Family-friendly holiday rentals in Gulf Stream

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Top-rated family-friendly rentals in Gulf Stream

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
The studio apartment features a spacious sleeping area with a king bed covered in soft bedding. A gray futon is positioned nearby, with a rug on the sleek, light wood flooring. Windows allow natural light to illuminate the room, complemented by a stylish piece of wall art.
Home in Boynton Beach
4.92 out of 5 average rating, 143 reviews

Modern Studio 5mins from Beach and Downtown Delray

Brand new rennovated, private and separated studio apartment in Boynton Beach 5 minutes from the beach and downtown Delray Avenue. Perfect spot to relax after a long day. Nice safe family neighborhood great for walks. Private back entrance and Driveway parking with keyless entry. Apartment studio has Microwave, Small Fridge and Freezer, Nespresso duo Coffee maker, Air Fryer, modern shower, living area, one king bed and one Futon that can sleep one more person. **longterm rentals rates available

Superhost
A modern living area is showcased, featuring two dark gray sofas and a striped accent chair. A circular coffee table sits in the center, surrounded by palm-themed artwork. A ceiling fan provides comfort, while a decorative light fixture hangs in the distance.
Apartment in Boynton Beach
4.8 out of 5 average rating, 143 reviews

Oasis in Ocean Ridge, Walk to Beach

Welcome to your new Beach House! Completely renovated 3 Bedroom, 1 Bathroom Home located directly on A1A. Styled to bring the Ocean to your mind, body & soul. Just walking distance to one of most beautiful Beaches in South Florida! 2 minute walk to Nomads Surf Shop for all your surfing/beach needs! 10 minutes away from the Famous & Exciting Downtown Delray for shopping & fine dining or a night out in a beautiful town. So much to see! Have a large family/group? There is 2 more units you can rent

Top Guest favourite
A serene beach scene features soft, white sand stretching along a calm shoreline. Gentle waves lap at the water's edge, transitioning from light turquoise to deeper blue. A few scattered clouds float above under a bright sky, inviting relaxation and tranquility.
Cottage in Boynton Beach
4.94 out of 5 average rating, 217 reviews

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.

Superhost
The image captures a serene view of a canal bordered by lush greenery and palm trees. A private dock with patio chairs and a table extends over calm waters, where various boats are moored. The setting highlights a peaceful outdoor space, perfect for relaxation.
Apartment in Delray Beach
4.74 out of 5 average rating, 268 reviews

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. Watch the manatees roll around with their young, take in the Eastern exposure with the bright sun on the dock all day and in the screened area This unit sleeps 2 and provides the shared use of two kayaks, with the guest in the other unit. Welcome to tranquility Enjoy the newly renovated screened in Florida room with beautiful new hurricane proof sliding doors

Top Guest favourite
A cozy living area features a leather sofa adorned with striped pillows and a textured throw. The walls display a curated selection of art, while a brightly colored accent wall delineates a doorway, leading to the bedroom beyond with soft lighting and neutral-colored bedding.
Home in Boynton Beach
4.96 out of 5 average rating, 181 reviews

Retreat | Work-ready, Parking, WiFi, Near Beach

Beneath a mango tree, your tropical home base awaits. Casa Gonzo is where sunshine meets cozy simplicity—fast Wi-Fi, full kitchen, laundry, and self check-in 24/7. Perfect for work trips, family visits, or last-minute getaways. Walk to dining and local gems, or drive 6 minutes to the beach. Stay for the vibe! 🌴 Your soft landing awaits. Perfect for: Visiting family & holiday overflow stays ⚡ Work crews, contractors, on-the-go pros. 🩺 Clinical rotations. Same-day bookings + instant access!

Top Guest favourite
A charming bungalow is surrounded by lush greenery, featuring a brick pathway leading to the entrance. Potted plants with colorful flowers are placed beside the door. The metal roof reflects sunlight, while the blue sky and clouds provide a serene backdrop.
Home in Delray Beach
4.93 out of 5 average rating, 219 reviews

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.

Guest favourite
A cozy living area features a comfortable sofa and a round coffee table topped with a small plant. Natural light streams in through glass doors leading to an outdoor space. The kitchen area is equipped with modern appliances, including a stainless-steel refrigerator.
Home in Delray Beach
4.93 out of 5 average rating, 244 reviews

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!

Top Guest favourite
Guest suite in Lake Worth
4.95 out of 5 average rating, 295 reviews

Tropical Oasis Guesthouse w/ private entrance

Cozy, private getaway in Lantana, which is owner occupied. French doors open to a tropical paradise. Just 10 minutes from airport, beaches, restaurants, convention center & shopping. Enjoy the sounds of nature on your private deck secluded by palm trees. Includes A/C, bathroom, Smart TV and parking. NOTE: Does not have a full kitchen, however, it includes a sink, refrigerator, microwave, hot plate, and utensils for fixing simple meals w/plenty of counter space! (see photos) NO STOVE

Guest favourite
A private backyard features a heated pool surrounded by sun loungers and a thatched tiki hut. Soft lighting enhances the serene atmosphere, while palm trees and a grassy area create a tranquil oasis. A stunning sunset sky adds color to the scene.
Home in Delray Beach
4.93 out of 5 average rating, 112 reviews

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!

Superhost
A spacious pool area is surrounded by a well-maintained yard, featuring vibrant green foliage. Two blue umbrellas provide shade over a dining table set for six, while four lounge chairs await sunbathers. A whimsical flamingo float is resting on the water, adding a playful touch.
Home in Delray Beach
4.93 out of 5 average rating, 147 reviews

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!

Guest favourite
A private outdoor space features a sparkling swimming pool surrounded by lounge chairs and dining table. A large pink flamingo float rests in the water, while vibrant flowers frame the scene, adding color to the patio area.
Home in Delray Beach
4.91 out of 5 average rating, 236 reviews

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

Professional Hospitality, sparkly clean, luxurious finishes, organic cotton & down beddings. Teak furniture and a relaxing tub. Relaxing outdoor patio and dining. Only 2 walking blocks from the vibrant Atlantic Ave and shuttle to the beach (no need to drive anywhere!!!). Great for families or a group. No Pets no exception. ABSOLUTELY NO SMOKING- INDOOR and OUTDOORS. **If you are a smoker, kindly, DO NOT consider staying here.

Superhost
Home in Delray Beach
4.75 out of 5 average rating, 131 reviews

The Captains Quarters of Delray Beach

Relax in this comfortable Delray Beach getaway. Spacious, clean home with outdoor kitchen, sun deck, and hot tub. Good-vibe décor with cherry wood mahogany, open kitchen, large couch, Wi-Fi and cable. Three roomy bedrooms and a dining room with a marble table for six. Great neighborhood just 5 minutes to the beach, downtown, marinas, and shopping, and 15 minutes to PBI. Hosted by a knowledgeable local Florida boat captain.

Popular amenities for Gulf Stream family-friendly rentals