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

Amagansett Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Amagansett holiday rentals

1. Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (326 reviews)
"The room was nice but the bed was horrible. They need to replace the bed ASAP. It is so old that the middle of the bed is touching the floor due to it being worn out. Our backs are still hurting. Otherwise it was a nice room."
United States
William
The price is AU$273
includes taxes & fees
19 Oct - 20 Oct
Windward Shores Ocean Resort

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 AU$594
includes taxes & fees
18 Oct - 19 Oct
Unit 1021: Studio | 2nd Floor-Pool View | Starfish

3. Unit 1012: Studio | 1st Floor-Garden View | Starfish

Unit 1012: Studio | 1st Floor-Garden View | Starfish
Napeague
The price is AU$598
includes taxes & fees
18 Oct - 19 Oct
Unit 1012: Studio | 1st Floor-Garden View | Starfish

4. 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 AU$598
includes taxes & fees
18 Oct - 19 Oct
Unit 823: Studio | 2nd Floor-Ocean View | Osprey

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 AU$598
includes taxes & fees
18 Oct - 19 Oct
Unit 1023: Studio | 2nd Floor-Pool View | Starfish

6. 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 AU$594
includes taxes & fees
18 Oct - 19 Oct
Unit 1011: Studio | 1st Floor-Garden View | Starfish

7. 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 AU$862
includes taxes & fees
22 Oct - 23 Oct
Unit 1311: Cottage | Garden View | Deuce

8. Unit 811: Studio | 1st Floor-Garden View | Osprey

Unit 811: Studio | 1st Floor-Garden View | Osprey
Napeague
10.0 out of 10, Exceptional, (1 review)
"Great stay. Unfortunately, they told us there was pickleball but there wasn’t. "
United States
Kevin C.
The price is AU$696
includes taxes & fees
31 Oct - 1 Nov
Unit 811: Studio | 1st Floor-Garden View | Osprey

9. 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 AU$588
includes taxes & fees
19 Oct - 20 Oct
Unit 821: Studio | 2nd Floor-Ocean View | Osprey

10. Unit 1817: 1-Bedroom | 1st Floor-Garden View | Dunes East

Unit 1817: 1-Bedroom | 1st Floor-Garden View | Dunes East
Napeague
9.6 out of 10, Exceptional, (4 reviews)
"Very clean, great location, and perfect place to spend a sunny weekend in the Hamptons!"
United States
Krista M.
The price is AU$703
includes taxes & fees
31 Oct - 1 Nov
Unit 1817: 1-Bedroom | 1st Floor-Garden View | Dunes East

11. 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 traveller
The price is AU$640
includes taxes & fees
19 Oct - 20 Oct
Unit 2014: 1-Bedroom | 1st Floor-Dune View | Court Side

12. 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 AU$588
includes taxes & fees
19 Oct - 20 Oct
Unit 1022: Studio | 2nd Floor-Pool View | Starfish

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 AU$640
includes taxes & fees
19 Oct - 20 Oct
Unit 2012: 1-Bedroom | 1st Floor-Dune View | Court Side

14. 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 AU$652
includes taxes & fees
18 Oct - 19 Oct
Unit 1815: 1-Bedroom | 1st Floor-Garden View | Dunes East

15. Unit 1816: 1-Bedroom | 1st Floor-Garden View | Dunes East

Unit 1816: 1-Bedroom | 1st Floor-Garden View | Dunes East
Napeague
10.0 out of 10, Exceptional, (1 review)
"Love place to stay. The beach was amazing "
United States
Brett
The price is AU$703
includes taxes & fees
31 Oct - 1 Nov
Unit 1816: 1-Bedroom | 1st Floor-Garden View | Dunes East

16. 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 AU$648
includes taxes & fees
18 Oct - 19 Oct
Unit 1912: 1-Bedroom | 1st Floor-Dune View | Dunes West

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

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

18. Unit 1211: Two-Bedroom | 1st Floor-Garden View | Love

Unit 1211: Two-Bedroom | 1st Floor-Garden View | Love
Napeague
The price is AU$642
includes taxes & fees
18 Oct - 19 Oct
Unit 1211: Two-Bedroom | 1st Floor-Garden View | Love

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

Unit 1811: 1-Bedroom | 1st Floor-Garden View | Dunes East
Napeague
The price is AU$648
includes taxes & fees
18 Oct - 19 Oct
Unit 1811: 1-Bedroom | 1st Floor-Garden View | Dunes East

20. Unit 1825: 1-Bedroom with Loft | 2nd Floor-Partial Ocean View | Dunes East

Unit 1825: 1-Bedroom with Loft | 2nd Floor-Partial Ocean View | Dunes East
Napeague
10.0 out of 10, Exceptional, (1 review)
"Clean and very cute duplex. Great location."
United States
naz r.
The price is AU$733
includes taxes & fees
31 Oct - 1 Nov
Unit 1825: 1-Bedroom with Loft | 2nd Floor-Partial Ocean View | Dunes East
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Amagansett Hotel Reviews

Find out more about Amagansett

Everything you need to know about Amagansett holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Amagansett holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Amagansett holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Amagansett holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Amagansett. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Amagansett holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Amagansett holiday rentals we have selected for you start as low as AU$248 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Amagansett rentals

At Expedia, we put the best Amagansett holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Amagansett rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Amagansett holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Amagansett. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Amagansett?

Yes, there are holiday rentals close to the most popular sights in Amagansett, 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?

Unobstructed Ocean Views ! A Beautiful Montauk Getaway : This holiday home rental outside of Amagansett is located on the beach, and has an outdoor pool, a fireplace and a BBQ 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 holiday rentals are there in Amagansett?

With 123 Expedia holiday rentals, you're guaranteed 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 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.