Vacation rentals 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, 139 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, 215 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.

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, 218 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.

4.97 out of 5 average rating, 32 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.

4.93 out of 5 average rating, 241 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 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.

4.94 out of 5 average rating, 109 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 hot tub with bubbling water is surrounded by lush greenery and palm trees. A shaded area above the tub offers protection from the sun. A pathway is visible in the background, lined with tropical plants, contributing to a serene outdoor space.

4.74 out of 5 average rating, 129 reviews

The Captains Quarters of Delray Beach

Come relax in this comfortable Delray Beach getaway. Spacious clean home with outdoor kitchen, sun deck and hot tub. Good vibes decorated in cherry wood mahogany. Open kitchen for entertaining large couch with Wi-Fi and cable. Three nice size bedrooms and beautiful dining room, 6 seating marble table. Great neighborhood centered in town 5 min to the beach, downtown delray, marinas, shopping, 15 min to PBI airport. House is offered by a Florida local knowledged boat captain. RELAX.

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.

4.98 out of 5 average rating, 53 reviews

312 Delray Retreat: Pool, Tiki Hut & Putting Green

DELRAY NIGHTLY presents Hideaway Palms — a fully renovated 3BR/3BA luxury vacation rental in Delray Beach. Relax in your private heated pool, dine under the authentic Tiki Hut, or practice on the putting green. Perfect for families, couples, or remote workers, this villa sleeps 6 and offers modern amenities, spacious outdoor living, and fast Wi-Fi. Located in the FreeBee shuttle zone, just minutes from Atlantic Avenue, beaches, dining, shopping & nightlife. Book today!

4.99 out of 5 average rating, 160 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.

4.87 out of 5 average rating, 220 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

Retro charm studio - Walk to beach & Atlantic Ave

Charming studio with vintage vibes in a serene location near Atlantic Avenue—just a 2-minute walk to the beach and Opal Grand Beach Hotel. Step into a bygone era, radiating 1950s nostalgia in one of Delray Beach’s most coveted spots. Enjoy the Grove Condominiums' old-world charm, pool, and tropical gardens. Soak in Delray Beach's retro essence with upscale bars, diners, and boutique shops nearby. Embrace classic charm and coastal living in this slice of the '50s.

A spacious living area features natural wood beams overhead and large windows allowing natural light to fill the space. A comfortable sectional sofa with colorful cushions is positioned next to a modern coffee table. A dining table is visible, accompanied by mid-century style chairs.

4.82 out of 5 average rating, 106 reviews

2 Bed Cottage walk to Pineapple Grove Ave & Beach

Keep it simple at this peaceful and centrally-located place. This remodeled cottage features a brand new kitchen and bathroom. Spend your days either relaxing in the quiet patio surrounded by greenery or walk to Pineapple Grove or the Ave for a drink or bite to eat. Enjoy time at the beach with your friends and family and in the evening take a stroll through the historic district soaking in the real culture of Delray Beach.