Search Holiday Rentals in Windermere

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
28 Nov - 30 Nov
In two months
9 Jan - 11 Jan
In three months
6 Feb - 8 Feb
In four months
6 Mar - 8 Mar

Top Holiday Rentals in Windermere

Exterior
voco Kissimmee Orlando by IHG

voco Kissimmee Orlando by IHG

4.0 star property
Kissimmee
7.4 out of 10, Good, (1007)
"Great stay "
United States
Rocio
The price is 1.370.200 ₫
2.153.322 ₫ total
includes taxes & fees
19 Nov - 20 Nov
voco Kissimmee Orlando by IHG
Lobby sitting area
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, (1381)
"Nice breakfast, friendly staff, great location "
United States
Yessica
The price is 1.778.625 ₫
2.000.953 ₫ total
includes taxes & fees
1 Dec - 2 Dec
The View Studio Suites and Event Venue
Terrace/patio
The Point by Edge

The Point by Edge

4.0 star property
Florida Center
8.4 out of 10, Very good, (806)
"Nice room, easy check in process."
United States
Christopher
The price is 1.686.136 ₫
2.222.985 ₫ total
includes taxes & fees
30 Nov - 1 Dec
The Point by Edge
2 outdoor pools, open 8 AM to 10 PM, pool loungers
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, (496)
"Everything was excellent! "
United States
Laura
The price is 3.030.250 ₫
3.793.873 ₫ total
includes taxes & fees
18 Nov - 19 Nov
Holiday Inn Club Vacations Orlando Breeze Resort by IHG
Billiards
Regal Oaks Resort Vacation Townhomes by IDILIQ

Regal Oaks Resort Vacation Townhomes by IDILIQ

4.0 star property
Kissimmee
8.4 out of 10, Very good, (3006)
"Superb accommodation and an excellent location for the parks if you have hired a car. My only criticism was we had a huge cockroach in the house that we had to get rid of. "
United Kingdom
Jordan
The price is 3.143.213 ₫
8.771.409 ₫ total
includes taxes & fees
30 Nov - 1 Dec
Regal Oaks Resort Vacation Townhomes by IDILIQ
Dock
Barefoot Suites

Barefoot Suites

3.0 star property
Kissimmee
9.0 out of 10, Wonderful, (1787)
"Yes Espectacular, from the sixth floor I we saw Disneys fireworks ❤️❤️"
United States
Daniel
Barefoot Suites
Reception
Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall

3.5 star property
Orlando
9.2 out of 10, Wonderful, (2236)
"Clean fresh smelling room, real friendly staff, great atmosphere. Always love staying here"
United States
Alexander
Florida Hotel & Conference Center in the Florida Mall
Front of property
Willow Bend

Willow Bend

4.0 star property
Crescent Lakes
10.0 out of 10, Exceptional, (2)
"this house abuts woods and a slow river that made the property peaceful "
United States
John
The price is 4.584.900 ₫
15.632.520 ₫ total
includes taxes & fees
20 Nov - 21 Nov
Willow Bend
Aerial view
Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

3.0 star property
Kissimmee
8.6 out of 10, Excellent, (3039)
"Great place to stay"
United States
Jose
The price is 2.387.959 ₫
3.369.084 ₫ total
includes taxes & fees
30 Nov - 1 Dec
Vacation Village Orlando, Celebration
Outdoor 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
The price is 2.845.800 ₫
6.314.119 ₫ total
includes taxes & fees
18 Nov - 19 Nov
Monarch Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
Exterior
Barefoot'n Resort Kissimmee Orlando

Barefoot'n Resort Kissimmee Orlando

2.5 star property
Kissimmee
9.0 out of 10, Wonderful, (156)
"Condo has a friendly staff, clean and walking distance to Old Town. "
United States
BONNIE
The price is 3.198.363 ₫
3.959.121 ₫ total
includes taxes & fees
18 Nov - 19 Nov
Barefoot'n Resort Kissimmee Orlando
Exterior
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)
"Great activities "
United States
Alvin
The Cabins at Disney's Fort Wilderness Resort
2 outdoor pools, a heated pool, open 7:00 AM to 11:00 PM, pool umbrellas
Floridays Resort Orlando

Floridays Resort Orlando

3.5 star property
International Drive District
8.6 out of 10, Excellent, (11575)
"Staff was super friendly. Resort was clean and there was many food options nearby "
United States
Shelbi
The price is 4.716.650 ₫
6.344.026 ₫ total
includes taxes & fees
19 Nov - 20 Nov
Floridays Resort Orlando
Outdoor pool, open 7:00 AM to 11:00 PM, pool umbrellas, pool loungers
Marriott's Sabal Palms

Marriott's Sabal Palms

4.0 star property
Orlando
9.6 out of 10, Exceptional, (202)
"Great hotel at a great location. Really nice area with a lot to do. We had en 2 br suite and it was really big, clean and confortable. Really nice with a fenced balcony with fans."
Denmark
Maria
The price is 5.665.250 ₫
6.373.406 ₫ total
includes taxes & fees
9 Dec - 10 Dec
Marriott's Sabal Palms
Interior
Margaritaville Cottages Orlando by Rentyl

Margaritaville Cottages Orlando by Rentyl

4.0 star property
Kissimmee
8.8 out of 10, Excellent, (1707)
"Our favorite hotel!"
United States
Odanis
The price is 4.980.150 ₫
10.926.614 ₫ total
includes taxes & fees
18 Nov - 19 Nov
Margaritaville Cottages Orlando by Rentyl
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windermere Hotel Reviews

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

10/10 Excellent
"Spotless perfect place to stay"
Anthony 3-night trip
Posted 1 day ago
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

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 14 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.