Windermere Holiday Rentals

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Check prices for these dates

Tonight
24 Jul - 25 Jul
Tomorrow
25 Jul - 26 Jul
This weekend
25 Jul - 27 Jul
Next weekend
1 Aug - 3 Aug

Holiday Rentals in Windermere

Vacation Village at Parkway
Relax by the resort's central pool, surrounded by lounge chairs and umbrellas.

Vacation Village at Parkway

3.0 star property
8.6 out of 10, Excellent, (2582)
"Very nice place to stay."
Vacation Village at Parkway
The View Studio Suites and Event Venue
Relax in our spacious lobby with a seating area, staircase, and balcony offering a view of the interior.

The View Studio Suites and Event Venue

3.5 star property
8.4 out of 10, Very good, (1214)
"easy to find and great location, near local attractions"
The price is S$117
includes taxes & fees
27 Jul - 28 Jul
The View Studio Suites and Event Venue
Lake Buena Vista Resort Village & Spa
Relax by the central pool surrounded by palm trees and a pirate ship structure.

Lake Buena Vista Resort Village & Spa

4.0 star property
8.4 out of 10, Very good, (9004)
"Amazing resort!"
Lake Buena Vista Resort Village & Spa
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
Experience a luxurious atmosphere in our spacious lobby, surrounded by palm trees, large plants, and vibrant bird murals.

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1509)
"Wonderful property and location!"
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
Floridays Resort Orlando
Relax by the pool surrounded by lush palm trees and lounge chairs.

Floridays Resort Orlando

3.5 star property
8.6 out of 10, Excellent, (11436)
"Always come to this place to my orlando vacation, great spot"
The price is S$242
includes taxes & fees
17 Aug - 18 Aug
Floridays Resort Orlando
Florida Hotel & Conference Center in the Florida Mall
Welcome to our hotel lobby, featuring a central reception desk, escalators, and plush seating areas.

Florida Hotel & Conference Center in the Florida Mall

3.5 star property
9.2 out of 10, Wonderful, (2069)
"really great location and very friendly staff "
Florida Hotel & Conference Center in the Florida Mall
Summer Bay Orlando by Exploria Resorts
Relax by the central pool surrounded by palm trees and lounge chairs.

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very good, (5556)
"Great place to stay with family had a great time a lot of activities to do "
The price is S$208
includes taxes & fees
10 Aug - 11 Aug
Summer Bay Orlando by Exploria Resorts
The Point by Edge
Relax on the balcony with a refreshing view of the pool area, complete with lounge chairs and a palm tree.

The Point by Edge

4.0 star property
8.4 out of 10, Very good, (748)
"Hotel was lovely very clean and staff very helpful "
The price is S$92
includes taxes & fees
17 Aug - 18 Aug
The Point by Edge
The Point Hotel & Suites
Relax by the central pool surrounded by palm trees and lounge chairs.

The Point Hotel & Suites

3.5 star property
8.0 out of 10, Very good, (3229)
"had a good stay "
The price is S$163
includes taxes & fees
27 Jul - 28 Jul
The Point Hotel & Suites
Reunion Resort & Golf Club
Surrounded by lush greenery and palm trees, this resort offers multiple pools and a lazy river.

Reunion Resort & Golf Club

5.0 star property
8.8 out of 10, Excellent, (1351)
"Great place for families"
The price is S$366
includes taxes & fees
28 Jul - 29 Jul
Reunion Resort & Golf Club
Barefoot'n Resort Kissimmee Orlando
Stunning two-story home with a vibrant facade, front porch, and blue-trimmed door.

Barefoot'n Resort Kissimmee Orlando

2.5 star property
9.0 out of 10, Wonderful, (129)
"Great place, would definitely stay there again "
The price is S$192
includes taxes & fees
29 Jul - 30 Jul
Barefoot'n Resort Kissimmee Orlando
Club Wyndham Cypress Palms
Relax by the inviting pool surrounded by lounge chairs and umbrellas, with stunning views from the hotel's spacious balconies.

Club Wyndham Cypress Palms

3.5 star property
9.0 out of 10, Wonderful, (1776)
"Wonderful stay! Very clean, cozy, and peaceful. The location is super central—close to everything. I’d definitely stay here again!"
Club Wyndham Cypress Palms
The Berkley, Orlando
Lobby

The Berkley, Orlando

4.0 star property
9.6 out of 10, Exceptional, (1852)
"Wonderful place to stay, staff were so nice. Would stay there every time we came to florida"
The price is S$168
includes taxes & fees
28 Jul - 29 Jul
The Berkley, Orlando
Blue Tree Resort at Lake Buena Vista
Relax by the pool surrounded by lush greenery and a wooden pergola.

Blue Tree Resort at Lake Buena Vista

3.0 star property
8.6 out of 10, Excellent, (1763)
"Perfect family friendly!!"
Blue Tree Resort at Lake Buena Vista
Orlando Lakefront Tiny House Community
Relax in a serene bedroom with a stunning mural of a sunset over the ocean, featuring palm trees and a bird in flight. The room offers a comfortable bed with a patterned bedspread and bedside tables with lamps.

Orlando Lakefront Tiny House Community

3.0 star property
9.4 out of 10, Exceptional, (324)
"We enjoyed our stay, I loved the the view of the lake from the main bedroom ,it’s a beautiful and relaxing place."
The price is S$205
includes taxes & fees
27 Jul - 28 Jul
Orlando Lakefront Tiny House Community
Parc Corniche Condominium Suite Hotel
Relax by the pool surrounded by lush greenery and lounge chairs.

Parc Corniche Condominium Suite Hotel

3.0 star property
8.0 out of 10, Very good, (2153)
"This is a great place to stay with a family has all the basic needs for a family there "
The price is S$173
includes taxes & fees
10 Aug - 11 Aug
Parc Corniche Condominium Suite Hotel
Regal Oaks Resort Vacation Townhomes by IDILIQ
Relax by the resort's curved pool, surrounded by palm trees and lounge chairs.

Regal Oaks Resort Vacation Townhomes by IDILIQ

4.0 star property
8.4 out of 10, Very good, (2951)
"Great stay "
The price is S$406
includes taxes & fees
30 Jul - 31 Jul
Regal Oaks Resort Vacation Townhomes by IDILIQ
Sonder by Marriott Bonvoy Vista Cay Apartments
Relax by the clear blue pool surrounded by palm trees and a picturesque walkway.

Sonder by Marriott Bonvoy Vista Cay Apartments

3.5 star property
9.0 out of 10, Wonderful, (230)
"Great place love the stay "
The price is S$157
includes taxes & fees
10 Aug - 11 Aug
Sonder by Marriott Bonvoy Vista Cay Apartments
Century Millenia
Private kitchen

Century Millenia

3.0 star property
8.8 out of 10, Excellent, (70)
"The apartment was perfect for me and my family plenty of space and very clean "
Century Millenia
Blue Heron Beach Resort
Enjoy a serene poolside retreat with a gazebo and dock access.

Blue Heron Beach Resort

3.5 star property
8.4 out of 10, Very good, (2948)
"We had an absolutely amazing time at this condotel. Everything was spotless, beautifully designed, and thoughtfully equipped - it truly felt like a home away from home. The location was perfect with an amazing view, it exceeded our expectations. We’ll definitely be coming back! "
Blue Heron Beach Resort
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

CoCo Key Hotel and Water Resort 

CoCo Key Hotel and Water Resort 

10/10 Excellent
"Very nice"
Kolby 3-night trip
Posted 1 day ago
CoCo Key Hotel and Water Resort 

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 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.