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Top Holiday Rentals in Amagansett

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (290)
"Easy checking in and out Easy access few steps to beach from first floor unit "
The price is £180
includes taxes & fees
7 Sept - 8 Sept
Windward Shores Ocean Resort

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1230)
"I had the best time and highly recommend this hotel!"
The price is £267
includes taxes & fees
1 Sept - 2 Sept
Montauk Manor

Montauk Oceanside Suites

3.0 star property
8.6 out of 10, Excellent, (404)
"great place to stay"
The price is £177
includes taxes & fees
3 Sept - 4 Sept
Montauk Oceanside Suites

The Surf Club

3.5 star property
8.6 out of 10, Excellent, (270)
"The front desk was great !!"
The price is £327
includes taxes & fees
3 Sept - 4 Sept
The Surf Club

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (234)
"Great location, great views. Walls are a little thin."
The price is £320
includes taxes & fees
11 Sept - 12 Sept
Cliffside Resort Condominiums

Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill

8.6 out of 10, Excellent, (25)
"This adorable, cozy cottage was perfect for our family getaway to Montauk. We have tried various rentals and hotels each summer and Robert’s cottage was by far our favorite. It fit our family of 5 perfectly, with enough room that we didn’t feel on top of each other. The decor was light and airy and just what we were hoping to find. From the awesome location, just a walk to the ocean, to the indoor pool and back up to a comfortable stay, our entire family agree that we can’t wait to return!...
Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill

Driftwood Resort

3.5 star property
9.0 out of 10, Wonderful, (227)
"Phenomenal property and our room had a private sand patio. Service was extremely attentive and friendly. The beach was very spacious and pretty clean."
The price is £235
includes taxes & fees
3 Sept - 4 Sept
Driftwood Resort

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 £442
includes taxes & fees
18 Aug - 19 Aug
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

Fairy Tale Guest Cottage in Magic Garden by Pool

10.0 out of 10, Exceptional, (71)
"We had a wonderful vacation at the Fairy Tale Guest Cottage. The location was awesome and we loved the accommodations, especially the fancy bathroom. Mark and Eunyoung are impeccable hosts. Would absolutely stay again!"
Fairy Tale Guest Cottage in Magic Garden by Pool

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

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 !

MONTAUK MANOR-DELUXE STUDIO APARTMENT

9.8 out of 10, Exceptional, (69)
"We were so excited to come back to this property after our lovely stay in february! We had an amazing time again and loved it! "
MONTAUK MANOR-DELUXE STUDIO APARTMENT

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

Southampton cozy cottage by the beach

10.0 out of 10, Exceptional, (1)
"Great stay. Would stay again. "
The price is £541
includes taxes & fees
13 Aug - 14 Aug
Southampton cozy cottage by the beach

Charming Montauk Getaway centrally located

9.6 out of 10, Exceptional, (49)
"Mary was an amazing host! The apartment was cozy, quiet and very clean. The private fenced in yard in the back was a plus. Minutes drive to everywhere Montauk. Would stay again hands down. "
Charming Montauk Getaway centrally located

Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound

9.6 out of 10, Exceptional, (37)
"we had a lovely stay in this apartment! it was very spacious and comfortable. The pull out couch was also surprisingly very comfy! Mark and Nancy were very responsive and helpful. "
The price is £496
includes taxes & fees
4 Sept - 5 Sept
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound

Amazing Location 2-bedroom Townhouse - Sleeps 8

10.0 out of 10, Exceptional, (24)
"Amazing location, wonderful and thoughtful hosts, and clean/beautiful beach condo. It was perfect for our family getaway!"
Amazing Location 2-bedroom Townhouse - Sleeps 8

'The Gate House'on Beach front Estate with Dockage. Walk to Village .

9.8 out of 10, Exceptional, (92)
"This is a great place to stay in Greenport. It has a private beach and is quiet and friendly. It's a 2-minute drive to town and shops, but you will want to spend your time enjoying the beautiful waterfront views."
'The Gate House'on Beach front Estate with Dockage. Walk to Village .

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 £1,172
includes taxes & fees
4 Sept - 5 Sept
Work and Play Special! Extended Stay Discount

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
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

Frequently asked questions

Can I find holiday rentals in Amagansett?

Yes, there are holiday rentals in Amagansett close to Shinnecock Museum, or you can select a more secluded 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 coffee shops during your trip.

What are some of the best holiday rentals that Amagansett has to offer?

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor : This holiday home rental outside of Amagansett offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a patio, a garden and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Amagansett?

With 134 Expedia holiday rentals, you're guaranteed to find just the right place for your Amagansett stay.

What can I see and do in Amagansett?

Cultural attractions include Sag Harbor Whaling Museum and Amelia Cottage Museum, whereas Atlantic Avenue Beach and Amagansett Beach are a couple of picturesque spots to enjoy the outdoors. While here, Hither Hills State Park and The Hamptons Beaches are other places worth a visit.

What are holiday rentals like in Amagansett?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Amagansett. Holiday rentals feature amenities such as patios, hot tubs and fire pits to help you enjoy your stay. If you're concerned about a sanitised environment, holiday rentals can provide a sense of security away from shared hotel lifts and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for a small group gathering.