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VRBO
Spacious Home with Heated Pool located in Southampton Village
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
Spacious home on North Main Street in the Village of Southampton. Comfortably sleeps 10+. 6 bedrooms, office, 4.5 bat ...
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VRBO
$Gorgeously Renovated SH Village 5 bd w\/ Large Pool$
From $2361 per night (USD)
Expedia
Gorgeously Renovated SH Village 5 bd w\/ Large Pool
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
This is a charming five bedroom four bathroom home with a separate guest house on the property. The house is less than a ...
From $2361 per night (USD)
Expedia
$Chic Southampton Getaway w\/Heated Pool. Minutes away from village & beach.$
From $1371 per night (USD)
VRBO
Chic Southampton Getaway w\/Heated Pool. Minutes away from village & beach.
Bedrooms:
7
Bathrooms:
5
Sleeps:
10
Welcome to our home away from home! This newly constructed home is less than a 5 minute drive away from the beach and th ...
From $1371 per night (USD)
VRBO
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Expedia
New Listing: SH Village Classic, Perfect Location
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Location ~ Location. Perfectly situated in the heart of the Village, one block from restaurants, shopping, and one mile ...
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Expedia
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VRBO
Southampton Home #2
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This classic Victorian home welcomes you with sunlit and airy interiors with all the character and history of a Southamp ...
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VRBO
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Expedia
Southampton Home #3
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This classic Victorian home welcomes you with sunlit and airy interiors with all the character and history of a Southamp ...
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Expedia
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VRBO
Southampton Home #4
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This classic Victorian home welcomes you with sunlit and airy interiors with all the character and history of a Southamp ...
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VRBO
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Expedia
Southampton Home #5
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This classic Victorian home welcomes you with sunlit and airy interiors with all the character and history of a Southamp ...
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Expedia
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VRBO
Southampton Home #6
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This classic Victorian home welcomes you with sunlit and airy interiors with all the character and history of a Southamp ...
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VRBO
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Expedia
Southampton Home #1
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This classic Victorian home welcomes you with sunlit and airy interiors with all the character and history of a Southamp ...
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Expedia
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VRBO
Just a 15 minute walk to the Village of Southampton!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Enjoy the company of your friends and family in this beautiful, spacious back yard. Majestically surrounded by Mature ...
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VRBO
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Expedia
Southampton Village! Close to everything
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Comfy, private first floor of home with three bedrooms and two bathrooms. Large back yard, great for families. Nice deck ...
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Expedia
From $1560 per night (USD)
VRBO
Spacious Southampton Home with Private Pool Overlooking Preserve, Perfect...
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Art Village Mirage Spacious Southampton Home with Private Pool Overlooking Preserve, Perfect for Families 4BR/3.5BA: p ...
From $1560 per night (USD)
VRBO
From $2519 per night (USD)
Expedia
Spacious Southampton Village Home Walking Distance to Town, Private Pool,...
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Southampton Village Luxury Spacious Southampton Village Home Walking Distance to Town, Private Pool, Perfect for Famili ...
From $2519 per night (USD)
Expedia
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VRBO
Luxurious Southampton Retreat with Private Pool and Pool House, Great for...
Bedrooms:
8
Bathrooms:
6
Sleeps:
12
The Southampton Grand Luxurious Southampton Retreat with Private Pool and Pool House, Great for Families 6BR/7.5BA: Pr ...
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VRBO
From $535 per night (USD)
VRBO
Southampton Village Walk to All
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Charming, immaculate one bedroom in the heart of southampton village with an inviting living room space and eat-in kitch ...
From $535 per night (USD)
VRBO
From $5113 per night (USD)
VRBO
New Southampton Village Gem. 6 bedroom, 6 + bath and 5 minutes drive to beach.
Bedrooms:
8
Bathrooms:
6
Sleeps:
8
Elegant details in this 5,300 sq ft Southampton Village shingle style traditional 6 bedroom in suite 6 1/2 bath, chef k ...
