House holiday rentals in Delray Beach

4.91 out of 5 average rating, 148 reviews

Family & Pet Friendly NEAR Beach/AtlanticAve/FAU

Central Location - Quick drive to the beach! ▪️5 min. drive (1.8 miles) to the Beach ▪️3 min. drive (3/4 mile) to Downtown Delray - Restaurants, shops, bars and night life ▪️5 min. drive to the nearest grocery store - Publix, Bedner's Farm Fresh Market ▪️7 min. drive (2.7 miles) to Target/Trader Joe's ▪️2 min. drive to the Historic Swinton Ave ▪️2 min. drive to the Delray Tennis Center ▪️20 min. drive (18 miles) to West Palm Beach Airport ▪️35 min. drive (32 miles) to Fort Lauderdale Airport

4.96 out of 5 average rating, 182 reviews

A cozy living area features a leather sofa adorned with striped pillows and a textured throw. The walls display a curated selection of art, while a brightly colored accent wall delineates a doorway, leading to the bedroom beyond with soft lighting and neutral-colored bedding.

Home in Boynton Beach

Retreat | Work-ready, Parking, WiFi, Near Beach

Beneath a mango tree, your tropical home base awaits. Casa Gonzo is where sunshine meets cozy simplicity—fast Wi-Fi, full kitchen, laundry, and self check-in 24/7. Perfect for work trips, family visits, or last-minute getaways. Walk to dining and local gems, or drive 6 minutes to the beach. Stay for the vibe! 🌴 Your soft landing awaits. Perfect for: Visiting family & holiday overflow stays ⚡ Work crews, contractors, on-the-go pros. 🩺 Clinical rotations. Same-day bookings + instant access!

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, 135 reviews

Waterfront Htd Pool, Spa, Billiards, 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, 219 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.

Luxe

5 out of 5 average rating, 32 reviews

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!

Superhost

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, 140 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 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, 247 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 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!

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, 196 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.

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.

4.93 out of 5 average rating, 114 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!

Superhost

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, 148 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 private outdoor space features a sparkling swimming pool surrounded by lounge chairs and dining table. A large pink flamingo float rests in the water, while vibrant flowers frame the scene, adding color to the patio area.

4.91 out of 5 average rating, 237 reviews

Lux 2 King beds 4 Br2 bath, walk to everything.

Professional Hospitality, sparkly clean, luxurious finishes, organic cotton & down beddings. Teak furniture and a relaxing tub. Relaxing outdoor patio and dining. Only 2 walking blocks from the vibrant Atlantic Ave and shuttle to the beach (no need to drive anywhere!!!). Great for families or a group. No Pets no exception. ABSOLUTELY NO SMOKING- INDOOR and OUTDOORS. **If you are a smoker, kindly, DO NOT consider staying here.

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.

4.81 out of 5 average rating, 112 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 serene private backyard features a new salt system pool complemented by a spa. A slide leads into the pool from a deck. Lush greenery surrounds the area, providing privacy, with a well-maintained lawn and spacious patio areas ideal for relaxation.

4.91 out of 5 average rating, 32 reviews

Pool Paradise in Delray Beach

A private heated pool is surrounded by lush tropical foliage and palm trees, providing a serene outdoor retreat. The pool features a curved shape, and lounge chairs are positioned nearby on a travertine deck, inviting relaxation in the sun.

5 out of 5 average rating, 7 reviews

Luxury Furnishings! Private Heated Pool!

4.95 out of 5 average rating, 113 reviews

A spacious living area features a large light gray sectional sofa facing a mounted television, with a wooden media console below. A ceiling fan is visible above, while natural light floods in from large windows leading to the dining area, which includes a wooden table and chairs.

Home in Boca Raton

Private Oasis with Heated Pool close to the Beach

A bright and airy open-concept living space features light-colored wood flooring and modern furnishings. The dining area showcases a white table surrounded by woven chairs. A spacious kitchen can be seen in the background, with sleek cabinetry and a large island. Natural light pours in through multiple windows.

5 out of 5 average rating, 21 reviews

Stunning 3 BED modern pool home by the Beach

5 out of 5 average rating, 23 reviews

4BR Retreat w/Heated Pool • Near Downtown Delray

A spacious outdoor area features a saltwater pool surrounded by stone tiles. A spa with multiple jets is situated beside the pool. Comfortable lounge chairs and a dining area are positioned under an overhang, with well-maintained grass and tropical plants enhancing the environment.

