Family-friendly holiday rentals in Delray Beach

Luxe 3-Bedroom Vacation Home|Pool|Blocks to Beach

JUST ACHIEVED COVETED TOP 1 % of all AIRBB Properties. Enjoy a magical beach vacation at this new-renovated, single-story home. Indulge in evening cocktails under the covered patio and enjoy a screened in, heated pool – completely pest-free! Inside, find a stylish living room, a modern kitchen, and three lovely bedrooms. Room for the whole family plus a MILE to the beach.Large Capacity Washer & Dryer 4 Min Drive to Island Water Sports 5 Min Drive to Beach 7 Min Drive to Mizner Park High Repeats

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. Make Delray Beach your home for the holidays.

the writer's nook • treehouse economical studio

Upon entering the newly renovated Green Door Suite, it's charm and coziness envelops you, making you feel right at home. The bold and contemporary styling boasts the sophistication of a boutique hotel room. Unwind in our luxurious shower after a long day at a conference, or cool off after a hot day the beach! Perfect for a getaway on a budget. This cozy cottage is located in a serene space nestled under the trees. Enjoy a swing in the hammock, or a walk to the nearby lake in the neighborhood.

ON CANAL! Pool+Walk to BEACH! Boat Watch! 1b/1b

Beautiful 1 bedroom condo located directly on the intracoastal with a heated pool. This unit DOES NOT have water view from the condo BUT has amazing views of the intracoastal waterway from the patio/pool area. Enjoy watching the yachts sail by along with taking in amazing sunsets from the dock. Work from home, 1 block from the beach! Quiet and peaceful. Within walking distance to many shops and local amenities! Perfect for couples, young families and groups of friends traveling together.

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.

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!

Lux King bed 2br 1bath, walk to everything #307

Professional hospitality, always sparkly clean, tropical vibes, luxurious finishes, organic cotton and down beddings. Teak furniture and chefs' kitchen. Relaxing shared outdoor area with an outdoor shower. Only 3 walking blocks from the vibrant Atlantic Ave and shuttle to the beach (no need to drive anywhere!!!). 2 matching units 2BR each. Book in advance- always full in season. ABSOLUTELY NO SMOKING- INDOOR and OUTDOORS. ** If you are a smoker, kindly, DO NOT consider staying here.

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

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.

Winter Escape | Near Beach, Cozy, Parking, WiFi

Beneath a mango tree, your tropical home base awaits. 🌴 Casa Gonzo blends South Florida sunshine with cozy comfort—reliable high-speed Wi-Fi, full kitchen, laundry, and 24/7 self check-in. Well suited for work trips ⚡, clinical rotations 🩺, family visits, or last-minute stays—just ~6 minutes from the beach. Same-day bookings + instant access!

The Palm Bay Cottage Getaway

Take it easy at this unique and tranquil getaway.Escape to the tranquil shores of South Florida's Atlantic Coast and experience the ultimate cottage getaway at Palm Bay Cottage. Nestled just minutes away from the pristine sandy beaches, our charming cottage offers a cozy retreat for couples, families, and friends seeking sun, sea, and serenity.