
Vacation rentals in Amagansett
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Quick stats about vacation rentals in Amagansett

Total vacation rentals
Explore 370 vacation rentals in Amagansett

Nightly prices starting at
Amagansett vacation rentals start at G$31,400 GYD per night before taxes and fees

Verified guest reviews
Over 5,120 verified reviews to help you choose

Family-friendly vacation rentals
300 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 140 rentals that welcome pets

Vacation rentals with a pool
220 properties feature pools

Rentals with dedicated workspaces
180 properties have a dedicated workspace

Wi-Fi availability
360 of Amagansett vacation rentals include wi-fi 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!
Top-rated vacation rentals in Amagansett
Guests agree: these stays are highly rated for location, cleanliness, and more.

Private beach, fully updated house, on 2 acres.
Each the special magic that only the Hamptons offer—historic charm, a rural atmosphere, white sandy beaches and a relaxed lifestyle—while staying in this light-filled three-story cottage. Tucked away on a beautiful 2.2-acre wooded lot, this bayside oasis offers a tranquil retreat, with deer sightings, private beach access, stunning view and picture-perfect sunsets. A short drive to the beaches and town, quick trips to nearby shops, market stands, restaurants, museums and Jackson Pollack house.

Tiny Cottage in Hither Woods, Montauk
A little cabin on our property in Hither Woods. A cozy hideaway conveniently located 12 minutes walk from Gurney's Beach Resort, 16 minute walk from public path to beach, and 6 minutes drive from Montauk town for restaurants and nightlife. Good for couples and solo adventurers, the space is private and homey, with outdoor shower and Chimenea fire pit. The main house is 65ft away, but we honor your privacy. The cottage comes with WiFi, window A/C and complimentary coffee or tea. Parking for 1 car

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!

Casa Amagansett
*REMODELED FEB 2022* Casa Amagansett is a classic Hamptons bungalow, 3 minutes from the beach. Our 3br/2b home features a beautiful kitchen with 2 sinks, a laundry room, a truly sunny Sunroom, and gorgeous outdoor space. We are perfectly situated minutes from the beach, the Amagansett LIRR train station, grocery stores, and great shops & dining. There are four bicycles available for easy breezy access to everything nearby. Suitable for couples, families, business travelers, and friends.

Modern East Hampton Home w/ Heated Saltwater Pool
Peace and serenity in East Hampton and minutes from the Village. This exquisite modern home features high-end finishes such as Sub-Zero and Wolf appliances, quartzite waterfall kitchen island and counters, marble tiled bathrooms, designer mid-century decor and separately zoned air conditioning. The heated saltwater pool is surrounded by a bluestone patio, Ipe deck and huge yard. The house also features two wood-burning fireplaces in the living room and den and an outdoor fire-pit. RR# 26-891

The Quail’s Nest
A beautifully landscaped tranquil oasis. Newly constructed private two bedroom, one bathroom guest extension to owner occupied house. Guests share large yard and pool with owner, and have private deck and seating area. Private entry and parking. Guest's may enjoy outdoor shower and BBQ. Please note there is no kitchen, however a small fridge, Keurig coffeemaker and microwave, plates/utensils are provided. Conveniently located to beaches, shopping and local restaurants in East Hampton.

Hamptons Dream Suite
Hampton's Dream Suite- Is a guest suite in East Hampton, NY. From relaxing by the pool, to taking a day trip to Montauk, or visiting some of the best beaches in the Hamptons, the opportunities here are endless! It offers a bedroom with a Queen size Select Comfort bed, living room has two queen sofa beds and a full bathroom. It has a Kitchenette, Central AC/Heat with a 65" smart TV with surround sound and DVD, Blue ray and Xbox Games . There is also a TV and blue Ray player in the bedroom.

Private & Pristine with Pool and Kid’s Playard
INSTANT BOOK/ dates are current. Private and Pristine 3 bed / 2 bath home in the heart of East Hampton set on 1.3 acres. Home features a chef's kitchen, in-ground gated pool, and pure privacy and relaxation. Close proximity to East Hampton Village (5 mins) and East Hampton, Amangansett and Bay Beaches (7mins), Montauk (20 mins), Sag Harbor (15 mins). Kids adore the huge playground! Entire property fenced-in to ensure the safety of kids! Heated Pool open: Memorial Day - Sept 30.

