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VRBO
Southampton Relax by the pool or walk to The Bay Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Popular rental property in the Hamptons! Spend your day relaxing by the pool and enjoy the landscape. Waterfront communi ...
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VRBO
$Unique Southampton Getaway w\/ Rooftop Deck!$
From $497 per night (USD)
Expedia
Unique Southampton Getaway w\/ Rooftop Deck!
Bedrooms:
3
Bathrooms:
6
Sleeps:
8
Looking to get away from city stresses? Leave them all behind and head to this newly remodeled 3-bedroom, 2.5-bathroom S ...
From $497 per night (USD)
Expedia
From $3840 per night (USD)
VRBO
COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...
Bedrooms:
6
Bathrooms:
8
Sleeps:
16
Southampton Compound COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE TO SOUTHAMPTON VILLAGE ...
From $3840 per night (USD)
VRBO
From $586 per night (USD)
Expedia
Access to all the Hamptons has to offer
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
You will recharge your batteries in the incredible light filled contemporary ranch with 20' cathedral ceilings and 3 co ...
From $586 per night (USD)
Expedia
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VRBO
Harmony in the Hamptons!
Bedrooms:
3
Bathrooms:
5
Sleeps:
9
Lots of beautiful space in this wonderful private home surrounded by lush gardens in the heart of the Hamptons. Five bed ...
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VRBO
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Expedia
Southampton 5 Bedroom 4 Acre Newly Remodeled Estate
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
Stunning private 4 acre estate in the North Sea section of Southampton. 5 minute drive to the town of Southampton, 10 ...
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Expedia
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VRBO
Sweet Southampton cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
A very nice 2 bedroom 1 bath cottage with a fenced rear yard, CAC, eat in kitchen, queen size bed in master and full siz ...
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VRBO
From $1910 per night (USD)
Expedia
Newly Renovated Southampton Getaway House
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Fantastic Southampton location situated on Turtle Pond. A superb 4-bedroom, 3-bath home in an equally superb waterfront ...
From $1910 per night (USD)
Expedia
From $1955 per night (USD)
VRBO
Southampton Serenity Walk to beach. Kayaks on lake Park-like grounds Pool Tennis
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Our guests are treated to a beautiful and private, six-bedroom, four-bath estate surrounded by a walkable 600-acre natur ...
From $1955 per night (USD)
VRBO
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Expedia
New list - Southampton Sanctuary!
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
This newly renovated home offers spacious entertaining areas with high ceilings and easy indoor-outdoor flow, yet lots o ...
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Expedia
From $1383 per night (USD)
VRBO
Classic Southampton Home: 5BR, Pool, Jacuzzi
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Summary: This stylishly decorated Classic Southampton Home is perfectly located in the historic and scenic town of South ...
From $1383 per night (USD)
VRBO
From $1036 per night (USD)
Expedia
Beautiful Southampton Country House
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Newly Renovated Home provides a real taste of Hamptons - 5 bedroom, 2.5 baths (2 bedrooms on first floor) with a huge ma ...
From $1036 per night (USD)
Expedia
From $614 per night (USD)
VRBO
Secluded Hamptons Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Your private getaway, perfect for the Hampton Classic. Ample parking for trailers. Bright airy cottage high up in the t ...
From $614 per night (USD)
VRBO
From $2419 per night (USD)
Expedia
NEW CONSTRUCTION ON 4+ SECLUDED ACRES
Bedrooms:
7
Bathrooms:
6
Sleeps:
12
Nestled on 4+ acres on very private street, this new 6,000+ sq. ft. house is beautifully built with the finest materials ...
From $2419 per night (USD)
Expedia
From $1178 per night (USD)
VRBO
Huge Backyard, Large Living Room with Dining Area, Large Den with Built-In...
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Hampton Classic Huge Backyard, Large Living Room with Dining Area, Large Den with Built-In Shelves 4BR/2BA, Heated Poo ...
