
Holiday houses in Gulf Stream
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Top-rated holiday rentals in Gulf Stream
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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.

Tropical Private Bungalow - Delray Garden House
Experience modern boho living and luxurious amenities with this newly remodeled 1950’s bungalow. Biking distance to the beach and vibrant Downtown Delray, everything from PopStroke by Tiger Woods, Coco Market, and Morikami Gardens to the up and coming Pineapple Grove Arts District and the Atlantic Ave strip is just minutes away. Pets are also welcome, and free parking is available. We can accommodate early and late check-ins when possible. So book now, and treat yourself to a local experience.

1222 #2 Atlantic / near beach | by Brampton Park
Exclusively Managed By Brampton Park 1 minute walk to the Beach, Downtown and Ocean Views 1 Bedroom 2 Bathroom 2nd Floor Apartment Less than 5 minute walk to the beach Small building with only 3 units, 1 set of stairs up to the apartment Fully equipped apartment close to the beach with views of Downtown Delray and the ocean Apartment is one block from A1A/ Ocean Boulevard at Atlantic Ave This apartment is accessed via a set of stairs, and is not suitable for those that cannot climb stairs

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

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!

Palm Casita - Private 1BR Tropical Retreat
Private Guesthouse | Tropical Retreat | Near Beaches & Delray Relax in this private 1BR 1BA guesthouse with a fenced-in backyard. Sleep soundly in a comfortable king bed and enjoy a quiet neighborhood just minutes from beautiful beaches and world-famous Delray Beach. Close to great restaurants and shopping. Includes in-unit washer/dryer, full kitchen, fast WiFi, and private driveway. Perfect for a beach getaway or exploring the vibrant area. Your private tropical retreat awaits—book now!

Heart of Delray ~ Luxury 2bd~ Private Pool & Spa
Experience this beautifully appointed vacation retreat just minutes from Pineapple Grove, Atlantic Avenue, and Delray Beach. Enjoy a tranquil private saltwater pool and spa surrounded by lush tropical landscaping, comfortable lounge seating, and a charming patio. The chef’s kitchen overlooks the pool and is fully equipped for true gourmet cooking. Completely remodeled and professionally furnished, this two-bedroom, two-bath home offers the perfect blend of comfort, style, and relaxation.

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!

Beach Retreat W/Cabana Service | Steps to Downtown
Welcome to your retreat filled with sun & fun, where you can relax in the tropic air and aqua blue waters of Delray Beach. You will enjoy our well-appointed, newly renovated guest house originally built in 1929 & located in historic downtown Delray. Live like locals as you enjoy a bike ride or an evening stroll to our lively downtown and beautiful beaches. With our amenities and superb level of cleanliness, you will experience a level of comfort unmatched by hotels or other Airbnbs

Heated Pool, Hot Tub, Pickleball & Putting Green
Discover your own piece of paradise just minutes from Delray Beach’s vibrant Atlantic Avenue and pristine shoreline. This modern 4-bedroom home is ideal for large families, groups, or corporate retreats. Lounge by the private heated pool, unwind in the hot tub, challenge friends on the pickleball court or putting green, catch your favorite shows on a TV in every bedroom, or gather for a memorable feast in the state-of-the-art kitchen.

Salty Sandbar Studio
Take it easy at this cozy little getaway in a quiet residential neighborhood. Equipped with Queen size bed. 32 inch smart TV. Full size bathroom. Mini fridge, 2 burner range, keurig coffee maker, portable air conditioner and microwave. Plenty of room for storage. 7.7 mil to downtown Delray Beach 15 min to the beach 5 min to TONS of bars/restaurants and shopping 9 min to Tri Rail 39 min to FLL, 19 mi to PBI, 63 mi to MIA

312 Luxury 3BR Villa: Pool, Tiki Hut & Outdoor Fun
DELRAY NIGHTLY presents Hideaway Palms — a fully renovated 3BR/3BA luxury villa in Delray Beach. Lounge in your private heated pool, enjoy alfresco dining under the authentic Tiki Hut, or practice your swing on the putting green. Sleeps 6 with modern amenities, fast Wi-Fi, and spacious outdoor living. Located in the FreeBee shuttle zone, just minutes from Atlantic Avenue, beaches, dining, and nightlife.
Popular amenities for Gulf Stream holiday rentals
Other great holiday rentals in Gulf Stream

Relaxing Retreat 1 mile from the Beach

1 Bedroom unit close to beach and Atlantic Ave.

Casa Rosa Pineapple Grove - Your Lush Garden Oasis

Casa de Azul

Newly remodeled bungalow close to beaches

Sun splashed bungalow a block to the beach

Harmony Room - Private, Comfy & Clean

Large Heated Pool - Family Friendly Private BBQ
Destinations to explore
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- Family-friendly rentals Gulf Stream
- Pet-friendly rentals Gulf Stream
- Rentals with outdoor seating Gulf Stream
- Rentals with a washing machine and dryer Gulf Stream
- Rentals with pools Gulf Stream
- Rentals with a patio Gulf Stream
- Rentals with beach access Gulf Stream
- Apartment rentals Gulf Stream
- House rentals Gulf Stream
- South Beach
- Fort Lauderdale Beach
- Miami Design District
- Miami Beach Convention Center
- Hard Rock Stadium
- Haulover Beach
- Port Everglades
- Bal Harbour Beach
- Rapids Water Park
- Dania Beach
- Rosemary Square
- Ocean Terrace Public Beach
- Broward Center for the Performing Arts
- Bathtub Beach
- Gulfstream Park Racing and Casino
- Jungle Island
- Phillip and Patricia Frost Museum of Science
- Miami Beach Golf Club
- West Palm Beach Golf Course
- Fort Lauderdale Beach
- Jonathan Dickinson State Park
- Boca Dunes Golf & Country Club
- Trump National Golf Club Jupiter
- Delray Public Beach




