Where to stay around Crestwynd Bay?

Our 2019 accommodation listings offer a large selection of 2,134 holiday lettings near Crestwynd Bay. From 721 Villas to 462 Houses, find unique self catering accommodation for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay near Crestwynd Bay is on HomeAway.

What is the best area to stay when travelling to Crestwynd Bay?

Whether you are travelling solo or with family and friends, here are the areas with the largest selection of holiday accommodations for a long holiday or just a weekend break in Crestwynd Bay:

  • Esprit Estates: 125 holiday homes
  • Highlands Reserve: 2,744 holiday homes
  • West Haven: 4,751 holiday homes
  • Lake Berkley: 1,423 holiday homes
  • Reunion: 8,321 holiday homes

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

Can I rent Villas in Crestwynd Bay?

Yes, of course. HomeAway offers 721 Villas in Crestwynd Bay. Our other popular types of Crestwynd Bay holiday rentals include:

  • Houses: 462 self catering accommodations
  • Flats: 462 self catering accommodations
  • Townhouses: 364 self catering accommodations

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

Can I find a holiday accommodation with pool in Crestwynd Bay?

Yes, you can select your preferred holiday accommodation with pool among our 1,930 holiday homes with pool available in Crestwynd Bay. Please use our search bar to access the selection of holiday rentals available.

    Make a self catering villa or holiday rental in Crestwynd Bay, Orlando, Florida your home away from home

    Crestwynd Bay is a modern community of townhouses and vacation villas in Kissimmee, just one mile from Walt Disney World. The generously sized villas have every possible amenity to enhance your stay including washer-dryer, cable TV and wifi internet access. The homes also have private swimming pools to cool off at the end of the day. The old town of Kissimmee is close by with plenty of restaurants, specialty shops, rides and entertainment.

    Things to Do Around Crestwynd Bay, Orlando, Florida

    Boat Trips

    Boat trips can be taken from Winter Park along the chain of lakes which exist throughout the city of Orlando. The sturdy pontoon boats pass the winter homes and mansions of famous families. Birds, herons and alligators can be seen along the banks and are a natural thrill to see and photograph.


    There are some excellent air-conditioned malls in nearby Orlando, including the Florida Mall and the Millennium Mall. There is also the Belz Outlet Mall which is a series of plazas with brand name discount stores selling everything from designer bags and shoes to sportswear and clothing.


    Orlando is known for its fabulous golf courses and there are several close to your Crestwynd Bay vacation home. The Kissimmee Golf Club is one of the best in central Florida with its 18 hole, par 72 golf course.

    Places to Visit near Crestwynd Bay, Orlando, Florida Kennedy Space Centre

    Just over 65 miles (104km) from your Kissimmee vacation villa is the Kennedy Space Centre at Cape Canaveral. Exhibitions, displays, an IMAX theatre and simulators display the history of space exploration. If you are lucky there may be a shuttle launch during your stay in Orlando, so checkout the Kennedy Space Center website for details.

    Walt Disney World

    Most visitors to Kissimmee in Orlando want to spend time in at least one of the theme parks. Your villa at Crestwynd Bay in Kissimmee is very close to the Magic Kingdom, Epcot, Disney’s Typhoon Lagoon water park, Animal Kingdom with safari wildlife, Hollywood Studios and Blizzard Beach for family rides and entertainment.

    Cocoa Beach

    The nearest beach to your villa in Orlando is Cocoa Beach, on the east coast of Florida. It has beautiful white sands and excellent surf, making this a popular place for swimming, sunbathing, walking, collecting sea shells and fishing. The world-famous Ron Jon Surf Shop is right on the beach here.

    Weather in Crestwynd Bay, Orlando Florida

    Central Florida has year round sunshine and average daily highs from 21-33°C (70-92°F). The months of August and September can be rather hot and humid. Rainfall is heaviest from June to September, but it falls as short afternoon showers which quickly pass.

    Travel to Crestwynd Bay, Orlando, Florida

    Your self catering villa in Kissimmee, Orlando is 29 miles (46km) from Orlando International Airport. There are daily flights to Orlando from all over the USA and from many international destinations.

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