Amagansett, New York

Vacation Rentals in Amagansett, New York

Discover 166 vacation rental properties in Amagansett. From 1 to 9 bedrooms. Average $1631/night. 100% have pools.

166 verified listings Book securely on VRBO Prices updated March 2026

166 properties available

Private Hamptons cottage in ideal Amagansett location

Private Hamptons cottage in ideal Amagansett location

1 bed 1 bath
PoolA/CWiFiBalcony
$641/night
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Fully-Renovated Beach House in Central Location, Expansive Outdoor Space...

Fully-Renovated Beach House in Central Location, Expansive Outdoor Space...

4 beds 2 baths
PoolA/CWiFiBalcony
$1,087/night
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The Hedges Lane Residence - Quintessential Hamptons Summer

The Hedges Lane Residence - Quintessential Hamptons Summer

4 beds 2 baths
PoolA/CWiFiBalcony
$3,014/night
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Modern Spacious Hamptons House With 46 Ft Heated Pool, Amagansett

Modern Spacious Hamptons House With 46 Ft Heated Pool, Amagansett

3 beds 2 baths
PoolA/CWiFiBalcony
$794/night
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Hamptons Beach House in Amagansett Dunes

Hamptons Beach House in Amagansett Dunes

4 beds 3 baths
PoolA/CWiFiBalcony
$1,005/night
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Amagansett 5BR Estate, 60 ft Pool

Amagansett 5BR Estate, 60 ft Pool

5 beds 5 baths
PoolA/CWiFiBalcony
$1,647/night
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Summer beach cottage with private beach access

Summer beach cottage with private beach access

3 beds 2 baths
PoolA/CWiFiBalcony
$1,005/night
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Classic Hamptons Home in the Amagansett Lanes - Walk to Beach and Town

Classic Hamptons Home in the Amagansett Lanes - Walk to Beach and Town

6 beds 5 baths
PoolA/CWiFiBalcony
$3,264/night
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Steps to the beach! Relax and Enjoy!

Steps to the beach! Relax and Enjoy!

4 beds 2 baths
PoolA/CWiFiBalcony
$1,650/night
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Amagansett Home, Newly renovated

Amagansett Home, Newly renovated

3 beds 2 baths
PoolA/CWiFiBalcony
$448/night
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Hear Waves Crashing From Home - Steps To Private Ocean Beach

Hear Waves Crashing From Home - Steps To Private Ocean Beach

3 beds 2 baths
PoolA/CWiFiBalcony
$1,187/night
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Open Floor Plan, Extensive Decking, Close to Gardiners Bay Beach and...

Open Floor Plan, Extensive Decking, Close to Gardiners Bay Beach and...

3 beds 2 baths
PoolA/CWiFiBalcony
$290/night
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3 Bedroom 3 Bath House on 2 private acres in Amagansett. Pool, Hot Tub, Firepit

3 Bedroom 3 Bath House on 2 private acres in Amagansett. Pool, Hot Tub, Firepit

3 beds 3 baths
PoolA/CWiFiBalcony
$1,168/night
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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

2 beds 2 baths
PoolA/CWiFiBalcony
$1,026/night
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Walk to Ocean Beach & Town from NEW 6 Bedroom Home on Hedges Lane

Walk to Ocean Beach & Town from NEW 6 Bedroom Home on Hedges Lane

6 beds 5 baths
PoolA/CWiFiBalcony
$6,026/night
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Luxurious Amagansett home perched on a hill, amazing views, exceptional...

Luxurious Amagansett home perched on a hill, amazing views, exceptional...

6 beds 5 baths
PoolA/CWiFiBalcony
$2,064/night
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2 Acre Amagansett Estate

2 Acre Amagansett Estate

5 beds 5 baths
PoolA/CWiFiBalcony
$2,813/night
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Historic Hamptons Beach Town 4-Bedroom & Pool

Historic Hamptons Beach Town 4-Bedroom & Pool

4 beds 3 baths
PoolA/CWiFiBalcony
$1,429/night
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AMAGANSETT 2 ACRE, 3000 Sq Ft 4 BDR MODERN W/ 20 x 40 POOL, NEAR BEACH & TOWN

AMAGANSETT 2 ACRE, 3000 Sq Ft 4 BDR MODERN W/ 20 x 40 POOL, NEAR BEACH & TOWN

4 beds 4 baths
PoolA/CWiFiBalcony
$1,972/night
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Newly Completed - Steps to Beach and Town

Newly Completed - Steps to Beach and Town

4 beds 3 baths
PoolA/CWiFiBalcony
$3,164/night
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Family friendly home, primo location in Amagansett!

Family friendly home, primo location in Amagansett!

4 beds 1 bath
PoolA/CWiFiBalcony
$954/night
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Ultimate Summer Vacation Home In The Hamptons

Ultimate Summer Vacation Home In The Hamptons

6 beds 6 baths
PoolA/CWiFiBalcony
$3,515/night
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Amagansett 3 BR Estate, 60 ft Heated Pool

Amagansett 3 BR Estate, 60 ft Heated Pool

3 beds 2 baths
PoolA/CWiFiBalcony
$1,148/night
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Amagansett Beach Estate with Award Winning Outdoor Amenities

Amagansett Beach Estate with Award Winning Outdoor Amenities

6 beds 7 baths
PoolA/CWiFiBalcony
$4,051/night
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Gorgeous Garden Home with secluded and heated pool, quiet getaway

Gorgeous Garden Home with secluded and heated pool, quiet getaway

3 beds 2 baths
PoolA/CWiFiBalcony
$634/night
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Amagansett Gated and Private Modern Ranch

Amagansett Gated and Private Modern Ranch

4 beds 3 baths
PoolA/CWiFiBalcony
$1,165/night
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Amagansset Oasis-walking distance to beach, bay and town.

