Book Luxury Vacation Rentals in Southampton

Award-winning homes from £98

Home spotlights in Southampton

Seasons Of Love

Seasons Of Love

  • 6 guests

  • 5 bedrooms

Tuckahoe, Southampton

With its stately facade, cocooned by lush landscaped gardens, this home impresses from the outset. You'll find it in Southhampton, a thirty-minute stroll from the charming village centre, where a delightful cluster of boutiques, eateries and upscale real estate – cutting-edge and historic – orbit Main Street and Jobs Lane.

Blueberry Dream

Blueberry Dream

  • 6 guests

  • 4 bedrooms

Southampton, The Hamptons

Situated in Southhampton, only fifteen minutes from the storied Art Village on foot, this renovated home provides an idyllic base for families. Here, you're perfectly positioned for exploring, a six-minute drive from the soft white sands of Cryder and Cooper's Beach and even closer to Southhampton's bustling centre.

The Little Sparrow

The Little Sparrow

  • 6 guests

  • 3 bedrooms

Shinnecock Hills, Southampton

Radiating coastal luxury, this towering home with its streamlined kitchen, natural lighting and picture-perfect minimalist rooms stands on an acre of land in the affluent Hamptons. Location-wise, you're surrounded by art museums and trendy mom-and-pop shops, with the historic Shinnecock Hills Golf Club under five minutes away by car and Meschutt Beach not much further.

The High Flyer

The High Flyer

  • 6 guests

  • 4 bedrooms

Southampton, The Hamptons

This Hamptons home is something special. Tucked away from the highway, just a five-minute drive from Southampton and its shops and restaurants, this home is a great Hamptons base year-round.


We selected the top 3% holiday homes in Southampton Vacation Rentals

Explore the 27 most perfect homes in our collection

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Most popular homes in Southampton

Home at the Seaside

Home at the Seaside

  • 6 guests

  • 3 bedrooms

Southampton, The Hamptons

Shinnecock Hills Seclusion

Shinnecock Hills Seclusion

  • 14 guests

  • 5 bedrooms

Shinnecock Hills, Southampton

The Portrait Painter

The Portrait Painter

  • 14 guests

  • 6 bedrooms

Southampton, The Hamptons

Long Island Bliss

Long Island Bliss

  • 6 guests

  • 3 bedrooms

Shinnecock Hills, Southampton

The Moon Beam

The Moon Beam

  • 8 guests

  • 4 bedrooms

Shinnecock Hills, Southampton

Blue Echoes

Blue Echoes

  • 14 guests

  • 6 bedrooms

Southampton, The Hamptons

Alice in The Hamptons

Alice in The Hamptons

  • 8 guests

  • 5 bedrooms

Southampton, The Hamptons

Hampton Hedgerows

Hampton Hedgerows

  • 11 guests

  • 6 bedrooms

Southampton, The Hamptons

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Frequently asked questions

Take a look at our collection of luxury Vacation Rentals in Southampton, The Hamptons, Suffolk County, New York, United States. All of the homes you'll find on Plum Guide come fully furnished with all linen, the best-equipped kitchens, and essential bathroom toiletries included. Each home is systematically reviewed before becoming part of our collection, so you can book your stay with total confidence. And if you require any assistance in finding the perfect Southampton Vacation Rentals for you, get in touch with our team of friendly experts, on hand to help with whatever you need.

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