149+ Private Villas and Holiday Rentals in Shelter Island Heights |
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Shelter Island Heights Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Shelter Island Heights

Discover more than 149 vacation rentals available in Shelter Island Heights. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Shelter Island Heights.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Shelter Island Heights, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Shelter Island Heights. On average, places to stay near Shelter Island Heights offer 1274.83 ft², with nightly prices averaging ZA R19,830.

With Casai, finding and comparing holiday rentals in Shelter Island Heights is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Shelter Island Heights

Type Count
Vacation Homes 132
Holiday Apartments 4
Cottages 3

Use these Quick Filters to Find a Holiday Rental in Shelter Island Heights

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Shelter Island Heights.

Weather in Shelter Island Heights, NY

View the weather forecast for Shelter Island Heights before booking your Shelter Island Heights Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Shelter Island Heights, NY

Casai offers a large selection of top attractions around Shelter Island Heights . Research things to do on your vacation before you visit Shelter Island Heights.


Shelter Island Tennis Club
Shelter Island Whale's Tail
Crescent Beach
Gardiner's Bay Country Club
Shelter Island Country Club
Shell Beach
Ocean Beach Park
Cooper's Beach
Essex Steam Train
East Hampton Main Beach
Wolffer Estates Vineyard
Hammonasset Beach State Park
Meschutt Beach
Guild Hall
Essex Library
Hither Hills State Park
Clinton Crossing Premium Outlets
Long Island Aquarium and Exhibition Center
The Hamptons Beaches
Orient Beach State Park

Other Places to Stay in Shelter Island Heights, NY


Crescent Beach 460 Properties
Shelter Island Tennis Club 459 Properties
Shelter Island Country Club 422 Properties
The Heights 419 Properties
Hay Beach 385 Properties
Gardiner's Bay Country Club 385 Properties
Shelter Island Whale's Tail 356 Properties
Coecles Harbor 293 Properties
Silver Beach 252 Properties
Montclair Colony 197 Properties
Shell Beach 195 Properties

Frequently Asked Questions About Shelter Island Heights?

What are the top holiday rentals in Shelter Island Heights?

With numerous options available in Shelter Island Heights, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Shelter Island Heights:

How many holiday rentals have private pools in Shelter Island Heights?

Discover a selection of holiday rentals with private pools near Shelter Island Heights with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Shelter Island Heights are best for families?

If you're searching for a family-friendly holiday home in Shelter Island Heights, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Shelter Island Heights:

How many Casai.co.za holiday rentals are available in Shelter Island Heights?

As of 2025, Casai boasts over 149 properties listed in the Shelter Island Heights area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Shelter Island Heights.

Nearby Neighborhood (6) 
Neighborhood Property Count
Silver Beach Vacation Rentals in Shelter Island Heights, New York 252
The Heights Vacation Rentals in Shelter Island Heights, New York 419
Hay Beach Vacation Rentals in Shelter Island Heights, New York 385
Menantic Creek Vacation Rentals in Shelter Island Heights, New York 213
Coecles Harbor Vacation Rentals in Shelter Island Heights, New York 293
Montclair Colony Vacation Rentals in Shelter Island Heights, New York 197

People Also Ask

There are 149 Shelter Island Heights, NY Holiday Rentals

Recently Booked Holiday Rentals in Shelter Island Heights