Book Holiday Homes in Amagansett

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Featured Holiday Homes in Amagansett

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

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

Southampton
With a stay at this vacation home in Southampton, you'll be within a 5-minute drive of Southampton Golf Range and North Main Street Historic District.
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court-  WATCH VIDEO!!!

Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court- WATCH VIDEO!!!

East Hampton
When you stay at this vacation home in East Hampton, you'll be next to a golf course, within a 5-minute drive of Guild Hall and LongHouse Reserve.
Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court- WATCH VIDEO!!!
Unobstructed Ocean Views ! A Beautiful Montauk Getaway

Unobstructed Ocean Views ! A Beautiful Montauk Getaway

Montauk
With a stay at this vacation home in Montauk, you'll be on the beach, just a 1-minute walk from The Hamptons Beaches and 10 minutes by foot from Second House ...
Unobstructed Ocean Views ! A Beautiful Montauk Getaway
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Northfork Townhouse- walk to all/ newly renovated

Northfork Townhouse- walk to all/ newly renovated

Greenport
When you stay at this vacation home in Greenport, you'll be near the beach, within a 10-minute walk of Greenport Farmers' Market and Railroad Museum of Long ...
Northfork Townhouse- walk to all/ newly renovated
COZY COTTAGE WITH PRIVATE BEACH ACCESS IN THE DUNES - Half a block to the beach

COZY COTTAGE WITH PRIVATE BEACH ACCESS IN THE DUNES - Half a block to the beach

Amagansett
With a stay at this vacation home in Amagansett (Beach Hampton), you'll be steps from The Hamptons Beaches and 14 minutes by foot from Amagansett Beach.
COZY COTTAGE WITH PRIVATE BEACH ACCESS IN THE DUNES - Half a block to the beach
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

2.5 out of 5
Bridgehampton
The price is AU$601 per night from 1 Dec to 2 Dec
AU$601
includes taxes & fees
1 Dec - 2 Dec
With a stay at this vacation home in Bridgehampton, you'll be within a 15-minute walk of Children's Museum of The East End and South Fork Natural History Museum ...
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
Sagaponack, Hamptons Designer Luxury, Tennis Court and 8 Bedrooms

Sagaponack, Hamptons Designer Luxury, Tennis Court and 8 Bedrooms

Sagaponack
Located in Sagaponack, this vacation home is in a rural location, within a 5-minute drive of SagPond Vineyards and Wolffer Estates Vineyard.
Sagaponack, Hamptons Designer Luxury, Tennis Court and 8 Bedrooms
PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH

PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH

East Hampton
A stay at this vacation home places you in the heart of East Hampton, a 3-minute drive from Pollock-Krasner House and Study Center and 7 minutes from Leiber ...
PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH
Welcome to the J Luxury Southampton Estate w/Pool

Welcome to the J Luxury Southampton Estate w/Pool

Southampton
Located in Southampton, this vacation home is within a 5-minute drive of Shinnecock Nation Cultural Center and Museum and Shinnecock Hills Golf Course.
Welcome to the J Luxury Southampton Estate w/Pool
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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
1132 Holiday Homes
Lowest Price
AU$255
Highest Price
AU$1,095
Popular accommodation
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping, Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court- WATCH VIDEO!!!, Unobstructed Ocean Views ! A Beautiful Montauk Getaway , Northfork Townhouse- walk to all/ newly renovated, COZY COTTAGE WITH PRIVATE BEACH ACCESS IN THE DUNES - Half a block to the beach, Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor , Sagaponack, Hamptons Designer Luxury, Tennis Court and 8 Bedrooms, PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH, Welcome to the J Luxury Southampton Estate w/Pool

Top trending hotels in Amagansett

Sea Crest Resort

Sea Crest Resort

2.5 out of 5
2166 Montauk Hwy, Amagansett, NY
The price is AU$373 per night from 23 Dec to 24 Dec
AU$373
includes taxes & fees
23 Dec - 24 Dec
Located in Amagansett, Sea Crest Resort is on the beach, within a 5-minute walk of The Hamptons Beaches and Hither Hills State Park.
Sea Crest Resort
Windward Shores Ocean Resort

Windward Shores Ocean Resort

3 out of 5
2062 Montauk Highway, PO Box 7031, Amagansett, NY
The price is AU$255 per night from 5 Dec to 6 Dec
AU$255
includes taxes & fees
5 Dec - 6 Dec
With a stay at Windward Shores Ocean Resort in Amagansett, you'll be on the beach, just a 1-minute walk from Napeague State Park and 11 minutes by foot from ...
Windward Shores Ocean Resort
The Roundtree, Amagansett

The Roundtree, Amagansett

4.5 out of 5
273 Main Street, Amagansett, NY
The price is AU$1,095 per night from 1 Dec to 2 Dec
AU$1,095
includes taxes & fees
1 Dec - 2 Dec
With a stay at The Roundtree, Amagansett in Amagansett (Amagansett North), you'll be within a 5-minute drive of Amagansett Square and Indian Wells Beach.
The Roundtree, Amagansett
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Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway, Montauk, NY
The price is AU$550 per night from 5 Dec to 6 Dec
AU$550
includes taxes & fees
5 Dec - 6 Dec
Located in Montauk, Gurney's Montauk Resort & Seawater Spa is by the ocean, a 3-minute drive from Hither Hills State Park and 7 minutes from Shadmoor State ...
Gurney's Montauk Resort & Seawater Spa
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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.

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^Subject to availability and chosen travel dates.