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Southampton Relax by the pool or walk to The Bay Beach

Southampton Relax by the pool or walk to The Bay Beach

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Southampton New York Cottage Click For Pricing

COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...

COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...

8
6.0
16

Southampton New York Private vacation home From $4105 per night (USD)

$Unique Southampton Getaway w\/ Rooftop Deck!$

Unique Southampton Getaway w\/ Rooftop Deck!

3
3.0
8

Southampton New York Private vacation home From $454 per night (USD)

Access to all the Hamptons has to offer

Access to all the Hamptons has to offer

3
3.0
7

Southampton New York Private vacation home From $793 per night (USD)

$Edge of Woods Escape 4 bed\/2bath heated saltwater pool private close to beach 🏖$

Edge of Woods Escape 4 bed\/2bath heated saltwater pool private close to beach 🏖

4
3.0
10

Southampton New York Private vacation home From $2483 per night (USD)

Harmony in the Hamptons!

Harmony in the Hamptons!

5
3.0
9

Southampton New York Private vacation home Click For Pricing

Southampton 5 Bedroom 4 Acre Newly Remodeled Estate

Southampton 5 Bedroom 4 Acre Newly Remodeled Estate

5
6.0
10

Southampton New York Private vacation home Click For Pricing

Sweet Southampton cottage

Sweet Southampton cottage

2
1.0
6

Southampton New York Private vacation home Click For Pricing

Newly Renovated Southampton Getaway House

Newly Renovated Southampton Getaway House

4
3.0
8

Southampton New York Private vacation home From $1520 per night (USD)

Stylish Sag Harbor Retreat

Stylish Sag Harbor Retreat

5
5.0
10

Sag Harbor New York Private vacation home Click For Pricing

Southampton Luxury. Walk to beach, kayaks on lake. Park-like grounds.

Southampton Luxury. Walk to beach, kayaks on lake. Park-like grounds.

6
4.0
14

Southampton New York Private vacation home From $1462 per night (USD)

New list - Southampton Sanctuary!

New list - Southampton Sanctuary!

5
5.0
10

Southampton New York Private vacation home Click For Pricing

Classic Southampton Home: 5BR, Pool,Jacuzzi, Cooper's Beach

Classic Southampton Home: 5BR, Pool,Jacuzzi, Cooper's Beach

5
3.0
10

Southampton New York Private vacation home From $1190 per night (USD)

Beautiful Southampton Country House

Beautiful Southampton Country House

5
3.0
12

Southampton New York Private vacation home From $825 per night (USD)

Secluded Hamptons Cottage

Secluded Hamptons Cottage

2
1.0
4

Sag Harbor New York Private vacation home From $536 per night (USD)

BRAND NEW CONSTRUCTION ON 4+ SECLUDED ACRES

6
7.0
12

Southampton New York Private vacation home From $2162 per night (USD)

Hamptons!!

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10

Southampton New York Private vacation home From $725 per night (USD)

Huge Backyard, Large Living Room with Dining Area, Large Den with Built-In...

Huge Backyard, Large Living Room with Dining Area, Large Den with Built-In...

4
2.0
8

Southampton New York Private vacation home From $983 per night (USD)

Airy Luxury Hamptons Retreat with Heated Pool!

Airy Luxury Hamptons Retreat with Heated Pool!

3
2.0
7

Southampton New York Private vacation home Click For Pricing

Modern Traditional Waterfront & Waterviews in Southampton

Modern Traditional Waterfront & Waterviews in Southampton

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10

Southampton New York Private vacation home From $2000 per night (USD)

Private family getaway

Private family getaway

5
6.0
18

Southampton New York Private vacation home Click For Pricing

$JULY DEALS! Sunny Pool\/Tennis Gather$

JULY DEALS! Sunny Pool\/Tennis Gather

5
4.0
14

Sag Harbor New York Private vacation home From $1867 per night (USD)

Renovated four bedroom home close to Southampton Village and Ocean Beaches.

