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Beach house vacation rentals in Amagansett

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Top-rated beach house rentals in Amagansett

Guests agree: these beach houses are highly rated for location, cleanliness, and more.

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Top guest favorite

A charming cottage is set against a backdrop of lush greenery, featuring a welcoming front porch with a white railing. Natural light illuminates the exterior, showcasing the textured shingle siding and a gabled roof. The grassy area extends toward the tree line, creating a serene atmosphere.

Home in East Hampton

4.95 out of 5 average rating, 231 reviews

Private beach, fully updated house, on 2 acres.

Each the special magic that only the Hamptons offer—historic charm, a rural atmosphere, white sandy beaches and a relaxed lifestyle—while staying in this light-filled three-story cottage. Tucked away on a beautiful 2.2-acre wooded lot, this bayside oasis offers a tranquil retreat, with deer sightings, private beach access, stunning view and picture-perfect sunsets. A short drive to the beaches and town, quick trips to nearby shops, market stands, restaurants, museums and Jackson Pollack house.

A tranquil saltwater pool area is surrounded by lush greenery, featuring four sun loungers with colorful cushions. A large blue umbrella provides shade on the paved deck, enhancing the outdoor relaxation space.

Home in East Hampton

4.86 out of 5 average rating, 206 reviews

HeatedPool-Walk2Beach-Yard4Pup-Peaceful-Clean-Easy

Meticulously cleaned home.Tranquil family neighborhood in historic artist's beach community.Heated saltwater pool.Wood burning fireplace.Private fenced-in backyard.Half mile to private bay beach. Bike great trails & savor delicious meals prepared in fully equipped kitchen.Enjoy Clearwater Beach's renowned sunset. Easy living home.We welcome all respectful guests.East Hampton's best restaurants are nearby.Smoke free.Small dogs permitted.Cell reception booster! Ask about EVcharger.Registry 23-625

Top guest favorite

A private pool area is shown with a clear blue swimming pool surrounded by four lounge chairs. A charming shed is situated in the background, framed by green trees and landscaped gardens.

Home in North Fork

5 out of 5 average rating, 11 reviews

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.

A beachfront house with a wooden exterior is depicted, featuring multiple windows adorned with green planters. Soft sand covers the area in front, leading to the water, which reflects the clear blue sky. A small chair is visible on the sand, emphasizing the serene beach setting.

Home in North Fork

4.91 out of 5 average rating, 22 reviews

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!

A basketball hoop is positioned on a paved surface, surrounded by a well-maintained yard. The house is partially visible in the background, showcasing large windows and a two-story design. Lush greenery lines the perimeter, offering a sense of privacy.

Home in Hampton Bays

4.89 out of 5 average rating, 102 reviews

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!

An outdoor deck features a hot tub surrounded by a white railing, with a wooden dining set nearby. Soft lighting is strung overhead, creating a serene environment. The area is bordered by green foliage, and a barbecue grill is positioned on the deck.

Home in Hampton Bays

4.87 out of 5 average rating, 15 reviews

Hampton Bays Beach House with a superb location

Relax with the whole family at this peaceful place. This Hamptons House is beautifully decorated with inspiration from coastal living magazine. You will be centrally located South of the Highway and close to restaurants and beaches. A 2 minute walk to sandy bay beach, 6 minute drive to ocean beaches, 10 minute drive to Southampton and 16 minute drive to Westhampton. All amenities to make a traveler feel at home will be at your fingertips to insure your vacation is relaxing and memorable.

The image captures a serene beach at sunset, where gentle waves lap against the shore. The sky displays a gradient of colors from warm oranges to cool purples, reflected softly on the water's surface. The distant cliffs are outlined against the colorful horizon.

Home in North Fork

4.81 out of 5 average rating, 90 reviews

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!

An outdoor deck area is showcased, featuring brown wooden flooring and surrounded by lush greenery. Two umbrellas in vibrant colors provide shade over a dining area equipped with multiple chairs and a table. A grill is positioned on one side, enhancing outdoor cooking options.

Home in Hampton Bays

4.96 out of 5 average rating, 24 reviews

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.

A serene waterfront view captures a gradient sky transitioning from deep blue to vibrant orange and yellow at sunset. The calm water reflects these warm hues, while silhouettes of wooden structures outline the shoreline, offering a peaceful and picturesque setting.

Home in Amagansett

4.93 out of 5 average rating, 14 reviews

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

A bright living area is illuminated by natural light through large windows. A decorative black wall with a welcome message adds character. A comfortable seating arrangement and dining space is featured. Art pieces are displayed, enhancing the creative ambiance of the space.

