Vacation rentals in Shirley

3 bedroom cottage rental

3 bedroom, 1 Bathroom cottage. Fully furnished. Home includes three bedrooms, living room, fenced in yard. Washer/dryer available for use. Wifi and smart televisions. 1 block walk to local beach area and playground, BBQ area. Smith Point Beach: 2 min drive to Smith Point. (1 mile away)The County's Largest Ocean front Park, offers: Swimming, surfing, saltwater fishing, camping, outer beach access, food concession, playground, showers, & special events in season. A short drive away from the Tanger Outlets , Farms, Splish Splash Waterpark, Hampton Bays, Montauk Point, State Park and Long Island wineries. (Please note -2nd and third bedroom is in the attic in case you have small children or those with mobility issues. Stairs are viewable in photos) minimum 2 nights stay 100 cleaning fee All Bills included.

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!

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

Sunset Cottage - Waterfront Getaway

Shirley coastal escape awaits! As you step onto the spacious deck, you'll be greeted by breathtaking views of Bellport Bay and the vast expanse of the Atlantic Ocean, setting the stage for unforgettable sunsets painting the sky in hues of orange and pink. Modern kitchen ready for culinary adventures. Private beach in your backyard and Smith Point Beach a 5-minute drive. Wineries & Hamptons all within 30 mins. Experience Shirley's beauty and serenity and let your vacation dreams come true.

Home Sweet Home by the Beach

Welcome to your cozy retreat on Eastern Long Island. This charming basement apartment is separated and private from the rest of the home. As you enter the backyard you'll see a small patio with a table and 2 chairs. The apartment has an open-concept living area and kitchenette. Just beyond the living area is a full bathroom and spacious bedroom with a Roku TV. Attractions include Smith Point Beach (5 min), Shopping at Tanger Outlet (15 min) and local restaurants. Easy access to NY-27 & 495.

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.

South Shore Studio

Welcome to your private Mastic studio! This brand-new space is perfect for two adults looking for a quiet getaway. ​Inside, you'll find a queen-size bed, a full bathroom, and a small but fully equipped kitchen with everything you need to prepare meals. ​Step outside to your private outdoor space, featuring a fire pit and comfortable seating—perfect for relaxing after a day of exploring. ​Conveniently located, just a short drive from local shopping and all the best Long Island has to offer.

Waterfront Designer Oasis | Epic Sunsets | Beach

Curated waterfront designer retreat on Bellport Bay with sweeping bay views and light-filled interiors. This elegantly designed 3-bedroom, 1-bath home sleeps 5 and features an open-concept living space, fully equipped kitchen, and refined coastal décor. Step outside to a spacious deck with grill, fire pit, and direct bay access for kayaking and swimming. Just minutes from the beach at Smith Point County Park. Your peaceful coastal getaway for rest, connection, and unforgettable sunsets.

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.

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!

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

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.