Like a Whisper
10 guests
7 bedrooms
Peconic, North Fork
This home has everything a group of friends or family need for a comfortable stay in Long Island's North Fork. The space is spread across three floors and although the decor is a little dated, there's lots to like.
Oyster Castle
8 guests
4 bedrooms
Westhampton Beach, Southampton
An eco-friendly haven away from the world, you can see that the host’s focus on sustainability was instrumental in this home’s design. A solar powered saltwater pool, solar panels on the roof, and an electric car charging port make this Hamptons home a green getaway that doesn't compromise on style.
Purple China
8 guests
4 bedrooms
Bridgehampton, Southampton
This gorgeous Bridgehampton home is almost like a museum, where the ornate comes to life. Delicate china sits atop almost every counter and the plush furniture is draped in shades of cream – if you're after an escape that's totally elegant, you've found the place.
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.
Explore the 1 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 Southold, 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 Southold Home to Rent with a Swimming Pool today, and set up a holiday to remember.
