Best Vacation Homes in Highlands
450 ft²
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Cottage
- Private Pool
- Fireplace/Heating
- Pool
ZA R2,489/Night
For 7 Nights ZA R17,415
3702.79 ft²
10 Guests
4 Bedrooms
3 Bathrooms
House
- Oceanfront
- Pool
- Ocean View
ZA R6,036/Night
For 7 Nights ZA R42,248
1 Bedroom
1 Bathroom
Family Friendly
Condo
- Fireplace/Heating
- Pool
- Balcony/Terrace
ZA R1,855/Night
For 7 Nights ZA R12,983
2200 ft²
8 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
ZA R3,809/Night
For 7 Nights ZA R26,655
1248.61 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- View
- Parking
- Air Conditioner
ZA R2,478/Night
For 7 Nights ZA R17,349
1160 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
ZA R2,904/Night
For 7 Nights ZA R20,320
ZA R4,737/Night
For 7 Nights ZA R33,155
6 Guests
3 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
ZA R5,652/Night
For 7 Nights ZA R39,573
Highlands Luxury Rentals
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Resort
- Kitchen
- Internet
- Laundry
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7 Guests
3 Bedrooms
2 Bathrooms
Pet Friendly
House
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
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2368 ft²
16 Guests
7 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
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5555 ft²
10 Guests
10 Bedrooms
11 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
ZA R112,087/Night
For 7 Nights ZA R784,611
12 Guests
5 Bedrooms
6 Bathrooms
Group Friendly
Boat Rental
- Balcony/Terrace
- Air Conditioner
- Internet
ZA R111,283/Night
For 7 Nights ZA R778,981
538.2 ft²
6 Guests
1 Bedroom
1 Bathroom
Apartment
- Hot Tub
- Pool
- Balcony/Terrace
ZA R96,839/Night
For 7 Nights ZA R677,874
538.2 ft²
6 Guests
1 Bedroom
1 Bathroom
Apartment
- Pool
- Parking
- Air Conditioner
ZA R96,839/Night
For 7 Nights ZA R677,874
1440 ft²
6 Guests
2 Bedrooms
3 Bathrooms
Family Friendly
Hotel
- Spa
- Fireplace/Heating
- Pool
ZA R77,432/Night
For 7 Nights ZA R542,020
Highlands Pet Friendly Vacation Rentals
600 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Apartment
- Oceanfront
- Ocean View
- Balcony/Terrace
ZA R4,942/Night
For 7 Nights ZA R34,599
1700.7 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Pool
ZA R6,907/Night
For 7 Nights ZA R48,354
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Hot Tub
- Fireplace/Heating
- Pool
ZA R14,458/Night
For 7 Nights ZA R101,205
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Pool
ZA R2,849/Night
For 7 Nights ZA R19,942
2002.09 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Free Cancellation
Apartment
- Fireplace/Heating
- Pool
- Pet Friendly
ZA R4,908/Night
For 7 Nights ZA R34,353
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
ZA R3,908/Night
For 7 Nights ZA R27,361
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
ZA R2,759/Night
For 7 Nights ZA R19,319
1200 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
ZA R2,336/Night
For 7 Nights ZA R16,348
Highlands Large Vacation Homes
1054 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Villa
- Fireplace/Heating
- Pool
- Kitchen
ZA R2,237/Night
For 7 Nights ZA R15,658
1797.57 ft²
10 Guests
3 Bedrooms
3 Bathrooms
House
- Oceanfront
- Fireplace/Heating
- Pool
ZA R10,357/Night
For 7 Nights ZA R72,498
ZA R6,262/Night
For 7 Nights ZA R43,840
8 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Villa
- Fireplace/Heating
- Pool
- Ocean View
ZA R3,337/Night
For 7 Nights ZA R23,356
12 Guests
4 Bedrooms
3 Bathrooms
House
- Fireplace/Heating
- Pool
- Pet Friendly
ZA R6,401/Night
For 7 Nights ZA R44,809
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Villa
- Fireplace/Heating
- Pool
- Ocean View
ZA R2,308/Night
For 7 Nights ZA R16,151
10 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
ZA R3,508/Night
For 7 Nights ZA R24,554
1000 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Villa
- Fireplace/Heating
- Pool
- Pet Friendly
ZA R2,565/Night
For 7 Nights ZA R17,956
Why Choose Rent By Owner for your Highlands 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.
Popular Areas for Highlands Vacation Rentals
Where are the best neighborhoods to stay in Highlands?
When planning your stay in Highlands, Hudson, Florida, exploring the different neighborhoods can help you find the perfect spot for relaxation and convenience. Each area offers unique surroundings, from tranquil residential streets to lively communities with easy access to local amenities. Whether you're seeking a peaceful retreat or a vibrant neighborhood atmosphere, choosing the right neighborhood in Highlands, Hudson ensures a memorable and comfortable visit. Discover the variety of options available for your next trip through trusted vacation rentals in this charming part of Florida, making your booking experience seamless and reliable.
