Discover the charm of the Hamptons, a premier destination nestled along the sun-drenched shores of Long Island. Known for its pristine beaches, quaint villages, and vibrant social scene, the Hamptons are the ultimate paradise for summer lovers.
Whether you're planning a peaceful short-term retreat or looking to settle in for the entire summer, we’ve got you covered. Finding the right accommodation for larger groups or families doesn’t have to be a challenge. Our handpicked listings offer spacious, luxurious retreats that bring out the best of Hamptons living—perfect for soaking up sunsets, hosting unforgettable dinners, or simply relaxing by the pool.
From sprawling estates to stylish homes near the water, we’ve curated eight fabulous 5+ bedroom rentals that capture the spirit of summer in style.
Ready to experience the Hamptons like never before? Your perfect escape awaits—explore our top picks today.
1. 260 Halsey Lane, Bridgehampton
Nestled south of the highway, this brand new home offers an unparalleled summer experience. With 5 bedrooms and 5.5 bathrooms, there's plenty of space for the whole family. The chef-designed kitchen is a highlight, while the deck and heated pool provide the perfect setting for summer gatherings. Just moments away from Bridgehampton Village and the ocean, convenience meets luxury at 260 Halsey Lane.
2. Luxurious Southampton Retreat: Tennis, Pickleball, and Views
Escape to this 8,500 SF designer estate just minutes from Southampton Village and ocean beaches. Featuring a marble kitchen, resort-style pool, tennis/pickleball court, outdoor kitchen, and spa amenities—including sauna, steam room, gym, and screening room—this home has it all. With spacious ensuite bedrooms and a serene primary suite, it's the perfect Hamptons two-week August getaway.
3. 62 Osborne Lane, East Hampton
Step into luxury at this stunning 6000SF home in East Hampton Village. Boasting 5 ensuite bedrooms, including 3 lavish primary suites, comfort and sophistication are at the forefront. The open floor plan seamlessly merges indoor and outdoor living, with a spacious deck and heated pool providing the ultimate relaxation spot. Centrally located and near Main Beach, this home is your gateway to a memorable summer.
4. 25 Alewive Brook Road, East Hampton
Experience August in the Hamptons at its finest in this sleek 5-bed, 5-bath retreat just minutes from bay beaches. With soaring ceilings, sun-drenched interiors, and seamless indoor-outdoor flow, this home is built for summer living. Enjoy a chef’s kitchen, saltwater pool with spa, outdoor kitchen, media room, and more—all set on a private, beautifully landscaped property.
Once home to From Here to Eternity author James Jones, this reimagined 8,500 SF estate blends literary history with cutting-edge design. Set on 1.5 lush acres with a heated freshwater pool, pool house, and separate studio, it’s just moments from ocean beaches and vineyards. Featuring a Boffi kitchen, seamless indoor-outdoor flow, and luxe amenities like a gym, sauna, and media room—this one-of-a-kind retreat is pure Hamptons magic.
Step into a piece of history with this beautifully restored 1885 Traditional, “Sea Breeze,” just steps from the sand. Meticulously updated with modern comforts, the home offers 5 bedrooms in the main house plus a guest suite in the charming pool house. Enjoy a custom kitchen, formal dining, great room, and den—all designed for easy, elegant living. With a heated pool and unbeatable location in the heart of the village, this is classic Hamptons living at its finest.
7. 57 North Haven Way, Sag Harbor
Unwind in style at this elegant, fully renovated North Haven home, available for a serene June or September escape. Set on nearly 2 acres in the prestigious Estate Section, this 2023 renovation features dual primary suites, a chef’s kitchen, luxe guest rooms, and a private movie theater. With access to tennis courts, a private beach, and close proximity to Sag Harbor and Shelter Island, it’s the perfect way to bookend your summer in the Hamptons.
8. 386 Toppings Path, Sagaponack
This immaculate, sun-filled home offers effortless Hamptons living, just minutes from the ocean and village. With an open kitchen, great room with fireplace, and multiple guest suites—including a first-floor guest room and spacious lower level—it’s designed for relaxed living and easy entertaining. Available for June, this practically new home is the perfect summer retreat.
Whether you're looking for a peaceful retreat or a lively summer getaway, these 5+ bedroom rentals in the Hamptons offer something for everyone.
Click here to view all Mala Sander+Team's rental offerings or simply reach our directly with your rental requirements and we'll curate a list tailored just for you!