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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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Guest favourite
The outdoor space features a newly built deck surrounding a pool, with vibrant blue water reflecting a colorful sunset. Adirondack chairs are positioned on the deck, offering a tranquil spot for relaxation. Lush greenery surrounds the area, providing privacy and a serene atmosphere.
Home in Delray Beach
4.94 out of 5 average rating, 119 reviews

Shark Tank Getaway | Heated Pool and Hot Tub

Welcome to the Shark Tank! Perfect for families, groups, or anyone wanting a fun, comfortable home base, this themed stay offers spacious living areas, a fully stocked kitchen, and cozy bedrooms to help you relax after a day out. Whether you're planning beach days, exploring the area, or staying in for game night, Shark Tank sets you up for a memorable stay. This home is a 5 minute drive down Atlantic Avenue to downtown and the beach with restaurants, shops, parks, boat tours, and more locally.

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
4.86 out of 5 average rating, 21 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.

Guest favourite
Home in Delray Beach
4.84 out of 5 average rating, 153 reviews

Delray Beach Oasis w/ Heated Pool • Near Beach

🌴 Welcome to Your Private Delray Beach Escape Relax, recharge, and enjoy the best of Florida Spacious 4-bedroom home with a private HEATED pool, perfectly located just minutes from Delray Beach and Atlantic Avenue. Comfortable beds and mattress. Whole Foods, Starbucks, Chick-fil-A, Trader Joe's, Target and so much more just a step away. Located on a quiet, family oriented "no outlet" St 3 min ride to amazing beach or relax in the hammock by the pool YOUR PERFECT VACATION! starts here

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
4.82 out of 5 average rating, 108 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
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.
Home in Boca Raton
4.98 out of 5 average rating, 100 reviews

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

Artsy CLEAN contemporary private home, totally updated. (5*STAR rated VRBO) Located in a quiet, charming neighborhood 5minutes from the beach! Private*NEW ELECTRIC*HEATED POOL! Great location in the heart of East Boca! Very close to restaurants, grocery store,FAU, beautiful Mizner Park, shops. Comfy mattresses, free high speed WiFi, free parking, 4 flat screen TV’s and cable w/ ability to record shows. Primary bath has jetted jacuzzi tub. Updated kitchen with lots of cookware. Come and enjoy!

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, 223 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
The spacious outdoor area features a heated pool surrounded by a deck with lounge chairs. Lush greenery creates a private atmosphere, while a soft sunset sky casts warm colors over the scene. Adirondack chairs are positioned nearby for additional relaxation.
Home in Pompano Beach
4.95 out of 5 average rating, 331 reviews

Sunhouse• Private htd pool Oasis 5 min to beach!

Welcome to Sunhouse, your private pool oasis in the perfect location: Just 1.3 miles from the beach and the Pompano Beach Fishing Village! (That's a 5 min car ride!) The perfect Florida escape with everything you need plus the luxury of your own (BIG) heated pool! Relax in the backyard with comfy loungers, adirondack chairs, BBQ, and pool toys. Want to explore? Hop on our bikes for a quick 10-min ride to one of Florida's best beaches, where you'll find the best restaurants & shops!

Guest favourite
Home in Boca Raton
4.89 out of 5 average rating, 115 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 heated pool invites relaxation, surrounded by a serene yard with tropical palm trees. Colorful floats rest on the water's surface, while sun loungers and conversation chairs provide ample seating for enjoying the outdoors.
Home in Delray Beach
4.93 out of 5 average rating, 145 reviews

Heated Pool | King Bd | Cozy Backyard | Quiet Stay

Feel right at home at The Royal House, nestled in a peaceful neighborhood perfect for a relaxing family retreat. Experience year-round enjoyment with our heated pool, ensuring an endless swimsuit season. Whether it's day or night, warm or cool, the pool is ready for you to dive in and unwind in a private and peaceful setting. Ideal location: 10 minute drive - Downtown Atlantic Ave 10 minute drive - Beach 5 minute drive - Kings Point 5 minute drive - I-95 & Turnpike

Guest favourite
Home in Boca Raton
4.93 out of 5 average rating, 149 reviews

Luxury 3brm lakehouse. Pool, Tiki , golf & Fishing

Fully renovated 3 bedroom lake front home in a peaceful neighborhood in West Boca Raton. Luxurious backyard fun for all ages! Large outdoor living area under tiki hut, private golf putting green, mess free turf and clean concrete patio perfect for fishing, sunbathing and cooking. Fully equipped kitchen , full size arcade games, ps5, 60” smart tvs in every room and outside! Message us directly for monthly+ stays/additional questions.

Top guest favourite
A spacious outdoor living area is sheltered by a thatched roof, featuring a comfortable sectional sofa and a coffee table. The space is highlighted by a large TV mounted on the wall and overlooks a heated saltwater pool surrounded by lounge chairs and a hammock.
Bungalow in Pompano Beach
5 out of 5 average rating, 156 reviews

Private Bungalow Steps to Beach | Saltwater Pool

Welcome to Bungalow East in Pompano Beach—ideally located just 200 yards (180m) from the Atlantic Ocean. This private beach bungalow was created with the perfect family getaway in mind, thoughtfully designed to meet the same standards we look for when traveling ourselves. Relax in the tranquil backyard, featuring premium artificial grass beneath a spacious tiki hut in a resort style setting.

Guest favourite
A spacious living area features a large sectional sofa and a flat-screen TV mounted on the wall. Light-colored walls and tile flooring enhance the airy feeling. Decorative plants and artwork add subtle touches, while natural light fills the room through windows.
Home in Boca Raton
4.89 out of 5 average rating, 184 reviews

2BR | Hot Tub W/ Peaceful Backyard • 1 Mi to Beach

Enjoy sun-soaked days at this cozy 2BR/2BA South Florida retreat, just 0.9 miles from the beach and 2 miles from Florida Atlantic University ( FAU ). Relax in your private backyard with a hot tub and outdoor dining area. Perfect for a romantic escape, family getaway, or work trip—close to Downtown Boca, Delray, shops, and restaurants. Book now and experience the best of South Florida!

Popular amenities for Highland Beach family-friendly rentals