Amagansett Holiday Rentals

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Check prices for these dates

In two weeks
19 Jun - 21 Jun
In two months
31 Jul - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sept - 27 Sept

Our top choices for Amagansett holiday rentals

Individually decorated, individually furnished, iron/ironing board

Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (314 reviews)
"We always stay at the Windward Shores when we go to Montauk. It is a beautiful, clean and comfortable place, and the price is great!"
United States
Joseph
The price is HK$1,868
HK$2,347 total
includes taxes & fees
10 Jun - 11 Jun
Windward Shores Ocean Resort
1 bedroom, bed sheets

Safari Tent Glamping,S5-CedarPt, East Hampton, NY

Safari Tent Glamping,S5-CedarPt, East Hampton, NY
East Hampton
8.6 out of 10, Excellent, (4 reviews)
"We loved our tent, the view was great. The bed was super comfortable. We will definitely come back and hopefully stay longer. Also, the pizza is so good as was the watermelon Margherita."
United States
Jennifer
The price is HK$1,515
HK$2,331 total
includes taxes & fees
8 Jun - 9 Jun
Safari Tent Glamping,S5-CedarPt, East Hampton, NY
1 bedroom, bed sheets

Safari Tent Glamping,D30-CedarPt, East Hampton, NY

Safari Tent Glamping,D30-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (1 review)
"Live music, small bar, pizza and friendly staff."
United States
Bibek
The price is HK$1,515
HK$2,430 total
includes taxes & fees
8 Jun - 9 Jun
Safari Tent Glamping,D30-CedarPt, East Hampton, NY
Flat-screen TV

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.2 out of 10, Wonderful, (20 reviews)
"Great stay & great staff!"
United States
James
The price is HK$2,291
HK$2,618 total
includes taxes & fees
9 Jun - 10 Jun
North Fork Resort
1 bedroom, bed sheets

Safari Tent Glamping,S10-CedarPt, East Hampton, NY

Safari Tent Glamping,S10-CedarPt, East Hampton, NY
East Hampton
The price is HK$1,515
HK$2,331 total
includes taxes & fees
9 Jun - 10 Jun
Safari Tent Glamping,S10-CedarPt, East Hampton, NY
Bathroom

Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (427 reviews)
"Awesome room!!! Wish I could come back in the summer"
United States
Nicki
The price is HK$1,688
HK$2,014 total
includes taxes & fees
10 Jun - 11 Jun
Montauk Oceanside Suites
Terrace/patio

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (255 reviews)
"Beautiful property- we would definitely stay there again"
United States
Allison
The price is HK$1,754
HK$2,344 total
includes taxes & fees
24 Jun - 25 Jun
Cliffside Resort Condominiums
Lobby

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,356 reviews)
"Had a wonderful stay"
United States
Meghan
The price is HK$2,108
HK$2,562 total
includes taxes & fees
10 Jun - 11 Jun
Montauk Manor
Living area

The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (282 reviews)
"Quiet, relaxing place to stay, great access to the beach and town!"
United States
Erica
The price is HK$1,754
HK$2,430 total
includes taxes & fees
15 Jun - 16 Jun
The Surf Club
Smart TV, offices

Seabreeze #3 Cozy Cottage steps to the beach

Seabreeze #3 Cozy Cottage steps to the beach
Hampton Bays
10.0 out of 10, Exceptional, (1 review)
The price is HK$3,337
HK$6,998 total
includes taxes & fees
22 Jun - 23 Jun
Seabreeze #3 Cozy Cottage steps to the beach
Individually decorated, individually furnished, free WiFi, bed sheets

Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
9.0 out of 10, Wonderful, (240 reviews)
"Very close to beach"
United States
Rabia
The price is HK$1,922
HK$2,452 total
includes taxes & fees
11 Jun - 12 Jun
Driftwood Resort
Exterior

Lovely studio with AC in charming Sag Harbor

Lovely studio with AC in charming Sag Harbor
Sag Harbor
The price is HK$2,080
HK$4,507 total
includes taxes & fees
8 Jun - 9 Jun
Lovely studio with AC in charming Sag Harbor
Living area

Offshore Spa & Residences

Offshore Spa & Residences
4.5 star property
Downtown Montauk
10.0 out of 10, Exceptional, (1 review)
The price is HK$5,163
HK$6,793 total
includes taxes & fees
24 Jun - 25 Jun
Offshore Spa & Residences
Fridge, microwave, oven, stovetop

New Construction Greenport Pool House - 3 Blocks from Town

New Construction Greenport Pool House - 3 Blocks from Town
Greenport
10.0 out of 10, Exceptional, (3 reviews)
"This was a great house for a large group! It was clean, and the backyard was perfect for our group to enjoy. The host was quick to respond to any questions we had. "
United States
Alexis P.
The price is HK$11,281
HK$17,149 total
includes taxes & fees
1 Jul - 2 Jul
New Construction Greenport Pool House - 3 Blocks from Town
Dining

