Vacation rentals in Gulf Stream

4.94 out of 5 average rating, 218 reviews

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

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.

Guesthouse in Boynton Beach

5 out of 5 average rating, 7 reviews

Perfect little place

Kick back and relax in this calm, stylish space.We have a wonderful location, it is only 8 min to the beach . Shopping is in walking distance and you are only min away from entertainment . World famous Atlantic Ave is 5 min away . They have restaurants, music, and quaint little shops . On my evening walks I stop by this beautiful wildlife refuge that has huge turtles , it’s right down the street. We are 45 min from Fort Lauderdale, one hour from Miami. Bethesda Hospital is two minutes away..

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.

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.

Guesthouse in Boynton Beach

A fenced-in backyard is highlighted by tropical plants and illuminated by string lights. Comfortable outdoor seating is arranged on a paved area, surrounded by lush greenery. The space offers a tranquil atmosphere, perfect for relaxation and enjoying the outdoors.

5 out of 5 average rating, 18 reviews

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!

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.

4.93 out of 5 average rating, 246 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!

5 out of 5 average rating, 38 reviews

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.

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.

4.93 out of 5 average rating, 114 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.

4.93 out of 5 average rating, 148 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!

Superhost

A cozy studio apartment is furnished with a spacious bed positioned against a white shiplap wall. Two woven chairs with decorative cushions are placed around a glass-topped coffee table, blending functionality with tropical elements. An air conditioning unit is mounted above the bed.

Guesthouse in Delray Beach

4.83 out of 5 average rating, 23 reviews

Beachy Studio w/ Pool, Hot Tub - 6 min to Atlantic

This cute tropical studio is the perfect place to relax on a short getaway. Wake up to sunlight as you're surrounded by windows letting in natural light. Enjoy a king sized bed, heated pool, and hot tub. You are located 6 minutes from Atlantic Ave which is packed with bars and restaurants and 6 minutes from the beach. We provide you with everything you'll need, so pack your bags and come relax! *the backyard may shared with other listings.

5 out of 5 average rating, 10 reviews

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.

Superhost

4.75 out of 5 average rating, 133 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.

A serene heated pool is surrounded by lounge chairs and umbrellas, set against a backdrop of lush palm trees. The scene is illuminated by the warm colors of a sunset sky, creating a tranquil outdoor living space.