Discover Your Perfect Highland Park Rentals by Owner

Highland Park Rentals by Owner

More Top-Rated Rentals by Owner in Highland Park Area

Why Choose Rent By Owner for your Highland Park vacation rental?

What makes our Rentals by Owner special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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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 Rentals by Owner stay?

Timing your visit to Highland Park can enhance your experience, so consider the region's seasonal trends to choose the perfect period for your rental stay in this scenic area of Lake Wales, Florida.

Peak Season Highlights

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Winter (December to February)

During these months, the area experiences its peak season as visitors escape colder climates for the warm Florida weather. This is an ideal time for enjoying outdoor activities and relaxing in a rental by owner in Highland Park.

Average Temperature Daytime: 75°F - Nighttime: 55°F
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Spring (March to May)

Spring brings pleasant weather and blooming landscapes, making it a popular period for travelers to visit this destination. Booking your rental here ensures a comfortable stay amidst the vibrant season.

Average Temperature Daytime: 78°F - Nighttime: 58°F

Off-Season Highlights

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Summer (June to August)

Although summer can be hot and humid, some visitors prefer traveling during this period to find better deals on vacation rentals by owner, experiencing the region's natural beauty with fewer crowds.

Average Temperature Daytime: 89°F - Nighttime: 72°F
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Fall (September to November)

Autumn offers cooler temperatures and a quieter atmosphere, making it a suitable off-peak time for booking a rental by owner and enjoying peaceful surroundings in the area.

Average Temperature Daytime: 80°F - Nighttime: 60°F

Weekly Weather Forecast for Highland Park

How to Book Your Highland Park vacation rental

What's our booking process?

Our platform allows you to browse a curated selection of rentals by owner. 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 Rentals by Owner in Highland Park Area

Common Rentals by Owner Amenities

What amenities can you expect?

Our Rentals by Owner 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 outdoor grilling with a fully equipped barbecue area to make the most of your meals in the fresh air.
  • Relax by a private swimming pool, perfect for cooling off during warm Florida afternoons.
  • Take advantage of spacious patios or decks ideal for outdoor dining and soaking up the sun.
  • Benefit from lush, well-maintained gardens and landscaping that enhance your outdoor experience.
  • Make use of parking spaces suitable for boats or RVs if you plan to explore the region with larger vehicles.
  • Access outdoor sports facilities such as basketball courts or tennis courts, depending on the property.
  • Find shaded areas or gazebos providing comfortable spots to relax and enjoy the scenic surroundings.

Top Attractions Around Highland Park

What attractions are nearby?

Enjoy a variety of outdoor activities and local attractions just minutes from your rental by owner, offering you the perfect opportunity to explore the natural beauty and charming sights nearby in Highland Park and the surrounding region.

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Family Activities

  • Lake Wales Ridge State Forest: Explore the natural beauty and enjoy family-friendly hiking trails in this scenic forest reserve within the region.
  • Lake Wailes Park: Relax and play at this popular park, featuring playgrounds, walking paths, and picnic areas perfect for family outings.
  • Safari Wilderness Ranch: Experience a local wildlife adventure with guided safaris that offer an engaging and educational day for children and adults alike.
  • Haines City Community Center: Participate in family-focused activities and recreational programs designed to entertain kids of all ages here in the area.
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Adult Activities

  • Golfing at Lake Wales Country Club: Enjoy a round of golf on one of the region’s scenic courses, perfect for relaxing and practicing your swing amidst lush landscapes.
  • Exploring Bok Tower Gardens: Visit this renowned garden and bird sanctuary to immerse yourself in beautiful tropical plants and picturesque viewpoints that define the area’s natural charm.
  • Fishing at Lake Wailes Park: Spend your day angling in the tranquil waters, where local spots provide excellent opportunities for freshwater fishing close to your rental.
  • Visiting Local Art Galleries: Discover unique works from regional artists in the area’s charming galleries, offering a cultural experience just moments from your stay.

Highland Park Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Visit in Advance: Secure your rental early to ensure availability in this popular Florida destination and enjoy a stress-free start to your trip.
  • Explore Local Amenities: Take advantage of nearby conveniences and attractions to enhance your stay while experiencing the authentic local charm.
  • Utilize the Rental Details: Carefully review your Rent By Owner listing to maximize amenities and ensure your needs are fully met during your time here.
  • Respect the Community: Follow local guidelines and maintain the peaceful atmosphere that makes this area a desirable retreat in Lake Wales.

Transportation Options

  • Personal vehicle rental: Renting a car provides you with the flexibility to explore the scenic surroundings and nearby attractions comfortably in this area.
  • Public transportation: Local buses offer an affordable and accessible way to navigate here, connecting you to key destinations within the region.
  • Taxi services and rideshare apps: Convenient options like taxis and ride-sharing services are readily available for quick trips around the destination.
  • Bicycle rentals: For a healthy and eco-friendly way to experience this part of Lake Wales, bike rentals are an excellent choice.

Local Customs Options

  • Respect for Local Festivals: Participating in or observing local festivals is a cherished tradition, reflecting the community's vibrant culture and history.
  • Greeting Customs: A friendly handshake or a warm verbal greeting is customary when meeting new neighbors or acquaintances in this area.
  • Preservation of Nature: Locals take pride in maintaining the region’s natural beauty, encouraging visitors to be environmentally conscious during their stay.
  • Community Engagement: Engaging with community events and supporting local businesses are valued practices that help you connect with the area's friendly residents.

Frequently Asked Questions About Highland Park Rentals by Owner

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. 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 42 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. 

3. What is the cancellation policy for rental properties in Highland Park, Lake Wales?

Cancellation policies vary by listing. To understand the specific terms, please review the details on the individual property listing or contact the owner directly before booking.

4. How do I confirm my booking with a rental owner in Highland Park?

Once you select your preferred property, you'll need to follow the booking process outlined on the listing. Confirmation usually involves paying a deposit or full amount and receiving a confirmation email from the owner or platform.

5. Are there any additional fees I should be aware of when booking a rental in the area?

Some rentals may include extra charges such as cleaning fees, security deposits, or service fees. These details are typically listed during the booking process, so be sure to review all costs before confirming your reservation.

6. What amenities are included in rental properties in Highland Park, Lake Wales?

Amenities vary by property. To find out what’s included, check the detailed listing description or contact the owner for specifics about features like Wi-Fi, kitchens, pools, or pet accommodations.

7. What should I know about the check-in and check-out procedures for rentals here?

Check-in and check-out times are specified on each listing. For any special instructions or questions, contact the owner directly to ensure a smooth arrival and departure experience during your stay.

More Rentals You May Like Near Highland Park

More Top-Rated Rentals by Owner in Highland Park Area