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

Amagansett Vacation Rentals

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Our top choices for Amagansett vacation rentals

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 CA $992
CA $1,172 total
includes taxes & fees
Aug 26 - Aug 27
Windward Shores Ocean Resort

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

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

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 CA $1,567
CA $2,450 total
includes taxes & fees
Aug 2 - Aug 3
Unit 1311: Cottage | Garden View | Deuce

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 CA $775
CA $1,351 total
includes taxes & fees
Aug 2 - Aug 3
Unit 823: Studio | 2nd Floor-Ocean View | Osprey

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 CA $775
CA $1,351 total
includes taxes & fees
Aug 2 - Aug 3
Unit 1021: Studio | 2nd Floor-Pool View | Starfish

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 CA $1,400
CA $2,217 total
includes taxes & fees
Aug 4 - Aug 5
Unit 1922: 1-Bedroom with Loft | 2nd Floor-Ocean View | Dunes West

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

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 CA $775
CA $1,351 total
includes taxes & fees
Aug 2 - Aug 3
Unit 821: Studio | 2nd Floor-Ocean View | Osprey

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

Unit 2023: 1-Bedroom with Loft | 2nd Floor-Bay View | Court Side

Unit 2023: 1-Bedroom with Loft | 2nd Floor-Bay View | Court Side
Napeague
The price is CA $1,369
CA $2,173 total
includes taxes & fees
Aug 11 - Aug 12
Unit 2023: 1-Bedroom with Loft | 2nd Floor-Bay View | Court Side

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 CA $1,400
CA $2,217 total
includes taxes & fees
Aug 9 - Aug 10
Unit 1923: 1-Bedroom with Loft | 2nd Floor-Ocean View | Dunes West

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 CA $1,369
CA $2,173 total
includes taxes & fees
Aug 5 - Aug 6
Unit 1822: 1-Bedroom with Loft | 2nd Floor-Partial Ocean View | Dunes East

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 CA $1,491
CA $2,345 total
includes taxes & fees
Aug 26 - Aug 27
Unit 1722: 1-Bedroom with Loft | 2nd Floor-Ocean Front Ocean View | Ocean Edge

Unit 1723: 1-Bedroom with Loft | 2nd Floor-Ocean Front Ocean View | Ocean Edge

Unit 1723: 1-Bedroom with Loft | 2nd Floor-Ocean Front Ocean View | Ocean Edge
Napeague
The price is CA $1,479
CA $2,327 total
includes taxes & fees
Jul 31 - Aug 1
Unit 1723: 1-Bedroom with Loft | 2nd Floor-Ocean Front Ocean View | Ocean Edge

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

Unit 2014: 1-Bedroom | 1st Floor-Dune View | Court Side
Napeague
The price is CA $1,216
CA $1,963 total
includes taxes & fees
Aug 1 - Aug 2
Unit 2014: 1-Bedroom | 1st Floor-Dune View | Court Side

Unit 2024: 1-Bedroom with Loft | 2nd Floor-Bay View | Court Side

Unit 2024: 1-Bedroom with Loft | 2nd Floor-Bay View | Court Side
Napeague
Unit 2024: 1-Bedroom with Loft | 2nd Floor-Bay View | Court Side

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 CA $303
CA $475 total
includes taxes & fees
Aug 2 - Aug 3
Safari Tent Glamping,D27-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 CA $273
CA $418 total
includes taxes & fees
Jul 29 - Jul 30
Safari Tent Glamping,S5-CedarPt, East Hampton, NY

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

Safari Tent Glamping,S6-CedarPt, East Hampton, NY
East Hampton
9.2 out of 10, Wonderful, (5 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 CA $273
CA $418 total
includes taxes & fees
Jul 29 - Jul 30
Safari Tent Glamping,S6-CedarPt, East Hampton, NY

Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
9.0 out of 10, Wonderful, (243 reviews)
"Very close to beach"
United States
Rabia
The price is CA $599
CA $730 total
includes taxes & fees
Jul 29 - Jul 30
Driftwood Resort
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Amagansett vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Amagansett vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Amagansett vacation rentals we have selected for you start as low as CA $418 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 vacation 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 vacation.

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. 

Explore a world of travel with Expedia

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?

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

How many vacation rentals are there in Amagansett?

With 126 Expedia vacation rentals, you're sure 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 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.