50 Best Vacation Rentals in Montespertoli - Holiday Lettings - Cabins

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Lucardo
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Montagnana Val di Pesa
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Trecento
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Montespertoli

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7,986 Vacation rentals

24

Vacation apartment in Montagnana Val di Pesa

Montespertoli / Montagnana Val di Pesa

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
Romantic and cosy apartment with wooden beams and terracotta floors within a farm with pool and green area, can accommodate up to 6 people using the double sofa bed in the living-room/kitchen. The apartment has a large kitchen (very well equipped) with 4 burners and ref …see more

from $174 / night

$992 / week

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from $174 / night

20

Montespertoli Vacation apartment rental

Province of Florence / Montespertoli

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Large apartment for 6 people located in Residenze Piandaccoli farmhouse. The apartment has: 2 kitchens, 2 living rooms with LCD TV and one of each with a sofa bed with a double bed in fron of a lovely fireplace, 2 large bathrooms with shower, 2 double bedrooms with a do …see more

from $301 / night

$2,108 / week

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from $301 / night

16

Vacation farmhouse in Montespertoli

Province of Florence / Montespertoli

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Wonderful castle dating back to the 12th century, restored in the 17th century by the noble family of Acciaioli, with a magnificent tower built on the model of the one of Palazzo Vecchio in Florence. Montegufoni castle is part of a large estate comprising vineyards and …see more

from $109 / night

$630 - $1,405 / week

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from $109 / night

(5) Excellent 

24

Polvereto Vacation cottage rental

Montespertoli / Polvereto

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 90 mi
  • Swimming pool
Situated in a strategic position halfway between Florence and Siena and within easy access of all the most important tourist sites, yet immersed in the quiet of the countryside where the birds sing and in the hot summer evenings the fireflies glow. Far from major roads …see more

from $143 / night

$917 - $1,500 / week

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from $143 / night

21

Montagnana Val di Pesa Vacation villa accommodation

Montespertoli / Montagnana Val di Pesa

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 75 mi
  • Swimming pool
  • Child friendly
Enjoy noble splendor in this gracious antique villa which is both close to Florence and immersed in tranquility. Villa Il Turco is an elegant, aristocratic, sixteenth-century country estate which once belonged to a noble family named Rosselli Del Turco. Complete with …see more

from $522 / night

$3,649 - $4,944 / week

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from $522 / night

(1) Excellent 

23

Vacation apartment with shared pool in Polvereto

Montespertoli / Polvereto

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 67 mi
  • Swimming pool
This beautiful and well equipped apartment with exposed beams and terracotta floor,sits on a large estate (10.000 square meters) with olive groves and vineyards with pool directly by the house.It is well connected to the most important Tuscan cities. Polvereto is …see more

from $100 / night

$663 / week

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from $100 / night

20

Vacation apartment with shared pool, golf nearby in Polvereto

Montespertoli / Polvereto

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Large apartment for 4 people located in Residenze Piandaccoli farmhouse. The apartment has: kitchen, living room with LCD TV, large bathroom, 1 double bedroom and 1 twin bedroom. Residenze Piandaccoli is an old farmhouse divided into holiday apartments, recently restore …see more

from $252 / night

$1,761 / week

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from $252 / night

(4) Excellent 

16

Montespertoli Vacation apartment rental

Province of Florence / Montespertoli

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets
At Castello Sonnino you have the chance to stay in exclusive apartments situated in property. The decor has been designed with the greatest care, in harmony with the traditions and taste of Tuscan houses. The traditional materials, the colours with their warm hues and t …see more

from $186 / night

$1,475 / week

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from $186 / night

15

Montespertoli Vacation farmhouse rental

Province of Florence / Montespertoli

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Wonderful castle dating back to the 12th century, restored in the 17th century by the noble family of Acciaioli, with a magnificent tower built on the model of the one of Palazzo Vecchio in Florence. Montegufoni castle is part of a large estate comprising vineyards and …see more

from $103 / night

$546 - $1,065 / week

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from $103 / night

20

Montespertoli Vacation farmhouse rental

Province of Florence / Montespertoli

4 6 3 nights min

  • 4 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Wonderful castle dating back to the 12th century, restored in the 17th century by the noble family of Acciaioli, with a magnificent tower built on the model of the one of Palazzo Vecchio in Florence. Montegufoni castle is part of a large estate comprising vineyards and …see more

