Sag Harbor, NY Houses for Rent with Pool

ELEGANT GAMBREL-STYLE IN PRIVATE COMMUNITYThis luxurious 5-bedroom, 5.5-bath traditional home blends timeless architecture with every modern amenity. Nestled on 2 meticulously landscaped acres, the residence offers over 5,500 square feet of finely appointed living space. The grand foyer opens to a formal living room with a fireplace and an elegant dining room, ideal for entertaining. At the rear

Elizabeth Phenis Brown Harris Stevens Hamptons

Chic & Spacious Sag Harbor Summer Retreat with Saltwater PoolAvailable: June 22 - August 22 | Special Offer: August 1-14 for $10,000 Escape to tranquility in this beautifully renovated Sag Harbor home, perfectly located on a quiet cul-de-sac just 1 mile from Long Beach and 2 miles from the boutiques and restaurants of Sag Harbor Village. This bright and airy residence offers the ideal setting for

Elizabeth Phenis Brown Harris Stevens Hamptons

*** Available for 2 week time periods from July-October, as well!*** Be the first to experience a luxurious summer escape in Sag Harbor at this newly furnished, never-before-rented, coastal Cape. With four well-appointed bedrooms—three offering king-size beds and their own TVs, and a fourth featuring a twin trundle and crib—this home provides comfort and convenience for all.The primary en-suite

Christa Kearns Corcoran

In the prestigious community of North Haven Shores, perched atop a 20-foot-high bluff overlooking the Shelter Island Sound, this expansive property offers stunning northwest facing views of the open water and breathtaking sunsets. With over 180 feet of elevated bulkhead and a private deep water dock this location is truly a boaters paradise. The entry foyer leads to a spacious great room with

Michael Brennan Douglas Elliman Real Estate

Discover this stunning home in the desirable Baypoint community, now available for seasonal or year-round living. This property features a brand-new entertaining area perfect for gatherings, alongside a beautifully crafted in-ground gunite pool that invites relaxation and fun. With four spacious bedrooms and three well-appointed baths, this home combines comfort and style. Enjoy

Clare Ambrose Au Dela Real Estate LLC

Welcome to beautiful 112 Laurel Valley Drive, your destination to enjoy all that Sag Harbor has to offer. This is also a perfect launch pad to explore Southampton, Bridgehampton, some of the worlds best ocean and bay beaches, shops and the restaurants that The Hamptons are known for. Majestically set upon a hill, this home provides a private back yard with a heated in-ground pool that is a

Robert Wilner Douglas Elliman Real Estate

Envision your perfect summer unfolding in this exquisite and expansive residence nestled within Shelter Island’s prestigious Silver Beach area. Recently completely renovated from the ground up in 2024, this home boasts a captivating blend of elegance and modernity. Step inside to discover a meticulously designed floor plan featuring dual primary suites, one conveniently located on the ground

Michael Brennan Douglas Elliman Real Estate

Soak up the perfect Hamptons summer in Sag Harbor w/ your very own private spa experience. The sunny pool house featuring a gunite pool, yoga deck and sauna will melt your cares away upon your arrival, after a day at the beach or after a day strolling through downtown Sag Harbor. The primary bedroom features vaulted ceilings, a skylight, a ceiling fan a king size bed and in wall speakers. The

Zachariah Zaleski Douglas Elliman Real Estate

This is an amazing opportunity to enjoy everything that Sag Harbor Village can offer. This home is close to beautiful marinas, world-wide restaurants, and beaches, just a few minutes from Jitney and Main Street. This home features three bedrooms, two baths, a hot tub, a big backyard, a pool, inviting decor, a spacious living area with a fireplace, and a fully equipped kitchen ready for your

Elizabeth Cordova Alata Douglas Elliman Real Estate

Every detail of this stunning home has been thoughtfully designed to offer a luxurious and peaceful escape in the heart of the Hamptons. Located just minutes from the charming Sag Harbor Village and Bridgehampton, the property is perched on a rise, providing rare, lovely water vistas of Noyac Bay from its rooftop living platform. This five-bedroom, five-and-a-half-bathroom masterpiece is tailored

Joseph Van Asco Douglas Elliman Real Estate

Experience effortless Hamptons living at 10 Maunakea Street, a fully renovated and impeccably styled home in North Haven. Just under a mile from Sag Harbor Village and moments from Foster Memorial Beach, this super chic property is the ultimate summer haven. The interior boasts 4 spacious bedrooms, 2.5 bathrooms, and a brand-new custom kitchen-perfect for entertaining in style. Outdoors, enjoy a

Christopher Furchert Compass Greater NY LLC

Located near Sag Harbor Village in the gated waterfront enclave of West Banks - North Haven, this stunning residence , sited on a private 1.27+/- acre parcel offers 5 bedrooms and 4.5 baths across 5500 +/- sf of beautifully designed living spaces. Upon entry you are captivated by the soaring double height ceilings opening to an open floor plan spanning the whole first level. A living room and

Korine Konzet Brown Harris Stevens Hamptons