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From $3427 per night (USD)
VRBO
Heated Pool and Tennis Court
Bedrooms:
6
Bathrooms:
6
Sleeps:
14
Gorgeous like new condition open-floor plan home in the heart of the Hamptons. Close to everything; Flying Point Beach, ...
From $3427 per night (USD)
VRBO
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Expedia
Chic Beach House in the Village of Southampton
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Enjoy this stylish beach house in The Village of Southampton. This property is perfectly located, within walking distanc ...
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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 $2696 per night (USD)
VRBO
Southampton Village 5 Bedroom Estate, Near Beaches & Village @Lee & Ox Pasture
Bedrooms:
3
Bathrooms:
5
Sleeps:
11
Magnificent, spacious, and elegant home located in the highly desirable Estate Area of Southampton (South-of-the-Highway ...
From $2696 per night (USD)
VRBO
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VRBO
Southampton Village N.Y. private home, minutes to the beach, shops, restaurants.
Bedrooms:
4
Bathrooms:
6
Sleeps:
10
Prime location providing access to private beaches, village restaurants, shops. Drive or bike to the beach, walk into t ...
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VRBO
From $696 per night (USD)
VRBO
Like Tuscany, private Vineyard Home, Southampton
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Like Tuscany, truly surrounded by vineyards. Gorgeous views from every room. Open concept kitchen, travertine floors, hi ...
From $696 per night (USD)
VRBO
$\ The Bungalow\ Southampton Village - walk to town, train, Jitney$
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VRBO
\" The Bungalow\" Southampton Village - walk to town, train, Jitney
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A former hangout of many East End artists, "The Bungalow" is a charming Southampton Village house located minutes from t ...
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VRBO
From $963 per night (USD)
VRBO
Bright Beautiful Southampton - 4 Br near village 5 min & ocean beaches
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Our Southampton 4 bedroom classic shingle home with stylish decor is ideally located near Southampton Village (5 minutes ...
From $963 per night (USD)
VRBO
From $1072 per night (USD)
VRBO
Southampton House Perfect for Families and Entertaining
Bedrooms:
4
Bathrooms:
5
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 $1072 per night (USD)
VRBO
From $411 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 $411 per night (USD)
VRBO
From $763 per night (USD)
VRBO
Perfect Southampton Getaway
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
All utilities included in rental price - we do not accept instant bookings - please send a message first. Situated in ...
From $763 per night (USD)
VRBO
From $2215 per night (USD)
VRBO
Southampton South, New York
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Over-sized, close to Southampton Village very Private property. Cooper's Beach (rated one the World's TOP TEN) is just a ...
From $2215 per night (USD)
VRBO
From $7067 per night (USD)
VRBO
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)
VRBO
From $1356 per night (USD)
VRBO
Two Master Suites, Eat-In Kitchen with Breakfast Area, Den with Fireplace,...
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Please note that a reservation for this property needs to be approved before it is confirmed. Foster Crossing Tranquili ...
From $1356 per night (USD)
VRBO
From $2072 per night (USD)
VRBO
Gracious 6 Bedroom home with a backyard paradise minutes from Main Street
Bedrooms:
5
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 $2072 per night (USD)
VRBO
From $870 per night (USD)
VRBO
Lovely Southampton Village Ranch, Heated SW Pool, Eat-In Kitchen, Large Yard+BBQ
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
The Property: Our home is a very charming ranch that has undergone a number of renovations in the past few years. The ea ...
From $870 per night (USD)
VRBO
From $1026 per night (USD)
VRBO
Cottage in Southampton Village; Relax in your own private park!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
The Perfect Getaway Strolling distance to the village and the Long Island Railroad, come and rest, relax and decompress ...
From $1026 per night (USD)
VRBO
From $727 per night (USD)
Expedia
nice condo
Bedrooms:
2
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)
Expedia
From $1085 per night (USD)
VRBO
Southampton Village Luxury with Pool House Spa - Guest Cottage. Walk to Town!
Bedrooms:
6
Bathrooms:
4
Sleeps:
10
Sea Rose - Located in Southampton Village, you'll find this completely renovated fully equipped home featuring a gorgeou ...
