Amagansett Vacation Rentals

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Check prices for these dates

Next weekend
Aug 22 - Aug 24
In two weeks
Aug 29 - Aug 31
In one month
Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

Browse Select Amagansett Vacation Homes

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
Relax by the serene pool surrounded by tall trees and a well-maintained lawn.

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

2.5 star property
9.8 out of 10, Exceptional, (12)
"Great place! Great communication with property owner!"
The price is CA $365
CA $719 total
includes taxes & fees
Aug 14 - Aug 15
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day
Outdoor spa tub

NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day

4.0 star property
9.6 out of 10, Exceptional, (133)
"Loved our stay and will be back"
NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day
Stunning Hampton Holiday Family Fantasy for your Team
Relax in a spacious room with expansive views of the surrounding greenery, featuring a comfortable seating area and a glass door leading to an outdoor patio.

Stunning Hampton Holiday Family Fantasy for your Team

9.8 out of 10, Exceptional, (69)
"We loved the house. We had a large party and did alot of cooking - the kitchen was top notch. Great supplies - lots of room and all appliances were excellent. All the rooms were great beds comfy towels great. "
Stunning Hampton Holiday Family Fantasy for your Team
Walk to the beach from 4 Bedroom house in Amagansett - Private Beach Path Access
Walk along the beach, flanked by pine trees and a wooden fence.

Walk to the beach from 4 Bedroom house in Amagansett - Private Beach Path Access

10.0 out of 10, Exceptional, (1)
"Perfect location."
Walk to the beach from 4 Bedroom house in Amagansett - Private Beach Path Access
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
Relax by the serene pool surrounded by lush greenery and mature trees.

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

10.0 out of 10, Exceptional, (29)
"Amazing property! Had all the things we needed "
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
Cozy sun drenched beach cottage private beach, walk to town, hot tub
Property grounds

Cozy sun drenched beach cottage private beach, walk to town, hot tub

9.8 out of 10, Exceptional, (20)
"A very cozy and peaceful escape, loved the hot tub!"
Cozy sun drenched beach cottage private beach, walk to town, hot tub
The Cooper-Burke House
Relax on the beach with a bench and picnic table nearby, surrounded by a natural wooden fence.

The Cooper-Burke House

10.0 out of 10, Exceptional, (27)
"Nice location and house "
The Cooper-Burke House
Another rental season is coming up.
Relax by the pool surrounded by a covered seating area and lounge chairs.

Another rental season is coming up.

10.0 out of 10, Exceptional, (19)
"Absolutely beautiful home with everything you need for an enjoyable vacation. The host was a pleasure to work with making sure we were comfortable with our accommodations. Definitely a great place to stay. "
Another rental season is coming up.
Walk to town, Bike to beach, Private pool oasis !
Relax by the serene pool surrounded by lush greenery.

Walk to town, Bike to beach, Private pool oasis !

10.0 out of 10, Exceptional, (18)
"Nice house with very great outdoor. Well located, with the bikes, we can access the beaches, the city center and some restaurants very easily."
Walk to town, Bike to beach, Private pool oasis !
Work and Play Special! Extended Stay Discount
Relax by the pool surrounded by lush gardens and comfortable lounge chairs.

Work and Play Special! Extended Stay Discount

10.0 out of 10, Exceptional, (48)
"We had a lovely time at Cottage Green. Ingrid was a lovely owner and was very easy to communicate with!"
The price is CA $1,242
CA $2,146 total
includes taxes & fees
Sep 4 - Sep 5
Work and Play Special! Extended Stay Discount
Brand New Waterfront - Chic & Sophisticated unit #701
Relax on the seating area with a sofa and chairs, surrounded by a pergola with string lights.

Brand New Waterfront - Chic & Sophisticated unit #701

10.0 out of 10, Exceptional, (3)
"Great home and location. Enjoyed our stay!"
Brand New Waterfront - Chic & Sophisticated unit #701
Charming Village home in the heart of Southampton
Cozy up by the fireplace, surrounded by abstract art and lush views.

