Windermere Vacation Rentals

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Check prices for these dates

In two weeks
Jan 23 - Jan 25
In two months
Mar 6 - Mar 8
In three months
Apr 3 - Apr 5
In four months
May 1 - May 3

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, (845)
"Awesome and clean place to stay for the holidays"
United States
Moses
The price is NT$1,587
NT$2,175 total
includes taxes & fees
Jan 27 - Jan 28
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, (1771)
"Highly recommended the Margaritaville cottages!"
United States
Christine
The price is NT$6,266
NT$13,415 total
includes taxes & fees
Jan 12 - Jan 13
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
Suite, 2 Bedrooms | Balcony view
Floridays Resort Orlando

Condo resort in International Drive District

Floridays Resort Orlando
3.5 star property
8.6 out of 10, Excellent, (11667)
"Great place to stay"
United States
Ana
The price is NT$4,252
NT$6,027 total
includes taxes & fees
Jan 11 - Jan 12
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, (1002)
"A great place we had a great time there good service clean and friendly people "
United States
Jose
The price is NT$1,826
NT$2,788 total
includes taxes & fees
Jan 13 - Jan 14
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, (3178)
"Great staff clean and well maintained facilities and rooms will stay again and highly recommended "
Canada
Ryan
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, (1537)
"Good sized room, nice staff, good breakfast "
United States
Catherine
The price is NT$2,409
NT$2,710 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, (3046)
"The rooms were very clean and fully stocked. It was very spacious as well. "
United States
Sharlett
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 NT$1,984
NT$4,396 total
includes taxes & fees
Jan 10 - Jan 11
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
The price is NT$4,440
NT$8,903 total
includes taxes & fees
Jan 11 - Jan 12
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 NT$1,889
NT$4,232 total
includes taxes & fees
Jan 10 - Jan 11
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 NT$3,501
NT$4,367 total
includes taxes & fees
Jan 12 - Jan 13
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, (2418)
"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 NT$3,967
NT$8,183 total
includes taxes & fees
Jan 11 - Jan 12
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, (198)
"Loved our stay here. Would highly recommend "
United States
Walter
The price is NT$5,214
NT$15,983 total
includes taxes & fees
Jan 11 - Jan 12
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 NT$2,864
NT$3,772 total
includes taxes & fees
Jan 10 - Jan 11
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 NT$1,417
NT$3,703 total
includes taxes & fees
Jan 21 - Jan 22
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 NT$2,806
NT$5,246 total
includes taxes & fees
Feb 4 - Feb 5
Premium Condos near Universal Studios
House | 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 NT$2,061
NT$11,546 total
includes taxes & fees
Jan 14 - Jan 15
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 price is NT$2,669
NT$14,181 total
includes taxes & fees
Jan 10 - Jan 11
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 NT$11,591
NT$13,040 total
includes taxes & fees
Feb 5 - Feb 6
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

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

10/10 Excellent
"Amenities were well maintained and spacious; pools, fitness center, bowling alley. They also threw a great New Year’s Eve party!"
April 6-night trip
Posted 1 day ago
Universal's Cabana Bay Beach Resort

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 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.