
Holiday rentals in Amagansett
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Top-rated holiday rentals in Amagansett
Guests agree: these stays are highly rated for location, cleanliness and more.

Serene, private, Hamptons oasis! Near attractions
Escape to your chic, serene Hamptons home! Enjoy your private tranquil house, near the best attractions! Relax by the fireplace, stream on your 80' TV, cook in the fully stocked Chef's kitchen and enjoy the book collection, nature views + natural light throughout. Spark up the BBQ + firepit under the starry sky! During summer, swim all day + night Walk 1 block to the waterfront/marina, stroll the picturesque streets. You'll be 5 minutes to beaches, restaurants, cafes, Main St. shopping + more!

Silver House: 3BR Home with Private Beach Access
Located on a half-acre property surrounded by tall oak trees, this three-bedroom, two-bathroom home is the perfect getaway. The house is part of the Clearwater Beach community with private beach access. The recently renovated kitchen and bathrooms are modern and minimal. Natural light floods the space throughout the entire house. Here is your perfect getaway from the chaos of city life The fireplace is NOT available for guest use. Early check-in and late check-out are NOT available in season

Hamptons Oceanfront Oasis
Escape the hustle & bustle of city life and unwind at this stunning home in the Hamptons. The oceanfront oasis is the perfect way to wake up to ocean views, beaches and nearby restaurants. Relax on our spacious deck - perfect for morning coffees & sunset cocktails. It is just a short drive to the train station & only 15 minutes from the airport for quick getaways. For your safety, the home is equipped with Ring cameras and one-use key codes. Book now and experience the ultimate Hamptons escape!

Ocelot Cottage
Fabulous location, fully updated by an interior designer and her husband, this cottage has a charm and history as the former headquarters of the Long Island Ocelot Club, est. 1957. Ten-minute walk to the shops and dining of Amagansett Square or to Balsam Farms. Twenty-minute walk to Indian Wells beach - or ride there on one of our bicycles. We're excited to share our home with you. Rental #: RR-25-779 (Bookings under 14 nights/15 days allowed but limited by Town, contact us for availability.)

East Hampton Village Fringe, Renovated with Pool
This remarkable East Hampton home, nestled along a quiet cul-de-sac, is just moments from shopping, restaurants, and ocean beaches. The residence features an abundance of natural light, crisp neutral color tones, and tall, pitched ceilings that enhance the sense of space. The calming, heated pool provides a perfect retreat for relaxation. Please review our disclosures and house manual to ensure this home meets your needs and expectations. We want to make sure it’s the perfect fit for you.

Updated apartment in historic village home
Quiet updated apartment close to Main St, boats and beaches. This second floor apartment has a private entrance and allows use of the front yard. Our home was built in 1880 but has just been renovated for a modern beach bungalow feel. The location is the perfect balance of a quiet neighborhood and close proximity to Marine Park, shops, restaurants, the Hampton Jitney and nightlife. The center of main street is less than a quarter mile from the apartment (4 minutes on foot). Walk to all!

Walk-To-The-Beach House In The Dunes
(Weekly in season! Please inquire before booking!) This south-of-the highway artist residence is just three minutes by foot to the ocean. Up to 4 bedrooms + a queen sleeping loft, 2 full en site indoor bathrooms, one half off common room, 3 massive outdoor bathrooms, new central AC, multi-zone hi-fi, x2 two-person soaking hottubs. Fireplace, propane and charcoal grills, fiberoptic internet at blazing 500mbps! Only 6 mins to Montauk or Amagansett. Short walk to jitney stop.

The Hideaway | Clearwater Beach
Your private retreat in the heart of Clearwater Beach, East Hampton! Escape to this serene, design-forward suite nestled in one of the most peaceful corners of the Hamptons. Just minutes from the bay, this luxury hideaway offers the perfect balance of comfort, style and convenience. The space features a plush king bed and all the amenities you need for a relaxing stay. Sip your morning coffee in your private outdoor space before heading off for a swim at Clearwater Beach.

