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Featured Holiday Homes in Amagansett

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
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
Exquisite New Hampton Home in a Perfect Location

Exquisite New Hampton Home in a Perfect Location

East Hampton
Stay at this vacation home in East Hampton. Enjoy private pools, a fitness center, and a garden. Popular attractions Three Mile Harbor and LongHouse Reserve ...
Exquisite New Hampton Home in a Perfect Location
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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
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
Center of Town - Ideal for Beach, Golf & Tennis

Center of Town - Ideal for Beach, Golf & Tennis

Montauk
Book a stay at this golf vacation home in Montauk. Enjoy free WiFi, a garden, and patios. Popular attractions Montauk Downs State Park Golf Course and Montauk ...
Center of Town - Ideal for Beach, Golf & Tennis
Cozy Seaside Cottage

Cozy Seaside Cottage

New Suffolk
Stay at this vacation home in New Suffolk. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Castello di Borghese / Hargrave Vineyard ...
Cozy Seaside Cottage
East Hampton Luxury: Heated Pool, Hot Tub & Expansive Yard with 6 Bedrooms

East Hampton Luxury: Heated Pool, Hot Tub & Expansive Yard with 6 Bedrooms

East Hampton
Book a stay at this family-friendly vacation home in East Hampton. Enjoy free WiFi, private pools, and private spa tubs. Popular attractions East Hampton Historical ...
East Hampton Luxury: Heated Pool, Hot Tub & Expansive Yard with 6 Bedrooms
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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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
NZ$293
Highest Price
NZ$1,261
Popular accommodation
Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready, Unobstructed Ocean Views ! A Beautiful Montauk Getaway , Exquisite New Hampton Home in a Perfect Location, COZY COTTAGE WITH PRIVATE BEACH ACCESS IN THE DUNES - Half a block to the beach, Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping, Center of Town - Ideal for Beach, Golf & Tennis, Cozy Seaside Cottage, East Hampton Luxury: Heated Pool, Hot Tub & Expansive Yard with 6 Bedrooms, Beautiful Private 4 BR, Heated Pool. Close to Everything.

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$293 per night from 5 Jan to 6 Jan
NZ$293
includes taxes & fees
5 Jan - 6 Jan 2025
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
The price is NZ$473 per night from 26 Dec to 27 Dec
NZ$473
includes taxes & fees
26 Dec - 27 Dec
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$1,261 per night from 26 Dec to 27 Dec
NZ$1,261
includes taxes & fees
26 Dec - 27 Dec
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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Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway, Montauk, NY
Stay at this 4-star beach resort in Montauk. Enjoy an outdoor pool, a full-service spa, and 2 restaurants. Our guests praise the room service in our reviews. ...
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.