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Search Condo Rentals in Shelter Island Heights

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Driftwood Resort
3.5 star property
9.0 out of 10, Wonderful, (212)
"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, (84)
"The Montauk Manor deserves its landmark designation but it is certainly updated and thoughtfully remodelled. The space is very well laid out and there are lovely vistas from every vantage point. My biggest complaint is the noise. Not necessarily the noise of other guests, but an unexplainable mechanical noise. It was a nuisance mostly just in the quiet of the night and the only détraction to an otherwise delightful stay. "
Montauk Mansion INDOOR + OUTDOOR POOLS
Newly Renovated Montauk Oceanfront Condo- steps to Beach, Fishing, Golf, & Town!
9.8 out of 10, Exceptional, (82)
"Great location. Walk across Montauk for fishing. No striped bass but that's hardly the owner's fault. One bluefish so no skunk. Would def stay again."
Newly Renovated Montauk Oceanfront Condo- steps to Beach, Fishing, Golf, & Town!
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
Beachside Bliss at Montauk's Surf Club - 2BR Condo with Resort Amenities!
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, (7)
"Had an incredible weekend in Montauk. The property was very nice and had amazing views. Highly recommend!"
Spectacular Montauk Sunset in Gated Community - Perfect for Families!
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
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>
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
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
Beautiful Oceanfront views in the heart of Montauk. Sleeps up to 6.
Beautiful Oceanfront views in the heart of Montauk. Sleeps up to 6.
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!
Relaxing water front newly renovated condo
Relaxing water front newly renovated condo
nice condo
nice condo
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
Breathtaking Waterfront Greenport Village Condo, private beach, pool, tennis
Breathtaking Waterfront Greenport Village Condo, private beach, pool, tennis
Waterfront Condominium on Fort Pond Bay with beautiful Sunsets
Waterfront Condominium on Fort Pond Bay with beautiful Sunsets
Historic courtyard in Montauk, 2 bedrooms, duplex, sunset views
Historic courtyard in Montauk, 2 bedrooms, duplex, sunset views
Million Dollar Sunsets Overlooking Bayfront Beach
Million Dollar Sunsets Overlooking Bayfront Beach
Shelter Island Waterview Villa
Shelter Island Waterview Villa
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, (1069)
"Absolutely everything my girlfriend and I could have asked for. Will be happy to return one day!"
The price is HK$1,139
HK$1,452 total
includes taxes & fees
3 Dec - 4 Dec
Montauk Manor
Montauk Oceanside Suites
3.0 star property
8.4 out of 10, Very good, (338)
"All very good!"
The price is HK$897
HK$1,102 total
includes taxes & fees
29 Nov - 30 Nov
Montauk Oceanside Suites
Windward Shores Ocean Resort
3.0 star property
8.8 out of 10, Excellent, (262)
"smooth check in, very clean place, via text comunication extremely effective, we also loved the small kitchen in the room, ideal for some coffee making or warming ubp a bite we simply loved the place."
The price is HK$983
HK$1,291 total
includes taxes & fees
3 Dec - 4 Dec
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.
Beautiful view of the beach with palm trees

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Frequently asked questions

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What is there to do in Shelter Island Heights near my condo?
If you’re eager to make the most of your time in Shelter Island Heights, check out Crescent Beach. It’s a winner among locals and tourists alike.