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Long Island Short Term Rentals

Note: You excluded most rentals that require you to stay at least 12 months. Click to include

Long Island along with Westchester are Leasebreak's newest markets. We have hundreds of short term rentals in most of the biggest Long Island towns. We have Long Island furnished short term rentals and unfurnished short term rentals. This means you can sign shorter term leases (under 12 months, for as little as 1 month short term rentals). Due to the lack of NYC short term housing, many are considering Long Island unfurnished and furnished short term rentals.

1 month min
$100,000per month

26 Bull Run

Hamptons, Long Island
Earliest Move-In
Immediate
Earliest Move-Out
07/10/25
Latest Move-Out:
Open Ended
Bedrooms:
5+
Bathrooms:
5+ (Private)
Decor:
Furnished Only

Listing type:

Short Term Rental

Posted by:

Professional Landlord 

View Details
Last Updated
Jun 07, 2025
1 month min
$28,370per month

1653 Millstone Road

Hamptons, Long Island
Earliest Move-In
08/09/25
Earliest Move-Out
09/09/25
Latest Move-Out:
Open Ended
Bedrooms:
5+
Bathrooms:
4 (Private)
Decor:
Furnished Only

Listing type:

Short Term Rental

Posted by:

Professional Landlord 

View Details
Last Updated
Jun 10, 2025
For this listing, you can also sign a new one year lease with the landlord!
1 month min
$12,780per month

241 A Pantigo Road

Hamptons, Long Island
Earliest Move-In
09/23/25
Earliest Move-Out
10/24/25
Latest Move-Out:
Open Ended
Bedrooms:
3
Bathrooms:
2 (Private)
Decor:
Furnished Only

Listing type:

Short Term Rental

Posted by:

Professional Landlord 

View Details
Last Updated
Jun 10, 2025
For this listing, you can also sign a new one year lease with the landlord!
1 month min
$12,180per month

25 Glendale Drive

Montauk, Long Island
Earliest Move-In
09/09/25
Earliest Move-Out
10/10/25
Latest Move-Out:
Open Ended
Bedrooms:
5+
Bathrooms:
3 (Private)
Decor:
Furnished Only

Listing type:

Short Term Rental

Posted by:

Professional Landlord 

View Details
Last Updated
Jun 10, 2025
For this listing, you can also sign a new one year lease with the landlord!
1 month min
$11,970per month

50 Hubbard Lane

Hamptons, Long Island
Earliest Move-In
09/01/25
Earliest Move-Out
10/02/25
Latest Move-Out:
Open Ended
Bedrooms:
2
Bathrooms:
2 (Private)
Decor:
Furnished Only

Listing type:

Short Term Rental

Posted by:

Professional Landlord 

View Details
Last Updated
Jun 10, 2025
For this listing, you can also sign a new one year lease with the landlord!
1 month min
$9,190per month

65 Edwards Hole Road

Hamptons, Long Island
Earliest Move-In
09/08/25
Earliest Move-Out
10/09/25
Latest Move-Out:
Open Ended
Bedrooms:
3
Bathrooms:
2 (Private)
Decor:
Furnished Only

Listing type:

Short Term Rental

Posted by:

Professional Landlord 

View Details
Last Updated
Jun 10, 2025
For this listing, you can also sign a new one year lease with the landlord!
Bedrooms:
5+
Bathrooms:
5+ (Private)
Earliest Move-In:
Immediate
1 month min
26 Bull Run
Hamptons, Long Island
$100,000per month
Last Updated
Jun 07, 2025
Bedrooms:
5+
Bathrooms:
4 (Private)
Earliest Move-In:
Aug 09, 2025
1 month min
1653 Millstone Road
Hamptons, Long Island
$28,370per month
Last Updated
Jun 10, 2025
Bedrooms:
3
Bathrooms:
2 (Private)
Earliest Move-In:
Sep 23, 2025
1 month min
241 A Pantigo Road
Hamptons, Long Island
$12,780per month
Last Updated
Jun 10, 2025
Bedrooms:
5+
Bathrooms:
3 (Private)
Earliest Move-In:
Sep 09, 2025
1 month min
25 Glendale Drive
Montauk, Long Island
$12,180per month
Last Updated
Jun 10, 2025
Bedrooms:
2
Bathrooms:
2 (Private)
Earliest Move-In:
Sep 01, 2025
1 month min
50 Hubbard Lane
Hamptons, Long Island
$11,970per month
Last Updated
Jun 10, 2025
Bedrooms:
3
Bathrooms:
2 (Private)
Earliest Move-In:
Sep 08, 2025
1 month min
65 Edwards Hole Road
Hamptons, Long Island
$9,190per month
Last Updated
Jun 10, 2025
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