What are the top rated Villa Rentals in Town of Southold Town?

There are a lot of options in Town of Southold Town. If you plan on staying in the Town of Southold Town area, consider making a reservation for a few nights at one of these properties as these have been rated the top Villa Rentals in Town of Southold Town: <a href="/property/fabulous-waterfront-property-in-the-heart-of-wine-country/HA-321285350" class="class="static-page-link"">Fabulous Waterfront Property in the Heart of Wine Country</a> <a href="/property/southold-waterfront-with-boat-dock-boat-ramp-hot-tub-beaches/HA-321356134" class="class="static-page-link"">Southold Waterfront with Boat Dock, Boat Ramp, Hot Tub &amp; Beaches</a> <a href="/property/stunning-beachfront-home-5br-3ba-family-friendly/HA-321188488" class="class="static-page-link"">Stunning Beachfront Home ~ 5BR/3BA Family Friendly</a> <a href="/property/private-spacious-five-room-suite-steps-to-bay-beach-and-walk-to-village/HA-121246865" class="class="static-page-link"">Private &amp; Spacious Five Room Suite.Steps To Bay Beach and walk to Village.</a> <a href="/property/lovely-north-fork-beach-cottage-2-br-2-bath/HA-321184625" class="class="static-page-link"">Lovely North Fork Beach Cottage (2 BR/2 bath)!</a> <a href="/property/restored-seaport-village-cottage/HA-3213765447" class="class="static-page-link"">Restored Seaport Village Cottage</a> <a href="/property/mattituck-1-winery-and-beach-town/HA-321255075" class="class="static-page-link"">MATTITUCK, #1 Winery and Beach Town !</a> <a href="/property/overlook-a-vineyard-walk-to-the-beach-and-only-a-short-walk-to-town-5-star/HA-321559448" class="class="static-page-link"">Overlook a Vineyard, Walk to the Beach, and only a Short Walk to Town - 5 Star!</a> <a href="/property/charming-country-home-sits-on-a-3-acre-property-in-bucolic-orient/HA-121296870" class="class="static-page-link"">Charming Country Home sits on a 3-acre property in Bucolic Orient.</a> <a href="/property/relax-in-this-light-filled-home-steps-from-the-beach-and-a-short-walk-to-town/HA-3212022776" class="class="static-page-link"">Relax in this light-filled home, steps from the beach and a short walk to town!</a>

What is the rate per night for renting a villa near Town of Southold Town?

At Coffeeshawaii, the average rental fee for standard villas in Town of Southold Town is $1,048 per night. Coffeeshawaii has a large database of quality villas near Town of Southold Town that are suitable for families, a romantic getaway, or a solo trip with single or multiple bedrooms.

Do you have a villa in Town of Southold Town that allows pets?

Yes, here are the top villas rentals in Town of Southold Town that are pet friendly: New Construction Greenport Pool House - 3 Blocks from Town Beachfront Greenport Villa 1.5 Acre Luxury Escape - Saltwater Pool with Water Views BayFront Cottage Quaint DT Greenport Apt - 2 Mi to Shelter Island! Happiness Comes in Waves Stirling House Bed & Breakfast Perfect North Fork Escape Just Steps Away From The Beach See all pet-friendly vacation rentals in Town of Southold Town on Coffeeshawaii

Are there any rental villas in Town of Southold Town that are suitable for families?

Most of our listed villas are suitable for families. The number of rooms varies, and you can check out the complete list of villas in Town of Southold Town to find what works for you.

Do your rental villas in Town of Southold Town have indoor swimming pools?

Based on the 2026 data from our Coffeeshawaii site, there are more than 5 private swimming pools or villas with indoor pools in or near Town of Southold Town.

Town of Southold Town Villa Rentals【 LUXURY 】

New Construction Greenport Pool House - 3 Blocks from Town

From US $864

10.0 (3 Reviews)

Villa

New Construction Greenport Pool House - 3 Blocks from Town

Air Conditioner
Parking
Pool

Town of Southold Town Villa Rentals & Homes

Find villas near Town of Southold Town - We found 5 exact matches

When do you want to travel?