Best Vacation Homes in Highland Beach
5 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Fireplace/Heating
US $357/Night
For 7 Nights US $2,497
1625.35 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Free Cancellation
House
- Oceanfront
- Pool
- Ocean View
US $678/Night
For 7 Nights US $4,743
US $348/Night
For 7 Nights US $2,433
10 Guests
1 Bedroom
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $727/Night
For 7 Nights US $5,091
US $452/Night
For 7 Nights US $3,161
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Hot Tub
- Pool
US $278/Night
For 7 Nights US $1,948
1400 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $428/Night
For 7 Nights US $2,993
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Private Pool
- Pool
- Balcony/Terrace
US $350/Night
For 7 Nights US $2,449
Highland Beach Luxury Rentals
5 Guests
1 Bedroom
1 Bathroom
Ocean View
Condo
- Private Pool
- Oceanfront
- Fireplace/Heating
Unlock the Best Price
4000 ft²
10 Guests
5 Bedrooms
4 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
US $4,987/Night
For 7 Nights US $34,911
20 Guests
8 Bedrooms
7 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Spa
US $3,516/Night
For 7 Nights US $24,609
7286 ft²
16 Guests
6 Bedrooms
7 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
US $2,446/Night
For 7 Nights US $17,119
4500 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Fireplace/Heating
US $2,325/Night
For 7 Nights US $16,272
10 Guests
5 Bedrooms
6 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
US $2,324/Night
For 7 Nights US $16,266
4413.2 ft²
12 Guests
4 Bedrooms
3 Bathrooms
House
- Oceanfront
- Hot Tub
- Pool
US $1,975/Night
For 7 Nights US $13,822
8 Guests
4 Bedrooms
5 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Fireplace/Heating
US $1,950/Night
For 7 Nights US $13,650
Highland Beach Pet Friendly Vacation Rentals
900 ft²
5 Guests
2 Bedrooms
1 Bathroom
Ocean View
Cottage
- Oceanfront
- Fireplace/Heating
- Ocean View
US $242/Night
For 7 Nights US $1,697
16899.34 ft²
8 Guests
4 Bedrooms
2 Bathrooms
Free Cancellation
House
- Oceanfront
- Fireplace/Heating
- Pool
US $497/Night
For 7 Nights US $3,477
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Pool
- Ocean View
- View
US $262/Night
For 7 Nights US $1,837
1450 ft²
8 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Fireplace/Heating
- Ocean View
US $360/Night
For 7 Nights US $2,520
1162.5 ft²
8 Guests
3 Bedrooms
2 Bathrooms
House
- Ocean View
- View
- Pet Friendly
US $100/Night
For 7 Nights US $700
1800 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Private Pool
- Oceanfront
- Hot Tub
US $1,356/Night
For 7 Nights US $9,495
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $285/Night
For 7 Nights US $1,995
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $215/Night
For 7 Nights US $1,502
Highland Beach Large Vacation Homes
1200 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Villa
- Private Pool
- Oceanfront
- Hot Tub
US $260/Night
For 7 Nights US $1,822
US $840/Night
For 7 Nights US $5,878
1700 ft²
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $360/Night
For 7 Nights US $2,522
1200 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Villa
- Hot Tub
- Fireplace/Heating
- Pool
US $255/Night
For 7 Nights US $1,788
2195.84 ft²
8 Guests
3 Bedrooms
3 Bathrooms
Villa
- Pool
- Balcony/Terrace
- View
US $814/Night
For 7 Nights US $5,698
1200 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Villa
- Oceanfront
- Fireplace/Heating
- Pool
US $398/Night
For 7 Nights US $2,788
1400 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Villa
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $402/Night
For 7 Nights US $2,816
2500 ft²
10 Guests
4 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
US $464/Night
For 7 Nights US $3,248
Why Choose Rent By Owner for your Highland Beach 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 Highland Beach Vacation Rentals
Where are the best neighborhoods to stay in Highland Beach?
When choosing a neighborhood to stay in Highland Beach, Florida, you’ll find that the area offers a peaceful and scenic environment ideal for relaxation. This tranquil community is perfect for those seeking easy access to beautiful beaches and stunning waterfront views. Whether you're looking for a quiet retreat or convenient proximity to local amenities, neighborhoods in Highland Beach provide an excellent setting for your vacation. With a range of dependable vacation rentals available, you can enjoy a seamless and trustworthy booking experience while exploring this charming coastal town.
