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- Highlands County
- Rentals by Owner
Discover Your Ideal Highlands County Rental by Owner for a Comfortable Stay in Florida
Discover Your Perfect Highlands County Rentals by Owner
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Rentals by Owner
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Luxury Vacation Rentals
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Pet Friendly Vacation Rentals
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Unique Vacation Rentals
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Timeshares
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Sustainable Travel
Highlands County Rentals by Owner
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
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- View
- Air Conditioner
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- Pet Friendly
- Air Conditioner
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- TV
- Parking
- View
- Ocean View
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Pet Friendly
- View
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
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- Balcony/Terrace
- Air Conditioner
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- TV
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- Pet Friendly
- Accessibility
- Air Conditioner
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- Pet Friendly
Why Choose Rent By Owner for your Highlands County vacation rental?
What makes our Rentals by Owner special?
Best Times to Visit Highlands County
When should you plan your Rentals by Owner stay?
Timing your visit to this destination can enhance your overall experience, allowing you to enjoy favorable weather and local events, making it an ideal choice for your stay in Highlands County through Rent By Owner.
Peak Season Highlights
Winter (December to February)
During the winter months, this area experiences peak travel as visitors seek a warm escape from colder climates. The pleasant weather makes it an ideal time for outdoor activities and exploring the natural beauty of the region.
Spring (March to May)
Spring marks another high season when travelers flock here to enjoy the vibrant local scenery and mild temperatures. It’s a popular period for outdoor adventures and appreciating the area's lush landscapes.
Off-Season Highlights
Summer (June to August)
The summer months tend to see fewer visitors, making it a quieter time to explore the region’s natural surroundings and find relaxing rental accommodations. This is also when the area experiences higher humidity and afternoon thunderstorms.
Fall (September to November)
Autumn brings a slowdown in tourism, providing a peaceful atmosphere and fewer crowds. Cooler temperatures and the beginning of seasonal changes make this a comfortable time to enjoy the outdoors at your own pace.
Weekly Weather Forecast for Highlands County
How to Book Your Highlands County vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Highlands County
Common Rentals by Owner Amenities
What amenities can you expect?
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
- You can enjoy a private outdoor swimming pool to relax under the sun.
- Many rentals feature spacious patios or decks perfect for outdoor dining and entertaining.
- Look for properties with lush, well-maintained gardens that enhance your outdoor experience.
- Some rentals offer fully equipped BBQ grills to prepare delicious meals al fresco.
- Many outdoor spaces include comfortable seating areas ideal for lounging and enjoying the local climate.
- You might find rentals with private docks or waterfront access if you’re interested in fishing or boating.
- Several properties boast shaded porches or verandas, offering a peaceful spot to unwind amidst nature.
Top Attractions Around Highlands County
What attractions are nearby?
In this charming region, you can enjoy a variety of outdoor activities such as boating, fishing, and birdwatching, all just moments from your rental by owner in Highlands County, Florida, USA, making it an ideal destination for nature enthusiasts seeking an authentic Florida experience.
Family Activities
- Lake Istokpoga Wildlife Viewing: Experience a family-friendly adventure by exploring one of the region's largest lakes, ideal for birdwatching and spotting local wildlife.
- Visit Highlands Hammock State Park: Discover the natural beauty of this expansive park with its scenic trails, lush forests, and educational exhibits perfect for all ages.
- Explore the South Florida State College Planetarium: Enjoy an educational and entertaining experience as your family gazes at the stars and learns about the universe in nearby Sebring.
- Enjoy Water Activities on Lake Placid: Take advantage of the calm waters for swimming, kayaking, or paddleboarding, creating memorable outdoor moments here in the area.
Adult Activities
- Fishing at Lake Istokpoga: You can enjoy a relaxing day casting your line in one of the area's most renowned fishing spots, known for its abundant bass population.
- Exploring Highlands Hammock State Park: Discover scenic hiking trails and observe diverse wildlife within this tranquil natural refuge in the region.
- Golfing at local courses: Tee off on well-maintained golf courses that offer picturesque views and challenging play for enthusiasts visiting here.
- Boating and Water Sports: Experience the region’s pristine waters by renting a boat or engaging in water sports on nearby lakes, ideal for adventure seekers.
Other Places to Stay in Highlands County, FL
Highlands County Travel Tips
How Can You Make the Most of Your Stay?
- Visit the local outdoor attractions: Take advantage of the region’s natural beauty by exploring nearby parks and lakes to enjoy scenic views and outdoor activities.
- Plan your activities in advance: Research popular events and recreational options specific to this destination to maximize your experience during your stay.
- Choose a rental with convenient amenities: Opt for properties that offer features like easy access to boat rentals, fishing gear, or outdoor dining spaces to enhance your visit.
- Connect with local hosts: Communicate clearly with rental owners to get insider tips on hidden gems and the best times to visit local attractions here.
Transportation Options
- Highlands County Airport: This regional airport offers convenient domestic flights, making it an accessible starting point for your trip here.
- Rental Car Services: Numerous rental car agencies operate in the region, providing flexible transportation options to explore Highlands County at your own pace.
- Local Taxi and Shuttle Services: Reliable taxi and shuttle providers are available to help you easily navigate around the area without hassle.
- Public Transportation: Limited but functional bus services connect key attractions within the region, ideal for budget-conscious travelers seeking local transit options.
Local Customs Options
- Southern Hospitality: Expect warm welcomes and friendly interactions that reflect the region’s reputation for southern hospitality during your stay.
- Local Fishing Traditions: Participating in or respecting the community’s fishing customs can enrich your experience in this lake-rich destination.
- Community Festivals: Engaging with local festivals and events offers a glimpse into the area’s vibrant culture and traditions.
- Environmental Respect: Maintaining the natural beauty of the region is important, so be mindful of conservation practices when exploring outdoor spaces here.
Frequently Asked Questions About Highlands County Rentals by Owner
1. What are the top vacation rentals in Highlands County?
There are a lot of options in Highlands County. If you plan on staying in the Highlands County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Highlands County:
- Spacious pool home on corner canal lot to Lake June
- On "The" Lake Placid! Lakefront, Hot Tub, Beach, Large Dock!
- Lake June Escape House
- Newer Home on Lake June with Beach, Dock, Screened Patio and Hot Tub!
- Sitting on the Dock of the Lake Clay Rental Home For the perfect “country” vacat
- Bass Fishing Vacation Rental - Lake Istokpoga - Fisherman Welcome!
- Railroad Caboose
- Back To School & Work Getaway Escape to Lake June
- Waterfront Lake June in Winter Family Fun and Relaxation
- Escape 2 the lake - Oversized pool, private lake access & dock for canal fishing
2. How many Rentbyowner vacation rentals are available in Highlands County?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 541 in the Highlands County 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 Highlands County.
3. What is the typical cancellation policy for rentals by owner in Highlands County, Florida?
4. How do I confirm the availability of a rental property in Highlands County, Florida?
5. What amenities can I expect when booking a rental by owner in this region?
6. Are there any house rules or restrictions I should be aware of before booking?
7. What is the process for contacting the property owner in Highlands County, Florida, if I have questions about my stay?
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