Windermere Vacation Rentals

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Check prices for these dates

Tonight
Jan 6 - Jan 7
Tomorrow
Jan 7 - Jan 8
This weekend
Jan 9 - Jan 11
Next weekend
Jan 16 - Jan 18

Our top choices for Windermere vacation rentals

Terrace/patio
The Point by Edge

Aparthotel in Florida Center

The Point by Edge
4.0 star property
8.4 out of 10, Very Good, (844)
"Awesome and clean place to stay for the holidays"
United States
Moses
The price is P3,405
P4,562 total
includes taxes & fees
Jan 28 - Jan 29
The Point by Edge
Exterior
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Aparthotel in Kissimmee

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
4.0 star property
8.8 out of 10, Excellent, (1770)
"We loved the cottage and our own private pool! "
United States
Angela
The price is P11,762
P25,181 total
includes taxes & fees
Jan 12 - Jan 13
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
Balcony view
Floridays Resort Orlando

Condo resort in International Drive District

Floridays Resort Orlando
3.5 star property
8.6 out of 10, Excellent, (11663)
"Great place to stay"
United States
Ana
Floridays Resort Orlando
Exterior
voco Kissimmee Orlando by IHG

Aparthotel in Kissimmee

voco Kissimmee Orlando by IHG
4.0 star property
7.6 out of 10, Good, (1028)
"A great place we had a great time there good service clean and friendly people "
United States
Jose
The price is P3,606
P5,434 total
includes taxes & fees
Jan 12 - Jan 13
voco Kissimmee Orlando by IHG
Exterior
Vacation Village Orlando, Celebration

Condo in Kissimmee

Vacation Village Orlando, Celebration
3.0 star property
8.6 out of 10, Excellent, (3174)
"Great and clean place really nice"
United States
Juan
The price is P5,878
P8,149 total
includes taxes & fees
Jan 19 - Jan 20
Vacation Village Orlando, Celebration
Restaurant
The View Studio Suites and Event Venue

Aparthotel in Orlando

The View Studio Suites and Event Venue
3.0 star property
8.4 out of 10, Very Good, (1530)
"Good sized room, nice staff, good breakfast "
United States
Catherine
The price is P4,522
P5,087 total
includes taxes & fees
Feb 1 - Feb 2
The View Studio Suites and Event Venue
50-inch LCD TV with cable channels, TV, DVD player
Regal Oaks Resort Vacation Townhomes by IDILIQ

Condo resort in Kissimmee

Regal Oaks Resort Vacation Townhomes by IDILIQ
4.0 star property
8.4 out of 10, Very Good, (3044)
"The rooms were very clean and fully stocked. It was very spacious as well. "
United States
Sharlett
The price is P8,990
P21,877 total
includes taxes & fees
Jan 19 - Jan 20
Regal Oaks Resort Vacation Townhomes by IDILIQ
50-inch Smart TV with digital channels
Enchanted Dreams

Aparthotel in Kissimmee

Enchanted Dreams
3.5 star property
7.8 out of 10, Good, (7)
"Very relaxing space. Clean environment. Coming back very soon "
United States
Tanish
The price is P3,724
P8,252 total
includes taxes & fees
Jan 8 - Jan 9
Enchanted Dreams
Exterior
WorldQuest Orlando Resort

Aparthotel in Orlando

WorldQuest Orlando Resort
4.0 star property
8.4 out of 10, Very Good, (4034)
"Clean room and amenities, helpful staff members. "
United States
Maydelin
WorldQuest Orlando Resort
Interior entrance
Jade Manor

Aparthotel in Solterra Resort

Jade Manor
2.5 star property
8.0 out of 10, Very Good, (2)
"Amazing "
United States
Nilda
The price is P3,546
P7,944 total
includes taxes & fees
Jan 8 - Jan 9
Jade Manor
Exterior
Barefoot'n Resort Kissimmee Orlando

