Family-friendly holiday 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 favourite
A serene outdoor space features a heated saltwater pool with gentle lighting reflecting off the water. A tiki hut with thatched roofing provides shade over comfortable seating. Lush greenery and palm trees surround the pool area, enhancing the tranquil ambiance during twilight.
Home in Pompano Beach
5 out of 5 average rating, 110 reviews

Sea-Renity- Paradise Oasis by Ocean w/ Pool & Spa

Remodeled duplex welcomes you to a beautiful private paradise oasis! It's the perfect atmosphere designed for family fun and pure relaxation. Enjoy a heated saltwater pool, hot tub and sun shelf. The tiki hut is perfect for sitting around the fire pit, enjoying a BBQ and sipping cocktails. A recently added outdoor TV can be viewed from the tiki hut or hot tub. Inside, relax to a 75” TV, TVs in all bedrooms, fast Wi-Fi and a fully furnished kitchen. About a mile to the ocean, restaurants & shops.

Superhost
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.
Guest suite in Pompano Beach
4.89 out of 5 average rating, 352 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.

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, 116 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
Cottage in Delray Beach
4.99 out of 5 average rating, 102 reviews

Delray Holiday Escape • Heated Pool • Walk to Ave

Escape the winter chill and celebrate the holidays 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
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.
Guest house in Delray Beach
4.94 out of 5 average rating, 212 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!

Guest favourite
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.
Apartment in Pompano Beach
4.85 out of 5 average rating, 265 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.

Top guest favourite
An aerial view highlights the property's proximity to the beach, with the coast visible in the distance. The layout includes a spacious fenced yard, and the modern interiors feature open spaces with a light color palette and comfortable furnishings.
Home in Deerfield Beach
4.99 out of 5 average rating, 173 reviews

Walk to Beach*2 bedroom*Yard*Fully Renovated*Grill

TWO BLOCKS TO PUBLIC BEACH! Completely renovated coastal modern dream vacation home in the heart of Deerfield Beach! Tons of space with large private/fenced back yard, big green space & grill, washer-dryer: all for your own personal & exclusive use. Walk two blocks to public beach, pier, boardwalk, nightlife & amazing restaurants. Surf, boat, fish, swim in the ocean. Two luxurious & clean bedrooms & two baths, + pull out queen sofa bed. Bright sunroom eating area. Bonus Ping Pong game room!

Guest favourite
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.
Flat in Delray Beach
4.75 out of 5 average rating, 275 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

Top guest favourite
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.
Home in Delray Beach
4.93 out of 5 average rating, 219 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.

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
4.93 out of 5 average rating, 105 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
4.98 out of 5 average rating, 199 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.

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 £81 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!