
Holiday rentals in Highland Beach
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Highland Beach
Guests agree: these stays are highly rated for location, cleanliness and more.

Steps to Private Beach, Pool, Private Patio 19-3
Come stay at this beautifully furnished villa in the exclusive community of Highland Beach. Located directly across from the beach, minutes to Atlantic Avenue in Delray or Mizner Park in Boca Raton. High end finishes throughout in this single story villa showcasing 2 bedrooms, 2 full baths that sleeps 8! Enjoy the 2 car parking, fenced in patio, community pool and private beach access on A1A. Ease of access with only two steps at entry and a keyless entry smart lock. Pet friendly up to 2 pets!

Peacedul Oasis - with cozy backyard
Enjoy our place, located by the intracoastal mansions of Delray east of Federal, right by the huge plazas with everything needed for your vacation! Walk to many stores and italian bakery. Artistic bedrooms with cotton linens are beautiful to a wake up in! Stay energized, home has lots of natural light and full of colors. Beautiful yard for outdoor activities, games and exercise. Awesome showers to unwind! Fully stocked kitchen. Great wifi! Peaceful, fun! Committed to excellence in hosting🧡

ON CANAL! Pool+Walk to BEACH! Boat Watch! 1b/1b
Beautiful 1 bedroom condo located directly on the intracoastal with a heated pool. This unit DOES NOT have water view from the condo BUT has amazing views of the intracoastal waterway from the patio/pool area. Enjoy watching the yachts sail by along with taking in amazing sunsets from the dock. Work from home, 1 block from the beach! Quiet and peaceful. Within walking distance to many shops and local amenities! Perfect for couples, young families and groups of friends traveling together.

Charming Beach House with Pool! Great location!
Stroll or bike to beautiful beach and Atlantic Avenue! Please contact me for bookings and availability for short term rentals with a 3 night minimum. 2 beautifully furnished bedrooms with queen beds, 1.5 baths plus outdoor shower. Cable TV and wifi, new linens, pots and pans and appliances. Large outdoor entertainment space with pool, waterfall, gas grill, tropical landscape! A true gem! I also add a pet fee of $150 per pet. We offer instant booking up to one year in advance of your stay.

Sundy Apartments Unit 3 - Managed by Brampton Park
Modern 2BR Apartment | 1 Block to Atlantic Ave | Walk to Beach + Pool Exclusively Managed by Brampton Park Enjoy the best of Delray Beach from this stylish, 2-bedroom, 1-bath apartment—just one block from Atlantic Avenue and less than a mile from the beach! • Modern, fully equipped kitchen & living space • Two comfortable bedrooms + updated bathroom • Washer & dryer • Shared heated pool, outdoor seating, BBQ grill • Pet friendly (with approval) Construction noise possible thru April 2026

Cozy Delray Beach House Waterfront Intracoastal
🏝LOCATION, LOCATION, LOCATION! Delray Beach's BEAUTIFUL waterfront property! The Bamboo Beach House is located directly on Intracoastal waterway in Delray Beach. Each unit has private patio overlooking 40 ft of waterfront! Enjoy morning coffee and experience beautiful sunrises with the ocean breeze. Our piece of waterfront is a favorite area of local manatees to swim in with the tides, along with schools of jumping fish! The amazing water views and aquatic wildlife is second to none!

shipwrecked fun design • stunning canal view
Bold interior design in this newly renovated pad with a beautiful canal and dock in delray. Step in the front door and immediately you see the large windows looking out onto the water in the back. This is true to Delray Beach with all its charm. Now pop on a movie on the big 75 inch Smart TV screen, rest your head on the comfy beds, shower under the rainfall fixtures and truly unwind in a Delray-geous getaway. Just 6 minutes to the beach or Delray's amazing nightlife and restaurants.

Beach Retreat W/Cabana Service | Steps to Downtown
Welcome to your retreat filled with sun & fun, where you can relax in the tropic air and aqua blue waters of Delray Beach. You will enjoy our well-appointed, newly renovated guest house originally built in 1929 & located in historic downtown Delray. Live like locals as you enjoy a bike ride or an evening stroll to our lively downtown and beautiful beaches. With our amenities and superb level of cleanliness, you will experience a level of comfort unmatched by hotels or other Airbnbs

Luxury villa beach ,private patio
My place is a short walk to a private beach, night life, family-friendly activities, public transport. You’ll love my place for the views, the people, and the location. The place is good for couples, solo adventurers, business travelers, and families (with kids). Included is a high chair and crib pen. There is a private patio with a barbecue, table and chairs for dining outside. Great pool with lounge chairs only available for total of 8 villas to use! Perfect Getaway!