From $1085 per night (USD)
VRBO
From $1013 per night (USD)
VRBO
SH Village
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Southampton Village Cheerful 3 bed cottage with a private heated pool and community tennis walk to town beach and rest ...
From $1013 per night (USD)
VRBO
From $1732 per night (USD)
VRBO
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 $1732 per night (USD)
VRBO
From $761 per night (USD)
Expedia
Southampton Beach & Town Cottage
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Charming family friendly beach cottage with large pool. Walking distance to Village of Southampton’s fine dining and sto ...
From $761 per night (USD)
Expedia
From $1456 per night (USD)
VRBO
Newly Renovated Pristine Southampton Colonial
Bedrooms:
3
Bathrooms:
5
Sleeps:
11
This newly renovated, spectacular, center hall colonial home is just minutes from Southampton Village, the beautiful bea ...
From $1456 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 $2322 per night (USD)
VRBO
Modern Luxury Southampton Home
Bedrooms:
5
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 $2322 per night (USD)
VRBO
From $1321 per night (USD)
VRBO
Traditional Waterfront Southampton Home with Private Heated Pool, Close to Town
Bedrooms:
3
Bathrooms:
5
Sleeps:
9
Please note that a reservation for this property needs to be approved before it is confirmed. Heady Creek Haven Tradit ...
From $1321 per night (USD)
VRBO
From $2605 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 $2605 per night (USD)
VRBO
From $2882 per night (USD)
VRBO
Stunning 5 bedroom Vicente Wolf Designed Home South of Highway in Water Mill
Bedrooms:
5
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)
VRBO
$Charming Southampton Village Home 4 Bedroom, 2 Bath \n5 minutes from the beach$
From $355 per night (USD)
VRBO
Charming Southampton Village Home 4 Bedroom, 2 Bath \n5 minutes from the beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to Halsey House…. A charming, 2 story home in the heart of Southampton Village. Located on a quiet lane within w ...
From $355 per night (USD)
VRBO
Click For Pricing
Expedia
Cozy, Coastal, Colorful, Cottage. Great for beach lovers and families.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your dream vacation rental in Southampton. This cozy condo offers everything you need for your August Hampton ...
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Expedia
From $866 per night (USD)
VRBO
Southampton Home with Heated Pool,6 minutes from beach’s
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 $866 per night (USD)
VRBO
From $2473 per night (USD)
VRBO
Southampton Village Luxury Retreat
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Newly renovated Southampton Village home within walking distance to all Southampton Village has to offer. This 3100 squa ...
From $2473 per night (USD)
VRBO
From $911 per night (USD)
VRBO
Sag Harbor Hamptons hideaway
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
This stylish place to stay is perfect!! Enjoy the peaceful tranquility away from the crowds and the noise. Bucolic setti ...
From $911 per night (USD)
VRBO
From $840 per night (USD)
VRBO
Perfect SouthHampton getaway
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This is the perfect Hamptons getaway! This resort like 3 bedroom 2 bath gem of a home is conveniently located close to t ...
From $840 per night (USD)
VRBO
Click For Pricing
VRBO
Spacious Home with Heated Pool located in Southampton Village
Bedrooms:
4
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
From $1742 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 $1742 per night (USD)
Expedia
$Christmas At the Beach in The Hamptons' \Christmas Village\$
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VRBO
Christmas At the Beach in The Hamptons' \"Christmas Village\"
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
A classic Hamptons farmhouse, fully decorated for Christmas if you want, on a quiet road, 3/4 mile from ocean beaches, 1 ...
Click For Pricing
VRBO
From $4439 per night (USD)
VRBO
The Prospect Estate - Spacious Historic House minutes from SH Village
Bedrooms:
7
Bathrooms:
7
Sleeps:
18
AVAILABILITY NOTICE : PLEASE INQUIRE FOR MOST UP-TO-DATE AVAILABILITY BEFORE MAKING A "RESERVATION REQUEST". POSTED CALE ...
From $4439 per night (USD)
VRBO
From $1183 per night (USD)
VRBO
Chic Southampton Getaway w/Heated Pool. Minutes away from village & beach.
