Book Holiday Homes in Amagansett

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Featured Holiday Homes in Amagansett

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$628 per night from 1 Oct to 2 Oct
AU$628
1 Oct - 2 Oct
includes taxes & fees
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 ...
Opens in a new windowCozy Bungalow Available Nearby Bridgehampton and Sag Harbor
Out Door Theater Fire Pit Bocce court-  WATCH VIDEO!!!

Out Door Theater Fire Pit 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 LongHouse Reserve and The Jewish Center of the ...
Opens in a new windowOut Door Theater Fire Pit Bocce court- WATCH VIDEO!!!
Cozy sun drenched beach cottage private beach, walk to town, hot tub

Cozy sun drenched beach cottage private beach, walk to town, hot tub

Montauk
With a stay at this vacation home, you'll be centrally located in Montauk, within a 15-minute drive of Montauk Point and Second House Museum.
Opens in a new windowCozy sun drenched beach cottage private beach, walk to town, hot tub
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The SandPiper

The SandPiper

Greenport,
With a stay at this vacation home in Greenport (Pipes Cove), you'll be steps from Railroad Museum of Long Island and 3 minutes by foot from East End Seaport ...
Opens in a new windowThe SandPiper
Sea Breeze Paradise: Beachfront & Panoramic Views

Sea Breeze Paradise: Beachfront & Panoramic Views

North Fork
When you stay at this vacation home in Southold, you'll be on the waterfront, within a 5-minute drive of Horton Point Park and Sparkling Pointe.
Opens in a new windowSea Breeze Paradise: Beachfront & Panoramic Views
The Cooper-Burke House

The Cooper-Burke House

Sag Harbor
A stay at this vacation home places you in the heart of Sag Harbor, within a 5-minute walk of BookHampton and Sag Harbor Marine Park.
Opens in a new windowThe Cooper-Burke House
Walk to the beach from 4 Bedroom house in Amagansett - Private Beach Path Access

Walk to the beach from 4 Bedroom house in Amagansett - Private Beach Path Access

Amagansett
With a stay at this vacation home in Amagansett (Beach Hampton), you'll be within a 5-minute drive of Amagansett Beach and Napeague State Park.
Opens in a new windowWalk to the beach from 4 Bedroom house in Amagansett - Private Beach Path Access
Another rental season is coming up.

Another rental season is coming up.

Southold
Located in Southold, this vacation home is by the sea, within a 5-minute drive of The Old Field Vineyards and Sparkling Pointe.
Opens in a new windowAnother rental season is coming up.
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 15-minute drive of Cooper's Beach and Southampton Golf Range.
Opens in a new windowDelightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
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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
1383 Holiday Homes
Lowest Price
AU$263
Highest Price
AU$1,091
Popular accommodation
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor , Out Door Theater Fire Pit Bocce court- WATCH VIDEO!!!, Cozy sun drenched beach cottage private beach, walk to town, hot tub, The SandPiper , Sea Breeze Paradise: Beachfront & Panoramic Views, The Cooper-Burke House, Walk to the beach from 4 Bedroom house in Amagansett - Private Beach Path Access, Another rental season is coming up., Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

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$333 per night from 20 Oct to 21 Oct
AU$333
20 Oct - 21 Oct
includes taxes & fees
With a stay at Sea Crest Resort in Amagansett, you'll be on the beach, just a 3-minute walk from Hither Hills State Park and 10 minutes by foot from Napeague ...
Opens in a new windowSea Crest Resort
Ocean Vista Resort

Ocean Vista Resort

2.5 out of 5
2136 Montauk Hwy, Amagansett, NY
When you stay at Ocean Vista Resort in Amagansett, you'll be on the beach, within a 15-minute walk of Napeague State Park and Hither Hills State Park.
Opens in a new windowOcean Vista 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$263 per night from 19 Oct to 20 Oct
AU$263
19 Oct - 20 Oct
includes taxes & fees
With a stay at Windward Shores Ocean Resort in Amagansett, you'll be on the beach, just steps from Napeague State Park and a 2-minute drive from Hither Hills ...
Opens in a new windowWindward Shores Ocean Resort
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The Roundtree, Amagansett

The Roundtree, Amagansett

4.5 out of 5
273 Main Street, Amagansett, NY
The price is AU$1,091 per night from 1 Oct to 2 Oct
AU$1,091
1 Oct - 2 Oct
includes taxes & fees
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.
Opens in a new windowThe Roundtree, 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.