Villa holiday rentals in Brookhaven

Year-Round Heated Pool Villa - 3 blocks from town

Pool heated to hot tub temperatures & open year round! This brand new construction house is perfect for large groups. Gather with friends and family in the double height ceiling open concept living room/dining room/kitchen area. Soak up the sun lounging by the pool. Take a super short walk to town to enjoy the incredible local shops, restaurants, and bars. Then end with a nightcap relaxing in the heated hot tub seating section of the pool. There's no better place to stay in Greenport Village.

Just renovated Southampton retreat w/ heated pool

JUST RENOVATED! INQUIRE ABOUT MONTHLY RENTALS! Come and enjoy with family and friends your own beautiful house in Southampton. 5-minute drive to Cooper’s Beach and to Southampton Village. Enjoy beautiful ocean beaches, have brunch in the Village, swim in your 32’ heated salt water pool, enjoy a BBQ on your patio under the shadow of a Japanese Maple, indulge in a quiet evening with a book by the fireplace, or take advantage of the home office while your family & friends enjoy the property.

Pool and private beach with 5 bedrooms 3 baths

Come enjoy a peaceful and tranquil stay at this private beach house heated pool and jacuzzi custom built with great views open concept chefs kitchen 20 ft ceilings wonderful day light streams into this castle. comfortably furnished with king bed in master suite master bath office area loft and top floor family room with roof deck and spectacular views of the Atlantic ocean 4 more bedrooms 4 houses away from private beach 2 min to town walk to parks golf and close to all parkways LIRR

Picturesque 5-bedroom Hamptons villa with pool

Relax with the whole family at this peaceful place to stay. Go for a swim in the 20’ x 40’ heated pool or enjoy the scenic garden and woods while lounging in the outdoor living room. Grill some burgers or make s’mores over the fire pit. Centrally located. 6 min. drive to LIRR and Hampton Jitney and minutes to I-495. 2 mins. to bay beaches and 10 mins. to ocean beaches. 10 mins. to Southampton Village. 20 mins. to the wineries. Explore all the Hamptons have to offer and more!

Hamptons WaterLiving-Dock, Kayak, Beach, EV charge

[FOLLOW US on INSTA @29watersedge] 1-mile from the beach, this child-friendly waterfront Southampton home is a perfect family getaway. Ready for watersports: kayak, paddleboard, boat, or jet ski. Walk down to the beach for a swim in the bay. At home, the backyard has it all: large dock, fire pit, swing/playset, hammock, grill, & oversized deck to take in the views. Surrounded by nature and water, you are just minutes from restaurants and shopping in Southampton Village &Sag Harbor.

Gorgeous stately room with fireplace

Experience refined living at this distinguished 1897 Victorian Mansion, nestled in the historic enclave of Oyster Bay and Oyster Bay Cove. Set on a half-acre of landscaped grounds, the residence preserves its original character while offering timeless elegance. Your private room provides both comfort and charm, just steps from Main Street’s shops, Roosevelt Beach, and Park. Ez train access to New York City Additional rooms available upon request—perfect for families, or groups

Norwalk Suit Hotel style B&B

Queen Bedroom in Shared 7-Bedroom 5/bathroom Villa Welcome to our charming 7-bedroom house, fully occupied by Airbnb This private room features a comfortable queen-size bed, perfect for a restful night’s sleep. The room is bright, cozy, Guests share a bathroom with one other room, ensuring a more private experience compared to larger shared spaces. You’ll also have access to the home’s common areas, including the kitchen, living room, and backyard

Room in villa. live the luxury style

Queen Bedroom in Shared 7-Bedroom 5/bathroom Villa Welcome to our charming 7-bedroom house, fully occupied by Airbnb This private room features a comfortable queen-size bed, perfect for a restful night’s sleep. The room is bright, cozy, Guests share a bathroom with one other room, ensuring a more private experience compared to larger shared spaces. You’ll also have access to the home’s common areas, including the kitchen, living room, and backyard

Theodore Roosevelt, Victorian Private room

This 1897 Mansion in the Historical Town Of Oyster Bay and Oyster Bay Cove has been one of Long Islands' most seclusive yet fun spots to stay in. Your Private room in a Classic Vintage Victorian House Set on Half an Acre of land. This Home Has Preserved the original character. Blocks away from the main street, Roosevelt Beach, Theodore Roosevelt Park, LIRR Train Station to New York City (20) to Penn Station. More rooms available. Just ask