A lakeside community with houses and boats.

Windermere Vacation Rentals

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Windermere vacation rentals

1. Rustic Hideaway - Great Location + Pet Friendly!

Rustic Hideaway - Great Location + Pet Friendly!
3.0 star property
Windermere
The price is P7,356
P34,701 total
includes taxes & fees
Aug 24 - Aug 25
Rustic Hideaway - Great Location + Pet Friendly!
A swimming pool with lounge chairs and palm trees.

2. The Point Hotel & Suites Orlando

The Point Hotel & Suites Orlando
4.0 star property
Florida Center
8.4 out of 10, Very Good, (1,238 reviews)
"Amazing location and price and quality"
United States
Ashlee
The price is P3,703
P4,929 total
includes taxes & fees
Aug 24 - Aug 25
The Point Hotel & Suites Orlando
A hotel room with a large bed, bedside lamps, a view of the city, a window with curtains, and a desk with a chair.

3. 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, (2,127 reviews)
"We had a really nice stay! The room was great and very comfortable, the breakfast was delicious, and the staff was incredibly friendly and helpful."
United States
Alvaro Andres
The price is P4,931
P5,547 total
includes taxes & fees
Aug 30 - Aug 31
The View Hotel, Trademark Collection by Wyndham
A swimming pool with a waterfall feature, lounge chairs, and a gazebo.

4. Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
4.0 star property
Orlando
9.2 out of 10, Wonderful, (6,532 reviews)
"Great for family stays"
United States
Rodney
The price is P7,603
P8,553 total
includes taxes & fees
Sep 13 - Sep 14
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

5. Floridays Resort Orlando

Floridays Resort Orlando
4.0 star property
International Drive District
8.6 out of 10, Excellent, (12,087 reviews)
"Me and family enjoyed our stay... will come back"
United States
Natasha
The price is P7,356
P10,706 total
includes taxes & fees
Aug 24 - Aug 25
Floridays Resort Orlando
A balcony with a table holding a drink and sunglasses, overlooking a green landscape with trees and a body of water.

6. Parc Corniche Condominium Suite Hotel

Parc Corniche Condominium Suite Hotel
3.0 star property
International Drive District
8.0 out of 10, Very Good, (2,330 reviews)
"We have stayed here now 3 times. It’s not anything fancy but it is clean and it’s in a safe location close to all the major attractions. Will stay here every time we come to Orlando."
United States
Nicole
The price is P4,119
P7,759 total
includes taxes & fees
Aug 24 - Aug 25
Parc Corniche Condominium Suite Hotel
An aerial view of a resort with two large swimming pools, a tennis court, and a small playground.

7. Barefoot Suites

Barefoot Suites
3.0 star property
Kissimmee
9.0 out of 10, Wonderful, (1,911 reviews)
"All in the property was wonderful"
United States
Michelle
The price is P4,978
P6,869 total
includes taxes & fees
Aug 24 - Aug 25
Barefoot Suites
A large hotel complex with multiple high-rise buildings, a central swimming pool, and surrounding greenery.

8. Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (4,908 reviews)
"Enjoyed the stay booked again"
United States
Joseph
The price is P3,940
P6,015 total
includes taxes & fees
Aug 30 - Aug 31
Vacation Village Orlando, Celebration
A two-story house with a porch, surrounded by palm trees and greenery.

9. Barefoot'n Resort Kissimmee Orlando

Barefoot'n Resort Kissimmee Orlando
2.5 star property
Kissimmee
9.0 out of 10, Wonderful, (361 reviews)
"Great aminities"
United States
Carlos
The price is P5,540
P7,058 total
includes taxes & fees
Aug 27 - Aug 28
Barefoot'n Resort Kissimmee Orlando
A swimming pool with lounge chairs and umbrellas, a covered seating area, and a building with multiple stories and balconies.

10. 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, (577 reviews)
"First time experience. The stay was pretty good."
United States
Anquanice
The price is P7,220
P9,366 total
includes taxes & fees
Aug 24 - Aug 25
Holiday Inn Club Vacations Orlando Breeze Resort by IHG
A hotel with a swimming pool, multiple balconies, and outdoor seating areas.

