Amagansett holiday rentals

We found 1,876 holiday rentals — enter your dates for availability
Select from 127 houses, 46 apartments and other holiday rentals to find the perfect place for your stay in Amagansett. Holiday homes offer the amenities that you expect for your stay with friends, family or just your pet, such as parking and a washer and dryer. No matter what you're looking for, you're sure to find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Amagansett

Showing deals for:6 Nov - 13 Nov

View from loft.
Patio gets shade all day long.
Upper deck provides grill and dining suitable for all day and evening meals.
1,000 sq feet of open living space.  Loft above living area with desk and bed.
Exceptional
(16 reviews)

Private Custom Built Beach Home with Heated Pool Short Walk to Ocean Beach

Montauk

6% off
AU$13,810
for 7 nights, 1 home
AU$1,973 per night
includes taxes & fees
Private Custom Built Beach Home with Heated Pool Short Walk to Ocean Beach
Exterior
Private kitchen
Dining Room
The Harbor
Exceptional
(97 reviews)

Beautiful 3600sq ft Sag Harbor Village Home, Saltwater Pool, Walk to Beach &Town

Sag Harbor

16% off
AU$11,885
for 7 nights, 1 home
AU$1,698 per night
includes taxes & fees
Beautiful 3600sq ft Sag Harbor Village Home, Saltwater Pool, Walk to Beach &Town
Living area
Terrace/patio
Exterior
Living area
Exceptional
(8 reviews)

Stunning fall sunsets, coveted location on Mecox Bay - recently furnished

Water Mill

8% off
AU$55,013
for 7 nights, 1 home
AU$7,859 per night
includes taxes & fees
Stunning fall sunsets, coveted location on Mecox Bay - recently furnished
Dining
Kitchen with vaulted ceilings
Part of large deck
Upstairs master bedroom with private bathroom.
Exceptional
(24 reviews)

Huge private 4bdrm, 5 bath, house w/pool. Sleeps 10, near Gurneys! Pet friendly

Montauk

8% off
AU$11,634
for 7 nights, 1 home
AU$1,662 per night
includes taxes & fees
Huge private 4bdrm, 5 bath, house w/pool. Sleeps 10, near Gurneys! Pet friendly
Living area
Pool
Terrace/patio
Private kitchen
Exceptional
(16 reviews)

PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH

East Hampton

8% off
AU$23,294
for 7 nights, 1 home
AU$3,328 per night
includes taxes & fees
PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH
Main house dining area with wet bar, 300 bottle wine fridge and ice maker.
Pool area viewed from side with teak loungers and umbrellas
Main house living room
Private kitchen
Exceptional
(6 reviews)

Amagansett Beach Estate with Award Winning Outdoor Amenities

Amagansett

8% off
AU$48,078
for 7 nights, 1 home
AU$6,868 per night
includes taxes & fees
Amagansett Beach Estate with Award Winning Outdoor Amenities
Kitchen
Bedroom #3 Porch
Pool
Kitchen
Exceptional
(16 reviews)

Perfect Family Retreat With Ocean Views, Heated Pool, And Private Beach Access!

Montauk

12% off
AU$21,938
for 7 nights, 1 home
AU$3,134 per night
includes taxes & fees
Perfect Family Retreat With Ocean Views, Heated Pool, And Private Beach Access!
Landscaped front entrance
Frankel Residence
Winding tree lined drive into property
Landscaped front entrance
Exceptional
(6 reviews)

Completely Renovated Home on ~2 Private Acres, Near Beach/Town

Wainscott

8% off
AU$23,330
for 7 nights, 1 home
AU$3,333 per night
includes taxes & fees
Completely Renovated Home on ~2 Private Acres, Near Beach/Town
Den
Pool
Front Porch
Living room w/ screen porch beyond
Exceptional
(46 reviews)

Quiet Family Friendly Hideaway With Pool And Poolhouse

East Hampton

8% off
AU$18,863
for 7 nights, 1 home
AU$2,695 per night
includes taxes & fees
Quiet Family Friendly Hideaway With Pool And Poolhouse
Interior
Living area
Exterior detail
Pool
Exceptional
(10 reviews)

