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Amagansett Holiday Rentals

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87 rentals in Amagansett.
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AMAGANSETT 2 ACRE MODERN NEAR BEACH AND TOWN, holiday rental in Amagansett
AMAGANSETT 2 ACRE MODERN NEAR BEACH AND TOWN, holiday rental in Amagansett
AMAGANSETT 2 ACRE MODERN NEAR BEACH AND TOWN, holiday rental in Amagansett

AMAGANSETT 2 ACRE MODERN NEAR BEACH AND TOWN

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 12
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Renovated Family Friendly 4 bedroom Cottage - Walk to Beach and Town, holiday rental in Amagansett
Renovated Family Friendly 4 bedroom Cottage - Walk to Beach and Town, holiday rental in Amagansett
Renovated Family Friendly 4 bedroom Cottage - Walk to Beach and Town, holiday rental in Amagansett

Renovated Family Friendly 4 bedroom Cottage - Walk to Beach and Town

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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PERFECT WHITE ON WHITE BEACH HOUSE -Week of MAY 25- JUNE 4th Open!!!, holiday rental in Amagansett
PERFECT WHITE ON WHITE BEACH HOUSE -Week of MAY 25- JUNE 4th Open!!!, holiday rental in Amagansett
PERFECT WHITE ON WHITE BEACH HOUSE -Week of MAY 25- JUNE 4th Open!!!, holiday rental in Amagansett

PERFECT WHITE ON WHITE BEACH HOUSE -Week of MAY 25- JUNE 4th Open!!!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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Hamptons Beach House in Amagansett Dunes, holiday rental in Amagansett
Hamptons Beach House in Amagansett Dunes, holiday rental in Amagansett
Hamptons Beach House in Amagansett Dunes, holiday rental in Amagansett

Hamptons Beach House in Amagansett Dunes

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 7
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Amagansett Beach House, holiday rental in Amagansett
Amagansett Beach House, holiday rental in Amagansett
Amagansett Beach House, holiday rental in Amagansett

Amagansett Beach House

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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Amagansett Home, Newly renovated, holiday rental in Amagansett
Amagansett Home, Newly renovated, holiday rental in Amagansett
Amagansett Home, Newly renovated, holiday rental in Amagansett

Amagansett Home, Newly renovated

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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New Listing: Gorgeous Garden Home with secluded and heated pool, quiet getaway, holiday rental in Amagansett
New Listing: Gorgeous Garden Home with secluded and heated pool, quiet getaway, holiday rental in Amagansett
New Listing: Gorgeous Garden Home with secluded and heated pool, quiet getaway, holiday rental in Amagansett

New Listing: Gorgeous Garden Home with secluded and heated pool, quiet getaway

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
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Designer Home in Dunes Nature Reserve - Walk to Ocean Beach, holiday rental in Amagansett
Designer Home in Dunes Nature Reserve - Walk to Ocean Beach, holiday rental in Amagansett
Designer Home in Dunes Nature Reserve - Walk to Ocean Beach, holiday rental in Amagansett

Designer Home in Dunes Nature Reserve - Walk to Ocean Beach

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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Cottage by the Beach, holiday rental in Amagansett
Cottage by the Beach, holiday rental in Amagansett
Cottage by the Beach, holiday rental in Amagansett

Cottage by the Beach

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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Modern Spacious Hamptons House With 46 Ft Heated Pool,  Amagansett, holiday rental in Amagansett
Modern Spacious Hamptons House With 46 Ft Heated Pool,  Amagansett, holiday rental in Amagansett
Modern Spacious Hamptons House With 46 Ft Heated Pool,  Amagansett, holiday rental in Amagansett

Modern Spacious Hamptons House With 46 Ft Heated Pool, Amagansett

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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Beautiful sunset views, right on the beach, holiday rental in Amagansett
Beautiful sunset views, right on the beach, holiday rental in Amagansett
Beautiful sunset views, right on the beach, holiday rental in Amagansett

Beautiful sunset views, right on the beach

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 11
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Newly Completed - Steps to Beach and Town, holiday rental in Amagansett
Newly Completed - Steps to Beach and Town, holiday rental in Amagansett
Newly Completed - Steps to Beach and Town, holiday rental in Amagansett