From $5113 per night (USD)
VRBO
From $696 per night (USD)
Expedia
Classic Southampton Village Home with Pool
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Beautiful Southampton Village cedar shake home set on just shy of a half acre lot featuring four bedrooms, two bathrooms ...
From $696 per night (USD)
Expedia
From $1314 per night (USD)
VRBO
In the Heart of SH Village, Salt Water Heated Pool with Incredible Outdoor Space
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Immaculate, charming ranch home surrounded by privet on a quiet Southampton Village Street. My beautiful home will provi ...
From $1314 per night (USD)
VRBO
From $1720 per night (USD)
Expedia
Southampton 1 Block From Village, Lovely 4-Bedroom
Bedrooms:
4
Bathrooms:
4
Sleeps:
5
Beautifully decorated and very comfortable, sun-filled Village home. Fully equipped gourmet kitchen, with 4 bedrooms, 2 ...
From $1720 per night (USD)
Expedia
From $2163 per night (USD)
VRBO
Recently Renovated, Inviting Terrace Overlooking Pool, Minutes Away from...
Bedrooms:
5
Bathrooms:
4
Sleeps:
6
Please note that a reservation for this property needs to be approved before it is confirmed. Southampton Village Cotta ...
From $2163 per night (USD)
VRBO
From $480 per night (USD)
Expedia
Close to Southampton Village and Beaches, Train Station and Hampton Jitney
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Thank you for viewing our listing for our charming three bedroom, two bath home located in Southampton. The house is a r ...
From $480 per night (USD)
Expedia
From $520 per night (USD)
VRBO
1 Block From Southampton Village
Bedrooms:
2
Bathrooms:
2
Sleeps:
2
Beautiful one-bedroom apartment in a Carriage House, 1 block from shops, restaurants and cultural attractions of Main St ...
From $520 per night (USD)
VRBO
From $18730 per night (USD)
Expedia
Stunning Southampton Village Modern Home
Bedrooms:
9
Bathrooms:
9
Sleeps:
10
This magnificent 14,000+/- sq. ft. modern property is entered through a gated entry with lawns, gardens, and a serpentin ...
From $18730 per night (USD)
Expedia
From $1738 per night (USD)
VRBO
Southampton Village South, less than a mile to the beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Charming cape on a half acre in a very quiet neighborhood south of the highway in Southampton Village. New heated saltw ...
From $1738 per night (USD)
VRBO
From $7067 per night (USD)
Expedia
New Luxury Southampton Village Estate- Walk to town! Avail Dates in August!
Bedrooms:
9
Bathrooms:
7
Sleeps:
12
Pristine, 8,000 square foot, brand new home complete with all new furnishings located on a gorgeous sprawling acre lot i ...
From $7067 per night (USD)
Expedia
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VRBO
New Listing! Perfect Family Southampton Retreat - minutes to town and beach
Bedrooms:
6
Bathrooms:
5
Sleeps:
12
The perfect family peaceful and quiet Hamptons getaway. Close to golf clubs, minutes to Coopers Beach, the bay and South ...
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VRBO
From $2856 per night (USD)
Expedia
Water Mill Perfection: Tennis, Saltwater Pool, Winery, Art Museum, Kids Oasis
Bedrooms:
8
Bathrooms:
7
Sleeps:
14
This one of a kind property runs against the backside of Duckwalk Vineyards and is just a short 5-minute walk to wine ta ...
From $2856 per night (USD)
Expedia
From $2079 per night (USD)
VRBO
Private, Tennis and Pool Minutes to Southampton Village and Beaches
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
PLEASE CONTACT HOMEOWNER BEFORE BOOKING THIS HOME. THIS HOME DOES NOT ALLOW INSTANT BOOKING: Kathleen/katdoherty1@gmail ...
From $2079 per night (USD)
VRBO
From $1566 per night (USD)
Expedia
Minutes from the beach, brand new 4 bedroom
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to Miller Manor! - Newly renovated - Family friendly - Fully fenced in yard - Central air - 4 bed, 3 bath retrea ...
