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Holiday rentals in Delray Beach

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Top-rated holiday rentals in Delray Beach

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Guest favourite
A serene backyard features a private heated saltwater pool surrounded by lush greenery. Two shaded lounge areas, one with a table and chairs, and the other with vibrant blue seating, provide ample space for relaxation. An inviting atmosphere is created by the natural light and shade from umbrellas.
Cottage in Delray Beach
5 out of 5 average rating, 22 reviews

Delray Sunshine Cottage with Pool and Beach Pass

Charming Delray Beach cottage with a private saltwater pool and outdoor dining/seating spaces. Like having a two-bedroom hotel suite with your own private pool! Light-filled, relaxing and well-equipped with you in mind. Walk a mile to Atlantic Avenues shops, restaurants & bars. Close to the beach with a pass for lounge chairs and umbrella on any beach! Perfect for couples, solo adventurers or a family of four. Relaxing oasis for a wonderful experience. Unbeatable location for your sunny escape!

Top guest favourite
A spacious sleeping area features a large bed adorned with soft grey bedding and a bright yellow accent pillow. Two bedside lamps provide warm lighting, and neatly stacked towels are displayed on the bed. Sheer curtains allow natural light to filter in.
Flat in Delray Beach
5 out of 5 average rating, 79 reviews

Cozy, Comfy, Private Yard

Enjoy beautiful Delray Beach* at a great price. This bright, immaculately clean, cozy apartment has what you need. 10 min. from Atlantic Ave shops/restaurants, 15 min. from the beach. Relax in your spacious well-lit, private yard, stylishly designed with palm trees and plants. Perfect for “chilling out” and for having family/friends join you. DELRAY BEACH: (USA TODAY 2024) #1 BEST BEACH IN FL ONE OF USA'S 10 GREAT SHOPPING STREETS (Atlantic Ave) ID is required for guests without +reviews

Superhost
Home in Delray Beach
5 out of 5 average rating, 4 reviews

Tiki Hut, Htd Pool, Bar & Putting Greens Near Ave

Welcome to your backyard paradise! This Beachy Chic Heated Pool & Tiki Hut Home has an open-plan living area, elegant dining space, and a fully equipped kitchen. Step outside to your tropical oasis with a vast marble patio and gorgeous landscaping, forming a blend of nature & luxury. ✔ 3 Comfortable Bedrooms ✔ Open Design Living ✔ Equipped Kitchen ✔ Backyard Oasis (Pool, Tiki Hut w/ Bar & TV, Dining, 2 putting areas, Lounges) ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Free Parking ✔ Pets OK See more!

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, 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
Home in Delray Beach
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!

Guest favourite
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.
Home in Delray Beach
4.93 out of 5 average rating, 246 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!

Guest favourite
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.
Home in Delray Beach
4.98 out of 5 average rating, 195 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.

Guest favourite
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, 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!

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, 223 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 aerial view captures the vibrant coastal community, with the beach visible in the distance. The surrounding area features a mix of residential buildings, marinas, and lush greenery. The blue waters of the ocean contrast against the rooftops, offering a sense of tranquility and relaxation.
Cottage in Delray Beach
4.89 out of 5 average rating, 174 reviews

B.E.A.C.H. Best Escape Anyone Could Have. 2br/2bth

This is the Best Escape Anyone Could Have. Grab your towel and stroll to one of the best beaches in the United States. Don't forget the beach pass! It provides 2 lounge chairs and an umbrella. Afterwards, this cozy home awaits you. Its perfect location makes it difficult to decide whether to spend the evening in or out on the town. Fine dining and nightlife are just around the corner! Wherever your evening takes you, you're guaranteed to enjoy it!

Guest favourite
Home in Delray Beach
5 out of 5 average rating, 8 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.

Guest favourite
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.
Home in Delray Beach
4.91 out of 5 average rating, 236 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.

Popular amenities for Delray Beach holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great holiday rentals in Delray Beach

Guest favourite
A tranquil water feature adorns the exterior wall, featuring a serene face sculpture. The crystal-clear pool reflects the vibrant greenery outside. Large windows invite natural light, offering a view of the surrounding lush landscape.
Villa in Delray Beach
4.92 out of 5 average rating, 39 reviews

Red Palm Villas: The Saw Palmetto

Guest favourite
Flat in Delray Beach
5 out of 5 average rating, 15 reviews

Beach condo getaway!

Guest favourite
A bright yellow exterior is complemented by a patterned area rug and a small white cabinet. Large glass doors provide access to the interior, while lounge chairs are positioned outside, surrounded by lush greenery.
Apartment in Delray Beach
4.88 out of 5 average rating, 8 reviews

Seaside Serenity: Chic 1-Bed/2-Bath on A1A

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

Luxury home: Game Room, Heated Pool, Atlantic Ave!

Guest favourite
A bright and modern living area features a white sofa with decorative pillows, complemented by a sleek coffee table. The open kitchen displays white cabinetry, premium appliances, and two barstools at the counter. Large glass doors invite natural light while providing a view of the green outdoor space.
Cottage in Delray Beach
5 out of 5 average rating, 9 reviews

Cottage w/ a hot tub Just blocks to Atlantic Ave

Guest favourite
Home in Delray Beach
5 out of 5 average rating, 38 reviews

Heart of Delray ~ Luxury 2bd~ Private Pool & Spa

Top guest favourite
A fenced-in backyard is highlighted by tropical plants and illuminated by string lights. Comfortable outdoor seating is arranged on a paved area, surrounded by lush greenery. The space offers a tranquil atmosphere, perfect for relaxation and enjoying the outdoors.
Guest house in Boynton Beach
5 out of 5 average rating, 18 reviews

Palm Casita - Private 1BR Tropical Retreat

Guest favourite
The outdoor space features a heated pool surrounded by tropical landscaping. Cozy seating arrangements consist of dark wicker furniture with decorative cushions. Warm string lights illuminate the area, enhancing the inviting ambiance as evening approaches.
Home in Delray Beach
4.95 out of 5 average rating, 39 reviews

Paradise Pointe East Delray Pool Home

When is the best time to visit Delray Beach?

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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 960 holiday rentals in Delray Beach

  • Nightly prices starting at

    Delray Beach holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 29,860 verified reviews to help you choose

  • Family-friendly holiday rentals

    650 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 450 rentals that welcome pets

  • Holiday rentals with a pool

    490 properties feature pools

  • Rentals with dedicated workspaces

    550 properties have a dedicated workspace

  • Wifi availability

    950 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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