From $1178 per night (USD)
VRBO
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Expedia
Airy Luxury Hamptons Retreat with Heated Pool!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
This light-flooded immaculate contemporary is the perfect combination of location and charm! Located minutes to the Jitn ...
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Expedia
From $2299 per night (USD)
VRBO
Modern Traditional Waterfront & Waterviews in Southampton
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
Ground floor master suite, chef's kitchen, indoor/outdoor fireplace, waterfront, waterviews throughout, sun/party roofde ...
From $2299 per night (USD)
VRBO
From $1721 per night (USD)
Expedia
Majestic estate on over one acre of lush land, beautiful landscaping,...
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Please note that a reservation for this property needs to be approved before it is confirmed. North Side Serene Majest ...
From $1721 per night (USD)
Expedia
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VRBO
Private family getaway
Bedrooms:
6
Bathrooms:
5
Sleeps:
18
Gunite pool and spa. Huge deck. Large dining area, lots of musical instruments like piano,guitar,drums. Close to Beache ...
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VRBO
$Sunny Pool\/Tennis Gather$
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Expedia
Sunny Pool\/Tennis Gather
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
Great house for friends and family to gather. Large open spaces with living room plus TV area. Central pool area is in ...
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Expedia
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VRBO
Renovated four bedroom home close to Southampton Village and Ocean Beaches.
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
New four bedroom, two bath home-2,000 square feet. The home sleeps nine people comfortably. New kitchen with stainless a ...
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VRBO
$A Private & Relaxing Southampton Getaway w\/ pool and more$
From $1462 per night (USD)
Expedia
A Private & Relaxing Southampton Getaway w\/ pool and more
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Relax with the whole family at this peaceful place to stay 4 bed / 3 bath; pool with new decking and grill; basketball ...
From $1462 per night (USD)
Expedia
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VRBO
Family Fun Compound with Full Gym and Huge Game-room!
Bedrooms:
6
Bathrooms:
8
Sleeps:
16
Renovated 8 bedroom family fun compound with gym, arcade room, games tables, heated pool, fire pit large jacuzzi, wet ba ...
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VRBO
From $1637 per night (USD)
Expedia
Brand New Contemproraty House in Southampton
Bedrooms:
5
Bathrooms:
4
Sleeps:
6
Brand new stunning contemporary house is now available for immediate occupancy. Amazing floor plan consists of four bed ...
From $1637 per night (USD)
Expedia
From $1859 per night (USD)
VRBO
Southampton Family Summer
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Enjoy this summer home all set to go for family fun and relaxation. Our 4 bedroom, 3 bathroom home with solar-panel-heat ...
From $1859 per night (USD)
VRBO
From $3007 per night (USD)
Expedia
Beautiful Contemporary Water Mill Home Centrally Located with Private Pool
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Old Trail Tranquility Beautiful Contemporary Water Mill Home Centrally Located with Private Pool 5BR + office/4BA: cen ...
From $3007 per night (USD)
Expedia
From $7879 per night (USD)
VRBO
Spectacular un Hamptons Hideaway w Grand piano and sunsets over freshwater lake
Bedrooms:
7
Bathrooms:
5
Sleeps:
8
High end luxury w fun. New construction. Award winning architect. Peaceful. Private. Nature abounds. On private road. A ...
From $7879 per night (USD)
VRBO
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Expedia
Waterfront Luxury with Pickleball and Dock, Separate Barn and More!!!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Rare and absolutely private, this 2+ acre waterfront retreat boasts water access with dock, gunite pool and pickleball. ...
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Expedia
From $1073 per night (USD)
VRBO
Walk to Beach, Stunning Sunsets
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Just 2 houses from the Beach this Barn Style Home has a tranquil setting with a Beachy Color Palate and Extensive Wrapar ...
From $1073 per night (USD)
VRBO
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Expedia
Charming 3-bedroom house in chic Southampton with AC ten minutes from Sag Harbor
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Nestled in Southampton, this delightful house is the perfect retreat for guests seeking a beautiful and relaxing getaway ...