From $1566 per night (USD)
Expedia
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VRBO
Beautiful duplex townhouse in the heart of Southampton
Bedrooms:
3
Bathrooms:
3
Sleeps:
4
Quite lovely grounds with 2 pool 4 tennis court mini golf , all in few steps from the unit . Sweet patio to read or just ...
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VRBO
From $2278 per night (USD)
Expedia
SOUTH OF THE HIGHWAY DREAM!
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
FULL SUMMER PRICING *June 37k *July 50k *Aug - Labor Day $55K. - RENTED *WEEKLY -$13,000 per week with 2 week minimum. ...
From $2278 per night (USD)
Expedia
From $884 per night (USD)
VRBO
Beautiful Southampton Cottage with Saltwater Pool steps from Bay
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Perfect Cottage with Saltwater Pool. 2 Bedroom completely renovated home with air conditioning ,located on 1/4 acre ful ...
From $884 per night (USD)
VRBO
From $4561 per night (USD)
Expedia
Relax and unwind at this gorgeous and tranquil estate in a desirable area...
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Forever Farm Views Relax and unwind at this gorgeous and tranquil estate in a desirable area of Southampton! 4BR/4BA w ...
From $4561 per night (USD)
Expedia
From $1587 per night (USD)
VRBO
Welcome to a Beautiful 4 bd 4.5 bth located in a secluded area of Southampton.
Bedrooms:
5
Bathrooms:
4
Sleeps:
6
A 3500 + Sq Ft family oriented Home located in a secluded area of Southampton. It boast a beautiful pool, Hot Tub, Bocce ...
From $1587 per night (USD)
VRBO
From $1507 per night (USD)
Expedia
Villa Flasses: Your Ultimate Luxury Vacation Rental in Southampton
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Villa Flasses Nestled in the heart of Southampton, Villa Flasses is a luxurious vacation rental offering the ...
From $1507 per night (USD)
Expedia
From $414 per night (USD)
VRBO
Charming Fully Renovated Southampton Home with Timeless Allure
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Uncover the charm of this delightful, fully renovated Southampton home. Featuring two cozy bedrooms and pristine hardwoo ...
From $414 per night (USD)
VRBO
$Cozy 2-bedroom townhome in Southampton 1 1\/2 miles from village.\nMany amenities.$
From $770 per night (USD)
Expedia
Cozy 2-bedroom townhome in Southampton 1 1\/2 miles from village.\nMany amenities.
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Welcome to this charming townhome in Southampton. This beautiful property offers a spacious and comfortable end unit wit ...
From $770 per night (USD)
Expedia
From $2876 per night (USD)
VRBO
Stately traditional home with open floorplan and private pool in coveted...
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
Seasons Lane Sensation Stately traditional home with open floorplan and private pool in coveted Southampton Village. 5 ...
From $2876 per night (USD)
VRBO
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Expedia
This stunning 5-bedroom house in Southampton is a must see
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
Nestled in Southampton, this delightful 6,000 sq. ft. house boasts 5 bedrooms - 2 king beds, 2 queen beds, and 1 twin be ...
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Expedia
From $6739 per night (USD)
VRBO
Amazing Beachfront Water Mill Home with Private Pool and Hot Tub, Perfect...
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Water Mill Waterfront Wonder Amazing Beachfront Water Mill Home with Private Pool and Hot Tub, Perfect for Families 3B ...
From $6739 per night (USD)
VRBO
From $2656 per night (USD)
Expedia
Open Floor Plan, Private Tennis Court, Close to Ocean Beaches and...
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Southampton w/ Tennis & Pool Open Floor Plan, Private Tennis Court, Close to Ocean Beaches and Southampton Village 5BR ...
From $2656 per night (USD)
Expedia
From $5240 per night (USD)
VRBO
New Construction in Southampton with Poolhouse
Bedrooms:
6
Bathrooms:
7
Sleeps:
15
This 5000 sqft 7 bedroom, 6 bath new construction features an incredible open-concept floor plan with a generous gourmet ...
