Windermere Vacation Rentals from ￥12,630: Search Short-Term Rentals

Q: 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.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Windermere vacation rentals

A living room with a grey sofa, a flat-screen TV, a sound system, and a wooden coffee table.

1. Shore Steps Cottage - Walking Distance To The Town Of Windermere

Windermere

￥51,965 total

includes taxes & fees

Nov 16 - Nov 17

2. Rustic Hideaway - Great Location + Pet Friendly!

Windermere

Mercedes

￥93,208 total

includes taxes & fees

Oct 25 - Oct 26

A modern kitchen with stainless steel appliances, a granite island, and a built-in oven.

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

Windermere

￥89,695 total

includes taxes & fees

Oct 26 - Oct 27

A swimming pool with lounge chairs and palm trees.

4. The Point Hotel & Suites Orlando

Florida Center

Tracy

￥12,854 total

includes taxes & fees

Nov 4 - Nov 5

A resort pool area with palm trees, lounge chairs, and umbrellas.

5. Marriott's Grande Vista

Orlando

Patricia

￥17,094 total

includes taxes & fees

Nov 11 - Nov 12

A hotel room with a large bed, bedside lamps, a view of the city, a window with curtains, and a desk with a chair.

6. The View Hotel, Trademark Collection by Wyndham

Orlando

Oscar

￥14,093 total

includes taxes & fees

Nov 22 - Nov 23

7. staySky Suites - I Drive Orlando

International Drive District

ELIZABETH

￥15,236 total

includes taxes & fees

Nov 2 - Nov 3

A large hotel complex with multiple high-rise buildings, a central swimming pool, and surrounding greenery.

8. Vacation Village Orlando, Celebration

Kissimmee

Richard Allen

￥16,744 total

includes taxes & fees

Nov 1 - Nov 2

Two hands holding cocktail glasses with garnishes, a balcony railing, and greenery in the background.

9. Suites by The Wellborn

Lake Cherokee

Dustin

￥13,613 total

includes taxes & fees

Oct 28 - Oct 29

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.

10. Century Millenia

Florida Center

Jessica

￥30,023 total

includes taxes & fees

Nov 11 - Nov 12

A swimming pool surrounded by palm trees and lounge chairs, with a building labeled "Florida's Resort" in the background.

11. Floridays Resort Orlando

International Drive District

Karl

￥27,467 total

includes taxes & fees

Oct 28 - Oct 29

A modern bedroom with bunk beds, a ceiling fan, a large TV, and a bright window.

12. Mini golf course, 1 mile to Universal, Pool

Orlando

Joe R.

￥75,526 total

includes taxes & fees

Nov 4 - Nov 5

An aerial view of a resort with multiple swimming pools, a large central pool, and surrounding greenery.

13. Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Kissimmee

Cadine

￥72,291 total

includes taxes & fees

Nov 1 - Nov 2

A patio with Adirondack chairs and a round table, surrounded by palm trees and a brick floor.

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

International Drive District

Ghansham

￥30,497 total

includes taxes & fees

Nov 16 - Nov 17

A resort pool with a central water feature, surrounded by palm trees and lounge chairs.

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

International Drive District

Vanessa

￥17,094 total

includes taxes & fees

Nov 11 - Nov 12

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

International Drive District

Lee

￥22,532 total

includes taxes & fees

Nov 2 - Nov 3

17. WorldQuest Orlando Resort

Orlando

Jodi

￥47,175 total

includes taxes & fees

Oct 26 - Oct 27

A resort with a large central pool, multiple guest villas, and a scenic view of the surrounding landscape.

18. Regal Oaks Resort Vacation Townhomes by IDILIQ

Kissimmee

Sobeyda F

￥53,176 total

includes taxes & fees

Oct 25 - Oct 26

A modern living room with a glass dining table, leather sofas, and a flat-screen TV.

19. Grand Lake Resort

Kissimmee

Raymond

￥12,630 total

includes taxes & fees

Nov 22 - Nov 23

A multi-story hotel with a flat roof, balconies, and a well-maintained lawn.

20. Holiday Inn Club Vacations Orlando Breeze Resort by IHG

Davenport

Rob

￥23,772 total

includes taxes & fees

Oct 24 - Oct 25

View all properties

Find vacation rentals that suit your style

Aparthotels

Apartments

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

Marriott's Grande Vista

10/10 Excellent

"It was nice and spacious. The room came equipped with a full kitchen w/ washer and dryer. Definitely ideal for a short stay"

Fairfield Inn & Suites Lake Buena Vista in Marriott Village

8/10 Good

"Front desk was great during check in. The room was good and kept clean. Had an issue with a maintenance employee who had to slam on brakes and come to a skidding stop in his golf cart, almost ran us over in the parking lot. No apologies at all. Very rude"

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

8/10 Good

"Friendly staff overall. The room was clean and the bed comfortable. Hot and cold breakfast was available with a decent selection to choose from. Only downside is the $20 a day for parking."

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent

"Spacious and well designed apartment for a family of 4. Loved the magnified makeup mirror, provided shampoo and conditioner body wash, great shower, places to hang towels, lots of hangers in the closet too! Wish they had smart TVs. We also could walk to Walgreens and a couple of fast food options. Overall, one of the best timeshare experiences ever."

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:

View our selection of featured holiday rentals in Windermere
Use the map to find apartments and other holiday homes in the Windermere neighbourhood you prefer
Enter your travel dates to view the best deals on holiday rentals in Windermere while they last

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.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Windermere vacation rentals

1. Shore Steps Cottage - Walking Distance To The Town Of Windermere

2. Rustic Hideaway - Great Location + Pet Friendly!

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

4. The Point Hotel & Suites Orlando

5. Marriott's Grande Vista

6. The View Hotel, Trademark Collection by Wyndham

7. staySky Suites - I Drive Orlando

8. Vacation Village Orlando, Celebration

9. Suites by The Wellborn

10. Century Millenia

11. Floridays Resort Orlando

12. Mini golf course, 1 mile to Universal, Pool

13. Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

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

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

16. Premium Condos near Universal Studios

17. WorldQuest Orlando Resort

18. Regal Oaks Resort Vacation Townhomes by IDILIQ

19. Grand Lake Resort

20. Holiday Inn Club Vacations Orlando Breeze Resort by IHG

Find vacation rentals that suit your style

Top Windermere Hotel Reviews

Marriott's Grande Vista

Fairfield Inn & Suites Lake Buena Vista in Marriott Village

Walt Disney World Dolphin

Drury Plaza Hotel Orlando - Disney Springs Area

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Rosen Inn Lake Buena Vista

Universal's Cabana Bay Beach Resort

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Westgate Lakes Resort & Spa Universal Studios Area

Find out more about Windermere

Frequently asked questions

Go further with the Expedia app