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Compare 38 Condo Rentals in Shelter Island Heights with updated reviews, rates, and availability.

Driftwood Resort

3.5 star property
9.0 out of 10, Wonderful, (214)
"We were visiting our so. And just needed an inexpensive..relatively..place to stay….. this was quite convenient…. We had a good night sleep…took a walk to beach..had a great chat with one of the ‘beach boys’ and thought it was lovely……"
Driftwood Resort

Montauk Mansion INDOOR + OUTDOOR POOLS

9.6 out of 10, Exceptional, (89)
"This place was very nice. Would stay there again. Montauk Manor is always a nice getaway!"
Montauk Mansion INDOOR + OUTDOOR POOLS

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

9.4 out of 10, Exceptional, (31)
"A great corner condo in the Montauk Manor. Had a wonderful weekend. The condo was clean, and a great size for 3 adults. Got to use all the facilities at the manor. Indoor pool beautiful, sauna. Great restaurant and free shuttle bus to take you to town. Just a great weekend. "
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)
"This unit is just gorgeous breathtaking views!!!"
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)
"The condo was clean and as advertised with an unbelievable view looking over the water with amazing sunsets. We were in Greenport for a Wedding and found the area full of things to do with many wineries and a fun downtown area with restaurants, bars and shopping. Highly recommend the Waterfront Condo for your next visit to Greenport. "
Waterfront Condo C204 At The Cliffside Resort With Amazing Water & Sunset Views

Spectacular Montauk Sunset in Gated Community - Perfect for Families!

3.5 star property
10.0 out of 10, Exceptional, (8)
"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!

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

10.0 out of 10, Exceptional, (51)
"This is the third summer that my husband and I have visited Montauk and it was, by far, our best week. Debra was an amazing, gracious host who clearly wants the best for her guests. The condo lived up to our expectations, and the adjoining grounds offered some beautiful views of the sunset. The complex is well situated and an easy walk into town. We would definitely come back!"
Updated Modern Waterfront condo with private beach, pool, tennis, pier & more.<br>

Brand New Waterfront - Chic & Sophisticated

9.0 out of 10, Wonderful, (2)
"A few things wrong like no light in bathroom. Needed bulbs.Received them. One bedroom light not working. Handle fell of going out to deck. "
Brand New Waterfront - Chic & Sophisticated

Amazing Location 2-bedroom Townhouse - Sleeps 8

10.0 out of 10, Exceptional, (22)
"We have spent a lot of time over this years in this part of Montauk and really enjoyed the location and nearby amenities. The owners were very friendly and attentive to our needs. Pretty easy stay and the condo was great. Clean, updated and enjoyable."
Amazing Location 2-bedroom Townhouse - Sleeps 8

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

9.8 out of 10, Exceptional, (68)
"Highly recommend!"
PERFECT, BEAUTIFULLY NEWLY DESIGNED 1,000 FT. MONTAUK OCEANFRT 3-LEVEL TOWNHOUSE

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

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

Welcome to Our Beachfront Studio

2.0 star property
Welcome to Our Beachfront Studio

Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6

Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6

Waterfront Condominium on Fort Pond Bay with beautiful Sunsets

Waterfront Condominium on Fort Pond Bay with beautiful Sunsets

Shelter Island Waterview Villa

Shelter Island Waterview Villa

Million Dollar Sunsets Overlooking Bayfront Beach

Million Dollar Sunsets Overlooking Bayfront Beach

Breathtaking Waterfront Greenport Village Condo, private beach, pool, tennis

Breathtaking Waterfront Greenport Village Condo, private beach, pool, tennis

Historic courtyard in Montauk, 2 bedrooms, duplex, sunset views

Historic courtyard in Montauk, 2 bedrooms, duplex, sunset views
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 Heights

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1135)
"We had an amazing time!"
The price is AED 481
AED 621 total
includes taxes & fees
11 Mar - 12 Mar
Montauk Manor

Montauk Oceanside Suites

3.0 star property
8.6 out of 10, Excellent, (364)
"Had a great stay here . Staff was friendly and check in and out was a breeze . Was very clean and comfortable. Only complaint was I couldn’t get a hot shower . Otherwise place is excellent. Shops , restaurants and bars are all a short walk . "
The price is AED 500
AED 608 total
includes taxes & fees
11 Mar - 12 Mar
Montauk Oceanside Suites

The Surf Club

3.5 star property
8.6 out of 10, Excellent, (251)
"The pictures of the property showed the bed in the bedroom facing the window with direct ocean views I was dis appointed to find out the bed was moved and no longer faced the ocean view."
The Surf 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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