Discover a selection of more than 10,000 vacation rentals in Oak Island, Kissimmee 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 swimming pools and private pools. Prices start at $85 per night, and villas and houses are popular options for a stay in Oak Island. Either way, you'll find a rental for everyone's needs.
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How many vacation rentals are available around Oak Island, Kissimmee?

Our 2020 property listings offer a large selection of 21,765 vacation rentals around Oak Island. From 5,656 villa rentals to 17,861 house rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What is the best area to stay when traveling to Oak Island?

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 Oak Island:

  • Champions Gate: 3,304 vacation rentals
  • Highlands Reserve: 1,253 vacation rentals
  • West Haven: 2,729 vacation rentals
  • Bahama Bay: 615 vacation rentals
  • Watersong: 518 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 Oak Island?

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

  • Walt Disney World®: 26,352 vacation rentals
  • Universal Studios Florida: 25,610 vacation rentals
  • Orange County Convention Center: 12,229 vacation rentals
  • Reunion Resort Golf Course: 26,524 vacation rentals
  • Kissimmee Lakefront Park: 23,759 vacation rentals

But there are many other points of interest around Oak Island 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 Villas in Oak Island?

Yes, of course. Vrbo has 5,656 Villas in Oak Island. Our other popular types of vacation rentals in Oak Island include:

  • Houses: 17,861 rentals available
  • Condos/Apartments: 3,048 rentals available
  • Cottages: 54 rentals available

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

Can I find a vacation rental with pool in Oak Island?

Yes, you can select your preferred vacation rental with pool among our 20,616 vacation rentals with pool available in Oak Island. Please use our search bar to access the selection of vacation rentals available.

    Explore destinations around Oak Island

    Orlando
    26,052 vacation rentals
    Reunion
    7,192 vacation rentals
    Davenport
    25,125 vacation rentals
    Lake Buena Vista
    25,625 vacation rentals
    Clermont
    19,370 vacation rentals
    Lakeland
    195 vacation rentals
    Four Corners
    18,315 vacation rentals
    Winter Haven
    954 vacation rentals
    Winter Park
    562 vacation rentals
    Winter Garden
    25,718 vacation rentals
    Apopka
    2,137 vacation rentals
    Haines City
    19,356 vacation rentals
    Groveland
    18,873 vacation rentals
    Celebration
    25,685 vacation rentals
    Windermere
    26,070 vacation rentals
    Auburndale
    25,057 vacation rentals
    St. Cloud
    2,115 vacation rentals
    Ocoee
    26,789 vacation rentals
    Lake Alfred
    23,969 vacation rentals
    Polk City
    19,095 vacation rentals