
Holiday rentals with outdoor seating in Shirley
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Shirley
Guests agree: These Holiday Houses with Outdoor Seating 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

Hamptons Oceanfront Oasis
Escape the hustle & bustle of city life and unwind at this stunning home in the Hamptons. The oceanfront oasis is the perfect way to wake up to ocean views, beaches and nearby restaurants. Relax on our spacious deck - perfect for morning coffees & sunset cocktails. It is just a short drive to the train station & only 15 minutes from the airport for quick getaways. For your safety, the home is equipped with Ring cameras and one-use key codes. Book now and experience the ultimate Hamptons escape!

Great little place just for a couple
The outdoor courtyard is especially nice and private ,with a fire pit, grill and comfortable chairs. It is a rustic location easy walking distance to North Shore Beach. If you want an ocean beach you can drive straight south for 20 minutes and reach Smiths Point State Park right on the ocean. The North Fork with its vineyards is a short drive and the Hamptons also only 30 minutes to West Hampton. You can fish, golf, walk among the wooded area and relax in peace. A pleasure. linen 100% cotton.

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.

Beautiful & Independent Guest House near the water
Welcome to our beautiful yet very private guest house in Brookhaven. You are walking distance from the Deer Run Farm (fresh eggs every morning), Post-Morrow Nature Trails and a short drive to Bellport Village Historic District. We are also very close to Wine Country, The Hamptons & Fire Island. We offer all the accommodations you might need for longer stays Washer & Dryer; Dishwasher; High Speed internet and TVs with all the premium channels. EV Charger available (Tesla - Fees applies).

Beachy En Suite /Gateway to The North Fork
Adorable,quiet,clean, w private entrance, private bedroom and bathroom,breakfast nook and patio.We are located in a beach front town dubbed“Gateway to the North Fork”.Walking/driving directions to local beaches,15minute walk to our community beach,Wildwood StPk(.6mi away).Niks deli nearby.Minutes by car to wineries,breweries,farm stands,EastWind,TangerOutlets15min away,35min to Hamptons,Greenport!Hosts live in adjoining house.NoTV but Wifi is good so bring your device for entertainment.

Home away from Home!
Whether traveling for business or pleasure you will be close to everything when you stay at this centrally-located place. Many comforts of home Minutes from two major roadways, Sunrise Hwy and Long Island expressway. 3 minutes-Shopping Center. 5 minutes-Lasorda Legacy Park. 11 minutes-Topgolf. 15 minutes- LI MacArthur Airport. 12 minutes-Patchogue Village-many restaurants and bars. Train Station-can take to NYC or Hampton/Montauk 20 minutes-Ocean-Smith Point Beach 30 mins-Hamptons

The River Loft
Escape to The River Loft, a private riverfront retreat in Weston, CT. Built in 2015 by a visionary local architect, The River Loft open-air design seamlessly integrates the outdoors with the interior space. As you step inside this 750 sf small home, you'll be instantly captivated by the layout that makes it feel spacious. Sitting on over 2 acres of forested land with private river access. Book now for an unforgettable experience. For more images & videos visit insta @the.riverloft

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!

Boho Beach Vibez Retreat! Private entrance
"Experience a different kind of stay with our unique Airbnb, the 'Boho Beach Vibez” This cozy 1-bedroom apartment , that’s approximately 500sqft is situated on the first level of our home with a separate entrance . Located in a prime area of our town, you'll find yourself just minutes away from all the stores, restaurants, highways, and within walking distance of hiking trails, the Carman’s river, and 5 miles from Smith Point beach. NOTE : hosts live on top level .

Studio in Stony Brook
We have contactless check-in procedure & fully private entrance. Please contact with any questions! Large clean studio space that is totally private from the main residence. Private bathroom with toiletries included. Close to beaches, shopping, and SUNY hospital and campus by car or bus. Pull-out loveseat with twin size mattress available for an extra charge. (Book for “3 Guests” for this regardless of occupancy so we know to prepare the bed.)
Popular amenities for Shirley outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Harborfront Star

The Katalpa House -by the beach

*Sale* HGTV reno! Steps to shops & water | Firepit

1956 House of the Year Award. Easy commute to NYC.

Home Sweet Home by the Beach

Hamptons Oasis: pool, grill, lush landscape

Cottage with Seashells

Oceanfront Retreat: Modern Beach House
Apartment rentals with outdoor seating

The Boathouse, private downtown Harborside suite

Near all 1 BR - Full Kitchen, Backyard & Fire Pit!

All Private Bright Spacious Close to All

Hudson River Peaceful Getaway, Explore from here

Cozy & Private Apartment Near the Ocean

Sag Harbor / Noyack Pad - private STUDIO apartment

The Cozy Apartment

The Pond Mill Retreat w/ 2 Bdrms & Pool
Condo rentals with outdoor seating

1856 Trading House w/ walk to water

Beautiful condo on Long Islands Northfork

Cozy Condo by Fairfield U/SHU | Patio | Wshr/Dryr

Beautiful Waterview Condo on the North Fork of LI

Private European Garden Apartment

Waterfront Autumn Escape in Wine Country: 2BR

Entire Place_Upscale Sunny Duplex w/Large Backyard

Beachside Waterview 2Br Condo w/ Pool in Greenport
Quick stats about holiday rentals with outdoor seating in Shirley
Total rentals
50 properties
Nightly prices starting at
$108 AUD before taxes and fees
Total number of reviews
4K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
10 properties have a pool
Destinations to explore
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- Rentals with outdoor seating Suffolk County
- Rentals with outdoor seating New York
- Rentals with outdoor seating United States
- Yale University
- Jones Beach
- Fairfield Beach
- Southampton Beach
- Rye Beach
- Cooper's Beach, Southampton
- Gilgo Beach
- Robert Moses State Park
- Walnut Public Beach
- Bethpage State Park
- Shinnecock Hills Golf Club
- Rye Playland Beach
- Rowayton Community Beach
- Napeague Beach
- Cedar Beach
- Jones Beach State Park
- Woodmont Beach
- Silver Sands Beach
- Sunken Meadow State Park
- Sandy Beach
- Jennings Beach
- Wildemere Beach
- Outer Beach at Smith Point County Park
- Seaside Beach