Renovated four bedroom home close to Southampton Village and Ocean Beaches.

4
2.0
9

Southampton New York Private vacation home Click For Pricing

Family Fun Compound with Full Gym and Huge Game-room!

Family Fun Compound with Full Gym and Huge Game-room!

8
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16

Southampton New York Private vacation home Click For Pricing

Brand New Contemproraty House in Southampton

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Southampton New York Private vacation home From $1500 per night (USD)

Southampton Family Summer

Southampton Family Summer

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Southampton New York Private vacation home Click For Pricing

Beautiful Contemporary Water Mill Home Centrally Located with Private Pool

Beautiful Contemporary Water Mill Home Centrally Located with Private Pool

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12

Water Mill New York Private vacation home From $2240 per night (USD)

Hamptons Farmhouse

Hamptons Farmhouse

3
2.0
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Southampton New York Private vacation home From $593 per night (USD)

$Escape the City to this Spectacular Summer Rental in Southampton\n$

Escape the City to this Spectacular Summer Rental in Southampton\n

4
4.0
10

Southampton New York Private vacation home Click For Pricing

Contemporary Oasis with Heated Pool in Southampton

Contemporary Oasis with Heated Pool in Southampton

3
3.0
8

Southampton New York Private vacation home Click For Pricing

Southampton Bright and Beautiful 4 Br - near village 5 min & ocean beaches

Southampton Bright and Beautiful 4 Br - near village 5 min & ocean beaches

4
4.0
8

Southampton New York Private vacation home From $1138 per night (USD)

Waterfront Beach Cottage with Dock

Waterfront Beach Cottage with Dock

3
4.0
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Southampton New York Private vacation home From $1139 per night (USD)

Secluded, Private Southampton House with heated Saltwater Pool, fireplace.

Secluded, Private Southampton House with heated Saltwater Pool, fireplace.

3
3.0
6

Southampton New York Private vacation home From $762 per night (USD)

$5 BR House; 1 Acre Property; Newly Renovated ; Minutes to town\/beach$

5 BR House; 1 Acre Property; Newly Renovated ; Minutes to town\/beach

5
6.0
12

Southampton New York Private vacation home From $2000 per night (USD)

Sunset Bayview, Master Suite with Private Balcony, Private Gated Residence,...

Sunset Bayview, Master Suite with Private Balcony, Private Gated Residence,...

5
5.0
10

Southampton New York Private vacation home From $831 per night (USD)

Luxurious Southampton Retreat with Pool & Putting Green

Luxurious Southampton Retreat with Pool & Putting Green

5
4.0
8

Southampton New York Private vacation home From $1841 per night (USD)

Five ⭐️ Beach Bungalow, New Jacuzzi, Steps to Water, Tennis Southampton Shores!

Five ⭐️ Beach Bungalow, New Jacuzzi, Steps to Water, Tennis Southampton Shores!

3
2.0
6

Southampton New York Private vacation home From $985 per night (USD)

$Walk to Peconic Bay 3BR\/2BA newly renovated family retreat$

Walk to Peconic Bay 3BR\/2BA newly renovated family retreat

3
2.0
6

Southampton New York Private vacation home From $615 per night (USD)

Charming Cape Cod in Southampton

Charming Cape Cod in Southampton

3
2.0
6

Southampton New York Private vacation home From $1290 per night (USD)

Charming, light-filled, open concept cottage with pool near Southampton village.

Charming, light-filled, open concept cottage with pool near Southampton village.

3
2.0
6

Southampton New York Private vacation home Click For Pricing

Southampton Relaxed Retreat

Southampton Relaxed Retreat

5
4.0
10

Southampton New York Private vacation home Click For Pricing

Southampton Home - Farm Views and Close Proximity to Village

Southampton Home - Farm Views and Close Proximity to Village

5
4.0
10

Southampton New York Private vacation home From $1300 per night (USD)

Mansion Near the Bay. 7 bedrooms! Chef’s kitchen.

