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

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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, (324 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 £123
includes taxes & fees
26 Oct - 27 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 £377
includes taxes & fees
1 Oct - 2 Oct
Unit 1021: Studio | 2nd Floor-Pool View | Starfish

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 £376
includes taxes & fees
21 Oct - 22 Oct
Unit 823: Studio | 2nd Floor-Ocean View | Osprey

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 £377
includes taxes & fees
1 Oct - 2 Oct
Unit 1011: Studio | 1st Floor-Garden View | Starfish

5. 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 £567
includes taxes & fees
1 Oct - 2 Oct
Unit 1311: Cottage | Garden View | Deuce

6. Unit 2021: 1-Bedroom with Loft | 2nd Floor-Bay View | Court Side

Unit 2021: 1-Bedroom with Loft | 2nd Floor-Bay View | Court Side
Napeague
10.0 out of 10, Exceptional, (3 reviews)
"Loved it! Highly recommend! Beautiful property."
United States
Lacy N.
The price is £495
includes taxes & fees
1 Oct - 2 Oct
Unit 2021: 1-Bedroom with Loft | 2nd Floor-Bay View | Court Side

7. Unit 1911: 1-Bedroom | 1st Floor-Dune View | Dunes West

Unit 1911: 1-Bedroom | 1st Floor-Dune View | Dunes West
Napeague
10.0 out of 10, Exceptional, (2 reviews)
"We love everything about this place. This was our 2nd time staying here and plan on coming back. The kitchen was redone and is beautiful. The location is perfect. It's close to the restaurants and shops in Montauk and Amagansett. The back deck is so roomy and comfortable. Sitting out there, listening to the ocean is heaven. We highly recommend this. "
United States
DiAnn E.
The price is £480
includes taxes & fees
14 Oct - 15 Oct
Unit 1911: 1-Bedroom | 1st Floor-Dune View | Dunes West

8. Unit 1822: 1-Bedroom with Loft | 2nd Floor-Partial Ocean View | Dunes East

Unit 1822: 1-Bedroom with Loft | 2nd Floor-Partial Ocean View | Dunes East
Napeague
10.0 out of 10, Exceptional, (3 reviews)
"We had a wonderful stay at this property! Very clean, just steps to the beach and close to everything we love in the Hamptons!"
United States
Pamela
The price is £494
includes taxes & fees
4 Oct - 5 Oct
Unit 1822: 1-Bedroom with Loft | 2nd Floor-Partial Ocean View | Dunes East

9. Unit 1722: 1-Bedroom with Loft | 2nd Floor-Ocean Front Ocean View | Ocean Edge

Unit 1722: 1-Bedroom with Loft | 2nd Floor-Ocean Front Ocean View | Ocean Edge
Napeague
10.0 out of 10, Exceptional, (2 reviews)
"First time in the area, and we hope to return. "
United States
Amy E.
The price is £518
includes taxes & fees
14 Oct - 15 Oct
Unit 1722: 1-Bedroom with Loft | 2nd Floor-Ocean Front Ocean View | Ocean Edge

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 £424
includes taxes & fees
14 Oct - 15 Oct
Unit 1815: 1-Bedroom | 1st Floor-Garden View | Dunes East

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

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

12. 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 £422
includes taxes & fees
1 Oct - 2 Oct
Unit 2014: 1-Bedroom | 1st Floor-Dune View | Court Side

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

Unit 1914: 1-Bedroom | 1st Floor-Dune View | Dunes West
Napeague
The price is £422
includes taxes & fees
1 Oct - 2 Oct
Unit 1914: 1-Bedroom | 1st Floor-Dune View | Dunes West

14. Unit 1827: 1-Bedroom with Loft | 2nd Floor-Partial Ocean View | Dunes East

Unit 1827: 1-Bedroom with Loft | 2nd Floor-Partial Ocean View | Dunes East
Napeague
8.0 out of 10, Very good, (2 reviews)
"Lovely community on the beach"
United States
Jordan C.
The price is £494
includes taxes & fees
1 Oct - 2 Oct
Unit 1827: 1-Bedroom with Loft | 2nd Floor-Partial Ocean View | Dunes East

15. 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 £495
includes taxes & fees
14 Oct - 15 Oct
Unit 1922: 1-Bedroom with Loft | 2nd Floor-Ocean View | Dunes West

16. 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 £377
includes taxes & fees
1 Oct - 2 Oct
Unit 1023: Studio | 2nd Floor-Pool View | Starfish

17. 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 £421
includes taxes & fees
1 Oct - 2 Oct
Unit 2012: 1-Bedroom | 1st Floor-Dune View | Court Side

18. Unit 1411: 1-Bedroom | 1st Floor-Garden View | Swordfish

Unit 1411: 1-Bedroom | 1st Floor-Garden View | Swordfish
Napeague
9.0 out of 10, Wonderful, (2 reviews)
"Fantastic as always!!"
United States
robert R.
The price is £492
includes taxes & fees
14 Oct - 15 Oct
Unit 1411: 1-Bedroom | 1st Floor-Garden View | Swordfish

19. Unit 721: Two-Bedroom | 2nd Floor-Ocean View | Sand Dollar

Unit 721: Two-Bedroom | 2nd Floor-Ocean View | Sand Dollar
Napeague
10.0 out of 10, Exceptional, (1 review)
The price is £587
includes taxes & fees
1 Oct - 2 Oct
Unit 721: Two-Bedroom | 2nd Floor-Ocean View | Sand Dollar

20. 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 £424
includes taxes & fees
14 Oct - 15 Oct
Unit 1912: 1-Bedroom | 1st Floor-Dune 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

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, apart-hotels, 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 favorite 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 depends 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 £110 per night. Entering your travel dates in the search wizard you might find 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.