Southampton, NY Vacation Rentals - Long Island, NY

Southhampton, NY vacation rentals, browse Southhampton, New York vacation home rentals and plan your next Long Island vacation in South Fork Long Island. Imagine relaxing in Southhampton, NY vacationing by yourself, vacationing with your family or vacationing with friends, whatever your plans may be, make your next vacation a Long Island vacation.

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Southampton, NY

South Fork, Long Island Vacation Rentals

Villa Isaiah, Balcony, Dock, Pool, Garden, Picnic Area, Near The Beach, 6BR/6BA, Sleeps 10.

Sleeps: 10
Bedrooms: 6
Bathrooms: 6
No Pets

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Southampton, NY

South Fork, Long Island Vacation Rentals

Villa Gavin, In The Village, Pool, Cooper’s Beach 3.8 Miles, 3BR/2BA, Sleeps 6.

Sleeps: 6
Bedrooms: 3
Bathrooms: 2
No Pets

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Southampton, NY

South Fork, Long Island Vacation Rentals

Southampton Village Traditional, Walk To Ocean & Town, Pool & Patio, Beautiful Landscaping/Lighting.

Sleeps: 10
Bedrooms: 5
Bathrooms: 4
Pets Considered

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Southampton, NY

South Fork, Long Island Vacation Rentals

The Perfect Southampton Getaway, Private Pool, Water Park Access, Video Games, Books, Games.

Sleeps: 10
Bedrooms: 5
Bathrooms: 4
No Pets

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North Sea, NY

South Fork, Long Island Vacation Rentals

Fantastic Southampton Oasis, Chef’s Kitchen, Pool, Well Designed, Basement & Backyard For Kids.

Sleeps: 12
Bedrooms: 4
Bathrooms: 4.5
Pets Considered

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Southampton, NY

South Fork, Long Island Vacation Rentals

New Listing: Outdoor Entertaining Areas, Community Tennis, Bay Beach Sunsets, Pet Friendly.

Sleeps: 6
Bedrooms: 3
Bathrooms: 5
Pets Considered

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Southampton, NY

South Fork, Long Island Vacation Rentals

Stunning Home w/Pool & Dock In Southampton Village Estate Section, Excellent Location.

Sleeps: 8
Bedrooms: 6
Bathrooms: 6
No Pets

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Southampton, NY

South Fork, Long Island Vacation Rentals

New Listing: Spacious Master Bedroom Suite, Stone Chef’s Eat-In Kitchen, Awesome Pool & Floaties.

Sleeps: 10
Bedrooms: 5
Bathrooms: 5
No Pets

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Southampton, NY

South Fork, Long Island Vacation Rentals

Stylish Sunny Artist’s House Close To The Beach, Deck Wraps Around The House, Great Location.

Sleeps: 7
Bedrooms: 4
Bathrooms: 2
No Pets

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North Sea, NY

South Fork, Long Island Vacation Rentals

NEW! Unique Southampton Getaway w/Rooftop Deck! Local Vineyards, Long Stretches Of Beaches.

Sleeps: 6
Bedrooms: 2
Bathrooms: 2.5
No Pets

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Southampton, NY

South Fork, Long Island Vacation Rentals

See Our 2nd 5 Star Property, Completed In July Of 2020, VRBO 1891316, Covered Back Porch.

Sleeps: 10
Bedrooms: 5
Bathrooms: 5
No Pets

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Southampton, NY

South Fork, Long Island Vacation Rentals

Renovated 4BR/2BA Home Close To Southampton Village & Ocean Beaches, Dock, Grill.

Sleeps: 8
Bedrooms: 4
Bathrooms: 2
Pets Considered

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Southampton, NY

South Fork, Long Island Vacation Rentals

Beautiful Shingle-Style Estate Sited On 1 Acre, Fabulous Outdoor Pool, Gym/Fitness Room.

