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

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Our top choices for Amagansett holiday 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 £224
includes taxes & fees
14 Sept - 15 Sept
Windward Shores Ocean Resort

2. 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 £601
includes taxes & fees
26 Aug - 27 Aug
Unit 1021: Studio | 2nd Floor-Pool View | Starfish

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

Unit 1713: 1-Bedroom | 1st Floor-Ocean Front | Ocean Edge
Napeague
The price is £682
includes taxes & fees
2 Sept - 3 Sept
Unit 1713: 1-Bedroom | 1st Floor-Ocean Front | Ocean Edge

4. 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 £601
includes taxes & fees
30 Aug - 31 Aug
Unit 1023: Studio | 2nd Floor-Pool View | Starfish

5. 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
Unit 1922: 1-Bedroom with Loft | 2nd Floor-Ocean View | Dunes West

6. 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.
The price is £746
includes taxes & fees
30 Aug - 31 Aug
Unit 1411: 1-Bedroom | 1st Floor-Garden View | Swordfish

7. 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)
Unit 821: Studio | 2nd Floor-Ocean View | Osprey

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, (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 £247
includes taxes & fees
19 Aug - 20 Aug
Safari Tent Glamping,D27-CedarPt, East Hampton, NY

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

Safari Tent Glamping,S11-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (2 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 £219
includes taxes & fees
18 Aug - 19 Aug
Safari Tent Glamping,S11-CedarPt, East Hampton, NY

10. 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 £219
includes taxes & fees
18 Aug - 19 Aug
Safari Tent Glamping,S7-CedarPt, East Hampton, NY

11. Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
9.0 out of 10, Wonderful, (246 reviews)
"Best value and bang for your buck in Montauk other than Wavecrest in Amagansett."
United States
William
The price is £222
includes taxes & fees
13 Sept - 14 Sept
Driftwood Resort

12. Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (443 reviews)
"The location is amazing, and the customer service is excellent. Unfortunately, the mattress and the air conditioning were the worst I’ve ever experienced, which made my stay much less comfortable."
United States
Carlos
The price is £180
includes taxes & fees
8 Sept - 9 Sept
Montauk Oceanside Suites

13. Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,387 reviews)
"Property and room very clean Friendly staff and plenty of parking"
United States
Amelia
The price is £265
includes taxes & fees
7 Sept - 8 Sept
Montauk Manor

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 £240
includes taxes & fees
20 Aug - 21 Aug
Safari Tent Glamping,S10-CedarPt, East Hampton, NY

15. The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (292 reviews)
"Quiet, relaxing place to stay, great access to the beach and town!"
United States
Erica
The price is £328
includes taxes & fees
9 Sept - 10 Sept
The Surf Club

16. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (48 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
The price is £268
includes taxes & fees
16 Sept - 17 Sept
North Fork Resort

17. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (283 reviews)
"Great place!"
United States
Christine
The price is £324
includes taxes & fees
7 Sept - 8 Sept
Cliffside Resort Condominiums

18. 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 £440
includes taxes & fees
13 Sept - 14 Sept
Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.

19. 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 £1,258
includes taxes & fees
17 Aug - 18 Aug
BlackBerry Private home with jacuzzi yearlong

20. Charming Accommodations in the Hamptons

Charming Accommodations in the Hamptons
Sag Harbor
The price is £640
includes taxes & fees
17 Aug - 18 Aug
Charming Accommodations in the Hamptons
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 £180 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?

An awe-inspiring 8,000 SF custom oceanfront mansion retreat on two...: This highly rated holiday home rental in 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. It has 7 bedrooms, as well as a kitchen with a stovetop, a microwave and a coffee maker, so that you can cook with friends or family. You can relax into your holiday with a balcony and 1 hot tub.

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?

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 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.