Newly Completed - Steps to Beach and Town

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 9
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Scheffer Beach Cottage, 200 Yards from Private Beach, holiday rental in Amagansett
Scheffer Beach Cottage, 200 Yards from Private Beach, holiday rental in Amagansett
Scheffer Beach Cottage, 200 Yards from Private Beach, holiday rental in Amagansett

Scheffer Beach Cottage, 200 Yards from Private Beach

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Chic Surfer Cottage - Private Oasis/Walk to Beach, holiday rental in Amagansett
Chic Surfer Cottage - Private Oasis/Walk to Beach, holiday rental in Amagansett
Chic Surfer Cottage - Private Oasis/Walk to Beach, holiday rental in Amagansett

Chic Surfer Cottage - Private Oasis/Walk to Beach

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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New Listing: Private Beach Access, Bright & Airy, Close to Town, holiday rental in Amagansett
New Listing: Private Beach Access, Bright & Airy, Close to Town, holiday rental in Amagansett
New Listing: Private Beach Access, Bright & Airy, Close to Town, holiday rental in Amagansett

New Listing: Private Beach Access, Bright & Airy, Close to Town

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Charming Amagansett Beach House with heated pool, holiday rental in Amagansett
Charming Amagansett Beach House with heated pool, holiday rental in Amagansett
Charming Amagansett Beach House with heated pool, holiday rental in Amagansett

Charming Amagansett Beach House with heated pool

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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New Listing: Gated Grand Estate On Two Acres, Privately Landscaped, holiday rental in Amagansett
New Listing: Gated Grand Estate On Two Acres, Privately Landscaped, holiday rental in Amagansett
New Listing: Gated Grand Estate On Two Acres, Privately Landscaped, holiday rental in Amagansett

New Listing: Gated Grand Estate On Two Acres, Privately Landscaped

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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New Listing: Luxury, Bright & Modern, Central AC, Heated Pool, Close to Beaches, holiday rental in Amagansett
New Listing: Luxury, Bright & Modern, Central AC, Heated Pool, Close to Beaches, holiday rental in Amagansett
New Listing: Luxury, Bright & Modern, Central AC, Heated Pool, Close to Beaches, holiday rental in Amagansett

New Listing: Luxury, Bright & Modern, Central AC, Heated Pool, Close to Beaches

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 11
Match: Sleeps
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Amagansett Beach House on Napeague Harbor, NY - Walk to Ocean!, holiday rental in Amagansett
Amagansett Beach House on Napeague Harbor, NY - Walk to Ocean!, holiday rental in Amagansett
Amagansett Beach House on Napeague Harbor, NY - Walk to Ocean!, holiday rental in Amagansett

Amagansett Beach House on Napeague Harbor, NY - Walk to Ocean!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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September 2020 or 12 Month Rentals Now Available!, holiday rental in Amagansett
September 2020 or 12 Month Rentals Now Available!, holiday rental in Amagansett
September 2020 or 12 Month Rentals Now Available!, holiday rental in Amagansett

September 2020 or 12 Month Rentals Now Available!

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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New Listing: Close to Bay & Ocean Beaches, Close to Village, Sauna, Workout..., holiday rental in Amagansett
New Listing: Close to Bay & Ocean Beaches, Close to Village, Sauna, Workout..., holiday rental in Amagansett
New Listing: Close to Bay & Ocean Beaches, Close to Village, Sauna, Workout..., holiday rental in Amagansett

New Listing: Close to Bay & Ocean Beaches, Close to Village, Sauna, Workout...

Holiday Rental House
5 bedrooms
7 bathrooms
Sleeps 10
Match: Sleeps
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Amagansett Estate 4BR 60ft Pool, holiday rental in Amagansett
Amagansett Estate 4BR 60ft Pool, holiday rental in Amagansett
Amagansett Estate 4BR 60ft Pool, holiday rental in Amagansett

Amagansett Estate 4BR 60ft Pool

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Amagansett Estate 5 Bedroom 60ft Pool, holiday rental in Amagansett
Amagansett Estate 5 Bedroom 60ft Pool, holiday rental in Amagansett
Amagansett Estate 5 Bedroom 60ft Pool, holiday rental in Amagansett

Amagansett Estate 5 Bedroom 60ft Pool

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Gorgeous Secluded Oasis! Giant  Pool - Hot tub . 20 acres of secluded privacy., holiday rental in Amagansett
Gorgeous Secluded Oasis! Giant  Pool - Hot tub . 20 acres of secluded privacy., holiday rental in Amagansett
Gorgeous Secluded Oasis! Giant  Pool - Hot tub . 20 acres of secluded privacy., holiday rental in Amagansett

Gorgeous Secluded Oasis! Giant Pool - Hot tub . 20 acres of secluded privacy.