Gulf Coast Acres
Located in the scenic area near Hudson, Gulf Coast Acres offers peaceful surroundings and easy access to the region's coastal attractions. Here, you'll find comfortable vacation rentals that provide a serene retreat close to Florida's beautiful Gulf Coast.
View 180+ Rentals in Gulf Coast AcresHeritage Pines
This welcoming neighborhood in Hudson is ideal for those seeking a tranquil setting with convenient amenities. It’s an excellent choice for enjoying the relaxed pace of this region while staying in well-equipped vacation rentals.
View 64+ Rentals in Heritage PinesParkwood Acres
Nestled within Hudson, Parkwood Acres provides a charming community environment perfect for exploring the nearby beaches and outdoor spaces. The area features a variety of vacation rentals designed for comfort and convenience during your stay.
View 160+ Rentals in Parkwood AcresBest Times to Visit Highlands
When should you plan your Vacation Rentals stay?
Choosing the ideal time to visit here can enhance your experience, as the region offers different charms and weather patterns throughout the year, making it essential to plan your stay accordingly for the perfect getaway.
Peak Season Highlights
Winter (December to February)
During the winter months, the region sees a surge in visitors seeking warm weather and outdoor activities, making it an ideal time to explore this destination.
Average Temperature Daytime: high 70s°F - Nighttime: mid 50s°F
Spring (March to May)
Spring attracts travelers who want to enjoy mild temperatures and blooming scenery, perfect for outdoor pursuits and relaxing stays.
Average Temperature Daytime: mid 70s to low 80s°F - Nighttime: mid 50s°F
Off-Season Highlights
Summer (June to August)
The summer months are quieter as temperatures rise, providing a peaceful environment for those looking to avoid crowds while enjoying warm-weather activities.
Average Temperature Daytime: upper 80s to low 90s°F - Nighttime: mid 70s°F
Fall (September to November)
Fall offers cooler weather and fewer visitors, making it a great time to find affordable vacation rentals while experiencing the changing leaves.
Average Temperature Daytime: high 70s°F - Nighttime: mid 50s°F
Weekly Weather Forecast for Highlands
How to Book Your Highlands 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 Highlands
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 outdoor grilling with access to a fully equipped barbecue area for memorable family gatherings.
- Take advantage of a private or shared pool, perfect for relaxing after a day exploring the region.
- Stroll through beautifully landscaped gardens or lawns that add to the outdoor appeal of your stay.
- Make use of outdoor dining spaces, such as patios or verandas, ideal for al fresco meals.
- Utilize a spacious deck or balcony to unwind while taking in scenic views of the surrounding area.
- Benefit from outdoor recreational facilities like a tennis court or bocce ball for active fun.
- Park conveniently in designated outdoor parking areas to ensure easy access during your visit.
Top Attractions Around Highlands
What attractions are nearby?
In this scenic region, you can enjoy a variety of outdoor activities such as fishing, boating, and exploring local parks, making it an ideal destination for those seeking both relaxation and adventure near Highlands, Hudson, Florida.
Family Activities
- Wildlife Refuge Exploration: Discover the local natural beauty and observe native wildlife at the nearby refuge, perfect for family hikes and educational outings.
- Community Park Activities: Enjoy a family picnic and outdoor recreation at one of the region's well-maintained parks with playgrounds and open spaces for all ages.
- Local Fishing Spots: Spend a relaxing day fishing at designated areas where you can teach kids about aquatic life while enjoying the peaceful surroundings.
- Scenic Nature Trails: Walk along scenic trails that wind through the area's picturesque landscape, offering opportunities for birdwatching and nature photography.
Adult Activities
- Fishing at Hudson Beach: You can enjoy a relaxing day casting your line at the popular Hudson Beach, renowned for its excellent fishing opportunities.
- Boating and Water Sports: The area offers numerous spots for boating, jet skiing, and paddleboarding, perfect for outdoor enthusiasts seeking adventure on the water.
- Scenic Nature Walks: Explore the natural beauty of the region through scenic trails and parks that showcase the lush landscape surrounding here.
- Local Dining Experiences: Savor fresh seafood and regional cuisine in the charming local eateries that reflect the area's rich maritime heritage.
Other Places to Stay in Highlands, FL
Florida
Shady Hills
Florida Central Atlantic Coast
Whitney Beach
Port Canaveral
Biggar
Trailer Estates
Survey Creek
Braden River
Bearss Plaza
Hunt Club
Ludlam
Highlands Travel Tips
How Can You Make the Most of Your Stay?
- Explore the local waterways: Take advantage of the region’s scenic rivers and lakes to enjoy boating, kayaking, or fishing right from your vacation rental here.
- Visit nearby natural parks: Plan day trips to the area's parks and nature preserves to experience the region's unique flora, fauna, and outdoor activities.