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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
From $2336 per night (USD)
Expedia
Private Family Retreat - Pickleball, Tennis, Pool, Basketball and much more!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Make yourself at home in this enchanting 4-bedroom Water Mill retreat. Nestled in a serene neighborhood, this soothing h ...
From $2336 per night (USD)
Expedia
From $2293 per night (USD)
VRBO
Villa Coastal Bliss
Bedrooms:
2
Bathrooms:
5
Sleeps:
9
<p>Located in Southampton, this welcoming villa lets you experience it all. Jump into your car and make short work of th ...
From $2293 per night (USD)
VRBO
From $1992 per night (USD)
Expedia
Brand New Southampton Home with Modern Design, Private Heated Pool, Open...
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
Peconic Hills Modern Brand New Southampton Home with Modern Design, Private Heated Pool, Open Floor Plan, Perfect for F ...
From $1992 per night (USD)
Expedia
From $929 per night (USD)
VRBO
Recently Renovated Southampton Home, Modern Design, Perfect for Families
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Southampton Ranch Modern Recently Renovated Southampton Home, Modern Design, Perfect for Families 4BR/3BA: modern desi ...
From $929 per night (USD)
VRBO
From $8654 per night (USD)
Expedia
Remarkable Southampton Estate with Resort Amenities, Perfect for Families...
Bedrooms:
13
Bathrooms:
8
Sleeps:
15
Southampton Extraordinary Remarkable Southampton Estate with Resort Amenities, Perfect for Families or Large Groups, Ce ...
From $8654 per night (USD)
Expedia
From $3194 per night (USD)
VRBO
Designer Own Elegant Beachy Sag Harbor Home
Bedrooms:
6
Bathrooms:
5
Sleeps:
8
Consider this house your home away from home while you visit Sag Harbor. With 5 bedrooms including 3 king beds, 1 queen ...
From $3194 per night (USD)
VRBO
From $1173 per night (USD)
Expedia
Modern Southampton home, heated pool, large deck, multiple seating areas,...
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Peconic Hills Pristine Modern Southampton home, heated pool, large deck, multiple seating areas, and moments to local b ...
From $1173 per night (USD)
Expedia
From $4002 per night (USD)
VRBO
Expansive Southampton Home with Harbor Water Views, Private Pool, Modern...
Bedrooms:
9
Bathrooms:
6
Sleeps:
12
Please note that a reservation for this property needs to be approved before it is confirmed. Harbor View Modern Expan ...
From $4002 per night (USD)
VRBO
From $1486 per night (USD)
Expedia
BEACHY WATERFRONT HOME WITH DIRECT ACCESS TO PECONIC BAY AND PRIVATE DOCK,...
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Please note that a reservation for this property needs to be approved before it is confirmed. Fish Cove Waterfront BEA ...
From $1486 per night (USD)
Expedia
$Luxury Southampton Home\/outdoor Sauna\/hottub$
From $2383 per night (USD)
VRBO
Luxury Southampton Home\/outdoor Sauna\/hottub
Bedrooms:
5
Bathrooms:
6
Sleeps:
6
Enjoy a peaceful stay at this 6-bedroom house in Southampton. With amenities like WiFi, a fitness room, and a washing ma ...
From $2383 per night (USD)
VRBO
From $965 per night (USD)
Expedia
Contemporary Southampton Home, Private Pool, Outdoor Dining, Game Room,...
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Southampton Hideaway Contemporary Southampton Home, Private Pool, Outdoor Dining, Game Room, Perfect for Families 4BR/ ...
From $965 per night (USD)
Expedia
From $984 per night (USD)
VRBO
Charming Southampton Home Close To Sag Harbor And Southampton Beaches
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Seaside Solace Charming Southampton Home Close To Sag Harbor And Southampton Beaches 4BR/3BA: Indoor/Outdoor Living, S ...
