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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Top Guest favourite
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
5 out of 5 average rating, 117 reviews

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

JUST ACHIEVED COVETED TOP 1 % of all AIRBB Properties. Enjoy a magical beach vacation at this new-renovated, single-story home. Indulge in evening cocktails under the covered patio and enjoy a screened in, heated pool – completely pest-free! Inside, find a stylish living room, a modern kitchen, and three lovely bedrooms. Room for the whole family plus a MILE to the beach.Large Capacity Washer & Dryer 4 Min Drive to Island Water Sports 5 Min Drive to Beach 7 Min Drive to Mizner Park High Repeats

Top Guest favourite
Beach chairs and umbrellas are arranged on a sandy shore, ready for relaxation. The living area features a comfortable sofa facing a vibrant teal media console, while the bedroom showcases a tranquil blue theme with a spacious bed. A private balcony offers outdoor seating.
Guesthouse in Delray Beach
4.94 out of 5 average rating, 217 reviews

Beach Retreat-W/Cabana Service*Walk to Downtown*

Looking for the perfect romantic getaway? Look no further than this charming, newly renovated one-bedroom home in the most picturesque town on Florida’s coast. Enjoy the ocean breeze and azure waters of Delray Beach and live like locals as you enjoy being in historic downtown, stroll to the beaches, and enjoy the local attractions. 4 Min Walk to Pineapple grove + Atlantic Ave 4 Min Drive to Delray Beach 9 Min Drive to Wakodahatche Wetlands Learn More Below and Experience Delray Beach With Us!

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!

Guest favourite
A serene outdoor space featuring a heated pool surrounded by palm trees and lounge chairs. A wooden dock extends into the intracoastal waterway, providing a picturesque view. The patio area includes shaded seating arrangements, creating an inviting setting for relaxation.
Condo in Pompano Beach
4.85 out of 5 average rating, 274 reviews

ON CANAL! Pool+Walk to BEACH! Boat Watch! 1b/1b

Beautiful 1 bedroom condo located directly on the intracoastal with a heated pool. This unit DOES NOT have water view from the condo BUT has amazing views of the intracoastal waterway from the patio/pool area. Enjoy watching the yachts sail by along with taking in amazing sunsets from the dock. Work from home, 1 block from the beach! Quiet and peaceful. Within walking distance to many shops and local amenities! Perfect for couples, young families and groups of friends traveling together.

Superhost
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.
Home in Delray Beach
4.92 out of 5 average rating, 257 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 ft 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!

Guest favourite
A refreshing heated pool features two loungers set in shallow water, providing a relaxing space for sunbathing. A circular table sits between the loungers, flanked by a vibrant patio umbrella. Surrounding greenery offers privacy, creating a serene atmosphere.
Home in Delray Beach
4.94 out of 5 average rating, 111 reviews

Spacious Designer Home Htd Pool Near Atlantic Ave

🌴 Enjoy this spacious Delray Beach retreat in Delray Beach, featuring a resort-style heated pool with sun shelf, fire pit, BBQ Ggill, cornhole, and a private backyard oasis. Inside, relax with soaring two-story living, fireplace, and modern open spaces. Comfortable bedrooms make it perfect for families and groups seeking fun, relaxation, and easy access to beaches and Atlantic Ave. Message us today and enjoy sunshine, space, and unforgettable memories — all in one perfect stay. 🌴☀️

Top 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
4.99 out of 5 average rating, 203 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 favourite
Cottage in Delray Beach
4.99 out of 5 average rating, 103 reviews

Happy Mango | Heated Pool | Walk to Atlantic Ave

Escape the winter chill and kick back in sunny Delray Beach! The Happy Mango Hideaway is a private 2-bedroom, pet-friendly cottage featuring a heated saltwater pool, spa-style bathroom (renovated Oct 2025), full kitchen, fast Wi-Fi, and cozy workspace. Walk to Atlantic Ave’s shops, cafés, and nightlife, or unwind in your fenced tropical yard. Perfect for holiday travelers, snowbirds, and remote workers seeking sunshine and serenity. Make Delray Beach your home for the holidays.

Top Guest favourite
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 favourite
A sunrise casts a golden glow over the water, with sunlight reflecting off the gentle waves. The shoreline is visible in the foreground, featuring soft sand and footprints, while a clear blue sky filled with scattered clouds completes the serene beach setting.
Apartment in Deerfield Beach
5 out of 5 average rating, 149 reviews

Lovely one bedroom apt. 1 block from beach

Location, location! Beach life! Just bring your suntan lotion. The property is located on the Boca raton Bch and Deerfield Bch line. So you have the option of a secluded Bch to relax at or the active beach with volleyball courts, shops , restaurants and and a melting pot of cultures. The Comfortable stylish apt is Steps away from the all this! Pvt yard with sitting area. It’s landscaped beautifully with flowering gardens. It’s your home away from home

Guest favourite
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, 251 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.

Guest favourite
A covered seating area features a light blue wall and is decorated with a large area rug. A spacious gray sofa and two white chairs with blue cushions surround a glass coffee table. Potted plants add greenery to the relaxing space.
Guesthouse in Boynton Beach
4.89 out of 5 average rating, 405 reviews

Cozy and clean guesthouse in Boynton Beach

Completely renovated guest house located in a quite island neighborhood. Near many shopping stores and restaurants. 10 mins to the beach. Beautiful walking areas across from the community. Plenty of free parking space. We are 11 miles south of PALM BEACH AIRPORT, 32 miles north of FORT LAUDERDALE AIRPORT and 52 miles north from MIAMI INTERNATIONAL AIRPORT, we are just over a mile from I95.

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 $155 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,060 verified reviews to help you choose

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    40 of Highland Beach holiday 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!