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Check prices for these dates

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8 Aug - 10 Aug
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29 Aug - 31 Aug
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26 Sep - 28 Sep

Condo Rentals in Shelter Island

Driftwood Resort
Apartment, 1 Bedroom | Private kitchen | Fridge, microwave, cookware/dishes/utensils

Driftwood Resort

3.5 star property
9.0 out of 10, Wonderful, (227)
"Phenomenal property and our room had a private sand patio. Service was extremely attentive and friendly. The beach was very spacious and pretty clean."
The price is AED 1,276
AED 1,577 total
includes taxes & fees
2 Sep - 3 Sep
Driftwood Resort
Updated Modern Waterfront condo with private beach, pool, tennis, pier & more.<br>
Smart TV, DVD player, books, stereo

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

10.0 out of 10, Exceptional, (53)
"Beautiful apartment ! We had such a great time. Everything was perfect."
Updated Modern Waterfront condo with private beach, pool, tennis, pier & more.<br>
Amazing Location 2-bedroom Townhouse - Sleeps 8
Dining

Amazing Location 2-bedroom Townhouse - Sleeps 8

10.0 out of 10, Exceptional, (23)
"Amazing location, wonderful and thoughtful hosts, and clean/beautiful beach condo. It was perfect for our family getaway!"
Amazing Location 2-bedroom Townhouse - Sleeps 8
Brand New Waterfront - Chic & Sophisticated
Terrace/patio

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

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

9.8 out of 10, Exceptional, (91)
"This unit is just gorgeous breathtaking views!!!"
Newly Renovated Montauk Oceanfront Condo- steps to Beach, Fishing, Golf, & Town!
Canoe Place Waterfront Residences
Front of property

Canoe Place Waterfront Residences

4.0 star property
10.0 out of 10, Exceptional, (1)
Canoe Place Waterfront Residences
PERFECT, BEAUTIFULLY NEWLY DESIGNED 1,000 FT. MONTAUK OCEANFRT 3-LEVEL TOWNHOUSE
On the beach, sun loungers, beach towels

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

9.8 out of 10, Exceptional, (70)
"Wonderful location and place to stay."
PERFECT, BEAUTIFULLY NEWLY DESIGNED 1,000 FT. MONTAUK OCEANFRT 3-LEVEL TOWNHOUSE
Ocean Breezes & Resort Comfort – Montauk 2BR Surf Club Condo
On the beach

Ocean Breezes & Resort Comfort – Montauk 2BR Surf Club Condo

10.0 out of 10, Exceptional, (2)
"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"
Ocean Breezes & Resort Comfort – Montauk 2BR Surf Club Condo
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound
Interior

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

9.4 out of 10, Exceptional, (36)
"we had a lovely stay in this apartment! it was very spacious and comfortable. The pull out couch was also surprisingly very comfy! Mark and Nancy were very responsive and helpful. "
The price is AED 1,172
AED 2,371 total
includes taxes & fees
17 Aug - 18 Aug
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound
Montauk Mansion INDOOR + OUTDOOR POOLS
Interior

Montauk Mansion INDOOR + OUTDOOR POOLS

9.6 out of 10, Exceptional, (95)
"This place was very nice. Would stay there again. Montauk Manor is always a nice getaway!"
Montauk Mansion INDOOR + OUTDOOR POOLS
Waterfront Condo C204 At The Cliffside Resort With Amazing Water & Sunset Views
Property grounds

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

10.0 out of 10, Exceptional, (76)
"Property was amazing "
Waterfront Condo C204 At The Cliffside Resort With Amazing Water & Sunset Views
Newly renovated Waterfront condo with amazing views, private beach, pool & more
A heated pool

Newly renovated Waterfront condo with amazing views, private beach, pool & more

10.0 out of 10, Exceptional, (28)
"We will definitely book again. The views, the location, everything was perfect."
Newly renovated Waterfront condo with amazing views, private beach, pool & more
Condo on the Sound w/Beautiful Sunsets!
Fridge, microwave, oven, stovetop

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!
Spectacular Montauk Sunset in Gated Community - Perfect for Families!
Smart TV, books

Spectacular Montauk Sunset in Gated Community - Perfect for Families!

3.5 star property
10.0 out of 10, Exceptional, (10)
"My son and I had a great time staying here. Very clean, close to the water and short drive to everything in Montauk"
Spectacular Montauk Sunset in Gated Community - Perfect for Families!
Serene Montauk Condo with Stunning Bay View and Pool
A heated pool

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
Unit 5 Dbl Queen - Bungalows at Common Ground
House, 2 Queen Beds (Unit 5 Dbl Queen - Bungalows at Commo) | Property grounds

Unit 5 Dbl Queen - Bungalows at Common Ground

3.0 star property
Unit 5 Dbl Queen - Bungalows at Common Ground
Cozy waterfront condo with WiFi, AC in charming Montauk
Living area

Cozy waterfront condo with WiFi, AC in charming Montauk

Cozy waterfront condo with WiFi, AC in charming Montauk
Unit 2 Dbl Queen - Bungalows at Common Ground
Marina

Unit 2 Dbl Queen - Bungalows at Common Ground

2.5 star property
Unit 2 Dbl Queen - Bungalows at Common Ground
Unit 12 Deluxe Dbl Queen - Bungalows at Common Ground
House, 2 Queen Beds (Unit 12 Deluxe Dbl Queen - Bungalows ) | WiFi

Unit 12 Deluxe Dbl Queen - Bungalows at Common Ground

3.0 star property
Unit 12 Deluxe Dbl Queen - Bungalows at Common Ground
Shelter Island Waterview Villa
Property grounds

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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Top Shelter Island Hotel Reviews

The Bentley Hotel Southampton

The Bentley Hotel Southampton

10/10 Excellent
"Very clean and nice i fully recommend "
Renata 1-night trip
Posted 2 days ago
The Bentley Hotel Southampton

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