
Family-friendly vacation rentals in Shirley
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Shirley

Total vacation rentals
Explore 40 vacation rentals in Shirley

Nightly prices starting at
Shirley vacation rentals start at ﺩ.ﺇ 551 per night before taxes and fees

Verified guest reviews
Over 3,460 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Shirley vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Shirley rentals

4.9 Average rating
Shirley stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated family-friendly rentals in Shirley
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Luxurious Waterfront Beach House On The Bay
Relax and enjoy your time at this beautiful east end waterfront getaway. This house is located right on the relaxing and exclusive Great South Bay with private beach... The experience will bring you the feel of tranquility everyone desires with vacationing out east. While offering all the enjoyments the island has at your fingertips. Centrally located to all island destinations. 90 minutes from Manhattan - 15 minutes to West Hampton - 15 minutes to Fire Island Ferrys. Visit top winery’s WiFi
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A-Frame cabin with private beach & epic sunsets
Just a 1.5 hour drive from NYC, this home is the perfect beach getaway spot, with a few steps from the deck to the private beach with its beautiful view across the Great South Bay. Remote work with stunning water views through the wall of windows & in cold weather light a fire while sunlight floods the living space. Two queen bedrooms & bunk bed room sleeps 6 guests, great for families or a small gathering of friends. 5 min drive to ocean beach with great swimming & surfing at Smith Point.
FamilyIndoor spacesQuiet

Charming 2 Bedroom apartment
Enjoy our charming 2 Bedroom apartment that is in a quiet and friendly neighborhood in a cul-de-sac. Private entrance on first floor of our house with 2 Bedrooms, 1 Bathroom, Living room, Dining area, and a Kitchen. Close to: Main highways (Sunrise HWY/Long Island Expressway), Grocery stores, Winery & Vineyards, Davis park ferry, Downtown Patchogue village (Restaurants, bars, breweries, shopping), Beaches, Top Golf, MacArthur airport, Long Island Community Hospital, St Joseph’s College.
Indoor spacesKitchenCheck-in

Private Garden Studio near Northfork and beaches
Welcome to the hamlet of Ridge. The gateway to Long Islands many treasures. Whether you are adventuring out to the North Fork wineries or a scenic drive on the south shore on your way to the Hamptons. A peaceful cozy private (not shared space) full studio apartment on the main level portion of house. Full size bed, with additional small futon couch in sitting area, kitchenette with dining area, full bathroom and private yard with outdoor seating. Everything you need to enjoy your stay.
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Family Retreat with Heated Pool, Hot Tub, Sauna.
🛏 6 Bedrooms, 9 beds & 3 Full Baths 🏊♂️ Heated Pool & Relaxing Hot Tub 4-person Sauna 🏀 Half Basketball Court & 🏐 Volleyball Area 🏌️♂️ Private Golf Putting Green 🔥 Cozy Firepit & Outdoor Lounge Area 🛝 Swing Set & Kid-Friendly Yard 🍽 Fully Stocked Kitchen & Spacious Dining 🌐 High-Speed Wi-Fi & Smart TVs 10 min to Smith Point Beach & Boardwalk 15–20 min to Long Island Wine Country Nearby hiking at Wertheim Wildlife Refuge Short drive to Tanger Outlets & restaurants
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Joyful Beach House, viewing The Great South Bay
Amazing Great South Bay view with access to Shorefront and Rider Parks. This Ranch has an unobstructed view of the Shorefront Band Shell. Watch concerts and sunsets from the comfort of your patio. Walk down to the Patchogue Beach Club and enjoy the pool and beach. This open-concept home has 2 bedrooms, one bath, a remodeled bathroom, and a kitchen. The kitchen has stainless steel appliances, a farm sink, and a butcher block countertop with natural lighting that will brighten the home.
FamilyIndoor spacesHospitality

By NYC & Hamptons - Hot Tub, Pool Table, Speakeasy
Welcome to Coast to Coast - the perfect getaway from NYC! You may have heard about our new little secret - but you’ll have to come see it for yourself to believe it! Step back into prohibition era Long Island in our hidden speakeasy! Right by Smith Point Beach, we provide accommodations that go above and beyond- this is not your average AirBnB! Soak up the sun at one of LI's top beaches, then enjoy complimentary Netflix, Hulu, cable and more while you shoot pool or play games.
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House of peace.
Welcome to my families heart. This house may be old but it is filled with so much love its truly the heart of our family. For many generations we have gathered here. Lovely 3 bedroom house with large property on quiet road. Dining room, kitchen, living room, laundry room. Small sitting room off the master bedroom . There are puzzles and some games for children. Please feel free to use what you want. Close to shopping, beach, casino, ferry, LIRR, LIE, sunrise and The Hamptons.
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Cozy craftsman style home close to beaches
Feel refreshed when you stay in this rustic gem. 10 minutes from the fire island beaches this newly renovated home will take your breath away. 20 minutes from local wineries theres no shortage of things to do. This is a single dwelling home. There is a basement apartment with a separate entrance. The tenant does not have access to the house. Everything pictured is yours to use! Kick your feet up and enjoy the details of this handcrafted home. Tree house inside and out!
KitchenFamilyQuiet

