A coastal sunset with a beach, ocean waves, and a road leading to a distant town.

Holiday Homes in Amagansett

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Amagansett holiday homes

A dining area with a round table, six chairs, and a chandelier.

1. Year round Jacuzzi - Blackberry East Hampton Home

Year round Jacuzzi - Blackberry East Hampton Home
East Hampton
9.2 out of 10, Wonderful, (7 reviews)
"We had a great time staying here. The home is well worn and there are some fixtures that should be replaced "
United States
Suzanne R.
The price is NZ$2,385
includes taxes & fees
8 Nov - 9 Nov
Year round Jacuzzi - Blackberry East Hampton Home
A modern kitchen with white cabinetry, a central island, stainless steel appliances, and pendant lighting.

2. Spacious house in East Hampton with heated pool + WFH

Spacious house in East Hampton with heated pool + WFH
East Hampton
10.0 out of 10, Exceptional, (2 reviews)
"Great clean beautiful property."
United States
ANGELA S.
The price is NZ$2,422
includes taxes & fees
4 Nov - 5 Nov
Spacious house in East Hampton with heated pool + WFH
A kitchen with a central island, white cabinetry, and a brick accent wall.

3. !! Rare Two-House Wainscott Estate: Walk to Beach, South of Highway, Wainscott !

!! Rare Two-House Wainscott Estate: Walk to Beach, South of Highway, Wainscott !
Wainscott
10.0 out of 10, Exceptional, (34 reviews)
"We loved this home and location! The home is so beautifully appointed and clean. It had everything you would ever need for a wonderful time with family and friends. The hosts were extremely responsive and easy to work with. We would go back in a heartbeat!"
United States
Suzanne B.
The price is NZ$3,329
includes taxes & fees
12 Nov - 13 Nov
!! Rare Two-House Wainscott Estate: Walk to Beach, South of Highway, Wainscott !
A modern living room with a wooden accent wall, a flat-screen TV, a fireplace, and a dining area with a chair and table.

4. Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.

Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
Bridgehampton
10.0 out of 10, Exceptional, (2 reviews)
"The property was great for our Hamptons trip! Very clean and comfortable and communication was great"
United States
Katie B.
The price is NZ$986
includes taxes & fees
8 Nov - 9 Nov
Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
A covered patio with outdoor furniture, a door, and a view of a residential area.

5. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (57 reviews)
"Place was perfect ! Great location / clean/ everything we needed was there ! Would love to stay there again :)"
United States
Manuela C.
The price is NZ$403
includes taxes & fees
10 Nov - 11 Nov
The SandPiper
A room with a large window, a wooden bookshelf, a stone wall, and a white sofa.

6. Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Southampton
9.2 out of 10, Wonderful, (11 reviews)
"Great house with lots of space. Perfect location! The host is extremely accommodating. Definitely recommend!"
United States
Justin
The price is NZ$942
includes taxes & fees
2 Nov - 3 Nov
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
A metal compass sign with the words "AQUA VISTA GREENPORT" on a building's exterior wall.

7. Aqua Vista

Aqua Vista
Pipes Cove
10.0 out of 10, Exceptional, (51 reviews)
"Great location and nice spot."
United States
Kerri L.
The price is NZ$422
includes taxes & fees
9 Nov - 10 Nov
Aqua Vista
A backyard with a swimming pool, wicker lounge chairs, and potted plants.

8. Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
Sag Harbor
10.0 out of 10, Exceptional, (1 review)
"excellent and convenient stay!! located close into town, perfect for the small family group I was traveling with. home was very clean, cozy, had everything we needed! backyard with pool was a dream, beautifully landscaped, plenty of seating, very clean pool, would stay again! thanks for a delightful escape!"
United States
maria m.
The price is NZ$1,886
includes taxes & fees
2 Nov - 3 Nov
Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
A porch with a white railing, a small blue house decoration, and a 'Gone' sign.

9. Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Pipes Cove
10.0 out of 10, Exceptional, (35 reviews)
"We had a great stay!! "
United States
Callie E.
The price is NZ$616
includes taxes & fees
2 Nov - 3 Nov
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
A patio area with wicker chairs and a table, surrounded by gravel and plants.

10. American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.4 out of 10, Exceptional, (6 reviews)
"Great place! So nice."
United States
Paul F.
The price is NZ$513
includes taxes & fees
2 Nov - 3 Nov
American Beech in Greenport - Petite King Room 7
A small, single-story house with a gabled roof, a front door, and a number "401" on the door.

11. Beach Block Hideaway

Beach Block Hideaway
Pipes Cove
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful 2 bedroom close to town. The house is well kept we would rent here again."
United States
Teresa C.
The price is NZ$745
includes taxes & fees
3 Nov - 4 Nov
Beach Block Hideaway
A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with a black table set for four.