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Family home a walk away from private beach, holiday rental in Amagansett
Family home a walk away from private beach, holiday rental in Amagansett
Family home a walk away from private beach, holiday rental in Amagansett

Family home a walk away from private beach

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Dog-friendly home w/ an elegant, spacious backyard & blooming foliage, holiday rental in Amagansett
Dog-friendly home w/ an elegant, spacious backyard & blooming foliage, holiday rental in Amagansett
Dog-friendly home w/ an elegant, spacious backyard & blooming foliage, holiday rental in Amagansett

Dog-friendly home w/ an elegant, spacious backyard & blooming foliage

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Hot new listing in Amagansett village!  Featured in This Old House , EH Star, holiday rental in Amagansett
Hot new listing in Amagansett village!  Featured in This Old House , EH Star, holiday rental in Amagansett
Hot new listing in Amagansett village!  Featured in This Old House , EH Star, holiday rental in Amagansett

Hot new listing in Amagansett village! Featured in This Old House , EH Star

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Renovated Dunes House, a block from the beach, holiday rental in Amagansett
Renovated Dunes House, a block from the beach, holiday rental in Amagansett
Renovated Dunes House, a block from the beach, holiday rental in Amagansett

Renovated Dunes House, a block from the beach

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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New Listing: Ocean Access, Spectacular Views, Expansive Deck with Grill, holiday rental in Amagansett
New Listing: Ocean Access, Spectacular Views, Expansive Deck with Grill, holiday rental in Amagansett
New Listing: Ocean Access, Spectacular Views, Expansive Deck with Grill, holiday rental in Amagansett

New Listing: Ocean Access, Spectacular Views, Expansive Deck with Grill

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Calm, peaceful place in the woods., holiday rental in Amagansett
Calm, peaceful place in the woods., holiday rental in Amagansett
Calm, peaceful place in the woods., holiday rental in Amagansett

Calm, peaceful place in the woods.

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Family Vacation Home, heated pool, holiday rental in Amagansett
Family Vacation Home, heated pool, holiday rental in Amagansett
Family Vacation Home, heated pool, holiday rental in Amagansett

Family Vacation Home, heated pool

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Amagansett Estate 3 BR 60ft Pool, holiday rental in Amagansett
Amagansett Estate 3 BR 60ft Pool, holiday rental in Amagansett
Amagansett Estate 3 BR 60ft Pool, holiday rental in Amagansett

Amagansett Estate 3 BR 60ft Pool

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Amagansett w/pool last two weeks of August, holiday rental in Amagansett
Amagansett w/pool last two weeks of August, holiday rental in Amagansett
Amagansett w/pool last two weeks of August, holiday rental in Amagansett

Amagansett w/pool last two weeks of August

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Amazing Waterfront Hamptons Amagansett Cottage!!!, holiday rental in Amagansett
Amazing Waterfront Hamptons Amagansett Cottage!!!, holiday rental in Amagansett
Amazing Waterfront Hamptons Amagansett Cottage!!!, holiday rental in Amagansett

Amazing Waterfront Hamptons Amagansett Cottage!!!

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Amagansett House with Pool near Village & Beach, holiday rental in Amagansett
Amagansett House with Pool near Village & Beach, holiday rental in Amagansett
Amagansett House with Pool near Village & Beach, holiday rental in Amagansett

Amagansett House with Pool near Village & Beach

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Beach House on Private Treasure Island Drive, holiday rental in Amagansett
Beach House on Private Treasure Island Drive, holiday rental in Amagansett
Beach House on Private Treasure Island Drive, holiday rental in Amagansett

Beach House on Private Treasure Island Drive

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Most Beautiful Beach In America,  Nicccccceeeee!., holiday rental in Amagansett
Most Beautiful Beach In America,  Nicccccceeeee!., holiday rental in Amagansett
Most Beautiful Beach In America,  Nicccccceeeee!., holiday rental in Amagansett

Most Beautiful Beach In America, Nicccccceeeee!.

