Destination guide

The charming city of Windermere awaits you

The beaches and surrounding scenery provide a peaceful ambiance to your vacation home in Windermere. Well known for its restaurants, shopping and sporting events, this romantic city won't disappoint. Walt Disney World® and Universal Studios Florida™ are just a couple of the must-sees in the area. With a vacation rental, you get a home away from home—many rentals offer full kitchens and outdoor grills for some home cooking.


Sightseeing in and around Windermere

Are you looking for things to do in the city? Venture out of your vacation home and check out everything that makes Windermere a one-of-a-kind vacation spot. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Walt Disney World® (4.8 mi / 7.7 km)
  • Universal Studios Florida™ (4.8 mi / 7.7 km)
  • SeaWorld® Orlando (7.2 mi / 11.6 km)
  • Magic Kingdom® Park (4.8 mi / 7.7 km)
  • Universal’s Islands of Adventure™ (5.1 mi / 8.2 km)
  • Epcot® (7.1 mi / 11.5 km)
Natural features

Exploring the natural landscape of Windermere

Whether you're looking for adventure or just want to spend some time taking in the scenery, Windermere is a great place to spend some time outside. These are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city center:

  • Lake Butler (0.6 mi / 1 km)
  • Tibet Butler Preserve (2.8 mi / 4.5 km)
  • Turkey Lake Park (4.5 mi / 7.2 km)
  • Lake Eve (7.7 mi / 12.4 km)
  • Little Lake Bryan (7.7 mi / 12.4 km)
  • Lake Bryan (8.5 mi / 13.7 km)
How to get there

How to get to and around Windermere

Fly into Kissimmee, FL (ISM-Kissimmee Gateway), the closest airport, located 14.7 mi (23.6 km) from the city center. If you can't find a flight that works for your travel itinerary, you could also fly into Orlando, FL (MCO-Orlando Intl.), which is 15.2 mi (24.5 km) away.

How many vacation rentals are available around Windermere?

Our 2020 vacation rental listings offer a large selection of 27,026 house rentals around Windermere. From 10,686 house rentals to 4,463 condo and apartment rentals, find unique vacation rental for you to enjoy a memorable stay with your family and friends for a long holiday or a weekend break is on Vrbo.

What is the best area to stay when travelling to Windermere?

Whether you're travelling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Windermere:

  • Champions Gate: 3,608 vacation rentals
  • West Haven: 3,018 vacation rentals
  • Highlands Reserve: 1,346 vacation rentals
  • Solana: 447 vacation rentals
  • Lake Berkley: 995 vacation rentals

For other neighbourhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular points of interest near where I can stay when travelling to Windermere?

Vrbo Canada offers a large selection of lodging choices near lovely places in Windermere. From Vrbo Canada travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Windermere Country Club: 26,445 home rentals
  • Isleworth Golf and Country Club: 27,247 home rentals
  • Walt Disney World®: 27,453 home rentals
  • Universal Studios Florida: 26,600 home rentals
  • Reunion Resort Golf Course: 27,567 home rentals

But there are many other points of interest around Windermere listed on Vrbo Canada where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Windermere?

Yes, of course. Vrbo Canada has 10,686 Houses in Windermere. Our other popular types of vacation rentals in Windermere include:

  • Condos/Apartments: 4,463 lodging choices
  • Villas: 6,667 lodging choices
  • Cottages: 64 lodging choices

But you can also enjoy a great stay in one of our other vacation homes including Townhouses and more.

Can I find a vacation rental with pool in Windermere?

Yes, you can select your preferred vacation rental with pool among our 25,321 vacation homes with pool available in Windermere.

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