Bedrooms:
6
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 $1183 per night (USD)
VRBO
From $3501 per night (USD)
VRBO
Hamptons Style. Close to village restaurants, shops and ocean beach!
Bedrooms:
7
Bathrooms:
7
Sleeps:
14
7 Bedroom, 6.5 Bath, Gourmet Kitchen, Heated Pool/Jacuzzi, Outdoor Fireplace & Grill, Fast Wifi, SONOS + MORE The Willo ...
From $3501 per night (USD)
VRBO
From $930 per night (USD)
VRBO
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 $930 per night (USD)
VRBO
From $6017 per night (USD)
Expedia
Spacious Southampton Village Home Walking Distance to Town, Private Pool,...
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Southampton Village Luxury Spacious Southampton Village Home Walking Distance to Town, Private Pool, Perfect for Famili ...
From $6017 per night (USD)
Expedia
$Southampton Star Host, 2wk min. Msg 4 dtls\nFall, Wntr, US Open, and Summer 2026$
From $982 per night (USD)
VRBO
Southampton Star Host, 2wk min. Msg 4 dtls\nFall, Wntr, US Open, and Summer 2026
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Amazing Pool House new for 2025/2026! EV's welcome with Level 2 charger available. Relaxation starts right here in this ...
From $982 per night (USD)
VRBO
From $596 per night (USD)
Expedia
Charming Two-Story Retreat in Southampton Village walk to town, beach and train.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience the charm of a newly revitalized two-story apartment nestled in the vibrant heart of Southampton Village. The ...
From $596 per night (USD)
Expedia
From $2362 per night (USD)
VRBO
Southampton Village FALL FESTIVITIES! POOL, TENNIS&PICKLEBALL + 5 BEACH BIKES!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Come for the Fall Festivities ! Hank’s Pumpkin- town, corn mazes and apple picking. The best of everything the Hamptons ...
From $2362 per night (USD)
VRBO
From $1012 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 $1012 per night (USD)
Expedia
From $1737 per night (USD)
VRBO
Charming Southampton Village Farmhouse w/ pool & separate Pool-House on1 acre
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Minutes from village beaches, shops and restaurants this renovated (2024) private property has a pool with pool house, w ...
From $1737 per night (USD)
VRBO
From $2878 per night (USD)
VRBO
Ideal for family: pool, park, tennis, mins from Southampton Village/Beaches
Bedrooms:
4
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 $1587 per night (USD)
VRBO
Welcome to a Beautiful 4 bd 4.5 bth located in a secluded area of Southampton.
Bedrooms:
4
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 $3426 per night (USD)
VRBO
Southampton Village, Complete Privacy, Gunite Pool & and 3 minute walk to town!!
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Discover the epitome of sophisticated living in Southampton with this extraordinary house for rent. Set amidst a picture ...
From $3426 per night (USD)
VRBO
From $574 per night (USD)
VRBO
Cozy 3 Bedroom Southampton Village Oasis
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Escape to your beach chic haven in Southampton Village, where contemporary luxury meets timeless elegance. Unwind in the ...
From $574 per night (USD)
VRBO
From $2309 per night (USD)
VRBO
Newly Renovated & Private in Southampton Village
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
5 Bedrooms & 3 full baths. House is newly renovated! Located 0.5 mile to the village of Southampton and 1.5 miles to Ha ...
From $2309 per night (USD)
VRBO
From $557 per night (USD)
VRBO
Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This is a Large two-bedroom two-bath house that is one mile to Southampton village. Private space with fenced yard and ...
From $557 per night (USD)
VRBO
Click For Pricing
Expedia
Southampton Village near Main Street
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
SOUTHAMPTON VILLAGE. — Pristine newly renovated 2-bedroom 1-bath UPSTAIRS UNIT with private entrance and lovely outdoor ...
Click For Pricing
Expedia
$Cozy 2-bedroom townhome in Southampton 1 1/2 miles from village.\nMany amenities.$
From $621 per night (USD)
VRBO
Cozy 2-bedroom townhome in Southampton 1 1/2 miles from village.\nMany amenities.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to this charming townhome in Southampton. This beautiful property offers a spacious and comfortable end unit wit ...
From $621 per night (USD)
VRBO
Click For Pricing
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 ...