4.97 out of 5 average rating, 34 reviews

A quiet, relaxing, hidden oasis.

A private heated saltwater pool is shown surrounded by lounge chairs and shaded umbrellas, set against a backdrop of tropical plants and a mural depicting vibrant flora. The pool area is enclosed with wooden fencing, enhancing the serene atmosphere.

5 out of 5 average rating, 33 reviews

FP Delray Delight: Saltwater Pool & Serene Oasis!

4.95 out of 5 average rating, 63 reviews

The kitchen features modern white cabinetry and quartz countertops, offering ample space for meal preparation. A large refrigerator and a TV provide convenience, while a view of the backyard and pool enhances the atmosphere. A small dining area can be seen in the background.

Home in Boynton Beach

Bright, open home w/ Pool, close to Delray & Beach

Weekly house rentals

An inviting exterior view of the property is presented at dusk, featuring soft lighting from the windows. The brick pathway winds through well-maintained landscaping, with palm trees and vibrant foliage adding to the serene setting. A covered area provides shade amidst the tropical surroundings.

4.91 out of 5 average rating, 70 reviews

Charming Delray Beach House

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, 43 reviews

Near Downtown! Cozy Family Friendly Large Backyard

The exterior features a welcoming entryway with two rocking chairs under an architectural archway. Lush greenery and colorful plants adorn the pathway, enhancing the inviting atmosphere of the home. A clean, white facade complements the surrounding nature.

4.93 out of 5 average rating, 45 reviews

3/2 Tranquil Home close to Beach

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, 33 reviews

Papa Steve’s Downtown Delray Beach, 3 Bedroom Pad

An open living space features a black sofa, a round dining table with five blue accent chairs, and a neutral rug. Artwork adorns the walls, and large windows provide natural light. Modern kitchen appliances are visible, contributing to a functional and welcoming environment.

4.94 out of 5 average rating, 31 reviews

2/1.5 Delray Getaway. Minutes to Downtown/Beaches

A spacious living area features a modern sectional sofa with neutral tones, accented by decorative pillows. A round wooden coffee table is positioned on a textured area rug. The open layout seamlessly connects to a well-appointed kitchen, illuminated by recessed lighting.

4.88 out of 5 average rating, 57 reviews

Modern and comfy Delray Escape | Hot Tub & bikes

5 out of 5 average rating, 11 reviews

Peaceful tropical paradise in Delray heart

A cozy living area is highlighted by a large sectional couch adorned with decorative pillows. A striped rug adds color to the tiled floor. In the background, a fully equipped kitchen is visible, framed by natural light from the windows.

4.94 out of 5 average rating, 52 reviews

Casa Rosa Pineapple Grove - Your Lush Garden Oasis

Private house rentals

4.87 out of 5 average rating, 30 reviews

Home in Boynton Beach

Sunny Retreat in Boynton Beach

4.86 out of 5 average rating, 36 reviews

Beautiful 3 Bedroom Home Near Beaches and Shopping

4.84 out of 5 average rating, 49 reviews

East Delray BEACH/Atlantic Ave/ family

A private pool and spa are framed by spacious patio tiles, inviting relaxation. Lush palm trees provide shade, while a charming pergola can be seen in the background. The light-colored home features multiple sliding doors that open to the outdoor space, enhancing access to the sunlit area.

5 out of 5 average rating, 15 reviews

Walk to beach pool and spa home

5 out of 5 average rating, 17 reviews

An expansive outdoor area surrounds a private heated pool, with tropical landscaping enhancing the setting. The villa features a modern design and large windows, offering a view of the waterfront. Palm trees sway gently in the breeze, contributing to the serene atmosphere.

Home in The Cove

Villa Sunset - Elegant Waterfront 4Bdr w/ Heated P

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, 65 reviews

Delray Beach Villa - close to Beach & Atlantic Ave

4.98 out of 5 average rating, 58 reviews

The image depicts a serene lakeside view during sunset, with vibrant hues of orange, pink, and purple reflecting on the water's surface. Silhouettes of trees frame the scene, while nearby homes are visible in the background, completing the tranquil atmosphere.

Home in Boca Raton

Lake, Comfort, and Convenient!