Sunny & Serene Private Cottage near Downtown EH
Our lovely one-bedroom cottage sits on a quiet lane 3/4 of a mile from downtown East Hampton. The cottage is light and bright, with whitewashed walls, vaulted ceilings and skylights, lots of windows and beautiful minimalist décor. It's an incredibly peaceful place to wake up in the morning, with a gorgeous green yard right outside the many bedroom windows. Every bay and ocean beach around East Hampton is 5-10 minutes away and Nick and Toni's is less than a 10 minute walk.

Sea Roost
This private, two-cottage property contains a few of the last remaining original fisherman cottages at Hither Hills built in the 1940s. Set on a lush, private knoll - South of the Highway - Sea Roost boasts mature landscaping and is located steps to Montauk's quiet and secluded Hither Hills Beach. The property consists of a 2 bed/2 bath cottage with separate artist studio (Qn bed, kitchenette & full bath). Dogs negotiable with pet fee. IG @searoosts

Private Cozy Cottage with Pool / Private Beach
**POOL CLOSES SEPTEMBER 30TH** **POOL opens last week of May** This is a guest house for 1 or 2 adults. Its separate from the main house. Kids are allowed but must bring own sleeping arrangements. You do NOT have to do any chores before checking out. **PETS NOT ALLOWED** I hate to do this but someone ruined it for everyone. Max Occupancy: 4 Guests can only bring 1 vehicle since there is not enough room in the driveway

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 vacation rentals
Amagansett house rentals

Amagansett walk-to-the-bay Beach House

3 BR/Pool. Walk to Beach & Town!

The Cooper-Burke House

Classic Hamptons Cottage - Heart of Amagansett

Enchanted Story Book Home

Sunlit cozy cottage by the bay.

East Hampton Oasis - Pool and Hot Tub

1800 Historical EH Home, 1 Mile to Town!
Amagansett beach vacation rentals

Savor Ocean Sunsets at a Soothing Beachfront Haven

Beautiful Waterview Condo on the North Fork of LI

Safari Tent Glamping,S9-CedarPt, East Hampton, NY

Beach & Woods: Cozy Cabin, Hot tub, Peloton, Oh My

Waterfront Escape | Private Beach, Pool & Views

Renovated Oceanfront Montauk Studio Retreat

Hamptons WaterLiving-Dock, Kayak, Beach, EV charge

Montauk Cottage (A)
Beach house rentals in Amagansett

Best View + Putting Green + Private Beach

Historic Home + Private Waterfront Access

Waterfront House with Private Beach

Waterfront Home with Private Dock & Beach

4-Minute Walk to Secluded Beach - Hither Hills Gem

North Fork Sound Front Home with Pool

Family Fun Close to Montauk

Coastal Cottage on the Water
When is the best time to visit Amagansett?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$172,488 GYD | G$184,211 GYD | G$198,864 GYD | G$187,769 GYD | G$157,416 GYD | G$203,050 GYD | G$229,217 GYD | G$239,265 GYD | G$173,953 GYD | G$136,065 GYD | G$167,464 GYD | G$167,464 GYD |
| 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 180 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 140 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 $150 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there Amagansett house rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 180 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.
Do house rentals in Amagansett have a bbq area?
Absolutely! We offer over 120 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 family-friendly house rentals in Amagansett?
Amagansett has more than 260 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
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- Rentals with a fire pit Amagansett
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- Beach house rentals Amagansett
- House rentals Amagansett
- Rentals with a patio Amagansett
- Rentals with beach access Amagansett
- Rentals with a washer and dryer Amagansett
- Condo rentals Amagansett
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- Rentals with pools Amagansett
- Rentals with a fireplace Amagansett
- Rentals with outdoor seating Amagansett
- Rentals with a hot tub Amagansett
- Family-friendly rentals Amagansett
- Pet-friendly rentals Amagansett
- Luxury rentals Amagansett
- Cottage rentals Amagansett
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