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Luxury Apartments for Rent in Shelter Island, NY

25 rentals

28 Windermere Dr - Photo 1 of 1

5d+ ago

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Verified

28 Windermere Dr, Sag Harbor, NY 11963

Luxury | Swimming pool | Fireplace

4 beds

3 baths

$45,000

House for rent

30 Sunset Rd - Photo 1 of 1

5d+ ago

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Verified

30 Sunset Rd, Sag Harbor, NY 11963

Luxury | Roof deck | Swimming pool

3 beds

2 baths

$45,000

House for rent

Top amenities
On-Site Laundry
Swimming Pool
68 W Water St ##Unit - Photo 1 of 1

5d+ ago

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Verified

68 W Water St ##Unit, Sag Harbor, NY 11963

Luxury | Swimming pool | Furnished

3 beds

2 baths

$40,000

House for rent

Top amenities
Furnished
Storage
Swimming Pool
28 Dartmouth Rd - Photo 1 of 1

5d+ ago

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Verified

28 Dartmouth Rd, Sag Harbor, NY 11963

Luxury | Balcony | Swimming pool

5 beds

6 baths

$100,000

House for rent

Top amenities
Fitness Center
Swimming Pool
23 Marjorie Ln - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

23 Marjorie Ln, Sag Harbor, NY 11963

Luxury | Garage parking | Fireplace

2 beds

2 baths

$30,000

House for rent

156 Main St - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

156 Main St, Sag Harbor, NY 11963

Luxury | Swimming pool | Furnished

5 beds

6 baths

$25,000

House for rent

Top amenities
Swimming Pool

Nearby rental good for eco-living

$40,000

Sag Harbor

Nearby rental good for pet owners

$1,300

Old Lyme

845 Budds Pond Rd - Photo 1 of 1

1d ago

Luxury house for rent in Southold

SINGLE_FAMILY - Contemporary - Southold, NY

845 Budds Pond Rd, Southold, NY 11971

Luxury | In-unit laundry | High ceilings

3 beds

2 baths

$6,500

House for rent

Top amenities
Dishwasher
In-Unit Laundry
11930 Main Rd - Photo 1 of 1

4d ago

Luxury house for rent in East Marion

11930 Main Rd, East Marion, NY 11939

Luxury | Air conditioning

4 beds

2 baths

$3,500

House for rent

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326 6th St Apt 1 #Apt 1 - Photo 1 of 1

4d ago

Luxury apartment for rent in Greenport

326 6th St Apt 1 #Apt 1, Greenport, NY 11944

Luxury | Outdoor space

2 beds

3 baths

$3,500

Apartment for rent

880 Wiggins St - Photo 1 of 1

5d+ ago

Luxury apartment for rent in Greenport

APARTMENT - Greenport, NY

880 Wiggins St, Greenport, NY 11944

Luxury | Balcony | Furnished

1 bed

1 bath

$2,750

Apartment for rent

Top amenities
Hardwood Floor
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Find sweet deals near Shelter Island

These rentals are 10%-30% cheaper than the local average price for similar rentals.

$25,000

Southold

$10,000

Greenport

$16,000

East Marion

$2,500

Southold

825 Oak Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Southold

SINGLE_FAMILY - Colonial - Southold, NY

825 Oak Dr, Southold, NY 11971

Luxury | In-unit laundry | On-site laundry

4 beds

3 baths

$4,000

House for rent

Top amenities
Dishwasher
Hardwood Floor
In-Unit Laundry
On-Site Laundry
450 Sterling Woods Ln - Photo 1 of 1

