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
A bright living area features a comfortable sofa and vibrant wallpaper. An outdoor courtyard showcases multiple seating options, a covered patio, and a firepit surrounded by tropical plants. The main bedroom is adorned with a spacious bed and colorful decor, inviting relaxation.
Bungalow in Lake Worth
4.95 out of 5 average rating, 167 reviews

A Tropical Beauty🏝🏠 Historic Charm + Modern Luxury

Mango Groves Beach Bungalow! Charming, tropical gem hidden in the middle of artsy Lake Worth Beach. Just updated, this immaculate 2 bed 1 bath is bright, spacious & super cozy with a beautiful large courtyard & private patio. 20 min walk or 10 min bike ride to the beach. Enjoy a plethora of amazing food and nightlife all just steps away. Free use of the grill, fire pit, beach cruisers, laundry, toys, beach gear, games and baby stuff! Providing you with a perfect 5 star experience is our mission!

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
4.85 out of 5 average rating, 135 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

Superhost
A landscaped yard features lush palm trees and tropical plants, creating a serene outdoor space. A stone pathway winds through the grass, leading to a small seating area with a round table and chairs, set under the shade of the trees.
Home in Boynton Beach
4.81 out of 5 average rating, 188 reviews

House by the beach in a secluded area

Completely private,Recently remodeled and tastefully furnished in true Florida fashion. Kid and pet friendly with plenty outdoor space with private above ground pool, located less than 5 minutes from the beach. Walkable distance to local shops, restaurants and entertainment. The house has NO cameras inside. We have a ADT alarm system in the living room that has a motion sensor for when the alarm is set on away mode. (If guest want to use it the alarm). We only have cameras outside of the house

Superhost
A thoughtfully designed sleeping area features a spacious bed with crisp white linens and rolled towels at the foot. A light-colored table and chairs provide a cozy dining space. The kitchen area showcases bright blue cabinetry and modern appliances, with natural light streaming through the window.
Apartment in Delray Beach
4.92 out of 5 average rating, 217 reviews

the writer's nook • treehouse economical studio

Upon entering the newly renovated Green Door Suite, it's charm and coziness envelops you, making you feel right at home. The bold and contemporary styling boasts the sophistication of a boutique hotel room. Unwind in our luxurious shower after a long day at a conference, or cool off after a hot day the beach! Perfect for a getaway on a budget. This cozy cottage is located in a serene space nestled under the trees. Enjoy a swing in the hammock, or a walk to the nearby lake in the neighborhood.

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
4.73 out of 5 average rating, 262 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, 178 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, 217 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, 239 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 feet 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
4.94 out of 5 average rating, 289 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

Superhost
A spacious living area is defined by a high, wooden ceiling and neutral tones. A white sofa is positioned against a textured brick wall, accompanied by a round dining table and blue chairs. A large window allows natural light, complemented by a vibrant piece of artwork and decorative elements.
Home in Delray Beach
4.86 out of 5 average rating, 138 reviews

2 BD Delray Beach Cottage walk to The Ave & beach

Your friends and family will be close to everything when you stay at this centrally-located trendy apartment in the Historic District of Delray Beach. This newly remodeled mid-century modern apt features a brand new kitchen where guests can gather and cook up their favorite meals. Spend your days tanning and swimming at the beach before relaxing in your private patio for an afternoon drink then walk over to Pineapple Grove and "the Ave" for live music, great food, dancing, and fun!

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, 106 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, 146 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!

Popular amenities for Gulf Stream family-friendly rentals