Aparthotel in Kissimmee

Barefoot'n Resort Kissimmee Orlando
2.5 star property
9.0 out of 10, Wonderful, (192)
"Comfortable and clean room, good location."
United States
Karina
The price is P6,572
P8,197 total
includes taxes & fees
Jan 8 - Jan 9
Barefoot'n Resort Kissimmee Orlando
Reception
Florida Hotel & Conference Center in the Florida Mall

Aparthotel in Orlando

Florida Hotel & Conference Center in the Florida Mall
3.5 star property
9.2 out of 10, Wonderful, (2416)
"Friendly staff and great accommodations "
United States
jose
Florida Hotel & Conference Center in the Florida Mall
Outdoor pool
Monarch Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes

Apartment in Winter Garden

Monarch Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
3.5 star property
10.0 out of 10, Exceptional, (2)
"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 P6,384
P14,164 total
includes taxes & fees
Jan 8 - Jan 9
Monarch Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
Private pool
Formosa Valley Resort by UNE Homes

Vacation Home in Kissimmee

Formosa Valley Resort by UNE Homes
4.0 star property
9.4 out of 10, Exceptional, (197)
"Loved our stay here. Would highly recommend "
United States
Walter
The price is P9,788
P30,003 total
includes taxes & fees
Jan 8 - Jan 9
Formosa Valley Resort by UNE Homes
Property amenity
Holiday Inn Club Vacations Orlando Breeze Resort by IHG

Aparthotel in Davenport

Holiday Inn Club Vacations Orlando Breeze Resort by IHG
3.5 star property
9.2 out of 10, Wonderful, (516)
"Fully stocked kitchen. Wonderful stay"
United States
Jason
The price is P6,330
P8,149 total
includes taxes & fees
Jan 8 - Jan 9
Holiday Inn Club Vacations Orlando Breeze Resort by IHG
Full-size fridge, microwave, oven, stovetop
Leisure Lounge

Aparthotel in Solterra Resort

Leisure Lounge
3.5 star property
8.4 out of 10, Very Good, (17)
"The room was so nice! Very clean and in tact."
United States
Amber Carchelle
The price is P2,660
P6,951 total
includes taxes & fees
Jan 19 - Jan 20
Leisure Lounge
Front of property
Premium Condos near Universal Studios

Condo resort in International Drive District

Premium Condos near Universal Studios
3.5 star property
9.4 out of 10, Exceptional, (28)
"Awesome place. "
United States
Ryan
The price is P4,734
P9,250 total
includes taxes & fees
Jan 26 - Jan 27
Premium Condos near Universal Studios
5 bedrooms
Super Cool- Sleeps 17 Newly Built Near Parks

Vacation Home in Kissimmee

Super Cool- Sleeps 17 Newly Built Near Parks
2.0 star property
The price is P4,722
P22,024 total
includes taxes & fees
Jan 20 - Jan 21
Super Cool- Sleeps 17 Newly Built Near Parks
2 outdoor pools, open 8:00 AM to 10:00 PM, pool umbrellas, sun loungers
The Village Resort Suite and Spa

Condo resort in Orlando

The Village Resort Suite and Spa
2.5 star property
The Village Resort Suite and Spa
Outdoor pool, open 7:00 AM to 11:00 PM, pool umbrellas, sun loungers
Marriott's Sabal Palms

Vacation Home in Orlando

Marriott's Sabal Palms
4.0 star property
9.6 out of 10, Exceptional, (210)
"Room was great, staff friendly and grounds are clean. "
United States
DENNIS
The price is P18,855
P21,212 total
includes taxes & fees
Jan 10 - Jan 11
Marriott's Sabal Palms
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
"The villa was super clean, spotless and very spacious. We enjoyed our stay and the kids enjoyed the playground the most. "
Farah 4-night trip
Posted 5 hours ago
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

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:

  • View our selection of featured holiday rentals in Windermere
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  • Enter your travel dates to view the best deals on holiday rentals in Windermere while they last

Look no further and take a look at our great range of rental properties in Windermere!

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 4 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.