Vacation rentals with outdoor seating in Delray Beach

Delray Sunshine Cottage with Pool and Beach Pass

Charming Delray Beach cottage with a private saltwater pool and outdoor dining/seating spaces. Like having a two-bedroom hotel suite with your own private pool! Light-filled, relaxing and well-equipped with you in mind. Walk a mile to Atlantic Avenues shops, restaurants & bars. Close to the beach with a pass for lounge chairs and umbrella on any beach! Perfect for couples, solo adventurers or a family of four. Relaxing oasis for a wonderful experience. Unbeatable location for your sunny escape!

Lux King bed 2br 1bath, walk to everything #309

Professionally managed and cleaned, luxurious finishes, organic cotton and down beddings, teak furniture and chefs' ready kitchen. Relaxing shared outdoor area, free laundry machine, outdoor shower and dinner table. Conveniently located within 2.5 walking blocks from the vibrant Atlantic Ave resutarants and shuttle to the beach (no need to drive). 2 Identical units always full in season. ABSOLUTELY NO SMOKING- INDOOR and OUTDOORS. **If you are a smoker, kindly, DO NOT consider staying here.

Tiki Hut, Htd Pool, Bar & Putting Greens Near Ave

Welcome to your backyard paradise! This Beachy Chic Heated Pool & Tiki Hut Home has an open-plan living area, elegant dining space, and a fully equipped kitchen. Step outside to your tropical oasis with a vast marble patio and gorgeous landscaping, forming a blend of nature & luxury. ✔ 3 Comfortable Bedrooms ✔ Open Design Living ✔ Equipped Kitchen ✔ Backyard Oasis (Pool, Tiki Hut w/ Bar & TV, Dining, 2 putting areas, Lounges) ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Free Parking ✔ Pets OK See more!

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.

702A Waterfront Villa – Pool, Tiki Hut & Putting

DELRAY NIGHTLY presents Waterway Palms — Incredible Luxe rated 3BR/3BA waterfront Delray Beach villa with heated pool, Tiki Hut, firepit, putting green, and outdoor games. Sleeps 8 (incl murphy) with king beds, amazing chef’s kitchen, Smart TVs, high-speed Wi-Fi, and welcome basket with starter supplies. Relax in the large spacious open living areas and enjoy resort-style outdoor fun, just 10 minutes from Atlantic Avenue, beaches, dining, nightlife, golf, and upscale shopping. See you soon!

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 ft 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!

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.

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!

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

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.

Delray Holiday Escape • Heated Pool • Walk to Ave

Escape the winter chill and celebrate the holidays in sunny Delray Beach! The Happy Mango Hideaway is a private 2-bedroom, pet-friendly cottage featuring a heated saltwater pool, spa-style bathroom (renovated Oct 2025), full kitchen, fast Wi-Fi, and cozy workspace. Walk to Atlantic Ave’s shops, cafés, and nightlife, or unwind in your fenced tropical yard. Perfect for holiday travelers, snowbirds, and remote workers seeking sunshine and serenity.

Heated Pool, Hot Tub, Pickleball & Putting Green

Discover your own piece of paradise just minutes from Delray Beach’s vibrant Atlantic Avenue and pristine shoreline. This modern 4-bedroom home is ideal for large families, groups, or corporate retreats. Lounge by the private heated pool, unwind in the hot tub, challenge friends on the pickleball court or putting green, catch your favorite shows on a TV in every bedroom, or gather for a memorable feast in the state-of-the-art kitchen.