Click For Pricing
Expedia
From $1736 per night (USD)
VRBO
Spacious 5-Bedroom, 4.5 Bath Beach House in Enchanting Village of Southampton
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Your Southampton adventure begins at this phenomenal 4+1-bedroom estate. With 2 king beds, 3 queen beds, this enchanting ...
From $1736 per night (USD)
VRBO
From $554 per night (USD)
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 ...
From $554 per night (USD)
Expedia
From $2081 per night (USD)
VRBO
Historic Cottage in the Exclusive Enclave of Southampton's Art Village,...
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Please note that a reservation for this property needs to be approved before it is confirmed. Artists Cottage Retreat ...
From $2081 per night (USD)
VRBO
From $23121 per night (USD)
VRBO
12,000 sq ft of Luxury, Modern Design, Full Gym, Indoor and Outdoor Dining...
Bedrooms:
9
Bathrooms:
8
Sleeps:
6
Please note that a reservation for this property needs to be approved before it is confirmed. Cobb Road Daydream 12,00 ...
From $23121 per night (USD)
VRBO
From $2743 per night (USD)
VRBO
Expansive Waterfront Southampton Home with Private Pool, Close to Village,...
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Please note that a reservation for this property needs to be approved before it is confirmed. Lakefront Fantastic Expa ...
From $2743 per night (USD)
VRBO
From $629 per night (USD)
Expedia
Stately traditional home with open floorplan and private pool in coveted...
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Seasons Lane Sensation Stately traditional home with open floorplan and private pool in coveted Southampton Village. 5 ...
From $629 per night (USD)
Expedia
From $5679 per night (USD)
VRBO
Full Gym with Full Tile Steam Room, Roofed Cabana, Short Distance to...
Bedrooms:
7
Bathrooms:
7
Sleeps:
10
Southampton Village Elegance Full Gym with Full Tile Steam Room, Roofed Cabana, Short Distance to Southampton Shopping ...
From $5679 per night (USD)
VRBO
From $514 per night (USD)
VRBO
Open Floor Plan, Private Tennis Court, Close to Ocean Beaches and...
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Please note that a reservation for this property needs to be approved before it is confirmed. Southampton w/ Tennis & P ...
From $514 per night (USD)
VRBO
From $2094 per night (USD)
VRBO
Cozy Home In Southampton With Expansive Yard And Private Pool, Close to...
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Southampton Beach Villa Cozy Home In Southampton With Expansive Yard And Private Pool, Close to Fowlers Beach, Perfect ...
From $2094 per night (USD)
VRBO
From $712 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 $712 per night (USD)
VRBO
From $611 per night (USD)
VRBO
Elegant Home South of Highway Near Town & Beach, Heated Pool, Sauna, Fireplaces
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
Please note that a reservation for this property needs to be approved before it is confirmed. Southampton Beach Walk E ...
From $611 per night (USD)
VRBO
From $3853 per night (USD)
Expedia
Spacious Southampton Home Minutes to Town, Private Pool, Perfect for Families
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Southampton Village Classic Spacious Southampton Home Minutes to Town, Private Pool, Perfect for Families 4BR/3BA: pri ...
From $3853 per night (USD)
Expedia
From $551 per night (USD)
VRBO
Beautiful Home In SH Village!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Enjoy this charming home perfectly located within a 3 minute drive or 10 minute walk to Main Street Southampton, grocery ...
From $551 per night (USD)
VRBO
From $1158 per night (USD)
VRBO
Traditional Home w/ English Gardens, Pool, Rec Room, Close to Ocean Beaches
Bedrooms:
6
Bathrooms:
6
Sleeps:
10
Please note that a reservation for this property needs to be approved before it is confirmed. English Gardens Traditio ...
From $1158 per night (USD)
VRBO
From $4022 per night (USD)
VRBO
Stunning secluded Southampton Village property near restaurants, shops and beach
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
This spectacular classic Hamptons home built in 2017 with a significant renovation in 2024. Furnished by a high-end int ...
From $4022 per night (USD)
VRBO
From $2208 per night (USD)
VRBO
Oceanstone by Rove - Villa with Pool & Beach Access
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
Summary: Welcome to Oceanstone, a Rove Travel Home! Rove offers beautifully designed residences with the quality and ca ...
