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Vacation rentals with a patio in Shelter Island

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Vacation rentals for every style

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Popular amenities for Shelter Island patio rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Apartment rentals with a patio

Guest favorite
A cozy studio apartment features a spacious Murphy bed with a light-colored comforter, neatly folded against the wall. A dark sofa is positioned adjacent to a dining table with two chairs. Natural light illuminates the room through window blinds.
Apartment in The Hamptons
4.86 out of 5 average rating, 7 reviews

Instant Book: Serene Summer Getaway in WHB, NY

Top guest favorite
The charming two-story building features a light-colored exterior with shingle accents. A covered porch spans the front, supported by tall white columns. Large windows invite natural light, while blooming trees enhance the inviting street view.
Apartment in North Fork
4.97 out of 5 average rating, 72 reviews

Newly Renovated 2-BR Apartment

Top guest favorite
A shaded patio area features a large umbrella over a seating arrangement that includes two wicker chairs and a table. Lush greenery surrounds the space, providing a secluded atmosphere while natural light filters through the leaves above.
Apartment in The Hamptons
5 out of 5 average rating, 20 reviews

Spacious Apt. Walk to Beach!

Top guest favorite
The sleeping area features a plush bed with white bedding and two neatly arranged pillows. Warm light from the wall-mounted lamps illuminates the space, while green foliage is visible through the large windows on either side, creating a soothing atmosphere.
Apartment in The Hamptons
5 out of 5 average rating, 10 reviews

The Hideaway | Clearwater Beach

Guest favorite
A cozy living area features a plush gray couch adorned with decorative pillows. Vibrant blue walls complement the stylish kitchen cabinetry in the background. A large flat-screen television displays a scenic beach image, while a sleek desk sits nearby. Soft lighting adds to the inviting ambiance.
Apartment in Shirley
4.95 out of 5 average rating, 115 reviews

Boho Beach Vibez Retreat! Private entrance

Guest favorite
A cozy living area features a comfortable sofa adorned with neutral-toned cushions. A large television is mounted on the wall. Natural light filters through multiple windows, brightening the space. A small side table and an armchair complement the seating arrangement, creating an inviting atmosphere.
Apartment in The Hamptons
5 out of 5 average rating, 12 reviews

Southampton apt walk to village

Guest favorite
A bright and airy studio space features large glass doors opening to a private patio with views of the dunes and ocean. A seating area with a sofa and coffee table complements the open layout, alongside a dining table and a spacious bed.
Apartment in The Hamptons
4.92 out of 5 average rating, 12 reviews

Oceanfront Corner Studio Bungalow on the beach

Superhost
An open living area features large sliding glass doors that provide an unobstructed view of the ocean. A comfortable sofa is arranged around a round coffee table, while a dining table and chairs complement the space. Colorful art adorns the walls, enhancing the bright atmosphere.
Apartment in The Hamptons
4.88 out of 5 average rating, 49 reviews

Montauk Ocean View One Bedroom

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House rentals with a patio

Guest favorite
A charming two-story wooden house is framed by lush greenery and neatly manicured landscaping. The elevated front porch features a set of steps leading to the entrance, with an inviting atmosphere created by the surrounding foliage and sunlight filtering through trees.
Home in South End
5 out of 5 average rating, 41 reviews

Salt & Sea House - Near wineries, farms, & beaches

Top guest favorite
A charming house is presented, featuring a blend of shingled and brick exterior. The porch is outlined by neatly trimmed hedges, and a gravel pathway leads to the entrance. Lush greenery surrounds the home, accentuating its inviting curb appeal.
Home in The Hamptons
5 out of 5 average rating, 27 reviews

East hampton 3 bedroom home w/ pool great location

Top guest favorite
A large pool is surrounded by a well-maintained lawn, featuring shallow lounging areas and sleek white loungers. A shaded gazebo can be seen in the background, offering a space for relaxation, while trees and greenery add to the tranquil outdoor setting.
Home in North Fork
4.97 out of 5 average rating, 33 reviews

NorthFork FarmHouse, Amazing Pool, Beach,Vineyards

Guest favorite
A private pool area is shown with a clear blue swimming pool surrounded by four lounge chairs. A charming shed is situated in the background, framed by green trees and landscaped gardens.
Home in South End
4.88 out of 5 average rating, 17 reviews

Stylish Beach Getaway: pool & walking location

Top guest favorite
The exterior of the cottage is shown, featuring light-colored siding and a sloped roof. Lush green lawn and a stone pathway lead to the entrance. Tall trees stand in the background under a clear blue sky, enhancing the serene natural setting.
Home in The Hamptons
5 out of 5 average rating, 11 reviews

New Designer Cottage: Steps To Beach On 1.5 Acres

Superhost
A covered patio area showcases comfortable outdoor seating, with a soft-toned sectional sofa facing the water. Lounge chairs are positioned nearby, offering unobstructed views of the tranquil ocean under a cloudy sky. The deck is lined with protective railings for safety.
Home in The Hamptons
4.85 out of 5 average rating, 81 reviews

Hamptons Oceanfront Oasis

Superhost
A spacious dining area features a large wooden table surrounded by white chairs. Natural light streams through multiple windows, highlighting the warm tones of the decor. Stylish woven pendant lights hang from the ceiling, creating an inviting atmosphere for gatherings.
Home in The Hamptons
5 out of 5 average rating, 3 reviews

Tasteful Hampton 4 Bedroom w Heated Pool EH / Sag

Guest favorite
A spacious outdoor area features a large swimming pool surrounded by lush green grass. Four lounge chairs are positioned nearby, alongside a parasol offering shade. A quaint shed with red accents is visible in the background, complemented by seating areas. Tall trees provide a natural backdrop.
Home in The Hamptons
5 out of 5 average rating, 16 reviews

Sag Harbor Dream Home: Heated Pool

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Condo rentals with a patio

Lounge chairs are arranged around a patio area, each shaded by a large umbrella. A potted plant adds a touch of greenery, and a serene body of water is visible in the background, bordered by lush vegetation and a wooden fence.
Condo in The Hamptons
4.67 out of 5 average rating, 3 reviews

One Bedroom Apartment Nestled in the Dunes

A bright and colorful room features bold stripes in green, orange, and purple on the walls. A spacious bed with white linens and pink accent pillows is positioned near a window. A spiral staircase leads to an upper level, complementing the room's playful design.
Condo in The Hamptons

Charming 2 Bedroom Apartment with Beach Amenities!

A bright bedroom features a spacious bed with a light-colored plaid duvet cover. Two bedside tables with lamps are positioned on either side. A wall art piece of a tree adds a touch of nature, while natural light streams through a door leading to another room.
Condo in The Hamptons

Bright and Airy One Bedroom Apartment in the Dunes

Superhost
A spacious private deck overlooks the ocean, featuring wooden railings and loungers positioned for relaxation. The sea and sandy beach are visible beyond the deck, with light clouds scattered across a bright blue sky.
Condo in The Hamptons
5 out of 5 average rating, 7 reviews

Montauk Oceanfront Condo

A light-filled living area features a soft white sofa with decorative pillows, a glass coffee table, and an air conditioning unit mounted on the wall. Large sliding glass doors open to a deck with outdoor seating, providing views of the surrounding greenery.
Private room in The Hamptons

One Bedroom with Loft, Balcony with Ocean Views

The inviting living room features a light-colored sofa adorned with patterned cushions. A modern coffee table sits on a natural fiber rug, while a gas fireplace adds warmth to the space. Large glass doors open to a private patio with greenery beyond.
Condo in The Hamptons
4.89 out of 5 average rating, 18 reviews

Bridgehampton w/ Pool steps to town 3 bd 2.5 Bath

An open concept living area features a modern kitchen with a dark granite countertop and stainless steel appliances. A spacious living room showcases a large blue sofa and built-in bookshelves, with a decorative clock and artwork adorning the walls. Natural light fills the space.
Condo in The Hamptons

Sun Drenched Loft-City Living in the Country

Superhost
A spacious living area features a modern sectional sofa with decorative pillows and a cozy rug. A wall-mounted television is positioned opposite the seating, and natural light filters in from a window, highlighting the room's neutral color palette.
Condo in The Hamptons
4.87 out of 5 average rating, 86 reviews

Cute cottage apartment upstairs in Sag

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Quick stats about vacation rentals with a patio in Shelter Island

  • Total rentals

    100 properties

  • Nightly prices starting at

    $10 before taxes and fees

  • Total number of reviews

    2.4K reviews

  • Family-friendly rentals

    90 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with a pool

    50 properties have a pool

Destinations to explore