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Amagansett Beachfront Home with 360 Degree Views, holiday rental in Amagansett
Beautiful Amagansett Beachfront Home with 360 Degree Views, holiday rental in Amagansett
Beautiful Amagansett Beachfront Home with 360 Degree Views, holiday rental in Amagansett

Beautiful Amagansett Beachfront Home with 360 Degree Views

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
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Walk to Beach,Town, Jitney and LIRR-Private retreat-South of Highway, holiday rental in Amagansett
Walk to Beach,Town, Jitney and LIRR-Private retreat-South of Highway, holiday rental in Amagansett
Walk to Beach,Town, Jitney and LIRR-Private retreat-South of Highway, holiday rental in Amagansett

Walk to Beach,Town, Jitney and LIRR-Private retreat-South of Highway

Holiday Rental House
4 bedrooms
6 bathrooms
Sleeps 8
Match: Sleeps
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East Hampton Designer House, holiday rental in Amagansett
East Hampton Designer House, holiday rental in Amagansett
East Hampton Designer House, holiday rental in Amagansett

East Hampton Designer House

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Amagansett South of Highway Farmhouse - Walk to Town, Beach and Restaurants, holiday rental in Amagansett
Amagansett South of Highway Farmhouse - Walk to Town, Beach and Restaurants, holiday rental in Amagansett
Amagansett South of Highway Farmhouse - Walk to Town, Beach and Restaurants, holiday rental in Amagansett

Amagansett South of Highway Farmhouse - Walk to Town, Beach and Restaurants

Holiday Rental House
7 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Amagansett Bungalow on Private Beach, holiday rental in Amagansett
Amagansett Bungalow on Private Beach, holiday rental in Amagansett
Amagansett Bungalow on Private Beach, holiday rental in Amagansett

Amagansett Bungalow on Private Beach

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beach House! Amazing house on private road in Amagansett, NY., holiday rental in Amagansett
Beach House! Amazing house on private road in Amagansett, NY., holiday rental in Amagansett
Beach House! Amazing house on private road in Amagansett, NY., holiday rental in Amagansett

Beach House! Amazing house on private road in Amagansett, NY.

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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WALK TO THE OCEAN ON A SANDY LANE, holiday rental in Amagansett
WALK TO THE OCEAN ON A SANDY LANE, holiday rental in Amagansett
WALK TO THE OCEAN ON A SANDY LANE, holiday rental in Amagansett

WALK TO THE OCEAN ON A SANDY LANE

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Gorgeous large beach house in the quiet dunes of Amagansett, short walk to ocean, holiday rental in Amagansett
Gorgeous large beach house in the quiet dunes of Amagansett, short walk to ocean, holiday rental in Amagansett
Gorgeous large beach house in the quiet dunes of Amagansett, short walk to ocean, holiday rental in Amagansett

Gorgeous large beach house in the quiet dunes of Amagansett, short walk to ocean

Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Hip Hampton Home, holiday rental in Amagansett
Hip Hampton Home, holiday rental in Amagansett
Hip Hampton Home, holiday rental in Amagansett

Hip Hampton Home

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Harbor Dune in Amagansett, holiday rental in Amagansett
Harbor Dune in Amagansett, holiday rental in Amagansett
Harbor Dune in Amagansett, holiday rental in Amagansett

Harbor Dune in Amagansett

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 6
Match: Sleeps
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Amagansett South of the Highway-Spacious Beach House, 5 minute walk to ocean, holiday rental in Amagansett
Amagansett South of the Highway-Spacious Beach House, 5 minute walk to ocean, holiday rental in Amagansett
Amagansett South of the Highway-Spacious Beach House, 5 minute walk to ocean, holiday rental in Amagansett

Amagansett South of the Highway-Spacious Beach House, 5 minute walk to ocean

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Historic Amagansett Farmhouse - Family Friendly, Lush, Private, holiday rental in Amagansett
Historic Amagansett Farmhouse - Family Friendly, Lush, Private, holiday rental in Amagansett
Historic Amagansett Farmhouse - Family Friendly, Lush, Private, holiday rental in Amagansett

Historic Amagansett Farmhouse - Family Friendly, Lush, Private

Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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Ocean views in Amagansett Dunes, holiday rental in Amagansett
Ocean views in Amagansett Dunes, holiday rental in Amagansett
Ocean views in Amagansett Dunes, holiday rental in Amagansett

Ocean views in Amagansett Dunes

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Frequently Asked Questions about Amagansett