Charming Village home in the heart of Southampton

10.0 out of 10, Exceptional, (22)
"Great location, clean, easy checkin, slept 7 comfortably"
Charming Village home in the heart of Southampton
The SandPiper
Relax on the covered porch with a single chair and small table, surrounded by lush greenery and a residential neighborhood view.

The SandPiper

9.8 out of 10, Exceptional, (24)
"My friends and I stayed here for a night after a wedding. It was the perfect place to stay after a long day. Host was kind and helpful with anything I needed! "
The SandPiper
American Beech in Greenport - Petite King Room 7
Enjoy dining al fresco in a serene outdoor setting with lush greenery and ambient lighting.

American Beech in Greenport - Petite King Room 7

8.8 out of 10, Excellent, (3)
"We thoroughly enjoyed our stay!"
The price is CA $329
CA $492 total
includes taxes & fees
Aug 13 - Aug 14
American Beech in Greenport - Petite King Room 7
Bayfront 5 bedrooms family home. Panoramic sea view from all rooms
Relax by the serene pool surrounded by lush greenery and a stunning sea view.

Bayfront 5 bedrooms family home. Panoramic sea view from all rooms

10.0 out of 10, Exceptional, (33)
"This home fit everyone perfectly. The great room was a stunner and the bay views awesome! "
Bayfront 5 bedrooms family home. Panoramic sea view from all rooms
Pool/5 min walk to Beach/Restaurants/Museums- Village House w/backyard
Enjoy cooking in this well-lit kitchen with a range hood, island, and ample seating area.

Pool/5 min walk to Beach/Restaurants/Museums- Village House w/backyard

4.0 star property
10.0 out of 10, Exceptional, (6)
"This place is an absolute gem. Four big bedrooms, a brand new kitchen and washer/dryer, lovely renovated interior, and huge fluffy towels in excess! A huge backyard with plenty of toys for little ones and a big patio table and chairs to enjoy amazing grilled dinners from the new gas BBQ grill was a huge plus. Also lots of beach chairs, beach towels, umbrella available for use! The owner was extremely communicative, thoughtful, and an excellent host. This house is on a QUIET street in busy Sag...
Pool/5 min walk to Beach/Restaurants/Museums- Village House w/backyard
Charming East Hampton Cottage with Lush Gardens & Indoor-Outdoor Living
Terrace/patio

Charming East Hampton Cottage with Lush Gardens & Indoor-Outdoor Living

Charming East Hampton Cottage with Lush Gardens & Indoor-Outdoor Living
Open Floor Plan, Extensive Decking, Close to Gardiners Bay Beach and...
Relax in a serene space with a high ceiling, exposed beams, and a large window overlooking lush greenery.

Open Floor Plan, Extensive Decking, Close to Gardiners Bay Beach and...

9.4 out of 10, Exceptional, (14)
"Amazing place, we loved our stay!"
Open Floor Plan, Extensive Decking, Close to Gardiners Bay Beach and...
Quiet neighborhood, Family&Pet friendly, 5mins. from town & ocean beaches
Enjoy cooking in this well-equipped kitchen with a refrigerator, microwave, oven, and sink.

Quiet neighborhood, Family&Pet friendly, 5mins. from town & ocean beaches

2.0 star property
10.0 out of 10, Exceptional, (6)
"Big house with exclusive privacy in backyard!"
Quiet neighborhood, Family&Pet friendly, 5mins. from town & ocean beaches
Mid-Century Modern Beach House: Private Beach Access, Pool, and Chef’s Kitchen
Relax in this spacious living area with a high ceiling, large windows offering views of the surrounding trees, and a comfortable seating arrangement.

Mid-Century Modern Beach House: Private Beach Access, Pool, and Chef’s Kitchen

10.0 out of 10, Exceptional, (91)
"Beautiful house with lots of light and comfort. Excellent quiet location by the ocean with outstanding communication with the host who answered all pertinent questions and addressed all outstanding issues. "
Mid-Century Modern Beach House: Private Beach Access, Pool, and Chef’s Kitchen
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 Atlantic Hotel

The Atlantic Hotel

10/10 Excellent
"Bed was comfortable. Shower was very good. "
Edward 3-night trip
Posted 12 hours ago
The Atlantic Hotel