Highland Park holiday rentals

We found 102 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Highland Park that are perfect for your trip. Whether you're staying in a holiday rental with your children or with friends, you'll have the best amenities for spending time at your home away from home, which might include a fireplace and a washer and dryer. You'll be able to choose a property to rent that has what everyone needs, including options that are accessible or non-smoking.

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Book a holiday rental for your Highland Park getaway

Learn about the unique charm of Highland Park with a stay in a holiday 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

Do you want to discover attractions to see in the area? Venture out of your cosy holiday rental and check out everything that makes Highland Park a fun place to get away to. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • LEGOLAND® Florida (11.9 mi / 19.1 km)
  • Peppa Pig Theme Park Florida (11.5 mi / 18.5 km)
  • Cypresswood Golf and Country Club (11.6 mi / 18.6 km)
  • Lake Region Golf Club (13.2 mi / 21.3 km)
  • Camp Mack's River Resort Airboat Rides (13.7 mi / 22.1 km)
  • Mountain Lake (5.2 mi / 8.4 km)

Exploring the natural features in Highland Park

Whether you're an active traveller or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Highland Park. These are some of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Lake Belle (1.9 mi / 3.1 km)
  • Lake Wailes Park (2.7 mi / 4.3 km)
  • Crooked Lake (3.3 mi / 5.3 km)
  • Sunset Lake (3.3 mi / 5.3 km)
  • Bok Tower Gardens (5.1 mi / 8.2 km)
  • Crystal Lake (9.1 mi / 14.7 km)

Transport 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 centre. If you're unable to find a flight that fits your schedule, you can also fly into Lakeland Intl. Airport (LAL), which is 29 mi (46.7 km) away.

Frequently asked questions

When is the best time to visit Highland Park for a holiday rental?
The most popular time to visit Highland Park is during the peak season from October to December. This period attracts a diverse range of travellers looking to enjoy the warm Florida climate while indulging in holiday festivities. With average temperatures ranging from 15 to 25 degrees Celsius, visitors can enjoy comfortable outdoor activities, from leisurely strolls in the local parks to vibrant community events.December is particularly appealing, as it offers a festive atmosphere with holiday decorations and events that bring the community together. This month is superb for families and friends seeking a joyful getaway, allowing for memorable moments amidst the welcoming ambiance of Highland Park.For those mindful of their budget, February presents a wonderful opportunity to explore the area at a more relaxed pace. The weather remains mild, and you can enjoy the beautiful surroundings without the crowds. This quieter month is ideal for those who prefer a peaceful retreat, whether you're interested in nature walks, local cuisine, or simply unwinding in the area's charming environment.
What are the top attractions in Highland Park?
In Highland Park, Florida, visitors can enjoy a variety of attractions that highlight the area's natural beauty and outdoor activities. The scenic Lake Apopka is a major draw, offering opportunities for birdwatching, hiking, and fishing along its shores. The nearby Lake Louisa State Park provides trails for walking, cycling, and horseback riding, as well as picnic areas and beautiful views of the lakes.For those interested in local history and culture, the Historic Downtown area features charming shops, cafes, and galleries that reflect the community's heritage. The local farmers' market is a popular spot, showcasing fresh produce and artisanal goods.
Are all fees included in the Highland Park holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Highland Park holiday homes with parking?
Stayz offers a wide selection of holiday homes in Highland Park with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Highland Park holiday homes?
You can find great discounts on holiday homes in Highland Park on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Highland Park holiday home booking on Stayz?
To find Highland Park holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Highland Park?
A long-stay holiday home in Highland Park is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Highland Park holiday home?
Book your Highland Park holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Highland Park?
Prices for holiday homes in Highland Park vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Highland Park to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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