- Discover local dining options: Savor authentic flavors by trying out the area’s restaurants and eateries that showcase the local culinary scene during your stay.
- Plan flexible itineraries: Make the most of your visit by balancing popular attractions with leisurely days in your Highlands, Hudson, Florida accommodation for a relaxing experience.
Transportation Options
- Hudson Bus System: This local transit service offers convenient transportation options around the area, making it easy for you to explore without the need for a car.
- Taxi and Ride-Sharing Services: Reliable taxi companies and popular ride-sharing apps provide flexible and quick transportation within Highlands and nearby communities.
- Rental Cars: Several rental agencies operate in the region, giving you the freedom to explore the scenic surroundings at your own pace.
- Walking and Biking: The area's scenic streets and trails make walking and biking great eco-friendly choices for getting around during your stay.
Local Customs Options
- Local Seafood Traditions: You’ll find that the community here values fresh, locally caught seafood, often enjoyed at casual gatherings and special occasions alike.
- Gulf Coast Celebrations: Participating in regional festivals and events honoring the Gulf Coast’s maritime heritage is a cherished custom you can experience during your stay.
- Southern Hospitality: Expect warm welcomes and friendly interactions as locals take pride in their reputation for genuine Southern hospitality throughout this area.
- Outdoor Lifestyle: Engaging in outdoor activities like boating or fishing aligns with the region’s relaxed vibe and love for the natural surroundings here.
Frequently Asked Questions About Highlands?
1. What are the top vacation rentals in Highlands?
There are a lot of options in Highlands. If you plan on staying in the Highlands 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:
- Family Oceanfront Retreat-Private Beach~Spa~Pool View~Ground floor~Beach Gear ⛱️
- Cleanest & most affordable lakefront cottage! Lots of charm and character!
- Vista Cay Luxury|Lake View|5 min to Epic Universe
- Stunning Beach Home with Heated Pool, 200+ 5 star Reviews, Easy Beach Access!
- Spacious Condo in Vista Cay, near Convention Center, Sea World, Universal Studio
- Waterfront Cozy Cottage On Cow Creek With Dock, Canoe, Kayaks, Fishing
- Walkers Heaven Pet friendly Cottage with Pool on Horse Farm, WEC
- Lovely Ocean Views!
- Cozy Beachside Condo 2 Minute Walk to Beach
- Take a look at beautiful Cedar Lodge on Lake Weir!n
2. How many vacation rentals have private pools in Highlands?
There are 2817 vacation rentals with private pools near Highlands. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Highlands are best for families?
If you are looking for a family-friendly vacation home in Highlands, 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:
4. How many Rentbyowner vacation rentals are available in Highlands?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 21002 in the Highlands 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.
5. What is the cancellation policy for bookings in Highlands, Hudson, Florida?
Cancellation policies vary depending on the specific property you choose. Please review the listing details or contact the property owner directly to understand the terms and any applicable fees.
6. How do I confirm my reservation in this area?
Once you select your preferred vacation rentals, follow the booking process outlined on the listing. Confirmation is typically sent via email once the owner approves your reservation.
7. Are there any additional fees I should be aware of when booking here?
Additional fees such as cleaning, service charges, or taxes may apply. These details are usually listed during the booking process or can be clarified by reaching out to the property owner.
8. What amenities are included with vacation rentals in this region?
Amenities vary by property but commonly include essentials like Wi-Fi, air conditioning, and kitchen facilities. Specific amenities are detailed in each listing; contact the owner for any special requirements.
9. Is it possible to change or cancel my stay once booked?
Changes or cancellations depend on the individual property's policies. Review the listing's cancellation terms carefully and contact the property owner if you need assistance with modifications.
Highlands Top Rated Vacation Rentals
800 ft²
6 Guests
1 Bedroom
1 Bathroom
Ocean View
Condo
- Hot Tub
- Fireplace/Heating
- Pool
ZA R6,089/Night
For 7 Nights ZA R42,626
2097 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Hot Tub
- Pool
ZA R7,607/Night
For 7 Nights ZA R53,245
2400 ft²
12 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Fireplace/Heating
ZA R10,465/Night
For 7 Nights ZA R73,253
2100 ft²
10 Guests
4 Bedrooms
2 Bathrooms
Ocean View
Condo
- Hot Tub
- Fireplace/Heating
- Pool
ZA R5,927/Night
For 7 Nights ZA R41,493
1250 ft²
6 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Hot Tub
- Pool
- Balcony/Terrace
ZA R6,729/Night
For 7 Nights ZA R47,107
1000 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Fireplace/Heating
ZA R6,103/Night
For 7 Nights ZA R42,724
1700 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Fireplace/Heating
ZA R9,885/Night
For 7 Nights ZA R69,199
1447 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Hot Tub
- Pool
- Balcony/Terrace
ZA R7,224/Night
For 7 Nights ZA R50,570
