Family-friendly holiday rentals in Gulf Stream

Find and book unique family-friendly homes on Airbnb

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, 223 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 favourite
A bright living room is featured, showcasing a blue sofa with pillows and a natural landscape art piece above it. A round dining table with white chairs is visible, along with a small plant and a coffee table. Natural light enters through a glass door.
Guest suite in Delray Beach
4.88 out of 5 average rating, 103 reviews

Blue Ocean - 1 Bedroom Apt/ Near the Beach

Unique 1 bedroom apartment with a full living room and kitchen. Located in a calm neighborhood walking distance to the beach (~0.7 miles) and a mile from downtown. Experience the nightlife or spend your days relaxing at the beach and come home to this comfy, private apartment. Also located within a few blocks of the following; the oldest bar in Delray, a delightful French Bakery, a 24 hour convenience store, a barber, a dentist, consignment shops, a grocery store, and the intracoastal waterway.

Guest favourite
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
4.94 out of 5 average rating, 140 reviews

Heated Pool | King Bd | Cozy Backyard | Quiet Stay

WORLD CUP 2026 Destination 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

Top guest favourite
An outdoor seating area under a thatched roof features comfortable lounge furniture arranged around a gas fire table. A flat-screen TV is mounted nearby. The inviting pool is visible in the background, surrounded by tropical landscaping and sun loungers.
Home in Delray Beach
4.99 out of 5 average rating, 101 reviews

Paradise Palms our tropical oasis in Delray/Boca!

Welcome to Paradise Palms, our tropical oasis! This 3 bedroom, 2 bath home is a perfect getaway to relax and unwind. Enjoy the beautiful pool, hot tub, and tiki hut with gas fire table, bar and TV. There is a wood fire pit, hammock, 4 bikes, 4 beach chairs, snorkeling gear, ping pong and plenty of outdoor games. The interior has all of the comforts of home with a fully equipped kitchen, TV in every room. The property is conveniently located near the beach, downtown Delray, and Boca Raton.

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, 224 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
A bright living area is furnished with a light-colored sofa and two wicker chairs, each with decorative cushions. A rectangular coffee table is centered on a soft area rug. Natural light fills the space through large windows, and a wall-mounted TV is positioned across from the seating arrangement.
Home in Delray Beach
4.94 out of 5 average rating, 254 reviews

Peaceful 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 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!

Top guest favourite
A serene outdoor space features a heated saltwater pool surrounded by a screened enclosure. Palm trees and lush artificial turf enhance the vibrant setting. Lounge chairs are positioned nearby, inviting relaxation in this private oasis.
Home in Deerfield Beach
4.97 out of 5 average rating, 106 reviews

Sunny Days | Heated Salt Pool |Grill |Beach|Modern

You will Love this Place! Location can't be beat! 5 miles to Beach, 2 mins to I-95 / Publix, 13 mins to Whole Foods, Theaters, Boomers, Malls, Universities, and MORE! Dining room has a beautiful pool view. Gorgeous during dinner when the sun is setting. Soaking bath tub in master bathroom. Tile flooring throughout. All stainless steel appliances and stocked kitchen. Large outdoor area with heated saltwater pool & bbq. Pool table and so much more. 1881 sq foot spacious and clean!

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
4.92 out of 5 average rating, 158 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 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, 173 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
Cottage in Delray Beach
4.78 out of 5 average rating, 255 reviews

Delray Beach dockside nautical fishing cottage

Enjoy the screened in Florida room with beautiful new hurricane proof sliding doors Wake up to coffee on the dock, the tropical birds singing, and watch the tide roll in and out. Watch the manatees roll around with their young. Enjoy a paddle with two free shared kayaks. Welcome to Delray’s best kept secret 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!

Guest favourite
An aerial view showcases a modern home painted in soft turquoise, surrounded by lush greenery. A sparkling pool is framed by neatly manicured grass, and two umbrellas provide shade over outdoor seating. The inviting atmosphere is complemented by palm trees and a pop of vibrant colors.
Home in Delray Beach
4.96 out of 5 average rating, 104 reviews

The Dream Delray/ 4 BR En-suite Pool Home

Dreams Delray is a modern 4 bedroom 4 1/2 bathroom (4 Bedroom En Suites) heated pool home which is a 10 minute walk to "The Ave,” Delray Beach's popular downtown venue, and a short 5 minute drive to our famous sandy beaches. It has everything you can ask for the perfect family vacation or a small getaway to sunny Florida. The home offers a top chef kitchen open floor plan, surround sound and a wonderful view of the pool from just about every part of the house.

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.
Guest house in Delray Beach
4.87 out of 5 average rating, 253 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.

Popular amenities for Gulf Stream family-friendly rentals

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

  • Total holiday rentals

    Explore 40 holiday rentals in Gulf Stream

  • Nightly prices starting at

    Gulf Stream holiday rentals start at $153 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,270 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 of Gulf Stream holiday rentals include wifi 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