
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 G$31,320 GYD 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.

Waterview Beach House: 3 Kings + Putting Green
Unwind at this 3-story waterview beach home in Shirley, NY. Bellport Bay is right across the street with easy beach access. 0.4 mi to Shirley Beach 1.8 mi to Smith Point Beach — perfect for ocean days or Fire Island trips. Featuring: • 3 king beds + 1 full + 3 sofa beds • 70” living room TV + 3x 50” bedroom TVs • Fully equipped kitchen • BBQ grill, fire pit & putting green on premium turf • 6 beach chairs + 2 umbrellas included • High-speed WiFi & keyless entry Your Long Island beach escape!
Indoor spacesKitchenAir conditioning

Stunning sunset charming waterfront home 4 seasons
Want to relax and enjoy the water and sunsets? This home has a very relaxed vibe, whether you are grilling outside, kayaking, going to the beach, reading a book as the sound of the waves gently wash up on shore or even enjoying a glass of your preferred beverage on the deck as you gaze into the horizon, there is a sense of comfort and tranquility. Very nice open kitchen looking out into the bay. It really is a nice getaway and an environment to take a break and recharge the senses. Enjoy!
Indoor spacesFamilyCleanliness

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
Indoor spacesKitchenParking

Beach Getaway! Convenient Location + Laundry
Centrally Located!! Perfect for Traveling professionals & for visiting family. Close to major Hospitals & Major Work Facilities. Train station is close by. All the privacy & amenities of living at home, why stay at an over priced hotel. Just a 1 mile walk to beautiful Smith Point Beach. Explore history at the William Floyd Estate. Wet your taste buds & enjoy amazing restaurants!! Marina 1/2 mile away. Salt or fresh water fishing. Kayak Carmen’s river, hike the Wertheim National Wildlife Refuge
FamilyIndoor spacesBiking

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.
KitchenIndoor spacesSleep quality

The Stella ~ A 1920s Beach Bungalow
Welcome to The Stella, a thoughtful 1920's home set in the heart of Bellport Village. This is the place for a summer romance, a family gathering, or a creative re-centering. Inspired by the subtle palette and refined geometry of the American artist Frank Stella—who often spent time on Long Island—The Stella enjoys close proximity to many beaches and wetlands. Our original 1920's Cape Cod style home is full of old and new finds that appeal to curious journeyers and creative weekenders.
KitchenFamilyCheckout

Gorgeous Waterfront and Indoor Pool Family Oasis!
Breathtaking Waterfront home with 37 foot heated indoor pool. 3 Bedrooms plus a 800 Sq/Ft master bedroom with wood burning fireplace. WiFi, 3rd floor entertainment room with 120 inch screen movie projector, karaoke, fooseball, pool table. Wraparound terrace, sunroom, 45ft dock with launching ramp, putting green, sand trap, outdoor kitchen, bar & stone patio with tables & BBQ grills & fire pit. Ability to catch abundant fish & blue crabs right from the dock. Picture tells a thousand words.
FamilyIndoor spacesLaundry

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
KitchenIndoor spacesAir conditioning

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.
KitchenFamilyWalkability

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.
FamilyIndoor spacesCondition

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!
Indoor spacesFamilyGetting around

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.
KitchenFamilyAccess
Popular amenities for Shirley family-friendly rentals
Family-friendly home rentals with a hot tub

Luxury modern farmhouse with heated pool & hot tub
Indoor spacesFamilyAir conditioning

GOOD VIBEZ HOUSE! Mini Golf+Pool+Hot Tub+Game Room
Indoor spacesKitchenGrill

Waterfront Round House View
Indoor spacesFamilyView

Coastal Villa Suite pool•sauna•gym•theater•beach
Indoor spacesFamilyShared spaces

The Hilltop Harborview
Indoor spacesFamilyBackyard

Hampton's Haven
KitchenIndoor spacesQuiet

"SOUTH APT." Renovated 1 Br Apt. In Great Location
FamilyKitchenNearby

Swimming pool wIth Fire Pit /Coffee Bar
Indoor spacesKitchenHot tub
Family- and pet-friendly home rentals

Joyful Beach House, viewing The Great South Bay
Indoor spacesFamilySleep quality

Ocean House
KitchenIndoor spacesGrill

Spacious 1Bedroom Apartment By Wineries & Beaches
FamilyIndoor spacesPets

Blue apartment in Long Island, Ny
FamilyIndoor spacesWifi

Modern farmhouse w/ pool, beach, horses and winery
FamilyKitchenValue

Stunning Hamptons Waterfront Escape w/ Sunset View
KitchenFamilyLaundry

Savor Ocean Sunsets at a Soothing Beachfront Haven
KitchenFamilyCheck-in

Charming Garden Hideaway near downtown Patchogue
Indoor spacesFamilyWalkability
Family-friendly home rentals with a pool

The Unhampton
KitchenFamilyValue

Hamptons Oasis: pool, grill, lush landscape
KitchenFamilySleep quality

Stylish+Modern Cape w/Saltwater Pool-5min to Beach
Indoor spacesFamilyBiking

5BR, Luxury Home, Close to Beach,Town, PerfectYard
KitchenFamilyTV

Port Jefferson Convenient, Cozy and Chic!
FamilyKitchenWifi

Bayside paradise w/ huge yard
KitchenFamilyPool

NEW*Resort-Style Home w/ Pool, Bar&Outdoor Kitchen
Indoor spacesFamilyHospitality

Private oasis with pool steps away from the bay
KitchenFamilyLaundry
When is the best time to visit Shirley?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$56,376 GYD | G$61,805 GYD | G$62,431 GYD | G$57,420 GYD | G$68,069 GYD | G$76,212 GYD | G$79,970 GYD | G$83,520 GYD | G$70,157 GYD | G$64,102 GYD | G$63,893 GYD | G$58,046 GYD |
| 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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