
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.

Relax in Ocean Ridge- Walk to Beach
Walk to the BEACH ~ Kick back & relax in this fully renovated adorable beach & surf inspired home with 2 quaint bedrooms w/ Full size beds. Home has a dining area for 4 w/ a complete kitchen for cooking in and relaxing after a full day of playing on the beach or surfing the waters. Beach is a 5 minute walk away! Nomad Surf Shop is just 2 minutes away or hit Downtown Delray for restaurants, shopping and nightlife only 8 minutes away! Have a large family/group? There is 2 more units you can rent.

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.

Dockside Nautical Fishing Cottage. Intracoastal!
Wake up to coffee on the dock, the tropical birds singing, and watch the tide roll in with all the sea life that moves in with it. Take in the Eastern exposure with the bright sun on the dock all day This unit sleeps 2 and provides the shared use of two kayaks, with the guest in the other unit. Welcome to tranquility 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! Hundreds of 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!

shipwrecked fun design • stunning canal view
Bold interior design in this newly renovated pad with a beautiful canal and dock in delray. Step in the front door and immediately you see the large windows looking out onto the water in the back. This is true to Delray Beach with all its charm. Now pop on a movie on the big 75 inch Smart TV screen, rest your head on the comfy beds, shower under the rainfall fixtures and truly unwind in a Delray-geous getaway. Just 6 minutes to the beach or Delray's amazing nightlife and restaurants.

Delray Bali House ~ Heated Pool ~ Sauna ~ Hot Tub
☆ 5% Military and First Responder Discount ☆ Escape to our Bali inspired oasis in the heart of Delray Beach! Immerse yourself in the city's vibrant culture while enjoying the local dining and shopping scene. Take a quick ride to the pristine beach for a fun-filled day of swimming, paddle-boarding, and boating, or head over to Lake Ida for a peaceful fishing trip. Unwind in the tranquil amenity filled backyard. Rejuvenate and make long lasting memories with your loved ones. Welcome!

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!

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! 1 Mile To Beach & Atlantic Avenue!
COZY COTTAGE STYLE HOME W/COASTAL FINISHES, BEAUTIFULLY FURNISHED IN THE HEART OF DELRAY BEACH. THIS BEAUTIFUL HOME INCLUDES 3 BEDROOMS & 2 BATHROOMS & A LARGE HEATED POOL! 1 MILE TO THE BEACH, ATLANTIC AVENUE, WATER-SPORT ACTIVITIES, FINE AND CASUAL DINING, NIGHT LIFE & UPSCALE SHOPPING & MINUTES TO BOCA RATON. BEAUTIFUL COVERED PATIO TO GRILL AND RELAX ON SOME LOUNGE CHAIRS WHILE OVERLOOKING THE LARGE HEATED POOL!

Honey Hole & Bear Den| Heated Pool | Delray Beach
Welcome to the Honey Hole! This family-friendly beach getaway is sure to have any guest relaxing all year round. Situated in a quiet and private neighborhood this home is perfect for all your vacation needs. This completely renovated home is a 5 minute drive down Atlantic Avenue to downtown and the beaches. You can find restaurants, shops, parks, boat tours, and much more locally. We look forward to hosting you!
Popular amenities for Gulf Stream family-friendly rentals
Family-friendly home rentals with a hot tub

#1 Lake Osborne Tropical Pool Oasis HEATED POOL

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

The Goodtime House - Heated Pool+Hot Tub Sleeps 10

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

Resort style 1BR/1BA condo

Luxury Vacation Home -Private pool, Outdoor living

Cheerful Vacation with hot tub

Drift Inn- Lakefront! Outdoor Bar, Golf, sleeps 14
Family- and pet-friendly home rentals

Coastal Retreat near Delray - Pet Friendly

Stylish Pool Paradise in Boynton Beach, Great Area

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

Sun, Splash & Sand • Heated Pool Retreat

Casita Charming

Heart of Delray ~ Luxury 2bd~ Private Pool & Spa

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

Family Oasis w/Heated Pool 10 Mins to Delray
Family-friendly home rentals with a pool

Modern 2BR/2BA — 1st Floor, Minutes from the Ocean

Luxury beach house on A1A

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

Boho Bliss•Heated Pool•Fire Pit•Family Fun•Beaches

FP Delray Delight: Saltwater Pool & Serene Oasis!

Heated Pool + Fire Pit + Games | 5 min to Beach
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 £88 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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