Best Vacation Homes in Highlands County
House
10.0(75 Reviews)
2 Bedrooms
1 Bath
7 Guests
1400 ft²
Parking
Balcony/Terrace
Kitchen
Air Conditioner
US $203/Night
7 Nights - US $1,421
House
10.0(8 Reviews)
3 Bedrooms
3 Baths
7 Guests
236.81 ft²
- Parking
- Balcony/Terrace
View- Air Conditioner
US $333/Night
7 Nights - US $2,333
Villa
10.0(1 Review)
1 Bedroom
1 Bath
- Parking
Pool
Ocean View- Balcony/Terrace
US $454/Night
7 Nights - US $3,176
House
10.0(39 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $270/Night
7 Nights - US $1,893
House
10.0(4 Reviews)
3 Bedrooms
2 Baths
10 Guests
2002.09 ft²
- Parking
- Balcony/Terrace
- Air Conditioner
Internet
US $255/Night
7 Nights - US $1,788
House
10.0(33 Reviews)
2 Bedrooms
2 Baths
4 Guests
931 ft²
Hot Tub- Parking
- Balcony/Terrace
- Kitchen
US $160/Night
7 Nights - US $1,117
House
10.0(33 Reviews)
2 Bedrooms
2 Baths
5 Guests
1400 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $152/Night
7 Nights - US $1,066
House
10.0(29 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $190/Night
7 Nights - US $1,328
Highlands County Luxury Rentals
House
3 Bedrooms
2 Baths
10 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
US $2,600/Night
7 Nights - US $18,200
House
4 Bedrooms
3 Baths
10 Guests
- Parking
- Kitchen
- Air Conditioner
Child Friendly
US $2,357/Night
7 Nights - US $16,497
House
10.0(6 Reviews)
5 Bedrooms
3 Baths
8 Guests
7000 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $2,150/Night
7 Nights - US $15,050
House
10.0(1 Review)
4 Bedrooms
2 Baths
8 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $2,019/Night
7 Nights - US $14,133
House
9 Bedrooms
7 Baths
24 Guests
5750 ft²
Private Pool- Parking
- Pool
- Balcony/Terrace
US $1,381/Night
7 Nights - US $9,665
House
10.0(25 Reviews)
6 Bedrooms
4 Baths
16 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $1,377/Night
7 Nights - US $9,636
House
9 Bedrooms
7 Baths
24 Guests
5747.93 ft²
- Parking
- Pool
- Balcony/Terrace
- Child Friendly
US $1,340/Night
7 Nights - US $9,377
House
2 Bedrooms
2 Baths
6 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $1,301/Night
7 Nights - US $9,107
Highlands County Pet Friendly Vacation Rentals
House
10.0(28 Reviews)
2 Bedrooms
1 Bath
6 Guests
1399 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $168/Night
7 Nights - US $1,173
House
10.0(2 Reviews)
1 Bedroom
2 Baths
15 Guests
904.17 ft²
- Hot Tub
EV Charge Station- Parking
- Pool
US $209/Night
7 Nights - US $1,464
Cottage
8.0(1 Review)
1 Bedroom
1 Bath
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $495/Night
7 Nights - US $3,465
House
10.0(27 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Ocean View
- Balcony/Terrace
- View
US $287/Night
7 Nights - US $2,006
Villa
10.0(2 Reviews)
2 Bedrooms
2 Baths
5 Guests
1313.2 ft²
- Parking
- Pool
- Balcony/Terrace
- Internet
US $271/Night
7 Nights - US $1,897
House
10.0(17 Reviews)
2 Bedrooms
2 Baths
6 Guests
1300 ft²
- Hot Tub
- Ocean View
- View
- Kitchen
US $438/Night
7 Nights - US $3,068
House
10.0(15 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
US $280/Night
7 Nights - US $1,962
House
10.0(14 Reviews)
2 Bedrooms
2 Baths
5 Guests
- Hot Tub
- Parking
- Kitchen
- Air Conditioner
US $206/Night
7 Nights - US $1,439
Highlands County Large Vacation Homes
Villa
10.0(8 Reviews)
2 Bedrooms
2 Baths
4 Guests
1000 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $286/Night
7 Nights - US $2,000
House
10.0(1 Review)
3 Bedrooms
2 Baths
10 Guests
2185.07 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $295/Night
7 Nights - US $2,065
Villa
10.0(1 Review)
2 Bedrooms
2 Baths
5 Guests
- Air Conditioner
- Internet
- Child Friendly
Laundry
US $246/Night
7 Nights - US $1,725
Villa
10.0(1 Review)
3 Bedrooms
3 Baths
6 Guests
1905.21 ft²
Oceanfront- Parking
- Pool
- Ocean View
US $323/Night
7 Nights - US $2,262
Villa
10.0(1 Review)
2 Bedrooms
2 Baths
4 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $110/Night
7 Nights - US $771
Villa
9.8(16 Reviews)
2 Bedrooms
2 Baths
5 Guests
1309 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $299/Night
7 Nights - US $2,092
Cottage
9.8(8 Reviews)
2 Bedrooms
2 Baths
10 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $259/Night
7 Nights - US $1,810
Villa
9.8(8 Reviews)
2 Bedrooms
2 Baths
5 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $239/Night
7 Nights - US $1,676
Why Choose Rent By Owner for your Highlands County Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Highlands County
When should you plan your Vacation Rentals stay?
