Holiday Rentals in Amagansett

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Our top choices for Amagansett holiday rentals

8.0 out of 10, Very good, (1 review)
The price is €742
includes taxes & fees
25 Jan - 26 Jan
White Studio Apt w/ Balcony, Tub & Ocean view!
6.0 out of 10, (1 review)
"Check in - out unit was given to another group so had to wait for that to be sorted out. Several things in our unit were broken (ex. TV, fan, blinds) and some attention to cleaning details (ex. Toilet, stains in upholstery). But great location and beach. Helpful staff on the beach to help you get chairs and umbrellas set up. "
Canada
Brynne B.
The price is €742
includes taxes & fees
25 Jan - 26 Jan
Modern 1BR Apt w/ private balcony!

Aparthotel in Montauk

Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1,281 reviews)
"Very beautiful place, staff are amazing. Thank you"
United States
Frank
The price is €153
includes taxes & fees
13 Jan - 14 Jan
Montauk Manor
8.8 out of 10, Excellent, (3 reviews)
"Great stay. Would stay again. "
United States
Weston B.
The price is €391
includes taxes & fees
20 Jan - 21 Jan
Seabreeze #4: Charming Cottage Footsteps to the Beach
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 €862
includes taxes & fees
8 Feb - 9 Feb
Blackberry: Private home with jacuzzi year-round
The price is €5,585
includes taxes & fees
15 Jan - 16 Jan
Sag Harbor Water View w Dock 1.5ml from town
10.0 out of 10, Exceptional, (1 review)
The price is €452
includes taxes & fees
2 Feb - 3 Feb
Seabreeze #3: Cozy Cottage by the beach
The price is €5,659
includes taxes & fees
17 Jan - 18 Jan
Spacious 5-bedroom house with water views and 2 houses from the bay.
9.0 out of 10, Wonderful, (4 reviews)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
The price is €222
includes taxes & fees
13 Jan - 14 Jan
American Beech in Greenport - Petite King Room 7
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 €6,391
includes taxes & fees
13 Jan - 14 Jan
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach

Condo in Downtown Montauk

Offshore Residences
4.5 star property
The price is €549
includes taxes & fees
18 Jan - 19 Jan
Offshore Residences
10.0 out of 10, Exceptional, (1 review)
"Wonderful house. Immaculate with all the provisions you can hope for. Perfect location and beautifully done!"
United States
Jeannette M.
The price is €522
includes taxes & fees
5 Feb - 6 Feb
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
9.6 out of 10, Exceptional, (9 reviews)
"What a wonderful spot! We could walk to town, and a beach. We loved our stay in Greenport! "
United States
Laura B.
The price is €514
includes taxes & fees
13 Jan - 14 Jan
Northfork Townhouse- walk to all/ newly renovated
2.0 star property
The price is €816
includes taxes & fees
20 Jan - 21 Jan
Newly Renovated Sag Harbor Beach House with Pool
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 €570
includes taxes & fees
13 Jan - 14 Jan
Charming Northfork Townhouse- walk to all
The price is €1,718
includes taxes & fees
23 Jan - 24 Jan
Cozy 5 Bedroom With Wi-fi And Air Condition

Holiday Home in Southold

Beautifully farmhouse
10.0 out of 10, Exceptional, (3 reviews)
"good experience"
United States
Anonymous traveller
The price is €1,033
includes taxes & fees
13 Jan - 14 Jan
Beautifully farmhouse

Holiday Home in Greenport

Beachfront Greenport Villa
9.6 out of 10, Exceptional, (10 reviews)
"Super location - just near The beautiful village of Greenport with a sweeping view of the bay, A very happy house - super Clean, and we had everything that we needed. Meghan was a wonderful host, and answered us quickly with any question that we had. I loved the NorthFork and this home was the perfect place to stay!"
United States
Carine J.
The price is €683
includes taxes & fees
13 Jan - 14 Jan
Beachfront Greenport Villa
10.0 out of 10, Exceptional, (3 reviews)
"perfect for families"
United States
Okito H.
The price is €977
includes taxes & fees
14 Jan - 15 Jan
Minutes from the beach, brand new 4 bedroom
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

Find out more about Amagansett

Everything you need to know about Amagansett holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Amagansett holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Amagansett holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Amagansett holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Amagansett. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Amagansett holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Amagansett holiday rentals we have selected for you start as low as €153 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Amagansett rentals

At Expedia, we put the best Amagansett holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Amagansett rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Amagansett holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Amagansett. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Summer 2026 Now Available! Grab an amazing property in the heart of the Hamptons: This holiday home rental outside of Amagansett is located near 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 dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Amagansett?

With 124 Expedia holiday rentals, you're guaranteed 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 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.