Book Luxury Rental Apartments in Shelter Island

We selected the 608 homes worth renting in this location

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Home spotlights in Shelter Island

The Mesmerised Voyager

The Mesmerised Voyager

  • 6 guests

  • 3 bedrooms

Astoria, Queens

The Mesmerised Voyager is located in Astoria, Queens, and we’ll tell you why this home is perfect. Not only is Astoria super well-connected to the city, it’s also got great international restaurants (Greek food is a must) and practically no tourists at all.

Bird's Nest

Bird's Nest

  • 4 guests

  • 1 bedrooms

Bushwick, Brooklyn

This Brooklyn home is certainly one of the most unique in our collection. From the industrial bones to the live aquariums and the vintage mannequins and collectibles, everything about this lofted space speaks for itself.

Tribeca Viewpoint

Tribeca Viewpoint

  • 4 guests

  • 2 bedrooms

Tribeca, Manhattan

This home in the heart of Tribeca features a shared rooftop terrace, kids' playroom, and on-site gym. Needless to say, it caught our attention for quite a few reasons.

Window Box

Window Box

  • 4 guests

  • 2 bedrooms

Greenpoint, Brooklyn

This duplex apartment sits within a boutique hotel, giving you loft-style independence with the option of swanky communal lounges and a 24/7 concierge to organise restaurant bookings, taxis and local recommendations. Based in Greenpoint, the local area is awash with trendy bars and restaurants with achingly cool Williamsburg just next door.


We selected the top 3% holiday homes in Shelter Island Apartments

Explore the 608 most perfect homes in our collection

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Most popular homes in Shelter Island

The Apricot

The Apricot

  • 2 guests

  • 1 bedrooms

Yorkville, Manhattan

Hell's Kitchen Delight

Hell's Kitchen Delight

  • 2 guests

  • 1 bedrooms

Hell's Kitchen, Manhattan

Antique Pine

Antique Pine

  • 6 guests

  • 2 bedrooms

Pine Bush, Crawford

Urban Retreat

Urban Retreat

  • 2 guests

  • 1 bedrooms

Brooklyn Heights, Brooklyn

Trestle Nest

Trestle Nest

  • 2 guests

  • 1 bedrooms

South Williamsburg, Brooklyn

Blue Water Lily

Blue Water Lily

  • 3 guests

  • 1 bedrooms

Central Park West Historic District, Manhattan

The Funky Box

The Funky Box

  • 4 guests

  • 1 bedrooms

Greenpoint, Brooklyn

Sutton Sunrise

Sutton Sunrise

  • 4 guests

  • 2 bedrooms

Sutton Place, Manhattan

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Frequently asked questions

There's no better place to book luxury Holiday Apartments in Shelter Island than our exclusive Plum Guide collection, which includes only the top 3% of homes. Every one of the homes on our site has been put through a painstaking vetting process with 150 checkpoints, culminating in a visit from a professional Home Critic. Every one of the remarkable homes on our books come fully furnished, with all linen and essential bathroom toiletries included, as well as a perfectly-equipped kitchen. Choose from one of the 608 Apartments for Rent in our Shelter Island range, and discover the true meaning of luxury. Call on the help of our dedicated team too, to help make your choice as straightforward as possible.

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