Explore the Water & Woods at a Relaxing Retreat
Flick through records under soaring ceilings and hang out in the year-round hot tub at this East Hampton open-plan retreat. Unwind in the wooded backyard, take a dip in the pool or spa, detox in the sauna, grill on BBQ, relax in the movie-theatre seats to watch a film, then snuggle up to fireplace or firepit before drifting to sleep in super comfy beds. Minutes to village, beaches and hiking trails. Terrific for families & friends looking for a relaxing getaway.

2 BR apartment near ocean in Hither Hills
Relax and enjoy a peaceful stay that is a 3 block walk to one of the most beautiful ocean beaches in the Hampton's! This apartment is located in a beautiful, wooded, quiet neighborhood. Town is 1.5 miles away. This apartment has an open concept living space with a fully equipped kitchen. There are 2 cozy bedrooms and one bath with a walk in shower. We prefer families and mature adults. We supply beach towels, chairs, umbrella and beach wagon.

Luxe| Pool|Game Room |Outdoor Movie|HotTub|Firepit
SERENITY AT SHOREWOOD Luxurious Newly Renovated Mid Century Modern Home in East Hampton with Beach Car! Peaceful and stylish with three bedrooms, 3 1/2 baths, spectacular great room, huge deck, heated pool and more, less than four miles to the heart of East Hampton Village, world renowned for its restaurants, shopping and ocean beaches. A designer-curated architectural gem! Kick back and relax in this calm, stylish space.

Carriage House - Cottage in East Hampton Village
Darling cottage in East Hampton Village. Situated in a historic picturesque tree-canopied neighborhood. Easy stroll to Newtown Lane and Main Street shops. (1/2 mile). Classic atmosphere. Very comfortable, bright, and clean. A perfect place from which to enjoy East Hampton and the surrounding area. Fully renovated (2019).
Popular amenities for Amagansett holiday rentals
Other great holiday rentals in Amagansett

Chic cottage on lush, secluded acre by the beach.

4 Br Beach House; Short Walk to Beach!

Charming Cottage in Sag Harbor

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV

Sag Harbor Wonder, 3 bedroom 2 Bath & Heated Pool

Sparkling East Hampton Oasis 3/2, heated pool

Head of Pond House - Waterfront Cottage

New Modern Farm House, E. Hampton/Beach/Wineries.
When is the best time to visit Amagansett?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $1,032 SGD | $1,025 SGD | $961 SGD | $1,149 SGD | $963 SGD | $1,242 SGD | $1,402 SGD | $1,464 SGD | $1,064 SGD | $725 SGD | $768 SGD | $763 SGD |
| Avg. temp | -2°C | -1°C | 3°C | 8°C | 13°C | 18°C | 21°C | 21°C | 17°C | 11°C | 6°C | 1°C |
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Amagansett?
Yes! Work meets play with ease at over 200 vacation rentals in Amagansett featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Amagansett?
Four-legged friends are welcome in Amagansett. Choose from more than 160 vacation rentals for guests traveling with pets.
How much does it cost to stay in house rentals in Amagansett?
Experience the best of Amagansett with our house rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Amagansett have a bbq area?
Absolutely! We offer over 140 house rentals with a bbq area in Amagansett. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Amagansett have a gym?
Absolutely! We offer over 70 house rentals with a gym in Amagansett. Enjoy a tailored experience with all the comforts you desire.
Are there Amagansett house rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 200 house rentals with pools in Amagansett, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Amagansett have self check-in?
Absolutely! We offer over 60 house rentals with self check-in in Amagansett. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly cottage rentals in Amagansett?
Amagansett has more than 10 family-friendly cottage rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Quick stats about holiday rentals in Amagansett

Total holiday rentals
Explore 380 holiday rentals in Amagansett

Nightly prices starting at
Amagansett holiday rentals start at $154 SGD per night before taxes and fees

Verified guest reviews
Over 5,110 verified reviews to help you choose

Family-friendly holiday rentals
320 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 160 rentals that welcome pets

Holiday rentals with a pool
240 properties feature pools

Rentals with dedicated workspaces
200 properties have a dedicated workspace

Wifi availability
380 of Amagansett holiday rentals include wifi access

Popular amenities for guests
Guests love Self check-in, Beachfront and Gym across Amagansett rentals

4.9 Average rating
Amagansett stays are highly rated by guests – averaging 4.9 out of 5!
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