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

Unit 811: Studio | 1st Floor-Garden View | Osprey

Unit 811: Studio | 1st Floor-Garden View | Osprey
Napeague
10.0 out of 10, Exceptional, (1 review)
"Great stay. Unfortunately, they told us there was pickleball but there wasn’t. "
United States
Kevin C.
The price is £663
includes taxes & fees
19 Jul - 20 Jul
Unit 811: Studio | 1st Floor-Garden View | Osprey

Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (318 reviews)
"Nice homey room"
United States
Andrew
The price is £1,071
includes taxes & fees
28 Jul - 29 Jul
Windward Shores Ocean Resort

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 £718
includes taxes & fees
19 Jul - 20 Jul
Unit 823: Studio | 2nd Floor-Ocean View | Osprey

Unit 1911: 1-Bedroom | 1st Floor-Dune View | Dunes West

Unit 1911: 1-Bedroom | 1st Floor-Dune View | Dunes West
Napeague
10.0 out of 10, Exceptional, (2 reviews)
"We love everything about this place. This was our 2nd time staying here and plan on coming back. The kitchen was redone and is beautiful. The location is perfect. It's close to the restaurants and shops in Montauk and Amagansett. The back deck is so roomy and comfortable. Sitting out there, listening to the ocean is heaven. We highly recommend this. "
United States
DiAnn E.
The price is £881
includes taxes & fees
2 Jul - 3 Jul
Unit 1911: 1-Bedroom | 1st Floor-Dune View | Dunes West

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

Unit 1012: Studio | 1st Floor-Garden View | Starfish
Napeague
The price is £672
includes taxes & fees
29 Jul - 30 Jul
Unit 1012: Studio | 1st Floor-Garden View | Starfish

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 £1,352
includes taxes & fees
19 Jul - 20 Jul
Unit 611: Two-Bedroom | 1st Floor-Dune View | Periwinkle

Unit 1826: 1-Bedroom with Loft | 2nd Floor-Partial Ocean View | Dunes East

Unit 1826: 1-Bedroom with Loft | 2nd Floor-Partial Ocean View | Dunes East
Napeague
The price is £1,027
includes taxes & fees
19 Jul - 20 Jul
Unit 1826: 1-Bedroom with Loft | 2nd Floor-Partial Ocean View | Dunes East

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 £1,161
includes taxes & fees
2 Jul - 3 Jul
Unit 1721: 1-Bedroom with Loft | 2nd Floor-Ocean Front Ocean View | Ocean Edge

Seabreeze #3 Cozy Cottage steps to the beach

Seabreeze #3 Cozy Cottage steps to the beach
Hampton Bays
10.0 out of 10, Exceptional, (1 review)
The price is £348
includes taxes & fees
6 Jul - 7 Jul
Seabreeze #3 Cozy Cottage steps to the beach

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.2 out of 10, Wonderful, (25 reviews)
"Great stay & great staff!"
United States
James
The price is £299
includes taxes & fees
27 Jul - 28 Jul
North Fork Resort

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 £249
includes taxes & fees
12 Jul - 13 Jul
Safari Tent Glamping,S5-CedarPt, East Hampton, NY

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

Safari Tent Glamping,S10-CedarPt, East Hampton, NY
East Hampton
The price is £249
includes taxes & fees
6 Jul - 7 Jul
Safari Tent Glamping,S10-CedarPt, East Hampton, NY

BlackBerry Private home with jacuzzi yearlong

BlackBerry Private home with jacuzzi yearlong
East Hampton
9.2 out of 10, Wonderful, (5 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 £876
includes taxes & fees
5 Jul - 6 Jul
BlackBerry Private home with jacuzzi yearlong

Safari Tent Glamping,D28-CedarPt, East Hampton, NY

Safari Tent Glamping,D28-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (2 reviews)
"It was a really great experience! We barbecued and made a camp fire. Took a walk on the beach. Played in the playground. The pizza and breakfast sandwiches in the café were delicious! We will definitely be coming back!"
United States
Brian F.
The price is £247
includes taxes & fees
5 Jul - 6 Jul
Safari Tent Glamping,D28-CedarPt, East Hampton, NY

Seabreeze 4 Charming Cottage footsteps to beach

Seabreeze 4 Charming Cottage footsteps to beach
Hampton Bays
9.2 out of 10, Wonderful, (5 reviews)
"Great stay. Would stay again. "
United States
Weston B.
The price is £349
includes taxes & fees
8 Jul - 9 Jul
Seabreeze 4 Charming Cottage footsteps to beach

Lovely studio with AC in charming Sag Harbor

Lovely studio with AC in charming Sag Harbor
Sag Harbor
The price is £619
includes taxes & fees
2 Jul - 3 Jul
Lovely studio with AC in charming Sag Harbor

Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound

Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound
Montauk
9.6 out of 10, Exceptional, (47 reviews)
"We thoroughly enjoyed our stay. It was a great home base for exploring the area. We were able to stay nice and cozy when a snow storm hit the area as well. "
United States
Lauren B.
The price is £522
includes taxes & fees
27 Jul - 28 Jul
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound

Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6

Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6
Southampton
9.4 out of 10, Exceptional, (6 reviews)
"Very nice place and super responsive host. "
United States
Angelo D.
The price is £435
includes taxes & fees
13 Jul - 14 Jul
Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6

New Construction Greenport Pool House - 3 Blocks from Town

New Construction Greenport Pool House - 3 Blocks from Town
Greenport
10.0 out of 10, Exceptional, (3 reviews)
"This was a great house for a large group! It was clean, and the backyard was perfect for our group to enjoy. The host was quick to respond to any questions we had. "
United States
Alexis P.
The price is £1,185
includes taxes & fees
15 Jul - 16 Jul
New Construction Greenport Pool House - 3 Blocks from Town

American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.4 out of 10, Exceptional, (6 reviews)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
The price is £422
includes taxes & fees
9 Jul - 10 Jul
American Beech in Greenport - Petite King Room 7
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 £299 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?

Unobstructed Ocean Views ! A Beautiful Montauk Getaway : This holiday home rental outside of 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. Kitchen amenities include a dishwasher, a fridge and a stovetop. Kick off your shoes and enjoy yourself with a patio and a garden.

How many holiday rentals are there in Amagansett?

With 127 Expedia holiday rentals, you're guaranteed 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 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.