Windermere Holiday Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Windermere holiday rentals

Interior

1. Rustic Hideaway - Great Location + Pet Friendly!

Rustic Hideaway - Great Location + Pet Friendly!
4.0 star property
Windermere
8.0 out of 10, Very good, (1 review)
"Good house for a great price. Great location. Need to change the AC more often."
United States
Mercedes
The price is S$777
includes taxes & fees
9 Nov - 10 Nov
Rustic Hideaway - Great Location + Pet Friendly!
A modern kitchen with stainless steel appliances, a granite island, and a built-in oven.

2. The Farm House - Great Location + Pet Friendly!

The Farm House - Great Location + Pet Friendly!
4.0 star property
Windermere
The price is S$725
includes taxes & fees
9 Nov - 10 Nov
The Farm House - Great Location + Pet Friendly!
A swimming pool with lounge chairs and palm trees.

3. The Point Hotel & Suites Orlando

The Point Hotel & Suites Orlando
4.0 star property
Florida Center
8.6 out of 10, Excellent, (1,486 reviews)
"This is a great place to stay"
United States
Susan
The price is S$104
includes taxes & fees
18 Nov - 19 Nov
The Point Hotel & Suites Orlando
A resort pool area with palm trees, lounge chairs, and umbrellas.

4. Marriott's Grande Vista

Marriott's Grande Vista
4.0 star property
Orlando
9.0 out of 10, Wonderful, (5,368 reviews)
"It was a very beautiful hotel."
United States
Roni Husham
The price is S$138
includes taxes & fees
28 Nov - 29 Nov
Marriott's Grande Vista
A resort with a central swimming pool, multiple lounge areas, and a view of the surrounding buildings.

5. Villatel Resort Orlando, Apartments by Marriott Bonvoy

Villatel Resort Orlando, Apartments by Marriott Bonvoy
4.0 star property
Orlando
9.2 out of 10, Wonderful, (251 reviews)
"This place was great!"
United States
Christine
The price is S$466
includes taxes & fees
2 Dec - 3 Dec
Villatel Resort Orlando, Apartments by Marriott Bonvoy
A water slide structure with a person at the bottom of the slide, water splashing around.

6. 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, (573 reviews)
"Expensive and just plain touristy. Had the pleasure of being in Fort Wilderness when I was a child. Not even close to being the same but the cabin was nice."
United States
Christie
The price is S$849
includes taxes & fees
16 Nov - 17 Nov
The Cabins at Disney's Fort Wilderness Resort
A large hotel complex with multiple high-rise buildings, a central swimming pool, and surrounding greenery.

7. Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (5,272 reviews)
"Great place to stay at a great place."
United States
Desiree
The price is S$133
includes taxes & fees
29 Nov - 30 Nov
Vacation Village Orlando, Celebration
A hotel room with a large bed, bedside lamps, a view of the city, a window with curtains, and a desk with a chair.

8. The View Hotel, Trademark Collection by Wyndham

The View Hotel, Trademark Collection by Wyndham
3.0 star property
Orlando
8.4 out of 10, Very good, (2,221 reviews)
"Great stay Large comfortable.room Reasonable price"
United States
Martyn
The price is S$121
includes taxes & fees
11 Nov - 12 Nov
The View Hotel, Trademark Collection by Wyndham
Children’s play area – outdoor

9. Floridays Resort Orlando

Floridays Resort Orlando
4.0 star property
International Drive District
8.6 out of 10, Excellent, (12,285 reviews)
"Nice place and excellent service and close to the park."
United States
Lizardo
The price is S$216
includes taxes & fees
29 Nov - 30 Nov
Floridays Resort Orlando
An aerial view of a resort with multiple swimming pools, a large central pool, and surrounding greenery.

10. Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
4.0 star property
Kissimmee
9.0 out of 10, Wonderful, (2,355 reviews)
"Amazing stay, staff was so nice and the property was beautiful! Definitely will be visiting again!"
United States
Ashley
The price is S$596
includes taxes & fees
10 Nov - 11 Nov
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
A poolside area with lounge chairs, a fire pit, and a building in the background.

