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Vacation rentals in Amagansett

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Top-rated vacation rentals in Amagansett

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Home in Sag Harbor

4.97 out of 5 average rating, 138 reviews

Relax into Coastal Life at a Sun-Drenched Sag Harbor Home

Take a bike ride to Havens Beach and feel the sand in your toes. Walk to explore the shops, restaurants and bars on the quaint Main Street of Sag Harbor. Repair to your sun drenched home away from home to enjoy a relaxed meal alfresco on the deck. Unwind under the umbrellas on the expansive deck surveying the private fenced in backyard. Take in all the amenities of a newly renovated home situated in the Hampton - recent updates include a furnished basement, ping pong table, smart TVs and sound system. Extra touches include beach towels, beach chairs, bikes, cooler, games and more. This beautifully renovated 3 BR, 2 Bath home is situated on a quiet street, with a fenced half acre yard. It is located less than a mile to the shops, bars and restaurants of Main Street and the Hampton Jitney stop with service to NYC. The open floor plan boasts an abundance of natural light with 4 skylights and large windows to bring the outdoors in. Brand new appliances, custom kitchen cabinets, large center island with bar stools are perfect for hosting friends & family. Central AC/forced air heating controlled by the Nest ensure your complete comfort. The master BR features a king bed and ensuite Bath with custom tile shower. The guest BRs have a queen bed and full bed respectively and share the hall bathroom with tub/shower. The large deck runs the length of the home and is perfect for al fresco dining & entertaining. Totally furnished with everything you need to enjoy yourself from the second you enter the home! We have four brand new adult bikes, helmets and locks for your enjoyment. Explore the village, bike to the beach or get some exercise while you're here. If you prefer to stay in, you'll find a games console / DVD player in the front room with a good selection of games and movies. Additionally, we provide 4 beach chairs, beach towels and a small cooler for your use. Enjoy! Guests have access to the entire house, backyard, deck, garage and driveway parking. We can be reached via cell or email and are very responsive. We will also have a friend who is local to the area who will be able to assist with any issues. Sag Harbor is the coolest, most authentic town in the Hamptons. Home to household names, the town retains its small-town charm and rustic maritime vibe. Browse the artsy, eclectic stores and strike up conversations in the coffee shops and local bars. Sag Harbor is a quaint, walkable town on the wharf with great restaurants and bars. The house is located less than a mile's walk into the main street. Beaches are accessible via bike or car. The Jitney stop from Manhattan is located on Main Street less than a mile from the house. There are taxis in the area available via phone for pick up. We provide four adult bikes, helmets and locks for your use.

Place to stay in Amagansett

4.96 out of 5 average rating, 105 reviews

Walk-To-The-Beach House In The Dunes

This south-of-the highway artist retreat is just three minutes by foot to the ocean. Up to 4 bedrooms + a queen sleeping loft, 2 full en site indoor bathrooms, one half off common room, 3 outdoor showers and changing areas, downstairs 1000sqft workshop, new central AC, multi-room hi-fi, x2 two-person soaking hottubs. Fireplace, pellet, propane and charcoal grills, fiberoptic internet at blazing 500mbps! Only 6 mins to Montauk or Amagansett. Short walk to jitney stop. Weekly minimums in summer!

Home in East Hampton

4.95 out of 5 average rating, 224 reviews

Private beach Historical House with large property

Entire three-story house. 3 large bedrooms and 3 FULL BATHROOMS on a very private, 2+acre wood lot on the bay in Historical East Hampton with private beach access. Fully renovated in 2018 with modern amenities while preserving the original charm. A/C and heating. Private upper floor with bedroom + sitting area for office and extra sleeping. Modern kitchen with island that opens to living room with fireplace. Walk through the secluded backyard to enjoy the amazing sunsets. Ideal for fishing.

Condo in Montauk

5 out of 5 average rating, 209 reviews

Montauk Waterfront Condo w/ Sunset Views

Modern 1 Bedroom Condo in gated community (Rough Riders) with sunset views from beautiful deck. The community has multiple tennis courts, pool, jacuzzi, and sauna (pool area only open Late May - early October). The property is great for walks along the boardwalk and many guests enjoy fishing and swimming off the pier. The unit is less than a 5 minute car / Uber ride to town and a short 5-10 minute walk to Navy Beach and Duryea's. Strong wifi in unit, Smart TV ( Netflix, etc, - no cable)

Home in East Hampton

4.95 out of 5 average rating, 406 reviews

Silver House: 3BR Home with Private Beach Access

Located on a half-acre property surrounded by tall oak trees, this three-bedroom, two-bathroom home is the perfect getaway. The house is part of the Clearwater Beach community with private beach access. The recently renovated kitchen and bathrooms are modern and minimal. Natural light floods the space throughout the entire house. Here is your perfect getaway from the chaos of city life The fireplace is NOT available for guest use. Early check-in and check-out are NOT available in season

Home in East Hampton

4.97 out of 5 average rating, 133 reviews

East Hampton (walking distance to village)

Relax by the hot tub and fire pit with local wines or walk to the village for shopping and dining. House is just a few blocks from Serafina and the famous Nick and Toni’s. Complimentary cruiser bikes included to get around town. IGA supermarket is around the corner and gas grill is on site and ready to use. The house is also walking distance to the train station if your coming from Manhattan. The second bedroom features a Murphy Bed that folds out of the wall and over the couch pictured.

