Vacation rentals in Highland Beach

Guest suite in Pompano Beach

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.

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 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

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.

4.94 out of 5 average rating, 127 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!

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.

4.93 out of 5 average rating, 217 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.

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.

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 ;)

A private backyard features a heated pool surrounded by sun loungers and a thatched tiki hut. Soft lighting enhances the serene atmosphere, while palm trees and a grassy area create a tranquil oasis. A stunning sunset sky adds color to the scene.

4.94 out of 5 average rating, 108 reviews

Delray Bali House ~ Heated Pool ~ Sauna ~ Hot Tub

☆ 5% Military and First Responder Discount ☆ Escape to our Bali inspired oasis in the heart of Delray Beach! Immerse yourself in the city's vibrant culture while enjoying the local dining and shopping scene. Take a quick ride to the pristine beach for a fun-filled day of swimming, paddle-boarding, and boating, or head over to Lake Ida for a peaceful fishing trip. Unwind in the tranquil amenity filled backyard. Rejuvenate and make long lasting memories with your loved ones. Welcome!

4.96 out of 5 average rating, 218 reviews

A row of blue beach chairs with matching umbrellas is set up on a sandy beach, providing shade against the sun. The calm ocean waters can be seen in the background, with a clear sky filled with soft clouds overhead.

Cottage in Delray Beach

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

4.87 out of 5 average rating, 220 reviews

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

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.

Superhost

A spacious living area features natural wood beams overhead and large windows allowing natural light to fill the space. A comfortable sectional sofa with colorful cushions is positioned next to a modern coffee table. A dining table is visible, accompanied by mid-century style chairs.

4.82 out of 5 average rating, 106 reviews

2 Bed Cottage walk to Pineapple Grove Ave & Beach

Keep it simple at this peaceful and centrally-located place. This remodeled cottage features a brand new kitchen and bathroom. Spend your days either relaxing in the quiet patio surrounded by greenery or walk to Pineapple Grove or the Ave for a drink or bite to eat. Enjoy time at the beach with your friends and family and in the evening take a stroll through the historic district soaking in the real culture of Delray Beach.

An outdoor covered patio features seating arrangements with comfortable furniture, complemented by decorative cushions. A fan hangs from the wooden ceiling, providing a cooling breeze. The lush backyard offers views of a large heated pool surrounded by tropical landscaping.

4.93 out of 5 average rating, 116 reviews

Heated Pool! 1 Mile To Beach & Atlantic Avenue!

COZY COTTAGE STYLE HOME W/COASTAL FINISHES, BEAUTIFULLY FURNISHED IN THE HEART OF DELRAY BEACH. THIS BEAUTIFUL HOME INCLUDES 3 BEDROOMS & 2 BATHROOMS & A LARGE HEATED POOL! 1 MILE TO THE BEACH, ATLANTIC AVENUE, WATER-SPORT ACTIVITIES, FINE AND CASUAL DINING, NIGHT LIFE & UPSCALE SHOPPING & MINUTES TO BOCA RATON. BEAUTIFUL COVERED PATIO TO GRILL AND RELAX ON SOME LOUNGE CHAIRS WHILE OVERLOOKING THE LARGE HEATED POOL!

A modern kitchen showcases vibrant blue cabinetry contrasted by stainless steel appliances. The quartz countertops and herringbone pattern backsplash add a contemporary touch. Shelving with decorative items is seen above, enhancing the functional layout of this inviting cooking space.

4.94 out of 5 average rating, 247 reviews

the poet's pad treehouse vibes with cool design

With its treehouse ambiance, the Orange Door Suite contrastingly features a boldly updated kitchen. All new stainless steel appliances, quartz countertops, and a newly renovated bath, this unit boasts a quirky, luxurious, and modern interior. The large windows let in loads of natural sunlight, and a glimpse of picturesque views of the trees. The outdoor scapes will remind you of a dreamy Key West bungalow!

Home in Poinsettia Heights

5 out of 5 average rating, 111 reviews

Casa Déjàvu 5*spot Heated pool /HotTub /8min Beach

Welcome to CASA DÉJÀ VU A high-end space thoughtfully created just for you, in the heart of Fort Lauderdale. ✔️ 8 min to the beach | 10 min to Las Olas ✔️ Heated saltwater pool + outdoor hot tub ✔️ Garden with gazebo, BBQ & loungers ✔️ 2 beds (King + Queen), fast Wi-Fi ✔️ Fully equipped kitchen + Smart TVs ✔️ Free bikes & beach gear ✔️ Quiet and safe neighborhood ✔️ Free parking + 24/7 hosts

Popular amenities for Highland Beach vacation rentals

Beachfront

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Highland Beach beach vacation rentals

A serene beach scene is depicted, featuring soft, golden sand that meets gentle waves lapping against the shore. The clear blue sky extends above, with a few wispy clouds visible in the distance, creating a tranquil coastal atmosphere.