Amagansset Oasis-walking distance to beach, bay and town.

4 beds 5 baths
PoolA/CWiFiBalcony
$2,009/night
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Walk to beach,Amagansett Village lanes historic home walk everywhere

Walk to beach,Amagansett Village lanes historic home walk everywhere

6 beds 3 baths
PoolA/CWiFiBalcony
$1,626/night
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Amagansett Beach House

Amagansett Beach House

3 beds 3 baths
PoolA/CWiFiBalcony
$1,156/night
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Amagansett villa with a pool

Amagansett villa with a pool

6 beds 5 baths
PoolA/CWiFiBalcony
$5,114/night
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The Most Supreme Privacy in the Hamptons!

The Most Supreme Privacy in the Hamptons!

5 beds 3 baths
PoolA/CWiFiBalcony
$720/night
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New Construction, Ideal for Entertaining, Large Pool and Backyard, Close to...

New Construction, Ideal for Entertaining, Large Pool and Backyard, Close to...

6 beds 4 baths
PoolA/CWiFiBalcony
$2,256/night
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Modern-style home with heated private pool, open-floor plan, ample natural...

Modern-style home with heated private pool, open-floor plan, ample natural...

6 beds 5 baths
PoolA/CWiFiBalcony
$4,191/night
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Amazing Amagansett with ocean views and a walk to everything!

Amazing Amagansett with ocean views and a walk to everything!

5 beds 5 baths
PoolA/CWiFiBalcony
$2,261/night
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Luxurious Private Hamptons Retreat!

Luxurious Private Hamptons Retreat!

5 beds 7 baths
PoolA/CWiFiBalcony
$4,018/night
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Beautifully renovated near Amagansett village, ocean and bay beaches and train!

Beautifully renovated near Amagansett village, ocean and bay beaches and train!

3 beds 2 baths
PoolA/CWiFiBalcony
$1,758/night
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Near the Ocean in Amagansett and a short walk to town

Near the Ocean in Amagansett and a short walk to town

7 beds 5 baths
PoolA/CWiFiBalcony
$4,520/night
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WALK TO BEACH NEWLY CONSTRUCTED 2020 AMAGANSETT DUNES

WALK TO BEACH NEWLY CONSTRUCTED 2020 AMAGANSETT DUNES

3 beds 2 baths
PoolA/CWiFiBalcony
$1,119/night
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Amagansett 4BR Estate, 60 ft Pool

Amagansett 4BR Estate, 60 ft Pool

4 beds 3 baths
PoolA/CWiFiBalcony
$1,660/night
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Throwback Amagansett cottage five minutes from beach. Kid and pet-friendly!

Throwback Amagansett cottage five minutes from beach. Kid and pet-friendly!

3 beds 2 baths
PoolA/CWiFiBalcony
$753/night
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Amagansett Village Beautifully Restored Farm House & Studio with Pool

Amagansett Village Beautifully Restored Farm House & Studio with Pool

3 beds 3 baths
PoolA/CWiFiBalcony
$2,511/night
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Bright & Airy Amagansett Beach House. Quiet & Stone's Throw From The Beach!

Bright & Airy Amagansett Beach House. Quiet & Stone's Throw From The Beach!

4 beds 3 baths
PoolA/CWiFiBalcony
$1,120/night
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Brand New in Amagansett. Walk to beach & town. Pool, hot tub, sport court!

Brand New in Amagansett. Walk to beach & town. Pool, hot tub, sport court!

5 beds 6 baths
PoolA/CWiFiBalcony
$2,131/night
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Lovely 3-bedroom house with AC and WiFi in peaceful Amagansett

Lovely 3-bedroom house with AC and WiFi in peaceful Amagansett

3 beds 3 baths
PoolA/CWiFiBalcony
$832/night
View Details → Book on VRBO
Coastal-style home with private pool, open-floor plan, ample natural...

Coastal-style home with private pool, open-floor plan, ample natural...

3 beds 3 baths
PoolA/CWiFiBalcony
$2,837/night
View Details → Book on VRBO
Amagansett house pool & tennis court. Walk train/jitney. Bike ocean/bay beaches

Amagansett house pool & tennis court. Walk train/jitney. Bike ocean/bay beaches

4 beds 3 baths
PoolA/CWiFiBalcony
$1,679/night
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AMAGANSETT'S BEST BEACH HOUSE

AMAGANSETT'S BEST BEACH HOUSE

4 beds 4 baths
PoolA/CWiFiBalcony
$1,707/night
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RESTORED 18TH CENTURY FARMHOUSE, OLD WORLD CHARM MEETS MODERN RENOVATION

RESTORED 18TH CENTURY FARMHOUSE, OLD WORLD CHARM MEETS MODERN RENOVATION

6 beds 4 baths
PoolA/CWiFiBalcony
$5,165/night
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Showing 48 of 166 properties

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