Family-friendly holiday rentals in Delray Beach

Shark Tank Getaway | Heated Pool and Hot Tub

Welcome to the Shark Tank! Perfect for families, groups, or anyone wanting a fun, comfortable home base, this themed stay offers spacious living areas, a fully stocked kitchen, and cozy bedrooms to help you relax after a day out. Whether you're planning beach days, exploring the area, or staying in for game night, Shark Tank sets you up for a memorable stay. This home is a 5 minute drive down Atlantic Avenue to downtown and the beach with restaurants, shops, parks, boat tours, and more locally.

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.”

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.

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.

Htd Pool/Spa, Putt Green & G. Tee- Walk to The Ave

This exquisite, fully renovated Delray Beach villa is a golfer’s dream! Just blocks from lively Atlantic Ave and 1.3 miles from the beach, it features a private 3-hole putting green, Golden Tee arcade game, and a heated saltwater plunge pool & spa with color lights, jets, and bubbles. Fire up the grill and dine al fresco beneath charming bistro lights. Enjoy stylish interiors, vibrant nightlife, and Freebee golf cart rides (or walk) to The Ave’s restaurants, shops, and beach. Sleeps 8.

Downtown Beach Home w/FREE Beach Cabana membership

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!

Private Pool Oasis | Steps to Atlantic Ave

Escape to your own private tropical retreat in the heart of Delray Beach. The Happy Mango Hideaway is a fully private, pet-friendly 2-bedroom cottage featuring a heated saltwater pool, a spa-inspired bathroom (renovated in 2025), a full kitchen, fast Wi-Fi, and a workspace. Spend your days exploring Atlantic Avenue's restaurants, boutiques, galleries, and beaches, all just minutes away. Then return home to relax by the pool and enjoy your private backyard oasis.

The Dream 4 BR En-suite Pool Home close to beach

Dreams Delray is a modern 4 bedroom 4 1/2 bathroom (4 Bedroom En Suites) heated pool home which is a 10 minute walk to "The Ave,” Delray Beach's popular downtown venue, and a short 5 minute drive to our famous sandy beaches. It has everything you can ask for the perfect family vacation or a small getaway to sunny Florida. The home offers a top chef kitchen open floor plan, surround sound and a wonderful view of the pool from just about every part of the house.

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.

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!

Waterfront 3BR| Marina Views| Delray Beach

Stunning marina-facing residence in the heart of Delray Beach. Walk to boutique shops, restaurants and bars. This gorgeous home offers luxury finishes, modern design and a personal meet-and-greet experience. Wake up to breathtaking marina and yacht views from your private furnished terrace. Note: owner may occasionally stay in a fully separate detached apartment with its own private entrance and shared driveway, with no impact on your stay.

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.