Holiday houses in Delray Beach

Delray Sunshine Cottage w/ Private Backyard & Pool

Charming Delray Beach cottage oasis for a wonderful experience featuring a backyard with your own saltwater pool and outdoor dining/seating spaces. Light-filled, relaxing & well-equipped with you in mind. Like having a two-bedroom hotel suite with your own private pool! Walk 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. Unbeatable location for your sunny escape!

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

FreeBee picks up at the front door and drops you on Atlantic Ave. Come back to 2 putting greens, a heated pool, and a tiki hut with bar, seating, dining, and Smart TV — all in a private downtown Delray backyard. 1 guest canceled their beach plans just to stay in the backyard. Sleeps 8. Pet-friendly. Walkable to Atlantic Ave. No checkout task list. Bar cart, beach chairs, umbrellas, and coolers included. Perfect for bachelorettes, families, and groups. Host responds in minutes. Beach 10 minutes.

Luxe Private Pool & Spa*2 King Bds*Heart of Delray

🌴 The Villa at Serenity Palms 🌴 *Escape to your own private retreat in the heart of Delray. *Enjoy a private saltwater pool, spa, and outdoor spaces designed for carefree relaxation. *Tucked into a quiet, charming neighborhood, steps from town and the beach, this beautifully designed villa offers a rare blend of walkability, privacy, and elevated comfort. *Thoughtfully curated, the home blends high-end finishes with a warm, livable feel. Guests describe it as a “boutique hotel only better.”

Heated Pool • Putting Green • 5 Min to Beach

Welcome to our newly built 4BR/3BA Delray Beach haven, under 5 minutes from the ocean and under 10 to Atlantic Ave. Perfect for 8 guests, it boasts ample natural light and windows, creating a warm, inviting atmosphere. Relax in our fully renovated backyard with a brand new salt water pool, sun shelf and amazing lounge chairs. Plenty of fun for everyone to enjoy with our putting green, hammock, and yard games. Enjoy modern comforts in a serene setting, ideal for both relaxation and exploration.

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

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.

Sunshine, Pool Days & Atlantic Ave Nights

Welcome to Casita Delray. With your own private tropical oasis backyard just four blocks from Atlantic Ave. One block to Pineapple Grove. Only a 1.25 mile walk to the beach or use the “Freebee” app to call a free golf cart to take you to the beach restaurants shops etc etc. Many Delray favorites and necessities right around the corner such as The French Bakery, Coffee houses, restaurants, bars, Publix and Walgreens to name a few. We look forward to hosting your downtown Delray experience.

Central Delray close to Dwtwn&Beach, Pet Friendly

Experience a peaceful paradise in the heart of Delray Beach. Located in a quiet neighborhood near famous Atlantic Avenue, you’re minutes from top-tier dining, nightlife, and only 4 miles from the beach. This stylish retreat features 4 cozy bedrooms, a billiard room, a massage chair, and a fully stocked kitchen. Relax by the backyard water feature or cook on the flat-top grill. Note: Signed rental agreement and government ID are required by 10pm night before check-in to avoid cancellation.

5 Min to Beach - Heated Pool - Bikes Included

Nestled in historic Delray, this elegant and completely updated home offers 3BD, 3.5BA + office spanning over 2,100 sp ft. The kitchen features quartz countertops + all new appliances. Laundry downstairs and upstairs. Patio w. private salt water pool and seating area with screens. Double garage with 4 bicycles + hanger for your use. Located just a few steps from vibrant Downtown Delray with lots of bars, restaurants, live music, festivals, farmer’s market and just minutes from the beach.

Walker's Tropical Oasis

Enjoy your lush private oasis in Delray's lovely Palm Trail neighborhood! This delightful two-bedroom, one bath mid-century gem with heated pool is four blocks to Atlantic Ave and walking distance to the beach. The property sleeps up to 4 guests comfortably with luxury bed linens and bath towels provided and Smart TVs in each bedroom where guests can sign in with their favorite streaming services. New fully equipped chef's kitchen and screened lanai overlook a hidden tropical courtyard.

Great Location. Atlantic Ave. Awesome backyard!

Your memorable stay starts with a great central location and easy access to everything! Situated just a 2min drive from the internationally renowned Atlantic Ave, Pineapple Grove, upscale shopping, fine dining, art galleries, and a quick 5min drive to pristine beaches. The newly renovated, 100k backyard is second to none and is sure to provide an exceptional private oasis experience, complete with two tiered pool, sun loungers, fire pit, pergola, bbq and much more

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.