Tropic Isle
Situated within this inviting region, Tropic Isle offers a tranquil setting ideal for those seeking a peaceful retreat by the water. Here, you can enjoy a serene environment that enhances your stay with comfortable vacation rentals close to scenic views and local conveniences.
View 24+ Rentals in Tropic IsleBest Times to Visit Highland Beach
When should you plan your Vacation Rentals stay?
Understanding the optimal time to visit here can help you enjoy your stay in this destination’s beautiful climate and vibrant atmosphere, ensuring your experience aligns with the best seasonal conditions for relaxation and exploration.
Peak Season Highlights
Winter (December to February)
During the winter months, this destination experiences its peak tourist influx as visitors seek warm weather and sunny beaches. Expect lively atmospheres and vibrant local events.
Average Temperature Daytime: around 75°F - Nighttime: about 60°F
Spring Break (March to April)
This period attracts many travelers looking for a lively beach getaway. The area buzzes with activity, making it an ideal time to enjoy the scenic coastal views from your vacation rental.
Average Temperature Daytime: approximately 78°F - Nighttime: roughly 62°F
Off-Season Highlights
Late Summer (August to September)
The late summer months see fewer visitors, providing a quieter experience along the coast. It’s a perfect time for relaxation away from the crowds while still enjoying warm weather.
Average Temperature Daytime: around 85°F - Nighttime: about 75°F
Fall (October to November)
Autumn brings cooler temperatures and reduced tourism, offering a peaceful setting to explore the region’s tranquil beaches. Vacation rentals tend to be more available and affordable during this time.
Average Temperature Daytime: about 77°F - Nighttime: approximately 66°F
Weekly Weather Forecast for Highland Beach
How to Book Your Highland Beach 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 Highland Beach
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 private outdoor pools to relax and unwind during your stay.
- Take advantage of lush landscaped gardens that enhance the scenic surroundings.
- Make the most of outdoor dining areas perfect for enjoying meals al fresco in the warm climate.
- Stroll along spacious patios or decks designed for lounging and socializing outdoors.
- Utilize BBQ grills provided for convenient outdoor cooking experiences.
- Benefit from direct access to nearby beaches or waterfront views for picturesque mornings.
- Explore outdoor recreational amenities such as tennis courts or fitness areas, ideal for staying active during your visit.
Top Attractions Around Highland Beach
What attractions are nearby?
While staying in Highland Beach, you can enjoy a variety of nearby activities such as relaxing on pristine beaches, exploring scenic parks, and indulging in watersports—all easily accessible from your vacation rental here in this charming coastal destination.
Family Activities
- Beach Days at Highland Beach: Spend relaxing days lounging on the soft sands and swimming in the gentle waters of the Atlantic coast, right in your backyard here.
- Snorkeling and Watersports: Explore vibrant marine life and enjoy water activities such as paddleboarding and kayaking along the scenic shoreline of this area.
- Local Parks and Nature Reserves: Discover peaceful parks nearby that offer family-friendly trails and outdoor spaces perfect for picnics and nature walks.
- Fishing Excursions: Experience the thrill of fishing either from the local piers or through guided boat trips available in this region's pristine waters.
Adult Activities
- Beachfront Relaxation: Spend your days unwinding on the pristine sands and soaking up the sun along the coastline of this charming destination.
- Water Sports Adventures: Explore the calm, clear waters with activities like paddleboarding and kayaking, perfect for an active day by the sea.
- Golfing Experiences: Tee off at nearby golf courses that offer scenic views and a relaxing environment for enthusiasts of all skill levels.
- Spa and Wellness Treatments: Pamper yourself with luxurious spa services available locally, ideal for rejuvenating after a day of exploring.
Highland Beach Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead: Book your Highland Beach vacation rentals early to secure the best properties and preferred dates, especially during peak seasons in this coastal destination.
- Explore Local Beaches: Take advantage of the region’s renowned beaches by scheduling visits during quieter times to enjoy a more relaxing experience along the shoreline.
- Discover Nearby Dining: Sample the local cuisine at nearby restaurants or cafes to fully immerse yourself in the area's culinary offerings without venturing far from your Highland Beach stay.
- Use Reliable Transportation: Arrange trustworthy transportation options within the region to easily access all the hidden gems and popular spots during your visit here.