From $984 per night (USD)
VRBO
From $933 per night (USD)
Expedia
Southamton Stunner! New gunite pool with indoor outdoor entertaining!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Recently renovated 4 bed 3 bath, with jetted tub master suite, great grounds on almost an acre of secluded privacy. Take ...
From $933 per night (USD)
Expedia
From $2521 per night (USD)
VRBO
Southampton 5-bdrm 5-bth Luxury House with Pool Sleeps 18 Comfortably Near Beach
Bedrooms:
5
Bathrooms:
5
Sleeps:
14
Welcome to 6 Cove Neck Lane, Southampton, NY-a beautifully updated Traditional home ready for you to enjoy this summer. ...
From $2521 per night (USD)
VRBO
From $2618 per night (USD)
Expedia
Luxury Waterfront Estate with Sunset Views, Dock, Kayaks & Paddle Board
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
Experience the Hamptons at its finest in this waterfront estate located in Southampton. Enjoy the privacy, beautifully l ...
From $2618 per night (USD)
Expedia
From $2271 per night (USD)
VRBO
Stylish and recently renovated home with pool, sunlit open floor plan,...
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Please note that a reservation for this property needs to be approved before it is confirmed. Chic Southampton Retreat ...
From $2271 per night (USD)
VRBO
From $1564 per night (USD)
Expedia
Surrounded by Protective Reserves, Steps to Marina Bay Beach, Golf Courses...
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Southampton Charm Surrounded by Protective Reserves, Steps to Marina Bay Beach, Golf Courses and Downtown Southampton V ...
From $1564 per night (USD)
Expedia
From $1522 per night (USD)
VRBO
Perfect location in the town of Southampton! Minutes away from town and...
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Please note that a reservation for this property needs to be approved before it is confirmed. Cooper's Beach Classic P ...
From $1522 per night (USD)
VRBO
From $2183 per night (USD)
Expedia
Spectacular Mediterranean-style Hamptons oasis minutes from towns and beaches.
Bedrooms:
7
Bathrooms:
6
Sleeps:
10
New to Market--Southampton six bedroom resort-like oasis near everything the Hamptons has to offer. Large open kitchen, ...
From $2183 per night (USD)
Expedia
From $1609 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 $1609 per night (USD)
VRBO
$5 BR House; 1 Acre Property; Newly Renovated ; Minutes to town\/beach$
From $2218 per night (USD)
Expedia
5 BR House; 1 Acre Property; Newly Renovated ; Minutes to town\/beach
Bedrooms:
6
Bathrooms:
5
Sleeps:
12
Crisp, large 3600+ Sq Ft Home. Brand new, meticulous renovation and furnishings. Walk to water, less than 10 minutes ...
From $2218 per night (USD)
Expedia
From $1379 per night (USD)
VRBO
Waterfront Beach Cottage with Dock
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Tucked away in one of Southampton's most idyllic and peaceful beach communities is this charming 3-bedroom cottage with ...
From $1379 per night (USD)
VRBO
From $988 per night (USD)
Expedia
Secluded, Private Southampton House with heated Saltwater Pool, fireplace.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Secluded, Private All Year house in the Town of Southampton. Heated saltwater pool, Fireplace, Minutes from the beaches ...
From $988 per night (USD)
Expedia
From $1482 per night (USD)
VRBO
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)
VRBO
$\nGorgeous Southampton Home- Pool, Spa, Putting Green, Walk to Beach & Tennis\/PB$
From $2038 per night (USD)
Expedia
\nGorgeous Southampton Home- Pool, Spa, Putting Green, Walk to Beach & Tennis\/PB
Bedrooms:
4
Bathrooms:
7
Sleeps:
8
Indulge in a fabulous stay at a luxurious beach house in a private community in Southampton. This home features five bea ...
From $2038 per night (USD)
Expedia
From $1908 per night (USD)
VRBO
Sunset Bayview, Master Suite with Private Balcony, Private Gated Residence,...
