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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$807 per night from 17 Aug to 18 Aug
AU$807
17 Aug - 18 Aug
includes taxes & fees
With a stay at this vacation home in Bridgehampton, you'll be within a 10-minute drive of The Hamptons Beaches and South Fork Natural History Museum and Nature ...
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day

NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day

4 out of 5
Peconic
When you stay at this vacation home in Peconic, you'll be near the beach, within a 5-minute drive of Sannino's Bella Vita Vineyard and Goldsmith's Inlet ...
NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day
Stunning Hampton Holiday Family Fantasy for your Team

Stunning Hampton Holiday Family Fantasy for your Team

East Hampton
With a stay at this vacation home in East Hampton, you'll be by the sea, within a 5-minute drive of The Hamptons Beaches and The Jewish Center of the ...
Stunning Hampton Holiday Family Fantasy for your Team
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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 10-minute walk of The Hamptons Beaches and Amagansett Beach.
Walk to the beach from 4 Bedroom house in Amagansett - Private Beach Path Access
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Southampton
Located in Southampton, this vacation home is within a 15-minute drive of The Hamptons Beaches and Cooper's Beach.
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
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, a 1-minute drive from The Hamptons Beaches and 12 minutes from Montauk Point.
Cozy sun drenched beach cottage private beach, walk to town, hot tub
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 15-minute walk of 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
Located in Southold, this vacation home is by the sea, within a 5-minute drive of The Old Field Vineyards and Sparkling Pointe.
Another rental season is coming up.
Walk to town, Bike to beach, Private pool oasis !

Walk to town, Bike to beach, Private pool oasis !

East Hampton
With a stay at this vacation home in East Hampton (East Hampton North), you'll be within a 5-minute drive of The Hamptons Beaches and Old Hook Mill.
Walk to town, Bike to beach, Private pool oasis !
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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
AU$370
Highest Price
AU$2,007
Popular accommodation
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor , NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day, Stunning Hampton Holiday Family Fantasy for your Team , Walk to the beach from 4 Bedroom house in Amagansett - Private Beach Path Access, Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping, Cozy sun drenched beach cottage private beach, walk to town, hot tub, The Cooper-Burke House, Another rental season is coming up., Walk to town, Bike to beach, Private pool oasis !

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$516 per night from 8 Sept to 9 Sept
AU$516
8 Sept - 9 Sept
includes taxes & fees
When you stay at Sea Crest Resort in Amagansett, you'll be on the beach, within a 5-minute walk of The Hamptons Beaches and Hither Hills State Park.
Sea 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, and a 4-minute walk from The Hamptons Beaches and 8 minutes by foot from Napeague ...
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 AU$370 per night from 2 Sept to 3 Sept
AU$370
2 Sept - 3 Sept
includes taxes & fees
When you stay at Windward Shores Ocean Resort in Amagansett, you'll be on the beach, within a 15-minute walk of The Hamptons Beaches and Napeague State ...
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 AU$2,007 per night from 2 Sept to 3 Sept
AU$2,007
2 Sept - 3 Sept
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.
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.