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

Amagansett Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Amagansett vacation 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
$232 nightly
The price is $266
Sep 27 - Sep 28
Total with taxes and fees
Windward Shores Ocean Resort
A wooden deck with a table and chairs, a wicker chair, and a toilet.

2. 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)
$923 nightly
The price is $1,048
Aug 30 - Aug 31
Total with taxes and fees
Unit 721: Two-Bedroom | 2nd Floor-Ocean View | Sand Dollar
A coastal hotel with multiple buildings, a swimming pool, and a beach view.

3. 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.
Unit 1311: Cottage | Garden View | Deuce
A coastal hotel with multiple buildings, a swimming pool, and a beach view.

4. 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
$601 nightly
The price is $683
Sep 13 - Sep 14
Total with taxes and fees
Unit 1721: 1-Bedroom with Loft | 2nd Floor-Ocean Front Ocean View | Ocean Edge
A coastal hotel with multiple buildings, a swimming pool, and a beach view.

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

Unit 1713: 1-Bedroom | 1st Floor-Ocean Front | Ocean Edge
Napeague
Unit 1713: 1-Bedroom | 1st Floor-Ocean Front | Ocean Edge
A coastal hotel with multiple buildings, a swimming pool, and a beach view.

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.
$673 nightly
The price is $765
Aug 30 - Aug 31
Total with taxes and fees
Unit 1023: Studio | 2nd Floor-Pool View | Starfish
A coastal hotel with multiple buildings, a swimming pool, and a beach view.

7. 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)
$667 nightly
The price is $758
Sep 3 - Sep 4
Total with taxes and fees
Unit 611: Two-Bedroom | 1st Floor-Dune View | Periwinkle
A modern living room with a blue sofa, a wooden coffee table, and a kitchen area with cabinets and a countertop.

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
Unit 1822: 1-Bedroom with Loft | 2nd Floor-Partial Ocean View | Dunes East
A coastal hotel with multiple buildings, a swimming pool, and a beach view.

9. Unit 711: Two-Bedroom | 1st Floor-Dune View | Sand Dollar

Unit 711: Two-Bedroom | 1st Floor-Dune View | Sand Dollar
Napeague
Unit 711: Two-Bedroom | 1st Floor-Dune View | Sand Dollar
A coastal hotel with multiple buildings, a swimming pool, and a beach view.

10. 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.
Unit 1722: 1-Bedroom with Loft | 2nd Floor-Ocean Front Ocean View | Ocean Edge
A coastal residential area with multiple houses, a clear view of the ocean, and a sandy beach.

11. Unit 1022: Studio | 2nd Floor-Pool View | Starfish

Unit 1022: Studio | 2nd Floor-Pool View | Starfish
Napeague
6.0 out of 10, (1 review)
$910 nightly
The price is $1,034
Sep 7 - Sep 8
Total with taxes and fees
Unit 1022: Studio | 2nd Floor-Pool View | Starfish
A coastal hotel with multiple buildings, a swimming pool, and a beach view.

12. Unit 1924: 1-Bedroom with Loft | 2nd Floor-Ocean View | Dunes West

Unit 1924: 1-Bedroom with Loft | 2nd Floor-Ocean View | Dunes West
Napeague
Unit 1924: 1-Bedroom with Loft | 2nd Floor-Ocean View | Dunes West
A row of tents with a grassy field and trees in the background.

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

Safari Tent Glamping,S4-CedarPt, East Hampton, NY
East Hampton
$260 nightly
The price is $298
Aug 30 - Aug 31
Total with taxes and fees
Safari Tent Glamping,S4-CedarPt, East Hampton, NY
A tented accommodation with a bed, a table, and chairs.

14. 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
$259 nightly
The price is $296
Sep 1 - Sep 2
Total with taxes and fees
Safari Tent Glamping,S2-CedarPt, East Hampton, NY
A campground with several tents and trees, a grassy area, and a view of the water.

15. Safari Tent Glamping,S11-CedarPt, East Hampton, NY

Safari Tent Glamping,S11-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (3 reviews)
"Our tent was spacious and the bed was very comfortable with an incredible view of the harbor. Dave and Lee were very gracious and helpful. We especially enjoyed the Camp Store and the delicious omelets. Plus - how quiet and peaceful it was!"
United States
Lee
$259 nightly
The price is $296
Aug 31 - Sep 1
Total with taxes and fees
Safari Tent Glamping,S11-CedarPt, East Hampton, NY

16. Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
9.0 out of 10, Wonderful, (248 reviews)
"Best value and bang for your buck in Montauk other than Wavecrest in Amagansett."
United States
William
$195 nightly
The price is $223
Sep 21 - Sep 22
Total with taxes and fees
Driftwood Resort
A spacious hallway with high ceilings, arched columns, and chandeliers.

17. Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,393 reviews)
"Beautiful property"
United States
John
$314 nightly
The price is $359
Sep 14 - Sep 15
Total with taxes and fees
Montauk Manor
A row of tents with a grassy field and trees in the background.

18. Safari Tent Glamping,S10-CedarPt, East Hampton, NY

Safari Tent Glamping,S10-CedarPt, East Hampton, NY
East Hampton
9.0 out of 10, Wonderful, (2 reviews)
"Absolutely Beautiful view The vibe and food was great. Just beware of the tics."
United States
Christina V.
$260 nightly
The price is $298
Aug 30 - Aug 31
Total with taxes and fees
Safari Tent Glamping,S10-CedarPt, East Hampton, NY

19. Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (448 reviews)
"It was wonderful"
United States
christopher
$180 nightly
The price is $205
Sep 28 - Sep 29
Total with taxes and fees
Montauk Oceanside Suites

20. 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
$399 nightly
The price is $456
Sep 14 - Sep 15
Total with taxes and fees
The Surf Club
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

Kenny's Tipperary Inn

Kenny's Tipperary Inn

10/10 Excellent
"Wonderful, friendly staff. Had given us beach passes. Loved eating breakfast in the zen garden"
Barbara 1-night trip
Posted 16 hours ago
Kenny's Tipperary Inn

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Amagansett in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $205 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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 a coffee maker, 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 123 Expedia vacation rentals, you're sure to find just the right place for your Amagansett stay.

What can I see and do in Amagansett?

Amagansett Beach and The Hamptons Beaches 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 Amagansett Square 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.