The Sands: 2 Miles to Atlantic Ave | Walk to Beach
Welcome to your modern getaway in the heart of Delray Beach. This brand-new unit is in an upscale quadplex and only a few steps away from Delray Place Plaza with Trader Joe’s, Paris Bakery, Nordstrom Rack etc. Atlantic Avenue is filled with great restaurants, shops, nightlife, and the beach. This space is the ideal spot to relax and explore everything Delray Beach offers. The unit offers new finishes, a functional layout, and everything you need for a comfortable stay!

Retro charm studio - Walk to beach & Atlantic Ave
Charming studio with vintage vibes in a serene location near Atlantic Avenue—just a 2-minute walk to the beach and Opal Grand Beach Hotel. Step into a bygone era, radiating 1950s nostalgia in one of Delray Beach’s most coveted spots. Enjoy the Grove Condominiums' old-world charm, pool, and tropical gardens. Soak in Delray Beach's retro essence with upscale bars, diners, and boutique shops nearby. Embrace classic charm and coastal living in this slice of the '50s.

Waterfront Htd Pool, Spa, Billiards, Lanai, Canal
🌴 Relax at this luxury waterfront Delray Beach retreat in Delray Beach, featuring a heated pool & spa, private dock, screened porch with string lights & Smart TV, pool table, BBQ, and canal views. Bright open living and flexible sleeping for up to 10 guests make it perfect for families and groups seeking comfort, space, and true South Florida relaxation. Message us today and enjoy waterfront luxury, sunshine, and relaxation — all in one exceptional stay. 🌴☀️
Popular amenities for Highland Beach holiday rentals
Other great holiday rentals in Highland Beach

Modern Delray Beach Charmer

Sundy Studio 1 Luxury Apt. Close to Beach

Cozy relaxing Villa on the canal/private beach

Highland Beach Hideaway with Dock

Cozy private house with lush yard

Cozy Cottage in Downtown Delray- 131 NE 4th ave

Cozy Villa Steps From Beach

The Delray Dreamhouse – Family Fun Meets Luxury
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Highland Beach?
Yes! Work meets play with ease at over 20 vacation rentals in Highland Beach featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Highland Beach?
Four-legged friends are welcome in Highland Beach. Choose from more than 20 vacation rentals for guests traveling with pets.
Are there Highland Beach vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 30 vacation homes with pools in Highland Beach, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in house rentals in Highland Beach?
Experience the best of Highland Beach with our house rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Highland Beach have wifi?
Absolutely! We offer over 20 house rentals with wifi in Highland Beach. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Highland Beach have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Highland Beach. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Highland Beach?
Highland Beach has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Highland Beach?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with wifi, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Highland Beach

Total holiday rentals
Explore 40 holiday rentals in Highland Beach

Nightly prices starting at
Highland Beach holiday rentals start at $140 SGD per night before taxes and fees

Verified guest reviews
Over 1,070 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Highland Beach holiday rentals include wifi access

Popular amenities for guests
Guests love Beachfront, Gym and BBQ grill across Highland Beach rentals

4.8 Average rating
Highland Beach stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Havana Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Rentals with beach access Highland Beach
- Pet-friendly rentals Highland Beach
- Apartment rentals Highland Beach
- House rentals Highland Beach
- Rentals with pools Highland Beach
- Rentals with a patio Highland Beach
- Family-friendly rentals Highland Beach
- Rentals with outdoor seating Highland Beach
- Rentals with a washing machine and dryer Highland Beach
- South Beach
- Fort Lauderdale Beach
- Bayfront Park
- The Tides on Hollywood Beach
- Miami Design District
- Bayside Marketplace
- Brickell City Centre
- Miami Beach
- Miami Beach Convention Center
- Kaseya Center
- Hard Rock Stadium
- Midtown
- Port Everglades
- Haulover Beach
- University of Miami
- Ocean Reserve Condominium
- Sawgrass Mills
- Calle Ocho Plaza
- Las Olas Beach
- Lauderdale-By-The-Sea Beach
- LoanDepot Park
- Bal Harbour Beach
- Aventura Mall
- Florida International University




