Highland Park vacation rentals

We found 76 vacation rentals — enter your dates for availability

Discover a selection of vacation rentals in Highland Park that are perfect for your trip. Whether you're staying in a vacation rental with friends, family, or even just your pets, you'll find the amenities you need and want, which might include air conditioning and a pool. You'll be able to choose a rental to meet everyone's needs, including options that are accessible or non-smoking.
  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value

Book a vacation rental for your Highland Park getaway

Experience the unique character of Highland Park with a stay in a vacation home rental. One of the city's many top draws is its restaurants. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Highland Park

Are you searching for things to do in the area? Venture out of your vacation home and check out everything that makes Highland Park a fun spot to vacation. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • LEGOLAND® Florida (11.9 mi / 19.1 km)
  • Mountain Lake (5.2 mi / 8.4 km)
  • Chain Of Wakes (11 mi / 17.7 km)
  • Peppa Pig Theme Park Florida (11.5 mi / 18.5 km)
  • Cypresswood Golf and Country Club (11.6 mi / 18.6 km)
  • Camp Mack's River Resort Airboat Rides (13.7 mi / 22.1 km)

Exploring the natural features in Highland Park

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Highland Park is a great place to get outside. Here are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city center:

  • Lake Wailes (2.6 mi / 4.2 km)
  • Crooked Lake (3.3 mi / 5.3 km)
  • Bok Tower Gardens (5.1 mi / 8.2 km)
  • Great Masterpiece Gardens (6.5 mi / 10.5 km)
  • Lake Kissimmee State Park (12.9 mi / 20.8 km)
  • Lake Hatchineha (13.7 mi / 22.1 km)

Transportation options to and around Highland Park

Fly into Avon Park, FL (AVO-Avon Park Executive), the closest airport, located 18.8 mi (30.2 km) from the city center. If you're unable to find a flight that fits your schedule, you could book a flight to Lakeland Intl. Airport (LAL), which is 29 mi (46.7 km) away.

Frequently asked questions

How much does it cost to rent a vacation rental in Highland Park?
Different things can affect how much you pay for a vacation rental in Highland Park, including the time of year, length of stay and property type. But, all our vacation homes have one thing in common — unbeatable value. Just add your travel dates to find your ideal fit.
How much does it cost to rent a beach house in Highland Park?
The average price for a vacation rental close to the beach in Highland Park will depend on when you’ll be there and the size and type of property you want. You can quickly and easily find prices on Vrbo by entering your preferred travel dates. Then make use of the filter tool to pick the number of bedrooms and amenities important to you, such as air conditioning, a pool and WiFi.
What are the top attractions for families in Highland Park?
There’s a ton of fun things to do and see with the family in Highland Park, including:

  • Bok Tower Gardens
  • Eagle Ridge Mall
  • Jump Florida Skydiving

How old do you have to be to rent a vacation rental in Highland Park?
The minimum age is normally 16, 18 or 21. It can vary between properties on Vrbo, so check the rules of your preferred Highland Park vacation rental before making a booking.
How long can I rent a vacation rental in Highland Park for?
It really depends on the Highland Park property. To look at a list of options offering extended stays, simply type your dates and number of people into the Vrbo search page. You can enjoy having the entire place to yourself, along with comforts such as a kitchen, air conditioning and an outdoor space where the kids can burn off energy. Keep your eyes open for any long-term stays that offer weekly or monthly discounts.

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