
Family-friendly vacation rentals in Highland Beach
Find and book unique family-friendly homes on Airbnb
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 G$23,018 GYD per night before taxes and fees

Verified guest reviews
Over 1,020 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!
Top-rated family-friendly rentals in Highland Beach
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

•Floasis• Your private FL Oasis 5 min to beach!
Kick back, relax and recharge in this calm stylish space! Floasis is located 1.3 miles from the beach, with lots of activities, restaurants and shops nearby... but honestly, once you arrive, you won't want to leave the house! You will have your private good size pool, hot tub, an amazing covered deck to relax and dine and a big grassy area for the kids or dogs to run, yoga, relaxation or just for soaking in the florida weather! It's the perfect oasis for a couple, a small family, or 2 couples!

Cozy private house with lush yard
This stylish retreat is just a 5 minute drive from the beach! Enjoy a cozy living area, fully stocked kitchen, spa grade bathrooms and new appliances! The lush, golf-course-like grass outside is perfect for family fun and BBQ’s. This home features modern upgrades throughout and has plenty of natural light to view the landscaping and fruit trees. This home will make you not want to leave, but if you do - Delray Beach is a short drive away! We have plenty of surfboards, which you’re welcome to use

Bob’s Beach House Cottage Walk Steps to beach
Private Beach Cottage. 2 bedrooms and 2 bath. Large covered patio area for outdoor living. Enjoy private walks on our wonderful Beach. The beach is only 300 yards away 2 minutes walk. Next to Nomad Surf Shop you can rent Surf & paddle boards. We take pride in having the cleanest cottage in town. All tile floors, all white linens. Our cleaning service thoroughly cleans and disinfects all surfaces and linens after each occupancy. We have parking for only two cars, one’s covered under the carport.

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.

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.

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!

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.

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

East Boca Raton pool home, 5 minutes to the beach
Welcome to " Little Castle" our newly remodeled cozy modern getaway! Excellent location, less than 5 minutes to the beach and close to all major shopping. Our home features 3 bedrooms and 2 full bathrooms, fully equipped kitchen that will make you feel at home and a comfortable living room to relax in! We have a great outdoor area with a table and chairs, hammocks, as well as a large backyard. The entire home is all to yourself. Easy self check in.

Honey Hole & Bear Den| Heated Pool | Delray Beach
Welcome to the Honey Hole! This family-friendly beach getaway is sure to have any guest relaxing all year round. Situated in a quiet and private neighborhood this home is perfect for all your vacation needs. This completely renovated home is a 5 minute drive down Atlantic Avenue to downtown and the beaches. You can find restaurants, shops, parks, boat tours, and much more locally. We look forward to hosting you!

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!

2221 Managed by Brampton Park
Exclusively Managed By Brampton Park Pet Friendly, Heated Private Pool 2 Bedroom 2 Bathroom Delray Beach Apartment Private garden with bbq, deck and heated pool 1 mile to the beach 1/2 mile to cafes and restaurants 2 miles to Atlantic Avenue Two en-suite bedrooms great for couples Second bedroom can be set up as two twin beds or one king bed, flexibility great for families
Popular amenities for Highland Beach family-friendly rentals
Family-friendly home rentals with a hot tub

{Casa Marea} ~No Fees~Beachside~King Suite

Island Oasis Home in Deerfield Beach

Private Oasis: Pool, Hot Tub, Kayaks, Near Beach

Luxury Vacation Home -Private pool, Outdoor living

Luxurious waterfront mansion - large heated pool

Htd Pool/Spa, Putt Green & G. Tee- Walk to The Ave

Spanish River Hideaway

Tropical Resort! 1mi BEACH+HTD Pool+SPA+Boat Rntl!
Family- and pet-friendly home rentals

Waterfront 3BR! Spacious Dock, King Bed, BBQ

3/2 Tranquil Home close to Beach

Coco Loco Oasis w/Saline Pool Near Deerfield Beach

Spacious Family Friendly Home with Saltwater Pool

The Sands: 2 Miles to Atlantic Ave | Walk to Beach

2/1.5 Delray Getaway. Minutes from Beach

Coastal Escape • Pool • Beach

Beachside 4 Bedroom home with large pool
Family-friendly home rentals with a pool

Heated Saltwater Pool • Fire Table• 6 Min to Beach

Private Bungalow Steps to Beach | Saltwater Pool

Delray Sunshine Cottage w/ Private Backyard & Pool

3/2 Private Home in East Delray + pool & gas grill

TROPICAL ISLAND INSPIRED POOL HOME NEAR THE BEACH

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

Lucky Delray: Resort Style, Arcade, Park, Htd Pool

Tropic Paradise~The Perfect Delray Beach Escape~
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