From $2208 per night (USD)
VRBO
From $5023 per night (USD)
VRBO
Southampton Haven by Cuvee | Ideally Located in the Village
Bedrooms:
6
Bathrooms:
6
Sleeps:
15
Nestled in the heart of Southampton, the setting of The Haven is exceptional being just 3 blocks from downtown and 8 blo ...
From $5023 per night (USD)
VRBO
From $747 per night (USD)
VRBO
SOUTHAMPTON-POOL,3 min to town,1.5 miles to beach. Outdoor kitchen,putting green
Bedrooms:
4
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 $747 per night (USD)
VRBO
From $1181 per night (USD)
VRBO
Southampton estate with oversized pool, chefs kitchen, vast lawn,...
Bedrooms:
7
Bathrooms:
9
Sleeps:
16
The Mainstay Southampton estate with oversized pool, chefs kitchen, vast lawn, located in the heart of Southampton! 9B ...
From $1181 per night (USD)
VRBO
From $704 per night (USD)
Expedia
Cozy Southampton home, close to town, beaches, private pool, perfect for...
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Southampton Coastal Charm Cozy Southampton home, close to town, beaches, private pool, perfect for families 3BR/4BA: p ...
From $704 per night (USD)
Expedia
Click For Pricing
VRBO
Luxurious Southampton Retreat with Private Pool and Pool House, Great for...
Bedrooms:
7
Bathrooms:
6
Sleeps:
12
Please note that a reservation for this property needs to be approved before it is confirmed. The Southampton Grand Lu ...
Click For Pricing
VRBO
From $2905 per night (USD)
VRBO
3 Blocks From Beaches and Southampton Village's Shops and Dining!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
So close to the beach, you can hear the waves while laying by the saltwater pool. So close to Southampton Village, you c ...
From $2905 per night (USD)
VRBO
From $888 per night (USD)
VRBO
Summer in the Hamptons
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Delightful and rare 4bedroom home in Southampton Commons available for Summer rental. The Space: The largest o ...
From $888 per night (USD)
VRBO
From $608 per night (USD)
Expedia
Charming 3-bedroom house in enchanting Southampton Village
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Unwind in Southampton at this adorable house. With 3 cozy bedrooms including a king, queen, and twin bed, guests can rel ...
From $608 per night (USD)
Expedia
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VRBO
Modern Luxury • Private Escape
Bedrooms:
3
Bathrooms:
6
Sleeps:
10
Escape to this luxurious, design-forward Southampton retreat! Featuring 4 spacious bedrooms + 2 bonus rooms, sleek inter ...
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VRBO
From $235 per night (USD)
VRBO
Charming 1-bedroom cottage in the heart of Southampton Village
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Located in the heart of Southampton Village, this intimate, centrally-located cottage is the perfect getaway! Nestled in ...
From $235 per night (USD)
VRBO
From $912 per night (USD)
VRBO
In the Heart of SH Village, Salt Water Heated Pool with Incredible Outdoor Space
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
In the Heart of SH Village, Salt Water Heated Pool with Incredible Outdoor Space Immaculate, charming ranch home surroun ...
From $912 per night (USD)
VRBO
From $849 per night (USD)
VRBO
Walking Distance to Shopping and Eating: House with Pool in Southampton Village
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Enjoy all that the Hamptons has to offer: shopping; dining; beaches; lounging by your private, heated pool; grilling and ...
From $849 per night (USD)
VRBO
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VRBO
Turnkey Southampton Gem
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
Located in the prestigious Estate Section of Southampton Village, this newly constructed 5,000-square-foot residence sho ...
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VRBO
From $2404 per night (USD)
VRBO
Southampton estate with 5 bedrooms, pool, gym and community tennis
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Southampton village estate, close to amenities and beach. Community tennis. Game room, gym, family friendly, 20x40 heate ...
From $2404 per night (USD)
VRBO
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VRBO
Gated Estate in SH 8 bedrooms, 9 bath gorgeous 2.5 acre on water w dock.
