Family-friendly holiday rentals in Highland Beach

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Top-rated family-friendly rentals in Highland Beach

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
A spacious backyard is surrounded by tall palm trees and manicured grass. The area includes a patio where seating may be arranged, providing a serene outdoor space. A wooden fence offers privacy, while the bright sky and soft clouds create a calm backdrop.
Home in Boca Raton
4.89 out of 5 average rating, 19 reviews

Cozy private house with lush yard

This stylish retreat is just a 5 minute drive from the beach! Enjoy a cozy living area, fully stocked kitchen, spa grade bathrooms and new appliances! The lush, golf-course-like grass outside is perfect for family fun and BBQ’s. This home features modern upgrades throughout and has plenty of natural light to view the landscaping and fruit trees. This home will make you not want to leave, but if you do - Delray Beach is a short drive away! We have plenty of surfboards, which you’re welcome to use

Guest favourite
The pool area features a heated saltwater pool, surrounded by a secure child fence. Clear blue water glistens under the sun, while a spacious deck offers a tranquil space for relaxation. The area is framed by palm trees and a well-maintained green landscape.
Home in Boca Raton
4.82 out of 5 average rating, 190 reviews

1mi to Beach 2 Suite 4bd/3bth Home with Pool &Spa

Newly renovated house with amazing heated saltwater pool and spa just a mile away from some of the best beaches in the U.S and convenient to shopping, restaurants and transportation. Located in a quiet, family oriented neighborhood , our house comes with two master suites , a full kitchen, comfortable memory foam beds , large theater TV , fast Wifi , Keurig with included coffee , bbq grill plus many other extras. Its the perfect place for a quiet, relaxing and private family beach getaway.

Guest favourite
A single-story villa is shown, with a white exterior and a welcoming front door adorned with a glass panel. Lush greenery and low shrubs outline the pathway, which is laid with red brick. Palm trees softly frame the entrance, enhancing the inviting atmosphere.
Flat in Highland Beach
4.85 out of 5 average rating, 20 reviews

Cozy Villa Steps From Beach

Looking for a single story beautifully furnished villa in the exclusive community of Highland Beach, look no further this is it. Located directly across from the beach and minutes to Atlantic Avenue in Delray. This villa comes with 2 spacious bedrooms and 2 full baths! Enjoy the 2 car parking, fenced in patio, community pool, private beach access on A1A, and direct entry to your home with no shared common spaces. Pet Friendly on a case by case basis. All essentials are included in the house.

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, 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 favourite
Home in Delray Beach
4.99 out of 5 average rating, 100 reviews

Peaceful 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🧡

Guest favourite
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, 210 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
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.
Home in Delray Beach
4.93 out of 5 average rating, 120 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!

Guest favourite
Home in Boca Raton
4.88 out of 5 average rating, 106 reviews

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

Newly remodeled Spanish style three Bedroom, three bath, pool home in the heart of EAST Boca Raton. Enjoy the newly built tiki hut pool side! The tiki hut has a comfortable couch and TV. The beach is one mile away. Mizner park is just a few blocks away with plenty of amazing restaurants and nightlife. Walking distance to Boca Raton Brightline station. Centrally located property-your family will be close to everything. Plenty of parking. Pool heater available for additional fee.

Superhost
A modern living area features a large sectional sofa adorned with blue and white cushions, paired with a stylish dining table set for six. A unique light fixture hangs above the table, while large windows allow natural light to enhance the space. Decor elements include a decorative centerpiece.
Home in Delray Beach
4.88 out of 5 average rating, 41 reviews

Modern Delray Beach Charmer

Discover comfort and style at our 3-bedroom, 2.5-bath retreat! Immerse yourself in the vibrant local scene, just moments away from the renowned Ave in Delray Beach, offering eclectic shops, gourmet dining, and lively entertainment. Inside, enjoy modern charm with spacious living areas, a fully equipped kitchen, and serene bedrooms. Unwind on the private turfed patio or explore nearby beaches. A perfect blend of convenience and luxury awaits at this inviting Delray Beach escape

Guest favourite
Aerial view of a vibrant coastal area featuring a private pool surrounded by lush greenery. Nearby homes showcase well-maintained landscaping, with the ocean visible in the background. The beach is a short distance away, enhancing the appeal of the location.
Bungalow in Highland Beach
4.89 out of 5 average rating, 47 reviews

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!

Top guest favourite
A sandy pathway leads through lush green vegetation toward the beach, flanked by palm trees. A vibrant sunset casts an orange and pink hue across the sky, creating a picturesque backdrop against the ocean horizon.
Guest house in Delray Beach
4.87 out of 5 average rating, 252 reviews

4 Bed on the Water - Luxury Beach Retreat

Perfect location in Delray Beach. Steps to the sand and just a short walk to Atlantic Avenue shops, bars, restaurants, and attractions. High speed wireless internet and HD DirecTV with DVR in every bedroom! Plenty of beach towels and sunscreen provided! Granite countertops in kitchen and bathrooms. Stainless Steel Appliances. Beach entrance is near kayak rentals, volleyball courts, surf/paddle board rentals, and plenty of cabanas. Parking spot included.

Guest favourite
The outdoor area features a heated pool surrounded by a spacious patio, with sun loungers placed nearby. A spa is integrated into the pool design. The house showcases large windows and architectural details, with soft evening light illuminating the space.
Home in Delray Beach
5 out of 5 average rating, 12 reviews

944 Large Home in Tropic Isles | by Brampton Park

Exclusively Managed by Brampton Park Heated Pool, Pet Friendly 4 Bedroom 3.5 Bathroom Family Home located in Tropic Isles Expansive views of the water from the backyard and master suite, and bedroom 3 (with balcony) High end furnishings and appliances throughout Beautiful formal living room with wet bar and cozy family room with large TV and sound bar Cafe, restaurants just 1/2 a mile away, Fresh market *Use of the Dock requires Prior Approval*

Popular amenities for Highland Beach family-friendly rentals

Quick stats about holiday rentals that are family-friendly 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 1,060 verified reviews to help you choose

  • 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 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!