12. Lovely & Spacious Sag Harbor escape with heated pool

Lovely & Spacious Sag Harbor escape with heated pool
Sag Harbor
The price is NZ$3,676
includes taxes & fees
4 Nov - 5 Nov
Lovely & Spacious Sag Harbor escape with heated pool
A wooden house with a front porch, white railings, and a double door.

13. COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...

COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...
Southampton
9.2 out of 10, Wonderful, (29 reviews)
"I loved the area and the home was beautiful and very spacious."
United States
Melissa
The price is NZ$4,697
includes taxes & fees
2 Nov - 3 Nov
COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...
A spacious living room with a grey sectional sofa, a round coffee table, and a white armchair.

14. Minutes from the beach, brand new 4 bedroom

Minutes from the beach, brand new 4 bedroom
Southampton
10.0 out of 10, Exceptional, (6 reviews)
"perfect for families"
United States
Okito H.
The price is NZ$1,785
includes taxes & fees
2 Nov - 3 Nov
Minutes from the beach, brand new 4 bedroom
A modern dining area with a wooden table, white chairs, and a chandelier.

15. Northfork Townhouse walk to all

Northfork Townhouse walk to all
Greenport
9.4 out of 10, Exceptional, (8 reviews)
"Great property located in a quiet neighborhood within walking distance to all in Greenport. The townhouse was clean and kitchen was well- appointed with off the street parking. Playground up the street was an added bonus with a old school merry-go-round! Would definitely stay again"
United States
Beth R.
The price is NZ$1,032
includes taxes & fees
4 Nov - 5 Nov
Northfork Townhouse walk to all
A dining area with a round table and chairs, surrounded by bookshelves filled with books and decorative items.

16. Contemporary Southampton Village Home Walking Distance to Town, Pool,...

Contemporary Southampton Village Home Walking Distance to Town, Pool,...
Southampton
10.0 out of 10, Exceptional, (16 reviews)
"A great place to stay in Southampton!"
United States
Sarah
The price is NZ$4,726
includes taxes & fees
2 Nov - 3 Nov
Contemporary Southampton Village Home Walking Distance to Town, Pool,...
A modern living room with a sofa, armchairs, a coffee table, and a TV.

17. Minutes from the beach, brand new 3 bedroom

Minutes from the beach, brand new 3 bedroom
Southampton
10.0 out of 10, Exceptional, (5 reviews)
"Great location. Loved the yard but for small pets the fence has some areas they could get under but overall it worked out. Just kept an eye on them.House very clean, comfortable. Host communication was excellent and would highly recommend for a visit to Southampton. Easy walk into town."
United States
Kathy B.
The price is NZ$1,942
includes taxes & fees
2 Nov - 3 Nov
Minutes from the beach, brand new 3 bedroom
A living room with a fireplace, a television mounted above it, a dining area with a table and chairs, and a staircase with wooden railings.

18. Renovated Townhouse walk to all

Renovated Townhouse walk to all
Greenport
9.6 out of 10, Exceptional, (15 reviews)
"The place was as advertised and in great walking distance to everything in town! "
United States
Liz H.
The price is NZ$997
includes taxes & fees
16 Nov - 17 Nov
Renovated Townhouse walk to all
A modern kitchen with white cabinets, a stainless steel sink, and a dishwasher.

19. Newly Renovated Pristine Southampton Colonial

Newly Renovated Pristine Southampton Colonial
Southampton
9.8 out of 10, Exceptional, (12 reviews)
"Great property, worked perfectly for my crew that was in town for an event. Great communication with Brian the owner and very easy stay. Would stay again!"
United States
Brian M.
The price is NZ$2,477
includes taxes & fees
2 Nov - 3 Nov
Newly Renovated Pristine Southampton Colonial
A wooden deck with lounge chairs and a potted plant, overlooking a beach and ocean.

20. Beachfront Greenport Villa

Beachfront Greenport Villa
Greenport
9.6 out of 10, Exceptional, (15 reviews)
"Beautiful home, great views and host!"
United States
Kate R.
The price is NZ$1,717
includes taxes & fees
1 Dec - 2 Dec
Beachfront Greenport Villa
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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Top Amagansett Hotel Reviews

The Bentley Hotel Southampton

The Bentley Hotel Southampton

10/10 Excellent
"N/A"
Marc Williams 1-night trip
Posted 7 hours ago
The Bentley Hotel Southampton

Find out more about Amagansett

Amagansett Holiday Homes information

Number of reviews
267
Accommodation
857 Holiday Homes
Lowest Price
NZ$403
Highest Price
NZ$4,726