
Family-friendly holiday rentals in Gulf Stream
Find and book unique family-friendly homes on Airbnb
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
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.

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!

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.

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.

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.

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.

Cozy and clean guesthouse in Boynton Beach
Completely renovated guest house located in a quite island neighborhood. Near many shopping stores and restaurants. 10 mins to the beach. Beautiful walking areas across from the community. Plenty of free parking space. We are 11 miles south of PALM BEACH AIRPORT, 32 miles north of FORT LAUDERDALE AIRPORT and 52 miles north from MIAMI INTERNATIONAL AIRPORT, we are just over a mile from I95.
Popular amenities for Gulf Stream family-friendly rentals
Family-friendly home rentals with a hot tub

Island Oasis Home in Deerfield Beach

Giant Pool! HotTub-FirePit-PuttingGreen-N64-Gym!

The Goodtime House - Heated Pool+Hot Tub Sleeps 10

1mi to Beach 2 Suite 4bd/3bth Home with Pool &Spa

Beautiful house with jacuzzi and pool table!

Resort style 1BR/1BA condo

A Tropical Paradise in Wilton Manors Hottub & Pool

Luxury 3brm lakehouse. Pool, Tiki , golf & Fishing
Family- and pet-friendly home rentals

Fun Florida style home!

Papa Steve’s Downtown Delray Beach, 3 Bedroom Pad

Coastal Retreat near Delray - Pet Friendly

Waterfront Retreat w Pool | Fully Remodeled 4BR

Stylish Pool Paradise in Boynton Beach, Great Area

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

12 Luxe 3BR Delray Villa | Heated Pool & Tiki Hut

7min from Beach - Heated Pool, Hot Tub, EV Charger
Family-friendly home rentals with a pool

Sunny Pool Escape • Fire Pit • 10 mins to Atlantic

Hidden Bungalow Steps to Beach | Heated Pool

Gorgeous Modern Beach Heated Pool House Sleeps 8

Villa Sunshine - Luxury Home, Heated Pool

Florida Oasis w/heated pool

Heated Pool, Hot Tub, Pickleball & Putting Green

Pool Retreat in Historic Delray

Delray Oasis: Pool, Gazebo & Beach Access
Destinations to explore
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