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Vacation rentals in Highland Beach

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Top-rated vacation rentals in Highland Beach

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
A bright bedroom features a spacious bed with a decorative pillow and light bedding. Two windows with sheer curtains allow natural light to fill the room. Bedside tables are placed on either side of the bed, and a ceiling fan adds a refreshing touch.
Guest suite in Pompano Beach
4.91 out of 5 average rating, 328 reviews

Totally Private Studio, NO shared Spaces-Renovated

Luxurious Private Studio w/ Private Entrance (440 sq ft- can fit 3 people/2 cars) is attached to our home & 1.7 miles from beach & adjacent to Ft Lauderdale. Park under the covered carport. 1 Queen Bed (& 1 Queen Size-Blow Up Mattress), 1 Bath, Kitchenette, Fiber Optic Wifi, Flat Screen TV (140 channels), Impact Windows, Huge Closet, Fan/light, AC w/ remote, Desk, Chair, fold up/down Table for eating w/ chairs, small Fridge, Microwave, Toaster Oven, Foreman Grill, Hot Plate Stove, Coffee Maker.

Superhost
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, 100 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!

Superhost
The image captures a serene view of a canal bordered by lush greenery and palm trees. A private dock with patio chairs and a table extends over calm waters, where various boats are moored. The setting highlights a peaceful outdoor space, perfect for relaxation.
Apartment in Delray Beach
4.73 out of 5 average rating, 264 reviews

Dockside Nautical Fishing Cottage. Intracoastal!

Wake up to coffee on the dock, the tropical birds singing, and watch the tide roll in with all the sea life that moves in with it. Watch the manatees roll around with their young, take in the Eastern exposure with the bright sun on the dock all day and in the screened area This unit sleeps 2 and provides the shared use of two kayaks, with the guest in the other unit. Welcome to tranquility Enjoy the newly renovated screened in Florida room with beautiful new hurricane proof sliding doors

Top guest favorite
The private pool area showcases a sparkling blue pool, complete with a spa and sun loungers beneath vibrant red umbrellas. Lush greenery and tranquil waterfront views create a serene atmosphere, inviting relaxation and enjoyment under a bright blue sky with fluffy white clouds.
Home in Delray Beach
4.95 out of 5 average rating, 128 reviews

Waterfront Htd Pool, Spa, Pool Table, Lanai, Canal

Indulge in this luxurious 4BR 2BA haven on a picturesque waterfront property in a prime location in Delray Beach, FL. This spacious getaway offers the perfect retreat from bustling crowds with its trendy design, high-end comforts, and scenic backyard that will leave you in awe. ✔ 4 Comfortable Bedrooms ✔ Open Design Living + Pool Table ✔ Fully Equipped Kitchen ✔ Screened-In Porch ✔ Backyard (Swimming Pool, BBQ, Dining, Dock) ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Free Parking Learn more below!

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, 218 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.

Guest favorite
A charming casita is set against a lush green lawn, framed by vibrant foliage. The entrance features light blue accents and a small seating area with two white chairs, inviting relaxation. Sunlight casts gentle shadows, enhancing the welcoming appearance of the home's exterior.
Home in Delray Beach
4.93 out of 5 average rating, 136 reviews

CASITA DELRAY - 314 SW 2nd Street

Charming Renovated 2 Bedroom “Casita” Close to Downtown Delray Beach!! Beautifully Decorated with thoughtful details throughout Quality Mattresses, Bedding, Plush Pillows,, & Towels, 2 Beach Cruiser Bicycles for a quick ride downtown or to the beach 3 Beach Chairs / Beach Umbrella / Beach Towels / Yoga Mat Provided Private Fenced Backyard with Weber BBQ / Table and Chairs for Outdoor Dining / Hammock. Close to Downtown....Restaurants, Bars, Shoppes, Nightlife and award-winning BEACHES ;)

Top guest favorite
An aerial view showcases a vibrant community along the intracoastal, with lush greenery and well-maintained homes. The sparkling blue ocean is visible in the distance, complemented by a serene waterway that adds to the neighborhood's charm. Sunlight bathes the area, highlighting its inviting atmosphere.
Home in Delray Beach
4.99 out of 5 average rating, 96 reviews