Bedrooms:
5
Bathrooms:
6
Sleeps:
10
Little Peconic Bayview Sunset Bayview, Master Suite with Private Balcony, Private Gated Residence, One of the Highest E ...
From $1908 per night (USD)
VRBO
From $1303 per night (USD)
Expedia
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)
Expedia
From $2799 per night (USD)
VRBO
Mansion Near the Bay. 7 bedrooms! Chef’s kitchen.
Bedrooms:
10
Bathrooms:
7
Sleeps:
16
Huge 6,600 square feet house a block from Peconic Bay. Equidistant from Sag Harbor and Southampton villages. About a t ...
From $2799 per night (USD)
VRBO
From $1528 per night (USD)
Expedia
Live on the Water: Dock, Beach, Boat, Kayak & Fish
Bedrooms:
2
Bathrooms:
7
Sleeps:
9
One mile from the beach, this child-friendly waterfront Southampton home is a perfect family destination. Ready for wate ...
From $1528 per night (USD)
Expedia
From $1735 per night (USD)
VRBO
Southampton - Plush, perfect and private!
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
12 Balcomie Lane Southampton North, New York Just minutes away from Southampton Village and Sag Harbor and ocean and ba ...
From $1735 per night (USD)
VRBO
From $2774 per night (USD)
Expedia
Modern & New 4 Bedroom Home in Southampton with pool. Walk to Beach!
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Modern. Sleek. Immaculate. Newly built in 2019. Designer furnished with 4 bedrooms all with en suite baths plus a powder ...
From $2774 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 $1657 per night (USD)
Expedia
Just renovated, Amazing oasis, heated pool-spa, between Sag Harbor -Southampton
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
A beautiful newly renovated house on a quiet street off Noyack road and close to all the Hamptons has to offer (just ber ...
From $1657 per night (USD)
Expedia
$Sanctuary by Beach, Luxe Southampton Estate w\/ Pool, Outdoor Kitchen, Game Room$
From $1596 per night (USD)
VRBO
Sanctuary by Beach, Luxe Southampton Estate w\/ Pool, Outdoor Kitchen, Game Room
Bedrooms:
6
Bathrooms:
5
Sleeps:
8
Experience classic Southampton luxury with a twist of playful charm at Sanctuary by the Beach. This 4-bedroom, 5-bathroo ...
From $1596 per night (USD)
VRBO
From $1325 per night (USD)
Expedia
Sag Harbor bayfront home you will not want to leave
Bedrooms:
4
Bathrooms:
3
Sleeps:
9
Perched 70' above Little Peconic Bay, 180 degrees of unobstructed views to Robin's Island and the North Fork. Steps to ...
From $1325 per night (USD)
Expedia
From $1734 per night (USD)
VRBO
Southampton Private Retreat is on the market for sale.
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
THIS HOME CAN ONLY BE RESERVED BY CONTACTING THE OWNER DIRECTLY Private four bedroom (two en-suite) three bath home wit ...
From $1734 per night (USD)
VRBO
$Beautiful ,Sag Harbor 4 bedroom, 31\/2 bath Heated Pool rental\n$
From $873 per night (USD)
Expedia
Beautiful ,Sag Harbor 4 bedroom, 31\/2 bath Heated Pool rental\n
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Beautiful 4 bedroom 31/2 en-suite bath home , 3200 square feet with heated pool, on one acre property, in beautiful ups ...
From $873 per night (USD)
Expedia
$Private Spacious Family-Friendly Sag Harbor House w\/ Pool; Close to Beach$
From $3953 per night (USD)
VRBO
Private Spacious Family-Friendly Sag Harbor House w\/ Pool; Close to Beach
Bedrooms:
5
Bathrooms:
6
Sleeps:
10
-5 Bedroom Sag Harbor house + 5 Full Bathroom (4,000 sq ft) with a connected apartment perfect for nannies, family and g ...
