Beach house holiday rentals in Amagansett

Stylish Beach Getaway: pool & walking location

Perfectly located within walking distance to shops, beaches, and restaurants, our designer home offers comfort, luxury amenities, and privacy. Interested in a long term rental? Message us! Enjoy a beautifully landscaped backyard with pool, chefs kitchen for hosting, and nearby beach farms & wineries. Bedrooms boast organic linens and bathrooms offer Bathing Culture products. Kitchen is stocked with local organic pantry staples and stainless steel appliances to cook or grill on the patio.

The Sandy Shack - Coastal Escape

Escape to your own private oasis at this charming beach house in Greenport. This beachfront home offers views of the ocean in every room. Inside, the living space gives plenty of natural light and sitting areas. The kitchen has everything you need to cook for family & friends. There are 4 beds to choose from, which can sleep 6 total. Outside, enjoy your own private beach as well as kayaks to use at your leisure. Located next to Greenport's best restaurants and wineries, book your stay today!

Hamptons Escape minutes from Beaches and Nightlife

This spacious traditional home features an inviting entryway that flows into a light-filled living room, leading to a lovely outdoor area. The ground floor includes a large master suite, a living room with cathedral ceilings and a fireplace, a dining room, and a fully equipped kitchen. Upstairs are two additional bedrooms and a bath, all with a bright feel. The property offers various outdoor spaces and is a short walk to the bay and ocean beaches. Pool available Memorial Day to Labor Day!

Summer Retreat at the beach , enjoy Wine Country

* We provide a Beach Parking Pass for all Southold Town Beaches * 10 min walk to neighborhood sandy beach! * 5 min walk to vineyard with tasting room. Spacious Contemporary home. Master Bedroom plus 2 more bedrooms and 2 bathrooms on the second floor. Living room & kitchen on main floor. Wake up to beautiful garden view. Large kitchen and dining area for the whole family. Just minutes from Long Island's wineries and wedding venues. This home comes complete with everything you need!

The Beach Bungalow!

If you are looking for an unforgettable beach getaway in the Hamptons, look no further. Located on a quiet residential block located in a very desirable beach area all within walking distance to outside dining on the water to the finest beaches in the world. From biking around town to the coastline of the Infamous Dune Road estates. We are minutes away from Wineries and Pumpkin patches located on both, the North Fork & the Hamptons. Come take a look! You will not be disappointed.

Amagansett, Waterfront retreat

(4 night minimum) Perfect place for a family, couple, or friends. Just 12 minutes to Montauk, this waterfront retreat is great for nature activities like windsurfing, kiteboarding, sailing, stand-up paddle board, hiking, biking, and much more. Located just minutes from ocean beaches and well-known restaurants. Close to Amagansett Village, 3 minutes to the "Napeague stretch" home to the famous "Lobster Roll Restaurant", affectionately known as "LUNCH". East Hampton registry RR 25-417

Spectacular Waterfront Home on Private Sandy Beach

Beautiful two bedroom home located directly on the widest private beach in Connecticut is the perfect location for your next vacation. Newly built, this house has hardwood floors throughout, brand new appliances, washer and dryer, queen bed, two twin beds, fully furnished- including all kitchen necessities, central air, two decks, gas grill, plenty of parking, beach chairs, toys, kayak, paddle board, life vests, etc.

The Raffle Beach House

*New additions not in pictures! Large stone patio, outdoor sofas, fire pit etc.* Amazing beach house/home. You can walk to anything you need. 8 minutes to beach or town. No neighbors for absolute privacy. 1 bathroom plus an outdoor shower(summer season only). Kitchen with high quality stainless steel appliances. Gas bbq. Unlimited High Speed Cable WIFI. Large open backyard. Parking for 3 cars.

DITCH PLAINS SURF HOUSE

Beach house on quiet street, 200 yards to Montauk's best surfing beach, Ditch Plains. The house is a simple all white home with 2 decks, BBQ, bikes, kayak, and easy open floorplan. You can hear the ocean all day long on this hidden Montauk street. Easily walk or bike to the beach, where you find waves, food trucks in the summer & miles of sand and ocean heading west to Montauk.