Book Holiday Homes in Amagansett

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Featured Holiday Homes in Amagansett

Enjoy Autumn with us.

Enjoy Autumn with us.

Southold
Located in Southold, this vacation home is by the sea, within a 5-minute drive of The Old Field Vineyards and Sparkling Pointe.
Enjoy Autumn with us.
Walk 2 Beach; Pool, Hot Tub, Fire Pit in Hither Hills; Private Setting, Sleep 10

Walk 2 Beach; Pool, Hot Tub, Fire Pit in Hither Hills; Private Setting, Sleep 10

Montauk
With a stay at this vacation home in Montauk, you'll be within a 15-minute drive of The Hamptons Beaches and Montauk Point.
Walk 2 Beach; Pool, Hot Tub, Fire Pit in Hither Hills; Private Setting, Sleep 10
Beautiful Private 4 BR, Heated Pool. Close to Everything.

Beautiful Private 4 BR, Heated Pool. Close to Everything.

East Hampton
With a stay at this vacation home in East Hampton, you'll be near the beach, within a 10-minute drive of The Hamptons Beaches and Three Mile Harbor.
Beautiful Private 4 BR, Heated Pool. Close to Everything.
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Village Fringe Available May 24th - October 31st. Family/Pet Friendly

Village Fringe Available May 24th - October 31st. Family/Pet Friendly

East Hampton
Located in East Hampton (East Hampton North), this vacation home is within a 5-minute drive of East Hampton Historical Society and Hither Hills State Park.
Village Fringe Available May 24th - October 31st. Family/Pet Friendly
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
Mid-Century Winter Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!

Mid-Century Winter Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!

East Hampton
With a stay at this vacation home, you'll be centrally located in East Hampton, within a 5-minute drive of The Hamptons Beaches and Three Mile Harbor.
Mid-Century Winter Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
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
When you stay at this vacation home in Montauk, you'll be on the beach, within a 15-minute drive of The Hamptons Beaches and Montauk Point.
Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready
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 10-minute drive of The Hamptons Beaches and Southampton Golf Range.
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
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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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
1112 Holiday Homes
Lowest Price
AU$263
Highest Price
AU$1,129
Popular accommodation
Enjoy Autumn with us., Walk 2 Beach; Pool, Hot Tub, Fire Pit in Hither Hills; Private Setting, Sleep 10, Beautiful Private 4 BR, Heated Pool. Close to Everything., Village Fringe Available May 24th - October 31st. Family/Pet Friendly, COZY COTTAGE WITH PRIVATE BEACH ACCESS IN THE DUNES - Half a block to the beach, Mid-Century Winter Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!, Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready, Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping, Unobstructed Ocean Views ! A Beautiful Montauk Getaway

Top trending hotels in Amagansett

Windward Shores Ocean Resort

Windward Shores Ocean Resort

3 out of 5
2062 Montauk Highway, PO Box 7031, Amagansett, NY
The price is AU$263 per night from 29 Jan to 30 Jan
AU$263
includes taxes & fees
29 Jan - 30 Jan
When you stay at Windward Shores Ocean Resort in Amagansett, you'll be on the beach, within a 15-minute walk of The Hamptons Beaches and Napeague State ...
Windward Shores Ocean Resort
Sea Crest Resort

Sea Crest Resort

2.5 out of 5
2166 Montauk Hwy, Amagansett, NY
The price is AU$395 per night from 25 Feb to 26 Feb
AU$395
includes taxes & fees
25 Feb - 26 Feb
When you stay at Sea Crest Resort in Amagansett, you'll be on the beach, within a 5-minute walk of The Hamptons Beaches and Hither Hills State Park.
Sea Crest Resort
The Roundtree, Amagansett

The Roundtree, Amagansett

4.5 out of 5
273 Main Street, Amagansett, NY
The price is AU$1,129 per night from 29 Jan to 30 Jan
AU$1,129
includes taxes & fees
29 Jan - 30 Jan
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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Montauk Manor

Montauk Manor

3.5 out of 5
236 Edgemere St., Montauk, NY
The price is AU$268 per night from 29 Jan to 30 Jan
AU$268
includes taxes & fees
29 Jan - 30 Jan
With a stay at Montauk Manor in Montauk, you'll be near the beach, within a 15-minute drive of Montauk Point and Shadmoor State Park.
Montauk Manor
Don't see what you're looking for?
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.