Book Holiday Homes in Amagansett

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Featured Holiday Homes in Amagansett

Enjoy Autumn with us.

Enjoy Autumn with us.

Southold
Stay at this vacation home in Southold. Enjoy free WiFi, a garden, and patios. Popular attractions The Old Field Vineyards and Sparkling Pointe are located ...
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
Stay at this vacation home in Montauk. Enjoy free WiFi, private pools, and a garden. Popular attractions Second House Museum and Kirk Park Beach are located ...
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
Book a stay at this family-friendly vacation home in East Hampton. Enjoy private pools, a garden, and patios. Popular attractions Three Mile Harbor and Pollock-Krasner ...
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
Stay at this vacation home in East Hampton. Enjoy private pools, a fitness center, and a garden. Popular attractions East Hampton Historical Society and Hither ...
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
Stay at this vacation home in Amagansett. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Amagansett Beach and Atlantic Avenue Beach ...
COZY COTTAGE WITH PRIVATE BEACH ACCESS IN THE DUNES - Half a block to the beach
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
Book a stay at this beach vacation home in Montauk. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Second House Museum and Kirk Park ...
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
Stay at this vacation home in Southampton. Enjoy free WiFi, private pools, and a garden. Popular attractions Southampton Golf Range and Shinnecock Hills Golf ...
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
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
Book a stay at this beach vacation home in East Hampton. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Pollock-Krasner House and Study ...
Mid-Century Winter Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
Unobstructed Ocean Views ! A Beautiful Montauk Getaway

Unobstructed Ocean Views ! A Beautiful Montauk Getaway

Montauk
Book a stay at this beach vacation home in Montauk. Enjoy a beach locale, a garden, and patios. Popular attractions Second House Museum and Kirk Park Beach are ...
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
1108 Holiday Homes
Lowest Price
NZ$300
Highest Price
NZ$1,451
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, Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready, Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping, Mid-Century Winter Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!, 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 NZ$300 per night from 20 Mar to 21 Mar
NZ$300
includes taxes & fees
20 Mar - 21 Mar
Stay at this 3-star beach aparthotel in Amagansett. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
Windward Shores Ocean Resort
Sea Crest Resort

Sea Crest Resort

2.5 out of 5
2166 Montauk Hwy, Amagansett, NY
Book a stay at this beach hotel in Amagansett. Enjoy free WiFi, a beach locale, and a fitness center. Popular attractions Walking Dunes Trailhead and Hither ...
Sea Crest Resort
The Roundtree, Amagansett

The Roundtree, Amagansett

4.5 out of 5
273 Main Street, Amagansett, NY
The price is NZ$1,451 per night from 9 Mar to 10 Mar
NZ$1,451
includes taxes & fees
9 Mar - 10 Mar
Stay at this 4.5-star luxury hotel in Amagansett. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Amagansett Square and Amelia Cottage ...
The Roundtree, Amagansett
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Cozy Hamptons Beach House 1 Block from the Beach!

Cozy Hamptons Beach House 1 Block from the Beach!

Montauk
Stay at this vacation home in Amagansett. Enjoy air conditioning. Popular attractions Napeague State Park and Walking Dunes Trailhead are located nearby.
Cozy Hamptons Beach House 1 Block from the Beach!
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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.