Windermere, FL

Travel Guide

A lakeside community with houses and boats.
An aerial view of a lake surrounded by residential areas with houses and greenery.
An aerial view of a lake with numerous boats scattered across the water, surrounded by dense green foliage.
A swamp with water lilies, tall trees, and a clear blue sky.
A wooden boardwalk through a dense forest.
Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

4 out of 5
9300 Jeff Fuqua Boulevard Orlando FL
$260 nightly
The price is $293 total per night from Nov 9 to Nov 10
$293 total
Nov 9 - Nov 10
Total with taxes and fees
Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the restaurant ...
9.4/10 Exceptional! (4,601 reviews)
"We had a tremendous experience from start to finish! It was very convenient to be right in the airport."

Reviewed on Nov 3, 2026

Hyatt Regency Orlando International Airport
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

4 out of 5
8800 Vistana Centre Dr Orlando FL
$111 nightly
The price is $125 total per night from Nov 29 to Nov 30
$125 total
Nov 29 - Nov 30
Total with taxes and fees
Book a stay at this family-friendly aparthotel in Orlando. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ...
9.2/10 Wonderful! (7,243 reviews)
"Very clean rooms. Well appointed. Staff friendly. Family friendly. Free shuttle service within the very large property to take us to pools, dining etc. the only thing I would say is that the dining experiences were not great. No servers, food not great"

Reviewed on Nov 3, 2026

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Marriott's Grande Vista

Marriott's Grande Vista

4 out of 5
5925 Avenida Vista Orlando FL
$96 nightly
The price is $108 total per night from Nov 29 to Nov 30
$108 total
Nov 29 - Nov 30
Total with taxes and fees
Book a stay at this spa aparthotel in Orlando. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in ...
9/10 Wonderful! (5,357 reviews)
"When we went to ch"

Reviewed on Nov 3, 2026

Marriott's Grande Vista
See all 56,146 properties in Windermere
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.
Marriott's Grande Vista

Marriott's Grande Vista

4 out of 5
5925 Avenida Vista Orlando FL
Book a stay at this spa aparthotel in Orlando. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in ...
9/10 Wonderful! (5,357 reviews)
"When we went to ch"

Reviewed on Nov 3, 2026

Marriott's Grande Vista
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

4 out of 5
8800 Vistana Centre Dr Orlando FL
Book a stay at this family-friendly aparthotel in Orlando. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ...
9.2/10 Wonderful! (7,243 reviews)
"Very clean rooms. Well appointed. Staff friendly. Family friendly. Free shuttle service within the very large property to take us to pools, dining etc. the only thing I would say is that the dining experiences were not great. No servers, food not great"

Reviewed on Nov 3, 2026

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

4 out of 5
12401 International Dr Orlando FL
Book a stay at this family-friendly aparthotel in Orlando. Enjoy free WiFi, 5 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
9.2/10 Wonderful! (4,235 reviews)
"Loved my stay. Just wish the sink water got hot."

Reviewed on Nov 3, 2026

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
See all properties in Windermere
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.

Stay near popular Windermere attractions

Tibet Butler Preserve

Explore the lovely green spaces of Tibet Butler Preserve and enjoy the golf courses in Windermere. Check out the shops and top-notch restaurants in this family-friendly area.
See properties

Things to do

LEGOLAND® Florida Tickets

LEGOLAND® Florida Tickets

$33
per traveler
86% of travellers recommend
LEGOLAND® Florida Tickets
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options

Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options

$27
per adult
92% of travellers recommend
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
Universal Orlando Resort Express Passes

Universal Orlando Resort Express Passes

$138
per traveler
80% of travellers recommend
Universal Orlando Resort Express Passes
See all activities in Windermere

Frequently asked questions

Is Windermere worth visiting?
Windermere is worth visiting for its standout attractions, including the Isleworth Golf and Country Club and the natural beauty of Tibet Butler Preserve. Travelers can also enjoy diverse dining experiences, with options ranging from Italian to Asian cuisine.
When is the best time to visit Windermere?
The best time to visit Windermere is from November through March, when the weather is cooler and pleasant for exploring. For fewer crowds and better value, the warmer months of June through September are a good option, offering a different experience with warmer temperatures.
What is Windermere known for?
Windermere is known for its golf courses, including Isleworth Golf and Country Club and Windermere Country Club. Travelers can also explore the natural surroundings at Tibet Butler Preserve. The area also offers a strong Italian food culture.
What is a good itinerary length for Windermere?
A good itinerary length for Windermere is two to three days to enjoy golf at Isleworth Golf and Country Club or Windermere Country Club, and explore the nature at Tibet Butler Preserve. An extended stay of four to five days allows travelers to experience more of the lake area, perhaps with Martin Family Charters or Orlando Bass Fishing Charters. See Windermere Activities.
What are the top things to do in and around Windermere?
Windermere offers outdoor adventures, from nature preserves to lake activities and golf:


How do I plan a trip to Windermere?
To plan your trip to Windermere, search for places to stay and book flights in advance. Consider activities like golfing at Isleworth Golf and Country Club or Windermere Country Club, or fishing with Martin Family Charters. Plan outdoor activities, such as visiting Tibet Butler Preserve, for early morning or late afternoon.
What cuisines can you find in Windermere?
In Windermere you can find Hawaiian cuisine, with dishes like poke bowls, kalua pig, and lau lau. Travelers can also enjoy Italian, Japanese, and Mediterranean options, alongside North American and Latin American flavors. The area also offers various coffee shops.
Can I book a refundable hotel in Windermere?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Windermere by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Windermere with Expedia?
Expedia makes it easier to plan your Windermere trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Windermere?
The best choice depends on your travel style. Hotels in Windermere can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Windermere trip on Expedia?
Once you've booked your Windermere trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Windermere trip?
Expedia offers customer support before, during, and after your Windermere trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Windermere?
If it's your first trip to Windermere, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Windermere hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Windermere hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

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A cityscape at dusk with a calm lake reflecting buildings and lights.

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A child riding a bicycle on a wooden boardwalk with a body of water and trees in the background.

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A train crossing a bridge over a reflective water body with a spherical building in the background.

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