Search Vacation Homes in Amagansett

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 1112 Vacation Homes in Amagansett with updated reviews, rates, and availability.

Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready
20x40' pool has two shallow ends and stadium steps on both sides

Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready

9.8 out of 10, Exceptional, (97)
"Nothing negative to say. The owner came to greet us on our arrival, and showed us around the property. The house and grounds are family friendly with safety features for toddlers. Plenty of room for a large group. Parking for one car at the beach, and a short walk if all cannot fit in the car. The two outdoor showers are great when returning from the beach."
Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready
Unobstructed Ocean Views ! A Beautiful Montauk Getaway
Beach Path 150 yards

Unobstructed Ocean Views ! A Beautiful Montauk Getaway

10.0 out of 10, Exceptional, (47)
"We thoroughly enjoyed staying here, short walk to town, beautiful scenery, quiet and clean. "
Unobstructed Ocean Views ! A Beautiful Montauk Getaway
Exquisite New Hampton Home in a Perfect Location
Exterior

Exquisite New Hampton Home in a Perfect Location

Exquisite New Hampton Home in a Perfect Location
COZY COTTAGE WITH PRIVATE BEACH ACCESS IN THE DUNES - Half a block to the beach
Outdoor dining

COZY COTTAGE WITH PRIVATE BEACH ACCESS IN THE DUNES - Half a block to the beach

10.0 out of 10, Exceptional, (13)
"Steps to probably the most beautiful beach in the Hamptons. Thoroughly enjoyed our stay, as did the dogs. We will definitely be back."
COZY COTTAGE WITH PRIVATE BEACH ACCESS IN THE DUNES - Half a block to the beach
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
Sprawling pool with outdoor kitchen

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

10.0 out of 10, Exceptional, (17)
"Had the best girls weekend with old college roommates! The house is stunning and incredibly clean. Was well stocked with everything we needed for our stay. Great location as well for checking out downtown, the beach, wineries, etc. "
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
Center of Town - Ideal for Beach, Golf & Tennis
Dining

Center of Town - Ideal for Beach, Golf & Tennis

10.0 out of 10, Exceptional, (58)
"Had a Wonderful Time !! Ryan is great , was available to help at any time .. House is beautiful Very comfortable. Great location .. just as nice as the photos .. Very Clean , Modern and super convenient to town. Ditch Plains and of course Montauk Downs Loved It !!!"
Center of Town - Ideal for Beach, Golf & Tennis
Cozy Seaside Cottage
Exterior

Cozy Seaside Cottage

10.0 out of 10, Exceptional, (34)
"Really enjoyed our short weekend at this cottage. Owners were very helpful in providing recommendations for wineries in the area. Home was clean and tidy. Be aware if you're tall as the second floor ceilings are rather short, and the light fixture in the primary bedroom is easy to bang your head on in the bed."
Cozy Seaside Cottage
East Hampton Luxury: Heated Pool, Hot Tub & Expansive Yard with 6 Bedrooms
Heated custom gunite Pool & Hot Tub w/ marble dust finish overlooks massive lawn

East Hampton Luxury: Heated Pool, Hot Tub & Expansive Yard with 6 Bedrooms

10.0 out of 10, Exceptional, (39)
"We had the best time at the property. It was perfect for 7 of us! Great pool and very helpful. "
East Hampton Luxury: Heated Pool, Hot Tub & Expansive Yard with 6 Bedrooms
Beautiful Private 4 BR, Heated Pool. Close to Everything.
New Teak Lounge Chairs, Decking and Pool Liner

Beautiful Private 4 BR, Heated Pool. Close to Everything.

9.6 out of 10, Exceptional, (42)
"We were in the Hamptons to celebrate my sisters upcoming wedding and had a fantastic time in our rental the only complaint we had was that wish we were there longer!"
Beautiful Private 4 BR, Heated Pool. Close to Everything.
Aqua Vista
Living area

Aqua Vista

10.0 out of 10, Exceptional, (11)
"My sister and I stayed at Aqua Vista the last weekend in October. The weather was amazing. The house is located just a block form the ferry to Shelter Island and a couple of blocks to all the shops in Greenport.The apartment was clean well equipped and well maintained. Located in a lovely area close to all the shops. We would definitely stay there again . The"
Aqua Vista
North Fork seaside retreat for design lovers
Living room with unobstructed water views on three sides

North Fork seaside retreat for design lovers

10.0 out of 10, Exceptional, (2)
"Awesome property with everything you need for a great getaway. European chic touches throughout and a location that is just fantastic!! Spectacular Sunrises on the deck with breakfast overlooking Orient Harbor, Bug Light, and Shelter Island are mesmerizing. The view and the setting just never gets old-a real gem!! Nicole was terrific to deal with - we’ll be back!!"
North Fork seaside retreat for design lovers
Secluded Southampton Home That Has It All
Living area

