
Family-friendly holiday 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.

5 Star Family Beach House | Screened Pool | 5 Mins
TOP 1% GUEST FAVORITE. Experience 5.0-star luxury at Beauty and the Beach. Located 600ft from Boca Raton Marina and 1 mile from the beach. Features a fully screened heated pool — no bugs, heated year-round at no extra cost. Sleep on Sealy Posturepedic King mattresses. Kids love the private TURF GAME AREA with putting green and Connect 4. Large driveway fits multiple cars or a BOAT TRAILER. Walk to Restauran(chick fil A) and Sullivan Park. Perfect for families and boaters. Book your stay today.

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!

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.

5 Minutes from FAU | De Mena Estates (Heated Pool)
Calling all FAU parents, 5 min drive to FAU Heated sitting pool Lovely backyard to relax with a cup of coffee in the am or a glass of vino in the evening. Relax with the whole family at this peaceful oasis. 3 bedroom 2 full bath in the heart of Boca, 25 minutes from PBI, 35 minutes from FLL. Heated pool, full size backyard, close to all shops, 5 minutes from Mizner and 1 mile from beach. Directly located off 95 and federal hwy…enjoy this location and all the home has to offer ❤️

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.

Downtown Beach Home w/FREE Beach Cabana membership
Whether you're looking for a winter escape or a much-deserved getaway, our professionally designed, well-appointed, & newly renovated home was created with your family and friends in mind! Enjoy the warm tropical air and Caribbean blue waters of Delray Beach and all of the entertainment and nightlife that Atlantic Ave has to offer. This experience is all about fun in the sun, first-class food and drink, and plenty of laughs with your loved ones. We look forward to hosting you!

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.

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!
Popular amenities for Highland Beach family-friendly rentals
Family-friendly home rentals with a hot tub

Downtown Splash / 4BR Pool/Golf Cart 5 mins to DT

2BR | Hot Tub W/ Peaceful Backyard • 1 Mi to Beach

Luxury Vacation Home -Private pool, Outdoor living

Paradise Palms our tropical oasis in Delray/Boca!

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

Curated Luxury Retreat | Pool • Spa • 8 min Beach

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

Island Oasis Home in Deerfield Beach
Family- and pet-friendly home rentals

Tranquil Vibes ~ Pet Friendly Private Pool Home

Best Kept Atlantic Avenue Secret. Fab Location!!!

Heated Pool | King Bd | Cozy Backyard | Quiet Stay

Spacious Pool home minutes from beach, King bed!

Sunny Days | Heated Salt Pool |Grill |Beach|Modern

Delray Beach Oasis w/ Heated Pool • Near Beach

944 Large Home in Tropic Isles | by Brampton Park

Boca Family Fun & Charm: near Downtown & Beach
Family-friendly home rentals with a pool

Beautiful Pool Home in Boca Raton

Paradise in the Palms

VacationSunwind: Water front Pool Home with Dock

Luxury Complimentary Heated Pool Spa Delray Beach

Luxe Delray Retreat | Pool + Near Atlantic Ave

Ritzy Coastal Scape

Luxury villa beach ,private patio

Blue Buddha Beach - Private Pool/Spa & Home Cinema
Destinations to explore
- Miami Holiday rentals
- Four Corners Holiday rentals
- Miami Beach Holiday rentals
- Orlando Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Hollywood Holiday rentals
- Jacksonville Holiday rentals
- Kissimmee Holiday rentals
- Key West Holiday rentals
- St. Augustine Holiday rentals
- Cape Coral Holiday rentals
- Fort Lauderdale Beach
- South Beach
- Port Everglades
- Hard Rock Stadium
- Brickell City Centre
- Bayfront Park
- Miami Beach Convention Center
- Haulover Beach
- Dolphin Mall
- University of Miami
- Jupiter Beach
- Kaseya Center
- Las Olas Beach
- Midtown
- Bayside Marketplace
- Sawgrass Mills
- LoanDepot Park
- The Tides on Hollywood Beach
- Bal Harbour Beach
- Greater Fort Lauderdale Broward County Convention Center
- Aventura Mall
- CG Cosmetic Surgery
- Porsche Design Tower
- Amerant Bank Arena





