Discover Your Perfect Highland Park Vacation Homes

Highland Park Luxury Rentals

See More Highland Park Luxury Vacation Rentals
Find More Highland Park Villas, Resorts, & Rentals on BedroomVillas

Highland Park Pet Friendly Vacation Rentals

See More Pet-Friendly Vacation Rentals in Highland Park on PetFriendly.io

Why Choose Rent By Owner for your Highland Park Vacation Rental Homes?

What makes our Vacation Rentals special?

image
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
image
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
image
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Highland Park

When should you plan your Vacation Rentals stay?

Finding the optimal time to visit here can enhance your experience, as considering seasonal trends and weather patterns in the region ensures you choose the best moment for your stay in Highland Park, Lake Wales, Florida.

Peak Season Highlights

winter
Winter (December to February)

During the winter months, you can enjoy mild weather and fewer crowds in this destination, making it an ideal time for relaxing stays in the area.

Average Temperature Daytime: Mid to high 70s°F - Nighttime: Low 50s°F
spring
Spring (March to May)

Springtime brings pleasant temperatures and blooming scenery, perfect for exploring the region or unwinding in comfortable vacation rentals.

Average Temperature Daytime: Upper 70s to low 80s°F - Nighttime: Mid 50s to mid 60s°F

Off-Season Highlights

image
Summer (June to August)

Summers can be hot and humid here, but this is also when you might find better deals on vacation rentals as the area experiences slightly lower visitor numbers.

Average Temperature Daytime: High 80s to low 90s°F - Nighttime: Mid to high 70s°F
image
Fall (September to November)

Autumn offers milder weather with fewer tourists, providing a peaceful setting for your getaway in the region.

Average Temperature Daytime: Upper 70s to mid 80s°F - Nighttime: Mid 50s to mid 60s°F

Weekly Weather Forecast for Highland Park

How to Book Your Highland Park Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Highland Park

More Top-Rated Vacation Rentals in Highland Park Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private outdoor swimming pool to relax and cool off during your stay.
  • Take advantage of a spacious patio or deck area for outdoor dining and entertaining.
  • Benefit from lush, landscaped gardens that enhance the outdoor ambiance.
  • Make the most of available barbecue grills for outdoor cooking experiences.
  • Utilize shaded areas or pergolas perfect for relaxing in the warm Florida sun.
  • Explore nearby walking or biking trails directly accessible from the property.
  • Access secure, fenced yards ideal for family fun or pet-friendly stays in the region.

Top Attractions Around Highland Park

What attractions are nearby?

Nearby in the area, you can enjoy a variety of outdoor activities and scenic attractions that showcase the natural beauty of this destination, making your stay here both relaxing and adventurous.

image
image

Family Activities

  • Lake Wailes Park: Enjoy a day outdoors with your family at this scenic park featuring walking trails, picnic areas, and a beautiful lake perfect for boat rentals and fishing.
  • Lake Wales History Museum: Discover local history through engaging exhibits that educate and entertain children and adults alike in this charming regional museum.
  • The Lake Wales Arts Center: Explore creative workshops and family-friendly art exhibits that inspire artistic expression in a welcoming community setting.
  • Bok Tower Gardens: Experience the tranquility of expansive gardens and the iconic singing tower, offering guided tours and special events suited for all ages.
image

Adult Activities

  • Exploring Local Art Galleries: Discover the thriving art scene by visiting local galleries that showcase regional artists and unique Florida-inspired artwork.
  • Enjoying Riverside Park: Relax or take a stroll along the scenic pathways at Riverside Park, a perfect spot to unwind and enjoy natural beauty in this part of the region.
  • Tasting Cuisine at Local Restaurants: Savor diverse flavors at the area's top dining establishments, offering everything from classic American fare to international delights.
  • Playing Golf on Championship Courses: Challenge yourself on well-maintained golf courses nearby, popular among enthusiasts seeking a relaxing day on the greens.

Highland Park Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Nature: Take advantage of the area's lush parks and outdoor spaces to enjoy scenic walks, wildlife viewing, and relaxing picnics during your stay.
  • Visit Nearby Attractions: Discover the region's renowned landmarks and attractions that showcase the natural beauty and cultural heritage of Highland Park and its surroundings.
  • Plan Your Activities Ahead: Schedule outdoor adventures and leisure activities in advance to maximize your time in this inviting destination.
  • Utilize Trusted Accommodation Options: Select from reliable vacation rentals that offer comfort and convenience, ensuring a memorable trip to this picturesque area.

Transportation Options

  • Personal Vehicles: Renting or driving your own car offers the most flexibility to explore this destination and its surrounding areas at your own pace.
  • Regional Airport Access: The nearby airports provide convenient flights for travelers arriving from various locations, making your journey to here smooth and straightforward.
  • Taxi and Rideshare Services: Local taxi companies and rideshare options like Uber or Lyft ensure quick, reliable transportation when exploring the region or heading to popular spots.
  • Public Transit: Public bus services operate in this area, offering an economical way to navigate around here and reach key destinations within the region.

Local Customs Options

  • Southern Hospitality: In this region, welcoming gestures and friendly conversations are a common part of everyday interactions, reflecting the area's warm community spirit.
  • Local Dining Customs: Visitors often enjoy traditional Southern cuisine, which emphasizes hospitality and family-style dining experiences unique to the area.
  • Cultural Festivals: Celebrations here frequently celebrate regional history and heritage, offering you a chance to experience authentic local traditions.
  • Gardening and Landscaping: Residents take pride in maintaining lush gardens and well-manicured lawns, showcasing a deep appreciation for nature’s beauty in the community.

Frequently Asked Questions About Highland Park?

1. What are the top vacation rentals in Highland Park?

There are a lot of options in Highland Park. If you plan on staying in the Highland Park area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Highland Park:

2. Which vacation homes in Highland Park are best for families?

If you are looking for a family-friendly vacation home in Highland Park, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Highland Park:

3. How many Rentbyowner vacation rentals are available in Highland Park?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 54 in the Highland Park area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Highland Park. 

4. What is the cancellation policy for booking a vacation rental in Highland Park, Lake Wales?

Cancellation policies vary by listing; you should review the specific property details and contact the host if needed to understand the terms before confirming your reservation.

5. How do I find available vacation rentals in Highland Park, Lake Wales during my travel dates?

To find suitable options, enter your travel dates on the booking platform and filter results based on your preferences, ensuring you select a property that meets your needs in this region.

6. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees such as cleaning or service charges may apply depending on the property. It’s best to check the detailed listing and communicate with the host for clarity on all costs involved.

7. What amenities are typically included in vacation rentals in Highland Park, Lake Wales?

Most properties offer amenities like Wi-Fi, parking, and fully equipped kitchens. To confirm specific features, review each listing carefully or reach out directly to the owner.

8. How do I ensure my stay in Highland Park, Lake Wales is safe and secure?

Read guest reviews and verify the credibility of the listing. Contact the host if you have security concerns or need additional information about safety measures implemented at the property.