Just Posted for Summer 2026! SECLUDED SAG HARBOR COTTAGE w/ HUGE POOL

Sag Harbor

8% off
AU$20,618
for 7 nights, 1 cottage
AU$2,945 per night
includes taxes & fees
Just Posted for Summer 2026! SECLUDED SAG HARBOR COTTAGE w/ HUGE POOL
From living room looking into Dining room and Kitchen
Sideview of house with 2nd story deck
Interior
Kitchen
Exceptional
(27 reviews)

Beautiful House with Private Beach Access - Rental Registry Cert #23-1,120

Montauk

8% off
AU$6,667
for 7 nights, 1 home
AU$952 per night
includes taxes & fees
Beautiful House with Private Beach Access - Rental Registry Cert #23-1,120
Interior
Terrace/patio
Living area
Pool
Exceptional
(11 reviews)

Large East Hampton house with heated pool and home gym - fully fenced

East Hampton

12% off
AU$17,789
for 7 nights, 1 home
AU$2,541 per night
includes taxes & fees
Large East Hampton house with heated pool and home gym - fully fenced
Lovely seating in pool area for morning coffee.
Living room, looking out toward Accabonac Harbor, water views.
Kitchen with Wolf stove, Sub Zero fridge, pass-through serving area to dining.
Guest house small private
outdoor seating area.
Exceptional
(7 reviews)

WATER VIEWS RETREAT, SPRINGS, EAST HAMPTON, POOL, FIRE PIT, 10 MINUTES TO BEACH!

East Hampton

8% off
AU$22,637
for 7 nights, 1 home
AU$3,234 per night
includes taxes & fees
WATER VIEWS RETREAT, SPRINGS, EAST HAMPTON, POOL, FIRE PIT, 10 MINUTES TO BEACH!
living area with gas fire leads onto the deck
huge swimming pool and deck surrounded by trees
kitchen leading into open plan living area
kitchen backs onto the garden
Exceptional
(53 reviews)

Large heated pool, games room, private bay beach access, gardens, kid-friendly

East Hampton

8% off
AU$7,195
for 7 nights, 1 home
AU$1,028 per night
includes taxes & fees
Large heated pool, games room, private bay beach access, gardens, kid-friendly
Living/dining space
Facade
From the bedroom
Zepherine Drouhin, c. 1868 French thornless rose cultivar famed for its scent
Exceptional
(22 reviews)

Private Hamptons cottage in ideal Amagansett location

Amagansett

8% off
AU$7,598
for 7 nights, 1 cottage
AU$1,085 per night
includes taxes & fees
Private Hamptons cottage in ideal Amagansett location
Interior
Dining
Night time at the pool
Main living room and dining room
Exceptional
(27 reviews)

9BR Sag Harbor PRIVATE w/ Pool-Tennis- B-ball- HotTub

Sag Harbor

8% off
AU$20,515
for 7 nights, 1 home
AU$2,931 per night
includes taxes & fees
9BR Sag Harbor PRIVATE w/ Pool-Tennis- B-ball- HotTub
Exterior
Outdoor dining
Private kitchen
Room
Exceptional
(16 reviews)

SERENE SALTBOX WITH POND & SUNSET VIEWS

Montauk

8% off
AU$10,200
for 7 nights, 1 home
AU$1,457 per night
includes taxes & fees
SERENE SALTBOX WITH POND & SUNSET VIEWS
Screened in porch 1
Living Room 1
Kitchen 1
Screened in Porch 2
Exceptional
(7 reviews)

Retreat to Nature with the best of both worlds - Beaches & Hiking Trails

Montauk

8% off
AU$17,660
for 7 nights, 1 home
AU$2,523 per night
includes taxes & fees
Retreat to Nature with the best of both worlds - Beaches & Hiking Trails
Exterior
Large pool heated pool
Kitchen
Dining area
Exceptional
(20 reviews)

Charming, spacious 3 bedroom, 3 bath East Hampton Springs house

East Hampton

7% off
AU$7,284
for 7 nights, 1 home
AU$1,041 per night
includes taxes & fees
Charming, spacious 3 bedroom, 3 bath East Hampton Springs house
Private kitchen
Dining
Outdoor dining
Living area
Exceptional
(8 reviews)

Chic Modern Private Designer 1.5 Acre Private Oasis

East Hampton

26% off
AU$42,005
for 7 nights, 1 home
AU$6,001 per night
includes taxes & fees
Chic Modern Private Designer 1.5 Acre Private Oasis
View towards pool from backyard
Property grounds
Living area
Interior
Exceptional
(95 reviews)

Private and Immaculate East Hampton Home With Heated Pool

East Hampton

8% off
AU$6,553
for 7 nights, 1 home
AU$936 per night
includes taxes & fees
Private and Immaculate East Hampton Home With Heated Pool
Living room on main floor with mid-century modern sofa
Brightly lit dining room with 9' ceilings and view of heated swimming pool.
Three Mile Harbor, glorious sunsets, and waterfront restaurants- 8 minute drive
Second level sunny bedroom with queen bed and views of the pool.
Exceptional
(18 reviews)

Prime East Hampton Village Location. Heated Pool. Walk To All!

