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Our top choices for Windermere holiday rentals

Rustic Hideaway - Great Location + Pet Friendly!

Rustic Hideaway - Great Location + Pet Friendly!
3.0 star property
Windermere
The price is 4.228.826 ₫
16.152.376 ₫ total
includes taxes & fees
12 Jan - 13 Jan
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 Farm House - Great Location + Pet Friendly!

voco Kissimmee Orlando by IHG

voco Kissimmee Orlando by IHG
4.0 star property
Kissimmee
7.6 out of 10, Good, (1,003 reviews)
"A great place we had a great time there good service clean and friendly people "
United States
Jose
The price is 1.575.960 ₫
2.384.953 ₫ total
includes taxes & fees
14 Jan - 15 Jan
voco Kissimmee Orlando by IHG

Willow Bend

Willow Bend
4.0 star property
Crescent Lakes
10.0 out of 10, Exceptional, (2 reviews)
"this house abuts woods and a slow river that made the property peaceful "
United States
John
The price is 4.206.237 ₫
15.148.834 ₫ total
includes taxes & fees
17 Jan - 18 Jan
Willow Bend

The Cabins at Disney's Fort Wilderness Resort

The Cabins at Disney's Fort Wilderness Resort
4.5 star property
Bay Lake
9.2 out of 10, Wonderful, (559 reviews)
"What an awesome place to stay I will definitely be coming back "
United States
Larry
The Cabins at Disney's Fort Wilderness Resort

Siena at Bella Collina

Siena at Bella Collina
3.5 star property
Montverde
9.8 out of 10, Exceptional, (71 reviews)
"Property exceptional!! Room for everyone in our family to have privacy. View so relaxing and beautiful sunrise over the lake. "
United States
Sandra
The price is 13.361.462 ₫
14.831.223 ₫ total
includes taxes & fees
12 Jan - 13 Jan
Siena at Bella Collina

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
4.0 star property
Kissimmee
8.8 out of 10, Excellent, (1,773 reviews)
"Highly recommended the Margaritaville cottages!"
United States
Christine
The price is 5.226.934 ₫
11.189.901 ₫ total
includes taxes & fees
21 Jan - 22 Jan
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Jasmine 4 Bedrooms

Jasmine 4 Bedrooms
5.0 star property
Seasons
10.0 out of 10, Exceptional, (1 review)
"The property was amazing. Quiet, convenient and it was very inviting. "
United States
Jose Antonio
The price is 4.732.017 ₫
15.626.370 ₫ total
includes taxes & fees
26 Jan - 27 Jan
Jasmine 4 Bedrooms

New 4BR Villa Themed Beds Magic

New 4BR Villa Themed Beds Magic
2.0 star property
Davenport
10.0 out of 10, Exceptional, (1 review)
"The house was immaculate and the owners were very responsive to any needs we had."
United States
Kirsten
The price is 4.540.558 ₫
12.944.509 ₫ total
includes taxes & fees
19 Jan - 20 Jan
New 4BR Villa Themed Beds Magic

Disney's Beach Club Villas

Disney's Beach Club Villas
5.0 star property
Bay Lake
9.2 out of 10, Wonderful, (39 reviews)
"Clean and great location"
United States
Anonymous traveller
Disney's Beach Club Villas

Hills Bay Retreat

Hills Bay Retreat
4.0 star property
Bridgewater Crossing
10.0 out of 10, Exceptional, (3 reviews)
"Spacious and clean; everything you need plus a covered pool. We cut our stay short; evacuated before Hurricane Milton. "
United States
Michael E
The price is 4.732.017 ₫
16.155.305 ₫ total
includes taxes & fees
6 Feb - 7 Feb
Hills Bay Retreat

Barefoot Suites

Barefoot Suites
3.0 star property
Kissimmee
9.0 out of 10, Wonderful, (1,807 reviews)
"Great clean safe and good location "
United States
italo
Barefoot Suites

Marriott's Imperial Palm Villas

Marriott's Imperial Palm Villas
4.0 star property
Orlando
9.2 out of 10, Wonderful, (60 reviews)
"Amazing property definitely worth it "
United States
Yves
The price is 12.318.754 ₫
13.858.598 ₫ total
includes taxes & fees
16 Jan - 17 Jan
Marriott's Imperial Palm Villas

Florida Breeze

Florida Breeze
4.0 star property
Bellavida
The price is 5.783.576 ₫
17.028.626 ₫ total
includes taxes & fees
2 Feb - 3 Feb
Florida Breeze

Marriott's Sabal Palms

Marriott's Sabal Palms
4.0 star property
Orlando
9.6 out of 10, Exceptional, (210 reviews)
"Room was great, staff friendly and grounds are clean. "
United States
DENNIS
The price is 9.639.622 ₫
10.844.574 ₫ total
includes taxes & fees
4 Feb - 5 Feb
Marriott's Sabal Palms

Champions Gate condos by UNE

Champions Gate condos by UNE
4.0 star property
Champions Gate
8.8 out of 10, Excellent, (59 reviews)
"Home and owners were amazing. We would definitely stay again if need. Great for soccer families as there is a little field right across the street. "
United States
Melissa
The price is 3.262.237 ₫
8.472.544 ₫ total
includes taxes & fees
12 Jan - 13 Jan
Champions Gate condos by UNE

Doppio Westside

Doppio Westside
4.0 star property
Davenport
9.6 out of 10, Exceptional, (31 reviews)
"The place was clean, new and a perfect day for extended family."
United States
Mary
The price is 5.253.200 ₫
12.222.884 ₫ total
includes taxes & fees
12 Jan - 13 Jan
Doppio Westside

Bahama Sunset 5 Bedrooms

Bahama Sunset 5 Bedrooms
4.0 star property
Legacy Park
10.0 out of 10, Exceptional, (2 reviews)
"House was amazing!"
United States
Sarah
The price is 4.206.237 ₫
15.242.808 ₫ total
includes taxes & fees
19 Jan - 20 Jan
Bahama Sunset 5 Bedrooms

Super Glam- Designs Game Room Pool

Super Glam- Designs Game Room Pool
2.0 star property
Kissimmee
10.0 out of 10, Exceptional, (2 reviews)
"Todo bien "
Mexico
Teudis
The price is 3.445.694 ₫
12.407.258 ₫ total
includes taxes & fees
12 Jan - 13 Jan
Super Glam- Designs Game Room Pool

Monarch Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes

Monarch Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
3.5 star property
Winter Garden
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful apartment, clean, quiet, and beautiful location. Host was very helpful. I would recommend this beautiful apartment for anyone wanting a home away from home."
United States
Kowanda
The price is 3.283.250 ₫
6.796.328 ₫ total
includes taxes & fees
13 Jan - 14 Jan
Monarch Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
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

Frequently asked questions

Can I find holiday rentals in Windermere?

Yes, we have holiday rentals where you'll be only 4.1 mi (6.6 km) from Universal Studios Florida, offering you a more secluded option if you'd like a quiet spot to stay. Windermere is known for its restaurants and shopping. Make sure you have time to check out the beaches and sporting events during your trip.

How many holiday rentals are there in Windermere?

Expedia has 3 holiday rentals for your stay in Windermere.

What’s there to see and do in Windermere?

Lake Butler and Tibet Butler Preserve are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find popular places such as Universal Studios Florida and Universal Orlando Resort.

What’s a holiday rental in Windermere like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Windermere. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for family gatherings.