Mansion Near the Bay. 7 bedrooms! Chef’s kitchen.

7
10.0
16

Southampton New York Private vacation home From $3400 per night (USD)

Live on the Water: Dock, Beach, Boat, Kayak & Fish

Live on the Water: Dock, Beach, Boat, Kayak & Fish

4
2.0
9

Southampton New York Villa From $1500 per night (USD)

Stylish & Chic Southampton home

Stylish & Chic Southampton home

2
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Southampton New York Private vacation home Click For Pricing

Southampton - Plush, perfect and private!

Southampton - Plush, perfect and private!

5
6.0
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Southampton New York Private vacation home From $1213 per night (USD)

Sunsets on Peconic Bay

Sunsets on Peconic Bay

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2.0
6

Sag Harbor New York Private vacation home Click For Pricing

Oasis behind the Privet Hedges with HEATED POOL

Oasis behind the Privet Hedges with HEATED POOL

4
2.0
8

Southampton New York Private vacation home From $931 per night (USD)

Sag Harbor Serenity

Sag Harbor Serenity

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4.0
10

Sag Harbor New York Private vacation home From $2850 per night (USD)

Stunning Home Mint Decorated with Open Field and Pool

Stunning Home Mint Decorated with Open Field and Pool

4
4.0
8

Southampton New York Private vacation home From $2500 per night (USD)

New 4 Bedroom Home in Southampton with pool. Walk to Beach! Vintage truck Avail!

New 4 Bedroom Home in Southampton with pool. Walk to Beach! Vintage truck Avail!

4
5.0
8

Southampton New York Private vacation home Click For Pricing

Just renovated, Amazing oasis, heated pool-spa, between Sag Harbor -Southampton

Just renovated, Amazing oasis, heated pool-spa, between Sag Harbor -Southampton

4
5.0
8

Southampton New York Private vacation home From $1500 per night (USD)

Luxury - 5 beds, New Pool, Outdoor Kitchen, walk to beach. Luxury throughout.

Luxury - 5 beds, New Pool, Outdoor Kitchen, walk to beach. Luxury throughout.

5
6.0
8

Southampton New York Private vacation home From $987 per night (USD)

Close to Shinnecock: gracious home, salt water pool, billiards, piano, fireplac

Close to Shinnecock: gracious home, salt water pool, billiards, piano, fireplac

5
4.0
12

Southampton New York Private vacation home From $1429 per night (USD)

Spacious Contemporary Home with Pool and Tennis

Spacious Contemporary Home with Pool and Tennis

4
4.0
12

Sag Harbor New York Private vacation home From $2000 per night (USD)

Sag Harbor bayfront home you will not want to leave

Sag Harbor bayfront home you will not want to leave

3
4.0
9

Sag Harbor New York Private vacation home From $1150 per night (USD)

Southampton Private Retreat is on the market for sale.

Southampton Private Retreat is on the market for sale.

4
3.0
6

Southampton New York Private vacation home From $1500 per night (USD)

Shingled 1 Level Beauty Steps to Southampton Village Has it All!

Shingled 1 Level Beauty Steps to Southampton Village Has it All!

4
4.0
7

Southampton New York Private vacation home From $1200 per night (USD)

$Beautiful ,Sag Harbor 4 bedroom, 31\/2 bath Heated Pool rental\n$

Beautiful ,Sag Harbor 4 bedroom, 31\/2 bath Heated Pool rental\n

4
4.0
8

Sag Harbor New York Private vacation home From $1208 per night (USD)

$Private Spacious Family-Friendly Sag Harbor House w\/ Pool; Close to Beach$

Private Spacious Family-Friendly Sag Harbor House w\/ Pool; Close to Beach

5
5.0
10

Sag Harbor New York Private vacation home From $3434 per night (USD)

Stunning New Waterfront Home on Peconic Bay, Gorgeous Sunsets, Private Dock

Stunning New Waterfront Home on Peconic Bay, Gorgeous Sunsets, Private Dock

4
4.0
8

Southampton New York Private vacation home From $1500 per night (USD)

Dream Home in SH with heated Pool open from May 19

Dream Home in SH with heated Pool open from May 19

3
3.0
6

Southampton New York Private vacation home From $1175 per night (USD)

3 Story Contemporary

3 Story Contemporary

5
3.0
10

Southampton New York Private vacation home From $1218 per night (USD)

Pristine, tranquil, newly renovated Southampton gem with heated pool.