East Hampton

15% off
AU$10,438
for 7 nights, 1 home
AU$1,491 per night
includes taxes & fees
Prime East Hampton Village Location. Heated Pool. Walk To All!
Private kitchen
Interior
Property grounds
Exterior
Exceptional
(31 reviews)

Cozy sun drenched beach cottage private beach & hot tub. Year round beach escape

Montauk

16% off
AU$8,300
for 7 nights, 1 home
AU$1,186 per night
includes taxes & fees
Cozy sun drenched beach cottage private beach & hot tub. Year round beach escape
Living area
Interior
Dining
Living area
Exceptional
(63 reviews)

Center of Town - Ideal for Beach, Golf & Tennis

Montauk

8% off
AU$6,315
for 7 nights, 1 home
AU$902 per night
includes taxes & fees
Center of Town - Ideal for Beach, Golf & Tennis
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    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit Amagansett

  • Coastal beauty: Enjoy the pristine beaches and dunes, perfect for relaxing and soaking up the sun.
  • Outdoor adventures: Explore nearby state parks and scenic walking trails for a refreshing escape.
  • Historic charm: Wander through the picturesque village, admiring historic buildings and quaint streets.
  • Local delights: Discover charming local shops and eateries that capture the essence of Amagansett.
  • Relaxed atmosphere: Experience a tranquil coastal lifestyle, ideal for leisurely family holidays.

Popular types of accommodation in Amagansett

If you are unsure what type of accommodation you can expect in Amagansett, we have you covered. Popular options include private holiday homes, cosy cottages, boutique accommodations, apartments and roundtree amagansett. Amagansett offers a charming array of attractions, landmarks and experiences, all nestled in the heart of this historic New York town. Discover the unique appeal of round accommodations and properties in Amagansett for a memorable holiday experience.

  • Private Holiday Homes: Experience the charm of a self-contained retreat. This type is the most sought-after option for a cosy Amagansett escape.
  • Cottages: Enjoy the quaint allure of a small, independent dwelling, preferred by many visitors.
  • Apartments: Ideal for a comfortable, modern stay in the heart of Amagansett.
  • Condos: Revel in a stylish, contemporary space offering a blend of convenience and privacy.
  • Villas: Relish the elegance of a spacious, high-end residence for a memorable holiday.**

Top attractions in and around Amagansett

Amagansett, New York, offers a delightful blend of outdoor activities and cultural experiences, perfect for family holidays. Visitors can enjoy its stunning beaches, explore nearby state parks, and admire historic buildings. Whether you're seeking relaxation by the shore or engaging in outdoor adventures, Amagansett provides an inviting atmosphere for all travellers. A visit here promises memorable experiences amidst the natural beauty and charm of this coastal gem.

  • Amagansett Beach: This stunning beach boasts soft sands and gentle waves, perfect for sunbathing, swimming, or simply enjoying the coastal breeze. It's an ideal spot for relaxation, offering a quintessential beach vibe.
  • Hither Hills State Park: A beautiful expanse of natural beauty, this state park offers scenic trails, diverse wildlife, and opportunities for outdoor adventures like hiking and picnicking, all set against breathtaking landscapes.
  • Amagansett Square: A vibrant hub of local culture, Amagansett Square features charming shops, eateries, and art galleries, creating a lively atmosphere that reflects the essence of the town.

Things to do recommended for couples

Discover Amagansett's charm with romantic coastal strolls and cosy seaside picnics, perfect for couples seeking local experiences. Enjoy exploring quaint local cafés and intimate sunset views, creating memories that last a lifetime.

Things to do recommended for families

Families visiting Amagansett can enjoy a day at the nearby Amagansett Beach, perfect for sandcastle building and swimming. Explore the serene trails of the Long Pond Greenbelt for a nature walk. Don’t miss a visit to the local farms for fresh produce and delightful family-friendly activities.