Choosing the optimal time to vacation in Highlands County ensures you experience the region’s best weather and activities, making it a perfect destination for your next getaway.
Peak Season Highlights
Winter (December to February)
During the winter months, you can enjoy mild temperatures and less humidity, making it an ideal time to explore this region's outdoor activities and local scenery.
Average Temperature Daytime: 70°F - Nighttime: 50°F
Spring (March to May)
Springtime brings pleasant weather and blooming landscapes, perfect for experiencing the outdoors and appreciating the natural beauty here.
Average Temperature Daytime: 78°F - Nighttime: 55°F
Off-Season Highlights
Summer (June to August)
In the summer, the area experiences higher temperatures and increased humidity, which might be less comfortable but ideal for water-based activities and outdoor adventures.
Average Temperature Daytime: 90°F - Nighttime: 72°F
Fall (September to November)
Autumn sees cooler temperatures and fewer tourists, offering a quieter experience while still enjoying warm days and scenic views.
Average Temperature Daytime: 82°F - Nighttime: 60°F
Weekly Weather Forecast for Highlands County
How to Book Your Highlands County 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.
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 under the Florida sun.
- Take advantage of spacious patios or decks perfect for outdoor dining and gatherings.
- Benefit from lush, well-maintained gardens that add to your outdoor comfort and privacy.
- Make use of outdoor grilling areas for delicious barbecues with family and friends.
- Explore nearby lakes or ponds with access to fishing or kayaking opportunities.
- Relax in shaded pergolas or gazebos designed for leisure and outdoor enjoyment.
- Utilize extensive backyard spaces for outdoor sports or activities, ideal for all ages.
Top Attractions Around Highlands County
What attractions are nearby?
During your stay, you'll find a variety of outdoor activities and scenic spots nearby to explore, making it easy to enjoy the natural beauty and recreational opportunities that this destination offers in Highlands County, Florida.
Family Activities
- Lake Istokpoga Boat Tours: Discover the region's natural beauty by exploring one of its largest lakes through guided boat tours, perfect for family adventures.
- Fishermen’s Village at Lake Placid: Enjoy a day of fishing and waterfront dining in this charming village that offers a relaxing atmosphere for all ages.
- Highlands County Sports Complex: Engage in sports and outdoor activities with features like baseball fields and playgrounds, making it ideal for family fun.
- Heritage Park:** Visit this scenic park to explore walking trails, picnic areas, and interactive exhibits that showcase local history and culture.
Adult Activities
- Fishing at Lake Istokpoga: Experience some of the best freshwater fishing in the region, with abundant opportunities to catch bass and catfish just steps from your Highlands County accommodation.
- Enjoying Lake Placid's Historic Downtown: Stroll through this charming area filled with quaint shops, local eateries, and cultural landmarks that showcase the area's rich history and vibrant community spirit.
- Exploring the Highlands Hammock State Park: Discover scenic hiking trails, lush landscapes, and diverse wildlife right here in one of Florida’s oldest and most beautiful state parks.
- Birdwatching in the Region: Bring your binoculars and observe various bird species in their natural habitat, especially around the lakes and wetlands that surround your Highlands County stay.
Other Places to Stay in Highlands County, FL
Heartland
Avon Park
Lake Istokpoga
Lake Placid
Sebring Shores
Sebring
Lorida
Lake Jackson
Placid Lakes
Sylvan Shores
Sun 'N Lake
Highlands County Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Nature: Take advantage of the region's scenic parks and lakes to enjoy outdoor activities like fishing, boating, or birdwatching during your stay.
- Discover Regional Cuisine: Savor authentic flavors by visiting nearby eateries that showcase the area’s fresh seafood and local specialties.
