Vacation rentals with outdoor seating in Gulf Stream

Apartment in Boynton Beach

A modern living area features a dark gray couch adorned with a patterned pillow. A light wooden coffee table sits in front, accompanied by a small side table. Nearby wall art depicts tropical themes, complementing the open layout that leads to a kitchen area.

4.91 out of 5 average rating, 120 reviews

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.

4.94 out of 5 average rating, 211 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.

4.87 out of 5 average rating, 212 reviews

A sandy path leads to the beach, bordered by lush green vegetation on either side. Wooden posts with ropes define the walkway, which opens up to a view of the blue sky and the distant ocean, creating an inviting coastal atmosphere.

Condo in Delray Beach

Retro charm studio steps from beach & Atlantic Ave

Charming studio with vintage vibes and a serene location near Atlantic Avenue, and a 2-minute walk from the beach & Opal Grand Beach Hotel. Step into a bygone era, exuding the nostalgic vibes of the 1950s in one of Delray Beach’s most coveted locales. Enjoy the Grove Condominiums with its old-world charm, pool, and tropical gardens. Experience Delray Beach's retro essence with upscale bars, diners, and boutique stores nearby. Embrace classic charm and coastal living in this slice of the '50s.

Superhost

A spacious studio apartment features a queen-sized bed accented with neutral bedding. A ceiling fan circulates air above, while large windows allow natural light to illuminate the terracotta tile floors. A desk and chair are positioned near the bed, with a cozy seating area visible through the open screened porch.

Apartment in Delray Beach

4.73 out of 5 average rating, 253 reviews

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

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.

4.92 out of 5 average rating, 196 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.

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, 218 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!

Superhost

A modern studio features a kitchenette with granite countertops and a dining area with high-backed stools. A comfortable queen-size bed with a striped blanket is positioned near a 55" TV, while a cozy living area is enhanced by natural light from the windows.

Guest suite in Boynton Beach

4.81 out of 5 average rating, 111 reviews

Charming Studio with private entrance in quiet residential neighborhood, Near shopping and dining!

Kick back and relax in this modern, stylish, PRIVATE STUDIO space. The separate entry through the side of the house leads to a full guest suite. Our fantastic home in a quiet neighborhood is within a 5-20 minute drive to everything you want or need: 7 mi to downtown Delray Beach 5 mi to the beach 1-2 mi to TONS of bars/restaurants and shopping (The mall and every grocery store are nearby in case you forgot anything for your trip) 3 mi to Tri Rail 39 mi to FLL, 14 mi to PBI, 61 mi to MIA

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, 133 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!

4.96 out of 5 average rating, 207 reviews

A row of blue beach chairs with matching umbrellas is set up on a sandy beach, providing shade against the sun. The calm ocean waters can be seen in the background, with a clear sky filled with soft clouds overhead.

Cottage in Delray Beach

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

The charming exterior of the cottage is framed by lush greenery and palm trees, with sunlight filtering through the leaves. A spacious front yard features a hammock and pathways lined with white stones, enhancing the inviting atmosphere of the property.

4.93 out of 5 average rating, 174 reviews

CASA SWINTON - 226 S. Swinton Avenue

South Florida Paradise found! Casa Swinton is a pristine, award-winning, 3-Bedroom, 2.5 Bath, 1942-built Cottage in East Delray Beach, minutes walking distance from Delray Beach’s famous Atlantic Avenue. Completely Renovated with exquisite Charm and Class. Sleeps 8 guests with endless lounge areas to relax and enjoy in privacy. 2 short Blocks from Delray’s Atlantic Avenue and Tennis Center. Walking Distance to the Beach, Over 150+ Restaurants, cozy Boutiques, Shoppes and much more.

5 out of 5 average rating, 27 reviews

A serene bedroom is featured with a spacious bed adorned with fresh linens and neatly arranged towels. Natural light filters through the slatted blinds of two windows, enhancing the calming blue walls. A cozy area rug and a small storage basket are positioned beside the bed.

Home in Boynton Beach

Relaxing Retreat 1 mile from the Beach

May 23-May 26, 2025: RENT ENTIRE HOUSE. (OTHER DATES-HOME IS SHARED WITH ME). Peaceful home in a quiet neighborhood. A tropical backyard with a grill and screened in porch. Juicer, books, yoga mats, blocks, mini-trampoline, for a restorative wellness getaway. TV. Walk to Willy’s Cafe for morning coffee & bites. Most peaceful & beautiful beaches. Within 1 mile from waterfront restaurants, Publix, coffee shops, bar, etc. You are an 8 min drive from Delray & close to Palm Beach.