Hotels with Rooftop Pools in Southampton

Today, the Bentley Hotel Southampton stands as a testament to the magic of renovation and impeccable design. Inside its walls, you'll find 40 lavish suites, spanning from a generous 600 to 650 square feet, capable of comfortably housing up to six guests, including those with furry companions. But these are not your typical hotel rooms. Each suite is a spacious haven, complete with a living area, dining space, well-appointed workspaces, steamers, and a fully furnished primary bedroom. Modern conveniences like a refrigerator, microwave, and Keurig coffee machine have been thoughtfully included. Plus, every suite is equipped with a Bluetooth-connected music system, allowing guests to set the ambiance to their liking.Beyond aesthetics, the Bentley Hotel Southampton's commitment to service and guest satisfaction is paramount. Its grand pool area exudes a country club ambiance, further complemented by the presence of a Bentley lemonade truck stationed by the poolside. Practical conveniences, such as laundry facilities, enhance the overall experience. The hotel is cocooned by a lush lawn, creating a tranquil retreat.For those who are curious, the Bentley Hotel Southampton extends a warm invitation to tour their premises, with each room bearing a lighted signature sign that reads, Good Dreams Start Here.In the heart of Southampton, the Bentley Hotel Southampton is an eloquent testament to the allure of transformation, offering a unique blend of luxury and affordability. Whether you're seeking a retreat or a venue for your next memorable event, this Southampton gem is a splendid choice.

When you stay at Hamlet Inn in Southampton, you'll be by the ocean, within a 5-minute drive of Shinnecock Hills Golf Course and Southampton Cultural Center. This motel is 3.2 mi (5.1 km) from Southampton Arts Center and 3.3 mi (5.4 km) from Meschutt Beach. Relax on the private beach or enjoy other recreational amenities such as a seasonal outdoor pool. Additional features at this motel include complimentary wireless internet access, concierge services, and a fireplace in the lobby. Featured amenities include express check-in, express check-out, and complimentary newspapers in the lobby. Free self parking is available onsite. Make yourself at home in one of the 13 guestrooms featuring refrigerators and microwaves. Your Tempur-Pedic bed comes with down comforters. Rooms have private patios. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have hair dryers and toothbrushes and toothpaste.

With a stay at Oceanstone by Rove Estate w Pool Beach Access in Southampton, you'll be within a 10-minute drive of Cooper's Beach and Halsey House. This vacation home is 0.8 mi (1.2 km) from Southampton Hospital and 0.9 mi (1.4 km) from Agawam Park. Take in the views from a garden and make use of amenities such as complimentary wireless internet access and barbecue grills. Make yourself at home in one of the 11 guestrooms.

With a stay at Head of Pond House in Water Mill, you'll be within a 5-minute drive of Parrish Art Museum and Duck Walk Vineyards. This bed & breakfast is 5.1 mi (8.2 km) from Cooper's Beach and 1.6 mi (2.6 km) from Mecox Bay. Take advantage of recreation opportunities such as a seasonal outdoor pool or take in the view from a terrace and a garden. This bed & breakfast also features complimentary wireless internet access and a communal living room. A complimentary continental breakfast is served daily from 8:30 AM to 10:30 AM. Featured amenities include multilingual staff, luggage storage, and refrigerator in a common area. Free self parking is available onsite. Make yourself at home in one of the 4 guestrooms. Complimentary wireless internet access is available to keep you connected. Conveniences include desks and irons/ironing boards, and housekeeping is provided once per stay.

When you stay at Sag Harbor Inn in Sag Harbor, you'll be near the beach, just steps from The Hamptons Beaches and 9 minutes by foot from Bay Street Theatre. This hotel is 12.7 mi (20.5 km) from Cooper's Beach and 0.5 mi (0.7 km) from Sag Harbor Whaling and Historical Museum. Take advantage of recreation opportunities such as an outdoor pool, or other amenities including a fireplace in the lobby and a vending machine. A complimentary continental breakfast is served daily from 7:00 AM to 10:30 AM. Featured amenities include a 24-hour front desk, luggage storage, and an elevator. Free self parking is available onsite. Make yourself at home in one of the 42 air-conditioned rooms featuring flat-screen televisions. Rooms have private balconies or patios. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with shower/tub combinations feature complimentary toiletries and hair dryers.

Located in Wainscott, The Sagaponack is a 3-minute drive from Wolffer Estates Vineyard and 6 minutes from The Jewish Center of the Hamptons. This bed & breakfast is 4 mi (6.4 km) from Guild Hall and 6.6 mi (10.7 km) from Duck Walk Vineyards. Take advantage of recreation opportunities such as a seasonal outdoor pool, or other amenities including complimentary wireless internet access and gift shops/newsstands. Featured amenities include luggage storage and a water dispenser. Free self parking is available onsite. Make yourself at home in one of the 30 air-conditioned rooms featuring microwaves and flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with showers feature complimentary toiletries and hair dryers. Conveniences include safes and coffee/tea makers, as well as phones with free local calls.