Peaceful oasis - bright home 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 vacay! 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. Committed to excellence in hosting🧡

Superhost
A spacious pool area is surrounded by a well-maintained yard, featuring vibrant green foliage. Two blue umbrellas provide shade over a dining table set for six, while four lounge chairs await sunbathers. A whimsical flamingo float is resting on the water, adding a playful touch.
Home in Delray Beach
4.93 out of 5 average rating, 146 reviews

DWTN Delray Pool Home | FREE Beach Cabana service

Whether you're looking for a winter escape or a much-deserved getaway, our professionally designed, well-appointed, & newly renovated home was created with your family and friends in mind! Enjoy the warm tropical air and Caribbean blue waters of Delray Beach and all of the entertainment and nightlife that Atlantic Ave has to offer. This experience is all about fun in the sun, first-class food and drink, and plenty of laughs with your loved ones. We look forward to hosting you!

Top guest favorite
The outdoor space features a cozy firepit surrounded by several chairs, with a tiki hut providing shaded seating. A grill is positioned nearby. The heated pool overlooks the waterway, while vibrant sunset colors reflect in the sky, creating a tranquil atmosphere.
Home in Delray Beach
5 out of 5 average rating, 29 reviews

702A Delray Waterfront, Pool, Tiki Hut + Putting G

DELRAY NIGHTLY presents Waterway Palms, a 3BR/3BA waterfront Delray Beach vacation rental with heated pool, Tiki Hut, firepit, putting green, and outdoor games. Sleeps 8 with king beds, smart TVs, high-speed Wi-Fi, and chef’s kitchen. Enjoy a welcome basket, starter supplies, spacious open living areas, and resort-style outdoor fun. Just 10 minutes from Atlantic Avenue, beaches, dining, nightlife, golf, and upscale shopping. Book your luxury Florida getaway today!

Guest favorite
A sandy path leads to the beach, bordered by lush green vegetation on either side. Wooden posts with ropes define the walkway, which opens up to a view of the blue sky and the distant ocean, creating an inviting coastal atmosphere.
Condo in Delray Beach
4.87 out of 5 average rating, 220 reviews

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.

Guest favorite
An open-plan kitchen and dining area is depicted, featuring a round dining table surrounded by four blue chairs. A modern kitchen setup is visible, equipped with stainless steel appliances and sleek cabinetry. Natural light enters through a window, enhancing the clean, neutral color scheme.
Home in Delray Beach
4.85 out of 5 average rating, 62 reviews

2/1.5 Delray Getaway. Minutes from Beach

This meticulously decorated 2-bedroom, 1.5 bathroom apartment in Delray Beach offers a sophisticated living space in a beautiful neighborhood, with easy access to downtown attractions and stunning beaches. Whether indulging in the city's culinary delights, basking in the sun at the nearby beaches, or enjoying family-friendly activities, this apartment provides an ideal base for immersing yourself in the vibrant coastal lifestyle that Delray Beach has to offer.

Guest favorite
A clear blue pool occupies the outdoor area, surrounded by a wooden fence and shaded seating under umbrellas. The interior includes a dining table set for four, a modern living room with a television and ample seating, and a spacious kitchen with stainless steel appliances and white cabinetry.
Home in Deerfield Beach
4.94 out of 5 average rating, 102 reviews

Real Big 1BR/BA Unit; Pool; Near Beach

Forget your worries in this spacious and serene, modernized space. An oversized private unit. Self check-in. Full kitchen. Full bathroom. Speedy wifi. 2 Roku tvs. Washer and dryer inside. Need to cool down? Take a swim in the large pool or travel 5 mins (1.5 miles) up to the beautiful Deerfield Beach ocean. Eateries and shops galore in the immediate area, walking distance. Parking limit: 2 vehicles. Book now & enjoy. You won’t regret this stay.

Popular amenities for Highland Beach vacation rentals

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 R1,718 ZAR 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 Kitchen, Wifi, and Pool across Highland Beach rentals

  • 4.8 Average rating

    Highland Beach stays are highly rated by guests—averaging 4.8 out of 5!