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6 Fabulous 5-Bedroom Rentals for Your Hamptons Summer Escape

Discover the charm of the Hamptons, a premier destination nestled along the sun-drenched shores of Long Island. Famous for its pristine beaches, quaint villages, and vibrant social scene, the Hamptons are a paradise for summer enthusiasts. Finding the right accommodation, particularly for larger groups or families, can be challenging amid this popularity. Our listings provide spacious and luxurious retreats perfect for those looking to enjoy everything the Hamptons have to offer. Don't miss out on the perfect spot for your summer getaway—explore our options today!


Fear not, as we've scoured the region to handpick six fabulous 5-bedroom rentals that promise to fulfill your every summer fantasy. From sprawling estates to elegant beachfront villas, join us as we unveil the epitome of luxury living in the Hamptons.



1.  149 Crestview Lane, Sagaponack


Not only is this custom-built modern-inspired contemporary home directly on Fairfield Pond in Sagaponack South, it comes with private access to the ocean and a golf cart so you can even just leave your shoes at home! Featuring sliding walls of glass that create seamless indoor-outdoor living, an incredible waterside pool, and tons of incredible entertaining spaces like the sweet indoor-outdoor poolside bar, this 5-bedroom is the epitome of ultra-luxury in the Hamptons!




2.  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.



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.  39 Wyandanch Lane, Amagansett


Experience coastal elegance at this south-of-the-highway rental in Amagansett Dunes. With soaring cathedral ceilings and a newly renovated bathroom in the primary suite, relaxation is inevitable. Outside, an oversized yard, pool, and half basketball court offer endless entertainment options. Perfectly situated near the ocean, this rental is ideal for those seeking both luxury and tranquility.



5.  Serene North Haven Waterfront Escape


Escape to privacy and tranquility on the southwestern shore of North Haven, where panoramic water views and spectacular sunsets await. The open floor plan includes a great room, den/media room, dining room, and chef's kitchen, all with water views. Two guest bedrooms on the main level and dual primary suites upstairs offer ample space for guests, while dual offices provide flexibility for remote work. Luxurious extras abound, from a full gym and Steinway grand piano to a Sonos sound system and smart TVs. Outside, a waterside heated pool and spa, built-in gas grill, and multiple covered porches beckon you to relax and unwind. With easy access to Sag Harbor Village, Long Beach, and the rest of the Hamptons, 6 Meadowbrook Way is the perfect retreat for a waterfront summer getaway.



6.  7 Fox Crossing, North Haven

Located in the West Banks Community, this newly renovated 5-bedroom home is the epitome of elegance. From the 2-story great room with fireplace to the professional-grade kitchen, every detail exudes luxury. Outside, the gorgeous gardens, heated pool, and hot tub provide the perfect backdrop for summer relaxation. With community tennis courts, beach, and dock nearby, there's no shortage of activities to enjoy.


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!

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We work with all kinds of clients helping put together the pieces of their unique puzzles, whether that means downsizing or upsizing, buying or selling, for everyone from Hamptons locals to household names from all walks of life.