Vacation rentals with outdoor seating in Gulf Stream

Bungalow in Boynton Beach

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.

4.95 out of 5 average rating, 219 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.

Guesthouse in Delray Beach

Beach chairs and umbrellas are arranged on a sandy shore, ready for relaxation. The living area features a comfortable sofa facing a vibrant teal media console, while the bedroom showcases a tranquil blue theme with a spacious bed. A private balcony offers outdoor seating.

4.94 out of 5 average rating, 217 reviews

Beach Retreat-W/Cabana Service*Walk to Downtown*

Looking for the perfect romantic getaway? Look no further than this charming, newly renovated one-bedroom home in the most picturesque town on Florida’s coast. Enjoy the ocean breeze and azure waters of Delray Beach and live like locals as you enjoy being in historic downtown, stroll to the beaches, and enjoy the local attractions. 4 Min Walk to Pineapple grove + Atlantic Ave 4 Min Drive to Delray Beach 9 Min Drive to Wakodahatche Wetlands Learn More Below and Experience Delray Beach With Us!

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, 22 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!

Superhost

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.

4.92 out of 5 average rating, 259 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!

Vacation home in Delray Beach

5 out of 5 average rating, 5 reviews

Intracoastal Waterfront Delray Home w/Boat Dock

DIRECT INTRACOASTAL WATERFRONT HOME FOR RENT in Delray Beach! Private gated single-family home with a heated pool, private dock, boat lift & covered patio. Watch the passing boats from the private backyard located in a quiet East Delray Beach neighborhood, across from the multi-million-dollar properties of Gulf Stream, Florida. Family-friendly neighborhood for walking the dog, jogging, or biking. Only minutes from the Beach, restaurants, shops & entertainment on Atlantic Ave in Delray.

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, 119 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

5 out of 5 average rating, 3 reviews

3 Br Heated Pool Villa near Downtown Delray Beach

Escape to this stylish 3BR, 2BA coastal villa just minutes from downtown and the beach! Enjoy a private fenced yard with a sparkling pool, outdoor dining, and BBQ grill. Inside, relax in bright open spaces with a modern kitchen, stainless appliances, and dining for six. Bedrooms feature hotel-quality linens and Smart TVs. Includes free beach passes, washer/dryer, and board games. Minutes to downtown’s shops, galleries, and restaurants in “America’s Most Fun Small Town.”

5 out of 5 average rating, 57 reviews

A spacious outdoor area features a wooden deck, two chaise lounges, and a grassy turf section. A dining table with several chairs is positioned nearby, with a charming entrance leading to the interior of the beach house, surrounded by greenery and a fence for privacy.

Home in Boynton Beach

Beach House East of A1A,Hot Tub,Courtyard

The Beach House is steps to the beach, no roads in between, you can see the beach from the front driveway! Private hot tub in front of a 50" outdoor TV, fully enclosed fenced in yard for privacy.Have fun in the sun all day at the beach and relax in the hot tub at night.The Beach House is nestled in between Delray Beach and Ocean Ridge in a unique old Florida style beach front neighborhood. The actual house is 300' to the sand, you can see the beach from the driveway.

4.98 out of 5 average rating, 170 reviews

An open dining area features a wooden table set with white dishware and elegant glassware, surrounded by light-colored upholstered chairs. The kitchen is visible in the background, showcasing modern appliances and cabinetry. A comfortable living area can be seen through a large glass door.

Home in Boynton Beach

Impeccable 3BR Home Near Beaches & Atlantic Ave

Great single family home in lovely neighborhood just north of Delray Beach city limits. Home is located 2.5 miles away from the beautiful public Delray Beaches and the famed Atlantic Ave. The home itself has been completely renovated and fully renovated with new modern finishes and patio in back. Yard is completely fenced for your privacy with fruit trees. For families traveling with children, we do have a pack 'n' play, high chair and travel stroller upon request.

An aerial view showcases a modern home painted in soft turquoise, surrounded by lush greenery. A sparkling pool is framed by neatly manicured grass, and two umbrellas provide shade over outdoor seating. The inviting atmosphere is complemented by palm trees and a pop of vibrant colors.

4.96 out of 5 average rating, 100 reviews

The Dream Delray/ 4 BR En-suite Pool Home

Dreams Delray is a modern 4 bedroom 4 1/2 bathroom (4 Bedroom En Suites) heated pool home which is a 10 minute walk to "The Ave,” Delray Beach's popular downtown venue, and a short 5 minute drive to our famous sandy beaches. It has everything you can ask for the perfect family vacation or a small getaway to sunny Florida. The home offers a top chef kitchen open floor plan, surround sound and a wonderful view of the pool from just about every part of the house.