Amagansett Vacation Rentals

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Our top choices for Amagansett vacation rentals

Aparthotel in Montauk

Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1,301 reviews)
"Nice pool, great restaurant "
United States
April
The price is CA $158
CA $207 total
includes taxes & fees
Mar 15 - Mar 16
Montauk Manor
3.0 star property
8.6 out of 10, Excellent, (11 reviews)
"great place to stay, clean and quiet....loved it"
United States
Darlin
The price is CA $323
CA $369 total
includes taxes & fees
Apr 5 - Apr 6
North Fork Cottages & RV Resort
9.0 out of 10, Wonderful, (4 reviews)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
The price is CA $230
CA $360 total
includes taxes & fees
Mar 17 - Mar 18
American Beech in Greenport - Petite King Room 7
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 CA $180
CA $1,000 total
includes taxes & fees
Mar 24 - Mar 25
BlackBerry Private home with jacuzzi yearlong

Aparthotel in Greenport

Cliffside Resort Condominiums
3.0 star property
9.0 out of 10, Wonderful, (249 reviews)
"Great stay - beautiful place"
United States
Rebecca
The price is CA $236
CA $328 total
includes taxes & fees
Mar 15 - Mar 16
Cliffside Resort Condominiums

Condo in Downtown Montauk

Offshore Residences
4.5 star property
10.0 out of 10, Exceptional, (1 review)
The price is CA $651
CA $900 total
includes taxes & fees
Mar 15 - Mar 16
Offshore Residences
10.0 out of 10, Exceptional, (1 review)
The price is CA $142
CA $515 total
includes taxes & fees
Mar 25 - Mar 26
Seabreeze 3 Cozy cottage by the beach

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.
The price is CA $367
CA $795 total
includes taxes & fees
Mar 17 - Mar 18
Northfork Townhouse walk to all

Vacation Home in Greenport

Renovated Townhouse walk to all
9.6 out of 10, Exceptional, (10 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 CA $368
CA $798 total
includes taxes & fees
Mar 15 - Mar 16
Renovated Townhouse walk to all
10.0 out of 10, Exceptional, (3 reviews)
"perfect for families"
United States
Okito H.
The price is CA $612
CA $1,509 total
includes taxes & fees
Mar 14 - Mar 15
Minutes from the beach, brand new 4 bedroom
The price is CA $366
CA $1,107 total
includes taxes & fees
Apr 1 - Apr 2
East Hampton Estate for 8, Sauna, Soaking Tub, Chef`s Kitchen, Outdoor Fireplace
9.2 out of 10, Wonderful, (11 reviews)
"Great location. Great host. Easy house, pool and private back yard. It's modest but has it all."
United States
Harry V.
The price is CA $581
CA $1,273 total
includes taxes & fees
Mar 14 - Mar 15
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
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 CA $456
CA $906 total
includes taxes & fees
Mar 17 - Mar 18
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
10.0 out of 10, Exceptional, (15 reviews)
"We loved our stay here it was a lovely, warm and beautifully appointed home with a great pool and walkable to town. We hope to be able to return here again soon!"
United States
Deborah V.
The price is CA $1,552
CA $2,108 total
includes taxes & fees
Mar 15 - Mar 16
Contemporary Southampton Village Home Walking Distance to Town, Pool,...
The price is CA $2,032
CA $2,644 total
includes taxes & fees
Mar 14 - Mar 15
Cozy 5 Bedroom With Wi-fi And Air Condition
The price is CA $5,440
CA $8,690 total
includes taxes & fees
Mar 17 - Mar 18
Spacious 5-bedroom house with water views and 2 houses from the bay.
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 CA $3,672
CA $7,335 total
includes taxes & fees
Mar 14 - Mar 15
NEW Luxury 7BR Southampton Estate – Salt Pool & Sauna, <10min US Open Shinnecock
The price is CA $1,836
CA $3,078 total
includes taxes & fees
Mar 21 - Mar 22
Sag Harbor Water View w Dock 1.5ml from town
2.0 out of 10, (1 review)
"Not as advertised. Very disappointed "
United States
Jeffrey
The price is CA $271
CA $415 total
includes taxes & fees
Mar 16 - Mar 17
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

Find out more about Amagansett

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Amagansett. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping: You might want to consider this vacation home rental near Amagansett, which offers an outdoor pool, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 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 garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Amagansett?

With 133 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 Atlantic Avenue Beach are a couple of scenic spots to enjoy the outdoors, whereas Amelia Cottage Museum is one of the cultural attractions. While here, Amagansett Beach and Hither Hills State Park 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.