BlackBerry Private home with jacuzzi yearlong

BlackBerry Private home with jacuzzi yearlong
East Hampton
9.0 out of 10, Wonderful, (4 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 HK$3,353
HK$11,077 total
includes taxes & fees
15 Jun - 16 Jun
BlackBerry Private home with jacuzzi yearlong
Smart TV, fireplace, ping pong, books

NEW Luxury 7BR Southampton Estate – Salt Pool & Sauna, <10min US Open Shinnecock

NEW Luxury 7BR Southampton Estate – Salt Pool & Sauna, <10min US Open Shinnecock
Water Mill
10.0 out of 10, Exceptional, (6 reviews)
"Highly recommend everything from start to finish went smoothly and it was a great experience!!"
United States
Stephanie M.
The price is HK$19,037
HK$31,685 total
includes taxes & fees
14 Jun - 15 Jun
NEW Luxury 7BR Southampton Estate – Salt Pool & Sauna, <10min US Open Shinnecock
Dining

Northfork Townhouse walk to all

Northfork Townhouse walk to all
Greenport
10.0 out of 10, Exceptional, (5 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 HK$2,432
HK$5,017 total
includes taxes & fees
8 Jun - 9 Jun
Northfork Townhouse walk to all
Terrace/patio

Bridgehampton Estate, Private Tennis, Minutes from Ocean Beaches

Bridgehampton Estate, Private Tennis, Minutes from Ocean Beaches
Water Mill
10.0 out of 10, Exceptional, (45 reviews)
"Amazing home and property in a great location!! Catherine was a wonderful and attentive host, making our stay thoroughly enjoyable. We look forward to staying here again in the near future. "
United States
Jesse M.
The price is HK$27,441
HK$42,334 total
includes taxes & fees
10 Jun - 11 Jun
Bridgehampton Estate, Private Tennis, Minutes from Ocean Beaches
Outdoor dining

Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6

Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6
Southampton
9.0 out of 10, Wonderful, (4 reviews)
"Very nice place and super responsive host. "
United States
Angelo D.
The price is HK$2,742
HK$4,601 total
includes taxes & fees
22 Jun - 23 Jun
Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6
1 bedroom, bed sheets

Safari Tent Glamping,D26-CedarPt, East Hampton, NY

Safari Tent Glamping,D26-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (1 review)
"This campground is a pleasant and relaxing place to spend a few days. I love to sit by the fire pit and look out on the water. The new on site pizza place was delicious."
United States
Melissa
The price is HK$1,515
HK$2,430 total
includes taxes & fees
8 Jun - 9 Jun
Safari Tent Glamping,D26-CedarPt, East Hampton, NY
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
"Very spacious rooms. Would recommend putting a screen on the patio door so you can have the fresh air in room. Also some of the light switches were normal but others were bothersome to put on since you had to keep pushing them to get them to stay on. Beds were spacious and comfortable. The people in the next room were outside on patio smoking pot which was not a welcome smell each day of our stay. Also I recommend a weight limit on the dogs that are allowed to stay. A big German shepherd wandering around onto our patio is not a welcome sight. And they should create a dog area where the dogs can do their business and not on the grassy area right next to the patio area where people were sitting and walking on."
Maria 3-night trip
Posted 7 hours ago
The Bentley Hotel Southampton

Find out more about Amagansett

Search for holiday rentals in Amagansett on Expedia! You can easily find your home rentals, villas, holiday apartments in Amagansett using one of the methods below:

  • View our selection of featured holiday rentals in Amagansett
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Look no further and take a look at our great range of rental properties in Amagansett!

Frequently asked questions

Can I find holiday rentals in Amagansett?

Yes, there are holiday rentals close to the most popular sights in Amagansett, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the beaches in Amagansett. Make sure you have time to check out the seafood restaurants and coffee shops during your trip.

What are some of the best holiday rentals that Amagansett has to offer?

An awe-inspiring 8,000 SF custom oceanfront mansion retreat on two...: This highly rated holiday home rental in Amagansett is located on the beach, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a stovetop, a microwave and kitchenware, so that you can cook with friends or family. You can relax into your holiday with a balcony and 1 hot tub.

How many holiday rentals are there in Amagansett?

With 130 Expedia holiday rentals, you're guaranteed to find just the right place for your Amagansett stay.

What can I see and do in Amagansett?

Amagansett Beach and The Hamptons Beaches are a couple of scenic spots to enjoy the outdoors, whereas Amelia Cottage Museum is one of the cultural attractions. While here, Hither Hills State Park and Amagansett Square are other places worth a visit.

What are holiday rentals like in Amagansett?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Amagansett. Holiday rentals feature amenities such as patios, hot tubs and fire pits to help you enjoy your stay. If you're concerned about a sanitised environment, holiday rentals can provide a sense of security away from shared hotel lifts and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for a small group gathering.