11. The Irlo

The Irlo
3.0 star property
Kissimmee
7.6 out of 10, Good, (95 reviews)
"Great rooms staff was nice"
United States
Hargeni
The price is P3,518
P5,393 total
includes taxes & fees
Aug 25 - Aug 26
The Irlo

12. WorldQuest Orlando Resort

WorldQuest Orlando Resort
4.0 star property
Orlando
8.4 out of 10, Very Good, (4,090 reviews)
"Great amenities and location"
Canada
Lidia
The price is P10,332
P22,213 total
includes taxes & fees
Sep 23 - Sep 24
WorldQuest Orlando Resort
A resort with a large central pool, multiple guest villas, and a scenic view of the surrounding landscape.

13. 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, (3,212 reviews)
"Loved the resort"
United States
Janet
The price is P7,720
P20,950 total
includes taxes & fees
Aug 24 - Aug 25
Regal Oaks Resort Vacation Townhomes by IDILIQ
A resort pool with a central water feature, surrounded by palm trees and lounge chairs.

14. 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, (3,852 reviews)
"Great resort, friendly staff and lovely pool areas."
United Kingdom
Nicholas
The price is P5,924
P6,665 total
includes taxes & fees
Sep 13 - Sep 14
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
A swimming pool with lounge chairs and palm trees.

15. staySky Suites - I Drive Orlando

staySky Suites - I Drive Orlando
3.0 star property
International Drive District
7.8 out of 10, Good, (1,299 reviews)
"Clean, nice staff, great location"
United States
Cynthia
The price is P4,443
P5,412 total
includes taxes & fees
Aug 24 - Aug 25
staySky Suites - I Drive Orlando
A spacious lobby with a grand chandelier, large windows offering a view of a pool, and a second-floor balcony with a railing.

16. The Berkley, Orlando

The Berkley, Orlando
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (2,374 reviews)
"Great property for the money"
United States
Gregg
The price is P7,816
P9,487 total
includes taxes & fees
Aug 24 - Aug 25
The Berkley, Orlando

17. Upstay: Family-friendly Getaway With Spa & Pool

Upstay: Family-friendly Getaway With Spa & Pool
4.0 star property
Orlando
10.0 out of 10, Exceptional, (2 reviews)
"Pool"
United States
Johnny
The price is P5,801
P15,482 total
includes taxes & fees
Sep 8 - Sep 9
Upstay: Family-friendly Getaway With Spa & Pool
A modern kitchen with a dining area, featuring a large island, grey and beige furniture, and a TV mounted on the wall.

18. Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes

Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
4.0 star property
Kissimmee
10.0 out of 10, Exceptional, (10 reviews)
"Would stay again and so should you! "
United States
katie
The price is P5,693
P14,736 total
includes taxes & fees
Aug 27 - Aug 28
Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
An aerial view of a resort with multiple swimming pools, sun loungers, and palm trees.

19. Splash Pool Townhome at Festival Resort

Splash Pool Townhome at Festival Resort
3.0 star property
Festival
The price is P6,642
P22,533 total
includes taxes & fees
Aug 25 - Aug 26
Splash Pool Townhome at Festival Resort
A pool area with lounge chairs and umbrellas, surrounded by a fence and buildings.

20. Villas at Fortune Place

Villas at Fortune Place
3.0 star property
Kissimmee
9.0 out of 10, Wonderful, (210 reviews)
"I enjoyed my stay there. The staff was very friendly and welcoming. Area is very quiet and accessible. Will be booking again..😊"
United States
Tenja
The price is P4,052
P5,155 total
includes taxes & fees
Sep 6 - Sep 7
Villas at Fortune Place
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

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

10/10 Excellent
"Amazing"
Kevin 3-night trip
Posted less than an hour ago
DoubleTree by Hilton at the Entrance to Universal Orlando

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:

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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?

Formosa Valley Resort by UNE Homes: You might want to consider this vacation home rental near Windermere, which 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 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.