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

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San Gusme

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18 Vacation rentals

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 $1091 / night

$7635 - $13252 / week

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from $1091 / night

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 $138 / night

$963 - $1541 / week

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from $138 / night

8

San Gusme Vacation apartment rental

Castelnuovo Berardenga / San Gusme

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
intimate studio for 2 people with a small kitchen, ideal for couples who want tranquility and comfort. Large bathroom with shower and even a jacuzzi corner. The apartment is reached after traveling a dirt road from the Roman period, and therefore protected by Unesco. Ar …see more

from $70 / night

$485 / week

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from $70 / 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 $250 / night

$1748 - $2334 / week

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from $250 / night

6

Vacation barn rental

Castelnuovo Berardenga / San Gusme

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Old barn renovated, independent, within the large estate of Arceno, Chianti Classico Siena, with garden and private forest, much privacy, only condo with pool near the House; entrance from the old farmyard, the ground floor living room with kitchen, small bathroom and f …see more

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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 $195 / night

$1364 - $1906 / week

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from $195 / 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 $282 / night

$1079 - $2298 / week

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from $282 / night

20

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 $1783 / night

$7881 - $11259 / week

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from $1783 / night

26

Vacation home with shared pool in San Gusme

Castelnuovo Berardenga / San Gusme

3 8 5 nights min

  • 3 bedrooms
  • Sleeps 8
  • 5 nights min
  • Nearest beach 113 mi
  • Swimming pool
  • Child friendly
Casina di Arceno is located in one of Tuscany most charming wine estates known as Tenuta di Arceno, in the Chianti Classico area. The property sits central to the estate with olive groves and vineyards streching out in all directions. This farmhouse is part of a …see more

from $294 / night

$1935 - $2768 / week

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from $294 / night

(3) Excellent 

16

Vacation villa with shared pool in San Gusme

Castelnuovo Berardenga / San Gusme

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 185 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 $250 / night

$1748 - $2334 / week

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from $250 / night

(1) Excellent 

22

Vacation villa with shared pool in San Gusme

Castelnuovo Berardenga / San Gusme

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 185 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 $195 / night

$1364 - $1906 / week

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from $195 / night

(1) Good 

34

San Gusme Vacation villa rental

Castelnuovo Berardenga / San Gusme

14 7 nights min

  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
- The EUROP ASSISTANCE INSURANCE TO COVER CANCELLATION penalties (from the time of the reservation to the beginning of the stay) will be INCLUDED IN THE FINAL PRICE. - The EMMA VILLAS STAFF will be at your complete disposal for ensuring you a care-free holiday. - EMMA …see more

from $421 / night

$2941 - $5362 / week

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from $421 / night

30

Vacation villa in San Gusme

Castelnuovo Berardenga / San Gusme

9 18 7 nights min

  • 9 bedrooms
  • Sleeps 18
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Casanova is a typical Tuscan homestead from the early 1800 s located in the unmistakable Chianti Classico countryside a short distance from the town of Castelnuovo Berardenga, on the Via Chiantigiana - a rural route that runs from start to finish through the renow …see more

from $1497 / night

$10479 - $12755 / week

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from $1497 / night

42

Vacation home in San Gusme

Castelnuovo Berardenga / San Gusme

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
Beautiful country house situated in the heart of the renowned Chianti Classico region, approx. 20 km from Siena away. The house interiors are tastefully furnished with a charming combination of old materials and refined details. Outside guests can enjoy use of a persona …see more

from $121 / night

$704 - $1575 / week

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from $121 / night

30

Villa rental in San Gusme with swimming pool

Castelnuovo Berardenga / San Gusme

9 18 7 nights min

  • 9 bedrooms
  • Sleeps 18
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This villa is a typical Tuscan homestead from the early 1800's located in the unmistakable Chianti Classico countryside a short distance from the town of Castelnuovo Berardenga, on the Via Chiantigiana – a rural route that runs from start to finish through the renowned …see more

from $1568 / night

$10973 - $12142 / week

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from $1568 / night

48

Villa rental in San Gusme

Castelnuovo Berardenga / San Gusme

9 18 Min stay varies

  • 9 bedrooms
  • Sleeps 18
  • Min stay varies
  • Child friendly
  • Pet friendly
Villa Casanova is a typical Tuscan homestead from the early 1800's located in the unmistakable Chianti Classico countryside a short distance from the town of Castelnuovo Berardenga, on the Via Chiantigiana – a rural route that runs from start to finish through the renow …see more

from $1384 / night

$9675 - $10707 / week

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from $1384 / night

30

Vacation villa with swimming pool in San Gusme

Castelnuovo Berardenga / San Gusme

9 18 7 nights min

  • 9 bedrooms
  • Sleeps 18
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
In the unmistakable and characteristic landscape of the Chianti Classico area stands Villa Orchidea, a typical Tuscan country house dating back to the beginning of the 18th century situated in the whereabouts of Castelnuovo Berardenga. The location, quiet and pleasant a …see more

from $1498 / night

$10483 - $12753 / week

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from $1498 / night

48

Home rental in San Gusme

Castelnuovo Berardenga / San Gusme

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Beautiful country house situated on the hills of the famous Chianti Classico region, about 20 km from Siena. The interiors are tastefully furnished using materials from Tuscany. Outside a private area equipped and allows you to eat outside and enjoy the beautiful surrou …see more

from $121 / night

$704 - $1408 / week

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from $121 / night