
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.

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.

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.

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

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.

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.

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!

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!

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!

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.

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!

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.

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
Family-friendly home rentals with a hot tub

Delray Bali House ~ Heated Pool ~ Sauna ~ Hot Tub

Waterfront, Spa, Htd Pool, Billiards, Lanai, Canal

Top Pick: World Cup Mansion 7 Bed, Hot tub, Pool

•Floasis• Your private FL Oasis 5 min to beach!

Beautiful house with jacuzzi and pool table!

Resort style 1BR/1BA condo

Luxury Vacation Home -Private pool, Outdoor living

A Tropical Paradise in Wilton Manors Hottub & Pool
Family- and pet-friendly home rentals

Modern Studio 5mins from Beach and Downtown Delray

Sailfish Cove –Tropical Escape Minutes from Delray

Private Pool & Spa * Heart of Delray * Luxe 2 bed

Pool Retreat in Historic Delray

Private Heated Pool Getaway Near Downtown Delray

7min from Beach - Heated Pool, Hot Tub, EV Charger

Large Heated Pool - Family Friendly Private BBQ

Boynton Beach • 2 King Suites • Heated Pool
Family-friendly home rentals with a pool

Sunny Pool Escape • Fire Pit • 10 mins to Atlantic

Tropical oasis with amazing tiki, pool

Gorgeous Modern Beach Heated Pool House Sleeps 8

Florida Oasis w/heated pool

Heated pool home, brand new furnishings!

Walking To Beach-Dream Home-Fun Pool Near All-WiFi

Heated Pool, Hot Tub, Pickleball & Putting Green

Golfers Green Retreat with Heated Salt Pool & Tiki
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
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