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.

Activities

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)
Transport

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.

Where to stay near Windermere?

Our 2019 vacation rental listings offer a large selection of 38,414 house rentals near Windermere. From 11,547 Houses to 13,730 Villas, find unique vacation rental for you to enjoy a memorable stay with your family and friends. The best place to stay near Windermere for a long holiday or a weekend break is on HomeAway.

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:

  • Florida Center: 120 vacation rentals
  • Regal Palms: 2,385 vacation rentals
  • Bahama Bay: 860 vacation rentals
  • Terra Verde Resort: 1,732 vacation rentals
  • Calabay Parc: 549 vacation rentals

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

Can I rent Houses in Windermere?

Yes, of course. HomeAway has 11,547 Houses in Windermere. Our other popular types of vacation rentals in Windermere include:

  • Villas: 13,730 lodging choices
  • Condos/Apartments: 4,975 lodging choices
  • Bungalows: 41 lodging choices

But you can also enjoy a great stay in one of our other vacation homes 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 35,912 vacation homes with pool available in Windermere.

    Explore destinations around Windermere

    Orlando
    38,016 vacation rentals
    Kissimmee
    36,982 vacation rentals
    Davenport
    37,183 vacation rentals
    Clermont
    28,387 vacation rentals
    Lakeland
    117 vacation rentals
    Celebration
    38,201 vacation rentals
    Haines City
    29,077 vacation rentals
    Lake Buena Vista
    37,601 vacation rentals
    Reunion
    36,114 vacation rentals
    Winter Park
    426 vacation rentals
    Four Corners
    27,352 vacation rentals
    Sanford
    6,650 vacation rentals
    Winter Garden
    37,660 vacation rentals
    Loughman
    27,783 vacation rentals
    Leesburg
    925 vacation rentals
    St Cloud
    3,653 vacation rentals
    Mount Dora
    185 vacation rentals
    Bay Hill
    10,495 vacation rentals
    Hunters Creek
    36,366 vacation rentals
    Apopka
    2,472 vacation rentals