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Holiday rentals in Delray Beach

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Top-rated holiday rentals in Delray Beach

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Home in Delray Beach
5 out of 5 average rating, 7 reviews

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

Take pleasure in a newly remodeled, professionally designed retreat in the heart of historic Delray! The tranquil private yard features a custom Bullfrog spa, bocce court, pizza oven, BBQ, and a charming patio for dining al fresco. Nestled in a peaceful neighborhood, this modern coastal getaway offers the perfect blend of luxury, comfort, and convenience—just steps from vibrant downtown and 12 blocks from the beach. Experience the feel of a boutique hotel, complete with all the comforts of home!

Guest favourite
A bright living room is featured, showcasing a blue sofa with pillows and a natural landscape art piece above it. A round dining table with white chairs is visible, along with a small plant and a coffee table. Natural light enters through a glass door.
Guest suite in Delray Beach
4.88 out of 5 average rating, 102 reviews

Blue Ocean - 1 Bedroom Apt/ Near the Beach

Unique 1 bedroom apartment with a full living room and kitchen. Located in a calm neighborhood walking distance to the beach (~0.7 miles) and a mile from downtown. Experience the nightlife or spend your days relaxing at the beach and come home to this comfy, private apartment. Also located within a few blocks of the following; the oldest bar in Delray, a delightful French Bakery, a 24 hour convenience store, a barber, a dentist, consignment shops, a grocery store, and the intracoastal waterway.

Top guest favourite
An open living space features a vaulted wood ceiling and soft beige sofas, complemented by a circular coffee table. Large windows reveal lush greenery outside, while accents of natural light create a warm ambiance. A dining area is visible in the background, enhancing the inviting atmosphere.
Villa in Delray Beach
5 out of 5 average rating, 17 reviews

Luxury Delray Beach, FL Villa walk to OCEAN

Welcome to The Alai, located in Palm Trail, one of Delray Beach’s most Affluent Beach Neighborhoods. No detail was overlooked in the creation of this property. Professionally designed and furnished by Interior Design Firm, acn designs llc. You will find finishes, fabrics and wall coverings from Gucci Hermes Schumacher The House of Scalamandre Phillip Jeffries Annie Selke Bedrosian Tile and Stone Beach Acc. by Business & Pleasure Central located to Walk to Beach, Dining, Grocery & Pharmacy

Guest favourite
A bright living area is marked by a large sectional couch in teal, facing a wall-mounted TV. Light drapes frame the windows, offering views of the outdoors. A round coffee table and an area rug add comfort, while a small vase of flowers is positioned on the table.
Home in Delray Beach
5 out of 5 average rating, 8 reviews

Delray Getaway- Mid-Century Oasis by the Sea!

Our comfy, coastal MidCentury home sits on a large 7,850sf lot conveniently located at the end of a dead end street. Our backyard is layered w/ lush tropical trees & palms creating a serene home oasis for relaxing pool days, BBQ’s & dips in the jetted spa! When feeling adventurous you will enjoy being close to all of the shops, restaurants, bars & attractions Downtown Delray has to offer. Beach (10min walk)/PineappleGrove(15 min walk)/AtlanticAve(20min walk)/IntercoastalDrawbridge(5min walk)

Top guest favourite
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.
Home in Delray Beach
4.93 out of 5 average rating, 220 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.

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.
Home in Delray Beach
4.92 out of 5 average rating, 144 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 ;)

Superhost
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.
Home in Delray Beach
4.93 out of 5 average rating, 120 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!

Top guest favourite
A row of blue beach chairs with matching umbrellas is set up on a sandy beach, providing shade against the sun. The calm ocean waters can be seen in the background, with a clear sky filled with soft clouds overhead.
Cottage in Delray Beach
4.96 out of 5 average rating, 237 reviews

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

Top guest favourite
An inviting single-level home is framed by lush tropical landscaping, featuring palm trees and colorful plants. A winding brick path leads to the front entrance, enhancing the natural beauty of the well-maintained yard.
Home in Delray Beach
5 out of 5 average rating, 19 reviews

Delray Beach Waterfront Tropical Oasis!

