Shelter Island Ocean Vacation Rentals(12)
Luxury,Quiet, Pool,Spotless, Beach,Main+Guest House,June Still Avail!
- 6 Bedrooms,
- 7 Bathrooms, Sleeps 14
$5,000 -
$7,395
per week
2 - 7 night Minimum Stay
- 6 BR,
- 7 BA,
- Sleeps 14
Contemporary luxury home with pool in the Heights
- 4 Bedrooms,
- 4 Bathrooms,
- 1 Half Bath, Sleeps 8
$1,000 -
$3,000
per night
3 night Minimum Stay
- 4 BR,
- 4 BA,
- 1 HF BA,
- Sleeps 8
Charming, Historic Cottage
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 6
$250 -
$300
per night
2 - 7 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 6
Spacious Shelter Island Escape within walking distance to pristine beach
- 4 Bedrooms,
- 2 Bathrooms, Sleeps 10
$2,150 -
$2,550
per week
7 night Minimum Stay
- 4 BR,
- 2 BA,
- Sleeps 10
Beautiful, Secluded, Waterfront with Wrap-around Porch and Roof Deck
- 4 Bedrooms,
- 3 Bathrooms, Sleeps 9
$1,000
per night
3 night Minimum Stay
- 4 BR,
- 3 BA,
- Sleeps 9
Winner of Best of Citysearch- Beach/Pool, 4+ Bedroom Hamptons Vacation
- 5 Bedrooms,
- 4 Bathrooms, Sleeps 10
$400 -
$695
per night
3 - 7 night Minimum Stay
- 5 BR,
- 4 BA,
- Sleeps 10
ROMANTIC Hamptons Beach Cottage! Seclusion, Waterfalls
- 2 Bedrooms,
- 1 Bathroom,
- 1 Half Bath, Sleeps 6
$335 -
$495
per night
2 - 7 night Minimum Stay
- 2 BR,
- 1 BA,
- 1 HF BA,
- Sleeps 6
Breathtaking & Charming Shelter Island Oasis 5BR 3.5BA on Private Acre
- 5 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 10
$4,000 -
$7,000
per week
28 night Minimum Stay
- 5 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 10
September on Shelter Island is the perfect place at the perfect time!
- 1 Bedrooms,
- 1 Bathroom, Sleeps 3
- 1 BR,
- 1 BA,
- Sleeps 3
Shelter Island Waterfront Beach House - Private Beach Perfect Sunsets
- 3 Bedrooms, Sleeps 8
$12,000
per month
14 night Minimum Stay
- 3 BR,
- Sleeps 8
Private beach club, view of water and prospect park
- 4 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 7
$1,015 -
$1,435
per week
7 night Minimum Stay
- 4 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 7
Ocean View with Pool Easy Walk to Water and Sunset Beach
- 4 Bedrooms, Sleeps 14
$4,900
per week
7 night Minimum Stay
- 4 BR,
- Sleeps 14
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