
Family-friendly holiday rentals in Delray Beach
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Delray Beach
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Beach Retreat-W/Cabana Service*Walk to Downtown*
Looking for the perfect romantic getaway? Look no further than this charming, newly renovated one-bedroom home in the most picturesque town on Florida’s coast. Enjoy the ocean breeze and azure waters of Delray Beach and live like locals as you enjoy being in historic downtown, stroll to the beaches, and enjoy the local attractions. 4 Min Walk to Pineapple grove + Atlantic Ave 4 Min Drive to Delray Beach 9 Min Drive to Wakodahatche Wetlands Learn More Below and Experience Delray Beach With Us!

the writer's nook • treehouse economical studio
Upon entering the newly renovated Green Door Suite, it's charm and coziness envelops you, making you feel right at home. The bold and contemporary styling boasts the sophistication of a boutique hotel room. Unwind in our luxurious shower after a long day at a conference, or cool off after a hot day the beach! Perfect for a getaway on a budget. This cozy cottage is located in a serene space nestled under the trees. Enjoy a swing in the hammock, or a walk to the nearby lake in the neighborhood.

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.

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!

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!

Happy Mango | Heated Pool | Walk to Atlantic Ave
Escape the winter chill and kick back in sunny Delray Beach! The Happy Mango Hideaway is a private 2-bedroom, pet-friendly cottage featuring a heated saltwater pool, spa-style bathroom (renovated Oct 2025), full kitchen, fast Wi-Fi, and cozy workspace. Walk to Atlantic Ave’s shops, cafés, and nightlife, or unwind in your fenced tropical yard. Perfect for holiday travelers, snowbirds, and remote workers seeking sunshine and serenity. Make Delray Beach your home for the holidays.

*KING BED* Private Cottage in the heart of WPB
Get cozy in this centrally-located cottage. Located just minutes from beaches, Downtown West Palm Beach, the airport, zoo, science museum and more. With a fully fenced in yard you can feel at ease letting your four-legged friend roam about while you sip your morning coffee on the front patio or soak up some sun in the hammock. Enjoy fast free WiFi, smart tvs in both the living and bed room, a large walk-in closet, spacious stand-up shower and provided beach essentials.

Retro charm studio - Walk to 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.

Waterfront Htd Pool, Spa, Billiards, Lanai, Canal
🌴 Relax at this luxury waterfront Delray Beach retreat in Delray Beach, featuring a heated pool & spa, private dock, screened porch with string lights & Smart TV, pool table, BBQ, and canal views. Bright open living and flexible sleeping for up to 10 guests make it perfect for families and groups seeking comfort, space, and true South Florida relaxation. Message us today and enjoy waterfront luxury, sunshine, and relaxation — all in one exceptional stay. 🌴☀️

Private patio close to restaurants and beach
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.

Walk to Mizner/Brightline, Parking, Wi-Fi, Patio
Studio with outdoor patio including table, loungers and BBQ. Located in Downtown Boca: 8 minute walk to the Brightline train station, 7 blocks from popular Mizner Park, 1.9 miles from the beach and 1 mile from FAU. The safety of our guests is of utmost importance. We're taking every precaution & wipe down every surface with commercial grade disinfecting solution as we prepare for your stay.

Raven Haus: Curated 2 Bedroom Guest House w/Pool
Experience a retreat that is nestled in the heart of historic West Palm Beach. Located in the well known neighborhood of Historic Grandview Heights you’ll find: Raven Haus! This cozy and thoughtfully designed home is waiting for your arrival. - Just an 8 min drive PBI Airport - 3 min from PB Convention Center - Minutes away from the Beach & 5 min to downtown West Palm Beach
Popular amenities for Delray Beach family-friendly rentals
Family-friendly home rentals with a hot tub

Key west suite with a hot tub and heated pool

Curated Luxury Retreat | Pool • Spa • 8 min Beach

Beautiful house with jacuzzi and pool table!

Private Guesthouse centrally located

Resort style 1BR/1BA condo

Luxury Vacation Home -Private pool, Outdoor living

Key West Style Suite with Pool/Spa

Drift Inn- Lakefront! Outdoor Bar, Golf, sleeps 14
Family- and pet-friendly home rentals

Walk to Beach*2 bedroom*Yard*Fully Renovated*Grill

3/2 Private Home in East Delray + pool & gas grill

The Getaway 3BR/3BA Pool Home E. Delray

Private cottage two blocks to Atlantic Ave.

Charming carriage house!

Serene Lakeview Getaway in Gated Community

4 Bed on the Water - Luxury Beach Retreat

Oasis with Heated Saltwater Pool
Family-friendly home rentals with a pool

Relaxing Retreat | Pool + Near Beach & Atlantic Av

Heated Pool! Private Home+Bikes & Fire Pit!

Luxe 3-Bedroom Vacation Home|Pool|Blocks to Beach

Red Palm Villas: The Saw Palmetto

ON CANAL! Pool+Walk to BEACH! Boat Watch! 2b/2b

SeaGrape Cottage

Historic cottage private pool walk to beach

Prime Beach Access + Local Faves | Pool+Spa+BBQ
When is the best time to visit Delray Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $386 SGD | $421 SGD | $392 SGD | $344 SGD | $282 SGD | $263 SGD | $275 SGD | $269 SGD | $240 SGD | $264 SGD | $319 SGD | $414 SGD |
| Avg. temp | 19°C | 20°C | 22°C | 24°C | 26°C | 28°C | 28°C | 28°C | 28°C | 26°C | 23°C | 21°C |
Quick stats about holiday rentals that are family-friendly in Delray Beach

Total holiday rentals
Explore 680 holiday rentals in Delray Beach

Nightly prices starting at
Delray Beach holiday rentals start at $38 SGD per night before taxes and fees

Verified guest reviews
Over 20,120 verified reviews to help you choose

Pet-friendly holiday rentals
Find 350 rentals that welcome pets

Holiday rentals with a pool
390 properties feature pools

Rentals with dedicated workspaces
430 properties have a dedicated workspace

Wifi availability
670 of Delray Beach holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool 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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- South Beach
- Fort Lauderdale Beach
- Bayfront Park
- Miami Design District
- The Tides on Hollywood Beach
- Bayside Marketplace
- Brickell City Centre
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- Kaseya Center
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