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

Amagansett Vacation Rentals

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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Amagansett vacation rentals

Iron/ironing board, WiFi (free), individually decorated

1. Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (322 reviews)
"Easy access to the beach. Perfect weather. Nicely furnished and updated rooms and bathrooms. The gym is tiny- not much equipment. The location is perfect for Montauk and Amagansett. The staff were very nice and hard working."
United States
Gaurang J
The price is P14,844
P18,630 total
includes taxes & fees
Sep 14 - Sep 15
Windward Shores Ocean Resort
WiFi (free), individually decorated, individually furnished, bed sheets

2. Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
9.0 out of 10, Wonderful, (246 reviews)
"Best value and bang for your buck in Montauk other than Wavecrest in Amagansett."
United States
William
The price is P14,366
P18,413 total
includes taxes & fees
Sep 13 - Sep 14
Driftwood Resort
Iron/ironing board, WiFi (free)

3. Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (443 reviews)
"The location is amazing, and the customer service is excellent. Unfortunately, the mattress and the air conditioning were the worst I’ve ever experienced, which made my stay much less comfortable."
United States
Carlos
The price is P12,522
P14,974 total
includes taxes & fees
Sep 8 - Sep 9
Montauk Oceanside Suites
Lobby

4. Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,386 reviews)
"Property and room very clean Friendly staff and plenty of parking"
United States
Amelia
The price is P18,219
P22,017 total
includes taxes & fees
Sep 7 - Sep 8
Montauk Manor
Living area

5. The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (292 reviews)
"Quiet, relaxing place to stay, great access to the beach and town!"
United States
Erica
The price is P20,223
P27,249 total
includes taxes & fees
Sep 9 - Sep 10
The Surf Club
Flat-screen TV

6. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (47 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
The price is P19,710
P22,519 total
includes taxes & fees
Sep 7 - Sep 8
North Fork Resort
Terrace/patio

7. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (283 reviews)
"Great place!"
United States
Christine
The price is P18,802
P26,950 total
includes taxes & fees
Sep 7 - Sep 8
Cliffside Resort Condominiums
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

Zey Hotel

Zey Hotel

8/10 Good
"Small boutique hotel with great midweek rates. Cool communal areas, and free parking. Bathrooms need a white subway tile update but a great location."
Neil 2-night trip
Posted 10 hours ago
Zey Hotel

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:

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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 vacation rentals in Amagansett?

Yes, we offer vacation rentals near well known sights in Amagansett, or you can select a more remote 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 coffeehouses during your trip.

How many vacation rentals are there in Amagansett?

With 126 Expedia vacation rentals, you're sure to find just the right place for your Amagansett stay.

What can I see and do in Amagansett?

Indian Wells Beach and Amagansett Beach 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 The Hamptons Beaches are other places worth a visit.

What are vacation rentals like in Amagansett?

Vacation rentals are private accommodations you can reserve for a few days or a quick weekend in Amagansett. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll be comfy for your stay. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from shared hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for small groups.