Vacation rentals with outdoor seating in Delray Beach

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, 208 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!

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The image captures a serene view of a canal bordered by lush greenery and palm trees. A private dock with patio chairs and a table extends over calm waters, where various boats are moored. The setting highlights a peaceful outdoor space, perfect for relaxation.

Apartment in Delray Beach

4.73 out of 5 average rating, 262 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

The private pool area showcases a sparkling blue pool, complete with a spa and sun loungers beneath vibrant red umbrellas. Lush greenery and tranquil waterfront views create a serene atmosphere, inviting relaxation and enjoyment under a bright blue sky with fluffy white clouds.

4.94 out of 5 average rating, 125 reviews

Waterfront Htd Pool, Spa, Pool Table, Lanai, Canal

Indulge in this luxurious 4BR 2BA haven on a picturesque waterfront property in a prime location in Delray Beach, FL. This spacious getaway offers the perfect retreat from bustling crowds with its trendy design, high-end comforts, and scenic backyard that will leave you in awe. ✔ 4 Comfortable Bedrooms ✔ Open Design Living + Pool Table ✔ Fully Equipped Kitchen ✔ Screened-In Porch ✔ Backyard (Swimming Pool, BBQ, Dining, Dock) ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Free Parking Learn more below!

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, 217 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.

4.93 out of 5 average rating, 239 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 charming casita is set against a lush green lawn, framed by vibrant foliage. The entrance features light blue accents and a small seating area with two white chairs, inviting relaxation. Sunlight casts gentle shadows, enhancing the welcoming appearance of the home's exterior.

4.93 out of 5 average rating, 136 reviews

CASITA DELRAY (314 SW 2nd Street)

Charming Renovated 2 Bedroom “Casita” Close to Downtown Delray Beach!! Beautifully Decorated with thoughtful details throughout Quality Mattresses, Bedding, Plush Pillows,, & Towels, 2 Beach Cruiser Bicycles for a quick ride downtown or to the beach 3 Beach Chairs / Beach Umbrella / Beach Towels / Yoga Mat Provided Private Fenced Backyard with Weber BBQ / Table and Chairs for Outdoor Dining / Hammock. Close to Downtown....Restaurants, Bars, Shoppes, Nightlife and award-winning BEACHES ;)

A private dock extends over tranquil waters, framed by lush palm trees. Two blue chairs are positioned on a wooden deck, offering a serene space to enjoy the surrounding nature and canal views. The sky is clear with soft clouds reflecting on the water's surface.

4.98 out of 5 average rating, 189 reviews

shipwrecked fun design • stunning canal view

Bold interior design in this newly renovated pad with a beautiful canal and dock in delray. Step in the front door and immediately you see the large windows looking out onto the water in the back. This is true to Delray Beach with all its charm. Now pop on a movie on the big 75 inch Smart TV screen, rest your head on the comfy beds, shower under the rainfall fixtures and truly unwind in a Delray-geous getaway. Just 6 minutes to the beach or Delray's amazing nightlife and restaurants.

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, 106 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!

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, 52 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!

4.97 out of 5 average rating, 100 reviews

Lux Florida Glam Steps to everything, 2 king rooms

Historic Palm Peach glam inspired home one block from the new Delray market, Atlantic avenue shopping, restaurants and nightlife. No need to drive. Brand new chic Art Deco infused decor inspiring a relaxing beach vacation with all the five star hotel comfort: white goose down and organic beddings, outdoor seating and chef ready kitchen. NO pets, no exceptions. Absolutely NO SMOKING INDOORS or OUTDOORS. **If you are a smoker, kindly, do NOT consider staying here.

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 in Delray Beach

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.

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