From $3953 per night (USD)
VRBO
From $1734 per night (USD)
Expedia
Stunning Waterfront Home on Peconic Bay, Gorgeous Sunsets, Private Dock
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Enjoy amazing sunsets from our deck overlooking Peconic Bay, New construction, beautifully decorated. Open plan, bright ...
From $1734 per night (USD)
Expedia
From $2311 per night (USD)
VRBO
Pristine, tranquil, newly renovated Southampton gem with heated pool.
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Hello! Welcome to our beautiful Southampton home. **We have a six night minimum reservation policy from June 1st - Au ...
From $2311 per night (USD)
VRBO
From $948 per night (USD)
Expedia
Beautiful newly renovated house water views located on Big Fresh Pond
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This beautiful newly renovated two story home with stunning water views is available for rent. The house was recently p ...
From $948 per night (USD)
Expedia
From $567 per night (USD)
VRBO
Southampton Retreat ☀️ Heated pool, Fenced-in Yard, Close to Beaches!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Spend your summer entertaining and enjoying nature in this nearly one acre, beautifully landscaped three bed, two bath h ...
From $567 per night (USD)
VRBO
From $870 per night (USD)
Expedia
HAMPTONS PRIVATE BEACH GETAWAY. 400 ft walk to private beach swimming area.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Unpretentious beach house located down the block from Little Peconic Bay seeks a tenant who wants to come and relax afte ...
From $870 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 $1860 per night (USD)
Expedia
Dream Home in SH with heated Pool open from May 19
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Beautiful three bedroom-three bathroom house situated on almost an acre. This newly renovated stylish home is located in ...
From $1860 per night (USD)
Expedia
From $1371 per night (USD)
VRBO
3 Story Contemporary
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Spacious 5 bedroom, three bathroom, contemporary Southampton home offers an open kitchen/ living room floor plan which i ...
From $1371 per night (USD)
VRBO
From $1580 per night (USD)
Expedia
Hamptons Summer Family Getaway, Modern Farmhouse retreat
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Beach Chic, newly renovated home, where a coastal interior meets a modern farm style retreat. This house checks all t ...
From $1580 per night (USD)
Expedia
From $1326 per night (USD)
VRBO
Beautiful Waterviews in Southampton Shores
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Fully renovated top to bottom. Heated pool, water views, massive bbq, four bedrooms, three full baths and two pull-out c ...
From $1326 per night (USD)
VRBO
From $3454 per night (USD)
Expedia
Family Waterfront Oasis
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Waterviews galore from this three bedroom, four bath Peconic bayfront oasis. King master suite, and two guest suites , ...
From $3454 per night (USD)
Expedia
From $2485 per night (USD)
VRBO
Luxury and convenience in the Hamptons!
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Enjoy proximity to everything Southampton has to offer in this brand new 4,500 sq ft home. Two Master suites featuring h ...
From $2485 per night (USD)
VRBO
From $603 per night (USD)
Expedia
Southampton Oasis - 100 Steps From the Beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Experience this intimate private beach community nestled on Peconic Bay. This newly renovated home is literally steps fr ...
From $603 per night (USD)
Expedia
From $1744 per night (USD)
VRBO
Southampton Waterfront, Bay Beach & Spectacular Sunsets
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Situated on over half an acre equidistance from Sag Harbor, Bridgehampton, and Southampton villages, this bluff-top resi ...
From $1744 per night (USD)
VRBO
From $676 per night (USD)
Expedia
Outdoor Entertaining Areas, Community Tennis, Bay Beach Sunsets
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Please note that a reservation for this property needs to be approved before it is confirmed. Scrimshaw Seclusion Outd ...
From $676 per night (USD)
Expedia
From $1015 per night (USD)
VRBO
Waterfront home in Southampton on the Peconic Bay
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Waterfront home with water views from every room. Private beach with spectacular sunsets. New kitchen. This 4 BR ho ...
From $1015 per night (USD)
VRBO
From $1304 per night (USD)
Expedia
Private & Tranquil 1.03 Acre Estate in the Heart of Southampton
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This well-appointed and maintained 2,200 sq.ft., 4 bedroom, 3 bath Contemporary has a bright sunlit breakfast area direc ...
