
Family-friendly vacation rentals in Highland Beach
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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!

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!

Tranquil Vibes ~ Pet Friendly Private Pool Home
Welcome to our cozy pool home with screened porch, deck w/ remote control lighting of cabana for evenings. Grill, tropical fruit trees, plants & private fenced yard. Coastal cottage decor mixing vintage finds in newly remodeled space. Neighborhood is peaceful w/ close drive to beaches, restaurants, golfing, parks & shopping. Each bedroom has cooling mattress pads & ceiling fans. Pets welcome! Beach chairs, cooler, bikes, beach umbrella, pool floats, yoga mat, games/books-.Long stays welcome

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.

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!

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.

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.

Sunny-Side Shack of Smiles
Studio cottage unit with full kitchen and bath. Located at the back of the property, this renovated spacious unit has two dedicated outdoor spaces and a separate parking area and entrance. The cottage has adorable outdoor seating, a spacious yard, a private garden walkway, Spa shower, a comfortable therapeutic bed, as well as a washer and dryer located on the property. The property is less than 1 mile away from Spanish river beach, Mizner Park, and Florida Atlantic University.

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

Private Pool Oasis | Steps to Atlantic Ave
Escape to your own private tropical retreat in the heart of Delray Beach. The Happy Mango Hideaway is a fully private, pet-friendly 2-bedroom cottage featuring a heated saltwater pool, a spa-inspired bathroom (renovated in 2025), a full kitchen, fast Wi-Fi, and a workspace. Spend your days exploring Atlantic Avenue's restaurants, boutiques, galleries, and beaches, all just minutes away. Then return home to relax by the pool and enjoy your private backyard oasis.

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.

TROPICAL ISLAND INSPIRED POOL HOME NEAR THE BEACH
Submerge yourself into your own private resort style home with a Tiki Hut on the edge of an oversized heated pool, surrounded by lush tropical landscaping, outdoor and indoor dining and living areas. Stylish Interior with a feel of Bahamian islands with a hint of safari. The home is perfectly situated within a 2 mile radius from the beach, shopping, dining, and the nightlife entertainment Delray Beach has to offer.
Popular amenities for Highland Beach family-friendly rentals
Family-friendly home rentals with a hot tub

Shark Tank Getaway | Heated Pool and Hot Tub

Luxury Vacation Home -Private pool, Outdoor living

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

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

Tropical Resort! 1mi BEACH+HTD Pool+SPA+Boat Rntl!

Curated Luxury Retreat | Pool • Spa • 8 min Beach

Island Oasis Home in Deerfield Beach

Paradise Palms our tropical oasis in Delray/Boca!
Family- and pet-friendly home rentals

Delray Beach Oasis w/ Heated Pool • Near Beach

Large Heated Pool - Family Friendly Private BBQ

Cozy relaxing Villa on the canal/private beach

3/2 Tranquil Home close to Beach

Cozy private house with lush yard

The Vacation Getaway with a Heated Salt Water Pool

Ritzy Coastal Scape

Waterfront 3BR! Spacious Dock, King Bed, BBQ
Family-friendly home rentals with a pool

5 Star Family Beach House | Screened Pool | 5 Mins

Beautiful Pool Home in Boca Raton

East Boca Raton home with pool by FAU & Mizner!

Luxury Living, Delray Beach

Heated Pool • Putting Green • 5 Min to Beach

Luxury villa beach ,private patio

Casa Newcastle 3/2, Heated Pool, by Beach & Shops

Paradise in the Palms
Destinations to explore
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- Hard Rock Stadium
- Port Everglades
- Brickell City Centre
- Bayfront Park
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- Haulover Beach
- Dolphin Mall
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- University of Miami
- Kaseya Center
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- Midtown
- Bayside Marketplace
- Sawgrass Mills
- LoanDepot Park
- The Tides on Hollywood Beach
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- Greater Fort Lauderdale Broward County Convention Center
- Aventura Mall
- CG Cosmetic Surgery
- Amerant Bank Arena
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