
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.

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!

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.

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 !

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!

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🧡

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.

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.

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

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!

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.

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. 🌴☀️

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
Family-friendly home rentals with a hot tub

Dream Yard Oasis Heated Pool Near Beach Sleeps 10

Delray Bali House ~ Heated Pool ~ Sauna ~ Hot Tub

Island Oasis Home in Deerfield Beach

Curated Luxury Retreat | Pool • Spa • 8 min Beach

New River Lodge - Old-Florida style w/heated pool!

Shark Tank Getaway | Heated Pool and Hot Tub

Private Guesthouse centrally located

Luxury Vacation Home -Private pool, Outdoor living
Family- and pet-friendly home rentals

Retreat w Heated POOL,Family/Dog Friendly, 3/2

Luxury Boca Stay • Pool, Hot Tub & Intracoastal

Turquoise 4BR/3BA Heated Pool Home

Heated Pool & Tiki Hut • Sleeps 10

Oceanfront Boca Oasis | Beach Gear | Pool &Jacuzzi

Next to Boca & The Beach | Tropical & Trendy 1-br

Charming Beach House with Pool! Great location!

Delray Beach Oasis with Hot Tub & Outdoor Shower
Family-friendly home rentals with a pool

Waterfront 3BR! Spacious Dock, King Bed, BBQ

Delray Sunshine Cottage w/ Private Backyard & Pool

Exclusive stay in the heart of sunny Delray Beach

The Gordon Camelot- 4bedrooms | 3 bathrooms| Pool

Luxurious Penthouse Near Beach with Sunset Views

Beautiful 4bed/4bath Home in Wellington

Tropic Paradise~The Perfect Delray Beach Escape~

The Park House
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!
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