4.93 out of 5 average rating, 108 reviews

Gorgeous studio just steps from the beach

The image captures a nighttime view of the ocean, with gentle waves lapping at the shore under a cloudy sky. The moonlight reflects off the water, creating shimmering patterns across the surface. The overall scene conveys a serene and tranquil atmosphere.

4.9 out of 5 average rating, 229 reviews

Direct beautiful beach and ocean view

4.91 out of 5 average rating, 111 reviews

A paved pathway is lined with palm trees and potted plants, leading towards the beach in the background. The scene captures the essence of the community with neighboring cottages visible on either side and a clear blue sky overhead.

Cottage in Pompano Beach

Pompano Beach Private Ocean Cottage Unit 11.

4.87 out of 5 average rating, 140 reviews

Home in Tamarac

The Leonie! Luxury Home (Woodlands Country Club)

A serene beach scene showcases the sun setting over the ocean, casting warm hues across the sky. Gentle waves meet sandy shorelines, with sparse vegetation visible in the foreground. A wooden structure in the left corner indicates proximity to the beach.

4.88 out of 5 average rating, 239 reviews

03 Beachfront- Rustic & Cozy Apartment(4-5 guest)

4.92 out of 5 average rating, 149 reviews

A serene backyard showcases a heated pool surrounded by tropical landscaping. The two-story house features a spacious terrace above with seating, and large glass doors invite views of the interior living area. Comfortable lounge chairs and a dining table can be seen by the pool.

Home in Lauderdale Beach

4 bed/4,5 bath Beach House in Fort Lauderdale

An open living area features a sectional sofa with decorative pillows and a white coffee table. A dining table with modern chairs is positioned near a well-equipped kitchen, showcasing stainless steel appliances. Light wooden flooring complements the overall contemporary design.

4.98 out of 5 average rating, 126 reviews

Oasis Bungalow by the Beach with Pool & Hot Tub

Apartment in Deerfield Beach

A view of the beach is captured, featuring gentle waves lapping at the shore. Tall palm trees frame the image, while a row of parked cars is visible along a paved area. Beachgoers can be seen enjoying the sunny day in the background.

4.91 out of 5 average rating, 180 reviews

Remodeled ocean front Apartment

Other great vacation rentals in Highland Beach

Guesthouse in Pompano Beach

A spacious outdoor area is featured, with a lush green lawn and neatly arranged landscaping. Colorful umbrellas are visible in the background, and a vibrant sunset casts soft hues across the sky. Decorative string lights create an inviting ambiance for evening relaxation.

4.93 out of 5 average rating, 42 reviews

Quiet TINY Cabana Studio *Early Check In*

5 out of 5 average rating, 20 reviews

A serene backyard features a private heated saltwater pool surrounded by lush greenery. Two shaded lounge areas, one with a table and chairs, and the other with vibrant blue seating, provide ample space for relaxation. An inviting atmosphere is created by the natural light and shade from umbrellas.

Cottage in Delray Beach

Delray Sunshine Cottage with Pool and Beach Pass

Apartment in Delray Beach

5 out of 5 average rating, 11 reviews

Beach condo getaway!

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.

4.99 out of 5 average rating, 96 reviews

Peaceful oasis - bright home with cozy backyard ☘

4.98 out of 5 average rating, 87 reviews

A living area is showcased with a green sofa and red armchair, complemented by decorative pillows. A coffee table with a plant sits on a colorful patterned rug. A large art piece with vivid colors is displayed on the adjacent wall, illuminating the space.

Villa in Delray Beach

Cute Villa next to the beach!

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.

4.85 out of 5 average rating, 62 reviews

2/1.5 Delray Getaway. Minutes from Beach

An outdoor seating area under a thatched roof features comfortable lounge furniture arranged around a gas fire table. A flat-screen TV is mounted nearby. The inviting pool is visible in the background, surrounded by tropical landscaping and sun loungers.

4.99 out of 5 average rating, 89 reviews

Paradise Palms our tropical oasis in Delray/Boca!