from $127 / night

$744 - $1,611 / week

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from $127 / night

12

Vacation apartment with shared pool in Trecento

Montespertoli / Trecento

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Beautiful property with swimming-pool comprising 3 apartments situated in panoramic location on the hills surrounding Florence. The 3 units are nicely furnished in a rustic style and provide furnished outdoor areas. The owners live in a fourth apartment on the premises …see more

from $119 / night

$833 - $1,189 / week

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from $119 / night

20

Vacation farmhouse accommodation

Province of Florence / Montespertoli

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Wonderful castle dating back to the 12th century, restored in the 17th century by the noble family of Acciaioli, with a magnificent tower built on the model of the one of Palazzo Vecchio in Florence. Montegufoni castle is part of a large estate comprising vineyards and …see more

from $174 / night

$1,016 - $1,969 / week

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from $174 / night

18

Vacation farmhouse with shared pool in Montespertoli

Province of Florence / Montespertoli

1 5 3 nights min

  • 1 bedroom
  • Sleeps 5
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Wonderful castle dating back to the 12th century, restored in the 17th century by the noble family of Acciaioli, with a magnificent tower built on the model of the one of Palazzo Vecchio in Florence. Montegufoni castle is part of a large estate comprising vineyards and …see more

from $124 / night

$718 - $1,465 / week

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from $124 / night

18

Vacation apartment with shared pool in Trecento

Montespertoli / Trecento

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Beautiful property with swimming-pool comprising 3 apartments situated in panoramic location on the hills surrounding Florence. The 3 units are nicely furnished in a rustic style and provide furnished outdoor areas. The owners live in a fourth apartment on the premises …see more

from $119 / night

$833 - $1,189 / week

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from $119 / night

(7) Excellent 

20

Vacation villa with swimming pool in Montespertoli

Province of Florence / Montespertoli

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Nearest beach 50 mi
  • Swimming pool
  • Child friendly
Le Torri Tuscany . Villa rentals apartments Le Torri is a Tuscan farmhouse built in the XIII century and located in the beautiful Chianti area. All your needs will be taken care of by the owners themselves, ensuring a relaxing break. The stone farmhouse has a swimmi …see more

from $114 / night

$793 / week

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from $114 / night

(13) Excellent 

25

Vacation cottage with shared pool in Polvereto

Montespertoli / Polvereto

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 90 mi
  • Swimming pool
Situated in a strategic position halfway between Florence and Siena and within easy access of all the most important tourist sites, yet immersed in the quiet of the countryside where the birds sing and in the hot summer evenings the fireflies glow. Far from major roads …see more

from $137 / night

$892 - $1,115 / week

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from $137 / night

(2) Very Good 

24

Trecento Vacation townhouse rental

Montespertoli / Trecento

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Nestled in the hills of Chianti stands the Casa Rossa: property consists of two apartments; one consists of a large kitchen/living room with fireplace, sofa-bed and access to a terrace, a double room and a bathroom with bathtub on the second apartment consists of living …see more

from $124 / night

$868 / week

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Responds fast!
avg. 3 hours 38 minutes

from $124 / night

(1) Excellent 

20

Vacation farmhouse in Montespertoli

Province of Florence / Montespertoli

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Wonderful castle dating back to the 12th century, restored in the 17th century by the noble family of Acciaioli, with a magnificent tower built on the model of the one of Palazzo Vecchio in Florence. Montegufoni castle is part of a large estate comprising vineyards and …see more

from $201 / night

$1,166 - $2,290 / week

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from $201 / night

37

Vacation cottage with shared pool in Montespertoli

Province of Florence / Montespertoli

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
The COTTAGE, fully independent and free on the 4 sides, consists of two units: - the FIRST UNIT is made of 2 double bedrooms (of which one may be changed with 2 twin beds; one may be changed in a triple on request), 2 bathrooms (each one with shower, bidet, wc, basin), …see more

from $456 / night

$2,478 - $3,705 / week

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from $456 / night

12

Vacation apartment with shared pool in Montespertoli

Province of Florence / Montespertoli

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly
My accommodation is located in the center of Tuscany, right between the main art cities: Florence, Pisa and Siena. my accommodation is also equipped with TV, laundry and dishes, in addition to the pool, tennis, table tennis and many barbecue areas. The parking lot is pr …see more

