Family-friendly holiday rentals in Highland Beach

4.95 out of 5 average rating, 169 reviews

A bright living area features a comfortable sofa and vibrant wallpaper. An outdoor courtyard showcases multiple seating options, a covered patio, and a firepit surrounded by tropical plants. The main bedroom is adorned with a spacious bed and colorful decor, inviting relaxation.

Bungalow in Lake Worth

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!

Guest suite in Pompano Beach

A bright bedroom features a spacious bed with a decorative pillow and light bedding. Two windows with sheer curtains allow natural light to fill the room. Bedside tables are placed on either side of the bed, and a ceiling fan adds a refreshing touch.

4.91 out of 5 average rating, 328 reviews

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.

4.85 out of 5 average rating, 249 reviews

A serene outdoor space featuring a heated pool surrounded by palm trees and lounge chairs. A wooden dock extends into the intracoastal waterway, providing a picturesque view. The patio area includes shaded seating arrangements, creating an inviting setting for relaxation.

Condo in Pompano Beach

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.

A charming bungalow is surrounded by lush greenery, featuring a brick pathway leading to the entrance. Potted plants with colorful flowers are placed beside the door. The metal roof reflects sunlight, while the blue sky and clouds provide a serene backdrop.

4.93 out of 5 average rating, 217 reviews

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.

Guesthouse in Miami Gardens

The interior of the camper trailer showcases a compact yet functional layout. A small dining area with a wooden table is surrounded by two benches. A kitchen counter includes a coffee maker and a microwave oven, while the bathroom is located at the end of the space.

4.86 out of 5 average rating, 120 reviews

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.

A charming casita is set against a lush green lawn, framed by vibrant foliage. The entrance features light blue accents and a small seating area with two white chairs, inviting relaxation. Sunlight casts gentle shadows, enhancing the welcoming appearance of the home's exterior.

4.93 out of 5 average rating, 136 reviews

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 ;)

4.95 out of 5 average rating, 195 reviews

Guest suite in Parkland

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.

4.92 out of 5 average rating, 107 reviews

A bright living room features light-colored furniture and a mounted television. Large windows with sheer blinds allow natural light to fill the space. A decorative plant adds greenery, and a white coffee table is centered on the wood-look flooring, enhancing the room's airy feel.

Condo in Deerfield Beach

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.

4.87 out of 5 average rating, 220 reviews

A sandy path leads to the beach, bordered by lush green vegetation on either side. Wooden posts with ropes define the walkway, which opens up to a view of the blue sky and the distant ocean, creating an inviting coastal atmosphere.

Condo in Delray Beach

Retro charm studio - Walk to 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.

4.94 out of 5 average rating, 102 reviews

A clear blue pool occupies the outdoor area, surrounded by a wooden fence and shaded seating under umbrellas. The interior includes a dining table set for four, a modern living room with a television and ample seating, and a spacious kitchen with stainless steel appliances and white cabinetry.

Home in Deerfield Beach

Real Big 1BR/BA Unit; Pool; Near Beach

Forget your worries in this spacious and serene, modernized space. An oversized private unit. Self check-in. Full kitchen. Full bathroom. Speedy wifi. 2 Roku tvs. Washer and dryer inside. Need to cool down? Take a swim in the large pool or travel 5 mins (1.5 miles) up to the beautiful Deerfield Beach ocean. Eateries and shops galore in the immediate area, walking distance. Parking limit: 2 vehicles. Book now & enjoy. You won’t regret this stay.

An outdoor covered patio features seating arrangements with comfortable furniture, complemented by decorative cushions. A fan hangs from the wooden ceiling, providing a cooling breeze. The lush backyard offers views of a large heated pool surrounded by tropical landscaping.

4.93 out of 5 average rating, 116 reviews

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!

An open-concept kitchen and dining area features modern stainless steel appliances and a spacious island with seating. Natural light floods the room through large sliding glass doors, which lead to an outdoor patio. Minimalistic decor includes potted plants on the dining table.