Pristine, tranquil, newly renovated Southampton gem with heated pool.

5
3.0
12

Southampton New York Private vacation home From $1826 per night (USD)

HAMPTONS COTTAGE! Sun-drenched 4 bdrm, minutes from beach

HAMPTONS COTTAGE! Sun-drenched 4 bdrm, minutes from beach

4
2.0
7

Southampton New York Private vacation home Click For Pricing

Beautiful newly renovated house water views located on Big Fresh Pond

Beautiful newly renovated house water views located on Big Fresh Pond

3
2.0
7

Southampton New York Private vacation home From $600 per night (USD)

Heated pool ☀️ Fenced-in Yard, Very Private, Close to Beach!

Heated pool ☀️ Fenced-in Yard, Very Private, Close to Beach!

3
3.0
6

Southampton New York Private vacation home From $946 per night (USD)

Minutes to Southampton village and ocean beaches

Minutes to Southampton village and ocean beaches

3
3.0
6

Southampton New York Agritourism Click For Pricing

Hamptons Summer Family Getaway, Modern Farmhouse retreat

Hamptons Summer Family Getaway, Modern Farmhouse retreat

4
3.0
8

Southampton New York Private vacation home From $1359 per night (USD)

Newly Renovated Southampton House close to water

Newly Renovated Southampton House close to water

4
5.0
8

Southampton New York Private vacation home Click For Pricing

Beautiful Waterviews in Southampton Shores

Beautiful Waterviews in Southampton Shores

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10

Southampton New York Private vacation home From $1200 per night (USD)

Family Waterfront Oasis

Family Waterfront Oasis

4
5.0
8

Sag Harbor New York Private vacation home From $3000 per night (USD)

Luxury and convenience in the Hamptons!

Luxury and convenience in the Hamptons!

5
5.0
12

Southampton New York Private vacation home From $2150 per night (USD)

Steps From the Beach!

Steps From the Beach!

3
3.0
10

Southampton New York Cottage From $250 per night (USD)

Waterfront Sunset Views

Waterfront Sunset Views

4
4.0
8

Southampton New York Private vacation home From $750 per night (USD)

$Stunning Private 4 acre Estate on Preserve near Village\/Beach with Heated Pool.$

Stunning Private 4 acre Estate on Preserve near Village\/Beach with Heated Pool.

4
5.0
10

Southampton New York Agritourism From $1095 per night (USD)

Southampton Stunner: Modern & Bright, Pool, Beach & More!

Southampton Stunner: Modern & Bright, Pool, Beach & More!

3
3.0
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Southampton New York Private vacation home From $1137 per night (USD)

Extremely Spacious Vacation House

Extremely Spacious Vacation House

7
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Southampton New York Private vacation home Click For Pricing

Family Getaway With Pool, Pet Friendly

Family Getaway With Pool, Pet Friendly

4
4.0
10

Water Mill New York Private vacation home From $950 per night (USD)

Beautiful Newly Furnished Southampton Home

Beautiful Newly Furnished Southampton Home

4
5.0
8

Southampton New York Private vacation home From $1143 per night (USD)

SOUTHAMPTON SUMMER RETREAT

SOUTHAMPTON SUMMER RETREAT

6
5.0
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Southampton New York Private vacation home From $2500 per night (USD)

Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool

Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool

3
3.0
7

Sag Harbor New York Private vacation home From $585 per night (USD)

