Family-friendly vacation rentals in Highland Beach

Find and book unique family-friendly homes on Airbnb

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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Top guest favorite
A bright sunlit dining area features a round white table surrounded by chairs, with a green plant in a pot nearby. Large glass windows overlook a pool and landscaped backyard, framed by tropical palm trees and vibrant greenery.
Villa in Pompano Beach
5 out of 5 average rating, 229 reviews

Oasis Waterfront! Boat Rental/Spa/BBQ/Kayaks/Pool!

Nautical themed waterfront villa on the nicest street in the city. Watch boats go by with coffee on the 70' dock, join them by renting our boat, or get on the water using our complementary paddle boards & kayaks. Split floor plan and enclosed patio complete with arcade games/foosball overlooking backyard. Grill out under the open back patio watching your favorite team on our outdoor smart TV. The heated pool encourages socializing with various seating plus a large hot tub. 3 miles to the beach!

Guest favorite
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
4.81 out of 5 average rating, 188 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 favorite
Home in Boca Raton
5 out of 5 average rating, 5 reviews

Beautiful Pool Home in Boca Raton

Your family will be close to everything when you stay at this centrally-located place. Beautiful 3 bed/3 bath house , located in prestigious community in Boca Raton, just within a short drive to the beaches, Mizner Park, shopping, dining and natural trails! Enjoy the bright open floor plan and lush private backyard with pool and hot tub. Fully equipped kitchen, modern bathrooms and cosy furnishings will make you feel at home. Community play ground and tennis courts are amazing extra features !

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

Peacedul 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 favorite
An unheated swimming pool with clear blue water is surrounded by a fenced patio. Lush palm trees frame the area, providing a tropical feel. The sunny sky enhances the serene atmosphere of the backyard space, with green grass visible in the background.
Bungalow in Wellington
4.85 out of 5 average rating, 117 reviews

Cozy waterfront king-bed bungalow in Wellington

Spacious 2150sqf waterfront pool house! Three charming French doors are leading from the master bedroom, dining and living rooms to a serene back patio with a view of the pool and waterfront. Minutes from the IPC, Equestrian centers, the Green Mall, and many restaurants and shops. 20 minutes from the ocean. Bring the whole family to this peaceful place with lots of room for fun and relaxation. For the fans of fishing, there is a rod with accessories in the garage for you to use and enjoy.

Top 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
4.99 out of 5 average rating, 207 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.

Top guest favorite
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
4.96 out of 5 average rating, 234 reviews

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

Guest favorite
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, 45 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!

Guest favorite
Condo in Delray Beach
4.87 out of 5 average rating, 233 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.

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, 139 reviews

Waterfront Htd Pool, Spa, Billiards, Lanai, Canal

🌴 Relax at this luxury waterfront Delray Beach retreat in Delray Beach, featuring a heated pool & spa, private dock, screened porch with string lights & Smart TV, pool table, BBQ, and canal views. Bright open living and flexible sleeping for up to 10 guests make it perfect for families and groups seeking comfort, space, and true South Florida relaxation. Message us today and enjoy waterfront luxury, sunshine, and relaxation — all in one exceptional stay. 🌴☀️

Guest favorite
A bedroom features a large blue quilt draped over a spacious bed, complemented by decorative pillows. A wooden sign with welcoming text is placed on a nightstand. Artful photographs hang on the wall above, showcasing various scenic views and moments.
Guest suite in Boca Raton
4.83 out of 5 average rating, 253 reviews

Walk to Mizner/Brightline, Parking, Wi-Fi, Patio

Studio with outdoor patio including table, loungers and BBQ. Located in Downtown Boca: 8 minute walk to the Brightline train station, 7 blocks from popular Mizner Park, 1.9 miles from the beach and 1 mile from FAU. The safety of our guests is of utmost importance. We're taking every precaution & wipe down every surface with commercial grade disinfecting solution as we prepare for your stay.

Popular amenities for Highland Beach family-friendly rentals

Quick stats about vacation rentals that are family-friendly in Highland Beach

  • Total vacation rentals

    Explore 40 vacation rentals in Highland Beach

  • Nightly prices starting at

    Highland Beach vacation rentals start at ﺩ.ﺇ404 per night before taxes and fees

  • Verified guest reviews

    Over 1,060 verified reviews to help you choose

  • 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!