Located in the most desirable waterfront community in Delray Beach. This single-level 3 bed / 2.5 bath home offers spectacular water views and your own private tropical oasis. Resting on one of the Intracoastal fingers, the home is complete W/ heated pool, spacious patio, outdoor dining area, a 25 foot dock and plenty of room for lounging in the South Florida sun. Only a few minutes from the beach, and 1 mile from the trendy restaurants, bars and chic shops of Atlantic Avenue!

Top guest favourite
Home in Delray Beach
5 out of 5 average rating, 61 reviews

30 Luxe 4BR Villa | Heated Pool, Tiki Hut & Fun

DELRAY NIGHTLY presents Paradise Palms — a 4BR/3BA luxury villa in Delray Beach with a heated pool, hot tub, ping pong, cornhole, and screened terrace for dining and lounging. Sleeps 8 with plush king beds, Smart TVs, high-speed Wi-Fi, and beautifully renovated modern interiors. Located in the FreeBee shuttle zone, just minutes from Atlantic Avenue, pristine beaches, top dining, shopping, nightlife, and cultural attractions. Perfect for families, friends, or getaway groups!

Top guest favourite
A sandy pathway leads through lush green vegetation toward the beach, flanked by palm trees. A vibrant sunset casts an orange and pink hue across the sky, creating a picturesque backdrop against the ocean horizon.
Guest house in Delray Beach
4.87 out of 5 average rating, 252 reviews

4 Bed on the Water - Luxury Beach Retreat

Perfect location in Delray Beach. Steps to the sand and just a short walk to Atlantic Avenue shops, bars, restaurants, and attractions. High speed wireless internet and HD DirecTV with DVR in every bedroom! Plenty of beach towels and sunscreen provided! Granite countertops in kitchen and bathrooms. Stainless Steel Appliances. Beach entrance is near kayak rentals, volleyball courts, surf/paddle board rentals, and plenty of cabanas. Parking spot included.

Top guest favourite
Home in Delray Beach
5 out of 5 average rating, 19 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.

Popular amenities for Delray Beach holiday rentals

When is the best time to visit Delray Beach?

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Avg. price$316 SGD$333 SGD$335 SGD$286 SGD$241 SGD$218 SGD$223 SGD$213 SGD$192 SGD$222 SGD$256 SGD$330 SGD
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Frequently Asked Questions

  • What are the best places to stay in Delray Beach?

    Delray Beach has a range of accommodations in areas near the vibrant downtown, close to Atlantic Avenue, or around Pineapple Grove. Many visitors appreciate the blend of historic charm and coastal atmosphere. Look for spots with easy access to the beach and local dining.

  • What are the best things to do in Delray Beach with kids?

    Families frequently explore the public beaches, visit playgrounds at local parks, and enjoy interactive spaces at museums. The Sandoway Discovery Center, with marine exhibits, and seasonal festivals are often suggested for children. Outdoor activities create opportunities for discovery and learning.

  • What are some of the best things to do in Delray Beach?

    Exploring Atlantic Avenue’s shops and galleries, relaxing on the city’s sandy coastline, and experiencing live arts at local theaters are frequently suggested. Visitors also wander through Morikami Museum and Japanese Gardens or take part in community festivals. The city has spaces for both cultural and outdoor enjoyment.

  • How is the weather in Delray Beach?

    Delray Beach has warm weather most of the year, with winter temperatures around 58–75°F (14–24°C) and summer ranging 76–90°F (25–32°C). Showers are more common in summer, so packing a light rain jacket is helpful. Sunshine and coastal breezes are typical features.

  • When is the best time to visit Delray Beach?

    Many travelers favor late fall through spring for milder temperatures and lower humidity. Summer draws those interested in vibrant beach days and warm evenings, though showers are more frequent. Seasonal events throughout the year create different experiences.

  • What are the best places to visit in Delray Beach?

    Popular spots include Atlantic Avenue for shopping and dining, the Delray Municipal Beach for sand and surf, and the Morikami Museum and Japanese Gardens for cultural exploration. Pineapple Grove Arts District is also known for its galleries and creative spaces.

  • What are some hiking trails in Delray Beach?

