Family-friendly holiday rentals in Gulf Stream

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Top-rated family-friendly rentals in Gulf Stream

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Top Guest favourite
A serene beach scene features soft, white sand stretching along a calm shoreline. Gentle waves lap at the water's edge, transitioning from light turquoise to deeper blue. A few scattered clouds float above under a bright sky, inviting relaxation and tranquility.
Bungalow in Boynton Beach
4.95 out of 5 average rating, 219 reviews

Bob’s Beach House Cottage Walk Steps to beach

Private Beach Cottage. 2 bedrooms and 2 bath. Large covered patio area for outdoor living. Enjoy private walks on our wonderful Beach. The beach is only 300 yards away 2 minutes walk. Next to Nomad Surf Shop you can rent Surf & paddle boards. We take pride in having the cleanest cottage in town. All tile floors, all white linens. Our cleaning service thoroughly cleans and disinfects all surfaces and linens after each occupancy. We have parking for only two cars, one’s covered under the carport.

Top Guest favourite
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.
Home in Delray Beach
4.93 out of 5 average rating, 219 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.

Guest favourite
An inviting outdoor space features a heated salt-water pool with a built-in fountain illuminated in soft purple light. Lounge chairs line the pool area, shaded by vibrant red umbrellas. Marble pavers surround the pool, providing a spacious area for relaxation and enjoyment.
Home in Boca Raton
4.95 out of 5 average rating, 110 reviews

Luxury Vacation Home -Private pool, Outdoor living

This Luxurious private home in beautiful Boca Raton is only a short drive to the beach. Enjoy ultimate privacy in our brand new heated pool and jacuzzi. Plenty of shopping and restaurants all within minutes. Kick back and relax in this newly renovated, ultra private, luxury vacation home. Just bring your suitcase and bathing suit and enjoy! Fully stocked kitchen with all you'll need........Indoor or out. Desk/ Workstation for home office and five oversized Smart TV's for entertainment.

Guest favourite
A cozy living area features a comfortable sofa and a round coffee table topped with a small plant. Natural light streams in through glass doors leading to an outdoor space. The kitchen area is equipped with modern appliances, including a stainless-steel refrigerator.
Home in Boynton Beach
4.92 out of 5 average rating, 259 reviews

Cozy Delray Beach House Waterfront Intracoastal

🏝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 ft 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!

Guest favourite
A private backyard features a heated pool surrounded by sun loungers and a thatched tiki hut. Soft lighting enhances the serene atmosphere, while palm trees and a grassy area create a tranquil oasis. A stunning sunset sky adds color to the scene.
Home in Delray Beach
4.93 out of 5 average rating, 120 reviews

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!

Guest favourite
Beach chairs are set up under large blue umbrellas on white sand. The tranquil ocean waves can be seen in the distance, blending into a clear sky with soft clouds. A sign indicates that a beach membership is included with the stay.
Home in Delray Beach
4.91 out of 5 average rating, 149 reviews

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!

Top Guest favourite
An open dining area features a wooden table set with white dishware and elegant glassware, surrounded by light-colored upholstered chairs. The kitchen is visible in the background, showcasing modern appliances and cabinetry. A comfortable living area can be seen through a large glass door.
Home in Boynton Beach
4.98 out of 5 average rating, 170 reviews

Impeccable 3BR Home Near Beaches & Atlantic Ave

Great single family home in lovely neighborhood just north of Delray Beach city limits. Home is located 2.5 miles away from the beautiful public Delray Beaches and the famed Atlantic Ave. The home itself has been completely renovated and fully renovated with new modern finishes and patio in back. Yard is completely fenced for your privacy with fruit trees. For families traveling with children, we do have a pack 'n' play, high chair and travel stroller upon request.

Top Guest favourite
Condo in Delray Beach
4.87 out of 5 average rating, 233 reviews

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.

Top Guest favourite
A sandy pathway leads through lush green vegetation toward the beach, flanked by palm trees. A vibrant sunset casts an orange and pink hue across the sky, creating a picturesque backdrop against the ocean horizon.
Guesthouse in Delray Beach
4.86 out of 5 average rating, 251 reviews

4 Bed on the Water - Luxury Beach Retreat

Perfect location in Delray Beach. Steps to the sand and just a short walk to Atlantic Avenue shops, bars, restaurants, and attractions. High speed wireless internet and HD DirecTV with DVR in every bedroom! Plenty of beach towels and sunscreen provided! Granite countertops in kitchen and bathrooms. Stainless Steel Appliances. Beach entrance is near kayak rentals, volleyball courts, surf/paddle board rentals, and plenty of cabanas. Parking spot included.

Guest favourite
A spacious outdoor area features a swimming pool surrounded by vibrant lounge chairs and a dining table. Comfortable seating with striped cushions is available, while a flat-screen TV mounted on the wall offers entertainment options. Lush greenery enhances the inviting atmosphere.
Home in Delray Beach
4.94 out of 5 average rating, 71 reviews

The Getaway 3BR/3BA Pool Home E. Delray

This chic vacation home will have you making the most of your holiday! As you enter this gorgeous estate you are welcomed with an open layout which includes 2 grand living spaces. Gourmet kitchen and 3 bedroom en suites. A large patio with pool, sleek furnishings, and lush greenery create an inspiring outdoor space that complements the modern interior. Just 5 minutes from the downtown 10 minutes to the beach!

Guest favourite
A covered seating area features a light blue wall and is decorated with a large area rug. A spacious gray sofa and two white chairs with blue cushions surround a glass coffee table. Potted plants add greenery to the relaxing space.
Guesthouse in Boynton Beach
4.89 out of 5 average rating, 405 reviews

Cozy and clean guesthouse in Boynton Beach

Completely renovated guest house located in a quite island neighborhood. Near many shopping stores and restaurants. 10 mins to the beach. Beautiful walking areas across from the community. Plenty of free parking space. We are 11 miles south of PALM BEACH AIRPORT, 32 miles north of FORT LAUDERDALE AIRPORT and 52 miles north from MIAMI INTERNATIONAL AIRPORT, we are just over a mile from I95.

Guest favourite
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.
Home in Delray Beach
4.92 out of 5 average rating, 197 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 Gulf Stream family-friendly rentals