Home in Montauk

4.98 out of 5 average rating, 102 reviews

6 minute walk to Ditch Plains Beach

IMPORTANT: From Memorial Day 2024 - Labor Day 2024: weekly (1 week/2 week/3 week rentals must start and end on Saturdays. Monthly rentals can start on the first of the month regardless of the day of the week. Great beach house close to Ditch Plains beach with 3 bedrooms and 2 bathrooms. 2 queen beds and 2 bunk beds, deck, barbecue, outside shower, huge yard, recreation room. Spend your days at the beach and grill at night. Wifi, tv, and outdoor fire pit.

Two wooden chairs are positioned on a well-manicured lawn, facing a stylish beach house with large windows. Lush greenery surrounds the area, providing a sense of privacy. The sky is partly cloudy, enhancing the tranquil ambiance of the outdoor space.

Home in Montauk

4.71 out of 5 average rating, 21 reviews

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.

The exterior of the beach house is presented, showcasing a dark blue façade complemented by a wooden deck. A white door is visible, flanked by two large windows that allow natural light. Surrounding greenery adds to the inviting entrance.

Home in Montauk

4.9 out of 5 average rating, 464 reviews

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.

Vacation rentals for every style

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Quaint homes, peaceful surroundings

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Stylish accommodations and amenities

Popular amenities for Amagansett beach house rentals

Free parking on premises

Air conditioning

Beachfront house rentals

A spacious outdoor pool area is surrounded by well-maintained landscaping. Lounge chairs are positioned neatly along the deck, with umbrellas providing shade. The clear water of the pool reflects the blue sky above, while a multi-story building is visible in the background.

Home in Hampton Bays

4.9 out of 5 average rating, 31 reviews

Close to Beach | With Pool | Hampton Bays

An expansive deck offers a view of the Great South Bay, with a mix of comfortable seating options, including lounge chairs and a sectional sofa. The area is complemented by manicured green grass and a wooden railing, providing a serene backdrop for outdoor relaxation.

Home in Shirley

4.98 out of 5 average rating, 200 reviews

Luxurious Waterfront Beach House On The Bay

Top guest favorite

A charming historic boathouse features a steeply pitched roof with shingle siding and decorative trim. A white picket fence surrounds the property, while blooming shrubs enhance the entrance. A balcony adorned with planters awaits above the front door, complementing the inviting facade.

Home in North Fork

4.98 out of 5 average rating, 101 reviews

Designer's Dream - Charming Boathouse

The open living area features high wooden ceilings and large glass windows, displaying views of the lake. A stone fireplace is positioned in the corner, while a dining table and chairs provide a communal seating space, enhancing the bright and airy atmosphere.

Home in Montauk

4.95 out of 5 average rating, 65 reviews

Waterfront Home with Private Beach

A well-maintained putting green is positioned in the front yard, surrounded by soft turf and bordered by gravel. Small flags are placed on the green, with nearby shrubs and trees adding to the outdoor landscape. The house is visible in the background.

Home in Shirley

4.97 out of 5 average rating, 121 reviews

Beach Waterview, 3 KING Beds, Golf Putting Green

A sunlit living area is furnished with a white sofa and two dark armchairs, arranged around a glass coffee table. Large windows with shades allow natural light to fill the space. A decorative chandelier hangs from the ceiling, adding a touch of elegance.

Home in North Fork

4.93 out of 5 average rating, 261 reviews

Dream Get Away

A striking sunset is captured over Bellport Bay, with vibrant hues of orange and pink reflecting on the water. Silhouettes of grasses frame the foreground, while a small wooden structure is visible, complementing the serene coastal view.

Home in Shirley

4.96 out of 5 average rating, 28 reviews

Sunset Cottage - Waterfront Getaway

A spacious deck is furnished with a wooden table surrounded by six white chairs, offering ample space for relaxation. Two large umbrellas provide shade, while a view of the calm water and distant horizon can be seen in the background.

Home in Shirley

4.98 out of 5 average rating, 65 reviews

Stunning sunset charming waterfront home 4 seasons

Beach house rentals with a pool

An aerial view captures a spacious ranch-style home surrounded by lush greenery. A heated pool is outlined by a protective fence, with two shaded pergolas nearby. The manicured lawn invites outdoor relaxation, and a playset is visible on the left side of the image.

Home in Hampton Bays

4.78 out of 5 average rating, 111 reviews

Private completely fenced in property. Near beach.

A vibrant backyard features a sparkling pool surrounded by lush greenery and flowering trees. A gracefully arching weeping tree adds character, while the well-maintained lawn provides space for relaxation and enjoyment. The serene setting invites leisure during warmer months.

Home in North Fork

4.94 out of 5 average rating, 34 reviews

Bailey House

A contemporary home is depicted with a clear blue pool in the foreground, surrounded by a spacious wooden deck. Lush greenery and autumn foliage frame the property, while sliding glass doors provide views of the interior.

