Family-friendly vacation rentals in Highland Beach

•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

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.

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🧡

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!

Private Pool Oasis | Steps to Atlantic Ave

Private pool retreat in Delray Beach- just 45 minutes from Hard Rock Stadium. Skip the Miami crowds and stay in your own private tropical retreat during the 2026 World Cup. The Happy Mango Hideaway is a fully private 2-bedroom, pet-friendly cottage with a heated saltwater pool, spa-style bathroom (renovated Oct 2025), full kitchen, fast Wi-Fi, and workspace. Walk to Atlantic Ave’s restaurants, cafés, and nightlife- then come home to your backyard oasis and unwind in peace after match day.

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.

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.

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.