Holiday rentals near Shelter Island
We found 3,275 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:9 Jan - 16 Jan
Image gallery for Million Dollar Ocean Views! Central Location & Parking

9.8 out of 10, Exceptional, (25 reviews)
Exceptional
(25 reviews)
Million Dollar Ocean Views! Central Location & Parking
San Diego, CA
8% off
Price is AU$3,073
for 7 nights, 1 apartment
AU$439 per night
includes taxes & fees
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Find the best place to stay - Shelter Island

Gorgeous Bay View & Sunrise/Sunsets from Your Private, Sunny Deck in Point Loma!
Sleeps 3 · 1 bedroom · 1 bathroom
9.8 out of 10
exceptional
(263 reviews)
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value