4.93 out of 5 average rating, 192 reviews

“Vacation Perfect”Close to Beach & Atlantic Ave.

Beautifully decorated and fully equipped beach home. Conveniently located just 1.7 miles from the beach and 1.5 miles from famous Atlantic Avenue. Large landscaped backyard with patio furniture and grill. We have beach chairs, beach umbrella, and two children's kayaks for our guests to use. Click on our picture to view our other homes in Cape Coral/Ft. Myers.

Popular amenities for Highland Beach family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest suite in Pompano Beach

A semi-private room features a spacious bed covered with a light blue floral quilt. Nearby, a comfortable seating area includes a sofa and an armchair with decorative cushions. Natural light floods the space through large windows, and a ceiling fan provides a cooling touch.

4.85 out of 5 average rating, 110 reviews

Key west suite with a hot tub and heated pool

5 out of 5 average rating, 103 reviews

A serene outdoor space features a heated saltwater pool with gentle lighting reflecting off the water. A tiki hut with thatched roofing provides shade over comfortable seating. Lush greenery and palm trees surround the pool area, enhancing the tranquil ambiance during twilight.

Home in Pompano Beach

Sea-Renity- Paradise Oasis by Ocean w/ Pool & Spa

Apartment in Oakland Park

An open-concept living area features a dark sofa adorned with layered green pillows, complemented by a round coffee table. A large green leaf plant sits beside a window with blinds, allowing natural light. A textured area rug adds softness to the floor.

4.99 out of 5 average rating, 211 reviews

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

Home in Poinsettia Heights

5 out of 5 average rating, 111 reviews

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

4.82 out of 5 average rating, 197 reviews

A hot tub is positioned alongside a tranquil body of water, with clear blue water bubbling within. Two glasses are set beside a bottle of wine on the edge. Lush greenery and a fence frame the background, contributing to a serene outdoor environment.

Home in Boynton Beach

Beautiful house with jacuzzi and pool table!

The outdoor space features a newly built deck surrounding a pool, with vibrant blue water reflecting a colorful sunset. Adirondack chairs are positioned on the deck, offering a tranquil spot for relaxation. Lush greenery surrounds the area, providing privacy and a serene atmosphere.

4.95 out of 5 average rating, 110 reviews

Heated Pool & Hot Tub | Delray Beach Shark Tank

4.88 out of 5 average rating, 173 reviews

A spacious living area features a large sectional sofa and a flat-screen TV mounted on the wall. Light-colored walls and tile flooring enhance the airy feeling. Decorative plants and artwork add subtle touches, while natural light fills the room through windows.

Home in Boca Raton

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

4.9 out of 5 average rating, 153 reviews

The backyard features a heated pool surrounded by a spacious patio. A BBQ grill is positioned nearby, alongside an outdoor dining set. loungers are arranged for sunbathing, set against a backdrop of palm trees and a clear blue sky.

Holiday home in The Cove

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

Family- and pet-friendly home rentals

Cottage in Lake Worth Beach

A vibrant outdoor space is surrounded by palm trees and lush plants, featuring a splash pool and a hammock. Soft grass covers the ground, leading to a charming cottage with a welcoming red door visible in the background.

4.99 out of 5 average rating, 143 reviews

Private & Pet Friendly, Key West-King Bed Cottage

4.99 out of 5 average rating, 163 reviews

An aerial view highlights the property's proximity to the beach, with the coast visible in the distance. The layout includes a spacious fenced yard, and the modern interiors feature open spaces with a light color palette and comfortable furnishings.

Home in Deerfield Beach

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

An aerial view captures the vibrant beach scene, with a clear path marked for beach access. Lush palm trees line the avenue, leading to the sandy shoreline and sparkling ocean, illustrating the close proximity of the location to the beach and nearby amenities.

4.94 out of 5 average rating, 31 reviews

1222 #2 Atlantic / near beach | by Brampton Park

A tropical backyard is showcased, featuring a kidney-shaped pool surrounded by palm trees and lounge chairs. A nearby deck area includes a dining table under a vibrant red umbrella. The bungalow's exterior is visible in the background, completing the serene outdoor setting.