Bedrooms:
8
Bathrooms:
8
Sleeps:
1
Located in Southampton estate section , 8-bedroom estate offers a cool and soothing retreat for guests. 4 king beds,( ...
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VRBO
From $4018 per night (USD)
Expedia
Spacious 7-bedroom house with fitness room, WiFi in delightful Southampton
Bedrooms:
9
Bathrooms:
7
Sleeps:
16
0 Rosko Lane | Southampton Estate — Minutes from Shinnecock Hills & Coopers Beach Southampton Luxury All Year | Prime S ...
From $4018 per night (USD)
Expedia
From $716 per night (USD)
VRBO
Elegant Coastal Escape with Expansive Yard, Heated Pool, and Outdoor...
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Water Mill Retreat Elegant Coastal Escape with Expansive Yard, Heated Pool, and Outdoor Kitchen in the Heart of Water M ...
From $716 per night (USD)
VRBO
From $1573 per night (USD)
VRBO
Southampton 7BR Estate: Heated Pool & Spa, Theater, Pool House, Chef’s Kitchen
Bedrooms:
9
Bathrooms:
7
Sleeps:
16
30 Rosko Lane | Southampton Luxe Retreat Welcome to your exclusive escape at 30 Rosko Lane, Southampton—an exceptional ...
From $1573 per night (USD)
VRBO
From $1678 per night (USD)
VRBO
Beautiful Southampton Village Home, Perfect for Families with Private Pool...
Bedrooms:
5
Bathrooms:
6
Sleeps:
10
The Village Gem Beautiful Southampton Village Home, Perfect for Families with Private Pool in Town 6BR/5.5BA: private ...
From $1678 per night (USD)
VRBO
From $3112 per night (USD)
Expedia
1BR Poolside, Daily Breakfast, Serene Double Suite
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Tucked away for privacy and relaxation, the Suite Double offers a tranquil escape with timeless Hamptons charm. This spa ...
From $3112 per night (USD)
Expedia
From $2718 per night (USD)
VRBO
Luxurious 1BR Poolside, Daily Breakfast, Patio
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Discover refined comfort in our private Suite King—an elegant Hamptons-style suite featuring a separate master bedroom w ...
From $2718 per night (USD)
VRBO
From $645 per night (USD)
VRBO
Serene Southampton Village Retreat
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Tucked away in the heart of Southampton Village, this elegantly restored 2,000 sq ft cottage is just steps from Main Str ...
From $645 per night (USD)
VRBO
From $2428 per night (USD)
VRBO
Southampton Paradise with Saltwater Pool & Spa & 3 minutes to Best Beach in USA
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
By day and by night you will enjoy this delightful villa in Southampton Village with 5 bedrooms including 1 king bed, 3 ...
From $2428 per night (USD)
VRBO
From $1279 per night (USD)
Expedia
California King Poolside, Daily Breakfast, Minibar
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
Experience the timeless elegance of the Hamptons in this Studi California King Room at The Capri Southampton. Perfectly ...
From $1279 per night (USD)
Expedia
From $1465 per night (USD)
VRBO
Poolside, Daily Breakfast, Hampstons Style Double
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Located directly across from The Bathing Club’s lively pool scene, the Club Double offers a serene yet stylish retreat i ...
From $1465 per night (USD)
VRBO
From $561 per night (USD)
Expedia
2-bedroom apartment in beautiful Southampton with a beach permit
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Chic Renovated 2BR/2BA Apartment in the Heart of Southampton Village Located on highly sought-after Windmill Lane in th ...
From $561 per night (USD)
Expedia
From $7426 per night (USD)
VRBO
A Hampton resort lifestyle with private vineyard
Bedrooms:
10
Bathrooms:
8
Sleeps:
20
Covered outdoor living space w/full kitchen, full bar, over sized grill, pizza oven, coffee station, blender station, bi ...
From $7426 per night (USD)
VRBO
From $882 per night (USD)
Expedia
Chic, Newly Renovated Waterfront Cottage on Mecox Bay with Private Dock &...
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Mecox Bay Retreat Chic, Newly Renovated Waterfront Cottage on Mecox Bay with Private Dock & Serene Views 3BR/2.5BA: pr ...
From $882 per night (USD)
Expedia

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Results: 207 Rentals