Vacation rentals with outdoor seating in Delray Beach

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.

4.98 out of 5 average rating, 106 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, 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.

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 clear view of the heated outdoor pool is presented, featuring built-in loungers on one side. The spacious patio is bordered by vibrant tropical landscaping and includes multiple seating areas. The white home is visible in the background, along with a second-floor balcony.

5 out of 5 average rating, 10 reviews

210 Walk to Pineapple Grove | by Brampton Park

Exclusively Managed By Brampton Park Heated Pool and Pet Friendly 4 Bedroom 3 Bathroom Delightful home, less than 1 mile to the Beach Modern, upscale downtown Delray home, fully renovated with all new furnishings as of July 2024. While this home is on a quiet residential street, the location is truly unbeatable - 1/4 mile to Pineapple Grove district that is bustling with restaurants, bars and cafes, and The Ray Hotel. Half a mile to Atlantic Avenue, and less than 1 mile to the beach.

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, 176 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 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!

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.

4.95 out of 5 average rating, 92 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!

4.96 out of 5 average rating, 210 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, 175 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, 39 reviews

The spacious living area features a large sectional couch arranged around a circular wooden coffee table. A neutral rug lies beneath, complemented by a decorative plant. A dining area with wooden chairs is visible, while a staircase in the background leads to the upper level.

Villa in Delray Beach

Villa Lauren: Modern Luxury in Delray

Welcome to Villa Lauren, where coastal charm meets modern luxury. - Two-bedroom, two-bathroom villa with a fresh aesthetic - Spacious living area with a 75" smart TV and sound system - Fully-equipped kitchen with designer appliances and Keurig machine - Shared backyard with chaise lounges and outdoor seating - Fast wifi, washer/dryer, and parking for two vehicles - Note: Villa Lauren is part of the same building structure as our three other units.

4.9 out of 5 average rating, 29 reviews

A light-filled living room showcases a comfortable sectional sofa adorned with colorful decorative pillows. A coffee table sits in front, surrounded by natural light from the nearby windows. A door leads to the outdoors, enhancing the inviting layout.

Cottage in Delray Beach

Delray Cottage: garden + walk to beach + golf cart

Charming beach bungalow steps from the beach and Atlantic Avenue shops and restaurants. Fully renovated in 2020 ✨ *Beautiful tropical garden with multiple seating areas *The most outdoor space you will find in East Delray *5 minute walk to the beach *Hammock, reading nook, and outdoor dining area *Avocado tree, palm trees, orchids, gardenias, bromeliads, bougainvillea *Beach pass included! *Golf cart on site available for rent *Work or play; 1100 sqft

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.