Family-friendly vacation rentals in Highland Beach

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.

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

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!

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!

Casa de Tortuga Boca Beach Cottage

This charming cottage is the perfect place to relax & unwind. Just steps from the beach, you can enjoy the sun, sand, and surf. This quaint cottage is the perfect oasis to enjoy all that downtown Boca Raton living has to offer. Located in a quiet beach side neighborhood, just minutes from shops, restaurants, grocery stores and attractions. You’ll love the privacy offered by this detached cottage on a totally fenced in property. You also have access to a large pool & outdoor dining area.

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

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.

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.

Private Heated Pool Getaway Near Downtown Delray

Welcome to your perfect getaway in a beautiful first-floor duplex, nestled in a quiet, family-friendly neighborhood just minutes from vibrant downtown Delray Beach. You’re less than a 10-minute drive to the beach and all the amazing restaurants, shops, and nightlife Delray has to offer. Relax in your private pool and backyard oasis, complete with a BBQ grill – perfect for enjoying sunny Florida days and warm tropical evenings.

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.

Beachside 4 Bedroom home with large pool

Relax with your family or friends at this peaceful place to stay. Offering the best of the Florida lifestyle at your fingertips. The home features a private pool, the Red Reef Golf Course in your backyard, and access to the beach make this home and location amazing. The home is located close to downtown restaurants and shopping, parks, nature trails, Gumbo Limbo and walking/bike trails along A1A.