Vacation rentals with outdoor seating in Gulf Stream

4.94 out of 5 average rating, 212 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 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, 204 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!

Superhost

The outdoor area features a large heated pool surrounded by a spacious patio. Comfortable lounge chairs are positioned nearby, and lush palm trees add greenery to the scene. The white exterior of the house is visible in the background, with a clear blue sky overhead.

4.78 out of 5 average rating, 23 reviews

Island Estate: Pool, Tiki Lounge near Atlantic Ave

Fabulous Location! Minutes from Atlantic Ave. Make home sweet home at Palm Tree Island Estate! Large spacious bedrooms, and a huge second floor guest-suite/in-law suite, two kitchens, and a backyard lounge and beautiful heated pool that is fit to entertain the whole family! Located in a quiet, safe and beautifully maintained neighborhood of Delray Beach - only minutes from the Atlantic Ave, shopping and all that Palm Beach has to offer! PET FRIENDLY with fully fenced yard for them to explore!

Superhost

The modern villa exterior is showcased with a light-colored facade and contrasting dark accents. Lush greenery surrounds the entrance, and a neatly paved driveway leads to the front door, framed by decorative planters. The sky overhead reveals a mix of clouds and blue.

4.91 out of 5 average rating, 118 reviews

Luxe Poolside Villas I

Welcome to Delray Beach’s stylish luxe villas. This pool home is perfect for a family or couple’s getaway. This modern villa offers a tranquil residential vibe alongside quick, easy access to the downtown areas and the popular Delray Beach. admire the crisp, contemporary decor or relax in your private patio equipped with BBQ grill and outdoor seating. Inquire about renting all 4 villas together. ALL 4 VILLAS HAVE THEIR OWN PRIVATE PATIO AND HAVE ACCESS TO THE 11,000 sq ft RESORT W/ AMENITIES.

A private heated pool is surrounded by lush greenery and palm trees, fostering a relaxing atmosphere. The pool's bright blue water reflects sunlight, with pink inflatable floats gently bobbing on the surface. Comfortable lounge chairs are positioned nearby, offering a space for leisure.

4.92 out of 5 average rating, 183 reviews

Delray Beach-5 Bedr/4.5 bath*Heated Pool

Huge comfortable 5 bedroom, 3 ensuite & 2 half bathroom house in sought after Lake Ida area, Delray Beach, FL. Step into a relaxing, beach feel the moment you walk through the door. Enclosed backyard with large private heated pool. Beachtowels, towels, toiletries and all kitchen amenities included. Delray Public Beach: 2miles World renowned Delray Tennis stadium: 1.2 miles. Buzzing Atlantic Ave with restaurants, art galleries: 1 mile Pool loungers, umbrellas & grilling facilities outside.

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, 200 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.

4.96 out of 5 average rating, 28 reviews

A single-family home is depicted with a well-maintained front yard featuring tropical landscaping and mature palm trees. The house is painted in light colors, complemented by a bright yellow door. A concrete driveway leads to the garage on the right side.

Home in Boynton Beach

Beautiful 2 Bedroom close to Beach & Atlantic Ave!

This turn-key home is a short 2 mile bike ride to Downtown Delray Beach. Comfortable king and queen beds in bedrooms. Huge open floor plan kitchen & living area, Office, Brand new smart TV. New washer/dryer, large Weber Grill, His & hers bicycles + Peloton Bike! Just bring your suitcase! Less than a 2-mile bike ride to prized Atlantic Ave Restaurants, Shopping & Entertainment. Less than 2 miles to Delray Beach Access. Walk to the corner & get picked up by the Freebie Ride for a night out!

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.

4.94 out of 5 average rating, 224 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!

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.

4.87 out of 5 average rating, 135 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!

4.99 out of 5 average rating, 154 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.

A serene outdoor pool area features a spacious heated pool surrounded by palm trees and lush landscaping. Four lounge chairs with umbrellas are positioned nearby, and soft evening light enhances the tranquil setting. The sky is painted in hues of pink and orange as the sun sets.

5 out of 5 average rating, 54 reviews

PP Sunny Haven: Pool, Games & Delray Beaches!

Escape to this luxury 4BR/3BA vacation rental in Delray Beach! Featuring a private heated pool, hot tub, screened terrace, and outdoor games like ping-pong and cornhole, it’s perfect for families or groups. Enjoy plush king beds, smart TVs in every room, and stylish renovated interiors. Located in the FreeBee ride zone—just minutes to the beach, Atlantic Ave, dining, and nightlife. Paradise Palms is your ultimate getaway for fun, sun, and relaxation!

A modern living area is captured, showcasing a cozy seating arrangement and a light wooden table. A sleek kitchen area features vibrant blue cabinetry, while a spiral staircase leads to the upper level. Natural light filters through the window, enhancing the inviting atmosphere.