A wooden gazebo by a pond with a large tree trunk nearby.

Search and Rent Shelter Island Condos

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Shelter Island condo rentals

Apartment

1. Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
8.8 out of 10, Excellent, (249 reviews)
"Best value and bang for your buck in Montauk other than Wavecrest in Amagansett."
United States
William
$192 nightly
The price is $219
Oct 5 - Oct 6
Total with taxes and fees
Driftwood Resort
One Bedroom Residence King with Ocean View | Living area

2. Offshore Spa & Residences

Offshore Spa & Residences
4.5 star property
Downtown Montauk
8.4 out of 10, Very Good, (5 reviews)
"⭐⭐⭐⭐⭐ We had such a wonderful stay at Offshore Montauk! The hotel is beautifully designed, incredibly clean, and the location couldn’t be better—just steps from the beach and an easy walk to Montauk’s restaurants and shops. The rooms are stylish, comfortable, and so peaceful. We especially loved the pool, sauna, and cold plunge—they were the perfect way to relax and recharge after a day at the beach. Most importantly, the staff was genuinely welcoming and made us feel at home from the moment we...
United States
Iryna
$620 nightly
The price is $708
Oct 12 - Oct 13
Total with taxes and fees
Offshore Spa & Residences
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Shelter Island Hotel Reviews

The Atlantic Hotel

The Atlantic Hotel

10/10 Excellent
"it was a clean bright comfortable room .Super cozy bed and pillows ,wonderful jacuzzi tub! A nice touch with an espresso machine in the room! Parking was easy and close to everything needed."
Amy 1-night trip
Posted 3 hours ago
The Atlantic Hotel

Find out more about Shelter Island

Shelter Island Condo Rentals information

Number of reviews
249
Accommodation
26 Condo Rentals
Lowest Price
$219
Highest Price
$708

Frequently asked questions

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