The 30 Best Vacation rental options in Southampton, New York

Welcome to Avis Car Rental in Southampton, New York! Conveniently located at 691 North Highway, we offer a wide selection of vehicles to suit your travel needs, whether you're exploring the charming Hamptons or heading out for a business trip. Our car rental services are designed to provide you with a seamless and enjoyable experience. Special Offer: Enjoy one day free of daily time and mileage charges on rentals of intermediate (group C) to full-size four-door (group E) cars. This offer is valid on a minimum three-day rental, with taxes, concession recovery fees, customer facility charges, and fuel charges as additional costs. Optional items such as Loss Damage Waiver (LDW) and other surcharges may apply. Please note, this offer cannot be combined with other promotions and is not valid for one-way rentals. An advance reservation is required, and terms and conditions apply.

Welcome to Southampton Cottages, your serene escape nestled in the heart of Southampton, New York. Located at 35 Shrubland Road, our charming cottages offer a perfect blend of comfort and tranquility, making them an ideal choice for your next getaway. Whether you're seeking a peaceful retreat or an adventurous holiday, our convenient location provides easy access to the stunning beaches, vibrant cultural scene, and exquisite dining options that Southampton is renowned for. Each of our thoughtfully designed cottages offers a cozy, home-like atmosphere with modern amenities to ensure a relaxing stay. Enjoy a morning coffee on your private porch, unwind in our lush garden surroundings, or take a leisurely stroll to explore the picturesque neighborhood. At Southampton Cottages, we pride ourselves on providing exceptional hospitality, ensuring that your visit is as memorable as it is restful.

Welcome to Southampton Long Island Hotel - Your Southampton Escape, where comfort meets convenience in the heart of the Hamptons. Nestled at 450 County Road 39 5207, Southampton, New York, our charming hotel offers the perfect retreat for travelers seeking a relaxing getaway or an exciting adventure. Whether you're visiting for a weekend escape or an extended stay, our prime location provides easy access to the area's stunning beaches, vibrant cultural attractions, and exquisite dining options. At Southampton Long Island Hotel, we pride ourselves on delivering exceptional hospitality and personalized service. Our well-appointed rooms are designed with your comfort in mind, featuring modern amenities to ensure a restful stay. Begin your day with a refreshing dip in our outdoor pool or explore the picturesque surroundings with our complimentary bike rentals.

Welcome to Enterprise Rent-A-Car, your trusted car rental service located at 395 County Road 39A, Southampton, New York. We are committed to providing exceptional customer service and a wide selection of vehicles to meet all your travel needs. Whether you're exploring the scenic beauty of Long Island, heading to a business meeting, or simply need a reliable vehicle for everyday use, our fleet includes a diverse range of cars, SUVs, and vans to suit any occasion. At Enterprise, we pride ourselves on offering competitive rates and flexible rental options, ensuring a convenient and stress-free experience. Visit us in Southampton to discover why we are a preferred choice for car rentals in the area. Your journey begins with us!

Welcome to Harpoon House, your premier lodging destination nestled within the charming Blu Mar restaurant in Southampton, New York. Located at 136 Main Street, our establishment offers a unique blend of comfort and convenience, providing an unforgettable stay in the heart of the Hamptons. At Harpoon House, guests can enjoy a serene and inviting atmosphere, perfectly complementing the vibrant local culture and stunning natural surroundings. Our accommodations are thoughtfully designed to provide a relaxing retreat, featuring modern amenities and stylish decor to ensure a comfortable and memorable experience.

Welcome to Flying Point Beach, a premier tourist attraction located in the heart of Southampton, New York. Situated at 1055 Flying Point Road, this picturesque beach offers a serene escape with its pristine sands and breathtaking ocean views. Ideal for families, couples, and solo travelers alike, Flying Point Beach provides the perfect setting for a relaxing day by the sea. Visitors can enjoy a range of activities, from sunbathing and swimming to beachcombing and picnicking. The natural beauty of the area is complemented by well-maintained facilities, ensuring a comfortable and enjoyable experience for all. Whether you're looking to unwind with a good book, engage in water sports, or simply take in the stunning sunset, Flying Point Beach has something for everyone.

Welcome to Coopers Beach, a pristine slice of paradise located at 268 Meadow Lane in the picturesque Southampton, New York. Known as one of the finest beaches in the United States, Coopers Beach offers an unforgettable experience for tourists and locals alike. Nestled along the stunning Atlantic coastline, this award-winning beach is renowned for its soft, white sand and gentle surf, making it an ideal destination for families, beach enthusiasts, and nature lovers. Visitors to Coopers Beach can relax under the sun, enjoy a refreshing swim, or take a leisurely stroll along the shoreline. The beach is equipped with top-notch amenities, including clean restrooms, convenient parking, and chair and umbrella rentals, ensuring a comfortable and enjoyable visit. Lifeguards are on duty during the summer months, providing a safe environment for all.

Welcome to Prestige Home Buyers, your trusted partner in selling your home quickly and hassle-free! Located at 198 Charter Oaks Avenue, Brentwood, New York, we specialize in providing homeowners across Long Island with a seamless and stress-free way to sell their properties for cash. At Prestige Home Buyers, we believe in empowering you to sell on your terms. Our process is designed to eliminate the traditional headaches associated with selling a home. We buy houses in any condition, and you don’t even need to clean or make repairs. Say goodbye to commissions, fees, and lengthy waiting periods. With us, you can get a no-obligation cash offer and close the deal in as little as five days!

Welcome to Keith Williams Hamptons Real Estate, your premier destination for exceptional property services in the heart of Southampton, New York. Located at 50 Nugent Street, our esteemed real estate agency specializes in connecting clients with their dream homes in the picturesque Hamptons. Whether you're looking to buy, sell, or rent, our team of seasoned professionals is dedicated to providing personalized service and expert guidance throughout every transaction. With an in-depth knowledge of the local market and a commitment to excellence, Keith Williams Hamptons Real Estate ensures a seamless and rewarding experience for all our clients. Discover the unparalleled lifestyle and stunning properties that the Hamptons has to offer with us today.

Welcome to Ocean View Terrace Inn Nestled on the picturesque shores of Shinnecock Bay, Ocean View Terrace Inn offers the perfect escape from the daily grind. Located at 285 East Montauk Highway, Hampton Bays, New York, our charming inn invites you to indulge in a serene getaway where tranquil water views greet you at every turn.