Amagansett Vacation Rentals

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Check prices for these dates

In two weeks
Jan 30 - Feb 1
In two months
Mar 13 - Mar 15
In three months
Apr 10 - Apr 12
In four months
May 8 - May 10

Our top choices for Amagansett vacation rentals

WiFi
White Studio Apt w/ Balcony, Tub & Ocean view!

Apartment in Napeague

White Studio Apt w/ Balcony, Tub & Ocean view!
8.0 out of 10, Very Good, (1 review)
$749 nightly
The price is $840
Jan 28 - Jan 29
Total with taxes and fees
White Studio Apt w/ Balcony, Tub & Ocean view!
Exterior
Modern 1BR Apt w/ private balcony!

Apartment in Napeague

Modern 1BR Apt w/ private balcony!
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.
$749 nightly
The price is $840
Jan 26 - Jan 27
Total with taxes and fees
Modern 1BR Apt w/ private balcony!
Lobby
Montauk Manor

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
$156 nightly
The price is $178
Jan 28 - Jan 29
Total with taxes and fees
Montauk Manor
Beach
Seabreeze #4: Charming Cottage Footsteps to the Beach

Cottage in Hampton Bays

Seabreeze #4: Charming Cottage Footsteps to the Beach
8.8 out of 10, Excellent, (3 reviews)
"Great stay. Would stay again. "
United States
Weston B.
$389 nightly
The price is $444
Jan 20 - Jan 21
Total with taxes and fees
Seabreeze #4: Charming Cottage Footsteps to the Beach
Fridge, microwave, oven, stovetop
Blackberry: Private home with jacuzzi year-round

Vacation Home in East Hampton

Blackberry: Private home with jacuzzi year-round
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.
$856 nightly
The price is $978
Feb 8 - Feb 9
Total with taxes and fees
Blackberry: Private home with jacuzzi year-round
Interior
Sag Harbor Water View w Dock 1.5ml from town

Vacation Home in Bay Point

Sag Harbor Water View w Dock 1.5ml from town
$5,574 nightly
The price is $6,368
Jan 17 - Jan 18
Total with taxes and fees
Sag Harbor Water View w Dock 1.5ml from town
Smart TV
Seabreeze #3: Cozy Cottage by the beach

Cottage in Hampton Bays

Seabreeze #3: Cozy Cottage by the beach
10.0 out of 10, Exceptional, (1 review)
$395 nightly
The price is $451
Jan 15 - Jan 16
Total with taxes and fees
Seabreeze #3: Cozy Cottage by the beach
Smart TV, fireplace
Spacious 5-bedroom house with water views and 2 houses from the bay.

Vacation Home in Sag Harbor

Spacious 5-bedroom house with water views and 2 houses from the bay.
$5,541 nightly
The price is $6,331
Jan 19 - Jan 20
Total with taxes and fees
Spacious 5-bedroom house with water views and 2 houses from the bay.
Terrace/patio
American Beech in Greenport - Petite King Room 7

Vacation Home in Greenport

American Beech in Greenport - Petite King Room 7
9.0 out of 10, Wonderful, (4 reviews)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
$198 nightly
The price is $226
Jan 15 - Jan 16
Total with taxes and fees
American Beech in Greenport - Petite King Room 7
Smart TV, fireplace, table tennis, books
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach

Vacation Home in Water Mill

NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
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.
$6,475 nightly
The price is $7,398
Jan 15 - Jan 16
Total with taxes and fees
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
One Bedroom Condo King with Ocean view | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu
Offshore Residences

Condo in Downtown Montauk

Offshore Residences
4.5 star property
$559 nightly
The price is $639
Jan 18 - Jan 19
Total with taxes and fees
Offshore Residences
Smart TV, books
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

Cottage in Greenport

The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
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.
$536 nightly
The price is $612
Feb 5 - Feb 6
Total with taxes and fees
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Smart TV, fireplace
Renovated Townhouse walk to all

Vacation Home in Greenport

Renovated Townhouse walk to all
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.
$485 nightly
The price is $554
Jan 15 - Jan 16
Total with taxes and fees
Renovated Townhouse walk to all
Living area
Newly Renovated Sag Harbor Beach House with Pool

Vacation Home in Sag Harbor

Newly Renovated Sag Harbor Beach House with Pool
2.0 star property
$810 nightly
The price is $925
Jan 27 - Jan 28
Total with taxes and fees
Newly Renovated Sag Harbor Beach House with Pool
Dining
Northfork Townhouse walk to all

Vacation Home in Greenport

Northfork Townhouse walk to all
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.
$535 nightly
The price is $611
Jan 19 - Jan 20
Total with taxes and fees
Northfork Townhouse walk to all
Living area
Cozy 5 Bedroom With Wi-fi And Air Condition

Vacation Home in Wainscott

Cozy 5 Bedroom With Wi-fi And Air Condition
$1,707 nightly
The price is $1,950
Jan 15 - Jan 16
Total with taxes and fees
Cozy 5 Bedroom With Wi-fi And Air Condition
Exterior
Beautifully farmhouse

Vacation Home in Southold

Beautifully farmhouse
10.0 out of 10, Exceptional, (3 reviews)
"good experience"
United States
Anonymous traveler
$1,028 nightly
The price is $1,175
Jan 15 - Jan 16
Total with taxes and fees
Beautifully farmhouse
Property grounds
Beachfront Greenport Villa

Vacation 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.
$646 nightly
The price is $738
Jan 15 - Jan 16
Total with taxes and fees
Beachfront Greenport Villa
Smart TV, fireplace, stereo
Minutes from the beach, brand new 4 bedroom

Vacation Home in Southampton

Minutes from the beach, brand new 4 bedroom
10.0 out of 10, Exceptional, (3 reviews)
"perfect for families"
United States
Okito H.
$971 nightly
The price is $1,109
Jan 16 - Jan 17
Total with taxes and fees
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

The Harbor Front Inn

The Harbor Front Inn

10/10 Excellent
"The staff was wonderful and the room and views fantastic."
Cathleen 2-night trip
Posted 2 days ago
The Harbor Front Inn

Find out more about Amagansett

Everything you need to know about Amagansett vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Amagansett vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Amagansett vacation 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 low season months. For more hustle and bustle, you may prefer to visit Amagansett in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $178 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Amagansett rentals

At Expedia, we put the best Amagansett vacation 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 vacation.

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.

Explore a world of travel with Expedia

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.

What are some of the best vacation rentals in Amagansett?

Summer 2026 Now Available! Grab an amazing property in the heart of the Hamptons: You might want to consider this vacation rental near Amagansett, which is located near the beach and has an outdoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals are there in Amagansett?

With 124 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.