Flying Point Sundown
14 guests
-
8 bedrooms, 10 beds
7 bathrooms
5,791 sq/ft
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Few Hamptons houses balance sheer scale with a sense of ease quite like this one. The heated saltwater pool sits at the heart of an expansive garden, with plenty of lawn to roam and a terrace for long alfresco dinners as the sun goes down. Inside, three living spaces, a chef's kitchen, and a small study have room for everyone. Southampton Village's boutiques and restaurants are five minutes away by car, and Flying Point and Towd Point beaches are reachable in under ten minutes – making this a strong base whether the plan is rest or exploration.
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Ask us anything
Do you have a question about this home or the local area?
What to expect
Highlights

Make the short drive to one of the Hamptons' pristine beaches

Spend sunny afternoons between the lawn and the pool

Look out across the garden from the lofty living space

Host long alfresco dinners on the leafy terrace
Like what you see? Explore more of this home
Home truths
One of the bedrooms has a double-over-double bunk bed that can sleep up to four people – we think it might be best suited to children.
The heated saltwater pool is seasonal – you'll be able to swim from 15th May to 11th October, with heating available from Memorial Day through the first weekend of October.
The villa is set in a quiet residential area, so you'll want a car to make the most of the Hamptons – Southampton Village is a five-minute drive and the nearest beaches are under ten minutes away.
If you're travelling with little ones, your host can provide two cots, a high chair, and a changing table. It's worth requesting these in advance to make sure everything is set up on arrival.
While this home can accommodate eighteen additional guests on the sofa bed, the maximum occupancy is fourteen guests.
About this stay
Amenities
Outdoor fireplace / firepit
Outdoor kitchen
Outdoor seating
Desk
Laptop friendly workspace
Spa
Sauna
Wi-fi
Bedrooms & bathrooms
8 bedrooms, 10 beds
7 bathrooms
Extras
Arranged by your host • Subject to availability
VIP services
Arrange a chef
Additional fees
- Your host may be able to arrange tailored pre-arrival preparations, private chefs, and other bespoke services.Cost on request
Local guide
About The Hamptons
Take the Long Island Rail Road from Penn Station and it won't be long before you've left the city behind. There's a reason so many Manhattanites have second homes on the Suffolk County coast. If you've seen a TV show set in New York, you’ve most likely heard of the Hamptons. This stretch of coast is the summer retreat par excellence – each little town, village or hamlet has its...
Explore the area
Local restaurants, cafes, museums, sites and activities, recommended by our community of hosts and travel experts

Dine at Calissa Hamptons
Experience chic coastal dining with exceptional Mediterranean cuisine, fine wine, and craft cocktails. Enjoy the beautiful ambience and accommodating service at this amazing restaurant.

Explore the Parrish Art Museum
Immerse yourself in contemporary American art at this architecturally stunning museum. Enjoy temporary exhibits, including works by Audrey Flack, Frida Kahlo, and William Merritt Chase. Free parking and easy access make it a must-visit on Long Island.

Dine at Bell & Anchor
Upscale, seafood-centric New American cooking served in a bustling, nautical setting with bay views. Enjoy delicious drinks, incredible oysters, and stunning entrees. A great restaurant to explore in Southampton and Sag Harbor.
Get around
Airport
Francis S. Gabreski
36 min
Montauk (KMTP)
1 hr 7 min
Groton - New London
2 hr 57 min
Train station
Southampton
11 min
Bus stop
Montauk Hwy/Flying Point Rd
11 min
Local shops & services
Convenience store
13 min
Cafe
14 min
Pharmacy
14 min
Points of interest
Beach
Watermill Beach
17 min
Booking policies
House Rules
Children welcome (1-12 years)
Infants welcome (under 12 months)
No pets
No parties or events
No smoking
Good to know
Arrival time flexible
Arrange with the host
Departure time flexible
Arrange with the host
Air con
Wifi
Cancellation policy
Up until
30
days
Cancel at least 30 days before your check-in date for a full refund.
Up until
7
days
Cancel at least 7 days before your check-in date for a 50% refund.
Not eligible for a refund once your check-in date is under 7 days away.
Host
This home is managed by Giuseppe
This home is managed by a business on behalf of its owner. A member of their staff will be your point of contact before and during your stay. Giuseppe and his team look after a curated collection of high-quality homes on behalf of the homeowners. They’re on hand to answer questions and help with anything you need along the way.
This home is nominated for the Plum Guide Award.
- Great hosts, not just great homes – We reject homes managed by hosts who don’t meet our standards of excellence.
The Plum Promise
- Every home scrutinised by experts, they have to meet our standards.
- Hosts we knowHigh-quality hosting, with track records of high-quality hosting.
- Impeccably clean, well maintained homes.
- Peace of mind in the rare event your host cancels.
- Rated ‘Excellent’ on Trustpilot, delivering exceptional service before, during and after your stay.