from $124 / night

$744 / week

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from $124 / night

20

Vacation farmhouse in Trecento

Montespertoli / Trecento

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Accommodation in Chianti for luxury holidays. Farming estate producing wine and olive oil with a charming farmhouse situated in a small luxury hamlet of houses in panoramic and quiet location amidst the hills surrounding Montespertoli, in Chianti. The farmhouse, is divi …see more

from $90 / night

$622 - $1,161 / week

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from $90 / night

4

Montespertoli Vacation hotel apartment rental

Province of Florence / Montespertoli

21 2 1 night min

  • 21 bedrooms
  • Sleeps 2
  • 1 night min
  • Nearest beach 70 mi
  • Swimming pool
  • Air conditioning
Hotel Il Molino del Ponte is located in Montespertoli, Chianti, Tuscany, in an ideal location for visiting all the art cities like Florence, Siena, Pisa, Luca, San Gimignano, Volterra ... with 15 apartments and 6 rooms, all furnished in typical Tuscan style, with air co …see more

from $82 / night

$521 / week

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from $82 / night

(1) Excellent 

24

Vacation townhouse in Montespertoli

Province of Florence / Montespertoli

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 76 mi
In the very heart of Tuscany you will find on the top of a hill a very cozy accommodation and an incomparable view ranging from San Gimignano towers to the harsh Alpi Apuane will welcome you with a warm hug. The apartment is located at ground floor and is composed of a …see more

from $75 / night

$521 / week

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from $75 / night

27

Vacation townhouse with swimming pool in Montespertoli

Province of Florence / Montespertoli

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
CASANOVA 1Casanova 1 is the largest of the apartments, about 100 m2 for a receptivity of 5/6 people, and is located on the first floor of the main building of podere Casanova. After a flight of stairs you have access to the large room where the large old fireplace. On t …see more

from $130 / night

$769 - $1,029 / week

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from $130 / night

26

Vacation villa accommodation

Montespertoli / Montagnana Val di Pesa

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
Flat furnished with care and fine furniture in a hilly area. The structure consists of 3 double bedrooms and a single. Suitable for families or couples of friends. It has a small garden and can accommodate animals. In a strategic position for visiting the major cities. …see more

from $100 / night

$620 / week

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from $100 / night

10

Montespertoli Vacation home rental

Province of Florence / Montespertoli

3 12 1 night min

  • 3 bedrooms
  • Sleeps 12
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden
Enormous Room + Apartment for planning to organize celebrations Birthdays, The room is independent and equipped with everything: audio / lights, console tables, chairs Private events of all kinds. Apartment with kitchen and beds with possibility We add other beds garden …see more

from $434 / night

$3,036 / week

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from $434 / night

(1) Excellent 

15

Apartment rental in Montagnana Val di Pesa with shared pool, golf nearby

Montespertoli / Montagnana Val di Pesa

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Swimming pool
  • Child friendly
The apartment orange and cinnamon, is a lovely one bedroom apartment inside the Torricella Farmahouse. The apartament have a large and very well equipped (kettle, toaster, American coffee machine) kitchen and living room in orange tones, is very bright with an outside …see more

from $149 / night

$806 / week

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from $149 / night

(2) Excellent 

15

Vacation cottage in Montespertoli

Province of Florence / Montespertoli

4 7 3 nights min

  • 4 bedrooms
  • Sleeps 7
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Cottage in the heart of Tuscany, surrounded by the colors of the hills and close to places of art. To spend a unique stay in a land cultivated with passion from a peasant family. The House is a single unit with access from the ground floor to the living room and the ki …see more

from $372 / night

$2,602 / week

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from $372 / night

20

Vacation apartment with shared pool in Polvereto

Montespertoli / Polvereto

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Giotto is a large apartment for 2 people located inside a typical Tuscan farmhouse. The apartment is composed of: built-in kitchen, living room with LCD TV, large bathroom also suitable for disables and double bedroom with queen-size bed. Residenze Piandaccoli is …see more

from $189 / night

$1,319 / week

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from $189 / night

(1) Excellent 

17

Apartment rental in Montespertoli

Province of Florence / Montespertoli

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Ask about pets
  • Private garden
At Castello Sonnino you have the chance to stay in an exclusive apartment situated in the thirteenth-century tower. The decor has been designed with the greatest care, in harmony with the traditions and taste of Tuscan houses. The traditional materials, the colours with …see more

