
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.

Totally Private Studio, NO shared Spaces-Renovated
Luxurious Private Studio w/ Private Entrance (440 sq ft- can fit 3 people/2 cars) is attached to our home & 1.7 miles from beach & adjacent to Ft Lauderdale. Park under the covered carport. 1 Queen Bed (& 1 Queen Size-Blow Up Mattress), 1 Bath, Kitchenette, Fiber Optic Wifi, Flat Screen TV (140 channels), Impact Windows, Huge Closet, Fan/light, AC w/ remote, Desk, Chair, fold up/down Table for eating w/ chairs, small Fridge, Microwave, Toaster Oven, Foreman Grill, Hot Plate Stove, Coffee Maker.

Waterfront Htd Pool, Spa, Pool Table, Lanai, Canal
Indulge in this luxurious 4BR 2BA haven on a picturesque waterfront property in a prime location in Delray Beach, FL. This spacious getaway offers the perfect retreat from bustling crowds with its trendy design, high-end comforts, and scenic backyard that will leave you in awe. ✔ 4 Comfortable Bedrooms ✔ Open Design Living + Pool Table ✔ Fully Equipped Kitchen ✔ Screened-In Porch ✔ Backyard (Swimming Pool, BBQ, Dining, Dock) ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Free Parking Learn more below!

Peaceful & Roomy Waterfront Delray Beach House
🏝LOCATION, LOCATION, LOCATION! Delray Beach's BEAUTIFUL waterfront property! The Bamboo Beach House is located directly on Intracoastal waterway in Delray Beach. Each unit has private patio overlooking 40 feet of waterfront! Enjoy morning coffee and experience beautiful sunrises with the ocean breeze. Our piece of waterfront is a favorite area of local manatees to swim in with the tides, along with schools of jumping fish! The amazing water views and aquatic wildlife is second to none!

CASITA DELRAY (314 SW 2nd Street)
Charming Renovated 2 Bedroom “Casita” Close to Downtown Delray Beach!! Beautifully Decorated with thoughtful details throughout Quality Mattresses, Bedding, Plush Pillows,, & Towels, 2 Beach Cruiser Bicycles for a quick ride downtown or to the beach 3 Beach Chairs / Beach Umbrella / Beach Towels / Yoga Mat Provided Private Fenced Backyard with Weber BBQ / Table and Chairs for Outdoor Dining / Hammock. Close to Downtown....Restaurants, Bars, Shoppes, Nightlife and award-winning BEACHES ;)

Private Guesthouse centrally located
This outstanding Guesthouse in Parkland is in an amazing location with private entrance and off street parking, in a quiet gated community. Centrally located by major highways. Near Boca Raton, Coral Springs, Deerfield Beach, Coconut Creek, Pompano Beach, etc. Beaches are due east, Everglades due west, Palm Beach due north and Miami due south and the Casino is close by. We are in the same county as Sawgrass Mills, largest shopping destination in the US, and Seminole Indian Reservation.

Lux King bed 2br 1bath, walk to everything #307
Professional hospitality, always sparkly clean, tropical vibes, luxurious finishes, organic cotton and down beddings. Teak furniture and chefs' kitchen. Relaxing shared outdoor area with an outdoor shower. Only 3 walking blocks from the vibrant Atlantic Ave and shuttle to the beach (no need to drive anywhere!!!). 2 matching units 2BR each. Book in advance- always full in season. ABSOLUTELY NO SMOKING- INDOOR and OUTDOORS. ** If you are a smoker, kindly, DO NOT consider staying here.

Delray Bali House ~ Heated Pool ~ Sauna ~ Hot Tub
☆ 5% Military and First Responder Discount ☆ Escape to our Bali inspired oasis in the heart of Delray Beach! Immerse yourself in the city's vibrant culture while enjoying the local dining and shopping scene. Take a quick ride to the pristine beach for a fun-filled day of swimming, paddle-boarding, and boating, or head over to Lake Ida for a peaceful fishing trip. Unwind in the tranquil amenity filled backyard. Rejuvenate and make long lasting memories with your loved ones. Welcome!

DWTN Delray Pool Home | FREE Beach Cabana service
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!

