A coastal sunset with a beach, ocean waves, and a road leading to a distant town.

Amagansett Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Amagansett vacation rentals

1. Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (323 reviews)
"Easy access to the beach. Perfect weather. Nicely furnished and updated rooms and bathrooms. The gym is tiny- not much equipment. The location is perfect for Montauk and Amagansett. The staff were very nice and hard working."
United States
Gaurang J
The price is ￥18,712
￥25,655 total
includes taxes & fees
Oct 12 - Oct 13
Windward Shores Ocean Resort
A spacious living area with a large bed, a dining table, and a kitchen in the background.

2. Unit 1021: Studio | 2nd Floor-Pool View | Starfish

Unit 1021: Studio | 2nd Floor-Pool View | Starfish
Napeague
9.8 out of 10, Exceptional, (6 reviews)
"Comfortable accommodations, easy access to pool and beach, close to restaurants, quiet."
United States
Liana T.
The price is ￥25,484
￥66,128 total
includes taxes & fees
Sep 28 - Sep 29
Unit 1021: Studio | 2nd Floor-Pool View | Starfish
A coastal hotel with multiple buildings, a swimming pool, and a beach view.

3. Unit 823: Studio | 2nd Floor-Ocean View | Osprey

Unit 823: Studio | 2nd Floor-Ocean View | Osprey
Napeague
10.0 out of 10, Exceptional, (2 reviews)
"Loved having coffe on the deck enjoying the views. The location was perfect for us. Hope to be back!"
United States
Dianna L.
The price is ￥25,484
￥66,128 total
includes taxes & fees
Sep 24 - Sep 25
Unit 823: Studio | 2nd Floor-Ocean View | Osprey
A coastal hotel with multiple buildings, a swimming pool, and a beach view.

4. Unit 1011: Studio | 1st Floor-Garden View | Starfish

Unit 1011: Studio | 1st Floor-Garden View | Starfish
Napeague
10.0 out of 10, Exceptional, (1 review)
"We very much enjoyed our stay, would definitely book again. "
United States
Mark F.
The price is ￥25,484
￥66,128 total
includes taxes & fees
Sep 24 - Sep 25
Unit 1011: Studio | 1st Floor-Garden View | Starfish
A coastal hotel with multiple buildings, a swimming pool, and a beach view.

5. Unit 1023: Studio | 2nd Floor-Pool View | Starfish

Unit 1023: Studio | 2nd Floor-Pool View | Starfish
Napeague
7.0 out of 10, Good, (2 reviews)
"Great spot! Nice to have beach access w/ chairs and umbrellas"
United States
Michael M.
The price is ￥25,484
￥66,128 total
includes taxes & fees
Sep 28 - Sep 29
Unit 1023: Studio | 2nd Floor-Pool View | Starfish
A coastal hotel with multiple buildings, a swimming pool, and a beach view.

6. Unit 1311: Cottage | Garden View | Deuce

Unit 1311: Cottage | Garden View | Deuce
Napeague
8.0 out of 10, Very good, (2 reviews)
"Great location a few steps always from the ocean and a few minutes away from town"
United States
Jessica S.
The price is ￥50,968
￥101,523 total
includes taxes & fees
Sep 27 - Sep 28
Unit 1311: Cottage | Garden View | Deuce
A coastal hotel with multiple buildings, a swimming pool, and a beach view.

7. Unit 821: Studio | 2nd Floor-Ocean View | Osprey

Unit 821: Studio | 2nd Floor-Ocean View | Osprey
Napeague
8.0 out of 10, Very good, (1 review)
The price is ￥25,484
￥66,128 total
includes taxes & fees
Sep 29 - Sep 30
Unit 821: Studio | 2nd Floor-Ocean View | Osprey
A coastal residential area with multiple houses, a clear view of the ocean, and a sandy beach.

8. Unit 1022: Studio | 2nd Floor-Pool View | Starfish

Unit 1022: Studio | 2nd Floor-Pool View | Starfish
Napeague
6.0 out of 10, (1 review)
The price is ￥25,484
￥66,128 total
includes taxes & fees
Sep 29 - Sep 30
Unit 1022: Studio | 2nd Floor-Pool View | Starfish
A coastal hotel with multiple buildings, a swimming pool, and a beach view.

9. Unit 1914: 1-Bedroom | 1st Floor-Dune View | Dunes West

Unit 1914: 1-Bedroom | 1st Floor-Dune View | Dunes West
Napeague
The price is ￥33,979
￥78,048 total
includes taxes & fees
Sep 24 - Sep 25
Unit 1914: 1-Bedroom | 1st Floor-Dune View | Dunes West
A coastal hotel with multiple buildings, a swimming pool, and a beach view.

10. Unit 1815: 1-Bedroom | 1st Floor-Garden View | Dunes East

Unit 1815: 1-Bedroom | 1st Floor-Garden View | Dunes East
Napeague
9.0 out of 10, Wonderful, (4 reviews)
"Overall, it was a great spot— the private beach, pool, and attentive staff were the cherry on top to the convenient location, and we’ll maintained unit and property"
United States
Michelle R.
The price is ￥33,979
￥78,048 total
includes taxes & fees
Sep 24 - Sep 25
Unit 1815: 1-Bedroom | 1st Floor-Garden View | Dunes East
A modern kitchen with white cabinets, stainless steel appliances, and a dining area with a round table and chairs.

11. Unit 1811: 1-Bedroom | 1st Floor-Garden View | Dunes East

Unit 1811: 1-Bedroom | 1st Floor-Garden View | Dunes East
Napeague
The price is ￥33,979
￥78,048 total
includes taxes & fees
Sep 24 - Sep 25
Unit 1811: 1-Bedroom | 1st Floor-Garden View | Dunes East
A coastal hotel with multiple buildings, a swimming pool, and a beach view.

