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Featured Holiday Homes in Amagansett

Unobstructed Ocean Views ! A Beautiful Montauk Getaway

Unobstructed Ocean Views ! A Beautiful Montauk Getaway

Montauk NY
Stay at this beach holiday home in Montauk. Enjoy a beach locale, a garden and laundry facilities. Popular attractions Second House Museum and Kirk Park Beach ...
Opens in a new windowUnobstructed Ocean Views ! A Beautiful Montauk Getaway
The SandPiper

The SandPiper

Greenport, NY
Stay at this holiday home in Greenport. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Railroad Museum of Long Island and East End Seaport ...
Opens in a new windowThe SandPiper
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Southampton NY
Stay at this family-friendly holiday home in Southampton. Enjoy free Wi-Fi, private pools and a garden. Popular attractions Southampton Golf Range and Sebonack ...
Opens in a new windowDelightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
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Beachy Chic South of the Hwy in SH Village just 3blks to shops, food and fun!!!🏖️

Beachy Chic South of the Hwy in SH Village just 3blks to shops, food and fun!!!🏖️

Southampton NY
Stay at this holiday home in Southampton. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions The Hamptons Beaches and North Main Street Historic ...
Opens in a new windowBeachy Chic South of the Hwy in SH Village just 3blks to shops, food and fun!!!🏖️
Serene Hamptons Retreat with Pool, Bocce Court & Private Beach Access

Serene Hamptons Retreat with Pool, Bocce Court & Private Beach Access

East Hampton NY
Stay at this holiday home in East Hampton. Enjoy a fitness centre, a garden and laundry facilities. Popular attractions Kaplan Meadows Sanctuary and Pollock-Krasner ...
Opens in a new windowSerene Hamptons Retreat with Pool, Bocce Court & Private Beach Access
Aqua Vista

Aqua Vista

Greenport, NY
Stay at this holiday home in Greenport. Enjoy free Wi-Fi, laundry facilities and balconies. Popular attractions Railroad Museum of Long Island and East End Seaport ...
Opens in a new windowAqua Vista
1820 Whaling Captain's Home - A walk to a coffee or cocktail!

1820 Whaling Captain's Home - A walk to a coffee or cocktail!

Greenport NY
Stay at this holiday home in Greenport. Enjoy a garden, laundry facilities and patios. Popular attractions Greenport Harbor Brewing Company and Greenport Farmers' ...
Opens in a new window1820 Whaling Captain's Home - A walk to a coffee or cocktail!
Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready

Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready

Montauk NY
Stay at this beach holiday home in Montauk. Enjoy free Wi-Fi, private pools and a beach locale. Popular attractions Second House Museum and Kirk Park Beach are ...
Opens in a new windowHither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready
Charming Two-Story Retreat in Southampton Village walk to town, beach and train.

Charming Two-Story Retreat in Southampton Village walk to town, beach and train.

Southampton NY
Stay at this holiday home in Southampton. Enjoy laundry facilities, patios and air conditioning. Popular attractions Cooper's Beach and The Hamptons Beaches ...
Opens in a new windowCharming Two-Story Retreat in Southampton Village walk to town, beach and train.
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Amagansett Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Amagansett vacation homes are the perfect way for you to wing it.

Holiday houses in Amagansett let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Amagansett in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Amagansett adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Amagansett with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Amagansett vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Amagansett Holiday Homes essential information

Accommodation
1340 Holiday Homes
Lowest Price
NZ$320
Highest Price
NZ$1,449
Popular accommodation
Unobstructed Ocean Views ! A Beautiful Montauk Getaway , The SandPiper , Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping, Beachy Chic South of the Hwy in SH Village just 3blks to shops, food and fun!!!🏖️, Serene Hamptons Retreat with Pool, Bocce Court & Private Beach Access, Aqua Vista , 1820 Whaling Captain's Home - A walk to a coffee or cocktail!, Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready, Charming Two-Story Retreat in Southampton Village walk to town, beach and train.

Top trending hotels in Amagansett

Sea Crest Resort

Sea Crest Resort

2.5 out of 5
2166 Montauk Hwy Amagansett NY
The price is NZ$320 per night from 23 Apr to 24 Apr
NZ$320
23 Apr - 24 Apr
includes taxes & fees
Stay at this beach hotel in Amagansett. Enjoy free Wi-Fi, a beach locale and a fitness centre. Popular attractions Walking Dunes Trailhead and Hither Hills State ...
Opens in a new windowSea Crest Resort
Windward Shores Ocean Resort

Windward Shores Ocean Resort

3 out of 5
2062 Montauk Highway Amagansett NY
The price is NZ$342 per night from 7 Apr to 8 Apr
NZ$342
7 Apr - 8 Apr
includes taxes & fees
Stay at this beach aparthotel in Amagansett. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff and the clean rooms in their ...
Opens in a new windowWindward Shores Ocean Resort
The Roundtree, Amagansett

The Roundtree, Amagansett

4.5 out of 5
273 Main Street Amagansett NY
The price is NZ$1,449 per night from 28 Apr to 29 Apr
NZ$1,449
28 Apr - 29 Apr
includes taxes & fees
Stay at this luxury hotel in Amagansett. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Amagansett Square and Amelia Cottage Museum are ...
Opens in a new windowThe Roundtree, Amagansett
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Ocean Vista Resort

Ocean Vista Resort

2.5 out of 5
2136 Montauk Hwy Amagansett NY
Stay at this beach hotel in Amagansett. Enjoy free Wi-Fi, free parking and a private beach. Popular attractions Walking Dunes Trailhead and Hither Hills State ...
Opens in a new windowOcean Vista Resort
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See all available properties in Amagansett
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.