Retro charm studio steps from beach & Atlantic Ave
Charming studio with vintage vibes in a serene location near Atlantic Avenue—just a 2-minute walk to the beach and Opal Grand Beach Hotel. Step into a bygone era, radiating 1950s nostalgia in one of Delray Beach’s most coveted spots. Enjoy the Grove Condominiums' old-world charm, pool, and tropical gardens. Soak in Delray Beach's retro essence with upscale bars, diners, and boutique shops nearby. Embrace classic charm and coastal living in this slice of the '50s.

Heated Pool! 1 Mile To Beach & Atlantic Avenue!
COZY COTTAGE STYLE HOME W/COASTAL FINISHES, BEAUTIFULLY FURNISHED IN THE HEART OF DELRAY BEACH. THIS BEAUTIFUL HOME INCLUDES 3 BEDROOMS & 2 BATHROOMS & A LARGE HEATED POOL! 1 MILE TO THE BEACH, ATLANTIC AVENUE, WATER-SPORT ACTIVITIES, FINE AND CASUAL DINING, NIGHT LIFE & UPSCALE SHOPPING & MINUTES TO BOCA RATON. BEAUTIFUL COVERED PATIO TO GRILL AND RELAX ON SOME LOUNGE CHAIRS WHILE OVERLOOKING THE LARGE HEATED POOL!

Heated Pool | Delray Beach Honey Hole
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!

Walk to Mizner/Brightline, Parking, Wi-Fi, Patio
Studio with outdoor patio including table, loungers and BBQ. Located in Downtown Boca: 8 minute walk to the Brightline train station, 7 blocks from popular Mizner Park, 1.9 miles from the beach and 1 mile from FAU. The safety of our guests is of utmost importance. We're taking every precaution & wipe down every surface with commercial grade disinfecting solution as we prepare for your stay.
Popular amenities for Highland Beach family-friendly rentals
Family-friendly home rentals with a hot tub

1/1 Apartment in Deerfield Beach

•Floasis• Your private FL oasis 5 min to beach!

Modern Lux Home • Beach Nearby • Pool, Gym & Games

Casa Déjàvu 5*spot Heated pool /HotTub /8min Beach

Beautiful house with jacuzzi and pool table!

Promotion Hot Spa Couple Retreat Cozy No AI images

King Bed, Heated Pool, Hot Tub, BBQ, Putting Green

Cozy Oasis for 2 w/ Insta-worthy Tropical Pool*
Family- and pet-friendly home rentals

Private & Pet Friendly, Key West-King Bed Cottage

Luxury Downtown Oasis- New Bathroom Completed

Grab Flip Flops & Wine Glasses ✦ RELAX ✦ Welcome!

Delray Beach dockside nautical fishing cottage

EAST BOCA RATON 1MILE TO BEACH! PRIVATE POOL HOME!

the writer's nook • treehouse economical studio

Mins to Beach, Restaurants and Shopping

1 Acre Homestead in Parkland w/Private Guesthouse
Family-friendly home rentals with a pool

Luxe 3-Bedroom Vacation Home|Pool|Blocks to Beach

Delray Beach east of A1A

Exclusive stay in the heart of sunny Delray Beach

ON CANAL! Pool+Walk to BEACH! Boat Watch! 1b/1b

Bio-Hack Retreat~Heated Pool~Sauna~Plunge~Games

Newly renovated 2 Bdrm/2 Bath Condo in E Delray

Renovated Townhome w/ Pool&Gym in Gated Community

Boca Beach Suite with 2 Beds, Pool & Hot Tub!
Quick stats about holiday rentals that are family-friendly in Highland Beach
Total rentals
40 properties
Nightly prices starting at
$175 NZD before taxes and fees
Total number of reviews
1.1K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Destinations to explore
- Seminole Holiday rentals
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- Family-friendly rentals Palm Beach County
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- Family-friendly rentals United States
- South Beach
- Fort Lauderdale Beach
- Bayfront Park
- Miami Beach Convention Center
- Hard Rock Stadium
- Haulover Beach
- Port Everglades
- Bal Harbour Beach
- Miami Design District
- Rapids Water Park
- Dania Beach
- Ocean Terrace Public Beach
- Trump National Doral Miami
- Phillip and Patricia Frost Museum of Science
- Broward Center for the Performing Arts
- Jungle Island
- Miami Beach Golf Club
- Key Biscayne Beach
- Crandon Beach
- Rosemary Square
- Gulfstream Park Racing and Casino
- Jonathan Dickinson State Park
- Biltmore Golf Course Miami
- Boca Dunes Golf & Country Club