House vacation rentals in Highland Beach

A tropical backyard is showcased, featuring a kidney-shaped pool surrounded by palm trees and lounge chairs. A nearby deck area includes a dining table under a vibrant red umbrella. The bungalow's exterior is visible in the background, completing the serene outdoor setting.

4.91 out of 5 average rating, 211 reviews

Grab Flip Flops & Wine Glasses ✦ RELAX ✦ Welcome!

• 6 blocks to downtown restaurants, boutiques, bars (Atlantic Ave) • 10 blocks to beach 🏝 • 1940's Key West style bungalow & private cottage • Tropical fenced-in backyard, pool & deck • Freebee™ Electric cart rides all over Delray Beach • Cozy, comfy, beachy interior • Secure, keyless entry w/ parking for 3 cars • Coffee + Tea bar • All chef essentials provided, dog-friendly, infant pack-n-play, outdoor BBQ, washer & dryer, beach chairs/towels/umbrella, 2 cruiser bikes, pool floats & more 🏖

4.83 out of 5 average rating, 100 reviews

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

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!

4.9 out of 5 average rating, 145 reviews

Family & Pet Friendly NEAR Beach/AtlanticAve/FAU

Central Location - Quick drive to the beach! ▪️5 min. drive (1.8 miles) to the Beach ▪️3 min. drive (3/4 mile) to Downtown Delray - Restaurants, shops, bars and night life ▪️5 min. drive to the nearest grocery store - Publix, Bedner's Farm Fresh Market ▪️7 min. drive (2.7 miles) to Target/Trader Joe's ▪️2 min. drive to the Historic Swinton Ave ▪️2 min. drive to the Delray Tennis Center ▪️20 min. drive (18 miles) to West Palm Beach Airport ▪️35 min. drive (32 miles) to Fort Lauderdale Airport

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 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.

4.93 out of 5 average rating, 241 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 feet 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!

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 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.

4.98 out of 5 average rating, 189 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.

A spacious living area is defined by a high, wooden ceiling and neutral tones. A white sofa is positioned against a textured brick wall, accompanied by a round dining table and blue chairs. A large window allows natural light, complemented by a vibrant piece of artwork and decorative elements.

4.86 out of 5 average rating, 139 reviews

2 BD Delray Beach Cottage walk to The Ave & beach

Your friends and family will be close to everything when you stay at this centrally-located trendy apartment in the Historic District of Delray Beach. This newly remodeled mid-century modern apt features a brand new kitchen where guests can gather and cook up their favorite meals. Spend your days tanning and swimming at the beach before relaxing in your private patio for an afternoon drink then walk over to Pineapple Grove and "the Ave" for live music, great food, dancing, and fun!

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!

Beach chairs are set up under large blue umbrellas on white sand. The tranquil ocean waves can be seen in the distance, blending into a clear sky with soft clouds. A sign indicates that a beach membership is included with the stay.

4.92 out of 5 average rating, 141 reviews

Downtown Beach Home w/FREE Beach Cabana membership

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!

4.94 out of 5 average rating, 102 reviews

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

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 house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 108 reviews

A spacious outdoor area features a heated, screened-in pool with colorful inflatable toys. Nearby, a well-maintained game area includes artificial turf and classic games. The contemporary kitchen showcases stainless steel appliances and a large island with seating, while the living room enjoys natural light and comfortable seating.

Home in Deerfield Beach

Luxe 3-Bedroom Vacation Home|Pool|Blocks to Beach

5 out of 5 average rating, 5 reviews

Luxury Tropical Family Oasis

4.88 out of 5 average rating, 100 reviews

3 Bed, 3 Bath. Heated pool. 1 mile from beach!

5 out of 5 average rating, 4 reviews

Heated Pool, Hot Tub, Pickleball & Putting Green

A private pool and spa are framed by spacious patio tiles, inviting relaxation. Lush palm trees provide shade, while a charming pergola can be seen in the background. The light-colored home features multiple sliding doors that open to the outdoor space, enhancing access to the sunlit area.

5 out of 5 average rating, 14 reviews

Walk to beach pool and spa home

5 out of 5 average rating, 103 reviews

A spacious pool area is presented, featuring a rectangular pool surrounded by lounge chairs and tropical landscaping. A thatched-roof gazebo offers a shaded seating area in the background, while a large umbrella provides additional shade near the pool. The bright blue sky enhances the inviting atmosphere.

Home in Dreher Park

Jungle Oasis with Heated Pool, Tiki Hut & Hot Tub

4.97 out of 5 average rating, 157 reviews

A tiki hut with cozy seating sits by the waterfront, illuminated by decorative lights. A kayak rests nearby on the dock, which leads to a tranquil canal reflecting the warm hues of a sunset. Tropical landscaping surrounds the heated saltwater pool.

