Holiday rentals in Delray Beach

5 out of 5 average rating, 66 reviews

Ocean Beach! King Bed Suite/Near Atlantic Ave

"Ocean Beach." Beautifully renovated and decorated for the most discerning guests. Take a refreshing ride to the beach on one of our new beach cruisers, approximately a half mile. You may also choose a relaxing walk to the mature dining, entertainment, and artsy scene of Atlantic Ave. Retreat back to rest on our new memory foam mattresses, with all white linens and towels. Or, enjoy the outdoor Bar BQ for a quiet night at home. Family friendly. Across from a lovely park. NO SMOKERS PLEASE.

4.98 out of 5 average rating, 107 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!

4.96 out of 5 average rating, 224 reviews

Peaceful & Roomy Waterfront Delray Beach House

🏝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!

4.93 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.

5 out of 5 average rating, 11 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.

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!

4.93 out of 5 average rating, 176 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.

4.96 out of 5 average rating, 134 reviews

DWTN Delray Pool Home | FREE Beach Cabana service

Whether you're looking for a winter escape or a much-deserved getaway, our professionally designed, well-appointed, & newly renovated home was created with your family and friends in mind! Enjoy the warm tropical air and Caribbean blue waters of Delray Beach and all of the entertainment and nightlife that Atlantic Ave has to offer. This experience is all about fun in the sun, first-class food and drink, and plenty of laughs with your loved ones. We look forward to hosting you!

4.9 out of 5 average rating, 29 reviews

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

5 out of 5 average rating, 54 reviews

PP Sunny Haven: Pool, Games & Delray Beaches!

Escape to this luxury 4BR/3BA vacation rental in Delray Beach! Featuring a private heated pool, hot tub, screened terrace, and outdoor games like ping-pong and cornhole, it’s perfect for families or groups. Enjoy plush king beds, smart TVs in every room, and stylish renovated interiors. Located in the FreeBee ride zone—just minutes to the beach, Atlantic Ave, dining, and nightlife. Paradise Palms is your ultimate getaway for fun, sun, and relaxation!

4.94 out of 5 average rating, 108 reviews

Heated Pool! 1 Mile To Beach & Atlantic Avenue!

COZY COTTAGE STYLE HOME W/COASTAL FINISHES, BEAUTIFULLY FURNISHED IN THE HEART OF DELRAY BEACH. THIS BEAUTIFUL HOME INCLUDES 3 BEDROOMS & 2 BATHROOMS & A LARGE HEATED POOL! 1 MILE TO THE BEACH, ATLANTIC AVENUE, WATER-SPORT ACTIVITIES, FINE AND CASUAL DINING, NIGHT LIFE & UPSCALE SHOPPING & MINUTES TO BOCA RATON. BEAUTIFUL COVERED PATIO TO GRILL AND RELAX ON SOME LOUNGE CHAIRS WHILE OVERLOOKING THE LARGE HEATED POOL!