The Portrait Painter
14 guests
6 bedrooms
Southampton, The Hamptons
This charming Hamptons home is a great place for a family holiday or a large group of friends. The open floor plan, multiple living areas and formal dining room lend themselves perfectly to entertaining, while the fully-equipped kitchen, with a commercial-grade stove, is a chef's 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.
Little Sailboat
8 guests
4 bedrooms
Southampton, The Hamptons
Forget the trend for bare walls and sterile interiors – this home looked minimalism in the face and said "I'm not about that". The floral sofas, rich rugs, antique wooden furniture and chandeliers create a maximalist design that avoids verging into the chintzy, instead offering a traditional Hamptons haven that any family can make themselves at home in.
Long Island Bliss
6 guests
3 bedrooms
Shinnecock Hills, Southampton
Located at the eastern edge of Southampton on Long Island's south shore, this modern townhouse is perfect for relaxing with family or friends after a day at the beach. Ideally positioned within 3-5 kilometres of Southampton’s boutique shops and restaurants – and less than a ten-minute walk to the ocean, it’s a great spot for a taste of seaside luxury.
Explore the 23 most perfect homes in our collection
You've certainly come to the right place if you are hoping to find one of the finest Holiday Homes with Swimming Pools in Southampton, The Hamptons, Suffolk County, New York, United States. Our exclusive collection consists solely of homes that have passed our thorough 150-step vetting process with flying colours, so you can book with true peace of mind, knowing that everything from decibel levels in the bedroom to a room's intangible atmosphere has been tested and approved. We don't list a huge number of homes one our site, just the right ones. Each property in our collection comes fully furnished and ready to welcome you, with a fully-equipped kitchen, essential bathroom toiletries, and all linen included. Contact our dedicated team of experts to find the perfect luxury Southampton Home to Rent with a Swimming Pool today, and set up a holiday to remember.