11. Bluegreen Vacations Orlando's Sunshine, Ascend Collection Resort

Bluegreen Vacations Orlando's Sunshine, Ascend Collection Resort
3.5 star property
International Drive District
9.2 out of 10, Wonderful, (283 reviews)
"Excelente"
United States
Eyda
The price is S$234
includes taxes & fees
3 Dec - 4 Dec
Bluegreen Vacations Orlando's Sunshine, Ascend Collection Resort
A resort with a central swimming pool, lounge areas, and a landscaped garden.

12. Marriott's Royal Palms

Marriott's Royal Palms
4.0 star property
Orlando
9.4 out of 10, Exceptional, (329 reviews)
"Staff were very friendly, our room was clean and spacious. We liked the amenities, as well. We loved being able to use the other property with a shuttle service. The pool was awesome there. The pool at this property is quiet and nice, but the photo shows the sister property."
United States
Shawna
The price is S$253
includes taxes & fees
30 Nov - 1 Dec
Marriott's Royal Palms
A resort pool with a central water feature, surrounded by palm trees and lounge chairs.

13. Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
4.0 star property
International Drive District
9.2 out of 10, Wonderful, (4,239 reviews)
"Great place to stay with the family."
United States
Vanessa
The price is S$138
includes taxes & fees
28 Nov - 29 Nov
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
A swimming pool with lounge chairs and palm trees.

14. staySky Suites - I Drive Orlando

staySky Suites - I Drive Orlando
3.0 star property
International Drive District
7.8 out of 10, Good, (1,315 reviews)
"Great location very clean and quiet"
United States
ELIZABETH
The price is S$116
includes taxes & fees
9 Nov - 10 Nov
staySky Suites - I Drive Orlando
A covered outdoor swimming pool area with lounge chairs, a clock, and a sign indicating spa rules and no diving.

15. Blue Tree Resort at Lake Buena Vista

Blue Tree Resort at Lake Buena Vista
3.0 star property
Orlando
8.6 out of 10, Excellent, (2,118 reviews)
"Clean room, friendly staff, spacious."
United States
Klayra
The price is S$223
includes taxes & fees
4 Dec - 5 Dec
Blue Tree Resort at Lake Buena Vista
A high-rise hotel with a swimming pool surrounded by greenery, located near a body of water and a parking lot.

16. Premium Condos near Universal Studios

Premium Condos near Universal Studios
4.0 star property
International Drive District
9.2 out of 10, Wonderful, (77 reviews)
"Property was well clean, and well managed. Very easy to report to your room no hassle at all. And plenty of parking."
United States
Lee
The price is S$226
includes taxes & fees
9 Nov - 10 Nov
Premium Condos near Universal Studios
A sign with 'The Wellborn' written on it, surrounded by lush greenery and a building in the background.

17. Suites by The Wellborn

Suites by The Wellborn
4.0 star property
Lake Cherokee
8.2 out of 10, Very good, (344 reviews)
"The check in process was smooth and did not require any front desk it was perfect for a quick stay! The room was pretty big for the price! and very clean. The property itself was cute and cozy they had a very cool common area! Love this stay"
United States
Dustin
The price is S$134
includes taxes & fees
23 Nov - 24 Nov
Suites by The Wellborn
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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Find holiday rentals that suit your style

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Top Windermere Hotel Reviews

A modern lounge area with a fireplace, seating, and a bar.
Holiday Inn Orlando International Drive by IHG

Holiday Inn Orlando International Drive by IHG

Holiday Inn Orlando International Drive by IHG
International Drive District

8/10 Good

The room was huge. The lobby was very clean and nice. Property also had a laundromat which was convenient. Check in and out were fuss-free. The only complaint was the floor in the room which made my soles really dirty. It would help if there were bedroom slippers. Also, when we checked-in, we realised the fridge wasn’t working so we called helpdesk and someone came to fix it within 1 minute which was way beyond my expectations. Would definitely come back again if I’m visiting.
Singapore
Effie
Reviewed June 8, 2024
Holiday Inn Orlando International Drive by IHG

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?

Formosa Valley Resort by UNE Homes: This holiday home rental outside Windermere is equipped with an outdoor pool, air conditioning and free WiFi to help you feel comfortable during your stay. Kitchen amenities include a full-sized fridge, a dishwasher and a stovetop.

How many holiday rentals are there in Windermere?

Expedia has 3 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.