Discover Your Perfect Highlands Vacation Homes

Best Vacation Homes in Highlands

Highlands Luxury Rentals

Highlands Pet Friendly Vacation Rentals

10.0 (14 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly

Why Choose Rent By Owner for your Highlands Vacation Rental Homes?

What makes our Vacation Rentals 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 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
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
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

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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
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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

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.

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.
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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.
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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.

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.

Highlands Vacation Rental Frequently Asked Questions

2. How many vacation rentals have private pools in Highlands?

There are 2751 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 20021 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

10.0 (149 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly