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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 Westhampton Beach
4.86 out of 5 average rating, 7 reviews

Instant Book: Serene Summer Getaway in WHB, NY

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 East Hampton
5 out of 5 average rating, 24 reviews

The Hideaway | Clearwater Beach

Top 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, 123 reviews

Boho Beach Vibez Retreat! Private entrance

Superhost
A bright and airy bedroom features a spacious bed with neutral bedding and decorative pillows. A large window with a sloped ceiling allows natural light to fill the space. A minimalist bookshelf and a cozy reading area with a lamp provide a welcoming touch.
Apartment in East Quogue
4.92 out of 5 average rating, 13 reviews

Bayside Boho Retreat

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 Southampton
5 out of 5 average rating, 17 reviews

Southampton apt walk to village

Top guest favorite
An outdoor patio features a stone floor with a seating area, including a comfortable sofa and a table. A grill is positioned nearby, surrounded by greenery and a decorative planter. Large glass doors provide a view into the house, enhancing the connection to the outdoors.
Apartment in Branford
5 out of 5 average rating, 35 reviews

Stedley Creek

Guest favorite
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 Montauk
4.88 out of 5 average rating, 57 reviews

Montauk Ocean View One Bedroom

Top guest favorite
A spacious sleeping area is featured with a large bed adorned with a colorful blanket. Two bedside lamps are placed on sleek nightstands, and a full-length mirror leans against the wall. An entertainment unit with a TV is positioned opposite the bed, complemented by light wood flooring.
Apartment in East Hampton
4.96 out of 5 average rating, 23 reviews

Newly renovated, private studio.

House rentals with a patio

Guest favorite
A well-lit bedroom features a spacious bed adorned with crisp white linens. Natural light enters through two windows, illuminating a rug beneath. A small table and a decorative plant are positioned beside the bed, creating a serene and inviting atmosphere.
Home in North Fork
4.96 out of 5 average rating, 48 reviews

Greenport Getaway - North Fork Rental

Superhost
A spacious backyard is showcased, featuring a large saltwater pool surrounded by six lounge chairs. Lush green grass is complemented by a flowerbed, while tall trees provide shade. The house, with a wooden deck, is visible in the background.
Home in Sag Harbor
4.89 out of 5 average rating, 9 reviews

Hamptons Home w/ Salt Water Pool

Top guest favorite
The image depicts a spacious backyard featuring a heated saltwater pool, surrounded by a paved patio. Sun loungers sit adjacent to the pool, with lounge chairs and umbrellas positioned for shade. Lush greenery borders the area, providing privacy and a serene setting.
Home in North Fork
4.91 out of 5 average rating, 11 reviews

Quaint Chalet w/Salt-heated Pool

Guest favorite
The exterior of the cottage features a light grey facade with large glass doors opening onto a wooden deck. Lush green grass surrounds the home, accentuated by several trees showing vibrant autumn leaves. A small dining area with white furniture is visible on the patio.
Home in Old Saybrook
4.91 out of 5 average rating, 46 reviews

Romantic Couples Retreat with Private Sandy Beach

Guest favorite
A tranquil outdoor space features a heated pool surrounded by neatly manicured grass and various lounge chairs. The stylish home in the background showcases a spacious deck with striped umbrellas, creating inviting areas for relaxation and enjoyment amidst lush landscaping.
Home in Sag Harbor
4.93 out of 5 average rating, 15 reviews

Breathtaking Sag Harbor 5 bed 6 bath-Heated Pool

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 North Fork
4.89 out of 5 average rating, 18 reviews

Stylish Beach Getaway: pool & walking location

Guest favorite
An inviting two-story home is highlighted by a stone facade and a decorative chimney. A spacious deck is furnished with chairs for relaxation, surrounded by a well-kept lawn and a variety of trees, creating a serene outdoor environment.
Home in North Fork
4.92 out of 5 average rating, 50 reviews

Gorgeous home with saltwater pool. Steps to beach!

Top guest favorite
A sparkling pool reflects the clear blue sky, surrounded by a sleek stone patio. Lounge chairs are positioned nearby, inviting relaxation. Lush greenery and vibrant gardens frame the space, enhancing the private outdoor setting.
Home in Southampton
5 out of 5 average rating, 47 reviews

Luxury Hamptons Poolside Paradise w/ Outdoor Sauna

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 Amagansett
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 Amagansett

Charming 2 Bedroom Apartment with Beach Amenities!

Guest favorite
An aerial view displays the condo complex adjacent to the waterfront, featuring a central pool surrounded by a landscaped patio. The blue ocean extends beyond the property, with boats visible in the distance under a clear sky, enhancing the serene coastal environment.
Condo in Montauk
4.94 out of 5 average rating, 32 reviews

Sun N Sound Resort, Montauk, NY

Superhost
A spacious studio is shown, featuring a king-size bed with crisp white linens. Natural light floods the room through large sliding doors that open to a private balcony with views of the waterfront. A ceiling fan hangs above, and a sitting area with a green sofa is present.
Condo in Montauk
4.89 out of 5 average rating, 9 reviews

Endless Summer Studio Condo w Balcony Bayview

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 Bridgehampton
4.89 out of 5 average rating, 18 reviews

Bridgehampton w/ Pool steps to town 3 bd 2.5 Bath

A vivid sunset is captured over the water, with orange and yellow hues radiating across the sky. A calm sea reflects the colors, while a small blue structure stands near the shore, overlooking the scene. A wooden boardwalk leads toward the gentle waves.
Condo in Montauk
4.65 out of 5 average rating, 23 reviews

Immersed in Montauk's Mesmerizing Waterfront Bliss

Guest favorite
A modern kitchen space features stainless steel appliances and white cabinetry. A spacious island with a sink provides a functional area for meal preparation. Natural light floods the room, highlighting the dining area with a view of the water through sliding glass doors.
Condo in Montauk
4.92 out of 5 average rating, 12 reviews

Condo on the Sound - Navy Beach

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 Sag Harbor
4.87 out of 5 average rating, 90 reviews

Cute cottage apartment upstairs in Sag

Quick stats about vacation rentals with a patio in Shelter Island

  • Total rentals

    100 properties

  • Nightly prices starting at

    G$2,091 GYD 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