Discover a selection of more than 10,000 vacation rentals in Windermere, FL, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including pool and private pool. Prices start at C$ 132 per night, and house rentals and condo and apartment rentals are popular options for a stay in Windermere. Either way, you'll find a rental for everyone's needs.
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 26,664 house rentals around Windermere. From 21,232 house rentals to 4,126 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: 3,378 vacation rentals
  • West Haven: 2,805 vacation rentals
  • Highlands Reserve: 1,339 vacation rentals
  • Solana: 445 vacation rentals
  • Lake Berkley: 935 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: 25,959 home rentals
  • Isleworth Golf and Country Club: 26,777 home rentals
  • Walt Disney World®: 26,963 home rentals
  • Universal Studios Florida: 26,152 home rentals
  • Reunion Resort Golf Course: 27,133 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 21,232 Houses in Windermere. Our other popular types of vacation rentals in Windermere include:

  • Condos/Apartments: 4,126 lodging choices
  • Villas: 6,404 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 25,007 vacation homes with pool available in Windermere.

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