Amagansett Vacation Rentals from ₩224,539: Search Short-Term Rentals

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Our top choices for Amagansett vacation rentals

Individually decorated, individually furnished, iron/ironing board

Windward Shores Ocean Resort

Napeague

Heather

₩308,686 total

includes taxes & fees

May 5 - May 6

Montauk Manor

Montauk

melissa

₩302,146 total

includes taxes & fees

Apr 29 - Apr 30

North Fork Cottages & RV Resort

Greenport

Darlin

₩369,371 total

includes taxes & fees

May 11 - May 12

Apartment | Iron/ironing board, free WiFi

Montauk Oceanside Suites

Downtown Montauk

Cheryl

₩224,539 total

includes taxes & fees

Apr 30 - May 1

The Surf Club

Montauk

Erica

₩362,998 total

includes taxes & fees

May 11 - May 12

Cliffside Resort Condominiums

Greenport

Rosemaria

₩346,862 total

includes taxes & fees

May 11 - May 12

Apartment | Individually decorated, individually furnished, free WiFi, bed sheets

Driftwood Resort

Montauk

DongHo

₩310,782 total

includes taxes & fees

May 17 - May 18

One Bedroom Condo King with Ocean view | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu

Offshore Residences

Downtown Montauk

₩1,094,620 total

includes taxes & fees

Apr 29 - Apr 30

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Top Amagansett Hotel Reviews

The Sagaponack

10/10 Excellent

"Large King bedroom. Nice bathroom. Great snacks."

The Bentley Hotel Southampton

10/10 Excellent

"The property was just as described and we couldn't have been more pleasantly surprised when we arrived after the long trek thru what seemed like nothingness between NYC and Southampton. At 1st glance we were a bit skeptical, but upon entry found the property ti be a hidden gem. We even extended our stay to explore more of the fabulous Hamptons. "

The Shoals Suites and Slips

10/10 Excellent

"My girlfriend and I stayed in April and it was amazing stay. Rooms are outstanding, one of the best rooms we ever stayed, and location was stunning. Beautiful marina, great waterfront views from the property. It was so quiet and relaxing. We went to Greenport for dinners. 10$ Breakfast cards were provided by hotel for Stone Street eatery and it was nice delicious meal. My girlfriend is from Milan, Italy and this was her first time in North Fork and she absolutely loved it thanks to The Shoals. "

Sound View Greenport

8/10 Good

"This is a lovely motel located right on the Sound and all rooms face the water. The room was clean and relatively spacious, though most of the space was devoted to the kitchen and living areas. The bathroom was a bit small, as was the sleeping area. My family, including an elderly relative, traveled here for a family wedding in mid-April. The wedding was initially set to begin at 3:30 PM; check-in time is 4:00 PM. When I tried to arrange an earlier check-in time in advance, I was told that I would just have to take my chances because the motel was unwilling to guarantee an early check-in unless I also stayed the night before the wedding or paid a high hourly fee (i.e., roughly 1/3 of the room rate per hour of early check-in). Given that a significant percentage of the overnight guests were there for the wedding, and that one of the four rooms I reserved was for an elderly relative of the couple, I was taken aback by the motel management's rigidity. Fortunately, the couple was able to push back the time of the ceremony to accommodate their guests because the motel would not do so."

Montauk Yacht Club

10/10 Excellent

"The Montauk Yacht Club is a beautiful and relaxing getaway with a true coastal luxury feel. The property is well-maintained, with scenic waterfront views that make the entire experience feel special and refreshing. The rooms are comfortable and thoughtfully designed, offering a clean and modern aesthetic. The Service is generally attentive, and the overall vibe is calm yet upscale without feeling overly formal. It’s a great place for a weekend escape or a special occasion, especially if you enjoy being near the water. Overall: A stylish, peaceful retreat with a strong vacation vibe."

Find out more about Amagansett

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

What can I see and do in Amagansett?

The Hamptons Beaches and Amagansett Square 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 Indian Wells Beach 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.

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Check prices for these dates

Our top choices for Amagansett vacation rentals

Windward Shores Ocean Resort

Montauk Manor

North Fork Cottages & RV Resort

Montauk Oceanside Suites

The Surf Club

Cliffside Resort Condominiums

Driftwood Resort

Offshore Residences

Find vacation rentals that suit your style

Top Amagansett Hotel Reviews

The Sagaponack

Montauk Manor

Sag Harbor Inn

The Bentley Hotel Southampton

Montauk Blue Hotel

The Shoals Suites and Slips

The Harbor Front Inn

Sound View Greenport

Montauk Yacht Club

Find out more about Amagansett

Frequently asked questions

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