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.

Family · Kitchen · Beach

Tranquil Vibes ~ Pet Friendly Private Pool Home

Welcome to our cozy pool home with screened porch, deck w/ remote control lighting of cabana for evenings. Grill, tropical fruit trees, plants & private fenced yard. Coastal cottage decor mixing vintage finds in newly remodeled space. Neighborhood is peaceful w/ close drive to beaches, restaurants, golfing, parks & shopping. Each bedroom has cooling mattress pads & ceiling fans. Pets welcome! Beach chairs, cooler, bikes, beach umbrella, pool floats, yoga mat, games/books-.Long stays welcome

Family · Kitchen · Walkability

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.

Family · Kitchen · Wi-Fi

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.

Kitchen · Indoor spaces · Bathroom

Ritzy Coastal Scape

Indulge in coastal luxury at Ritzy Coastal Scape, a masterfully renovated 3BR/2.5BA villa in East Delray Beach. This sleek sanctuary features an epicurean gourmet kitchen and a private backyard oasis with an LED-lit Jacuzzi designed for upscale relaxing. Nestled just two blocks from artisan markets and fine dining, you are a mere mile from the pristine beach and minutes from vibrant downtown Delray. Experience sophisticated tropical living at its finest. Book your elite getaway today.

Kitchen · Family · Amenities

DWTN Delray Pool Home | FREE Beach Cabana service

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!

Family · Indoor spaces · Barbecue

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.

Kitchen · Indoor spaces · Outdoor spaces

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!

Kitchen · Indoor spaces · Parking

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.

Indoor spaces · Kitchen · View

Waterfront, Spa, Htd Pool, Billiards, Lanai, Canal

Bachelorette weekends, birthday trips, family vacations — this is the house groups keep coming back to. Heated pool and spa on a private canal, screened lanai with string lights, billiards, and a dock where guests watch the sun go down. Sleeps 10. Hosts respond in minutes and know every great restaurant and hidden gem in Delray. 5 minutes to Atlantic Ave. Kayaks, paddleboards, and fishing gear included. 5 minutes to the beach.

Family · Kitchen · Quiet

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.

Kitchen · Indoor spaces · Quiet

On The Avenue. Walk to Beach

This well appointed place to stay is perfect for anyone wanting the ideal central location in Delray Beach. The new wide plank beautiful flooring is stunning. Three hundred feet from Famous Atlantic Avenue, located in Delray's historical Marina District, one block to Intracoastal Waterway, a ten minute walk to Delray beach, and limitless choices of Florida's finest restaurants and shops

Family · Kitchen · Amenities