35 Best Southampton Estates on Holiday Lettings - Apartments

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36 Vacation rentals

7

Home rental in Southampton

Hamptons / Southampton

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Spectacular view await you with this Charming Water Front Cottage a short distance from Southampton Village & Beaches! All the ammenities you need for a Summer to remember! Teak Furnishings for your out door dining Al Fresco & a heated unite pool for comfortable swimmin  …see more

from $1667 / night

$11667 / week

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from $1667 / night

9

Southampton Vacation home rental

Hamptons / Southampton

5 12 90 nights min

  • 5 bedrooms
  • Sleeps 12
  • 90 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Stunning Bay Front Stone Home with breathtaking views of the Bay, close to Southampton Village & Beaches. The Bay Front has 5 Bedrooms & 4 Bathrooms a Chefs Kitchen with views of the Bay. Vaulted Ceilings floor to ceiling Fireplace in Great Room. All Rooms have TV's and  …see more

from $2000 / night

$14000 / week

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from $2000 / night

10

Vacation home in Southampton

Hamptons / Southampton

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Fabulous newly renovated sprawling Contemporary with 2 acres of Privacy! All weather Tennis Court, heated Pool & hot Tub, open floor plan leads to a beautiful Blue Stone Patio perfect for entertaining. Walk to the Bay Beaches & close to the Village of Southampton. Beaut  …see more

from $1334 / night

$9334 / week

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from $1334 / night

(1) Excellent 

25

Hamptons / Southampton

6 12 2 nights min

  • 6 bedrooms
  • Sleeps 12
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $1400 / night

$8751 - $15001 / week

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from $1400 / night

23

Hamptons / Southampton

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $2750 / night

$17001 - $26501 / week

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from $2750 / night

29

Hamptons / Southampton

3 10 2 nights min

  • 3 bedrooms
  • Sleeps 10
  • 2 nights min
  • Nearest beach 3 mi
  • Child friendly
  • Air conditioning

 …see more

from $501 / night

$3001 / week

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from $501 / night

14

Hamptons / Southampton

4 8 30 nights min

  • 4 bedrooms
  • Sleeps 8
  • 30 nights min
  • Ask about children
  • Ask about pets

 …see more

from $434 / night

$3034 / week

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from $434 / night

28

Hamptons / Southampton

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning

 …see more

from $750 / night

$4120 - $6644 / week

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from $750 / night

6

Hamptons / Southampton

4 8 30 nights min

  • 4 bedrooms
  • Sleeps 8
  • 30 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from $286 / night

$2000 / week

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from $286 / night

28

Hamptons / Southampton

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $1500 / night

$10500 / week

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from $1500 / night

6

Hamptons / Southampton

2 2 2 nights min

  • 2 bedrooms
  • Sleeps 2
  • 2 nights min
  • Air conditioning
  • Private garden

 …see more

from $551 / night

$3851 / week

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from $551 / night

32

Hamptons / Southampton

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $700 / night

$4901 - $17501 / week

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from $700 / night

12

Hamptons / Southampton

4 7 30 nights min

  • 4 bedrooms
  • Sleeps 7
  • 30 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from $331 / night

$2311 / week

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from $331 / night

11

Hamptons / Southampton

6 12 14 nights min

  • 6 bedrooms
  • Sleeps 12
  • 14 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $5501 / night

$12001 / week

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from $5501 / night

13

Hamptons / Southampton

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Air conditioning

 …see more

from $750 / night

$3801 / week

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from $750 / night

22

Hamptons / Southampton

3 6 30 nights min

  • 3 bedrooms
  • Sleeps 6
  • 30 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from $893 / night

$6251 / week

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from $893 / night

(1) Excellent 

9

Hamptons / Southampton

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children

 …see more

from $643 / night

$4500 - $7000 / week

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from $643 / night

11

Hamptons / Southampton

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly

 …see more

from $401 / night

$2801 / week

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from $401 / night

12

Hamptons / Southampton

5 8 7 nights min

  • 5 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $1786 / night

$12501 / week

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from $1786 / night

16

Hamptons / Southampton

5 12 14 nights min

  • 5 bedrooms
  • Sleeps 12
  • 14 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $1929 / night

$13500 / week

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from $1929 / night

24

Hamptons / Southampton

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from $922 / night

$6450 / week

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from $922 / night

50

Hamptons / Southampton

4 8 4 nights min

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly

 …see more

from $1101 / night

$6500 - $8601 / week

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from $1101 / night

24

Hamptons / Southampton

4 8 30 nights min

  • 4 bedrooms
  • Sleeps 8
  • 30 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $184 / night

$1284 / week

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from $184 / night

17

Hamptons / Southampton

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $1429 / night

$10001 / week

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from $1429 / night

7

Hamptons / Southampton

5 16 7 nights min

  • 5 bedrooms
  • Sleeps 16
  • 7 nights min
  • Suitable for children age 5+
  • Air conditioning
  • Ask about pets

 …see more

from $1286 / night

$9000 / week

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from $1286 / night

15

Hamptons / Southampton

4 10 14 nights min

  • 4 bedrooms
  • Sleeps 10
  • 14 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Air conditioning

 …see more

from $4500 / night

$10501 / week

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from $4500 / night

9

Hamptons / Southampton

4 8 30 nights min

  • 4 bedrooms
  • Sleeps 8
  • 30 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Child friendly

 …see more

from $567 / night

$3967 / week

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from $567 / night

18

Hamptons / Southampton

4 8 14 nights min

  • 4 bedrooms
  • Sleeps 8
  • 14 nights min
  • Beach/lakeside relaxation
  • Air conditioning
  • Private garden

 …see more

from $1786 / night

$12501 / week

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from $1786 / night

19

Hamptons / Southampton

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Ask about children
  • Ask about pets

 …see more

from $1251 / night

$8751 - $16996 / week

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from $1251 / night

24

Hamptons / Southampton

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning

 …see more

from $481 / night

$2881 - $12601 / week

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from $481 / night

30

Hamptons / Southampton

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Child friendly

 …see more

from $1001 / night

$7000 / week

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from $1001 / night

22

Hamptons / Southampton

3 8 6 nights min

  • 3 bedrooms
  • Sleeps 8
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $1500 / night

$10001 / week

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from $1500 / night

21

Hamptons / Southampton

2 6 30 nights min

  • 2 bedrooms
  • Sleeps 6
  • 30 nights min
  • Child friendly
  • Air conditioning

 …see more

from $429 / night

$3001 / week

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from $429 / night

5

Hamptons / Southampton

4 8 90 nights min

  • 4 bedrooms
  • Sleeps 8
  • 90 nights min
  • Child friendly
  • Air conditioning

 …see more

from $1001 / night

$4000 / week

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from $1001 / night

14

Hamptons / Southampton

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from $573 / night

$4000 / week

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from $573 / night

20

Hamptons / Southampton

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Child friendly

 …see more

from $2600 / night

$18200 / week

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from $2600 / night