Vacation rentals in Highland Beach

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Top-rated vacation rentals in Highland Beach

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Top guest favorite
Beach chairs and umbrellas are arranged on a sandy shore, ready for relaxation. The living area features a comfortable sofa facing a vibrant teal media console, while the bedroom showcases a tranquil blue theme with a spacious bed. A private balcony offers outdoor seating.
Guesthouse in Delray Beach
4.94 out of 5 average rating, 211 reviews

Beach Retreat-W/Cabana Service*Walk to Downtown*

Looking for the perfect romantic getaway? Look no further than this charming, newly renovated one-bedroom home in the most picturesque town on Florida’s coast. Enjoy the ocean breeze and azure waters of Delray Beach and live like locals as you enjoy being in historic downtown, stroll to the beaches, and enjoy the local attractions. 4 Min Walk to Pineapple grove + Atlantic Ave 4 Min Drive to Delray Beach 9 Min Drive to Wakodahatche Wetlands Learn More Below and Experience Delray Beach With Us!

Guest favorite
The kitchen features a modern design with white cabinetry, stainless steel appliances, and a spacious island. A wooden beam accents the ceiling. Natural light enters through a window and sliding glass door, which opens to the outdoor space. A dining table with chairs is positioned nearby.
Home in Highland Beach
4.83 out of 5 average rating, 103 reviews

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!

Top guest favorite
A light-colored sectional couch is positioned in a welcoming living area featuring hardwood floors. A large television mounted on the wall displays a serene beach scene. Two artworks adorn the wall beside the couch, and a stylish lamp provides soft illumination.
Apartment in Delray Beach
5 out of 5 average rating, 18 reviews

Exclusive stay in the heart of sunny Delray Beach

Indulge in coastal living in this exquisite, fully remodeled apartment. Perfect for a relaxing getaway in one of Florida's most desirable cities. Amenities include two pools, hot tub, fitness center, tennis courts and a clubhouse. The community is safe & quiet. Ideally located being 1 mile away from the beach, 5-minute drive from the renowned Atlantic Av, shopping and supermarkets within walking distance. This turnkey condo is perfect for vacations or long term stays. Subject to HOA approval.

Guest favorite
A refreshing heated pool features two loungers set in shallow water, providing a relaxing space for sunbathing. A circular table sits between the loungers, flanked by a vibrant patio umbrella. Surrounding greenery offers privacy, creating a serene atmosphere.
Home in Delray Beach
4.93 out of 5 average rating, 104 reviews

Spacious Designer Home Htd Pool Near Atlantic Ave

Step into the luxe and spacious 4BR 2.5BA oasis in the heart of Delray Beach, FL. It promises a relaxing retreat just a few minutes from bustling Atlantic Ave, sunny beaches, restaurants, shops, exciting attractions, and landmarks. The unique designer ambiance and rich amenity list will leave you in awe. ✔ 4 Comfortable Bedrooms ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Backyard (Heated Pool, Fire Pit, BBQ, Lounges) ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Laundry ✔ Parking Learn more below!

Guest favorite
A serene outdoor space featuring a heated pool surrounded by palm trees and lounge chairs. A wooden dock extends into the intracoastal waterway, providing a picturesque view. The patio area includes shaded seating arrangements, creating an inviting setting for relaxation.
Condo in Pompano Beach
4.85 out of 5 average rating, 260 reviews

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.

Top guest favorite
A charming bungalow is surrounded by lush greenery, featuring a brick pathway leading to the entrance. Potted plants with colorful flowers are placed beside the door. The metal roof reflects sunlight, while the blue sky and clouds provide a serene backdrop.
Home in Delray Beach
4.93 out of 5 average rating, 219 reviews

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.

Luxe
Home in Delray Beach
5 out of 5 average rating, 33 reviews

702A Waterfront Villa – Pool, Tiki Hut & Putting

DELRAY NIGHTLY presents Waterway Palms — Incredible Luxe rated 3BR/3BA waterfront Delray Beach villa with heated pool, Tiki Hut, firepit, putting green, and outdoor games. Sleeps 8 (incl murphy) with king beds, amazing chef’s kitchen, Smart TVs, high-speed Wi-Fi, and welcome basket with starter supplies. Relax in the large spacious open living areas and enjoy resort-style outdoor fun, just 10 minutes from Atlantic Avenue, beaches, dining, nightlife, golf, and upscale shopping. See you soon!

Guest favorite
A cozy living area features a comfortable sofa and a round coffee table topped with a small plant. Natural light streams in through glass doors leading to an outdoor space. The kitchen area is equipped with modern appliances, including a stainless-steel refrigerator.
Home in Delray Beach
4.92 out of 5 average rating, 250 reviews

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!

Guest favorite
A private dock extends over tranquil waters, framed by lush palm trees. Two blue chairs are positioned on a wooden deck, offering a serene space to enjoy the surrounding nature and canal views. The sky is clear with soft clouds reflecting on the water's surface.
Home in Delray Beach
4.98 out of 5 average rating, 197 reviews

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.

Superhost
Apartment in Delray Beach
5 out of 5 average rating, 4 reviews

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!

Top guest favorite
An aerial view captures the vibrant coastal community, with the beach visible in the distance. The surrounding area features a mix of residential buildings, marinas, and lush greenery. The blue waters of the ocean contrast against the rooftops, offering a sense of tranquility and relaxation.
Cottage in Delray Beach
4.89 out of 5 average rating, 174 reviews

B.E.A.C.H. Best Escape Anyone Could Have. 2br/2bth

This is the Best Escape Anyone Could Have. Grab your towel and stroll to one of the best beaches in the United States. Don't forget the beach pass! It provides 2 lounge chairs and an umbrella. Afterwards, this cozy home awaits you. Its perfect location makes it difficult to decide whether to spend the evening in or out on the town. Fine dining and nightlife are just around the corner! Wherever your evening takes you, you're guaranteed to enjoy it!

Superhost
A spacious living area is visible, featuring comfortable seating arrangements with neutral tones. Bar stools are positioned around a kitchen counter, and a dining table is discernible in the background. Large windows allow natural light to fill the space, highlighting the wide-plank flooring.
Condo in Delray Beach
4.77 out of 5 average rating, 125 reviews

On The Avenue. Walk to Beach

This well appointed place to stay is perfect for anyone wanting the ideal central location in Delray Beach. The new wide plank beautiful flooring is stunning. Three hundred feet from Famous Atlantic Avenue, located in Delray's historical Marina District, one block to Intracoastal Waterway, a ten minute walk to Delray beach, and limitless choices of Florida's finest restaurants and shops

Popular amenities for Highland Beach vacation rentals

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 vacation rentals in Highland Beach

  • Total vacation rentals

    Explore 40 vacation rentals in Highland Beach

  • Nightly prices starting at

    Highland Beach vacation rentals start at € 85 per night before taxes and fees

  • Verified guest reviews

    Over 1,150 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Vacation rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Highland Beach vacation rentals include wi-fi 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!