
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 331 per night before taxes and fees

Verified guest reviews
Over 1,290 verified reviews to help you choose

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Vacation rentals with a pool
20 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

4.8 Average rating
Gulf Stream stays are highly rated by guests—averaging 4.8 out of 5!
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.

Tranquil Vibes ~ Pet Friendly Private Pool Home
Welcome to our cozy pool home with screened porch, deck w/ remote control lighting of cabana for evenings. Grill, tropical fruit trees, plants & private fenced yard. Coastal cottage decor mixing vintage finds in newly remodeled space. Neighborhood is peaceful w/ close drive to beaches, restaurants, golfing, parks & shopping. Each bedroom has cooling mattress pads & ceiling fans. Pets welcome! Beach chairs, cooler, bikes, beach umbrella, pool floats, yoga mat, games/books-.Long stays welcome

Delray Retreat-Saltwater Pool, Games, Near Beach!
Welcome to the Delray Drift House, your paradise in Delray Beach with plenty of entertainment. Enjoy the heated saltwater pool with basketball hoops, mini golf, games, BBQ grill. *4 bedrooms / 2 bathrooms * Large heated saltwater pool with basketball hoop/volleyball for the kids * A Putting Green, cornhole boards, & more outdoor games * Beach chairs, bicycles, BBQ * 5 minutes to vibrant downtown Atlantic Avenue. You're close to great restaurants, shops, and nightlife. * 5 minutes to the beach

Large Heated Pool - Family Friendly Private BBQ
Welcome to our renovated family-friendly home centrally located in the heart of Boynton Beach, Florida. This home is perfect for families seeking a spacious and friendly retreat. With 3 bedrooms, 4 beds, 2 full bathrooms, and a fully stocked kitchen and laundry area, we've ensured a relaxing and convenient stay for up to 8 people. Take a dip in our newly built saltwater HEATED pool or relaxing in the hammock's backyard, along with a bbq grill and cornhole set for you and your guests to enjoy.

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.

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!

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!

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.

Private Pool Oasis | Steps to Atlantic Ave
Escape to your own private tropical retreat in the heart of Delray Beach. The Happy Mango Hideaway is a fully private, pet-friendly 2-bedroom cottage featuring a heated saltwater pool, a spa-inspired bathroom (renovated in 2025), a full kitchen, fast Wi-Fi, and a workspace. Spend your days exploring Atlantic Avenue's restaurants, boutiques, galleries, and beaches, all just minutes away. Then return home to relax by the pool and enjoy your private backyard oasis.

Oasis on the water, Delray
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 4 BR En-suite Pool Home close to beach
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.

Private Heated Pool Getaway Near Downtown Delray
Welcome to your perfect getaway in a beautiful first-floor duplex, nestled in a quiet, family-friendly neighborhood just minutes from vibrant downtown Delray Beach. You’re less than a 10-minute drive to the beach and all the amazing restaurants, shops, and nightlife Delray has to offer. Relax in your private pool and backyard oasis, complete with a BBQ grill – perfect for enjoying sunny Florida days and warm tropical evenings.
Popular amenities for Gulf Stream family-friendly rentals
Family-friendly home rentals with a hot tub

Island Oasis Home in Deerfield Beach

#1 Lake Osborne Tropical Pool Oasis HEATED POOL

Private Oasis: Pool, Hot Tub, Kayaks, Near Beach

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

Beautiful house with jacuzzi and pool table!

Luxury Vacation Home -Private pool, Outdoor living

Luxe Private Pool & Spa*2 King Bds*Heart of Delray

Tropical Resort! 1mi BEACH+HTD Pool+SPA+Boat Rntl!
Family- and pet-friendly home rentals

5 BR Delray Oasis | Heated Pool+Tiki Bar | 4 Kings

Tropical Private Bungalow - Delray Garden House

217B Managed by Brampton Park

Tropical oasis with amazing tiki, pool

Great location, East Delray, back yard, pets 828-6

Heated Pool BBQ Grill 3 Bedroom 4 min Beach&Delray

3BR home w/Luxury Pool-1.5m to the beach

312 | Sleeps 6 |Pool |Tiki |Golf |by DelrayNightly
Family-friendly home rentals with a pool

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

Luxe Hideaway with Pool & Garden

Luxe Delray Retreat | Pool + Near Atlantic Ave

Charming Rustic Log Cabin with Pool & Farm Animals

Heated Pool, Hot Tub, Pickleball & Putting Green

Modern 3BR Oasis with Private Pool | 7m to Beach

Private|Stylish|Pool|Yard|Parking|Pets|Near Ave

Bright, open home w/ Pool, close to Delray & Beach
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