Holiday rentals near Shelter Island

We found 3,257 holiday rentals — enter your dates for availability

Scroll through and discover holiday rentals within easy reach of Shelter Island that provide the perfect home base for your trip. Whether you're travelling with a group or just with your pet, holiday homes have the amenities that you need and want for your stay, which might include a hot tub and a washer and dryer. At the end of the day, you'll find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Shelter Island

Showing deals for:17 Jul - 24 Jul

Image gallery for Panoramic Ocean Views, Private Heated Pool, Spa, and Waterslide!

Pool
9.8 out of 10, Exceptional, (129 reviews)
Exceptional
(129 reviews)

Panoramic Ocean Views, Private Heated Pool, Spa, and Waterslide!

San Diego

8% off
Price is NZ$27,873
for 7 nights, 1 home
NZ$3,982 per night
includes taxes & fees
Panoramic Ocean Views, Private Heated Pool, Spa, and Waterslide!

Find spaces that suit your style

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

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