Welcome to Bill & Debbies AirBnb
Welcome to our AirBNB. We hope you will enjoy your stay in your private apartment. You will appreciate the off street parking & private entrance. We are only a short drive away from Long Island’s North Fork Vineyards, Skydiving, Smith Point County Beach, Fire Island and much, much more. We are also only 2.5 miles from Brookhaven National Laboratory. Only a short drive from a huge selection of stores & restaurants. We are in easy walking distance to a deli and 7/11.
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Cozy home. Comfy living
The whole group will enjoy access to everything from this centrally located home. three comfy bedroom, two bathrooms, large living room, dining and kitchen. close to the beach, nature reserved, kayaking, sky diving and Tanger outlet mall, restaurant and all the fast food located nearby. long island vast array of winery and farms stand etc. Guest is expected to follow house rules. 15 mins after check out time is given after that fees will incur at nightly rate
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Blue apartment in Long Island, Ny
Welcome to our blue apartment a Peaceful, comfy one bedroom apartment suitable for 4 people. Private bedroom has a Queen size bed with comfy mattress and two small closets to keep your belongs. Living room has two twin comfy beds, tv and desk. Kitchenette is equipped with necessities for a quick meal and coffee maker. You can also enjoy the shared backyard with the fire pit. Keep in mind if you stay past our check out time you will be charge an extra night.
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Popular amenities for Shirley family-friendly rentals
Family-friendly home rentals with a hot tub

Coastal Villa Suite pool•sauna•gym•theater•beach
KitchenIndoor spacesQuiet

Private Oasis W/Stunning Vinyard and Pool Views
FamilyKitchenHospitality

The Hilltop Harborview
KitchenFamilyBathroom

Hamptons Waterfront Suite | Private Hot Tub
FamilyIndoor spacesNearby

"SOUTH APT." Renovated 1 Br Apt. In Great Location
KitchenIndoor spacesQuiet

Swimming pool w/Hot tub Fire Pit Coffee Bar
KitchenIndoor spacesBackyard

Beach & Woods: Cozy Cabin, Hot tub, Peloton, Oh My
KitchenFamilyCleanliness

GOOD VIBEZ HOUSE! Mini Golf+Pool+Hot Tub+Game Room
Indoor spacesKitchenTV
Family- and pet-friendly home rentals

Nautical Farm House on Working Farm with Animals
Indoor spacesKitchenGrill

Savor Ocean Sunsets at a Soothing Beachfront Haven
Indoor spacesKitchenWifi

Charming Garden Hideaway near downtown Patchogue
KitchenIndoor spacesView

Historic Loft, Co-Work, River View
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The Red Cottage Circa 1936
Indoor spacesFamilyBathroom

Little, cozy place near beach for a couple.
KitchenIndoor spacesValue

Modern Hamptons Home
Indoor spacesKitchenBeach

Modern farmhouse w/ pool, beach, horses and winery
KitchenFamilyQuiet
Family-friendly home rentals with a pool

Long Island Getaway w/ Heated Pool & Lake
KitchenFamilyAccess

Stylish+Modern Cape w/Saltwater Pool-5min to Beach
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Bellport Abode
KitchenIndoor spacesNearby

LOVELY STUDIO APT W/ PRIVATE ENTRANCE & PATIO
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Secluded Farmhouse - Studio Apartment Style Unit
KitchenFamilyCleanliness

Port Jefferson Convenient, Cozy and Chic!
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Coastal Retreat|Heated Saltwater Pool|5 MinToBeach
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Luxury Hamptons Home with Heated Saltwater Pool
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When is the best time to visit Shirley?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 992 | ﺩ.ﺇ 1,087 | ﺩ.ﺇ 1,098 | ﺩ.ﺇ 1,010 | ﺩ.ﺇ 1,197 | ﺩ.ﺇ 1,340 | ﺩ.ﺇ 1,407 | ﺩ.ﺇ 1,469 | ﺩ.ﺇ 1,234 | ﺩ.ﺇ 1,127 | ﺩ.ﺇ 1,124 | ﺩ.ﺇ 1,021 |
| Avg. temp | 0°C | 1°C | 4°C | 10°C | 15°C | 21°C | 24°C | 23°C | 19°C | 13°C | 8°C | 3°C |
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