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

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 CA $310
CA $391 total
includes taxes & fees
Sep 22 - Sep 23
Windward Shores Ocean Resort

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)
The price is CA $851
CA $1,451 total
includes taxes & fees
Aug 30 - Aug 31
Unit 721: Two-Bedroom | 2nd Floor-Ocean View | Sand Dollar

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.
The price is CA $792
CA $1,370 total
includes taxes & fees
Aug 27 - Aug 28
Unit 1311: Cottage | Garden View | Deuce

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
The price is CA $493
CA $945 total
includes taxes & fees
Sep 13 - Sep 14
Unit 1721: 1-Bedroom with Loft | 2nd Floor-Ocean Front Ocean View | Ocean Edge

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

Unit 1713: 1-Bedroom | 1st Floor-Ocean Front | Ocean Edge
Napeague
The price is CA $671
CA $1,202 total
includes taxes & fees
Sep 2 - Sep 3
Unit 1713: 1-Bedroom | 1st Floor-Ocean Front | Ocean Edge

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 CA $568
CA $1,058 total
includes taxes & fees
Aug 30 - Aug 31
Unit 1023: Studio | 2nd Floor-Pool View | Starfish

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)
The price is CA $568
CA $1,042 total
includes taxes & fees
Sep 3 - Sep 4
Unit 611: Two-Bedroom | 1st Floor-Dune View | Periwinkle

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 CA $754
CA $1,318 total
includes taxes & fees
Aug 27 - Aug 28
Unit 1822: 1-Bedroom with Loft | 2nd Floor-Partial Ocean View | Dunes East

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

Unit 711: Two-Bedroom | 1st Floor-Dune View | Sand Dollar
Napeague
The price is CA $867
CA $1,473 total
includes taxes & fees
Aug 27 - Aug 28
Unit 711: Two-Bedroom | 1st Floor-Dune View | Sand Dollar

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.
The price is CA $1,017
CA $1,679 total
includes taxes & fees
Aug 26 - Aug 27
Unit 1722: 1-Bedroom with Loft | 2nd Floor-Ocean Front Ocean View | Ocean Edge

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)
The price is CA $836
CA $1,430 total
includes taxes & fees
Sep 7 - Sep 8
Unit 1022: Studio | 2nd Floor-Pool View | Starfish

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

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

Safari Tent Glamping,S4-CedarPt, East Hampton, NY
East Hampton
The price is CA $297
CA $447 total
includes taxes & fees
Aug 30 - Aug 31
Safari Tent Glamping,S4-CedarPt, East Hampton, NY

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
The price is CA $297
CA $446 total
includes taxes & fees
Sep 7 - Sep 8
Safari Tent Glamping,S2-CedarPt, East Hampton, NY

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
The price is CA $268
CA $407 total
includes taxes & fees
Aug 27 - Aug 28
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
The price is CA $230
CA $307 total
includes taxes & fees
Sep 20 - Sep 21
Driftwood Resort

17. Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,392 reviews)
"Property and room very clean Friendly staff and plenty of parking"
United States
Amelia
The price is CA $409
CA $494 total
includes taxes & fees
Sep 22 - Sep 23
Montauk Manor

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.
The price is CA $266
CA $405 total
includes taxes & fees
Aug 26 - Aug 27
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
The price is CA $281
CA $336 total
includes taxes & fees
Sep 22 - Sep 23
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
The price is CA $456
CA $615 total
includes taxes & fees
Sep 9 - Sep 10
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

Find out more about Amagansett

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Amagansett. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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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 124 Expedia vacation rentals, you're sure 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 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.