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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

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, (242 reviews)
"Very close to beach"
United States
Rabia
$475 nightly
The price is $543
Jul 22 - Jul 23
Total with taxes and fees
Driftwood Resort
Interior

Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound

Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound
Montauk
9.6 out of 10, Exceptional, (48 reviews)
"We thoroughly enjoyed our stay. It was a great home base for exploring the area. We were able to stay nice and cozy when a snow storm hit the area as well. "
United States
Lauren B.
$656 nightly
The price is $749
Jul 27 - Jul 28
Total with taxes and fees
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound
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
$929 nightly
The price is $1,061
Jul 29 - Jul 30
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.
$975 nightly
The price is $1,114
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

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

10/10 Excellent
"Lived my room- one queen bed, big bathroom, beautiful dinette very clean. I would recommend that room if I was going there again."
susan 2-night trip
Posted 6 hours ago
Pier Blue Inn Old Saybrook - Essex

Find out more about Shelter Island

Shelter Island Condo Rentals information

Number of reviews
245
Accommodation
42 Condo Rentals
Lowest Price
$543
Highest Price
$11,449

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