CA $245 total
includes taxes & fees
Mar 2 - Mar 3
VedaHive Luxury Villa

Lake Berkley Villas Swanky

Lake Berkley Villas Swanky
4.0 star property
Lake Berkley
The price is CA $168
CA $443 total
includes taxes & fees
Mar 5 - Mar 6
Lake Berkley Villas Swanky

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 $126
CA $495 total
includes taxes & fees
Mar 3 - Mar 4
Beach Resort near Disney with Poolside Tike Bar

Disney*9BR Resort, w/ Pool*Cinema*Game room*Fun!

Disney*9BR Resort, w/ Pool*Cinema*Game room*Fun!
Kissimmee
8.6 out of 10, Excellent, (7 reviews)
"Time by the pool was great. The host was outstanding. Very efficient!"
United States
Vanessa R.
The price is CA $207
CA $996 total
includes taxes & fees
Mar 3 - Mar 4
Disney*9BR Resort, w/ Pool*Cinema*Game room*Fun!

Windsor Hills Resort/3Bedrm/Private Pool/Near Disney

Windsor Hills Resort/3Bedrm/Private Pool/Near Disney
Windsor Hills
10.0 out of 10, Exceptional, (22 reviews)
"Loved this place clean and welcoming"
United States
Marlene K.
The price is CA $141
CA $655 total
includes taxes & fees
Mar 20 - Mar 21
Windsor Hills Resort/3Bedrm/Private Pool/Near Disney
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
505
Accommodation
10212 Villas
Lowest Price
CA $245
Highest Price
CA $1,120

Frequently asked questions

How much do villas in Windermere cost?
You'll pay between CA $245 and CA $1,120 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 10212 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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