House holiday rentals in Delray Beach

A tropical backyard is showcased, featuring a kidney-shaped pool surrounded by palm trees and lounge chairs. A nearby deck area includes a dining table under a vibrant red umbrella. The bungalow's exterior is visible in the background, completing the serene outdoor setting.

4.91 out of 5 average rating, 211 reviews

Grab Flip Flops & Wine Glasses ✦ RELAX ✦ Welcome!

• 6 blocks to downtown restaurants, boutiques, bars (Atlantic Ave) • 10 blocks to beach 🏝 • 1940's Key West style bungalow & private cottage • Tropical fenced-in backyard, pool & deck • Freebee™ Electric cart rides all over Delray Beach • Cozy, comfy, beachy interior • Secure, keyless entry w/ parking for 3 cars • Coffee + Tea bar • All chef essentials provided, dog-friendly, infant pack-n-play, outdoor BBQ, washer & dryer, beach chairs/towels/umbrella, 2 cruiser bikes, pool floats & more 🏖

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.

4.95 out of 5 average rating, 129 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, 218 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.

4.93 out of 5 average rating, 241 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 charming casita is set against a lush green lawn, framed by vibrant foliage. The entrance features light blue accents and a small seating area with two white chairs, inviting relaxation. Sunlight casts gentle shadows, enhancing the welcoming appearance of the home's exterior.

4.93 out of 5 average rating, 136 reviews

CASITA DELRAY (314 SW 2nd Street)

Charming Renovated 2 Bedroom “Casita” Close to Downtown Delray Beach!! Beautifully Decorated with thoughtful details throughout Quality Mattresses, Bedding, Plush Pillows,, & Towels, 2 Beach Cruiser Bicycles for a quick ride downtown or to the beach 3 Beach Chairs / Beach Umbrella / Beach Towels / Yoga Mat Provided Private Fenced Backyard with Weber BBQ / Table and Chairs for Outdoor Dining / Hammock. Close to Downtown....Restaurants, Bars, Shoppes, Nightlife and award-winning BEACHES ;)

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, 191 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.

4.93 out of 5 average rating, 209 reviews

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.

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.

4.94 out of 5 average rating, 109 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!

A spacious pool area is surrounded by a well-maintained yard, featuring vibrant green foliage. Two blue umbrellas provide shade over a dining table set for six, while four lounge chairs await sunbathers. A whimsical flamingo float is resting on the water, adding a playful touch.

4.93 out of 5 average rating, 147 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!

A serene heated pool is surrounded by lounge chairs and umbrellas, set against a backdrop of lush palm trees. The scene is illuminated by the warm colors of a sunset sky, creating a tranquil outdoor living space.

4.98 out of 5 average rating, 53 reviews

312 Delray Retreat: Pool, Tiki Hut & Putting Green

DELRAY NIGHTLY presents Hideaway Palms — a fully renovated 3BR/3BA luxury vacation rental in Delray Beach. Relax in your private heated pool, dine under the authentic Tiki Hut, or practice on the putting green. Perfect for families, couples, or remote workers, this villa sleeps 6 and offers modern amenities, spacious outdoor living, and fast Wi-Fi. Located in the FreeBee shuttle zone, just minutes from Atlantic Avenue, beaches, dining, shopping & nightlife. Book today!

5 out of 5 average rating, 5 reviews

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.

A spacious living area features natural wood beams overhead and large windows allowing natural light to fill the space. A comfortable sectional sofa with colorful cushions is positioned next to a modern coffee table. A dining table is visible, accompanied by mid-century style chairs.

4.82 out of 5 average rating, 106 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.

Popular amenities for Delray Beach house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A private heated pool exhibits a unique shape, bordered by a sandy area and tropical landscaping. Four lounge chairs are positioned nearby, and a pink float adds a playful touch. The pool is surrounded by a wooden fence, offering a secluded ambiance.

4.98 out of 5 average rating, 59 reviews

Luxury Delray Beach 4/3 Pool/Spa 2 King Masters

4.98 out of 5 average rating, 112 reviews

The outdoor area features a heated pool surrounded by elegant stone flooring. Lounge chairs are positioned beside the pool, and a built-in gas grill can be seen against the backdrop of modern architecture. Lush greenery adds a touch of nature to the inviting space.

Home in Tarpon River

***VillaPlaya brand new home, modern style resort!

4.91 out of 5 average rating, 33 reviews

Marlow House

A resort-style heated pool is surrounded by lush palm trees and wooden fencing for privacy. Yellow umbrellas provide shade over lounge chairs, while a dining area is located nearby. The pool area is inviting, featuring inflatable pool floats resting on the water.

4.97 out of 5 average rating, 117 reviews

Heated Pool | Delray Beach Honey Hole

An aerial view showcases the beach cottage nestled in a lush, green landscape, surrounded by various residential properties. The expansive yard is highlighted, featuring a heated pool that glimmers under the sunlight, contributing to the property’s private and spacious atmosphere.

5 out of 5 average rating, 46 reviews

Dream Home steps to the Ocean with a Heated Pool!

A heated saltwater pool is framed by lounge chairs under large umbrellas, creating a comfortable outdoor space. Lush tropical landscaping enhances the privacy, while a vibrant mural featuring flamingos adds a colorful touch to the scene. The sky exhibits shades of purple and blue as dusk approaches.

