Holiday rentals with outdoor seating in Delray Beach

4.89 out of 5 average rating, 216 reviews

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.

4.94 out of 5 average rating, 118 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!

4.93 out of 5 average rating, 211 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.

4.94 out of 5 average rating, 231 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!

4.96 out of 5 average rating, 213 reviews

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

4.92 out of 5 average rating, 186 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.

4.87 out of 5 average rating, 217 reviews

Apartment

Retro charm studio steps from 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.

Superhost

Flat in Delray Beach

4.85 out of 5 average rating, 123 reviews

Delray Beach House Oasis! 2 Bedroom!!

Beautiful wildlife sanctuary and beach oasis just steps to beach and all that Delray Beach, FL has to offer!! Feel like enjoying an amazing relaxing atmosphere, surrounded by nature, listening to the birds or admiring the beautiful plants, flowers and butterflies? Or want to walk to the beach for a sun and fun filled day? How about walking to some of the best kept secret restaurants and nightlife in FL? Then you found the right place!!!

4.82 out of 5 average rating, 100 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.

4.97 out of 5 average rating, 106 reviews

Heated Pool | Delray Beach Honey Hole

Welcome to the Honey Hole! This family-friendly beach getaway is sure to have any guest relaxing all year round. Situated in a quiet and private neighborhood this home is perfect for all your vacation needs. This completely renovated home is a 5 minute drive down Atlantic Avenue to downtown and the beaches. You can find restaurants, shops, parks, boat tours, and much more locally. We look forward to hosting you!

4.94 out of 5 average rating, 244 reviews

the poet's pad treehouse vibes with cool design

With its treehouse ambiance, the Orange Door Suite contrastingly features a boldly updated kitchen. All new stainless steel appliances, quartz countertops, and a newly renovated bath, this unit boasts a quirky, luxurious, and modern interior. The large windows let in loads of natural sunlight, and a glimpse of picturesque views of the trees. The outdoor scapes will remind you of a dreamy Key West bungalow!