Things to do recommended for groups

Enjoy a scenic group visit to Amagansett, exploring its charming local culture and partaking in activities that celebrate the region's rich heritage. Discover hidden gems and create delightful memories tailored for your group holiday.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Amagansett

Ensure you select the appropriate filters whether you're travelling with a group, as a family, with your pets or seeking extended stays. Here are some Stayz booking pointers for you.

  • Traveling to Amagansett with a group: Take into account the number of bedrooms required, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily apply filters for these options and many more on Stayz.
  • Traveling to Amagansett with young kids: Travelling with young children can present its own set of challenges. It's important to prioritise their comfort and safety, along with ensuring access to suitable amenities, like a private swimming pool. Additionally, it's wise to think about how close you are to attractions that are family-friendly.
  • Taking your pets with you to Amagansett: For many, a family holiday feels incomplete without their furry companion. If this resonates with you, take a look at Stayz properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Amagansett: If you're searching for holiday rentals with discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Amagansett

Amagansett, New York, offers a delightful blend of coastal charm and vibrant community life. Stroll through the picturesque village, where you can enjoy local shops and eateries. The stunning Amagansett dunes provide a tranquil escape, perfect for beachgoers and families alike. Embrace the relaxed atmosphere and scenic beauty that characterises this Hamptons getaway, making it an ideal destination for outdoor adventures and leisurely excursions.

  • East Hampton: East Hampton is a vibrant city that offers a delightful coastal escape. Situated 3km away from Amagansett, it is renowned for its pristine beach, outdoor pursuits and family-friendly atmosphere. Visitors can enjoy a round of golf at the local course, take in the scenic beauty at the recreational area or experience the thrill of skiing at the nearby ski field. The local beach, family beach and park provide ideal settings for picnics and leisurely strolls along the coast.
  • Hamptons: The Hamptons, located 18km from Amagansett, is a charming area that caters to those seeking a romantic getaway with a touch of outdoor adventure. The region is popular for its sun-kissed beaches and natural landscapes. Here, you can partake in golfing, skiing and even have a go at the ski slopes. The area’s landmarks, including the beach, family beach and a picturesque lake, offer a serene environment for a reflective wander.
  • East Hampton North: East Hampton North is a quaint neighbourhood, also 3km from Amagansett, that is ideal for families and lovers of the outdoors. It is celebrated for its lovely beach, outdoor activities and a relaxed family vibe. With recreational areas, ski facilities and ski fields nearby, visitors can easily immerse themselves in the local charm. The family beach, park and additional coastal attractions serve as a perfect backdrop for a leisurely day out.

Best time to go to Amagansett

If you're planning a trip to Amagansett, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from June to August, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January35.8°F (2.1°C)Light RainMostly SunnyAverageModerately Low
February35.8°F (2.1°C)Light RainMostly CloudyAverageModerately Low
March39.7°F (4.3°C)Light RainMostly SunnyAverageModerately Low
April47.3°F (8.5°C)Light RainMostly SunnyAverageAverage
May55.6°F (13.1°C)Light RainMostly SunnyAverageAverage
June64.8°F (18.2°C)Light RainMostly SunnyModerately HighModerately High
July72.7°F (22.6°C)Light RainMostly SunnyModerately HighModerately High
August73.2°F (22.9°C)Light RainMostly SunnyModerately HighModerately High
September68.0°F (20.0°C)Light RainMostly SunnyAverageAverage
October59.7°F (15.4°C)Light RainMostly SunnyModerately LowAverage
November49.8°F (9.9°C)Light RainMostly SunnyModerately LowAverage
December42.3°F (5.7°C)Light RainMostly CloudyModerately LowAverage

Booking with Stayz is simple

Looking to cut costs on your upcoming journey? Being flexible with your travel dates can really pay off, as prices often fluctuate. You may also enjoy considerable savings by booking an extended stay. To discover a Stayz property that suits your budget, simply use our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Planning as easy as it gets

Stayz’s Trip Board offers a convenient space to craft new journeys, resume your planning, or review and organise your travel arrangements. You can easily find properties you’ve saved or booked sorted under Potential, Upcoming, or Current Trips. To begin using Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

