A lakeside community with houses and boats.

Windermere Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Windermere vacation rentals

Private kitchen

1. Rustic Hideaway - Great Location + Pet Friendly!

Rustic Hideaway - Great Location + Pet Friendly!
4.0 star property
Windermere
The price is P8,970
P36,913 total
includes taxes & fees
Oct 8 - Oct 9
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
8.6 out of 10, Excellent, (1,388 reviews)
"Enjoyed our stay and felt it was a great price for the location."
United States
Lisa
The price is P3,842
P5,099 total
includes taxes & fees
Oct 21 - Oct 22
The Point Hotel & Suites Orlando
A resort pool area with palm trees, lounge chairs, and umbrellas.

3. Marriott's Grande Vista

Marriott's Grande Vista
4.0 star property
Orlando
9.0 out of 10, Wonderful, (5,118 reviews)
"Good location, many activities, good breakfast."
United States
Laura
The price is P6,013
P6,765 total
includes taxes & fees
Oct 28 - Oct 29
Marriott's Grande Vista
A water slide structure with a person at the bottom of the slide, water splashing around.

4. 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, (572 reviews)
"Pet friendly"
United States
Darren
The price is P36,958
P41,577 total
includes taxes & fees
Oct 19 - Oct 20
The Cabins at Disney's Fort Wilderness Resort
Children's play area - outdoor

5. Floridays Resort Orlando

Floridays Resort Orlando
4.0 star property
International Drive District
8.6 out of 10, Excellent, (12,182 reviews)
"I had been there before and I was so happy to enjoy the experience these complex is family friendly for sure I would like to go back soon."
United States
Ambar
The price is P6,360
P9,628 total
includes taxes & fees
Oct 8 - Oct 9
Floridays Resort Orlando
A large hotel complex with multiple high-rise buildings, a central swimming pool, and surrounding greenery.

6. Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (5,133 reviews)
"Great friendly staff close to the parks and great food and transportation to local fun spots it was my second visit and ill deffinetly be back again"
United States
Zachary
The price is P4,260
P6,405 total
includes taxes & fees
Nov 1 - Nov 2
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.

7. 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, (2,167 reviews)
"Everything was amazing. Easy check in and check out, great location and quiet place. Breakfast was great and the food was excellent excellent."
United States
Breila
The price is P5,147
P5,791 total
includes taxes & fees
Oct 19 - Oct 20
The View Hotel, Trademark Collection by Wyndham
A swimming pool with a water slide, surrounded by palm trees and lounge chairs.

8. 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, (239 reviews)
"Good place to stay."
United States
Geronimo
The price is P34,953
P42,493 total
includes taxes & fees
Oct 26 - Oct 27
Villatel Resort Orlando, Apartments by Marriott Bonvoy
An aerial view of a resort with multiple swimming pools, a large central pool, and surrounding greenery.

9. 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, (2,304 reviews)
"Clean property, friendly staff, close to everything!"
United States
Matthew
The price is P12,492
P31,019 total
includes taxes & fees
Oct 21 - Oct 22
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
A patio with Adirondack chairs and a round table, surrounded by palm trees and a brick floor.

10. 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, (280 reviews)
"Everything was good"
United States
Ghansham
The price is P8,442
P10,909 total
includes taxes & fees
Nov 3 - Nov 4
Bluegreen Vacations Orlando's Sunshine, Ascend Collection Resort
A covered outdoor swimming pool area with lounge chairs, a clock, and a sign indicating spa rules and no diving.

11. 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, (2,083 reviews)
"It was clean nice property, easy access"
United States
Mohammad
The price is P4,802
P6,811 total
includes taxes & fees
Nov 1 - Nov 2
Blue Tree Resort at Lake Buena Vista
A resort pool with a central water feature, surrounded by palm trees and lounge chairs.

12. 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, (4,120 reviews)
"Great place to stay with the family."
United States
Vanessa
The price is P6,027
P6,780 total
includes taxes & fees
Nov 2 - Nov 3
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
A modern lobby with a wooden ceiling, a TV mounted on a wooden panel, and a seating area with blue chairs and a white sofa.

13. Marriott's Royal Palms

Marriott's Royal Palms
4.0 star property
Orlando
9.4 out of 10, Exceptional, (325 reviews)
"Place is minutes from away from Disney Springs and major attractions, clean and modern, with a wonderful golf course."
United States
Ernie
The price is P11,049
P12,430 total
includes taxes & fees
Nov 4 - Nov 5
Marriott's Royal Palms
A modern kitchen with dark wood cabinets, a granite countertop, and a central island. There is a dining area with a table and chairs, and a view of the outside through large windows.

14. Century Millenia

Century Millenia
3.0 star property
Florida Center
9.0 out of 10, Wonderful, (149 reviews)
"Absolutely amazing and perfect will be back here everytime!"
United States
Arianna
The price is P7,037
P12,625 total
includes taxes & fees
Oct 26 - Oct 27
Century Millenia
Exterior

15. WorldQuest Orlando Resort

WorldQuest Orlando Resort
4.0 star property
Orlando
8.4 out of 10, Very good, (4,103 reviews)
"One of my favorite places to stay in Orlando"
United States
Jodi
The price is P7,015
P18,664 total
includes taxes & fees
Oct 19 - Oct 20
WorldQuest Orlando Resort
A swimming pool with lounge chairs and palm trees.

16. staySky Suites - I Drive Orlando

staySky Suites - I Drive Orlando
3.0 star property
International Drive District
7.8 out of 10, Good, (1,308 reviews)
"Clean, nice staff, great location"
United States
Cynthia
The price is P4,860
P5,888 total
includes taxes & fees
Oct 11 - Oct 12
staySky Suites - I Drive Orlando
A hotel with a swimming pool, palm trees, and outdoor seating areas.

17. Club Wyndham Cypress Palms

Club Wyndham Cypress Palms
3.5 star property
Kissimmee
9.0 out of 10, Wonderful, (1,990 reviews)
"Security is Visible and staff is friendly."
United States
Sergio
The price is P7,853
P8,913 total
includes taxes & fees
Oct 14 - Oct 15
Club Wyndham Cypress Palms
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

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

10/10 Excellent
"La locación"
Sonia 2-night trip
Posted 11 hours ago
Sheraton Vistana Villages Resort Villas, I-Drive/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 Windermere vacation home rental for your stay. It 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.