20 Best Vacation Rentals in San Gusme - Holiday Lettings - Cabins

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21 Vacation rentals

20

Vacation villa in San Gusme

Castelnuovo Berardenga / San Gusme

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
Pierfantini is a rustic villa located in the Chianti just a few kilometres away from the medieval village San Gusme. The completely private villa in its nestled hillside position provides a refreshing retreat from the hot Tuscan days that cover the valley below. In the  …see more

from $136 / night

$948 - $1517 / week

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from $136 / night

(2) Very Good 

27

San Gusme Vacation villa rental

Castelnuovo Berardenga / San Gusme

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 115 mi
  • Swimming pool
  • Private garden
San Donato is an exquisite gem set in rolling Chianti vineyards with views that stretch 360 degrees past a nearby 13th century hill town to Siena and into infinity. Part of the original estate of Villa Arceno, San Donato has a history that goes back many 100's of years  …see more

from $228 / night

$1591 - $2124 / week

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from $228 / night

6

Castelnuovo Berardenga / San Gusme

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

Pricing unknown

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Pricing unknown

8

Castelnuovo Berardenga / San Gusme

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min

 …see more

from $63 / night

$441 / week

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from $63 / night

24

Vacation farmhouse rental

Castelnuovo Berardenga / San Gusme

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Ask about pets
La Maccinaia is a beautiful property located in a very quiet location, in the heart of the Chianti region, between Gaiole and Castelnuovo Berardenga. The main villa dates to the 17th century, and has been immaculately restored by its Belgian owner who combined mod  …see more

from $993 / night

$6948 - $12060 / week

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from $993 / night

30

San Gusme Vacation villa rental

Castelnuovo Berardenga / San Gusme

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 115 mi
  • Swimming pool
  • Child friendly
Colonica Gigli is a portion of a typical Tuscan farmhouse immersed in the green Chianti hills covered with vineyards and olive groves. Recently restored the original stone building stands in a well tended green lawn. The large private garden is totally fenced ensuring  …see more

from $151 / night

$1055 - $1735 / week

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from $151 / night

16

Vacation farmhouse with shared pool in San Gusme

Castelnuovo Berardenga / San Gusme

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Splendid and ancient mansion situated in the heart of Chianti region, among vineyards and woods, owned from 15th century by the Medici family, who considered this property as one of their most prestigious estates. This property is surrounded by a gorgeous 80-hectare pa  …see more

from $171 / night

$982 - $1537 / week

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from $171 / night

24

Farmhouse rental in San Gusme with swimming pool

Castelnuovo Berardenga / San Gusme

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Beautiful villa with private pool dating back to the 16 century, situated in quiet and panoramic location, on a large farming estate producing excellent olive oil and wine. This villa provides elegant and refined interiors furnished with antiques. Outside guests can e  …see more

from $1389 / night

$7172 - $10277 / week

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from $1389 / night

15

Vacation farmhouse with shared pool in San Gusme

Castelnuovo Berardenga / San Gusme

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Splendid and ancient mansion situated in the heart of Chianti region, among vineyards and woods, owned from 15th century by the Medici family, who considered this property as one of their most prestigious estates. This property is surrounded by a gorgeous 80-hectare pa  …see more

from $189 / night

$1078 - $1675 / week

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from $189 / night

16

Vacation farmhouse with shared pool in San Gusme

Castelnuovo Berardenga / San Gusme

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Splendid and ancient mansion situated in the heart of Chianti region, among vineyards and woods, owned from 15th century by the Medici family, who considered this property as one of their most prestigious estates. This property is surrounded by a gorgeous 80-hectare pa  …see more

from $196 / night

$1110 - $1751 / week

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from $196 / night

17

Vacation farmhouse with shared pool in San Gusme

Castelnuovo Berardenga / San Gusme

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Splendid and ancient mansion situated in the heart of Chianti region, among vineyards and woods, owned from 15th century by the Medici family, who considered this property as one of their most prestigious estates. This property is surrounded by a gorgeous 80-hectare pa  …see more

from $171 / night

$982 - $1537 / week

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from $171 / night

19

Vacation farmhouse with shared pool in San Gusme

Castelnuovo Berardenga / San Gusme

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Splendid and ancient mansion situated in the heart of Chianti region, among vineyards and woods, owned from 15th century by the Medici family, who considered this property as one of their most prestigious estates. This property is surrounded by a gorgeous 80-hectare pa  …see more

from $242 / night

$1376 - $2113 / week

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from $242 / night

26

Castelnuovo Berardenga / San Gusme

3 8 5 nights min

  • 3 bedrooms
  • Sleeps 8
  • 5 nights min
  • Nearest beach 113 mi
  • Swimming pool
  • Child friendly

 …see more

from $299 / night

$1975 - $2722 / week

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from $299 / night

(3) Excellent 

16

Castelnuovo Berardenga / San Gusme

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 185 mi
  • Swimming pool
  • Private garden

 …see more

from $228 / night

$1591 - $2124 / week

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from $228 / night

(1) Excellent 

22

Castelnuovo Berardenga / San Gusme

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 185 mi
  • Swimming pool
  • Child friendly

 …see more

from $151 / night

$1055 - $1735 / week

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from $151 / night

42

Castelnuovo Berardenga / San Gusme

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Suitable for children age 5+

 …see more

from $110 / night

$641 - $1434 / week

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from $110 / night

30

Castelnuovo Berardenga / San Gusme

9 18 7 nights min

  • 9 bedrooms
  • Sleeps 18
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $1410 / night

$9867 - $10919 / week

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from $1410 / night

48

Castelnuovo Berardenga / San Gusme

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Suitable for children age 5+

 …see more

from $107 / night

$641 - $1281 / week

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from $107 / night

(1) Good 

34

Castelnuovo Berardenga / San Gusme

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $383 / night

$2676 - $4880 / week

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from $383 / night

30

Castelnuovo Berardenga / San Gusme

9 18 7 nights min

  • 9 bedrooms
  • Sleeps 18
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $1359 / night

$9512 - $10520 / week

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from $1359 / night

43

Castelnuovo Berardenga / San Gusme

9 18 Min stay varies

  • 9 bedrooms
  • Sleeps 18
  • Min stay varies
  • Suitable for children age 5+
  • Pet friendly

 …see more

from $1260 / night

$8805 - $9744 / week

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from $1260 / night