
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.

A Tropical Beauty🏝🏠 Historic Charm + Modern Luxury
Mango Groves Beach Bungalow! Charming, tropical gem hidden in the middle of artsy Lake Worth Beach. Just updated, this immaculate 2 bed 1 bath is bright, spacious & super cozy with a beautiful large courtyard & private patio. 20 min walk or 10 min bike ride to the beach. Enjoy a plethora of amazing food and nightlife all just steps away. Free use of the grill, fire pit, beach cruisers, laundry, toys, beach gear, games and baby stuff! Providing you with a perfect 5 star experience is our mission!

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.

ON CANAL! Pool+Walk to BEACH! Boat Watch! 1b/1b
Beautiful 1 bedroom condo located directly on the intracoastal with a heated pool. This unit DOES NOT have water view from the condo BUT has amazing views of the intracoastal waterway from the patio/pool area. Enjoy watching the yachts sail by along with taking in amazing sunsets from the dock. Work from home, 1 block from the beach! Quiet and peaceful. Within walking distance to many shops and local amenities! Perfect for couples, young families and groups of friends traveling together.

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!

Charming Beach House with Pool! Great location!
Stroll or bike to beautiful beach and Atlantic Avenue! Please contact me for bookings and availability for short term rentals with a 3 night minimum. 2 beautifully furnished bedrooms with queen beds, 1.5 baths plus outdoor shower. Cable TV and wifi, new linens, pots and pans and appliances. Large outdoor entertainment space with pool, waterfall, gas grill, tropical landscape! A true gem! I also add a pet fee of $150 per pet. We offer instant booking up to one year in advance of your stay.

Lovely Camper
Relax at this unique and tranquil getaway. Small but Cozy Travel Trailer close to everything around Miami and Fort Lauderdale and the beautiful Beaches of South Florida. Enjoy life concerts and sports at Hard Rock Stadium 2 miles away. The Hard Rock Hotel and Casino about 6 miles away. Enjoy countless restaurants, shops and the beautiful beaches of South Florida. Around 15 miles to Miami Airport and Fort Lauderdale Airport. Minutes to major highways as Turnpike, i75, i95 and Palmetto 826.

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 ;)

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!

1/1 Apartment in Deerfield Beach
Live the ideal beach life! Beautiful, newly remodeled 1 Bedroom / 1 Bathroom unit in Deerfield Beach steps away from the ocean. This fully furnished condo includes pool access, all essential beach equipment, and every other necessity for the perfect beach vacation. The unit is a quick two minute walk to the sand and fishing pier, and is surrounded by great restaurants, shops & nightlife! In addition, the building has been recently upgraded with new balcony railings and fresh paint.

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!

2 Bed Cottage walk to Pineapple Grove Ave & Beach
Keep it simple at this peaceful and centrally-located place. This remodeled cottage features a brand new kitchen and bathroom. Spend your days either relaxing in the quiet patio surrounded by greenery or walk to Pineapple Grove or the Ave for a drink or bite to eat. Enjoy time at the beach with your friends and family and in the evening take a stroll through the historic district soaking in the real culture of Delray Beach.

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

Cozy 1BR, Hot tub, Putting Green, In-Unit Laundry

OASIS Views! 3mi BEACH+SPA+HTD Pool!

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

Beautiful house with jacuzzi and pool table!

Heated Pool & Hot Tub | Delray Beach Shark Tank

Private Guesthouse centrally located

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

King Bed, Heated Pool, Hot Tub, BBQ, Putting Green
Family- and pet-friendly home rentals

Tropical Private Bungalow - Delray Garden House

Private & Pet Friendly, Key West-King Bed Cottage

Walk to Beach*2 bedroom*Yard*Fully Renovated*Grill

Spacious Updated Home - 1 mile to Beach

NEW Modern Boca Home 3BR with Backyard

*KING BED* Private Cottage in the heart of WPB

Vintage Vibes by the Beach – Walk to Atlantic Ave!

Walk to Mizner/Brightline, Parking, Wi-Fi, Patio
Family-friendly home rentals with a pool

Delray Sunshine Cottage with Pool and Beach Pass

796 Waterfront Escape: Heatd Pool, Dock & Tiki Hut

Luxury villa beach ,private patio

Unit condo in Deerfield Beach FL

Walk to Beach | Indoor-Outdoor Living w/ Pool

Beach condo getaway!

Stunning 3 BED modern pool home by the Beach

Real Big 1BR/BA Unit; Pool; Near Beach
Quick stats about holiday rentals that are family-friendly in Highland Beach

Total holiday rentals
Explore 40 holiday rentals in Highland Beach

Nightly prices starting at
Highland Beach holiday rentals start at $174 NZD per night before taxes and fees

Verified guest reviews
Over 1,140 verified reviews to help you choose

Pet-friendly accommodation
Find 20 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Highland Beach holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Highland Beach rentals

4.8 Average rating
Highland Beach stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
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- South Beach
- Fort Lauderdale Beach
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- Hard Rock Stadium
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- Miami Design District
- Rapids Water Park
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- Broward Center for the Performing Arts
- Phillip and Patricia Frost Museum of Science
- Jungle Island
- Rosemary Square
- Miami Beach Golf Club
- Biltmore Golf Course Miami
- Crandon Beach
- Key Biscayne Beach
- Gulfstream Park Racing and Casino
- Jonathan Dickinson State Park
- Boca Dunes Golf & Country Club
- Golf Club of Jupiter