Windermere Vacation Rentals

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Our top choices for Windermere vacation rentals

The Farm House - Great Location + Pet Friendly!

The Farm House - Great Location + Pet Friendly!
3.0 star property
Windermere
The price is P9,538
P33,218 total
includes taxes & fees
Feb 23 - Feb 24
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, (1,020 reviews)
"Staff was very helpful, location was what we needed and rooms and pool were outstanding "
United States
Chester Joseph
The price is P3,303
P5,069 total
includes taxes & fees
Feb 24 - Feb 25
voco Kissimmee Orlando by IHG

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
4.0 star property
Orlando
9.2 out of 10, Wonderful, (4,674 reviews)
"Beautiful property, clean and well maintained rooms, very nice staff."
United States
Debra
The price is P7,630
P8,584 total
includes taxes & fees
Mar 22 - Mar 23
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (3,438 reviews)
"Yes .. very clean rooms and hotel chef was great"
United States
Alicia
The price is P4,664
P6,747 total
includes taxes & fees
Mar 23 - Mar 24
Vacation Village Orlando, Celebration

The View Studio Suites and Event Venue

The View Studio Suites and Event Venue
3.0 star property
Orlando
8.4 out of 10, Very Good, (1,669 reviews)
"Clean and spacious rooms and the breakfast was great."
United States
Karen
The price is P4,972
P5,594 total
includes taxes & fees
Feb 23 - Feb 24
The View Studio Suites and Event Venue

Disney's Animal Kingdom Villas - Kidani Village

Disney's Animal Kingdom Villas - Kidani Village
4.0 star property
Bay Lake
9.0 out of 10, Wonderful, (166 reviews)
"The animals are amazing and the location for Animal Kingdom was perfect! The room was clean and comfortable."
United States
Kelly
Disney's Animal Kingdom Villas - Kidani Village

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
Jasmine 4 Bedrooms

FL- 1844 GOBI DR

FL- 1844 GOBI DR
3.0 star property
Kissimmee
The price is P6,630
P21,483 total
includes taxes & fees
Feb 24 - Feb 25
FL- 1844 GOBI DR

The Point by Edge

The Point by Edge
4.0 star property
Florida Center
8.4 out of 10, Very Good, (899 reviews)
"Great view, pleasant staff."
United States
Crystal
The price is P3,978
P5,195 total
includes taxes & fees
Mar 23 - Mar 24
The Point by Edge

Barefoot'n Resort Kissimmee Orlando

Barefoot'n Resort Kissimmee Orlando
2.5 star property
Kissimmee
9.0 out of 10, Wonderful, (210 reviews)
"Great place. Great location. "
United States
Andrew
The price is P6,353
P7,937 total
includes taxes & fees
Feb 23 - Feb 24
Barefoot'n Resort Kissimmee Orlando

Century Millenia

Century Millenia
3.0 star property
Florida Center
9.0 out of 10, Wonderful, (113 reviews)
"Beautiful place to stay and loved that it had washer and dryer on site. Super helpful for a longer stay. Definitely recommend staying here! "
United States
Collin
Century Millenia

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
4.0 star property
International Drive District
9.2 out of 10, Wonderful, (3,034 reviews)
"Nice place to stay"
Canada
Jet
The price is P7,386
P8,309 total
includes taxes & fees
Mar 22 - Mar 23
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Holiday Inn Club Vacations Orlando Breeze Resort by IHG

Holiday Inn Club Vacations Orlando Breeze Resort by IHG
3.5 star property
Davenport
9.2 out of 10, Wonderful, (530 reviews)
"It was lovely! We would stay here again for sure! "
United States
Hilary
The price is P6,327
P8,129 total
includes taxes & fees
Mar 23 - Mar 24
Holiday Inn Club Vacations Orlando Breeze Resort by IHG

Boulder Ridge Villas at Disney's Wilderness Lodge

Boulder Ridge Villas at Disney's Wilderness Lodge
4.0 star property
Bay Lake
8.8 out of 10, Excellent, (54 reviews)
"Looking for perfect compliment to your ultimate Disney World experience? Look no further than the Wilderness Lodge Villas. Not only are the rooms cozy and comfortable but the rustic atmosphere is spot on. After a long day at the Magic Kingdom, there is no better experience than taking the boat back to the lodge, especially at night. You can either recharge your batteries and go back, or you can enjoy all the amenities and atmosphere of the lodge. The only negative was that the food selection at...
United States
David O.
Boulder Ridge Villas at Disney's Wilderness Lodge
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

Search for holiday rentals in Windermere on Expedia! You can easily find your home rentals, villas, holiday apartments in Windermere using one of the methods below:

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Frequently asked questions

Can I find vacation rentals in Windermere?

Yes, we offer vacation rentals where you'll be only 4.1 mi (6.6 km) from Universal Studios Florida, offering you a 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.

What's the top vacation rental that Windermere has to offer?

The Berkley, Orlando: Visitors like this Windermere vacation home rental. It offers a furnished patio, a terrace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a microwave, and a coffee maker. You can relax into your vacation with an arcade game room and a hot tub.

How many vacation rentals are there in Windermere?

Expedia has 3 vacation 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 larger area, you’ll find popular places like Universal Studios Florida and Universal Orlando Resort.

What’s a vacation rental in Windermere like?

Vacation rentals are private properties you can book for several days or longer in Windermere. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll feel right at home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of security away from shared hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for a family getaway.