4.91 out of 5 average rating, 211 reviews

Grab Flip Flops & Wine Glasses ✦ RELAX ✦ Welcome!

Apartment in Lauderdale-by-the-Sea

A modern, two-story building showcases a clean and contemporary design, featuring large windows and a prominent sign reading 'Bermuda Blue.' The exterior is complemented by tropical landscaping and a secured entrance, with a ramp providing accessibility.

4.88 out of 5 average rating, 152 reviews

#2 Bermuda Blue Beach Club ( 1/1 )

4.94 out of 5 average rating, 87 reviews

A charming single-story house is set amidst well-maintained landscaping. The driveway is spacious, bordered by vibrant flower beds. Lush greenery and palm trees enhance the outdoor space, complementing the residence under a clear blue sky.

Home in Boca Raton

Spacious Updated Home - 1 mile to Beach

Guesthouse in Boynton Beach

A fenced-in backyard is highlighted by tropical plants and illuminated by string lights. Comfortable outdoor seating is arranged on a paved area, surrounded by lush greenery. The space offers a tranquil atmosphere, perfect for relaxation and enjoying the outdoors.

5 out of 5 average rating, 17 reviews

Palm Casita - Private 1BR Tropical Retreat

A charming two-story building is surrounded by vibrant flora, featuring a lush garden with pink bougainvillea and tropical plants. A scooter is parked in the gravel driveway, while a large upper deck provides a relaxing outdoor space with seating options.

4.85 out of 5 average rating, 123 reviews

Delray Beach House Oasis! 2 Bedroom!!

Family-friendly home rentals with a pool

A private outdoor space features a sparkling swimming pool surrounded by lounge chairs and dining table. A large pink flamingo float rests in the water, while vibrant flowers frame the scene, adding color to the patio area.

4.91 out of 5 average rating, 230 reviews

Lux 2 King beds 4 Br2 bath, walk to everything.

5 out of 5 average rating, 20 reviews

A serene backyard features a private heated saltwater pool surrounded by lush greenery. Two shaded lounge areas, one with a table and chairs, and the other with vibrant blue seating, provide ample space for relaxation. An inviting atmosphere is created by the natural light and shade from umbrellas.

Cottage in Delray Beach

Delray Sunshine Cottage with Pool and Beach Pass

A light-colored sectional couch is positioned in a welcoming living area featuring hardwood floors. A large television mounted on the wall displays a serene beach scene. Two artworks adorn the wall beside the couch, and a stylish lamp provides soft illumination.

5 out of 5 average rating, 13 reviews

Exclusive stay in the heart of sunny Delray Beach

Bungalow in Highland Beach

Aerial view of a vibrant coastal area featuring a private pool surrounded by lush greenery. Nearby homes showcase well-maintained landscaping, with the ocean visible in the background. The beach is a short distance away, enhancing the appeal of the location.

4.89 out of 5 average rating, 44 reviews

Luxury villa beach ,private patio

5 out of 5 average rating, 11 reviews

Beach condo getaway!

A collage showcases various aspects of the property, including a pristine beach with lounge chairs, lush garden greenery, a cozy living area with seating, and a vibrant pool surrounded by sun loungers and palm trees, encapsulating an inviting seaside experience.

4.8 out of 5 average rating, 136 reviews

Beach Studio Steps from Ocean & Atlantic Ave

4.87 out of 5 average rating, 45 reviews

A serene water feature is positioned between two large windows, showcasing a face sculpture surrounded by textured stone. Water flows gently over the mosaic tiles into a crystal-clear pool, reflecting the lush greenery outside.

Villa in Delray Beach

Red Palm Villas

A private pool and spa are framed by spacious patio tiles, inviting relaxation. Lush palm trees provide shade, while a charming pergola can be seen in the background. The light-colored home features multiple sliding doors that open to the outdoor space, enhancing access to the sunlit area.