Home in Hampton Bays

4.95 out of 5 average rating, 129 reviews

Peaceful Retreat in Immaculate Architect’s House

The backyard features a sparkling pool reflecting the surrounding trees, with a cozy wooden house visible in the background. Lounge chairs are positioned on the deck near a shaded gazebo, providing a comfortable space for relaxation.

Home in East Hampton

4.81 out of 5 average rating, 31 reviews

The Hummingbird House: E Hampton Beach House

A heated gunnite pool is featured, surrounded by lush greenery and tall trees. The pool area includes a deck with lounge seating, providing a relaxing space to enjoy the outdoors. Sunlight filters through the leaves, enhancing the natural setting.

Home in North Fork

4.92 out of 5 average rating, 38 reviews

Gorgeous home with saltwater pool. Steps to beach!

Top guest favorite

The backyard features a heated inground pool illuminated by soft lighting, surrounded by lush greenery. Two Adirondack chairs are positioned on the deck, inviting relaxation. The area is designed for comfort with wooden decking that complements the tranquil atmosphere.

Home in Hampton Bays

5 out of 5 average rating, 37 reviews

Scenic Stay in Sparkling Home, Heated Pool 6bds

An outdoor patio features multiple wooden lounge chairs arranged around a central fire pit. A gunite pool with clear water reflects the surrounding greenery. The main house, visible in the background, showcases a classic design with white siding and large windows.

Home in Sag Harbor

4.86 out of 5 average rating, 263 reviews

Exclusive Sag Harbor Compound

Top guest favorite

A spacious outdoor pool is surrounded by a stone patio, featuring a pink flamingo floatie. Aqua-colored lounge chairs are positioned nearby on a gravel surface, with greenery and trees framing the area for privacy.

Home in Hampton Bays

4.98 out of 5 average rating, 127 reviews

Beach House Feel - newly renovated backyard Oasis

Private beach house rentals

The exterior of a single-story home is set among lush greenery, featuring a varied facade with shingle and clapboard elements. Symmetrical landscaping includes neatly trimmed shrubs and a spacious lawn. A pathway leads to the front door, framed by tall trees providing natural shade.

Home in Shelter Island

4.89 out of 5 average rating, 27 reviews

Peaceful and Private 3 bedroom home in the woods

An airy living room features a modern design with a fireplace framed by light-colored walls. A circular coffee table is centered among a comfortable sofa and two armchairs. Natural light enters through multiple windows, highlighting the inviting atmosphere of the space.

Home in Sag Harbor

4.95 out of 5 average rating, 97 reviews

Sag village, 4 en-suite BRs, hot tub, beach 5 mins

Top guest favorite

A two-story house is set on a well-maintained lawn, featuring a paved driveway that leads to a garage. A pathway lined with shrubs directs attention to the inviting entrance with double doors, framed by decorative plants under a clear blue sky.

Home in North Fork

5 out of 5 average rating, 14 reviews

Peaceful Guesthouse

Top guest favorite

A blue bungalow exterior is shown, featuring a spacious deck with black railings and multiple glass doors. A picnic table is situated on the lawn, alongside a children's toy. Lush greenery surrounds the property, enhancing the setting.

Home in Montauk

5 out of 5 average rating, 21 reviews

Montauk beach house!

Top guest favorite

A spacious living area is presented with large windows allowing natural light to fill the space. A comfortable gray sofa is complemented by colorful cushions, and a round wooden coffee table rests on a patterned rug. Wooden beams add character to the ceiling.

Home in Montauk

5 out of 5 average rating, 14 reviews

Sun filled 2 BR with private beach access

A spacious living area features a white sectional sofa and leather armchairs, arranged to face large glass doors that provide views of the beach. Natural light fills the room, highlighting warm wood paneling and a cozy, inviting atmosphere. A dining table is visible in the background.

Home in North Fork

5 out of 5 average rating, 11 reviews

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV

Top guest favorite

A charming beach house is framed by lush greenery and a well-manicured lawn. The classic wooden structure features multiple gabled roofs and large windows, which offer a bright view of the outdoor seating area on the front porch, inviting relaxation in the natural surroundings.

Home in North Fork

5 out of 5 average rating, 11 reviews

Private Waterfront home with Dock!

A vibrant sunset is captured over calm waters, with hues of orange and pink reflecting on the surface. Fluffy clouds are scattered across the sky, adding depth to the serene atmosphere. The shoreline is visible in the foreground, gently meeting the water.

Home in East Hampton

4.82 out of 5 average rating, 34 reviews

3- Bedroom Home, Family Friendly, close to Montauk

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