From $5240 per night (USD)
VRBO
From $527 per night (USD)
Expedia
Water Mill, charming country cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This cozy cottage is part of a wonderful compound in Water Mill. The cottage features a living room, a bright and light ...
From $527 per night (USD)
Expedia
From $31563 per night (USD)
VRBO
12,000 sq ft of Luxury, Modern Design, Full Gym, Indoor and Outdoor Dining...
Bedrooms:
10
Bathrooms:
8
Sleeps:
6
Cobb Road Daydream 12,000 sq ft of Luxury, Modern Design, Full Gym, Indoor and Outdoor Dining Areas, New Har-Tru Tennis ...
From $31563 per night (USD)
VRBO
From $2636 per night (USD)
Expedia
Idyllic views in Water Mill with pool and tennis
Bedrooms:
7
Bathrooms:
6
Sleeps:
11
*** Please note 2-week minimum stay *** Idyllic 1.5 acre property with tennis and pool south of the highway in Water ...
From $2636 per night (USD)
Expedia
From $2938 per night (USD)
VRBO
Stunning Home Mint Decorated with Open Field and Pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
four bedrooms, newly decorated, high end furniture, big expanse for entertaining one guest bedroom on main floor has two ...
From $2938 per night (USD)
VRBO
From $3092 per night (USD)
Expedia
The Family Friendly Getaway!
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
With just over 5000 interior square feet and 2500 square feet of deck on 1 acre of secluded property, this house never f ...
From $3092 per night (USD)
Expedia
From $586 per night (USD)
VRBO
Pools tennis gym golf pickelball
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Book soon ! Fun charming and updated bright and lovely chic 2 bedroom 3 bathroom condo minutes bike or drive to Southamp ...
From $586 per night (USD)
VRBO
From $1498 per night (USD)
Expedia
Southampton Summer Home
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Beautiful, bright, sunny home in Southampton. Just outside the village on a cul de sac, with a heated pool, fireplace, c ...
From $1498 per night (USD)
Expedia
From $5683 per night (USD)
VRBO
Southampton Village New Construction
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
New modern home with fantastic décor and amenities. Really enjoy your vacation in this stylish and feel good environment ...
From $5683 per night (USD)
VRBO
From $2027 per night (USD)
Expedia
Southampton exclusive private location with beautiful heated salt water pool
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Welcome to the Hamptons! The perfect peaceful and quiet Hamptons getaway. Exclusive private location close to Sebonac Go ...
From $2027 per night (USD)
Expedia
$Spacious and Conveniently Located Home in Southampton \/ Water Mill$
From $2326 per night (USD)
VRBO
Spacious and Conveniently Located Home in Southampton \/ Water Mill
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Amazing location and home in the heart of Water Mill. 3 min from ocean beaches (Cooper's and Flying Point), 3 min from S ...
From $2326 per night (USD)
VRBO
From $2023 per night (USD)
Expedia
COVETED Millfarm Lane -3 min to Southampton
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Modern, spacious, clean , professionally decorated family home w farm views on the border of Watermill / Southampton. HO ...
From $2023 per night (USD)
Expedia
From $1218 per night (USD)
VRBO
Shingled 1 Level Beauty Steps to Southampton Village Has it All!
Bedrooms:
4
Bathrooms:
4
Sleeps:
7
Surrounded by horse farms, this newly gut renovated ranch has a huge "wow" factor when you walk in to the rambling 2200 ...
From $1218 per night (USD)
VRBO
From $2399 per night (USD)
Expedia
Southampton. south of highway. House very open, spacious and sunny. Mod decor
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Location, Location. South of the Highway, 2 minute walk from Community Tennis and manicured playground, 3 blocks from S ...
From $2399 per night (USD)
Expedia
From $1085 per night (USD)
VRBO
Dreaming of summer fun or an off-season adventure? Enjoy both!
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Book for summer fun or have an incredible off-season experience! Stunning Flying Point and Scott Cameron beaches + charm ...
From $1085 per night (USD)
VRBO
From $404 per night (USD)
Expedia
Private guest apartment close to beach with pool & tennis
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Sun filled guest apartment in Water Mill/ Southampton minutes from Flying Point Beach, Parrish Art Museum, Duck Walk Vin ...
