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Luxury Apartments for Rent in Shelter Island, NY

25 rentals

24 S Midway Rd - Photo 1 of 1

4d ago

Luxury townhouse for rent in Shelter Island

24 S Midway Rd, Shelter Island, NY 11964

Luxury | Fitness center | Garage parking

4 beds

4 baths

$45,000

House for rent

Top amenities
Residents Lounge
Undisclosed Address - Photo 1 of 1

4d ago

Luxury townhouse for rent in North Haven

Undisclosed Address, North Haven, NY 11963

Luxury | Furnished | Fireplace

2 beds

2 baths

$45,000

House for rent

24 Worthy Way - Photo 1 of 1

5d+ ago

Luxury house for rent in Shelter Island

Shelter Island-Neat, Clean and close to beaches

24 Worthy Way, Shelter Island, NY 11964

Luxury | Balcony | In-unit laundry

3 beds

2 baths

$15,000

House for rent

Top amenities
Dishwasher
Fireplace
In-Unit Laundry
Microwave
6 Crab Creek Rd - Photo 1 of 1

5d+ ago

Luxury house for rent in Shelter Island

Shelter Island-Silver Beach Community

6 Crab Creek Rd, Shelter Island, NY 11964

Luxury | Balcony | In-unit laundry

3 beds

2 baths

$10,000

House for rent

Available Jun 1

Top amenities
Carpet
Furnished
In-Unit Laundry
40 Stirling Cv - Photo 1 of 1

5d+ ago

Luxury condo for rent in Greenport

CONDOS - Greenport, NY

40 Stirling Cv, Greenport, NY 11944

Luxury | Swimming pool | In-unit laundry

2 beds

3 baths

$27,500

Condo for rent

Top amenities
Hardwood Floor
In-Unit Laundry
4 Glynn Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Shelter Island

SINGLE_FAMILY - Modern - Shelter Island, NY

4 Glynn Dr, Shelter Island, NY 11964

Luxury | Swimming pool | Furnished

4 beds

3 baths

$30,000

House for rent

Nearby rental good for eco-living

$45,000

North Haven

Nearby rental good for pet owners

$12,734

Southold

744 Main St #2 - Photo 1 of 1

5d+ ago

Luxury house for rent in Greenport

Residential Rental, Traditional - Greenport, NY

744 Main St #2, Greenport, NY 11944

Luxury | In-unit laundry | Garage parking

2 beds

2 baths

$3,400

House for rent

Top amenities
In-Unit Laundry
237 6th St - Photo 1 of 1

5d+ ago

Luxury house for rent in Greenport

SINGLE_FAMILY - Other - Greenport, NY

237 6th St, Greenport, NY 11944

Luxury | In-unit laundry | Garage parking

2 beds

2.5 baths

$16,000

House for rent

Top amenities
Dishwasher
In-Unit Laundry
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165 Marine Pl - Photo 1 of 1

5d+ ago

Luxury house for rent in Greenport

SINGLE_FAMILY - Modern - Greenport, NY

165 Marine Pl, Greenport, NY 11944

Luxury | Swimming pool | In-unit laundry

4 beds

4.5 baths

$20,000

House for rent

Top amenities
Hardwood Floor
In-Unit Laundry
300 Fiddler Ln - Photo 1 of 1

5d+ ago

Luxury house for rent in Greenport

SINGLE_FAMILY - Colonial - Greenport, NY

300 Fiddler Ln, Greenport, NY 11944

Luxury | Balcony | Walk-in closets

3 beds

4 baths

$16,000

$8,000

Price drop

House for rent

Top amenities
Dishwasher
Fireplace
In-Unit Laundry
On-Site Laundry
Residents Lounge
Swimming Pool
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Find sweet deals near Shelter Island

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

$8,000

Greenport

$20,000

Southold

$27,000

East Hampton

$30,000

Bridgehampton

1510 Maple Ln - Photo 1 of 1

5d+ ago

Luxury house for rent in Greenport

SINGLE_FAMILY - Colonial - Greenport, NY

1510 Maple Ln, Greenport, NY 11944

Luxury | Dishwasher

4 beds

3.5 baths

$16,000

House for rent

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

5d+ 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
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
131 6th St #G - Photo 1 of 1

