A lakeside community with houses and boats.

Windermere Vacation Rentals

Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Windermere vacation rentals

1. Rustic Hideaway - Great Location + Pet Friendly!

Rustic Hideaway - Great Location + Pet Friendly!
4.0 star property
Windermere
$494 nightly
The price is $548
Sep 10 - Sep 11
Total with taxes and fees
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, (1,286 reviews)
"Clean rooms, friendly staff, and great location."
United States
Lianet
$86 nightly
The price is $97
Sep 28 - Sep 29
Total with taxes and fees
The Point Hotel & Suites Orlando
A patio with Adirondack chairs and a round table, surrounded by palm trees and a brick floor.

3. 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, (278 reviews)
"Great apartments, perfect for families exploring Universal and the wider Orlando area."
United Kingdom
Niki
$154 nightly
The price is $174
Sep 20 - Sep 21
Total with taxes and fees
Bluegreen Vacations Orlando's Sunshine, Ascend Collection Resort
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, (4,909 reviews)
"Great stay"
United States
John
$95 nightly
The price is $107
Sep 29 - Sep 30
Total with taxes and fees
Marriott's Grande Vista
A swimming pool with lounge chairs and palm trees.

5. 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
$82 nightly
The price is $92
Sep 16 - Sep 17
Total with taxes and fees
staySky Suites - I Drive Orlando
A spacious living room with a large sofa, a coffee table, and a dining area with chairs and a table.

6. Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly

Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly
4.0 star property
Kirkman North
$275 nightly
The price is $309
Sep 14 - Sep 15
Total with taxes and fees
Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly
A high-rise hotel with a swimming pool surrounded by greenery, located near a body of water and a parking lot.

7. Premium Condos near Universal Studios

Premium Condos near Universal Studios
4.0 star property
International Drive District
9.0 out of 10, Wonderful, (60 reviews)
"Me and my husband stayed at this property and it was an amazing experience."
United States
vanessa
$136 nightly
The price is $153
Sep 13 - Sep 14
Total with taxes and fees
Premium Condos near Universal Studios

8. Floridays Resort Orlando

Floridays Resort Orlando
4.0 star property
International Drive District
8.6 out of 10, Excellent, (12,104 reviews)
"everything was perfect and accommodating!"
United States
Tatyana
$133 nightly
The price is $149
Sep 27 - Sep 28
Total with taxes and fees
Floridays Resort 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.

9. 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, (2,140 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
$82 nightly
The price is $92
Sep 29 - Sep 30
Total with taxes and fees
The View Hotel, Trademark Collection by Wyndham
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

Century Millenia
3.0 star property
Florida Center
9.0 out of 10, Wonderful, (146 reviews)
"Absolutely amazing and perfect will be back here everytime!"
United States
Arianna
$180 nightly
The price is $194
Sep 14 - Sep 15
Total with taxes and fees
Century Millenia

11. Spacious Suite Near Universal's Epic Universe

Spacious Suite Near Universal's Epic Universe
3.5 star property
Orlando
10.0 out of 10, Exceptional, (1 review)
"The property was amazing. I have 3 kids and they loved the custom rooms. It was also really spacious and clean. The movie room was another hit with my kids and the on property amenities were so good. It looked just like the pictures and it was so convenient to parks. Would recommend to anyone"
United States
Cierra
$287 nightly
The price is $323
Sep 10 - Sep 11
Total with taxes and fees
Spacious Suite Near Universal's Epic Universe
A two-story building with a flat roof and a balcony.

12. Suites by The Wellborn

Suites by The Wellborn
4.0 star property
Lake Cherokee
8.2 out of 10, Very Good, (331 reviews)
"Establishment with meticulously designed in, which made it very comfortable. I enjoyed my stay tremendously. The communication of the staff was amazing, our room is immaculate, a bar had a very in fighting comforting environment very clean get place to socialize with friends and family.I will see you next year the same time."
United States
Sondria
$128 nightly
The price is $144
Sep 10 - Sep 11
Total with taxes and fees
Suites by The Wellborn
A large hotel complex with multiple high-rise buildings, a central swimming pool, and surrounding greenery.

13. Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (4,997 reviews)
"It's is a very nice resort my family enjoyed it and use way they rooms are designed is awesome you can get a little privacy from your kids and love ones at the same time."
United States
Vernon
$93 nightly
The price is $106
Sep 10 - Sep 11
Total with taxes and fees
Vacation Village Orlando, Celebration
A modern living room with a grey sectional sofa, a wooden dining table, and a blue carpet.

14. Marriott's Harbour Lake

Marriott's Harbour Lake
3.0 star property
Orlando
9.6 out of 10, Exceptional, (1,078 reviews)
"Great place to stay"
United States
Sarah
$107 nightly
The price is $120
Sep 14 - Sep 15
Total with taxes and fees
Marriott's Harbour Lake
A golf course with a large rock formation, palm trees, and a well-maintained green.

15. 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, (578 reviews)
"First time experience. The stay was pretty good."
United States
Anquanice
$118 nightly
The price is $132
Sep 10 - Sep 11
Total with taxes and fees
Holiday Inn Club Vacations Orlando Breeze Resort by IHG

16. WorldQuest Orlando Resort

WorldQuest Orlando Resort
4.0 star property
Orlando
8.4 out of 10, Very Good, (4,091 reviews)
"Great amenities and location"
Canada
Lidia
$295 nightly
The price is $332
Sep 20 - Sep 21
Total with taxes and fees
WorldQuest Orlando Resort
A wooden hot tub surrounded by a wooden deck, large windows, and a stone wall.

17. Boulder Ridge Villas at Disney's Wilderness Lodge

Boulder Ridge Villas at Disney's Wilderness Lodge
4.0 star property
Bay Lake
8.8 out of 10, Excellent, (56 reviews)
"Very beautiful, spacious property. Loved it."
United States
Leann
$577 nightly
The price is $649
Sep 13 - Sep 14
Total with taxes and fees
Boulder Ridge Villas at Disney's Wilderness Lodge
A covered outdoor swimming pool area with lounge chairs, a clock, and a sign indicating spa rules and no diving.

18. 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, (2,059 reviews)
"Wonderful place to stay all around from the staff at check in to the spacious clean rooms."
United States
kimberly
$90 nightly
The price is $101
Sep 17 - Sep 18
Total with taxes and fees
Blue Tree Resort at Lake Buena Vista
A multi-story hotel with a central courtyard, featuring a mix of stone and stucco exteriors, balconies, and a well-maintained garden with palm trees and red flowers.

19. Siena at Bella Collina

Siena at Bella Collina
3.5 star property
Montverde
9.8 out of 10, Exceptional, (77 reviews)
"Nice accommodation"
United States
Noel
$506 nightly
The price is $562
Sep 13 - Sep 14
Total with taxes and fees
Siena at Bella Collina
A resort with multiple swimming pools, a water slide, and a variety of umbrellas.

20. 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, (229 reviews)
"Had a great stay"
United States
Aristides
$703 nightly
The price is $791
Sep 10 - Sep 11
Total with taxes and fees
Villatel Resort Orlando, Apartments by Marriott Bonvoy
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 Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent
"The property was great! I've stayed at several properties in Florida (Orlando & Kissimmee) and I was very impressed with the Sheraton Vistana. Gabriella checked us in and she was extremely helpful and friendly. My issue is with the reservation made through Expedia. While everything was booked and details provided regarding the property and my stay, EXPEDIA neglected to tell me that there's a $31.95 PER DAY charge for parking. As a result, I was charged an additional $223.65 above the hotel confirmation I received. I drove from NC to FL so not having my car onsite was NOT an option. Expedia dropped the ball and needs to ensure that surprise charges like this after presented to the customer PRIOR to arriving onsite and being blindsided."
Jane 7-night trip
Posted 3 hours ago
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Find out more about Windermere

Everything you need to know about Windermere vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Windermere vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windermere vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Windermere vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Windermere. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Windermere in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $92 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Windermere rentals

At Expedia, we put the best Windermere vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Windermere rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windermere vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windermere. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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: Visitors like this Windermere vacation home rental. 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.