Where to stay around Windermere, FL?

Our 2018 property listings offer a large selection of 37,462 vacation rentals near Windermere. From 12,778 Houses to 10,792 Villas, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Windermere for a holiday or a weekend are on VRBO.

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

Whether you're traveling 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:

  • Regal Palms: 2,335 vacation rentals
  • Terra Verde Resort: 1,669 vacation rentals
  • Watersong: 811 vacation rentals
  • West Haven: 4,446 vacation rentals
  • Highlands Reserve: 2,730 vacation rentals

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

What are the popular point of interests near where I can stay when traveling to Windermere?

VRBO offers a large selection of vacation rentals near lovely places in Windermere. From VRBO travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Disney World: 38,792 vacation rentals
  • Orange County Convention Center: 21,511 vacation rentals
  • Universal Studios Florida®: 36,617 vacation rentals
  • Universal Studios: 37,524 vacation rentals
  • Disney's BoardWalk Villas: 38,852 vacation rentals

But there are many other points of interest around Windermere listed on VRBO 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 has 12,778 Houses in Windermere. Our other popular types of vacation rentals in Windermere include:

  • Villas: 10,792 rentals available
  • Townhouses: 5,961 rentals available
  • Condos/Apartments: 5,282 rentals available

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

Can I find a vacation rental with pool in Windermere?

Yes, you can select your prefered vacation rental with pool among our 34,673 vacation rentals with pool available in Windermere. Please use our search bar to access the selection of vacation rentals available.

    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)

    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)