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Compare 45 Condo Rentals in Shelter Island with updated reviews, rates, and availability.

Montauk Mansion INDOOR + OUTDOOR POOLS

9.6 out of 10, Exceptional, (90)
"Beautiful location, resort and spotless."
Montauk Mansion INDOOR + OUTDOOR POOLS

Driftwood Resort

3.5 star property
9.0 out of 10, Wonderful, (216)
"Beautiful property would definitely stay there again. Loved the ease of communication via text and for check-in and check out. Perfectly clean, beautifully decorated accommodations. Will definitely stay here again."
The price is SAR 461
SAR 609 total
includes taxes & fees
7 May - 8 May
Driftwood Resort

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

9.4 out of 10, Exceptional, (32)
"Great stay"
The price is SAR 1,125
SAR 2,289 total
includes taxes & fees
26 May - 27 May
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound

Newly Renovated Montauk Oceanfront Condo- steps to Beach, Fishing, Golf, & Town!

9.8 out of 10, Exceptional, (85)
"Phenomenal view of the sea shore and modern amenities. "
Newly Renovated Montauk Oceanfront Condo- steps to Beach, Fishing, Golf, & Town!

Waterfront Condo C204 At The Cliffside Resort With Amazing Water & Sunset Views

10.0 out of 10, Exceptional, (73)
"Very clean, very cozy, very convenient location. Great view."
Waterfront Condo C204 At The Cliffside Resort With Amazing Water & Sunset Views

Beachside Bliss at Montauk's Surf Club - 2BR Condo with Resort Amenities!

10.0 out of 10, Exceptional, (1)
"Such a great property that was truly more than enough space. Very close to the beach and the community includes tons of perks such as free food, drinks, etc. 100% recommend"
The price is SAR 1,500
SAR 2,271 total
includes taxes & fees
4 May - 5 May
Beachside Bliss at Montauk's Surf Club - 2BR Condo with Resort Amenities!

Spectacular Montauk Sunset in Gated Community - Perfect for Families!

3.5 star property
10.0 out of 10, Exceptional, (10)
"The place was a perfect size for our family of four - spacious living room to hang out in, and comfortable beds, wich is all we needed. All very clean, and a beautiful view to the bay. Beautiful area to visit in winter!"
Spectacular Montauk Sunset in Gated Community - Perfect for Families!

Brand New Waterfront - Chic & Sophisticated

9.0 out of 10, Wonderful, (2)
"This condo was perfect for our Labor Day vacation. Great location. Easy access to beaches and restaurants. Clean and perfect size for our family of 4. We will certainly return. Steve the host was extremely responsive and answered all my questions."
Brand New Waterfront - Chic & Sophisticated

Amazing Location 2-bedroom Townhouse - Sleeps 8

10.0 out of 10, Exceptional, (22)
"Had an amazing stay at this property, very clean and very close to the beach! Could walk into town and the check in process was seamless Definitely would come back"
Amazing Location 2-bedroom Townhouse - Sleeps 8

Updated Modern Waterfront condo with private beach, pool, tennis, pier & more.<br>

10.0 out of 10, Exceptional, (51)
"Beautiful apartment ! We had such a great time. Everything was perfect."
Updated Modern Waterfront condo with private beach, pool, tennis, pier & more.<br>

Serene Montauk Condo with Stunning Bay View and Pool

8.8 out of 10, Excellent, (17)
"Great location and even better view - Chris made the process easy from start to finish. "
Serene Montauk Condo with Stunning Bay View and Pool

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

9.8 out of 10, Exceptional, (68)
"Wonderful location and place to stay."
PERFECT, BEAUTIFULLY NEWLY DESIGNED 1,000 FT. MONTAUK OCEANFRT 3-LEVEL TOWNHOUSE

Condo on the Sound w/Beautiful Sunsets!

10.0 out of 10, Exceptional, (2)
"The condo was great and perfect for a getaway! Erica was very responsive and this was a great waterfront stay. Thanks, Erica!"
Condo on the Sound w/Beautiful Sunsets!

Chic 1 BR Condo with just steps to the beach & with Ocean Views in Montauk

Chic 1 BR Condo with just steps to the beach & with Ocean Views in Montauk

1-bedroom timeshare at Waters Edge Resort & Spa available April 18-25, 2025

1-bedroom timeshare at Waters Edge Resort & Spa available April 18-25, 2025

Welcome to Our Beachfront Studio

2.0 star property
Welcome to Our Beachfront Studio

Shelter Island Waterview Villa

Shelter Island Waterview Villa

Waterfront Condominium on Fort Pond Bay with beautiful Sunsets

Waterfront Condominium on Fort Pond Bay with beautiful Sunsets

nice condo

nice condo

Million Dollar Sunsets Overlooking Bayfront Beach

Million Dollar Sunsets Overlooking Bayfront Beach
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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Other property types in Shelter Island

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1168)
"excellent overall stay"
The price is SAR 567
SAR 721 total
includes taxes & fees
19 May - 20 May
Montauk Manor

Montauk Oceanside Suites

3.0 star property
8.6 out of 10, Excellent, (374)
"Good for a short stay "
The price is SAR 617
SAR 745 total
includes taxes & fees
4 May - 5 May
Montauk Oceanside Suites

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (283)
"Love the ocean view from the balcony"
The price is SAR 618
SAR 787 total
includes taxes & fees
4 May - 5 May
Windward Shores Ocean Resort
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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