From $1304 per night (USD)
Expedia
From $2016 per night (USD)
VRBO
Hampton Private Retreat - last minute offer June 23-
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
Unique spot North of the highway, boutique-style house with a beautifully landscaped garden. Maximum privacy, ideal for ...
From $2016 per night (USD)
VRBO
From $2590 per night (USD)
Expedia
Southampton 6 BR, 6.5 Bath, 5 Fireplace Masterpiece.
Bedrooms:
7
Bathrooms:
6
Sleeps:
12
This 7,000 sq ft masterpiece includes 6 bedrooms (all with full en-suite bathrooms with showers), 3 King Sized Beds amon ...
From $2590 per night (USD)
Expedia
From $1732 per night (USD)
VRBO
Conveniently Located Home 2 Miles from Village
Bedrooms:
8
Bathrooms:
6
Sleeps:
13
Location, luxury and privacy abound in this rental. Located on a private street and features 6 bedrooms all en suite, p ...
From $1732 per night (USD)
VRBO
From $1297 per night (USD)
Expedia
Fantastic Southampton Oasis
Bedrooms:
5
Bathrooms:
4
Sleeps:
12
Welcome home to your own peaceful oasis in a top-notch Southampton location. This spacious and smartly-laid out, newly r ...
From $1297 per night (USD)
Expedia
From $996 per night (USD)
VRBO
Family friendly, light-filled, secluded - lg pool, walk to bay, 12 min to ocean
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Good vibrations … Light filled from sunrise to sunset. Our Expansive, cozy family home with double height ceilings, a hu ...
From $996 per night (USD)
VRBO
From $691 per night (USD)
Expedia
Charming Southampton cottage by the sea
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
A charming 2-bedroom cottage with an outdoor shower, central air, amazing light and a bike ride away to the bay beach. B ...
From $691 per night (USD)
Expedia
From $1640 per night (USD)
VRBO
Southampton Summer Retreat w private bay beach and pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Located in beautiful Southampton Shores, this home offers the ultimate summer vacation spot. With private community tenn ...
From $1640 per night (USD)
VRBO
From $1387 per night (USD)
Expedia
Family Getaway With Pool, Pet Friendly
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
This cozy getaway is located off of Deerfield Road in Water Mill, in the township of Southampton and provides easy acces ...
From $1387 per night (USD)
Expedia
From $1453 per night (USD)
VRBO
Beautiful Newly Furnished Southampton Home
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Beautiful Hamptons House with all the amenities you need for that perfect summer retreat, located 5 minutes from the Shi ...
From $1453 per night (USD)
VRBO
From $2868 per night (USD)
Expedia
SOUTHAMPTON SUMMER RETREAT
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Newly renovated and furnished, this 6 bedroom, 5 bathroom contemporary property has it all for a summer retreat. Complet ...
From $2868 per night (USD)
Expedia
From $705 per night (USD)
VRBO
Waterfront Sunset Views
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Experience picturesque water views from this clean and light 4-bedroom home. Centrally located in the Hamptons, this is ...
From $705 per night (USD)
VRBO
$Stunning Private 4 acre Estate on Preserve near Village\/Beach with Heated Pool.$
From $1996 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 $1996 per night (USD)
Expedia
From $1343 per night (USD)
VRBO
Southampton Stunner: Modern & Bright, Pool, Beach & More!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Beautiful light and airy modern home, nestled in amongst the trees on a beautiful property. High ceilings and windowed w ...
From $1343 per night (USD)
VRBO
From $1758 per night (USD)
Expedia
SOUTHAMPTON HOUSE PRIVATE POOL & DECK - 7MIN to VILLAGE & BEACHES
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
7 minutes drive from Southampton Village and its beaches. This lovely private home is tastefully updated and ready for y ...
From $1758 per night (USD)
Expedia

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