Southold Villas
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Villas in Southold
1.5 Acre Luxury Escape - Saltwater Pool with Water Views
With a stay at this villa in Orient Point, you'll be within a 10-minute walk of Orient By The Sea Marina and Orient Point County Park.
Pool
Hot Tub
Picturesque 5 Bedroom Hamptons Villa with pool 3 min from beach
With a stay at this villa in Hampton Bays, you'll be within a 15-minute drive of The Hamptons Beaches and All Star Bowling.
Pool
Hot Tub
Villa Direen - Modern East Hampton Villa
137 Stephen Hands Path, East Hampton, NY
With a stay at this villa in East Hampton (East Hampton North), you'll be within a 5-minute drive of The Hamptons Beaches and The Jewish Center of the Hamptons.
Iconic Charles Moore Springs home with dock and our home is pet-friendly
With a stay at this villa in East Hampton, you'll be on the waterfront, within a 5-minute drive of The Hamptons Beaches and Three Mile Harbor.
New Construction Greenport Pool House - 3 Blocks from Town
With a stay at this villa, you'll be centrally located in Greenport, just a 4-minute walk from Greenport Farmers' Market and 5 minutes by foot from Railroad Museum of Long Island.
Pool
Hot Tub
Luxurious beach house on the Long Island sound
Located in Riverhead, this villa is within a 5-minute drive of Hallockville Museum Farm and Martha Clara Vineyards.
Live on the Water: Dock, Beach, Boat, Kayak & Fish
With a stay at this villa in Southampton, you'll be on the waterfront, within a 10-minute drive of The Hamptons Beaches and North Main Street Historic District.
Beautiful Mediterranean villa
With a stay at this villa in East Marion, you'll be within a 5-minute drive of Island's End Golf and Country Club and Safe Harbor Stirling.
Villa Roman
155 Chardonnay Dr, East Quogue, NY
With a stay at this villa in East Quogue, you'll be within a 15-minute drive of The Hamptons Beaches and Quogue Community Hall.
Villa Machis
2765 Deerfield Rd, Sag Harbor, NY
With a stay at this villa, you'll be centrally located in Sag Harbor, within a 5-minute drive of The Hamptons Beaches and Elizabeth A. Morton National Wildlife Refuge.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Southold Villas essential information
Accommodation | 28 Villas |
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Lowest Price | |
Highest Price | |
Popular accommodation | 1.5 Acre Luxury Escape - Saltwater Pool with Water Views, Picturesque 5 Bedroom Hamptons Villa with pool 3 min from beach, Villa Direen - Modern East Hampton Villa, Iconic Charles Moore Springs home with dock and our home is pet-friendly, New Construction Greenport Pool House - 3 Blocks from Town, Luxurious beach house on the Long Island sound, Live on the Water: Dock, Beach, Boat, Kayak & Fish, Beautiful Mediterranean villa, Villa Roman, Villa Machis, Hilltop Villa overlooking the Harbor with gorgeous sunsets, Villa Lavender |