
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$31,383 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 spacesKitchenBackyard
4.94 out of 5 average rating, 206 reviews
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!
FamilyIndoor spacesCheckout
4.97 out of 5 average rating, 101 reviews
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 spacesFamilyCheck-in
4.98 out of 5 average rating, 243 reviews
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 spacesAccuracy
4.97 out of 5 average rating, 221 reviews
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.
Indoor spacesKitchenBathroom
4.89 out of 5 average rating, 160 reviews
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.
Indoor spacesKitchenTV
4.93 out of 5 average rating, 158 reviews
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.
FamilyKitchenPets
4.93 out of 5 average rating, 272 reviews
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.
Indoor spacesFamilyGetting around
4.87 out of 5 average rating, 109 reviews
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 spacesFamilyBackyard
4.94 out of 5 average rating, 161 reviews
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.
KitchenFamilyDecor
4.99 out of 5 average rating, 111 reviews
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
KitchenIndoor spacesAir conditioning
4.87 out of 5 average rating, 151 reviews
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.
KitchenFamilyWifi
4.82 out of 5 average rating, 126 reviewsPopular amenities for Shirley family-friendly rentals
Family-friendly home rentals with a hot tub

GOOD VIBEZ HOUSE! Mini Golf+Pool+Hot Tub+Game Room
KitchenIndoor spacesParks
4.99 out of 5 average rating, 188 reviews
Waterfront Round House View
Indoor spacesKitchenDecor
4.9 out of 5 average rating, 177 reviews
Hampton's Haven
KitchenFamilyDecor
4.93 out of 5 average rating, 166 reviews
"SOUTH APT." Renovated 1 Br Apt. In Great Location
KitchenIndoor spacesComfort
4.98 out of 5 average rating, 132 reviews
Coastal Villa Suite pool•sauna•gym•theater•beach
Indoor spacesFamilyBackyard
4.91 out of 5 average rating, 158 reviews
The Hilltop Harborview
FamilyIndoor spacesSleep quality
4.81 out of 5 average rating, 423 reviews
Private Oasis W/Stunning Vinyard and Pool Views
FamilyIndoor spacesHot tub
4.97 out of 5 average rating, 218 reviews
Blue Bay Dream (Outdoor Jacuzzi, Cabana + Office)
KitchenIndoor spacesLong stay
4.92 out of 5 average rating, 514 reviewsFamily- and pet-friendly home rentals

Gorgeous Waterfront and Indoor Pool Family Oasis!
Indoor spacesFamilyPool
4.92 out of 5 average rating, 142 reviews
Modern farmhouse w/ pool, beach, horses and winery
FamilyIndoor spacesGrill
4.93 out of 5 average rating, 138 reviews
Spacious 1Bedroom Apartment By Wineries & Beaches
FamilyKitchenHospitality
4.76 out of 5 average rating, 197 reviews
Stunning Hamptons Waterfront Escape w/ Sunset View
FamilyKitchenLayout
4.87 out of 5 average rating, 141 reviews
Savor Ocean Sunsets at a Soothing Beachfront Haven
KitchenIndoor spacesCondition
4.98 out of 5 average rating, 184 reviews
Coastal Retreat|Heated Saltwater Pool|5 MinToBeach
KitchenIndoor spacesQuiet
4.94 out of 5 average rating, 118 reviews
Little, cozy place near beach for a couple.
FamilyIndoor spacesView
4.88 out of 5 average rating, 593 reviews
Modern Hamptons Home
KitchenFamilyBackyard
4.99 out of 5 average rating, 67 reviewsFamily-friendly home rentals with a pool

Hamptons Oasis: pool, grill, lush landscape
FamilyIndoor spacesDecor
4.95 out of 5 average rating, 146 reviews
Stylish+Modern Cape w/Saltwater Pool-5min to Beach
FamilyKitchenLong stay
4.97 out of 5 average rating, 156 reviews
LOVELY STUDIO APT W/ PRIVATE ENTRANCE & PATIO
FamilyIndoor spacesBeach
4.82 out of 5 average rating, 161 reviews
Splendid private cottage
FamilyIndoor spacesBiking
4.95 out of 5 average rating, 103 reviews
Port Jefferson Convenient, Cozy and Chic!
FamilyKitchenComfort
4.92 out of 5 average rating, 160 reviews
Luxury Hamptons Getaway w/ Private pool- sleeps 14
FamilyKitchenPool
4.84 out of 5 average rating, 129 reviews
Beach Retreat - Heated Pool, Game Room & Bar
FamilyIndoor spacesQuiet
4.99 out of 5 average rating, 89 reviews
*NEW* Reno Bellport Village Home + Saltwater Pool
KitchenIndoor spacesGrill
4.88 out of 5 average rating, 25 reviewsWhen is the best time to visit Shirley?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$56,490 GYD | G$61,929 GYD | G$62,557 GYD | G$57,536 GYD | G$68,206 GYD | G$76,366 GYD | G$80,132 GYD | G$83,688 GYD | G$70,298 GYD | G$64,231 GYD | G$64,022 GYD | G$58,163 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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