Family-friendly vacation rentals in Highland Beach

A spacious backyard is surrounded by tall palm trees and manicured grass. The area includes a patio where seating may be arranged, providing a serene outdoor space. A wooden fence offers privacy, while the bright sky and soft clouds create a calm backdrop.

4.9 out of 5 average rating, 21 reviews

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

The pool area features a heated saltwater pool, surrounded by a secure child fence. Clear blue water glistens under the sun, while a spacious deck offers a tranquil space for relaxation. The area is framed by palm trees and a well-maintained green landscape.

4.81 out of 5 average rating, 195 reviews

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.

Top guest favorite

4.99 out of 5 average rating, 100 reviews

Peaceful 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🧡

Apartment in Highland Beach

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.

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.

4.83 out of 5 average rating, 107 reviews

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

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!

An inviting outdoor space features a heated salt-water pool with a built-in fountain illuminated in soft purple light. Lounge chairs line the pool area, shaded by vibrant red umbrellas. Marble pavers surround the pool, providing a spacious area for relaxation and enjoyment.

4.93 out of 5 average rating, 117 reviews

Luxury Vacation Home -Private pool, Outdoor living

This Luxurious private home in beautiful Boca Raton is only a short drive to the beach. Enjoy ultimate privacy in our brand new heated pool and jacuzzi. Plenty of shopping and restaurants all within minutes. Kick back and relax in this newly renovated, ultra private, luxury vacation home. Just bring your suitcase and bathing suit and enjoy! Fully stocked kitchen with all you'll need........Indoor or out. Desk/ Workstation for home office and five oversized Smart TV's for entertainment.

4.89 out of 5 average rating, 114 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.

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.

4.94 out of 5 average rating, 143 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

4.88 out of 5 average rating, 91 reviews

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.

4.96 out of 5 average rating, 94 reviews

Tiki Pool Escape • Fire Pit • 10 mins to Atlantic

🏝Dive into relaxation: your private pool with waterfall jets, real grass, and a tropical tiki vibe—perfect for family fun or a peaceful morning dip—just 6 minutes from Delray’s sandy beach and lively Atlantic Ave. Why you’ll love it: • 2 cozy bedrooms with cloud-soft linens • Fast Wi-Fi & smart TVs • Fully stocked kitchen + coffee bar • Early check-in & late checkout when available Hosted by an Airbnb Superhost. Book your getaway now!

Top guest favorite

4.94 out of 5 average rating, 154 reviews

Waterfront, Spa, Htd Pool, Billiards, Lanai, Canal

Bachelorette weekends, birthday trips, family vacations — this is the house groups keep coming back to. Heated pool and spa on a private canal, screened lanai with string lights, billiards, and a dock where guests watch the sun go down. Sleeps 10. Hosts respond in minutes and know every great restaurant and hidden gem in Delray. 5 minutes to Atlantic Ave. Kayaks, paddleboards, and fishing gear included. 5 minutes to the beach.

A resort-style heated pool is surrounded by lush palm trees and wooden fencing for privacy. Yellow umbrellas provide shade over lounge chairs, while a dining area is located nearby. The pool area is inviting, featuring inflatable pool floats resting on the water.