Home in Pompano Beach

Near Beach/kayaks/HtdPool/Tiki/BBQ/Gameroom

A modern living area features a large, plush sectional sofa arranged around a dark coffee table. A wall-mounted television is positioned above a stylish wooden console, complemented by indoor greenery. Natural light floods the space through expansive windows, enhancing the serene atmosphere.

4.97 out of 5 average rating, 95 reviews

Luxury close to beach heat pool/hot tub/pool table

Weekly house rentals

A modern kitchen and dining area features sleek stainless steel appliances and a spacious dining table. Elegant pendant lights hang above high-backed chairs, and large windows allow natural light to illuminate the marble floors, creating an open and inviting space for gatherings.

4.95 out of 5 average rating, 37 reviews

Tropical Harbor of fun and fishing

5 out of 5 average rating, 20 reviews

Home in Boynton Beach

Sunny Retreat in Boynton Beach

A spacious living area features a modern sectional sofa with neutral tones, accented by decorative pillows. A round wooden coffee table is positioned on a textured area rug. The open layout seamlessly connects to a well-appointed kitchen, illuminated by recessed lighting.

4.8 out of 5 average rating, 55 reviews

Chic Delray Beach Getaway | Bikes, Hot Tub & Sun!

4.93 out of 5 average rating, 45 reviews

Home in Deerfield Beach

Sunseeker at Deerfield Beach

5 out of 5 average rating, 10 reviews

Peaceful tropical paradise in Delray heart

A dining area is highlighted by a large table with light-colored wood and comfortable chairs. Large windows provide ample natural light and a view of the outdoor space, featuring a pool and lounge chairs under shaded umbrellas.

5 out of 5 average rating, 25 reviews

Villa Sunshine - Luxury Home, Heated Pool

4.93 out of 5 average rating, 15 reviews

An open-concept living area features a modern kitchen with wood cabinetry and stainless steel appliances. A dining area with bar stools offers a casual eating space. Comfortably arranged seating, including light armchairs and a neutral area rug, creates an inviting space with natural light from large windows.

Home in Boynton Beach

New Upscale Luxury Finish Home 8m to Beach

A private outdoor space features a heated saltwater pool surrounded by a manicured lawn. Lounge chairs and a patio set are placed nearby, while lush tropical plants and palm trees create a serene atmosphere. A pink float adds a pop of color to the pool.

4.98 out of 5 average rating, 90 reviews

EAST BOCA RATON 1MILE TO BEACH! PRIVATE POOL HOME!

Private house rentals

An inviting exterior view of the property is presented at dusk, featuring soft lighting from the windows. The brick pathway winds through well-maintained landscaping, with palm trees and vibrant foliage adding to the serene setting. A covered area provides shade amidst the tropical surroundings.

4.91 out of 5 average rating, 65 reviews

Charming Delray Beach House

An outdoor dining area is set on a stone patio, featuring a round glass table with turquoise plates arranged. A lantern with a candle sits in the center, providing soft lighting. An umbrella offers shade, while twinkling lights adorn the surrounding trees and a green lawn.

4.98 out of 5 average rating, 49 reviews

2 mins to Downtown Atlantic Ave *600MBPS* BbQ* W/D

4.83 out of 5 average rating, 48 reviews

East Delray BEACH/Atlantic Ave/ family

5 out of 5 average rating, 3 reviews

3/2 Home with Pool & Backyard in East Delray

A bright and airy open-concept living space features light-colored wood flooring and modern furnishings. The dining area showcases a white table surrounded by woven chairs. A spacious kitchen can be seen in the background, with sleek cabinetry and a large island. Natural light pours in through multiple windows.

5 out of 5 average rating, 20 reviews

Stunning 3 BED modern pool home by the Beach

An open living area features a comfortable seating arrangement with gray sofas and patterned armchairs. Large windows allow natural light to fill the space, offering a view of the outdoor area. A modern kitchen is visible in the background, equipped with sleek appliances and bar seating.

5 out of 5 average rating, 9 reviews

The Beach Nest - Delray Getaway

A spacious outdoor area features a saltwater pool surrounded by stone tiles. A spa with multiple jets is situated beside the pool. Comfortable lounge chairs and a dining area are positioned under an overhang, with well-maintained grass and tropical plants enhancing the environment.

4.97 out of 5 average rating, 32 reviews

A quiet, relaxing, hidden oasis.

An inviting living area features a large sectional sofa adorned with colorful cushions, paired with a wooden coffee table. High, beamed ceilings and ample natural light create an open atmosphere. A staircase leads to the upper level, while a dining table awaits nearby, enhancing the communal feel.