
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

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.

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!

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.

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!

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.

Blue Beach Cottage- 1.2mi from Beach!
Great little cottage style home just steps to the beach and walking distance to Delray's famous Atlantic Avenue. A true old Florida home with all of its charm! Walking to distance to an excellent French bakery and the oldest bar in Delray. Very tidy and well kept. All the latest gadgets in this vintage home including; Nest thermostat, smart TVs, strong wifi, and a Ring security system.

“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
Family-friendly home rentals with a hot tub

Canal-1 3/2 Beach Style House with Heated Pool

#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!

Curated Luxury Retreat | Pool • Spa • 8 min Beach

Beautiful house with jacuzzi and pool table!

Shark Tank Getaway | Heated Pool and Hot Tub

Luxury Vacation Home -Private pool, Outdoor living
Family- and pet-friendly home rentals

Tropical Private Bungalow - Delray Garden House

Heated Pool BBQ Grill 3 Bedroom 4 min Beach&Delray

Newly remodeled spacious 1bd parking pets E Delray

Charming Beach House with Pool! Great location!

312 | Sleeps 6 |Pool |Tiki |Golf |by DelrayNightly

Oceanfront Villa - Yard & Putting Green, Walk to B

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

Florida Seaside Getaway
Family-friendly home rentals with a pool

Luxe Hideaway with Pool & Garden

Luxury beach house on A1A

Charming Rustic Log Cabin with Pool & Farm Animals

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

Heated Pool, Hot Tub, Pickleball & Putting Green

(C)Modern 1- bedroom Vacation apartment with Pool

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

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