Search and Rent Shelter Island Condos

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Compare 28 Condo Rentals in Shelter Island with updated reviews, rates, and availability.

Apartment, 1 Bedroom | Private kitchen | Fridge, microwave, cookware/dishes/utensils
Driftwood Resort
3.5 star property
8.8 out of 10, Excellent, (184)
"Every room in the hotel has a little garden in the backyard which is linked with the park, it’s super natural and quiet and definitely worth to stay"
Driftwood Resort
Interior
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound
9.4 out of 10, Exceptional, (27)
"Rainy but good weekend"
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound
Lobby
Montauk Mansion With Outdoor Pool
9.8 out of 10, Exceptional, (78)
"We had a wonderful week and enjoyed being in this beautiful manor immensely. We strolled the grounds and caught gorgeous sunsets. The shuttle into downtown Montauk (5 mins away) allowed us to untether from our car and parking worries, and to spend time at the ocean and wandering the quaint downtown. It was the perfect spot and we would go back again."
Montauk Mansion With Outdoor Pool
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On the beach
Newly Renovated Montauk Oceanfront Condo- steps to Beach, Fishing, Golf, & Town!
9.8 out of 10, Exceptional, (73)
"We enjoyed our stay. No complaints. Great location."
Newly Renovated Montauk Oceanfront Condo- steps to Beach, Fishing, Golf, & Town!
Property grounds
Waterfront Condo C204 At The Cliffside Resort With Amazing Water & Sunset Views
10.0 out of 10, Exceptional, (69)
"Very clean, very cozy, very convenient location. Great view."
Waterfront Condo C204 At The Cliffside Resort With Amazing Water & Sunset Views
Sun loungers, beach towels
Serene Montauk Condo with Stunning Bay View and Pool
9.2 out of 10, Wonderful, (15)
"Nice size condo for our family of 3. Spacious deck to enjoy an evening cocktail & watch the sunset. Pool & laundry were a plus. Clean & comfortable space. We didn’t have a car but we biked or took the hopper into town or the marina. Host gets an A++ for communication. Front desk manager was great."
Serene Montauk Condo with Stunning Bay View and Pool
2 bedrooms, iron/ironing board, travel crib, WiFi
Beautiful Oceanfront views in the heart of Montauk. Sleeps up to 6.
Beautiful Oceanfront views in the heart of Montauk. Sleeps up to 6.
Private kitchen
Long term condo Old Saybrook
Long term condo Old Saybrook
Fridge, microwave, oven, stovetop
Relaxing water front newly renovated condo
Relaxing water front newly renovated condo
Private kitchen
nice condo
nice condo
Indoor pool, outdoor pool
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
Property grounds
Waterfront Condominium on Fort Pond Bay with beautiful Sunsets
Waterfront Condominium on Fort Pond Bay with beautiful Sunsets
Exterior
Historic courtyard in Montauk, 2 bedrooms, duplex, sunset views
Historic courtyard in Montauk, 2 bedrooms, duplex, sunset views
Outdoor pool, a heated pool
Million Dollar Sunsets Overlooking Bayfront Beach
Million Dollar Sunsets Overlooking Bayfront Beach
Game room
Shelter Island Waterview Villa
Shelter Island Waterview Villa
Lobby
The Exclusive Resort in Montauk
The Exclusive Resort in Montauk
Pool | A heated pool
Southampton Village Condo
Southampton Village Condo
Property grounds
Waterfront Condo on Navy Beach!
Waterfront Condo on Navy Beach!
Property grounds
Beautiful duplex townhouse in the heart of Southampton
Beautiful duplex townhouse in the heart of Southampton
House, 2 Queen Beds (Unit 5 Dbl Queen - Bungalows at Commo) | Beach
Unit 5 Dbl Queen - Bungalows at Common Ground
3.0 star property
Unit 5 Dbl Queen - Bungalows at Common Ground
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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.

Other property types in Shelter Island

Front of property - evening/night
Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1019)
"Best affordable hotel in Montauk"
The price is $168
$211 total
includes taxes & fees
20 May - 21 May
Montauk Manor
Apartment | Private kitchen | Fridge, microwave, stovetop
Montauk Oceanside Suites
3.0 star property
8.4 out of 10, Very Good, (295)
"We enjoyed our stay!"
The price is $156
$188 total
includes taxes & fees
22 May - 23 May
Montauk Oceanside Suites
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.

Shelter Island Condo Rentals information

Number of reviews
407
Accommodation
28 Condo Rentals
Lowest Price
CNY1,175
Highest Price
CNY1,175

Frequently asked questions

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