Southampton Waterfront, Bay Beach & Spectacular Sunsets

Southampton Waterfront, Bay Beach & Spectacular Sunsets

3
4.0
6

Southampton New York Private vacation home From $736 per night (USD)

Charming Southampton cottage by the sea

Charming Southampton cottage by the sea

2
1.0
4

Southampton New York Cottage From $600 per night (USD)

Southampton Summer Retreat w private bay beach and pool

Southampton Summer Retreat w private bay beach and pool

4
3.0
8

Southampton New York Private vacation home From $850 per night (USD)

Family friendly, light-filled, secluded - lg pool, walk to bay, 12 min to ocean

Family friendly, light-filled, secluded - lg pool, walk to bay, 12 min to ocean

4
3.0
8

Southampton New York Private vacation home From $850 per night (USD)

Southampton Private getaway. Private heated salt pool & beach-family fun.

Southampton Private getaway. Private heated salt pool & beach-family fun.

5
3.0
12

Southampton New York Private vacation home From $775 per night (USD)

SOUTHAMPTON HOUSE PRIVATE POOL & DECK - 7MIN to VILLAGE & BEACHES

SOUTHAMPTON HOUSE PRIVATE POOL & DECK - 7MIN to VILLAGE & BEACHES

3
2.0
6

Southampton New York Private vacation home Click For Pricing

Stroll To Bay Beach!

Stroll To Bay Beach!

3
3.0
8

Southampton New York Private vacation home From $1200 per night (USD)

Beautiful, Private & Spacious, Cozy Hamptons Retreat, Sleeps 15, Peloton Bike+

Beautiful, Private & Spacious, Cozy Hamptons Retreat, Sleeps 15, Peloton Bike+

6
3.0
15

Water Mill New York Private vacation home From $6001 per night (USD)

Southampton Heated Pool, Hot Tub & Tennis on 2 acres of Privacy

Southampton Heated Pool, Hot Tub & Tennis on 2 acres of Privacy

5
4.0
12

Southampton New York Private vacation home From $1633 per night (USD)

Stunning Private Sunny Modern Southampton home-5 beds NEW WINTER HOT TUB for 7

Stunning Private Sunny Modern Southampton home-5 beds NEW WINTER HOT TUB for 7

5
5.0
10

Southampton New York Private vacation home From $1528 per night (USD)

Beautiful resort style backyard with newly added professional PICKLEBALL COURT.

Beautiful resort style backyard with newly added professional PICKLEBALL COURT.

5
2.0
14

southampton New York Private vacation home From $1378 per night (USD)

$BEACHFRONT COTTAGE IN THE HAMPTONS JULY Month\/week$

BEACHFRONT COTTAGE IN THE HAMPTONS JULY Month\/week

2
1.0
4

Southampton New York Cottage Click For Pricing

Hampton Private Retreat - last minute offer June 23-

Hampton Private Retreat - last minute offer June 23-

5
6.0
10

Southampton New York Villa From $1767 per night (USD)

Southampton 6 BR, 6.5 Bath, 5 Fireplace Masterpiece.

Southampton 6 BR, 6.5 Bath, 5 Fireplace Masterpiece.

6
7.0
12

Southampton New York Private vacation home From $2036 per night (USD)

Conveniently Located Home 2 Miles from Village

Conveniently Located Home 2 Miles from Village

6
8.0
13

Southampton New York Private vacation home From $2298 per night (USD)

Outdoor Entertaining Areas, Community Tennis, Bay Beach Sunsets

Outdoor Entertaining Areas, Community Tennis, Bay Beach Sunsets

3
4.0
6

Southampton New York Private vacation home From $1381 per night (USD)

Waterfront home in Southampton on the Peconic Bay

Waterfront home in Southampton on the Peconic Bay

4
2.0
8

Southampton New York Private vacation home From $1000 per night (USD)

Fantastic Southampton Oasis

Fantastic Southampton Oasis

4
5.0
12

Southampton New York Private vacation home From $750 per night (USD)

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