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

Amagansett Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

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

Our top choices for Amagansett vacation rentals

Iron/ironing board, WiFi (free), individually decorated

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 SAR 447
SAR 612 total
includes taxes & fees
12 Oct - 13 Oct
Windward Shores Ocean Resort
WiFi

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 SAR 608
SAR 1,579 total
includes taxes & fees
28 Sep - 29 Sep
Unit 1021: Studio | 2nd Floor-Pool View | Starfish
Exterior

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 SAR 608
SAR 1,579 total
includes taxes & fees
24 Sep - 25 Sep
Unit 823: Studio | 2nd Floor-Ocean View | Osprey
Exterior

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 SAR 609
SAR 1,579 total
includes taxes & fees
24 Sep - 25 Sep
Unit 1011: Studio | 1st Floor-Garden View | Starfish
Exterior

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 SAR 608
SAR 1,579 total
includes taxes & fees
28 Sep - 29 Sep
Unit 1023: Studio | 2nd Floor-Pool View | Starfish
Exterior

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 SAR 1,217
SAR 2,424 total
includes taxes & fees
24 Sep - 25 Sep
Unit 1311: Cottage | Garden View | Deuce
Exterior

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 SAR 608
SAR 1,579 total
includes taxes & fees
24 Sep - 25 Sep
Unit 821: Studio | 2nd Floor-Ocean View | Osprey
Exterior

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 SAR 608
SAR 1,579 total
includes taxes & fees
24 Sep - 25 Sep
Unit 1022: Studio | 2nd Floor-Pool View | Starfish
Exterior

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 SAR 811
SAR 1,863 total
includes taxes & fees
24 Sep - 25 Sep
Unit 1914: 1-Bedroom | 1st Floor-Dune View | Dunes West
Exterior

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 SAR 811
SAR 1,863 total
includes taxes & fees
24 Sep - 25 Sep
Unit 1815: 1-Bedroom | 1st Floor-Garden View | Dunes East
Interior

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 SAR 811
SAR 1,863 total
includes taxes & fees
24 Sep - 25 Sep
Unit 1811: 1-Bedroom | 1st Floor-Garden View | Dunes East
Exterior

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 SAR 811
SAR 1,863 total
includes taxes & fees
24 Sep - 25 Sep
Unit 1915: 1-Bedroom | 1st Floor-Dune View | Dunes West
Exterior

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 SAR 811
SAR 1,863 total
includes taxes & fees
24 Sep - 25 Sep
Unit 2012: 1-Bedroom | 1st Floor-Dune View | Court Side
Exterior

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 SAR 811
SAR 1,863 total
includes taxes & fees
24 Sep - 25 Sep
Unit 2014: 1-Bedroom | 1st Floor-Dune View | Court Side
Exterior

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 SAR 811
SAR 1,850 total
includes taxes & fees
30 Sep - 1 Oct
Unit 1912: 1-Bedroom | 1st Floor-Dune View | Dunes West
Exterior

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 SAR 811
SAR 1,863 total
includes taxes & fees
24 Sep - 25 Sep
Unit 1812: 1-Bedroom | 1st Floor-Garden View | Dunes East
Exterior

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 SAR 935
SAR 2,035 total
includes taxes & fees
24 Sep - 25 Sep
Unit 1711: 1-Bedroom | 1st Floor-Ocean Front | Ocean Edge
Exterior

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 SAR 935
SAR 2,035 total
includes taxes & fees
24 Sep - 25 Sep
Unit 1714: 1-Bedroom | 1st Floor-Ocean Front | Ocean Edge
Exterior

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 SAR 935
SAR 2,035 total
includes taxes & fees
24 Sep - 25 Sep
Unit 1712: 1-Bedroom | 1st Floor-Ocean Front | Ocean Edge
Exterior

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 SAR 1,014
SAR 2,143 total
includes taxes & fees
24 Sep - 25 Sep
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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 10 hours ago
Zey Hotel

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.