Holiday rentals in Delray Beach

4.98 out of 5 average rating, 105 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!

4.96 out of 5 average rating, 223 reviews

Peaceful & Roomy Waterfront Delray Beach House

🏝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!

4.92 out of 5 average rating, 199 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.

4.87 out of 5 average rating, 134 reviews

2 BD Delray Beach Cottage walk to The Ave & beach

Your friends and family will be close to everything when you stay at this centrally-located trendy apartment in the Historic District of Delray Beach. This newly remodeled mid-century modern apt features a brand new kitchen where guests can gather and cook up their favorite meals. Spend your days tanning and swimming at the beach before relaxing in your private patio for an afternoon drink then walk over to Pineapple Grove and "the Ave" for live music, great food, dancing, and fun!

4.96 out of 5 average rating, 209 reviews

Cottage in Delray Beach

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

4.93 out of 5 average rating, 175 reviews

CASA SWINTON - 226 S. Swinton Avenue

South Florida Paradise found! Casa Swinton is a pristine, award-winning, 3-Bedroom, 2.5 Bath, 1942-built Cottage in East Delray Beach, minutes walking distance from Delray Beach’s famous Atlantic Avenue. Completely Renovated with exquisite Charm and Class. Sleeps 8 guests with endless lounge areas to relax and enjoy in privacy. 2 short Blocks from Delray’s Atlantic Avenue and Tennis Center. Walking Distance to the Beach, Over 150+ Restaurants, cozy Boutiques, Shoppes and much more.

Apartment in Delray Beach

4.87 out of 5 average rating, 213 reviews

Retro charm studio steps from 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.

4.88 out of 5 average rating, 166 reviews

Cottage in Delray Beach

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!

4.91 out of 5 average rating, 216 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.

4.94 out of 5 average rating, 111 reviews

Flat in Lake Worth

Apt close to restaurants and beach, bikes

You will be close to everything when you stay at this centrally-located apartment, just a five minute walk to Downtown Lake Worth and a five minute drive to Lake Worth Beach. Home of the Annual Lake Worth Street Painting Festival, this spot is also a quick drive to PBI airport, tons of great restaurants, shops, Downtown West Palm Beach, the Palm Beach Zoo, Science Museum and more. There is always something for everyone to enjoy.

4.91 out of 5 average rating, 298 reviews

Flat in Fort Lauderdale

#5 Walk to Wilton Manors

An easy and pleasant walk (0.7 miles) to all of the restaurants, shops and nightlife of Wilton Drive. Note that there is no kitchen -- just a microwave and a mini-fridge. Kitchen: none Private Patio Through wall AC Sound Dampening windows Grill: Private Grill Wifi: redundant high speed connections 4K SmartTV, log on to your Netflix/HBO/etc account Parking: free, off-street, one car Crib, Beach gear Washer and Dryer

4.94 out of 5 average rating, 239 reviews

the poet's pad treehouse vibes with cool design

With its treehouse ambiance, the Orange Door Suite contrastingly features a boldly updated kitchen. All new stainless steel appliances, quartz countertops, and a newly renovated bath, this unit boasts a quirky, luxurious, and modern interior. The large windows let in loads of natural sunlight, and a glimpse of picturesque views of the trees. The outdoor scapes will remind you of a dreamy Key West bungalow!

Holiday rentals for every style

Get the amount of space that is right for you

Houses

A space that's all yours, with room for everyone

Villas

Luxurious estates for the ultimate escape

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Delray Beach holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Delray Beach

5 out of 5 average rating, 7 reviews

Heated Pool & Waterfront! Close 2 Beach & Avenue!

KaraRating, 5 stars2 weeks ago

This place was impeccable! Very clean, with a great location with lots of restaurants nearby and easy 5 min drive to the beach. We really enjoyed laying out by the pool and watching the lizards. The place had everything you needed to enjoy meals and had plenty of places to relax inside during the rainy times. The owners responded quickly to anything that came up as well. Highly recommend this house - it was fantastic!

4.97 out of 5 average rating, 65 reviews

Stylish Getaway Near Beach + Atlantic Ave | Pool

FranchescaRating, 5 stars2 weeks ago

Natalie’s house was great! the neighborhood was so cute, so beautiful. the minute you walked into the house you felt right at home! the backyard was so beautiful and pool was great! will definitely be staying here again! (:

4.97 out of 5 average rating, 89 reviews

Delray Bali House ~ Heated Pool ~ Sauna ~ Hot Tub

LeslierRating, 5 stars3 weeks ago

My family and I fell right at home, beautiful home with a lot of activities for kids. I would recommend this home to anyone who wants to relax and have a great time

Apartment in Delray Beach

5 out of 5 average rating, 39 reviews

Villa Lauren: Modern Condo in Delray Beach

JennaRating, 5 stars3 weeks ago

This stay was amazing the house was so clean and beautiful, the location is amazing it’s on a beautiful road surrounded by nice houses and super close to the beach! Del ray was a beautiful area lots of restaurants and things to do around. The host was super responsive and nice, I have no complaints! The only downside I would say is the blinds in the downstairs bedroom had some gaps so when they are closed people from the outside could kinda see us if we were in the bedroom but other than that we loved our stay and we would definitely come back!

4.99 out of 5 average rating, 92 reviews

Cottage in Delray Beach

Luxury Downtown Tropical Oasis- Pool & fenced yard

KatieRating, 5 stars1 week ago

Nestled in the heart of Delray Beach, our recent Airbnb experience at Happy Mango Hideaway was nothing short of delightful. Surrounded by a lush, tropical landscape, the cozy cottage offered the perfect spot to stroll along Atlantic Avenue, exploring unique shops and restaurants. Our host, Desiree, was truly exceptional. Her flexibility and communication made check-in a breeze, and her warm personality made it a pleasure to chat with her, ensuring we felt at home from the moment we arrived.

5 out of 5 average rating, 7 reviews

246 - 1 mile to beach, 1 mile to Atlantic

RosanneRating, 5 stars1 month ago

Beautiful home! Perfectly furnished, cozy and comfortable and spotless! Comfy beds, linens and lots of towels. We enjoyed the outdoor grill and having meals poolside. Swimming in the pool and watching tv! Brampton park is highly professional and proactive, making our stay a breeze and enjoyable.

4.97 out of 5 average rating, 67 reviews

Villa in Delray Beach

Cute Villa next to the beach!

MarcusRating, 5 stars1 day ago

I had a fantastic time staying at this Airbnb! The space was exactly as described—clean, comfortable, and thoughtfully decorated. The bed was cozy, the amenities were well-stocked, and everything worked perfectly. The neighborhood was extremely beautiful. Andrew’s restaurant recommendation of El Camino was perfect. Loved it. This place had everything you needed, from band-aids to boogie boards. From washer and dryer to waffle maker. It felt like a home away from home. The host was incredibly responsive and helpful, providing clear instructions for check-in and making sure I had everything I needed throughout the stay. I really appreciated the attention to detail and hospitality. I would absolutely stay here again and recommend it to anyone visiting the area. Thanks for a great experience!