    Delray Beach has scenic nature walks at Wakodahatchee Wetlands, where raised boardwalks let you explore native plants and spot local wildlife. Quiet garden paths in neighborhood parks are also frequently suggested for a leisurely stroll and a glimpse of South Florida ecosystems.

  • What are some family activities we can do in Delray Beach?

    Families often spend time at the beach, try out water sports, or visit the Sandoway Discovery Center for marine education. Local parks feature playgrounds and picnic areas, while nature reserves offer animal watching and gentle trails. Many community events welcome all ages.

  • What are some of the best day trip ideas from Delray Beach?

    Day trips often include exploring nearby wildlife refuges, botanical gardens, or additional beach towns along the coast. Visitors can also visit art museums or experience local markets in neighboring cities. Outdoor recreation areas are abundant around the region.

  • Are there any pet friendly accommodations available in Delray Beach?

    Many places in Delray Beach welcome pets, especially near downtown and coastal neighborhoods. Parks and some public outdoor spaces also have pet-friendly areas, making it convenient for travelers with dogs. Always check property policies in advance.

  • What are some local tips for visiting Delray Beach?

    Exploring local galleries and independent shops along Atlantic Avenue is frequently suggested, and early mornings are quieter on the beach. Sun protection is important year-round, and bringing a reusable water bottle is useful in the warm climate. Neighborhood farmers’ markets can be a good way to experience local flavors.

  • What is Delray Beach known for?

    Delray Beach is known for its lively downtown centered on Atlantic Avenue, broad sandy beaches, and a vibrant arts community. The city also has a reputation for festivals, wellness activities, and a welcoming atmosphere. Its blend of culture and recreation draws diverse visitors.

  • What are the best hidden gems to explore in Delray Beach?

    Visitors often discover hidden gems like the Delray Beach Historical Society’s gardens or unique murals tucked around Pineapple Grove. Quiet beachfront parks and local coffee shops provide relaxed spaces to unwind. Art walks and pop-up events occasionally reveal lesser-known spots.

  • What are the best foods to try in Delray Beach?

    Delray Beach has a culinary scene known for fresh seafood, tropical fruit-based dishes, and Latin flavors. Conch fritters, key lime pie, and freshly caught fish are often recommended. Many restaurants feature menus inspired by regional and international traditions.

  • What should I bring for a trip to Delray Beach?

    Pack lightweight clothing, swimwear, sun protection such as a hat and sunscreen, and comfortable shoes for exploring. A reusable water bottle is handy for staying hydrated, especially in warmer months. A light rain jacket can be useful, particularly in summer.

  • What is the nightlife in Delray Beach like?

    Delray Beach has energetic nightlife scenes centered around Atlantic Avenue, with live music venues, rooftop bars, and late-night eateries. Art-focused events and outdoor lounges often attract a mixed crowd. The atmosphere blends laid-back coastal energy with urban sophistication.

  • What are the most popular events or festivals in Delray Beach?

    Delray Beach hosts art festivals, holiday parades, and food events that draw many visitors, especially during winter and spring weekends. The Delray Affair, a large arts and crafts fair, is frequently suggested. Music and cultural festivals also contribute to the city’s festive atmosphere.

  • Are there family friendly vacation rentals in Delray Beach?

    Delray Beach has many vacation rentals suited for families, often located near public beaches, local parks, and community attractions. Many feature multiple bedrooms and amenities like kitchens and outdoor spaces. It is helpful to look for places close to playgrounds or kid-friendly activities.

Quick stats about holiday rentals in Delray Beach

  • Total holiday rentals

    Explore 990 holiday rentals in Delray Beach

  • Nightly prices starting at

    Delray Beach holiday rentals start at $38 SGD per night before taxes and fees

  • Verified guest reviews

    Over 30,710 verified reviews to help you choose

  • Family-friendly holiday rentals

    680 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 460 rentals that welcome pets

  • Holiday rentals with a pool

    510 properties feature pools

  • Rentals with dedicated workspaces

    570 properties have a dedicated workspace

  • Wifi availability

    980 of Delray Beach holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Beachfront, Self check-in and Gym across Delray Beach rentals

  • 4.8 Average rating

    Delray Beach stays are highly rated by guests – averaging 4.8 out of 5!

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