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Check prices for these dates

In two weeks
6 Feb - 8 Feb
In two months
20 Mar - 22 Mar
In three months
17 Apr - 19 Apr
In four months
15 May - 17 May

Our top choices for Windermere holiday rentals

Waterslide

Aparthotel in Bay Lake

The Cabins at Disney's Fort Wilderness Resort
4.5 star property
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
Exterior

Aparthotel in Kissimmee

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
4.0 star property
8.8 out of 10, Excellent, (1,782 reviews)
"Cottage was very clean and easy check in close to all dining and shopping "
United States
Fernando
The price is ฿5,738
฿12,768 total
includes taxes & fees
2 Feb - 3 Feb
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
Villa | 4 bedrooms

Villa in Davenport

New 4BR Villa Themed Beds Magic
2.0 star property
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
New 4BR Villa Themed Beds Magic
Front of property – evening/night

Aparthotel in Montverde

Siena at Bella Collina
3.5 star property
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 ฿15,898
฿17,647 total
includes taxes & fees
21 Jan - 22 Jan
Siena at Bella Collina
Outdoor pool, pool umbrellas, pool loungers

Aparthotel in Kissimmee

Barefoot Suites
3.0 star property
9.0 out of 10, Wonderful, (1,809 reviews)
"Staff was great and area was amazing "
United States
Joshua
Barefoot Suites
Outdoor pool, open 7:00 AM to 11:00 PM, pool umbrellas, pool loungers

Holiday Home in Orlando

Marriott's Sabal Palms
4.0 star property
9.6 out of 10, Exceptional, (212 reviews)
"Room was great, staff friendly and grounds are clean. "
United States
DENNIS
The price is ฿9,657
฿10,864 total
includes taxes & fees
20 Feb - 21 Feb
Marriott's Sabal Palms
Lobby

Holiday Home in Orlando

Marriott's Imperial Palm Villas
4.0 star property
9.2 out of 10, Wonderful, (60 reviews)
"Amazing property definitely worth it "
United States
Yves
The price is ฿14,658
฿16,490 total
includes taxes & fees
21 Jan - 22 Jan
Marriott's Imperial Palm Villas
Outdoor pool

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 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 ฿2,813
฿6,856 total
includes taxes & fees
21 Jan - 22 Jan
Monarch Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
Exterior

Aparthotel in Orlando

WorldQuest Orlando Resort
4.0 star property
8.4 out of 10, Very good, (4,039 reviews)
"No complaints, wonderful resort. "
United States
Nigel
WorldQuest Orlando Resort
Outdoor pool, pool loungers

Holiday Home in Seasons

Jasmine 4 Bedrooms
5.0 star property
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 ฿7,883
฿21,277 total
includes taxes & fees
2 Feb - 3 Feb
Jasmine 4 Bedrooms
Outdoor pool

Holiday Home in Bridgewater Crossing

Hills Bay Retreat
4.0 star property
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 ฿5,839
฿19,468 total
includes taxes & fees
16 Feb - 17 Feb
Hills Bay Retreat
3 outdoor pools

Condo resort in Bay Lake

Disney's Beach Club Villas
5.0 star property
9.2 out of 10, Wonderful, (39 reviews)
"Clean and great location"
United States
Anonymous traveller
Disney's Beach Club Villas
House | 5 bedrooms

Holiday Home in Kissimmee

Super Glam- Designs Game Room Pool
2.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"Todo bien "
Mexico
Teudis
The price is ฿4,100
฿14,763 total
includes taxes & fees
25 Jan - 26 Jan
Super Glam- Designs Game Room Pool
Terrace/patio

Aparthotel in Florida Center

The Point by Edge
4.0 star property
8.4 out of 10, Very good, (857 reviews)
"Great view, pleasant staff."
United States
Crystal
The price is ฿1,969
฿2,602 total
includes taxes & fees
27 Jan - 28 Jan
The Point by Edge
Golf

Apartment in Champions Gate

Champions Gate condos by UNE
4.0 star property
8.8 out of 10, Excellent, (60 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 ฿3,685
฿9,858 total
includes taxes & fees
25 Jan - 26 Jan
Champions Gate condos by UNE
Private pool

Holiday Home in Kissimmee

Formosa Valley Resort by UNE Homes
4.0 star property
9.4 out of 10, Exceptional, (200 reviews)
"Loved our stay here. Would highly recommend "
United States
Walter
The price is ฿5,401
฿16,128 total
includes taxes & fees
21 Jan - 22 Jan
Formosa Valley Resort by UNE Homes
Waterslide

Holiday Home in Champions Gate

Champions Gate Resort Home w BBQ Pool
2.0 star property
9.4 out of 10, Exceptional, (8 reviews)
"Very relaxing and my property assistant was great over the phone "
United States
Robert
Champions Gate Resort Home w BBQ Pool
Living room

Holiday Home in Davenport

Doppio Westside
4.0 star property
9.6 out of 10, Exceptional, (32 reviews)
"The house as beautiful and very clean! The staff were very helpful. "
United States
Myrialisse
The price is ฿6,501
฿14,827 total
includes taxes & fees
21 Jan - 22 Jan
Doppio Westside
Outdoor pool, pool loungers

Holiday Home in Bellavida

Florida Breeze
4.0 star property
The price is ฿10,343
฿24,387 total
includes taxes & fees
2 Feb - 3 Feb
Florida Breeze
Lobby

Condo resort in Kissimmee

Regal Oaks Resort Vacation Townhomes by IDILIQ
4.0 star property
8.4 out of 10, Very good, (3,052 reviews)
"The rooms were very clean and fully stocked. It was very spacious as well. "
United States
Sharlett
Regal Oaks Resort Vacation Townhomes by IDILIQ
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 Endless Summer Resort - Dockside Inn and Suites

Universal's Endless Summer Resort - Dockside Inn and Suites

10/10 Excellent
"Muy buen hotel están limpio y ofrece comodidades "
mariedison 1-night trip
Posted 21 hours ago
Universal's Endless Summer Resort - Dockside Inn and Suites

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
  • Use the map to find apartments and other holiday homes in the Windermere neighbourhood you prefer
  • 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 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.

What are some of the best holiday rentals that Windermere has to offer?

The Berkley, Orlando: This holiday home rental outside of Windermere offers a furnished patio, a terrace and a BBQ 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 holiday with an arcade/games room and 1 hot tub.

How many holiday rentals are there in Windermere?

Expedia has 4 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.