5d+ ago

Luxury house for rent in Southold

SINGLE_FAMILY - Other - Southold, NY

450 Sterling Woods Ln, Southold, NY 11971

Luxury | Swimming pool | In-unit laundry

4 beds

3 baths

$100,000

House for rent

Top amenities
Dishwasher
In-Unit Laundry
215 Northfield Ln - Photo 1 of 1

5d+ ago

Luxury house for rent in Southold

SINGLE_FAMILY - Ranch - Southold, NY

215 Northfield Ln, Southold, NY 11971

Luxury | Swimming pool | In-unit laundry

4 beds

3 baths

$13,000

House for rent

Top amenities
In-Unit Laundry
Swimming Pool
310 Old Shipyard Ln - Photo 1 of 1

5d+ ago

Luxury house for rent in Southold

SINGLE_FAMILY - Ranch - Southold, NY

310 Old Shipyard Ln, Southold, NY 11971

Luxury | In-unit laundry | Dishwasher

3 beds

1 bath

$4,000

House for rent

Top amenities
In-Unit Laundry
Listings within 10 miles
10 Quadrant Hill Rd - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

10 Quadrant Hill Rd, East Hampton, NY 11937

Luxury | Roof deck | Walk-in closets

3 beds

3 baths

$90,000

House for rent

Top amenities
Fireplace
On-Site Laundry
Residents Lounge
Swimming Pool
2524 Noyac Rd - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

2524 Noyac Rd, Sag Harbor, NY 11963

Luxury | Swimming pool | Garage parking

7 beds

9 baths

$15,000

House for rent

Top amenities
Fireplace
On-Site Laundry
4315 Noyac Rd - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

4315 Noyac Rd, Sag Harbor, NY 11963

Luxury | Swimming pool | In-unit laundry

3 beds

2 baths

$4,500

House for rent

Top amenities
In-Unit Laundry
Swimming Pool
11 N Cape Ln - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

11 N Cape Ln, East Hampton, NY 11937

Luxury | Swimming pool | Fireplace

4 beds

2 baths

$15,000

House for rent

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643 Stephen Hands Path - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

643 Stephen Hands Path, East Hampton, NY 11937

Luxury | Swimming pool | Garage parking

4 beds

3 baths

$70,000

House for rent

Top amenities
Swimming Pool
21 Bull Run - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

21 Bull Run, East Hampton, NY 11937

Luxury | Swimming pool | Garage parking

5 beds

6 baths

$70,000

House for rent

Top amenities
Swimming Pool
3825 S Harbor Rd - Photo 1 of 1

5d+ ago

Luxury house for rent in Southold

SINGLE_FAMILY - Ranch - Southold, NY

3825 S Harbor Rd, Southold, NY 11971

Luxury | In-unit laundry | Furnished

2 beds

1 bath

$3,500

House for rent

Top amenities
Furnished
In-Unit Laundry
409 Hands Creek Rd - Photo 1 of 1

5d+ ago

Luxury house for rent in East Hampton

409 Hands Creek Rd, East Hampton, NY 11937

Luxury | Roof deck | Swimming pool

5 beds

3 baths

$60,000

House for rent

Top amenities
Dishwasher
Garage Parking
Hardwood Floor
In-Unit Laundry
On-Site Laundry
Roof Deck
20845 Soundview Ave - Photo 1 of 1

5d+ ago

Luxury house for rent in Southold

SINGLE_FAMILY - Cottage - Southold, NY

20845 Soundview Ave, Southold, NY 11971

Luxury | In-unit laundry | Hardwood floor

3 beds

2 baths

$4,250

House for rent

Top amenities
In-Unit Laundry
770 Hummel Ave Unit A - Photo 1 of 1

5d+ ago

Luxury apartment for rent in Southold

Apartment for rent

Showing 1 - 25 of 25 results
Home > Apartments in Shelter Island > Shelter Island Luxury Apartments For Rent
Updated: January 22, 2026

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Looking for luxury apartments in Shelter Island, NY near you?

🔑Available apartment rentals25
💰Best rent deal880 Wiggins St
✨Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
🏠With photos

For more in depth rent prices, check out our Shelter Island, NY rent data, which covers average and median rents in Shelter Island, NY.

To know how much rent you can afford in Shelter Island, NY, use our rent affordability calculator.

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