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

Amagansett Holiday Rentals

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Amagansett holiday rentals

Iron/ironing board, free WiFi, individually decorated

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 HK$1,220
HK$1,607 total
includes taxes & fees
4 Oct - 5 Oct
Windward Shores Ocean Resort
WiFi

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

Unit 1021: Studio | 2nd Floor-Pool View | Starfish
Napeague
9.8 out of 10, Exceptional, (6 reviews)
"Comfortable accommodations, easy access to pool and beach, close to restaurants, quiet."
United States
Liana T.
The price is HK$1,686
HK$3,871 total
includes taxes & fees
13 Sept - 14 Sept
Unit 1021: Studio | 2nd Floor-Pool View | Starfish
Exterior

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 HK$3,215
HK$5,994 total
includes taxes & fees
8 Sept - 9 Sept
Unit 1311: Cottage | Garden View | Deuce
Exterior

4. Unit 1011: Studio | 1st Floor-Garden View | Starfish

Unit 1011: Studio | 1st Floor-Garden View | Starfish
Napeague
10.0 out of 10, Exceptional, (1 review)
"We very much enjoyed our stay, would definitely book again. "
United States
Mark F.
The price is HK$1,686
HK$3,871 total
includes taxes & fees
16 Sept - 17 Sept
Unit 1011: Studio | 1st Floor-Garden View | Starfish
Exterior

5. 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 HK$2,791
HK$5,409 total
includes taxes & fees
13 Sept - 14 Sept
Unit 1721: 1-Bedroom with Loft | 2nd Floor-Ocean Front Ocean View | Ocean Edge
Exterior

6. 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 HK$1,686
HK$3,871 total
includes taxes & fees
16 Sept - 17 Sept
Unit 1022: Studio | 2nd Floor-Pool View | Starfish
1 bedroom, bed sheets

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

Safari Tent Glamping,S4-CedarPt, East Hampton, NY
East Hampton
The price is HK$1,517
HK$2,333 total
includes taxes & fees
8 Sept - 9 Sept
Safari Tent Glamping,S4-CedarPt, East Hampton, NY
Property grounds

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

Safari Tent Glamping,D27-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (4 reviews)
"great"
United States
Fiona B.
The price is HK$1,517
HK$2,432 total
includes taxes & fees
8 Sept - 9 Sept
Safari Tent Glamping,D27-CedarPt, East Hampton, NY
Property grounds

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

Safari Tent Glamping,S2-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (2 reviews)
"Outstanding place"
United States
Michael H.
The price is HK$1,517
HK$2,333 total
includes taxes & fees
8 Sept - 9 Sept
Safari Tent Glamping,S2-CedarPt, East Hampton, NY
Free WiFi, individually decorated, individually furnished, bed sheets

10. 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 HK$1,283
HK$1,721 total
includes taxes & fees
5 Oct - 6 Oct
Driftwood Resort
Iron/ironing board, free WiFi

11. 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 HK$1,111
HK$1,355 total
includes taxes & fees
28 Sept - 29 Sept
Montauk Oceanside Suites
Living area

12. The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (295 reviews)
"Found mold under the pull-out couch"
United States
Anna
The price is HK$1,764
HK$2,512 total
includes taxes & fees
30 Sept - 1 Oct
The Surf Club
Lobby

13. Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,398 reviews)
"Beautiful property"
United States
John
The price is HK$1,941
HK$2,371 total
includes taxes & fees
10 Sept - 11 Sept
Montauk Manor
1 bedroom, bed sheets

14. 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 HK$1,517
HK$2,333 total
includes taxes & fees
8 Sept - 9 Sept
Safari Tent Glamping,S10-CedarPt, East Hampton, NY
Flat-screen TV

15. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (53 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
The price is HK$2,519
HK$2,878 total
includes taxes & fees
8 Sept - 9 Sept
North Fork Resort
Coffee/tea maker, fridge, microwave, oven

16. Charming Accommodations in the Hamptons

Charming Accommodations in the Hamptons
Sag Harbor
The price is HK$1,921
HK$4,201 total
includes taxes & fees
9 Sept - 10 Sept
Charming Accommodations in the Hamptons
Dining

17. BlackBerry Private home with jacuzzi yearlong

BlackBerry Private home with jacuzzi yearlong
East Hampton
9.2 out of 10, Wonderful, (7 reviews)
"We had a great time staying here. The home is well worn and there are some fixtures that should be replaced "
United States
Suzanne R.
The price is HK$1,513
HK$11,159 total
includes taxes & fees
8 Sept - 9 Sept
BlackBerry Private home with jacuzzi yearlong
Smart TV, offices

18. Seabreeze #3 Cozy Cottage steps to the beach

Seabreeze #3 Cozy Cottage steps to the beach
Hampton Bays
8.0 out of 10, Very good, (2 reviews)
"Camila was very communicative and helpful. The cottage clearly has a history of high traffic, and while it holds a certain rustic charm, it's undeniably showing its age. The property feels quite worn and tired, with fixtures and furnishings having seen better days. On the surface, the cottage was tidy upon arrival, but closer inspection revealed that it lacked a deep, thorough cleaning. While the main living areas were presentable, the corners, baseboards, and other area's not immediately...
United States
Anonymous traveller
The price is HK$674
HK$3,591 total
includes taxes & fees
9 Sept - 10 Sept
Seabreeze #3 Cozy Cottage steps to the beach
Property grounds

19. Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.

Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
Bridgehampton
10.0 out of 10, Exceptional, (1 review)
"We thoroughly enjoyed our stay. The property was exactly as described, very well maintained, comfortable, and welcoming. The location is ideal for exploring the Hamptons, with convenient access to Sag Harbor, East Hampton, and Bridgehampton. We would definitely recommend this property to others visiting the area."
United States
Robert R.
The price is HK$2,309
HK$4,707 total
includes taxes & fees
16 Sept - 17 Sept
Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
Sun-loungers, beach towels

20. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (51 reviews)
"access"
United States
Timothy
The price is HK$1,376
HK$2,826 total
includes taxes & fees
10 Sept - 11 Sept
The SandPiper
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

Sound View Greenport

Sound View Greenport

10/10 Excellent
"A Beautiful and Peaceful Stay at Sound View Greenport I had a wonderful stay at Sound View Greenport and would highly recommend it to anyone looking for a relaxing getaway on the North Fork of Long Island. It’s a great place for couples, families, or anyone who simply wants to escape the busy city and enjoy some quiet time by the water. Greenport is also nearby, making it convenient to explore the local restaurants, shops, vineyards, and other attractions. If you’re planning a trip to Greenport or the North Fork, Sound View is definitely a place worth considering. I would happily stay here again! 🌅🌊❤️"
Sangay 2-night trip
Posted 2 hours ago
Sound View Greenport

Find out more about Amagansett

Search for holiday rentals in Amagansett on Expedia! You can easily find your home rentals, villas, holiday apartments in Amagansett using one of the methods below:

  • View our selection of featured holiday rentals in Amagansett
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Look no further and take a look at our great range of rental properties in Amagansett!

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.

How many holiday rentals are there in Amagansett?

With 124 Expedia holiday rentals, you're guaranteed 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 Indian Wells Beach 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.