12. Unit 1915: 1-Bedroom | 1st Floor-Dune View | Dunes West

Unit 1915: 1-Bedroom | 1st Floor-Dune View | Dunes West
Napeague
The price is ￥33,979
￥78,048 total
includes taxes & fees
Sep 29 - Sep 30
Unit 1915: 1-Bedroom | 1st Floor-Dune View | Dunes West
A coastal hotel with multiple buildings, a swimming pool, and a beach view.

13. Unit 2012: 1-Bedroom | 1st Floor-Dune View | Court Side

Unit 2012: 1-Bedroom | 1st Floor-Dune View | Court Side
Napeague
8.0 out of 10, Very good, (3 reviews)
"We had such a great stay here at the condo. The space was perfect and location was great. We came Columbus day weekend and would like to come back durijg summer season to use the facilities more. Everyone was very responsive during the process prior to arrival and the staff was excellent when on site. Highly recommend!!"
United States
Samantha R.
The price is ￥33,979
￥78,048 total
includes taxes & fees
Sep 29 - Sep 30
Unit 2012: 1-Bedroom | 1st Floor-Dune View | Court Side
A coastal residential area with multiple houses, a clear view of the ocean, and a sandy beach.

14. Unit 2014: 1-Bedroom | 1st Floor-Dune View | Court Side

Unit 2014: 1-Bedroom | 1st Floor-Dune View | Court Side
Napeague
10.0 out of 10, Exceptional, (1 review)
"Great"
United States
Anonymous traveler
The price is ￥33,979
￥78,048 total
includes taxes & fees
Sep 24 - Sep 25
Unit 2014: 1-Bedroom | 1st Floor-Dune View | Court Side
A coastal hotel with multiple buildings, a swimming pool, and a beach view.

15. Unit 1912: 1-Bedroom | 1st Floor-Dune View | Dunes West

Unit 1912: 1-Bedroom | 1st Floor-Dune View | Dunes West
Napeague
10.0 out of 10, Exceptional, (1 review)
"Loved the unit and the grounds! Everything was as in description & super friendly staff!"
United States
cathleen f.
The price is ￥34,009
￥77,577 total
includes taxes & fees
Sep 30 - Oct 1
Unit 1912: 1-Bedroom | 1st Floor-Dune View | Dunes West
A coastal hotel with multiple buildings, a swimming pool, and a beach view.

16. Unit 1812: 1-Bedroom | 1st Floor-Garden View | Dunes East

Unit 1812: 1-Bedroom | 1st Floor-Garden View | Dunes East
Napeague
The price is ￥33,979
￥78,048 total
includes taxes & fees
Sep 29 - Sep 30
Unit 1812: 1-Bedroom | 1st Floor-Garden View | Dunes East
A coastal residential area with multiple houses, a clear view of the ocean, and a sandy beach.

17. Unit 1711: 1-Bedroom | 1st Floor-Ocean Front | Ocean Edge

Unit 1711: 1-Bedroom | 1st Floor-Ocean Front | Ocean Edge
Napeague
The price is ￥39,170
￥85,241 total
includes taxes & fees
Sep 24 - Sep 25
Unit 1711: 1-Bedroom | 1st Floor-Ocean Front | Ocean Edge
A coastal hotel with multiple buildings, a swimming pool, and a beach view.

18. Unit 1714: 1-Bedroom | 1st Floor-Ocean Front | Ocean Edge

Unit 1714: 1-Bedroom | 1st Floor-Ocean Front | Ocean Edge
Napeague
The price is ￥39,170
￥85,241 total
includes taxes & fees
Sep 29 - Sep 30
Unit 1714: 1-Bedroom | 1st Floor-Ocean Front | Ocean Edge
A coastal hotel with multiple buildings, a swimming pool, and a beach view.

19. Unit 1712: 1-Bedroom | 1st Floor-Ocean Front | Ocean Edge

Unit 1712: 1-Bedroom | 1st Floor-Ocean Front | Ocean Edge
Napeague
The price is ￥39,170
￥85,241 total
includes taxes & fees
Sep 29 - Sep 30
Unit 1712: 1-Bedroom | 1st Floor-Ocean Front | Ocean Edge
A coastal hotel with multiple buildings, a swimming pool, and a beach view.

20. Unit 1922: 1-Bedroom with Loft | 2nd Floor-Ocean View | Dunes West

Unit 1922: 1-Bedroom with Loft | 2nd Floor-Ocean View | Dunes West
Napeague
The price is ￥42,474
￥89,787 total
includes taxes & fees
Sep 29 - Sep 30
Unit 1922: 1-Bedroom with Loft | 2nd Floor-Ocean View | Dunes West
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

Zey Hotel

Zey Hotel

10/10 Excellent
"This place was great!! Staff was wonderful! Perfectly located .. exceeded my expectations😊"
kathleen 1-night trip
Posted 7 hours ago
Zey Hotel

Find out more about Amagansett

Search for holiday rentals in Amagansett on Expedia! You can easily find your home rentals, villas, holiday apartments in Amagansett using one of the methods below:

  • View our selection of featured holiday rentals in Amagansett
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Look no further and take a look at our great range of rental properties in Amagansett!

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?

Unobstructed Ocean Views ! A Beautiful Montauk Getaway : You might want to consider this vacation home rental near Amagansett, which is located on the beach and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a patio and a garden.

How many vacation rentals are there in Amagansett?

With 122 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 Amagansett Beach 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 The Hamptons Beaches 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.