Delight in the beachside landscape of Amagansett

The beaches and surrounding scenery provide a peaceful ambience to your holiday home in Amagansett. This city is well-known for its seafood restaurants and cycling. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Sightseeing in and around Amagansett

Are you searching for attractions to visit during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that Amagansett has to offer. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • LongHouse Reserve (3 mi / 4.7 km)
  • Wolffer Estates Vineyard (7.3 mi / 11.7 km)
  • Duck Walk Vineyards (12.6 mi / 20.3 km)
  • Kontokosta Winery (15.1 mi / 24.3 km)
  • Noyac Golf Club (11.6 mi / 18.7 km)
  • Montauk Downs State Park Golf Course (12.1 mi / 19.5 km)

Exploring the natural landscape of Amagansett

Whether you're an active traveller or just want to appreciate the scenery, Amagansett is a great place to get outside. These are some of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • The Hamptons Beaches (8.9 mi / 14.3 km)
  • Indian Wells Beach (0.8 mi / 1.3 km)
  • Amagansett Beach (1.3 mi / 2.1 km)
  • LongHouse Reserve (3 mi / 4.7 km)
  • East Hampton Main Beach (3.4 mi / 5.5 km)
  • Georgica Beach (4.6 mi / 7.4 km)

Seasonal weather in Amagansett

If you're hoping to enjoy some warm-weather activities on your holiday, August, July, September and June are the hottest months to visit, when temperatures average 21°C.

Transport options to and around Amagansett

Fly into East Hampton, NY (HTO), the closest airport, located 5.5 mi (8.8 km) from the city centre. If you're unable to find a flight that fits your schedule, you can also fly into Montauk, NY (MTP), which is 13.3 mi (21.4 km) away.

If you're travelling by train, the main station serving the city is Amagansett Station.

Frequently asked questions

What is the best area to stay in Amagansett when booking a holiday home?
Among the more in-demand areas to get an Amagansett holiday home is Napeague. When you lock in your holiday property with Stayz, you can look forward to having the whole place to yourselves. So you won't have to share it with anyone except for your group.
What is the most popular type of holiday home accommodation in Amagansett?
The most sought-after types of holiday homes in Amagansett are houses. Want something different? Stayz has plenty of options to match our guests' unique needs, so you'll see properties in lots of sizes and shapes. The perfect fit is waiting for you — book yours today.
How much does it cost to rent a holiday home in Amagansett?
Different things affect how much you pay for a holiday home in Amagansett, including the length of stay, season and type of property. But, all our holiday homes have one thing in common — unbeatable value. Simply enter your travel dates to find your ideal match.
How much does it cost to rent a beach house in Amagansett?
Prices for beach houses in Amagansett differ depending on the size and type of the property and time of year you're travelling. Simply enter your travel dates into Stayz and how many guests to view available options and prices. From there you can use our filter tool to narrow your search results by amenities, ratings, nearby activities and more.
What are popular home amenities in Amagansett?
When it comes to home amenities that people are on the lookout for in Amagansett, a nearby waterfront, a fireplace and tennis rank the highest. With Stayz holiday homes, you'll have options to match your taste and style, whether you're going on a holiday with family members, friends or even pets.
What are the top attractions for families in Amagansett?
There are lots of cool things to do and see with the family in Amagansett, including:
  • East Hampton Main Beach
  • Georgica Beach
  • Atlantic Avenue Beach
Can I find two-bedroom holiday homes in Amagansett?
You can pick from seven two-bedroom homes in Amagansett. Put your little ones in the second room or maybe fill it with a couple of your best friends. There's ample space for whoever's fortunate enough to be joining your journey.
Are there holiday homes with WiFi in Amagansett?
Whether you want to keep up with the news, make a video call or surf social media, there are 43 holiday homes with WiFi in Amagansett. Check the "WiFi" box when searching on Stayz and stay connected on your holiday.
How old do you have to be to rent a holiday home in Amagansett?
You'll have to check with the Amagansett holiday property you want on Stayz as the minimum age differs. However, it's typically 16, 18 or 21.
How long can I rent a holiday home in Amagansett for?
It's up to the Amagansett property. To look over a list of options offering extended stays, simply type your travel dates and number of people into Stayz's search page. You can enjoy having the entire property to yourself, along with amenities such as air conditioning, a fully-equipped kitchen and a yard where the kids can run and play. Be on the lookout for long-term stays that offer weekly or monthly discounts.

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