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Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Shelter Island condo rentals

Apartment | WiFi (free), individually decorated, individually furnished, bed sheets

Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
9.0 out of 10, Wonderful, (243 reviews)
"Best value and bang for your buck in Montauk other than Wavecrest in Amagansett."
United States
William
$475 nightly
The price is $543
Jul 30 - Jul 31
Total with taxes and fees
Driftwood Resort
One Bedroom Condo King with Ocean view | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu

Offshore Spa & Residences

Offshore Spa & Residences
4.5 star property
Downtown Montauk
10.0 out of 10, Exceptional, (3 reviews)
"What a memorable way to celebrate America’s 250th Anniversary and the Fourth of July at Offshore Montauk. The festive atmosphere, beautiful weather, beach days, and fireworks made for an unforgettable getaway. The property is beautifully designed with thoughtful room layouts, high-end appliances, and quality finishes that create a luxurious yet comfortable experience. The attention to detail throughout the property is impressive, and it's exciting to see the continued improvements being...
United States
Frank
$936 nightly
The price is $1,070
Aug 3 - Aug 4
Total with taxes and fees
Offshore Spa & Residences
Terrace/patio

PERFECT, BEAUTIFULLY NEWLY DESIGNED 1,000 FT. MONTAUK OCEANFRT 3-LEVEL TOWNHOUSE

PERFECT, BEAUTIFULLY NEWLY DESIGNED 1,000 FT. MONTAUK OCEANFRT 3-LEVEL TOWNHOUSE
Montauk
9.8 out of 10, Exceptional, (72 reviews)
"Great location with great views of the ocean!"
United States
Eric C.
$884 nightly
The price is $1,009
Aug 3 - Aug 4
Total with taxes and fees
PERFECT, BEAUTIFULLY NEWLY DESIGNED 1,000 FT. MONTAUK OCEANFRT 3-LEVEL TOWNHOUSE
Premium Apartment, 1 Bedroom, Ocean View | Living area

Atlantic Bluffs Club

Atlantic Bluffs Club
3.0 star property
Montauk
$10,024 nightly
The price is $11,449
Jul 31 - Aug 1
Total with taxes and fees
Atlantic Bluffs Club
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

Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"Only thing missing was more kid's activities. It would have been awesome"
Mohammad Quadir 2-night trip
Posted less than an hour ago
Water's Edge Resort & Spa

Find out more about Shelter Island

Shelter Island Condo Rentals information

Number of reviews
318
Accommodation
26 Condo Rentals
Lowest Price
$543
Highest Price
$11,449

Frequently asked questions

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