Southampton vacation rentals

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Top-rated vacation rentals in Southampton

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Cottage in Southampton
Charming Southampton Beach Cottage 3 bedroom
Our beach cottage is only a 2 min walk to a private sandy beach! The home lives on a 1/2 acre lot and has been stylishly refreshed for Summer '22 - new white paint, chic beachy furniture, brand new LG W/D, and many more! The primary BR is King sized, the guest BR has a queen (both with the finest linens), and the 3rd bedroom is a convertible office/twin bed. The kitchen is fully stocked with the finest All-Clad and Le Creuset cookware. We also have 3 private tennis courts one block away!
$186 per night
SUPERHOST
Townhouse in Southampton
*Southampton Summer Condo*
Fully updated and renovated condo in Southampton; short ride to beaches and village. Coopers beach is just a few miles down the road and the village is very close too .. My place is like a resort, we have newly renovated tennis and pickle ball courts, gym , community pool ( open til sept ) and golf area ! Whether you're looking for a romantic getaway or a family vacation, our serene and charming condo is the ideal choice. Book today and experience the best of Southampton!
$286 per night
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Rental unit in Sag Harbor
Sag Harbor / Noyack Pad - private STUDIO apartment
500sq ft studio apartment, with private entrance, private bathroom, outdoor deck area with table/chairs, private kitchenette Close to Noyack Bay/Long Beach. 5 min drive to Sag Harbor village. 15 min to East Hampton village. 15 min to Ocean beaches. Responsive host: you will be greeted and handed keys when you arrive. No waiting around. Host will respond to all calls or messages rapidly if any issues arise. Lockbox entry with spare key also.
$174 per night
SUPERHOST

Stay near Southampton's top sights

Photo of Citarella Gourmet Market - Southampton
Citarella Gourmet Market - Southampton66 locals recommend
Photo of Tate's Bake Shop
Tate's Bake Shop76 locals recommend
Photo of Stop & Shop
Stop & Shop48 locals recommend
Photo of Stony Brook Southampton Hospital
Stony Brook Southampton Hospital13 locals recommend
Photo of 75 Main
75 Main36 locals recommend
Photo of Saaz
Saaz19 locals recommend

Southampton house rentals

Home in Southampton
Southampton Escape, Pool, hot tub, 3 bed,
$475 per night
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Home in Southampton
Southampton Midcentury Close to beach + village
$350 per night
Home in Southampton
Serene Hamptons Getaway - Watch the Deer Roam! :)
$199 per night
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Home in Southampton
Superb Classic Southampton Village Home w Pool
$143 per night
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Home in Southampton
Charming Village home in the heart of Southampton
$418 per night
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Home in Southampton
PICTURE PERFECT SOUTHAMPTON HOME-
$122 per night
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Home in Southampton
Period house with heated pool in perfect location
$350 per night
Home in Southampton
Bright, Open, and Elegant Southampton Retreat
$202 per night
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Home in East Hampton
Beautiful and cozy East Hampton Getaway
$169 per night
Home in Southampton
Southampton Village, salt water pool
$200 per night
Private room in Hampton Bays
Master Suite with Private Bath in HamptonBays
$60 per night
Home in Sag Harbor
Sag Harbor home away from home
$250 per night
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Southampton summer vacation rentals

Guesthouse in Southampton
Tiny Home in Prime Spot in Southampton Village
$261 per night
PLUS
Condo in Southampton
Newly Renovated Modern Townhouse w/Pool & Tennis
$185 per night
Private room in Southampton
Free parking 9
$125 per night
Guest suite in Hampton Bays
CHARMING OCEAN BUNGALOW
$119 per night
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Guest suite in Southampton
Southampton Apartment with Private Entrance
$126 per night
Rental unit in Southampton
Southampton Village Apartment
$150 per night
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Hotel room in Southampton
Southampton LI Hotel
$125 per night
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Cottage in Bridgehampton
Cottage 3 minute walk to Bridgehampton town
$209 per night
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Guest suite in Sag Harbor
Artists Sag Harbor Village Retreat
$208 per night
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Rental unit in Sag Harbor
Pet friendly, artists apartment & guest cabin.
$123 per night
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Bungalow in Southampton
Charming Southampton Cottage
$260 per night
Home in Water Mill
Water Mill/Southampton Cozy Home.
$260 per night

Southampton summer house rentals

Home in Southampton
Waterview, DogsFree! Kayaks, NearBeach, POOL+Bikes
$256 per night
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Home in Water Mill
Beautiful 3 bed/2 bath in Water Mill
$450 per night
Private room in Riverhead
Private one bedroom studio apartment
$86 per night
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Home in Southampton
"The Bungalow" Southampton Village
$314 per night
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Private room in East Hampton
Springs Hideaway: Quiet Room & Bath w/Own Entrance
$100 per night
Home in Bridgehampton
A blissful place in Bridgehampton
$341 per night
Home in Southampton
Nautical canal house near Beach.
$180 per night
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Home in Southampton
Southampton House
$450 per night
Home in East Hampton
New Classic Hampton 3BD Home-No car req 2go2 beach
$179 per night
Home in Southampton
Southampton waterfront home w/ dock, walk to Golf
$375 per night
Home in Southampton
Hamptons Getaway w/ Pool&Spa, Private Beach/Tennis
$400 per night
Home in Bridgehampton
Clean, Comfortable Escape from NYC!!!
$195 per night
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