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Explore Gay Accommodations in Shelter Island
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1 guest, 1 bedroom
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J Mickey
★ 4.86 as host
Private room • 8.9 miles from Shelter Island
TreeTops Room at Ober Oaks
Clothing optional accepted • Dedicated workspace • Hot tub
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John
★ 5 as host
Private room • 5.5 miles from Shelter Island
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 1
Breakfast included • Dedicated workspace • Hot tub
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John
★ 5 as host
Private room • 5.5 miles from Shelter Island
THE BOSSY DOXIE INN: Southold's Newest and Chicest B&B--Room 2
Breakfast included • Dedicated workspace • Hot tub
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Stephane
Entire place • 6.7 miles from Shelter Island
Fabulous home for large group near the beach. Sleep up to 12 adults
Dedicated workspace • Air conditioning • Kitchen
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Wendy
★ 5 as host
Entire place • 7.8 miles from Shelter Island
Gorgeous East Hampton Getaway
Dedicated workspace • Parking • Pets allowed
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Fabio
Approval
Instant
Entire place • 13.4 miles from Shelter Island
Beautiful North Fork House w/Amazing Swimming Heated Pool
Host shares gay local tips • LGBTQ+ venues nearby • Dedicated workspace
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Friendly
Approval
Instant
Hotel room ** • Shelter Island
★
4.64 (1)
Rams Head Inn
🏆 Pride Points x3
Wi-Fi • Parking • Private beach
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Friendly
Approval
Instant
Entire place • Shelter Island
★
5 (1)
Shelter Island Retreat with Outdoor Pool!
🏆 Pride Points x3
Wi-Fi • Pool • Spa
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Friendly
Approval
Instant
Private room **** • Shelter Island
★
5 (1)
Seven - a boutique B&B on Shelter Island
🏆 Pride Points x3
Wi-Fi • Adult Only • Pool
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Friendly
Approval
Instant
Hotel room **** • Shelter Island
★
5 (1)
The Pridwin Hotel
🏆 Pride Points x3
Wi-Fi • Pool • Spa
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Friendly
Approval
Instant
Private room ** • 1 miles from Shelter Island
★
5 (1)
West Neck Guesthouse
🏆 Pride Points x3
Wi-Fi • Parking
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Friendly
Approval
Instant
Hotel room **** • 1.2 miles from Shelter Island
★
3 (1)
Shelter Island House
🏆 Pride Points x3
Wi-Fi • Pool • Parking
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