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

Holiday Rentals in Amagansett

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Our top choices for Amagansett holiday rentals

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 €727
includes taxes & fees
19 Jul - 20 Jul
Unit 811: Studio | 1st Floor-Garden View | Osprey

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 €1,515
includes taxes & fees
2 Aug - 3 Aug
Unit 1311: Cottage | Garden View | Deuce

Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (319 reviews)
"We always stay at the Windward Shores when we go to Montauk. It is a beautiful, clean and comfortable place, and the price is great!"
United States
Joseph
The price is €561
includes taxes & fees
15 Jul - 16 Jul
Windward Shores Ocean Resort

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

Unit 1021: Studio | 2nd Floor-Pool View | Starfish
Napeague
10.0 out of 10, Exceptional, (5 reviews)
"Comfortable accommodations, easy access to pool and beach, close to restaurants, quiet."
United States
Liana T.
The price is €727
includes taxes & fees
19 Jul - 20 Jul
Unit 1021: Studio | 2nd Floor-Pool View | Starfish

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 €784
includes taxes & fees
19 Jul - 20 Jul
Unit 823: Studio | 2nd Floor-Ocean View | Osprey

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

Unit 1012: Studio | 1st Floor-Garden View | Starfish
Napeague
The price is €720
includes taxes & fees
29 Jul - 30 Jul
Unit 1012: Studio | 1st Floor-Garden View | Starfish

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)
The price is €1,573
includes taxes & fees
19 Jul - 20 Jul
Unit 611: Two-Bedroom | 1st Floor-Dune View | Periwinkle

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

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 €1,471
includes taxes & fees
6 Aug - 7 Aug
Unit 1722: 1-Bedroom with Loft | 2nd Floor-Ocean Front Ocean View | Ocean Edge

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

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

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

Unit 1923: 1-Bedroom with Loft | 2nd Floor-Ocean View | Dunes West

Unit 1923: 1-Bedroom with Loft | 2nd Floor-Ocean View | Dunes West
Napeague
The price is €1,379
includes taxes & fees
9 Aug - 10 Aug
Unit 1923: 1-Bedroom with Loft | 2nd Floor-Ocean View | Dunes West

Unit 1826: 1-Bedroom with Loft | 2nd Floor-Partial Ocean View | Dunes East

Unit 1826: 1-Bedroom with Loft | 2nd Floor-Partial Ocean View | Dunes East
Napeague
The price is €1,196
includes taxes & fees
19 Jul - 20 Jul
Unit 1826: 1-Bedroom with Loft | 2nd Floor-Partial Ocean View | Dunes East

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
The price is €1,283
includes taxes & fees
2 Aug - 3 Aug
Unit 1825: 1-Bedroom with Loft | 2nd Floor-Partial Ocean View | Dunes East

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 €1,437
includes taxes & fees
25 Jul - 26 Jul
Unit 1721: 1-Bedroom with Loft | 2nd Floor-Ocean Front Ocean View | Ocean Edge

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

Unit 1915: 1-Bedroom | 1st Floor-Dune View | Dunes West
Napeague
The price is €1,101
includes taxes & fees
24 Jul - 25 Jul
Unit 1915: 1-Bedroom | 1st Floor-Dune View | Dunes West

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

Unit 2014: 1-Bedroom | 1st Floor-Dune View | Court Side
Napeague
The price is €1,221
includes taxes & fees
1 Aug - 2 Aug
Unit 2014: 1-Bedroom | 1st Floor-Dune View | Court Side

Safari Tent Glamping,S7-CedarPt, East Hampton, NY

Safari Tent Glamping,S7-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (1 review)
"Thank you Cedar Point for the great accommodations. We were fortunate to have a Tent right on the Bay, great views and good times."
United States
Vasilios
The price is €290
includes taxes & fees
19 Jul - 20 Jul
Safari Tent Glamping,S7-CedarPt, East Hampton, NY

Safari Tent Glamping,S5-CedarPt, East Hampton, NY

Safari Tent Glamping,S5-CedarPt, East Hampton, NY
East Hampton
8.6 out of 10, Excellent, (4 reviews)
"We loved our tent, the view was great. The bed was super comfortable. We will definitely come back and hopefully stay longer. Also, the pizza is so good as was the watermelon Margherita."
United States
Jennifer
The price is €260
includes taxes & fees
15 Jul - 16 Jul
Safari Tent Glamping,S5-CedarPt, East Hampton, NY

Safari Tent Glamping,S2-CedarPt, East Hampton, NY

Safari Tent Glamping,S2-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (1 review)
"Comfortable bed and beautiful surroundings"
United States
Matthew
The price is €260
includes taxes & fees
15 Jul - 16 Jul
Safari Tent Glamping,S2-CedarPt, East Hampton, NY
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 €402 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 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?

The Hamptons Beaches and Indian Wells Beach are a couple of scenic spots to enjoy the outdoors, whereas Amelia Cottage Museum is one of the cultural attractions. While here, Amagansett Beach and Hither Hills State Park 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.