From $404 per night (USD)
Expedia
From $897 per night (USD)
VRBO
Updated farmhouse with pool house, close to everything. Winter rental available.
Bedrooms:
4
Bathrooms:
5
Sleeps:
7
Prefer a couple or small family. Available for the full winter only - out by Memorial Day. A rare find - fully renovat ...
From $897 per night (USD)
VRBO
$Centrally Located Southampton \/ Water Mill <br>Bright, Open Floor, Saltwater Pool$
From $1736 per night (USD)
Expedia
Centrally Located Southampton \/ Water Mill <br>Bright, Open Floor, Saltwater Pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
4 bedrooms. 3 1/2 baths, Master Bedroom on first floor (Sleeps 8). Master has a king size bed. Relaxing, Spacious, Br ...
From $1736 per night (USD)
Expedia
From $691 per night (USD)
VRBO
Waterfront Southhampton Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Waterfront home on a single floor with an outside deck. Dock on property. Breathtaking sunsets. Top of the line applian ...
From $691 per night (USD)
VRBO
From $1184 per night (USD)
Expedia
Southampton House South of Highway Perfect for Families
Bedrooms:
5
Bathrooms:
6
Sleeps:
10
Southampton home perfect for your summer get away with the family and friends. Two story home features 3 bedrooms upstai ...
From $1184 per night (USD)
Expedia
From $1445 per night (USD)
VRBO
Perfect Southampton Getaway - Pristine Home with Water Views
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
This recently renovated 4 BR / 4 Bath house is located south of the highway at the edge of Southampton Village with an i ...
From $1445 per night (USD)
VRBO
$Stunning Private 4 acre Estate on Preserve near Village\/Beach with Heated Pool.$
From $1569 per night (USD)
Expedia
Stunning Private 4 acre Estate on Preserve near Village\/Beach with Heated Pool.
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
Amazing views of open fields with expansive lawn and 20 flowering grape cherry trees in spring. Ultimate privacy on 4 a ...
From $1569 per night (USD)
Expedia
$Ideal for family: pool, park, tennis, mins from Southampton Village\/Beaches$
From $2878 per night (USD)
VRBO
Ideal for family: pool, park, tennis, mins from Southampton Village\/Beaches
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Set on a corner lot across from open park area in Southampton Meadows, you will enjoy the most beautiful sunsets, playgr ...
From $2878 per night (USD)
VRBO
From $1482 per night (USD)
Expedia
Charming Cape Cod in Southampton
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautifully refreshed Cape Cod in a peaceful neighborhood just off of North Main Street in Southampton. The kitchen was ...
From $1482 per night (USD)
Expedia
From $1303 per night (USD)
VRBO
Southampton Home - Farm Views and Close Proximity to Village
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Traditional Hamptons cape-style house is located on a charming, quiet cul de sac in Southampton, just seconds from the V ...
From $1303 per night (USD)
VRBO
From $2277 per night (USD)
Expedia
Amazing Hampton's Styled Getaway
Bedrooms:
5
Bathrooms:
6
Sleeps:
14
This 3500 sq ft Hampton's styled home has a large light filled living room with fireplace and sliding glass doors to the ...
From $2277 per night (USD)
Expedia
From $2018 per night (USD)
VRBO
Southampton Hilltop Oasis
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Tucked away high above the trees overlooking the rolling fairway of the third hole on the Southampton Golf Club is a pri ...
From $2018 per night (USD)
VRBO
From $1273 per night (USD)
Expedia
Like Tuscany, private Vineyard Home, Southampton
Bedrooms:
4
Bathrooms:
4
Sleeps:
7
Like Tuscany, truly surrounded by vineyards. Gorgeous views from every room. Open concept kitchen, travertine floors, hi ...
From $1273 per night (USD)
Expedia
From $1559 per night (USD)
VRBO
Bright Beautiful Southampton - 4 Br near village 5 min & ocean beaches
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Our Southampton 4 bedroom classic shingle home with stylish decor is ideally located near Southampton Village (5 minutes ...
