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.
Sunset Heart
8 guests
4 bedrooms
Bellport, Brookhaven
This Martha’s Vineyard-inspired house in nestled in the village of Bellport. You can enjoy leisurely strolls to the nearest restaurants and you’ll have access to a private beach if your stay is longer than a week.
Racquet & Relax
12 guests
5 bedrooms
Remsenburg, Remsenburg-Speonk
If you’re in search of the ultimate Hamptons escape, this home delivers a refreshing solution. From the saltwater heated pool and hot tub to the private tennis court, every detail has been considered to bring you a magical getaway.
A Summer's Eve
15 guests
7 bedrooms
Greenburgh, Westchester County
If you need a base for a friendly get-together or a family reunion, then look no further than this abode in the heart of Westchester County. Thanks to the games room, gym and cinema room, there’s never a dull moment here – and that’s just what’s inside the home.
Explore the 110 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 Montauk. 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 Montauk Home to Rent with a Swimming Pool today, and set up a holiday to remember.