- Plan Flexible Activities: Build in time for spontaneous adventures around this destination to truly immerse yourself in the unique atmosphere of here.
- Choose Well-Located Rentals: Select a vacation rental that offers easy access to key attractions and outdoor pursuits in this part of Florida for a more convenient experience.
Transportation Options
- Highlands County Airport: You can conveniently access the region through this local airport, which offers essential flights for travelers arriving from various locations.
- Rental Car Services: Multiple rental agencies operate in the area, providing a flexible way to explore Highlands County and its scenic surroundings at your own pace.
- Taxi and Rideshare Services: Taxis and rideshare options like Uber and Lyft are readily available here, offering convenient transportation within the region and to nearby attractions.
- Public Transit: The local bus system provides an affordable and reliable mode of transportation, helping you easily reach key spots around the destination.
Local Customs Options
- Southern Hospitality: In this region, you’ll experience warm welcomes and friendly interactions that reflect the area's inviting community spirit.
- Local Fishing Traditions: Engaging in or observing the region’s fishing customs offers a glimpse into its heritage and appreciation for water-based recreation.
- Florida Gator Pride: Celebrating regional sports culture with a focus on college football showcases the local enthusiasm and community pride.
- Respect for Nature and Wildlife: The area's customs emphasize conservation and appreciation of the natural surroundings, making outdoor activities particularly meaningful.
Highlands County Vacation Rental Frequently Asked Questions
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:
- 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!
- Bass Fishing Vacation Rental - Lake Istokpoga - Fisherman Welcome!
- Enjoy Lake June This Spring & Summer with Family Boating, Tubing, Fishing, etc.!
- Escape 2 the lake - Oversized pool, private lake access & dock for canal fishing
- Waterfront Lake June in Winter Family Fun and Relaxation
- Solar Heated Private Pool & Lanai On Golf Course!
- Relaxing Renovated Cottage on Lake June in Winter with Dock!
- Family Ties Lake House
2. How many vacation rentals have private pools in Highlands County?
There are 57 vacation rentals with private pools near Highlands County. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Highlands County are best for families?
If you are looking for a family-friendly vacation home in Highlands County, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Highlands County:
4. How many Rentbyowner vacation rentals are available in Highlands County?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 686 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.
5. What is the cancellation policy for vacation rentals in Highlands County, Florida?
Cancellation policies vary depending on the specific property listing. You should carefully review the cancellation terms outlined in the rental agreement or contact the property owner directly to understand the options available and any potential fees.
6. How do I verify the safety and cleanliness standards of a vacation rental in Highlands County?
Details regarding safety measures and cleanliness protocols are typically provided in the property listing. It's recommended to read the description thoroughly or reach out to the host for additional information to ensure your standards are met.
7. Are there any specific rules or restrictions I should be aware of when booking a vacation rental in this regional area?
Each vacation rental has its own set of house rules and restrictions, which are listed on the property page. Contact the owner if you have questions or need clarification before booking.
8. What amenities are usually included in vacation rentals here in Highlands County?
Amenities vary by property but often include essentials like Wi-Fi, air conditioning, and fully equipped kitchens. To confirm specific amenities, review the property details or contact the host directly.
9. How can I ensure my reservation for a vacation rental in Highlands County is secure and protected?
Reservations made through a trusted platform generally include secure payment options and support. For additional protection, read reviews and confirm the host’s profile before completing your booking.
Highlands County Top Rated Vacation Rentals
Villa
10.0(41 Reviews)
3 Bedrooms
2 Baths
8 Guests
2535 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $367/Night
7 Nights - US $2,571
House
10.0(20 Reviews)
1 Bedroom
1 Bath
3 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $116/Night
7 Nights - US $809
House
10.0(15 Reviews)
4 Bedrooms
4 Baths
12 Guests
3268 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $997/Night
7 Nights - US $6,982
House
10.0(11 Reviews)
5 Bedrooms
4 Baths
12 Guests
3700 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $649/Night
7 Nights - US $4,545
House
10.0(11 Reviews)
3 Bedrooms
2 Baths
6 Guests
2000 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $425/Night
7 Nights - US $2,972
House
10.0(11 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $216/Night
7 Nights - US $1,515
House
10.0(9 Reviews)
4 Bedrooms
3 Baths
14 Guests
3500 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $540/Night
7 Nights - US $3,782
House
10.0(9 Reviews)
3 Bedrooms
2 Baths
6 Guests
2000 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $313/Night
7 Nights - US $2,188