Home in East Hampton

4.93 out of 5 average rating, 139 reviews

Heated pool, games room, near beach, kid-friendly

Contemporary 4-bed + 4 1/2 bath home sitting on a park-like acre of gardens. Swim in the large pool (open 04/19 - additional charge for heating - see below), relax in a hammock or bbq on the deck. Play ping-pong, darts, pool, or take a 15 minute walk to Cedar Point bay beach where you can use my paddle board. Or drive to the famous Atlantic beaches and visit picturesque Sag Harbor, Montauk. Reduced cleaning fee for small groups. RentReg 22-1590 Local taxes included

Home in Sag Harbor

4.85 out of 5 average rating, 258 reviews

Exclusive Sag Harbor Compound

A private country compound in heart of Sag Harbor. House just gut renovated with all top of line (all Wolf and Subzero appliances). The main house is 3 bedrooms, 3.5 bath main house PLUS separate large guest cottage (with a King bed, bar fridge, and full bathroom). Gunite pool (i.e., salt chlorinated which makes it feels like clean freshwater). Walk to town, bay beach, public tennis courts, 1000 acre nature preserve.

Home in Montauk

4.9 out of 5 average rating, 436 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.

Cottage in East Hampton

4.9 out of 5 average rating, 135 reviews

East Hampton Fisherman’s Cottage with Secret Room

This renovated cottage is conveniently located just a few minutes from East Hampton Village and is walking distance to Three Mile Harbor. This light filled home features wood flooring throughout, inviting living room with vaulted ceiling, an updated kitchen, two bathrooms (one with a secret entrance!) and a side yard with a brick patio, outdoor shower and hammock.

Guest suite in North Fork

4.88 out of 5 average rating, 636 reviews

Walk to Vineyards, Beaches, Farms & Town

Private bungalow with a separate entrance in a historical tudor home. Spacious bedroom with king-sized bed, kitchenette and bathroom. Two bikes, cable TV, internet, AC, beach towels, parking, snacks, coffee and water all provided. Walking distance to the beach, restaurants, shops, vineyards, grocery, farms and fish market. Jitney stop is one block away!

Cottage in East Hampton

4.97 out of 5 average rating, 304 reviews

Carriage House - Cottage in East Hampton Village

Darling cottage in East Hampton Village. Situated in a historic picturesque tree-canopied neighborhood. Easy stroll to Newtown Lane and Main Street shops. (1/2 mile). Classic atmosphere. Very comfortable, bright, and clean. A perfect place from which to enjoy East Hampton and the surrounding area. Fully renovated (2019).

Vacation rentals for every style

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Cottages

Quaint homes, peaceful surroundings

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Popular amenities for Amagansett vacation rentals

Free parking on premises

Air conditioning

Stay near Amagansett's top sights

The Stephen Talkhouse136 locals recommend

La Fondita62 locals recommend

Indian Wells Beach61 locals recommend

Jack’s Stir Brew Coffee61 locals recommend

Rowdy Hall56 locals recommend

Atlantic Avenue Beach52 locals recommend

Other great vacation rentals in Amagansett

Villa in East Hampton

4.99 out of 5 average rating, 76 reviews

East Hampton Village Fringe, Renovated with Pool

Home in Amagansett

5 out of 5 average rating, 12 reviews

Amagansett walk-to-the-bay Beach House

Home in Montauk

5 out of 5 average rating, 29 reviews

House on Napeague Harbor, Amagansett

Cottage in East Hampton

5 out of 5 average rating, 42 reviews

Storybook Cottage Seconds to East Hampton Village

Cottage in East Hampton

5 out of 5 average rating, 37 reviews

Chic cottage on lush, secluded acre by the beach.

Home in East Hampton

5 out of 5 average rating, 12 reviews

Enchanted Story Book Home

Home in East Hampton

5 out of 5 average rating, 33 reviews

Stunning Central E. Hampton Home w/ gunite pool.

Cottage in East Hampton

5 out of 5 average rating, 6 reviews

Charming Cottage in East Hampton

Quick stats about vacation rentals in Amagansett

Total rentals
290 properties
Nightly prices starting at
$140 before taxes and fees
Total number of reviews
3.9K reviews
Family-friendly rentals
240 properties are a good fit for families
Pet-friendly rentals
110 properties allow pets
Rentals with a pool
180 properties have a pool

Frequently Asked Questions

Do house rentals in Amagansett have air conditioning?
Absolutely! We offer over 220 house rentals with air conditioning in Amagansett. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Amagansett have a bbq area?
Absolutely! We offer over 110 house rentals with a bbq area in Amagansett. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Amagansett have a gym?
Absolutely! We offer over 50 house rentals with a gym in Amagansett. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Amagansett?
Four-legged friends are welcome in Amagansett. Choose from more than 110 vacation rentals for guests traveling with pets.
Are there family-friendly vacation rentals in Amagansett?
Amagansett has more than 240 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there vacation rentals with a dedicated workspace in Amagansett?
Yes! Work meets play with ease at over 160 vacation rentals in Amagansett featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Amagansett vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 180 vacation homes with pools in Amagansett, available on Airbnb. Make a splash and soak up the sun in style!
What are the most popular amenities for Hotel Rentals in Amagansett?
Enhance your stay in our Hotel Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
How much does it cost to stay in house rentals in Amagansett?
Experience the best of Amagansett with our house rentals, starting at about $150 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do hotel rentals in Amagansett have wifi?
Absolutely! We offer over 10 hotel rentals with wifi in Amagansett. Enjoy a tailored experience with all the comforts you desire.

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