Family-friendly vacation rentals in Gulf Stream

Find and book unique family-friendly homes on Airbnb

Quick stats about vacation rentals that are family-friendly in Gulf Stream

  • Total vacation rentals

    Explore 40 vacation rentals in Gulf Stream

  • Nightly prices starting at

    Gulf Stream vacation rentals start at ﺩ.ﺇ 441 per night before taxes and fees

  • Verified guest reviews

    Over 1,270 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Gulf Stream vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Gulf Stream rentals

  • 4.7 Average rating

    Gulf Stream stays receive an average rating of 4.7 out of 5 from guests

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 favorite
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 Ocean Ridge
4.95 out of 5 average rating, 227 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.

Guest favorite
A spacious studio apartment features a queen-sized bed accented with neutral bedding. A ceiling fan circulates air above, while large windows allow natural light to illuminate the terracotta tile floors. A desk and chair are positioned near the bed, with a cozy seating area visible through the open screened porch.
Apartment in Delray Beach
4.74 out of 5 average rating, 296 reviews

Dockside Nautical Fishing Cottage. Intracoastal!

Wake up to coffee on the dock, the tropical birds singing, and watch the tide roll in with all the sea life that moves in with it. Take in the Eastern exposure with the bright sun on the dock all day This unit sleeps 2 and provides the shared use of two kayaks, with the guest in the other unit. Welcome to tranquility This 85 year old cottage on the water has more character than you can imagine. While it has had some upgrades, it’s not perfect but has so much to offer! Hundreds of reviews!

Top guest favorite
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
4.94 out of 5 average rating, 231 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 favorite
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 Delray Beach
4.91 out of 5 average rating, 275 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 favorite
The studio apartment features a spacious sleeping area with a king bed covered in soft bedding. A gray futon is positioned nearby, with a rug on the sleek, light wood flooring. Windows allow natural light to illuminate the room, complemented by a stylish piece of wall art.
Home in Boynton Beach
4.91 out of 5 average rating, 167 reviews

Modern Studio 5mins from Beach and Downtown Delray

Brand new rennovated, private and separated studio apartment in Boynton Beach 5 minutes from the beach and downtown Delray Avenue. Perfect spot to relax after a long day. Nice safe family neighborhood great for walks. Private back entrance and Driveway parking with keyless entry. Apartment studio has Microwave, Small Fridge, Nespresso duo Coffee maker, Air Fryer, modern shower, living area, one king bed and one Futon that can sleep one more person. **longterm rentals rates available

Guest favorite
A private tropical backyard features a heated salt system pool surrounded by lush greenery. Loungers are positioned beside the pool, and a red umbrella provides shade over a designated seating area. The home’s windows offer views into the tranquil outdoor space.
Home in Boynton Beach
4.98 out of 5 average rating, 101 reviews

Jungle Heated Salt Pool, Private, Near Beach

Welcome to the Jungle House – Your Private Salt Pool Oasis Unwind in your own tropical retreat just 5 minutes from the ocean. Hidden in a quiet Boynton Beach neighborhood, this 3-bedroom, 2-bath family-friendly home blends safari-inspired design with lush jungle gardens and a heated saltwater pool you’ll never want to leave. Whether you’re relaxing under the trees, grilling dinner by the pool, or biking to the beach, the Jungle House offers the perfect mix of adventure and privacy.

Superhost
A spacious pool area is surrounded by a well-maintained yard, featuring vibrant green foliage. Two blue umbrellas provide shade over a dining table set for six, while four lounge chairs await sunbathers. A whimsical flamingo float is resting on the water, adding a playful touch.
Home in Delray Beach
4.93 out of 5 average rating, 165 reviews

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!

Top guest favorite
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, 177 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.

Superhost
A heated pool invites relaxation, surrounded by a serene yard with tropical palm trees. Colorful floats rest on the water's surface, while sun loungers and conversation chairs provide ample seating for enjoying the outdoors.
Home in Delray Beach
4.93 out of 5 average rating, 145 reviews

Heated Pool | King Bd | Cozy Backyard | Quiet Stay

Feel right at home at The Royal House, nestled in a peaceful neighborhood perfect for a relaxing family retreat. Experience year-round enjoyment with our heated pool, ensuring an endless swimsuit season. Whether it's day or night, warm or cool, the pool is ready for you to dive in and unwind in a private and peaceful setting. Ideal location: 10 minute drive - Downtown Atlantic Ave 10 minute drive - Beach 5 minute drive - Kings Point 5 minute drive - I-95 & Turnpike

Superhost
Home in Delray Beach
4.76 out of 5 average rating, 140 reviews

The Captains Quarters of Delray Beach

Relax in this comfortable Delray Beach getaway. Spacious, clean home with outdoor kitchen, sun deck, and hot tub. Good-vibe décor with cherry wood mahogany, open kitchen, large couch, Wi-Fi and cable. Three roomy bedrooms and a dining room with a coastal style table for six. Great neighborhood just 5 minutes to the beach, downtown, marinas, and shopping, and 15 minutes to PBI. Hosted by a knowledgeable local Florida boat captain.

Guest favorite
A resort-style heated pool is surrounded by lush palm trees and wooden fencing for privacy. Yellow umbrellas provide shade over lounge chairs, while a dining area is located nearby. The pool area is inviting, featuring inflatable pool floats resting on the water.
Home in Delray Beach
4.97 out of 5 average rating, 134 reviews

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!

Top guest favorite
Home in Delray Beach
4.92 out of 5 average rating, 215 reviews

Heated Pool/Spa & Walk to Beach and Atlantic Ave

Charming home with excellent location one mile away from the beach and one mile away from beautiful Atlantic Ave. Clubs, pubs, restaurants, the beach, and everything Delray Beach has to offer is close enough to walk, yet far enough to be quiet. Two bedrooms, one bathroom, and a wonderful outdoor shower. The pool area is very comfortable and spacious. Come on in and enjoy the South Florida lifestyle.

Popular amenities for Gulf Stream family-friendly rentals