Book Holiday Homes in Amagansett

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Featured Holiday Homes in Amagansett

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
Stay at this vacation home in Southampton. Enjoy laundry facilities and air conditioning. Popular attractions Cooper's Beach and The Hamptons Beaches are located ...
Charming Two-Story Retreat in Southampton Village walk to town, beach and train.
Sag Harbor Village Gem

Sag Harbor Village Gem

Sag Harbor
Stay at this vacation home in Sag Harbor. Enjoy free WiFi, laundry facilities, and patios. Popular attractions The Hamptons Beaches and Havens Beach are located ...
Sag Harbor Village Gem
Mid-Century Modern Beach House: Private Beach Access, Pool, and Chef’s Kitchen

Mid-Century Modern Beach House: Private Beach Access, Pool, and Chef’s Kitchen

East Hampton
Stay at this vacation home in East Hampton. Enjoy free WiFi, private pools, and a garden. Popular attractions Pollock-Krasner House and Study Center and Kaplan ...
Mid-Century Modern Beach House: Private Beach Access, Pool, and Chef’s Kitchen
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Perfect Mid-Century Private Waterfront East Hampton Retreat!

Perfect Mid-Century Private Waterfront East Hampton Retreat!

East Hampton
Book a stay at this beach vacation home in East Hampton. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Kaplan Meadows Sanctuary and Pollock-Krasner ...
Perfect Mid-Century Private Waterfront East Hampton Retreat!
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
Stay at this vacation home in Amagansett. Enjoy laundry facilities, in-room fireplaces, and air conditioning. Popular attractions Amagansett Beach and Atlantic ...
Walk to the beach from 4 Bedroom house in Amagansett - Private Beach Path Access
Driftwood Cottage by RoveTravel| 3BR Quiet Cottage

Driftwood Cottage by RoveTravel| 3BR Quiet Cottage

East Hampton
Stay at this vacation home in East Hampton. Enjoy private pools, a garden, and laundry facilities. Popular attractions East Hampton Village Nature Trail and ...
Driftwood Cottage by RoveTravel| 3BR Quiet Cottage
The Cooper-Burke House

The Cooper-Burke House

Sag Harbor
Stay at this vacation home in Sag Harbor. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions The Hamptons Beaches and Sag Harbor Marine Park ...
The Cooper-Burke House
Another rental season is coming up.

Another rental season is coming up.

Southold
Stay at this vacation home in Southold. Enjoy free WiFi, private pools, and a garden. Popular attractions The Old Field Vineyards and Sparkling Pointe are located ...
Another rental season is coming up.
Southampton Newly-renovated Home / Heated Pool!

Southampton Newly-renovated Home / Heated Pool!

Southampton
Book a stay at this business-friendly vacation home in Southampton. Enjoy private pools, a garden, and laundry facilities. Popular attractions Cooper's Beach ...
Southampton Newly-renovated Home / Heated Pool!
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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
1487 Holiday Homes
Lowest Price
NZ$895
Highest Price
NZ$2,625
Popular accommodation
Charming Two-Story Retreat in Southampton Village walk to town, beach and train., Sag Harbor Village Gem , Mid-Century Modern Beach House: Private Beach Access, Pool, and Chef’s Kitchen, Perfect Mid-Century Private Waterfront East Hampton Retreat! , Walk to the beach from 4 Bedroom house in Amagansett - Private Beach Path Access, Driftwood Cottage by RoveTravel| 3BR Quiet Cottage, The Cooper-Burke House, Another rental season is coming up., Southampton Newly-renovated Home / Heated Pool!

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$1,832 per night from 19 Aug to 20 Aug
NZ$1,832
19 Aug - 20 Aug
includes taxes & fees
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
Ocean Vista Resort

Ocean Vista Resort

2.5 out of 5
2136 Montauk Hwy, Amagansett, NY
Book a stay at this beach hotel in Amagansett. Enjoy free WiFi, free parking, and a private beach. Popular attractions Walking Dunes Trailhead and Hither Hills ...
Ocean 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 NZ$895 per night from 17 Aug to 18 Aug
NZ$895
17 Aug - 18 Aug
includes taxes & fees
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
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The Roundtree, Amagansett

The Roundtree, Amagansett

4.5 out of 5
273 Main Street, Amagansett, NY
The price is NZ$2,625 per night from 12 Aug to 13 Aug
NZ$2,625
12 Aug - 13 Aug
includes taxes & fees
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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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.