Transportation Options
- Car Rentals: Renting a car here offers the flexibility to explore the region at your own pace, especially convenient for reaching nearby attractions and scenic spots in Highland Beach.
- Public Transit: Local bus services provide an affordable and reliable way to navigate around this coastal destination without the hassle of parking.
- Taxi Services: Taxis and rideshare options such as Uber and Lyft are readily available, offering quick transportation to beaches, restaurants, and other points of interest in the area.
- Biking and Walking: The region's pedestrian-friendly streets and biking paths allow you to enjoy a healthy, eco-friendly way to discover the local shoreline and scenic neighborhoods.
Local Customs Options
- Respect for Beach Etiquette: Locals in the region value maintaining cleanliness and quietude on the beaches, ensuring a peaceful environment for all visitors.
- Holiday Celebrations: Traditional celebrations like Independence Day are marked with community gatherings that reflect the area's patriotic spirit and local pride.
- Dining Customs: Emphasizing fresh seafood and farm-to-table dishes, residents often enjoy meals that highlight the region’s maritime heritage.
- Environmental Consciousness: The community places a strong emphasis on conservation efforts to preserve the natural beauty of the area for future generations.
Frequently Asked Questions About Highland Beach?
1. What are the top vacation rentals in Highland Beach?
There are a lot of options in Highland Beach. If you plan on staying in the Highland Beach 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 Beach:
- Fun Magical Home On Canal-Relaxing Pool -Spa-Enjoy Fishing-Kayaks-WiFi-Near All
- EAST BOCA RATON 1MILE TO BEACH great central location!PRIVATE HEATED SALT POOL
- Blue Buddha Beach - Private Pool/Spa & Home Cinema
- VacationSunwind:Delray home! SW Pool, Fish, Dock, Water front, Close to Bch
- 910 Managed By Brampton Park
- Spacious Designer Home Htd Pool Near Atlantic Ave
- 7 Mins to Beach & Atlantic Ave Heated Pool Fun Backyard!
- Delray Beach - Waterfront Style - Close to Beach, Shopping, Dining, Atlantic Ave
- 943 Managed by Brampton Park
- Tropic Paradise~The Perfect Delray Beach Escape~ Heated Pool~Intracoastal Canal
2. How many vacation rentals have private pools in Highland Beach?
There are 141 vacation rentals with private pools near Highland Beach. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Highland Beach are best for families?
If you are looking for a family-friendly vacation home in Highland Beach, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Highland Beach:
4. How many Rentbyowner vacation rentals are available in Highland Beach?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 530 in the Highland Beach 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 Beach.
5. What is the cancellation policy for vacation rentals in Highland Beach, Florida?
Cancellation policies vary depending on the individual property listing. You should review the specific cancellation terms outlined in the listing details or contact the property owner directly to understand any applicable fees or restrictions.
6. Are there any additional fees I should be aware of when booking a vacation rental here?
Additional fees such as cleaning fees, security deposits, or service charges are typically specified in the listing. To ensure transparency, it’s recommended to read the full description or communicate with the owner before confirming your reservation.
7. How do I find available dates and secure my booking in this region?
You can check the availability calendar on each property listing. Once you select your preferred dates, proceed with the booking process or reach out to the property owner for further assistance.
8. Is it possible to modify or cancel my reservation once booked?
Modification and cancellation options depend on the property's policies. Review the specific terms provided in the listing or contact the owner directly to discuss any changes or cancellations.
9. What amenities are included with vacation rentals in this area?
Amenities vary between properties but commonly include essentials like Wi-Fi, parking, and kitchen facilities. For detailed information, consult the listing description or contact the owner to confirm what is provided during your stay.
Highland Beach Top Rated Vacation Rentals
6 Guests
3 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
US $404/Night
For 7 Nights US $2,826
2151 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Hot Tub
- Pool
US $481/Night
For 7 Nights US $3,368
1400 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
US $772/Night
For 7 Nights US $5,404
2300 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Fireplace/Heating
US $639/Night
For 7 Nights US $4,471
1600 ft²
8 Guests
3 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Fireplace/Heating
US $921/Night
For 7 Nights US $6,446
2380 ft²
7 Guests
3 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
US $554/Night
For 7 Nights US $3,881
2100 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Fireplace/Heating
US $828/Night
For 7 Nights US $5,799
1832 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Fireplace/Heating
US $1,008/Night
For 7 Nights US $7,055
