
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.

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!

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

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

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.

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

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!

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.

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!

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

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!

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!
Popular amenities for Gulf Stream family-friendly rentals
Family-friendly home rentals with a hot tub

Waterfront Htd Pool, Spa, Pool Table, Lanai, Canal

#1 Lake Osborne Tropical Pool Oasis HEATED POOL

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

Casa Déjàvu 5*spot Heated pool /HotTub /8min Beach

Beautiful house with jacuzzi and pool table!

Heated Pool & Hot Tub | Delray Beach Shark Tank

Resort style 1BR/1BA condo

Key West Style Suite with Pool/Spa
Family- and pet-friendly home rentals

Beautiful 2 Bedroom close to Beach & Atlantic Ave!

Totally Private Studio, NO shared Spaces-Renovated

Charming Poolside Guest House

1222 #2 Atlantic / near beach | by Brampton Park

Modern Studio 5mins from Beach and Downtown Delray

*KING BED* Private Cottage in the heart of WPB

Delray Beach Suite - close to Atlantic Ave & Beach

Walk to Mizner/Brightline, Parking, Wi-Fi, Patio
Family-friendly home rentals with a pool

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

Island Estate: Pool, Tiki Lounge Downtown Atlantic

Luxe 3-Bedroom Vacation Home|Pool|Blocks to Beach

Private Oasis with Heated Pool close to the Beach

Tropical Beach Villa with Heated Salt Water Pool

Walk to the beach! Lovely one bedroom with pool.

Beach Studio Steps from Ocean & Atlantic Ave

Berkshire on the Ocean
Destinations to explore
- Seminole Holiday rentals
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- Rentals with a washing machine and dryer Gulf Stream
- Apartment rentals Gulf Stream
- Rentals with a patio Gulf Stream
- Rentals with beach access Gulf Stream
- Pet-friendly rentals Gulf Stream
- House rentals Gulf Stream
- Rentals with outdoor seating Gulf Stream
- Rentals with pools Gulf Stream
- Family-friendly rentals Palm Beach County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- South Beach
- Fort Lauderdale Beach
- Miami Beach Convention Center
- Hard Rock Stadium
- Haulover Beach
- Port Everglades
- Bal Harbour Beach
- Miami Design District
- Rapids Water Park
- Dania Beach
- Ocean Terrace Public Beach
- Bathtub Beach
- Phillip and Patricia Frost Museum of Science
- Broward Center for the Performing Arts
- Jungle Island
- Miami Beach Golf Club
- Rosemary Square
- Gulfstream Park Racing and Casino
- Jonathan Dickinson State Park
- Boca Dunes Golf & Country Club
- Golf Club of Jupiter
- Palm Aire Country Club
- Trump National Golf Club Jupiter
- The Club at Weston Hills