Secluded Southampton Home That Has It All

10.0 out of 10, Exceptional, (1)
"This was a perfect getaway for a multigenerational family reunion! It's a beautifully maintained property. The bathroom to bedroom ratio was great for many families/couples. Great amenities included a heated pool and jacuzzi, and it's ideally located with easy access to Southampton and Sag Harbor downtown areas. Bob was a wonderful host and easy to reach. I recommend this place for anyone planning a family getaway. "
Secluded Southampton Home That Has It All
Sagaponack, Hamptons Designer Luxury, Tennis Court and 8 Bedrooms
Pool

Sagaponack, Hamptons Designer Luxury, Tennis Court and 8 Bedrooms

10.0 out of 10, Exceptional, (18)
"Exceptional property, extremely well designed, location is outstanding; it is a true Hamptons Estate fit ideally for family stays and relaxing experience. "
Sagaponack, Hamptons Designer Luxury, Tennis Court and 8 Bedrooms
Mid-Century Fall Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
Pool

Mid-Century Fall Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!

10.0 out of 10, Exceptional, (81)
"Very relaxing place to stay 2 minutes from the beach and fabulous sunsets. Property was spotless with tons of room. "
Mid-Century Fall Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
Lake House - Brand New, Renovation Just Completed
Waterfront Hot tub

Lake House - Brand New, Renovation Just Completed

9.6 out of 10, Exceptional, (11)
"This was our second year staying at Steve’s for an annual fishing trip. Once again, accommodations were great. The home was clean, well appointed and the grounds were impeccably maintained. The location is ideal, as it’s centrally located and convenient, yet offers privacy at the same time. We’re already looking forward to next year."
Lake House - Brand New, Renovation Just Completed
Perfectly Located, Newly Renovated Montauk Beach House with Plunge Pool/Hot Tub
Exterior

Perfectly Located, Newly Renovated Montauk Beach House with Plunge Pool/Hot Tub

9.8 out of 10, Exceptional, (7)
"We really enjoyed our stay, it was what we were expecting and the host was very quick to respond on all communications!"
Perfectly Located, Newly Renovated Montauk Beach House with Plunge Pool/Hot Tub
Private access Ocean beach, steps away...Perfect home for family vacations!
Front view

Private access Ocean beach, steps away...Perfect home for family vacations!

10.0 out of 10, Exceptional, (60)
"This property was a dream and so was working with Paul! The location is absolutely perfect (so close to downtown and the shops) and a stunning property. The house is gorgeous and Paul was incredibly accommodating with my last minute trip. I could not recommend a place more! "
Private access Ocean beach, steps away...Perfect home for family vacations!
Unique Modern Barn House in Sag Harbor
Pool

Unique Modern Barn House in Sag Harbor

10.0 out of 10, Exceptional, (16)
"I was looking for a quiet luxury home between Boston and New York where our children could meet up with their parents and spend Thanksgiving week. Never been to Long Island/Sag Harbor so I was looking forward to seeing the area. This is a beautiful home with everything, literally. Kitchen and supplied cooking tools and appliances were beyond awesome. A Miele in wall coffee maker. Wed are all foodies so did pretty much all of our own cooking. 3 ovens, one of which is a steam oven. Silverware,...
Unique Modern Barn House in Sag Harbor
Walk to town, Bike to beach. Private pool oasis
Pool and deck area

Walk to town, Bike to beach. Private pool oasis

10.0 out of 10, Exceptional, (18)
"Cozy upper floor of duplex with private pool and nice landscaping. Car noise is significant when outside because it’s at a busy intersection. Tight for 4; perfect for 2-3. Very convenient to East Hampton "
Walk to town, Bike to beach. Private pool oasis
Brand New in the Heart of East Hampton Village with Pool
Outdoor dining

Brand New in the Heart of East Hampton Village with Pool

10.0 out of 10, Exceptional, (26)
"Spacious, like new in the heart of downtown East Hampton. Great house for families. Owner was accommodating and we will return. "
Brand New in the Heart of East Hampton Village with Pool
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.
Don't see what you're looking for?
See all available properties in Amagansett
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Amagansett

Windward Shores Ocean Resort
Property grounds

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (264)
"Stayed for the second time at Windward and have no complaints. will book again next time I'm in Montauk!"
The price is AED 464
AED 609 total
includes taxes & fees
6 Jan - 7 January 2025
Windward Shores Ocean Resort
Montauk Manor
Exterior

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1086)
"Charming and historic hotel in Montauk. Drive on up or take a taxi from the train station as there are no real sidewalks in this area. The building is beautiful and in great condition thanks to years of care and maintenance. My ground-floor suite came with a kitchenette, living room, and private patio, though I did not make use of the patio as it was 20° in December when I visited. I recommend paying a visit to Monte’s, the hotel restaurant, which appears to be popular among locals and outside...
The price is AED 481
AED 621 total
includes taxes & fees
6 Jan - 7 January 2025
Montauk Manor
Montauk Oceanside Suites
Front of property

Montauk Oceanside Suites

3.0 star property
8.4 out of 10, Very Good, (347)
"Needs to have someone man the phones…"
The price is AED 472
AED 575 total
includes taxes & fees
30 Dec - 31 Dec
Montauk Oceanside Suites
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.