Holiday rentals near Shelter Island

We found 3,260 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 Apr - 24 Apr

Image gallery for Luxury 5 star resort like dream home new 2024 AC private pool spa close to beach

Terrace/patio
9.6 out of 10, Exceptional, (64 reviews)
Exceptional
(64 reviews)

Luxury 5 star resort like dream home new 2024 AC private pool spa close to beach

Pacific Beach

8% off
Price is NZ$25,592
for 7 nights, 1 home
NZ$3,656 per night
includes taxes & fees
Luxury 5 star resort like dream home new 2024 AC private pool spa close to beach

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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