from $168 / night

$1,177 / week

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from $168 / night

25

Vacation apartment with shared pool in Montespertoli

Province of Florence / Montespertoli

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Special offer: July and August price includes a typical Tuscan dinner ; aqua gym lesson, horse-drawn coach tour of the vineyard Apartment in the old "Borgo". Close to the restaurant. About 500 meters from the farmhouse and the swimming pool.Apartment on ground floor,60 …see more

from $149 / night

$521 - $992 / week

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Responds fast!
avg. 1 hour 31 minutes

from $149 / night

11

Vacation cottage in Polvereto

Montespertoli / Polvereto

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 70 mi
  • Swimming pool
GIRASOLE Property 55sqm - Sleeps 2 The apartment is on a ground floor . Externally there is a large porch with a table and chairs and a sofa . The kitchen has an open floor plan with the living room with a sofa with TV . The kitchen is complete with oven , dishwasher, f …see more

from $100 / night

$682 / week

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from $100 / night

19

Vacation home rental

Province of Florence / Montespertoli

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Casa indipendente di campagna in bellissima posizione collinare e panoramica. E' situata nel comune di Montespertoli, la città del vino, nella zona del Chianti e da qui sono facilmente raggiungibili Firenze, Siena, San Gimignano, Pisa, Volterra. E' spaziosa e confortevo …see more

from $142 / night

$992 - $1,425 / week

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from $142 / night

11

Vacation apartment with shared pool in Montespertoli

Province of Florence / Montespertoli

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
appartamento indipendente piano terra arredato con biancheria , giardino con barbecue, piscina e tennis , 25 minuti da Firenze 35 minuti da pisa , Empoli ,vinci 20 minuti da San Gimignano 40 minuti a Siena, siamo a centro toscana nella campagna delle colline del chia …see more

from $100 / night

$694 / week

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from $100 / night

20

Vacation farmhouse with shared pool in Montespertoli

Province of Florence / Montespertoli

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Wonderful castle dating back to the 12th century, restored in the 17th century by the noble family of Acciaioli, with a magnificent tower built on the model of the one of Palazzo Vecchio in Florence. Montegufoni castle is part of a large estate comprising vineyards and …see more

from $107 / night

$682 - $1,363 / week

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from $107 / night

(4) Excellent 

38

Vacation villa with swimming pool in Polvereto

Montespertoli / Polvereto

13 29 Min stay varies

  • 13 bedrooms
  • Sleeps 29
  • Min stay varies
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
Our ancient master-house called COLONICA villa, has been recently restored originating a villa made of 9 bedrooms (of which 5 double-bedrooms and 4 rooms that can be used as triple-, twin- or double-bedrooms), 10 bathrooms (each one with shower, bidet, wc, basin; one is …see more

from $1,115 / night

$7,434 - $14,786 / week

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from $1,115 / night

19

Vacation farmhouse with shared pool in Montespertoli

Province of Florence / Montespertoli

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Wonderful castle dating back to the 12th century, restored in the 17th century by the noble family of Acciaioli, with a magnificent tower built on the model of the one of Palazzo Vecchio in Florence. Montegufoni castle is part of a large estate comprising vineyards and …see more

from $80 / night

$470 - $992 / week

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from $80 / night

20

Vacation farmhouse with shared pool in Montespertoli

Province of Florence / Montespertoli

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Wonderful castle dating back to the 12th century, restored in the 17th century by the noble family of Acciaioli, with a magnificent tower built on the model of the one of Palazzo Vecchio in Florence. Montegufoni castle is part of a large estate comprising vineyards and …see more

from $133 / night

$771 - $1,507 / week

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from $133 / night

13

Vacation farmhouse in Montespertoli

Province of Florence / Montespertoli

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Private garden
The farmhouse "Galletti" farm belonging to the farm "Fonte Bugliana", is located in the area of ​​Chianti Colli Fiorentini, 1.5 km from the village of San Quirico in Collina, a district of Montespertoli, in a particularly panoramic position with view over the Val di Pes …see more

from $186 / night

$992 / week

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from $186 / night

17

Vacation farmhouse rental

Montespertoli / Trecento

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Welcoming portion of an ancient farmhouse situated on hills surrounding Florence. This property was carefully restored and turned into 7 units (5 of which in the main house of the state and the remaining 2 created by restoring 2 former barns). The unit “La Stalla” is on …see more

from $64 / night

$445 - $817 / week

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from $64 / night