From $1559 per night (USD)
VRBO
From $967 per night (USD)
Expedia
Southampton House Perfect for Families and Entertaining
Bedrooms:
5
Bathrooms:
6
Sleeps:
10
Come enjoy this south of the highway home in Southampton set on a gorgeous .7 acre lot in an unbeatable location. Situat ...
From $967 per night (USD)
Expedia
From $1742 per night (USD)
VRBO
Peaceful Quiet Updated Modern Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Situated off of a quiet lane on a half-acre of land, this designer, updated, modern residence offers a peaceful and quie ...
From $1742 per night (USD)
VRBO
From $1048 per night (USD)
Expedia
1940s Fisherman’s Cottage close to beach. Right next to the Water Mill museum.
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Stay at one of the last remaining 1940s fisherman's cottages, perfectly restored on a private and secluded property. Clo ...
From $1048 per night (USD)
Expedia
From $727 per night (USD)
VRBO
nice condo
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
2 bedroom, 2.5 bathroons condo. fully remodled. 3 tv with cable and internet. complex has 2 heated pools, jacuzzi, 3 ten ...
From $727 per night (USD)
VRBO
From $2047 per night (USD)
Expedia
Beautiful Southampton Home Minutes from Beaches, Nature Preserve, Golf...
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Tuckahoe Woods Wonder Beautiful Southampton Home Minutes from Beaches, Nature Preserve, Golf Courses, Town Shopping and ...
From $2047 per night (USD)
Expedia
From $4729 per night (USD)
VRBO
Six Bedroom Designer Home Southhampton
Bedrooms:
7
Bathrooms:
6
Sleeps:
10
Summary: (Currently by Request Only; contact us for date requests) This custom home sits on 0.60 of an acre and feature ...
From $4729 per night (USD)
VRBO
Click For Pricing
Expedia
Charming 3-bedroom gem in Southampton village
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Escape to this stylish 3-bedroom gem in Southampton Village, where modern comfort meets classic charm. This inviting ret ...
Click For Pricing
Expedia
From $583 per night (USD)
VRBO
Beautiful Duplex Condo in the heart of Southampton
Bedrooms:
3
Bathrooms:
3
Sleeps:
4
It will be your best care free vacation in the beautiful Hamptons. Pool, tennis , golf, bike rides, beautiful beaches , ...
From $583 per night (USD)
VRBO
From $1677 per night (USD)
Expedia
SOUTHAMPTON-POOL,3 min to town,1.5 miles to beach. Outdoor kitchen,putting green
Bedrooms:
5
Bathrooms:
1
Sleeps:
8
Gorgeous 4 bedroom, 4.5 bathroom house in prime location. Heated Pool, pool house, sunny, fully fenced in property a mus ...
From $1677 per night (USD)
Expedia
From $2466 per night (USD)
VRBO
Modern Luxury Southampton Home
Bedrooms:
6
Bathrooms:
5
Sleeps:
12
Modern luxury living, 6,000+ sq ft across two stories + finished basement. Brand new house built in 2020 includes 5 bedr ...
From $2466 per night (USD)
VRBO
From $1464 per night (USD)
Expedia
On Half Acre, Between Three Popular Golf Courses
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Please note that a reservation for this property needs to be approved before it is confirmed. Tuckahoe Residence Club ...
From $1464 per night (USD)
Expedia
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VRBO
Southampton condo close to beach and village
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Newly updated and renovated 2 bedroom 2,5 bath condo with patio and fully equipped kitchen, amenities include tennis cou ...
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VRBO
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Expedia
5 bedroom all en-suite with Pool. August
Bedrooms:
6
Bathrooms:
5
Sleeps:
9
August monthly rental for a discriminating family. 5 bedroom en-suite house with 6 bathrooms, heated pool, freshly paint ...
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Expedia
From $4142 per night (USD)
VRBO
Heated Pool and Tennis Court
Bedrooms:
7
Bathrooms:
7
Sleeps:
14
Gorgeous like new condition open-floor plan home in the heart of the Hamptons. Close to everything; Flying Point Beach, ...