Sleeps: 11
Bedrooms: 6
Bathrooms: 5.5
Pets Considered

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Southampton, NY

South Fork, Long Island Vacation Rentals

Beautiful Home In Great Location, Grill, Patio, WiFi, Children’s Games & Toys.

Sleeps: 6
Bedrooms: 3
Bathrooms: 2.5
No Pets

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Southampton, NY

South Fork, Long Island Vacation Rentals

Southampton Luxury, Private Beach, Heated Pool, Kayaks, Hamptons Beautiful, Grill, Patio.

Sleeps: 12
Bedrooms: 6
Bathrooms: 4
No Pets

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Southampton, NY

South Fork, Long Island Vacation Rentals

5BR Southampton Home, Pool, Jacuzzi, Coopers Beach, Town Classic, Private Yard, Deck.

Sleeps: 10
Bedrooms: 5
Bathrooms: 3
No Pets

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Southampton, NY

South Fork, Long Island Vacation Rentals

Sprawling Southampton Home w/Pool & Jacuzzi, Room For Entire Family, Water Park Access.

Sleeps: 8
Bedrooms: 4
Bathrooms: 4
Pets Considered

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Southampton, NY

South Fork, Long Island Vacation Rentals

Southampton Village, Clean, Renovated, Sun Filled Charm, Gunite Heated Salt Pool, Near The Beach.

Sleeps: 8
Bedrooms: 4
Bathrooms: 3
No Pets

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Southampton, NY

South Fork, Long Island Vacation Rentals

Stunning New Waterfront Home On Peconic Bay, Gorgeous Sunsets, Private Dock, Screened In Porch.

Sleeps: 8
Bedrooms: 4
Bathrooms: 4
No Pets

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Southampton, NY

South Fork, Long Island Vacation Rentals

Family Fun Compound w/Full Gym & Huge Game-Room, Adults Only, Pool Table, Private Pool, Spa Tub.

Sleeps: 16
Bedrooms: 8
Bathrooms: 6
Pets Considered

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Southampton, NY

South Fork, Long Island Vacation Rentals

Southampton/Shinnecock Hills Private Luxury Home, Pool, Koi Pond w/Waterfall, Hot Tub, BBQ.

Sleeps: 8
Bedrooms: 4
Bathrooms: 3.5
Pets Considered

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Southampton, NY

South Fork, Long Island Vacation Rentals

New Southampton Village Ranch w/Saltwater Heated Pool, Near The Beach, Water Sports Equip.

Sleeps: 12
Bedrooms: 4
Bathrooms: 2
Pets Considered

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Southampton, NY

South Fork, Long Island Vacation Rentals

Cottage In Southampton Village; Relax In Your Own Private Park-Like Backyard, Fully-Stocked Kitchen.

Sleeps: 7
Bedrooms: 4
Bathrooms: 2
Pets Considered

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Southampton, NY

South Fork, Long Island Vacation Rentals

Safe & Sanitized By Medical Professional, Relax, Work In Spacious Haven, Quick From The City.

Sleeps: 13
Bedrooms: 5
Bathrooms: 3.5
Pets Considered

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Southampton, NY

South Fork, Long Island Vacation Rentals

Sweet Southampton Cottage, Adults Only, Patio, North Sea Bathing Beach 2.6 Miles, Spa Tub.

Sleeps: 6
Bedrooms: 2
Bathrooms: 1
No Pets

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Southampton, NY

South Fork, Long Island Vacation Rentals

New Listing: Walking Distance To Bay, Cozy Interior, Private Pool, Pet Friendly, Agawam Park 3 Miles.

Sleeps: 6
Bedrooms: 3
Bathrooms: 2
Pets Considered

Southampton, NY

South Fork, Long Island Vacation Rentals

1 Block From Southampton Village, Beautifully Landscaped Property, Walk To Everything.

Sleeps: 2
Bedrooms: 2
Bathrooms: 2
No Pets