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

Amagansett Holiday Rentals

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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, (322 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 NZ$479
includes taxes & fees
20 Sept - 21 Sept
Windward Shores Ocean Resort

2. 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 NZ$1,905
includes taxes & fees
23 Aug - 24 Aug
Unit 1822: 1-Bedroom with Loft | 2nd Floor-Partial Ocean View | Dunes East

3. 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 NZ$2,206
includes taxes & fees
26 Aug - 27 Aug
Unit 1722: 1-Bedroom with Loft | 2nd Floor-Ocean Front Ocean View | Ocean Edge

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

5. 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 NZ$2,128
includes taxes & fees
30 Aug - 31 Aug
Unit 721: Two-Bedroom | 2nd Floor-Ocean View | Sand Dollar

6. 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 NZ$1,305
includes taxes & fees
30 Aug - 31 Aug
Unit 1023: Studio | 2nd Floor-Pool View | Starfish

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

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

8. 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 NZ$1,905
includes taxes & fees
25 Aug - 26 Aug
Unit 1827: 1-Bedroom with Loft | 2nd Floor-Partial Ocean View | Dunes East

9. 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.
Unit 1411: 1-Bedroom | 1st Floor-Garden View | Swordfish

10. Unit 1721: 1-Bedroom with Loft | 2nd Floor-Ocean Front Ocean View | Ocean Edge

Unit 1721: 1-Bedroom with Loft | 2nd Floor-Ocean Front Ocean View | Ocean Edge
Napeague
The price is NZ$1,114
includes taxes & fees
13 Sept - 14 Sept
Unit 1721: 1-Bedroom with Loft | 2nd Floor-Ocean Front Ocean View | Ocean Edge

11. Unit 611: Two-Bedroom | 1st Floor-Dune View | Periwinkle

Unit 611: Two-Bedroom | 1st Floor-Dune View | Periwinkle
Napeague
10.0 out of 10, Exceptional, (1 review)
Unit 611: Two-Bedroom | 1st Floor-Dune View | Periwinkle

12. Unit 1713: 1-Bedroom | 1st Floor-Ocean Front | Ocean Edge

Unit 1713: 1-Bedroom | 1st Floor-Ocean Front | Ocean Edge
Napeague
The price is NZ$1,514
includes taxes & fees
2 Sept - 3 Sept
Unit 1713: 1-Bedroom | 1st Floor-Ocean Front | Ocean Edge

13. Safari Tent Glamping,S4-CedarPt, East Hampton, NY

Safari Tent Glamping,S4-CedarPt, East Hampton, NY
East Hampton
The price is NZ$543
includes taxes & fees
25 Aug - 26 Aug
Safari Tent Glamping,S4-CedarPt, East Hampton, NY

14. Safari Tent Glamping,S6-CedarPt, East Hampton, NY

Safari Tent Glamping,S6-CedarPt, East Hampton, NY
East Hampton
9.4 out of 10, Exceptional, (6 reviews)
"We loved the surroundings, the pizza restaurant with live music and ping pong, and the friendly, warm atmosphere and kind staff. We do wish the bathrooms and especially the showers were cleaner."
United States
Lorraine
The price is NZ$496
includes taxes & fees
23 Aug - 24 Aug
Safari Tent Glamping,S6-CedarPt, East Hampton, NY

15. Safari Tent Glamping,D27-CedarPt, East Hampton, NY

Safari Tent Glamping,D27-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (3 reviews)
"We loved the idea of "roughing it" while still sleeping in a cozy bed. It was nice to expose my children to nature. We took a long walk on the beach. Cooked hotdogs and hamburgers on the grill and made s'mores on the campfire."
United States
Brian
The price is NZ$517
includes taxes & fees
23 Aug - 24 Aug
Safari Tent Glamping,D27-CedarPt, East Hampton, NY

16. Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
9.0 out of 10, Wonderful, (247 reviews)
"Best value and bang for your buck in Montauk other than Wavecrest in Amagansett."
United States
William
The price is NZ$376
includes taxes & fees
20 Sept - 21 Sept
Driftwood Resort

17. Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (444 reviews)
"The location is amazing, and the customer service is excellent. Unfortunately, the mattress and the air conditioning were the worst I’ve ever experienced, which made my stay much less comfortable."
United States
Carlos
The price is NZ$411
includes taxes & fees
8 Sept - 9 Sept
Montauk Oceanside Suites

18. Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,388 reviews)
"Property and room very clean Friendly staff and plenty of parking"
United States
Amelia
The price is NZ$605
includes taxes & fees
7 Sept - 8 Sept
Montauk Manor

19. The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (294 reviews)
"Found mold under the pull-out couch"
United States
Anna
The price is NZ$748
includes taxes & fees
9 Sept - 10 Sept
The Surf Club

20. Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Pipes Cove
10.0 out of 10, Exceptional, (28 reviews)
"We had a great stay!! "
United States
Callie E.
The price is NZ$851
includes taxes & fees
7 Sept - 8 Sept
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
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, 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 NZ$376 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?

An awe-inspiring 8,000 SF custom oceanfront mansion retreat on two...: This highly rated holiday home rental in 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. It has 7 bedrooms, as well as a kitchen with a stovetop, a microwave and a coffee maker, so that you can cook with friends or family. You can relax into your holiday with a balcony and 1 hot tub.

How many holiday rentals are there in Amagansett?

With 126 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.