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Town of Southold Town beach rentals

We found 1,780 beach rentals — enter your dates for availability

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December 2025

6

January 2026

Explore Town of Southold Town beach rentals

Dining

Great Location!! Walk to Town & Train!!

Sleeps 6 · 3 bedrooms · 2 bathrooms

Pool

HEATED POOL waterfront HOT TUB, GYM, Watersports, BOATER DELIGHT luxury modern

Sleeps 14 · 6 bedrooms · 4 bathrooms

6BR, Saltwater Pool, Bocce, Hot Tub, Sauna. Walk to beach, minutes to vineyards!

Sleeps 10 · 6 bedrooms · 3 bathrooms

A typical summer day at the sandy Peconic Bay, fishing, clamming & swimming

Premier Host

It’s All About the Beach ~ 3 minute walk to private sandy Bay Beach SRP#0270

Sleeps 6 · 2 bedrooms · 2 bathrooms

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Beach Rentals in Town of Southold Town

Holiday Rental options in Town of Southold Town

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