Discover Your Perfect Amagansett Vacation Homes

Amagansett Luxury Rentals

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Amagansett Large Vacation Homes

Why Choose Rent By Owner for your Amagansett Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Amagansett

When should you plan your Vacation Rentals stay?

Choosing the ideal time to vacation here ensures you experience the region’s best weather and local atmosphere, making your stay in this destination truly memorable.

Peak Season Highlights

summer
Summer (June to August)

During the peak summer months, you can enjoy warm weather ideal for beach activities and outdoor exploration in this seaside destination.

Average Temperature Daytime: around 75-85°F - Nighttime: around 60-70°F
autumn
Fall (September to October)

Early fall offers mild temperatures and fewer crowds, making it a perfect time to experience the area's natural beauty while avoiding the busy summer season.

Average Temperature Daytime: around 65-75°F - Nighttime: around 50-60°F

Off-Season Highlights

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Spring (April to May)

Spring presents a quieter atmosphere with blooming landscapes, making it an excellent time for those seeking tranquility and scenic views.

Average Temperature Daytime: around 55-65°F - Nighttime: around 40-50°F
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Winter (November to March)

The winter months offer a peaceful retreat with cooler weather and fewer visitors, ideal for relaxing stays and off-season exploring.

Average Temperature Daytime: around 40-50°F - Nighttime: around 30-40°F

Weekly Weather Forecast for Amagansett

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private outdoor swimming pool to relax during warm summer days.
  • Make the most of spacious patios or decks for outdoor dining and entertaining.
  • Take advantage of lush gardens or landscaped yards that offer a peaceful retreat.
  • Relax in cozy outdoor fire pits ideal for cooler evenings with friends or family.
  • Access well-maintained outdoor seating areas perfect for enjoying the fresh air.
  • Utilize outdoor showers for quick rinses after beach visits or outdoor activities.
  • Benefit from organized outdoor recreational spaces like volleyball or badminton courts.
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Family Activities

  • Amagansett Main Beach: Enjoy a family day out at this scenic beach, perfect for swimming, picnicking, and building sandcastles together.
  • The Amagansett Historical Society Museum: Discover the area's rich history through engaging exhibits that are educational and entertaining for all ages.
  • Long House Reserve: Take a leisurely stroll through this beautiful sculpture garden, offering inspiring outdoor art displays amid lush greenery.
  • Atlantic Avenue Playground: Spend quality time at this well-maintained playground, ideal for children to play, socialize, and unwind in the fresh air.
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Adult Activities

  • Golf at Atlantic Golf Club: Enjoy a round of golf surrounded by scenic views and lush fairways in this renowned course nearby.
  • Sailing and Water Sports: Take advantage of the region's pristine waters with sailing, kayaking, or paddleboarding adventures that provide a unique perspective of the coast.
  • Wine Tasting Tours: Visit local vineyards and indulge in wine tastings that highlight the area's thriving wine culture and beautiful vineyard landscapes.
  • Spa and Wellness Experiences: Relax and rejuvenate at luxurious spas offering treatments designed to enhance your stay in this tranquil destination.

Amagansett Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Seasonal Events: Check the local event calendar to align your stay with seasonal festivals or markets that showcase the region's vibrant community spirit.
  • Explore Local Cuisine: Take advantage of dining options nearby by trying fresh, regional ingredients that truly reflect the area's culinary charm.
  • Utilize Waterfront Activities: Make the most of the scenic coastline with water-based pursuits, taking care to choose accommodations close to the beach or harbor.
  • Discover Hidden Gems: Wander beyond the popular spots to find unique boutiques and peaceful parks that offer an authentic experience of the region’s quaint charm.

Transportation Options

  • Car Rentals: You can conveniently rent a vehicle in the area to explore Amagansett and its scenic surroundings at your own pace.
  • Local Taxis and Rideshare Services: Reliable taxi options and rideshare services like Uber and Lyft are readily available for quick and easy transportation around this destination.
  • Public Transportation: The region is serviced by local bus routes that offer affordable travel options for exploring Amagansett and nearby attractions.
  • Bicycle Rentals: Embrace the scenic beauty of the area by renting bicycles, an eco-friendly way to navigate here’s charming streets and coastal paths.

Local Customs Options

  • High Tide Clamming: You can participate in traditional clamming, a cherished local custom that reflects the area's maritime heritage, especially during low tide in the region.
  • Seafood Festivals: Attending seasonal seafood festivals allows you to experience the community's love for fresh catches and celebrate local culinary traditions here.
  • Arts and Crafts Fairs: Visiting local arts and crafts fairs gives insight into the region’s vibrant creative scene and supports local artisans during your stay.
  • Historic Preservation Practices: Respect for historic landmarks and participating in preservation efforts are common customs that highlight the area's appreciation for its cultural history.

Frequently Asked Questions About Amagansett?

2. How many vacation rentals have private pools in Amagansett?

3. Which vacation homes in Amagansett are best for families?

If you are looking for a family-friendly vacation home in Amagansett, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Amagansett:

4. How many Rentbyowner vacation rentals are available in Amagansett?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 280 in the Amagansett area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Amagansett. 

5. What is the cancellation policy for booking a vacation rental in Amagansett, New York?

Cancellation policies vary between listings, so it's important to review the specific terms outlined on the property page or contact the owner directly to understand the conditions and potential fees.

6. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees such as cleaning, service charges, or security deposits are often listed in the property details. Be sure to read the listing carefully or communicate with the owner for clarification before booking.

7. How do I confirm my reservation at a vacation rental in this area?

Reservations are typically confirmed once your booking request is accepted by the owner. You may need to provide payment information and follow instructions provided during the booking process to secure your stay.

8. What amenities are usually included in vacation rentals in Amagansett, New York?

Most properties offer amenities like Wi-Fi, kitchen facilities, and linens. To find out specific amenities available for your chosen rental, refer to the listing details or ask the owner directly.

9. Is there a minimum stay requirement for booking here?

Minimum stay requirements vary by listing. Check the property description or contact the owner to confirm any restrictions or special conditions for your intended dates.

Amagansett Top Rated Vacation Rentals