
House vacation rentals in Amagansett
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Quick stats about house rentals in Amagansett

Total vacation rentals
Explore 280 vacation rentals in Amagansett

Nightly prices starting at
Amagansett vacation rentals start at G$31,317 GYD per night before taxes and fees

Verified guest reviews
Over 3,550 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 120 rentals that welcome pets

Vacation rentals with a pool
180 properties feature pools

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wi-Fi availability
280 of Amagansett vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Amagansett rentals

4.9 Average rating
Amagansett stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated house rentals in Amagansett
Guests agree: these houses are highly rated for location, cleanliness, and more.

Near apple/pumpkin picking ~ 8 mins to Main Street
The perfect Hamptons getaway! Near all of the best attractions. Enjoy this chic, serene home surrounded by the beauty of Hamptons nature + birds' chirping, deer sauntering. Cozy up to the wood burning fireplace, 80' TV + Chef's kitchen. Spark up the BBQ + firepit under the starry sky! Enjoy the bucolic views from every room. Here, you will be 8 minutes to Main St of East Hampton + Amagansett for endless dining + shopping options! Also 5-10 minutes to gorgeous beaches (great any time of year!).

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

Sprawling Hamptons Estate with Hot Tub & Amenities
Spacious & private Hamptons Oasis. High speed WiFi. Family friendly. Massive home on 1.4 acres hosts 15 guests across 6 bedrooms, 8 beds, 4 full baths plus crib & pack 'n play. Gorgeously decorated by Judy Posey Large heated gunite pool (42 x 20 feet) hot tub and sundeck. Fireplace, over-sized kitchen w/ 3 fridges, electric wood-fired grill, huge yard, firepit, bar/lounge, Golden Tee arcade™, bikes & kayaks. Just 2 miles from towns of East Hampton and Amagansett and several white sand beaches

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.

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 lighted deck and huge yard. The house features two wood-burning fireplaces in the living room and den and an outdoor fire-pit. RR# 26-891

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.

East Hampton (walking distance to village)
Relax by the hot tub and fire pit with local wines or walk to the village for shopping and dining. House is just a few blocks from Serafina and the famous Nick and Toni’s. Complimentary cruiser bikes included to get around town. IGA supermarket is around the corner and gas grill is on site and ready to use. The house is also walking distance to the train station if your coming from Manhattan. The second bedroom features a Murphy Bed that folds out of the wall and over the couch pictured.

5 min to EH town w/pool, playground, self check-in
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.

Contemporary East Hampton 4 Bedroom, Pool
Newly Built East Hampton home, a 5-minute drive from the ocean beaches and the Village center. The contemporary interior boasts 4 bedrooms equipped with 5 beds, all thoughtfully furnished, complemented by 2.5 well-designed bathrooms. Prepared to perfection for guests, the home offers a chef's kitchen, matching linens, both interior and beach towels, among other amenities. The outside space is highlighted by meticulous landscaping, a spacious yard, a patio with a a Non heated pool.

3 BR/Pool. Walk to Beach & Town!
Welcome to Good Tauk – a cheerful, retro-inspired 3BR, 2BA cottage tucked in the heart of Montauk and walkable to town and the beach. Thoughtfully renovated and full of personality, it’s perfect for families or longer stays. The vibe is fun, relaxed, and unmistakably Montauk. Outside, unwind in your private backyard with a pool, grill, and dining patio—ideal for lazy afternoons and sunset dinners. Just minutes from the beach, town, and everything that makes Montauk magical.

Sag Harbor Cottage, Walk to the Beach!
Renovated to perfection, this fully equipped fresh & modern beach cottage has an open-plan living room, dining room & kitchen, all with high ceilings, immaculate finishings, & a sunny lower level TV room. A broad mahogany deck with large outdoor shower & gas BBQ grill runs the full length of the house & overlooks a roomy lawn with great privacy, fire pit and mature landscaping.

Charming Quiet Cottage
Escape to a quiet area of East Hampton. Access to a private Bay beach, nearby Farmer's market and art galleries. Only 5 miles from unique shops, movie theater, trendy restaurants and performance center Guild Hall. House is equipped with Smart TV and wi-fi. *Minimum Stay in July and August is (5) Five Nights
Popular amenities for Amagansett house rentals
House rentals with a pool

Explore the Water & Woods at a Relaxing Retreat

Fall-Getaway, WoodFireplace, Walk2Beach, Spotless

East Hampton Oasis - Pool and Hot Tub

Southampton Village Newly Built Gem

Modern farmhouse w/ pool, beach, horses and winery

Stunning Central E. Hampton Home w/ gunite pool.

East Hampton Secluded Escape with Gunite Pool

Bright & Modern E Hampton Getaway w/ Pool & Spa
Weekly house rentals

Sag Harbor Village Gem

Montauk Private Beach Bungalow

Classic Hamptons Cottage - Heart of Amagansett

Chic Walk to the Beach in Amagansett

Historic Home + Private Waterfront Access

Cozy East Hampton Getaway

Stylish Montauk Village Escape for Any Season

Amagansett walk-to-the-bay Beach House
Private house rentals

Dockside 2BR - Marina - Dining - Charter Access Un

The Getaway

Montauk Surf Cabin with Deck on a Nature Preserve

Enchanted Story Book Home

Contemporary house East Hampton with heated pool

Private House on W Lake Heated Pool Open til Nov

Stones throw to Montauket & Duryeas!

East Hampton 3 Bed / 3 Bath Charmer w Pool
When is the best time to visit Amagansett?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$174,959 GYD | G$183,937 GYD | G$208,782 GYD | G$208,782 GYD | G$217,550 GYD | G$243,648 GYD | G$256,175 GYD | G$256,384 GYD | G$198,343 GYD | G$179,970 GYD | G$178,508 GYD | G$175,377 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 |
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