5d+ ago

Luxury condo for rent in Greenport

CONDOS - Greenport, NY

131 6th St #G, Greenport, NY 11944

Luxury | Balcony | Walk-in closets

3 beds

2.5 baths

$5,000

Condo for rent

Top amenities
Dishwasher
Fireplace
Furnished
Garage Parking
In-Unit Laundry
42 N Menantic Rd - Photo 1 of 1

5d+ ago

Luxury house for rent in Shelter Island

Residential, Contemporary - Shelter Island, NY

42 N Menantic Rd, Shelter Island, NY 11964

Luxury | Swimming pool | In-unit laundry

4 beds

2.5 baths

$7,500

House for rent

Top amenities
Air Conditioning
Dishwasher
Fireplace
Garage Parking
Hardwood Floor
In-Unit Laundry
425 Cedar Point Dr E - Photo 1 of 1

5d+ ago

Luxury house for rent in Southold

SINGLE_FAMILY - Contemporary, Mediterranean, Modern - Southold, NY

425 Cedar Point Dr E, Southold, NY 11971

Luxury | Walk-in closets | Swimming pool

5 beds

3.5 baths

$20,000

House for rent

Top amenities
Ceiling Fan
Dishwasher
Garage Parking
In-Unit Laundry
517 Flint St - Photo 1 of 1

5d+ ago

Luxury house for rent in Greenport

SINGLE_FAMILY - Bungalow - Greenport, NY

517 Flint St, Greenport, NY 11944

Luxury | In-unit laundry | Outdoor space

2 beds

1 bath

$3,500

House for rent

Top amenities
In-Unit Laundry
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4 Ivy Pl - Photo 1 of 1

5d+ ago

Luxury house for rent in Shelter Island

SINGLE_FAMILY - Contemporary - Shelter Island, NY

4 Ivy Pl, Shelter Island, NY 11964

Luxury | In-unit laundry | Furnished

3 beds

2 baths

$63,000

House for rent

Top amenities
Furnished
Garage Parking
Hardwood Floor
High Ceilings
In-Unit Laundry
64230 Route 48 - Photo 1 of 1

5d+ ago

Luxury house for rent in Greenport

SINGLE_FAMILY - Other - Greenport, NY

64230 Route 48, Greenport, NY 11944

Luxury | In-unit laundry | On-site laundry

4 beds

3 baths

$6,500

House for rent

Top amenities
High Ceilings
In-Unit Laundry
On-Site Laundry
7 Fox Xing - Photo 1 of 1

2d ago

Luxury townhouse for rent in Sag Harbor

7 Fox Xing, Sag Harbor, NY 11963

Luxury | Balcony | Swimming pool

5 beds

4.5 baths

$99,000

$50,000

Price drop

House for rent

Top amenities
Garage Parking
Residents Lounge
Swimming Pool
30 Sunset Rd - Photo 1 of 1

4d ago

Luxury townhouse for rent in Sag Harbor

30 Sunset Rd, Sag Harbor, NY 11963

Luxury | Roof deck | Swimming pool

3 beds

2.5 baths

$50,000

House for rent

Top amenities
On-Site Laundry
Roof Deck
424 4th St - Photo 1 of 1

5d+ ago

Luxury house for rent in Greenport

SINGLE_FAMILY - Cottage - Greenport, NY

424 4th St, Greenport, NY 11944

Luxury | Swimming pool | In-unit laundry

1 bed

1 bath

$3,500

House for rent

Top amenities
Hardwood Floor
In-Unit Laundry
68 W Water St ##Unit - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Sag Harbor

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

Luxury | Swimming pool | Furnished

3 beds

2.5 baths

$40,000

House for rent

Top amenities
Furnished
Storage
248 5th Ave - Photo 1 of 1

5d+ ago

Luxury house for rent in Greenport

SINGLE_FAMILY - Victorian - Greenport, NY

248 5th Ave, Greenport, NY 11944

Luxury | Hardwood floor

2 beds

1 bath

$3,500

House for rent

Showing 1 - 25 of 25 results
Home > Apartments in Shelter Island > Shelter Island Luxury Apartments For Rent
Updated: April 23, 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.

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