From $4142 per night (USD)
VRBO
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Expedia
Watermill Farm Views Offer Great Spot For Family
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Well-appointed 2-story Watermill home with spectacular farm views, breathtaking sunsets, pool, sizeable yard, and CedarW ...
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Expedia
From $3448 per night (USD)
VRBO
Contemporary Southampton Villa
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Situated just shy of 2 acres and home set on a rise at the end of a 400ft winding driveway, within minutes from local sh ...
From $3448 per night (USD)
VRBO
From $469 per night (USD)
Expedia
Beautiful cottage on meticulously maintained lawn, surrounded by...
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Quaint Water Mill Cottage Beautiful cottage on meticulously maintained lawn, surrounded by perennials, large deck, and ...
From $469 per night (USD)
Expedia
From $1013 per night (USD)
VRBO
Luxury 5 star Condo in the heart of Hampton
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Luxury duplex condo with two exquisite ponds. Features a Master bedroom with Master bath, 3 Guests bedrooms with two gue ...
From $1013 per night (USD)
VRBO
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Expedia
SOUTHAMPTON Romantic house like being at a resort
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
My house is romantic, comfortable and very peaceful. One can see where my travels have been. India a favourite. I have 3 ...
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Expedia
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VRBO
Chic sunny 2bedroom guest cottage 5 mins from beach and village
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Chic all white Private guest Cottage - 2 sets of sun drenched French doors open from oversized dining room onto seasonal ...
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VRBO
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Expedia
Spectacular Vineyard Setting in Watermill
Bedrooms:
4
Bathrooms:
4
Sleeps:
6
Private and serene setting on a cul-de-sac backing directly onto a wine vineyard offers 4 bedrooms and 2.5 baths. This c ...
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Expedia
From $2026 per night (USD)
VRBO
Southampton House, heated pool, golf, and minutes from town and ocean!
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Make this Hamptons home yours for the summer, a month, or a few weeks. This fully loaded, top-of-the-line house is locat ...
From $2026 per night (USD)
VRBO
From $795 per night (USD)
Expedia
Stunning Townhouse w Tennis & Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: Newly renovated 5-star hotel-quality 2 bedroom, 2.5 bathroom luxury townhouse. South of the high-way, minutes t ...
From $795 per night (USD)
Expedia
From $562 per night (USD)
VRBO
Chic, Serene, Sunfilled Oasis.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
A country drive leads to this pristine single story home located close to all of Southampton's renowned Golf Courses, t ...
From $562 per night (USD)
VRBO
From $2882 per night (USD)
Expedia
Stunning 5 bedroom Vicente Wolf Designed Home South of Highway in Water Mill
Bedrooms:
6
Bathrooms:
5
Sleeps:
8
Introducing a luxurious 5,000 sq ft modern ranch nestled on a highly sought-after private lane in Water Mill South. Th ...
From $2882 per night (USD)
Expedia
From $1008 per night (USD)
VRBO
Newly Renovated Southampton Home with Heated Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
11
Make some memories at this unique and family-friendly place. Enjoy our heated pool and private home theater. Beaches ar ...
From $1008 per night (USD)
VRBO
From $1550 per night (USD)
Expedia
Newly Renovated Pristine Southampton Colonial
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
This newly renovated, spectacular, center hall colonial home is just minutes from Southampton Village, the beautiful bea ...
From $1550 per night (USD)
Expedia
From $1432 per night (USD)
VRBO
Water Mill wonderful farm house
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Enjoy your summer in this fabulous Water Mill farm house, close to the village and beaches. The two story main house fea ...
From $1432 per night (USD)
VRBO
From $2774 per night (USD)
Expedia
Gracious 6 Bedroom home with a backyard paradise minutes from Main Street
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
A classic Hampton's home located on a quiet lane in the Southampton Meadows Estates. This 6-bedroom, 5.5-bath traditiona ...
From $2774 per night (USD)
Expedia

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Results: 202 Rentals