5 out of 5 average rating, 32 reviews

FP Delray Delight: Saltwater Pool & Serene Oasis!

A private, fenced backyard features a resort-style heated pool with colorful pool floats. Lush greenery surrounds the area, complemented by seating options and a gas grill nearby. The two-story home stands in the background, showcasing large windows that overlook the pool.

5 out of 5 average rating, 34 reviews

Delray Family Pool Escape, Near Beach

A backyard space features a tiki hut with a thatched roof, providing shade over a dining table surrounded by several chairs. The wooden deck is bordered by a wooden fence and tropical plants, creating a serene outdoor setting.

4.9 out of 5 average rating, 42 reviews

Bike Ride to the Beach, Heated Saltwater Pool

Weekly house rentals

5 out of 5 average rating, 9 reviews

A modern living area features a large sectional sofa and an inviting cream-colored ottoman. Natural light floods the room through expansive glass doors, offering views of the waterfront and lush greenery outside. A sleek entertainment unit complements the contemporary design.

Home in Deerfield Beach

Zen Haven Intracoastal Escape

A bright living area features a comfortable sectional sofa adorned with decorative pillows, a sleek coffee table, and an intricate area rug. Natural light from large windows enhances the open layout, while a dining area with a wooden table is visible in the background.

4.95 out of 5 average rating, 38 reviews

Near Downtown! Cozy Family Friendly Large Backyard

A modern kitchen features sleek white cabinetry and marble countertops, equipped with premium appliances. The spacious island includes bar seating for four, illuminated by pendant lights. Natural light fills the area, emphasizing the bright and airy atmosphere.

5 out of 5 average rating, 31 reviews

Papa Steve’s Downtown Delray Beach, 3 Bedroom Pad

5 out of 5 average rating, 20 reviews

Home With Pool in Delray Beach

A modern living area features a leather sectional couch and a coffee table, illuminated by a nearby lamp. Sliding glass doors allow natural light and reveal a view of lush garden landscaping. A rustic barn door leads to the spacious bedroom, enhancing the open layout.

4.97 out of 5 average rating, 64 reviews

Delray Beach Villa - close to Beach & Atlantic Ave

The exterior of the home showcases a welcoming facade, surrounded by lush greenery and palm trees. A manicured lawn complements the inviting entrance, while the clear blue sky enhances the sunny atmosphere of the property.

5 out of 5 average rating, 42 reviews

Private Oasis in the Heart of Delray Beach

A serene pool area features a built-in spa with water cascading into the main pool. Surrounding tropical plants and palm trees enhance the outdoor space, with a calm river visible in the background. Soft sunlight reflects off the turquoise water, creating a relaxing ambiance.

4.96 out of 5 average rating, 85 reviews

Blue Buddha Beach - Private Pool/Spa & Home Cinema

A bright living area features a white sofa adorned with green cushions. A round coffee table stands in the center, complemented by a light fixture overhead. A small wooden console is positioned nearby, with a television mounted on the wall. Glass doors open to a view of the private backyard.

5 out of 5 average rating, 3 reviews

Lux 2 Suite Villa *Spa *Bocce *PizzaOven *Downtown

Private house rentals

A modern kitchen and dining area features sleek stainless steel appliances and a spacious dining table. Elegant pendant lights hang above high-backed chairs, and large windows allow natural light to illuminate the marble floors, creating an open and inviting space for gatherings.

4.95 out of 5 average rating, 37 reviews

Tropical Harbor of fun and fishing

5 out of 5 average rating, 23 reviews

Home in Boynton Beach

Sunny Retreat in Boynton Beach

4.83 out of 5 average rating, 48 reviews

East Delray BEACH/Atlantic Ave/ family

4.93 out of 5 average rating, 15 reviews

An open-concept living area features a modern kitchen with wood cabinetry and stainless steel appliances. A dining area with bar stools offers a casual eating space. Comfortably arranged seating, including light armchairs and a neutral area rug, creates an inviting space with natural light from large windows.

Home in Boynton Beach

New Upscale Luxury Finish Home 8m to Beach

5 out of 5 average rating, 8 reviews

An aerial view captures a serene coastal neighborhood alongside the Atlantic Ocean. Lush green palm trees surround a single-story home with a red marker indicating its location. The vast blue ocean stretches toward the horizon, complemented by nearby buildings and recreational facilities.

Home in Ocean Ridge

Luxury beach house on A1A

An open living area features a comfortable seating arrangement with gray sofas and patterned armchairs. Large windows allow natural light to fill the space, offering a view of the outdoor area. A modern kitchen is visible in the background, equipped with sleek appliances and bar seating.

5 out of 5 average rating, 9 reviews

The Beach Nest - Delray Getaway

An outdoor space is highlighted by a thatched-roof tiki area with comfortable seating and a large screen displaying a serene nature scene. Nearby, a hot tub offers relaxation, while a wooden sauna is partially visible among lush tropical foliage, creating a tranquil atmosphere.

4.92 out of 5 average rating, 52 reviews

Bio-Hack Retreat~Heated Pool~Sauna~Plunge~Games