Where to stay around Windermere?

Our 2019 property listings offer a large selection of 38,420 vacation rentals near Windermere. From 11,556 Houses to 13,707 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 HomeAway.

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: 2,387 vacation rentals
  • Terra Verde Resort: 1,741 vacation rentals
  • Highlands Reserve: 2,828 vacation rentals
  • Bahama Bay: 860 vacation rentals
  • Downtown: 37 vacation rentals

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

Can I rent Houses in Windermere?

Yes, of course. HomeAway has 11,556 Houses in Windermere. Our other popular types of vacation rentals in Windermere include:

  • Villas: 13,707 rentals available
  • Condos/Apartments: 4,977 rentals available
  • Bungalows: 41 rentals available

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

Can I find a vacation rental with pool in Windermere?

Yes, you can select your preferred vacation rental with pool among our 35,941 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)

    Explore destinations around Windermere

    Orlando
    37,992 vacation rentals
    Kissimmee
    36,959 vacation rentals
    Davenport
    37,146 vacation rentals
    Lake Buena Vista
    37,644 vacation rentals
    Clermont
    28,350 vacation rentals
    Celebration
    38,186 vacation rentals
    Lakeland
    119 vacation rentals
    Winter Park
    426 vacation rentals
    Mount Dora
    185 vacation rentals
    Haines City
    29,052 vacation rentals
    Sanford
    6,668 vacation rentals
    Leesburg
    923 vacation rentals
    Winter Garden
    37,609 vacation rentals
    Four Corners
    27,333 vacation rentals
    Reunion
    36,102 vacation rentals
    Apopka
    2,497 vacation rentals
    Altamonte Springs
    39,359 vacation rentals
    Lake Mary
    2,518 vacation rentals
    Saint Cloud
    37,341 vacation rentals
    Oviedo
    448 vacation rentals