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, (313 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$1,611
HK$2,053 total
includes taxes & fees
3 Jun - 4 Jun
Windward Shores Ocean Resort
1 bedroom, bed sheets

Safari Tent Glamping,S4-CedarPt, East Hampton, NY

Safari Tent Glamping,S4-CedarPt, East Hampton, NY
East Hampton
The price is HK$1,516
HK$2,332 total
includes taxes & fees
2 Jun - 3 Jun
Safari Tent Glamping,S4-CedarPt, East Hampton, NY
1 bedroom, bed sheets

Safari Tent Glamping,S9-CedarPt, East Hampton, NY

Safari Tent Glamping,S9-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (2 reviews)
"It was relaxing and beautiful - a perfect and affordable getaway from the city! Also great proximity to so many fun things."
United States
Carolyn
The price is HK$1,516
HK$2,332 total
includes taxes & fees
2 Jun - 3 Jun
Safari Tent Glamping,S9-CedarPt, East Hampton, NY
Flat-screen TV

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.2 out of 10, Wonderful, (19 reviews)
"Great stay & great staff!"
United States
James
The price is HK$2,327
HK$2,659 total
includes taxes & fees
7 Jun - 8 Jun
North Fork Resort
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$1,034
HK$4,096 total
includes taxes & fees
3 Jun - 4 Jun
Seabreeze #3 Cozy Cottage steps to the beach
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$1,684
HK$2,551 total
includes taxes & fees
4 Jun - 5 Jun
Safari Tent Glamping,S10-CedarPt, East Hampton, NY
Terrace/patio

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (253 reviews)
"Beautiful property- we would definitely stay there again"
United States
Allison
The price is HK$1,754
HK$2,345 total
includes taxes & fees
21 Jun - 22 Jun
Cliffside Resort Condominiums
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$1,484
HK$1,951 total
includes taxes & fees
2 Jun - 3 Jun
Driftwood Resort
Bathroom

Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (426 reviews)
"Awesome room!!! Wish I could come back in the summer"
United States
Nicki
The price is HK$1,600
HK$1,913 total
includes taxes & fees
2 Jun - 3 Jun
Montauk Oceanside Suites
Lobby

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,355 reviews)
"Had a wonderful stay"
United States
Meghan
The price is HK$2,518
HK$3,030 total
includes taxes & fees
7 Jun - 8 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$2,636
HK$3,438 total
includes taxes & fees
14 Jun - 15 Jun
The Surf Club
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$4,648
HK$6,206 total
includes taxes & fees
22 Jun - 23 Jun
Offshore Spa & Residences
Fridge, microwave, oven, stovetop

Charming 1-bedroom apartment with AC in Sag Harbor

Charming 1-bedroom apartment with AC in Sag Harbor
Sag Harbor
The price is HK$2,081
HK$4,409 total
includes taxes & fees
8 Jun - 9 Jun
Charming 1-bedroom apartment with AC in Sag Harbor
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$2,680
HK$5,345 total
includes taxes & fees
2 Jun - 3 Jun
Northfork Townhouse walk to all
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$2,531
HK$10,042 total
includes taxes & fees
7 Jun - 8 Jun
BlackBerry Private home with jacuzzi yearlong
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$30,264
HK$46,395 total
includes taxes & fees
14 Jun - 15 Jun
Bridgehampton Estate, Private Tennis, Minutes from Ocean Beaches
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$19,043
HK$31,829 total
includes taxes & fees
14 Jun - 15 Jun
NEW Luxury 7BR Southampton Estate – Salt Pool & Sauna, <10min US Open Shinnecock
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$2,743
HK$4,602 total
includes taxes & fees
14 Jun - 15 Jun
Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6
Property grounds

American Beech in Greenport - Deluxe King 6

American Beech in Greenport - Deluxe King 6
Greenport
2.0 out of 10, (1 review)
"Not as advertised. Very disappointed "
United States
Jeffrey
The price is HK$2,657
HK$3,832 total
includes taxes & fees
14 Jun - 15 Jun
American Beech in Greenport - Deluxe King 6
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

Sea Crest Resort

Sea Crest Resort

10/10 Excellent
"Great location, very clean and convenient. Would definitely return."
Donna 3-night trip
Posted 6 hours ago
Sea Crest Resort

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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  • Enter your travel dates to view the best deals on holiday rentals in Amagansett while they last

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 131 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.