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Featured Holiday Homes in Amagansett

Bayfront 5 bedrooms family home. Panoramic sea view from all rooms

Bayfront 5 bedrooms family home. Panoramic sea view from all rooms

Hampton Bays NY
Stay at this holiday home in Hampton Bays. Enjoy free Wi-Fi, private pools and a fitness centre. Popular attractions Cooper's Beach and Meschutt Beach are located ...
Opens in a new windowBayfront 5 bedrooms family home. Panoramic sea view from all rooms
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 Cooper's Beach and Southampton Golf ...
Opens in a new windowDelightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
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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
The price is NZ$1,444 per night from 1 June to 2 June
NZ$1,444
1 June - 2 June
includes taxes & fees
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.
Vacation Getaway - Nature Retreat with Modern Comforts

Vacation Getaway - Nature Retreat with Modern Comforts

East Hampton NY
Stay at this holiday home in East Hampton. Enjoy laundry facilities and air conditioning. Popular attractions The Hamptons Beaches and LongHouse Reserve are ...
Opens in a new windowVacation Getaway - Nature Retreat with Modern Comforts
Driftwood Cottage by Rove Travel | Serene Cottage

Driftwood Cottage by Rove Travel | Serene Cottage

East Hampton NY
Stay at this holiday home in East Hampton. Enjoy private pools, a garden and laundry facilities. Popular attractions East Hampton Village Nature Trail and Wildlife ...
Opens in a new windowDriftwood Cottage by Rove Travel | Serene Cottage
Beautiful Private 4 BR, Heated Pool. Close to Everything!

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

East Hampton NY
Stay at this family-friendly holiday home in East Hampton. Enjoy private pools, a garden and laundry facilities. Popular attractions Three Mile Harbor and Pollock-Krasner ...
Opens in a new windowBeautiful Private 4 BR, Heated Pool. Close to Everything!
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

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 windowBlue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Minutes from the beach, brand new 3 bedroom

Minutes from the beach, brand new 3 bedroom

Southampton NY
The price is NZ$3,276 per night from 26 May to 27 May
NZ$3,276
26 May - 27 May
includes taxes & fees
Stay at this holiday home in Southampton. Enjoy laundry facilities and air conditioning. Popular attractions Cooper's Beach and The Hamptons Beaches are located ...
Opens in a new windowMinutes from the beach, brand new 3 bedroom
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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
1259 Holiday Homes
Lowest Price
NZ$331
Highest Price
NZ$3,276
Popular accommodation
Bayfront 5 bedrooms family home. Panoramic sea view from all rooms, The SandPiper , Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping, Charming Two-Story Retreat in Southampton Village walk to town, beach and train., Vacation Getaway - Nature Retreat with Modern Comforts, Driftwood Cottage by Rove Travel | Serene Cottage, Beautiful Private 4 BR, Heated Pool. Close to Everything!, Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office, Minutes from the beach, brand new 3 bedroom

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$410 per night from 26 May to 27 May
NZ$410
26 May - 27 May
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$424 per night from 25 May to 26 May
NZ$424
25 May - 26 May
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$2,028 per night from 1 June to 2 June
NZ$2,028
1 June - 2 June
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
The price is NZ$331 per night from 25 May to 26 May
NZ$331
25 May - 26 May
includes taxes & fees
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
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.

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