50 Best Vacation Rentals in Montespertoli - Holiday Lettings - Cabins

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372 Vacation rentals

(1) Excellent 

21

Montespertoli Vacation apartment rental

Province of Florence / Montespertoli

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Appartment in a small farmhouse (composed by three appartments) situated in a wonderful hilltop position with a large (more that 4.000 sqm.) garden with stunning views on the sorrounding countryside. Pool and parking area withing the grounds. The appartment is about 55  …see more

from $85 / night

$369 - $716 / week

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from $85 / night

22

Vacation apartment with shared pool in Montespertoli

Province of Florence / Montespertoli

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Apartment in the old "Borgo". Close to the restaurant. About 500 meters from the farmhouse and the swimming pool.Apartment on first floor. Apartment of 50 mq, 2 bed places and composed by kitchen - living room, 1 double bedroom, bathroom with shower. TV SAT. I  …see more

from $106 / night

$348 - $627 / week

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from $106 / 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 $443 / night

$3100 - $4200 / week

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from $443 / night

17

Vacation apartment with shared pool in Montespertoli

Province of Florence / Montespertoli

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Pet friendly
Apartment in the farm about 200 meters from the main farmhouse, from the swimming pool and from the restaurant. Apartment on first floor. Apartment of 45 mq., 2 bed places and composed by kitchen - living room, 1 double bedroom, bathroom with shower. TV SAT. Internet wi  …see more

from $106 / night

$348 - $637 / week

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from $106 / night

(1) Excellent 

18

Vacation villa in Montespertoli

Province of Florence / Montespertoli

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Private garden
Part of a big countryside house with garden, composed of two floors. Postion: between Florence and Siena, well situated to visit Tuscany. You will be the only tenants relaxing in the garden! Groundfloor with a big dining romm/living room with kitchen, first floor wit  …see more

from $68 / night

$472 / week

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from $68 / 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
Apartment in the old "Borgo". Close to the restaurant. About 500 meters from the farmhouse and the swimming pool.Apartment on ground floor,60 mq, 4 bed places, kitchen (Micro wave oven),- living room, 1 double bedroom, 1 bedroom with 2 single beds, bathroom wi  …see more

from $127 / night

$432 - $795 / week

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from $127 / night

23

Vacation apartment with shared pool in Montespertoli

Province of Florence / Montespertoli

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Apartment in the old "Borgo". Close to the restaurant. About 500 meters from the farmhouse and the swimming pool.Apartment on first floor. 60 mq., 3 bed places and composed by entrance - living room, kitchen, 1 double bedroom, 1 single bedroom, bathroom with s  …see more

from $116 / night

$390 - $748 / week

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from $116 / night

(1) Excellent 

24

Montespertoli / Trecento

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from $53 / night

$369 / week

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from $53 / night

(11) Excellent 

24

Vacation cottage with shared pool in Polvereto

Montespertoli / Polvereto

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • 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 $116 / night

$758 - $895 / week

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from $116 / night

(1) Excellent 

8

Apartment rental in Montagnana Val di Pesa with golf nearby

Montespertoli / Montagnana Val di Pesa

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
The apartment orange and cinnamon, is a lovely 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 patio to  …see more

from $127 / night

$685 / week

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from $127 / night

15

Vacation apartment with shared pool in Montespertoli

Province of Florence / Montespertoli

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 45 mi
  • Swimming pool
  • Child friendly
Appartment in small farmhouse (max. 12 people) with private equipped terrace with wonderful view on the sorrounding countryside. The house is situated in a fantastic hilltop position, reached only by a private road that brings you to the small village Martignana in  …see more

from $69 / night

$369 - $527 / week

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from $69 / night

9

Vacation cottage in Polvereto

Montespertoli / Polvereto

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 70 mi
  • Swimming pool
  • Suitable for children age 5+
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 $85 / night

$579 / week

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from $85 / night

(2) Excellent 

15

Province of Florence / Montespertoli

4 7 3 nights min

  • 4 bedrooms
  • Sleeps 7
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Private garden

 …see more

from $316 / night

$1990 - $2390 / week

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from $316 / night

23

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
Apartment in the old "Borgo". Close to the restaurant. About 500 meters from the farmhouse and the swimming pool. Apartment on ground floor,sqm 70. 4 bed places and composed by kitchen – living room with oven, 1 double bedroom, 1 bedroom with 2 single be  …see more

from $127 / night

$453 - $911 / week

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from $127 / night

19

Province of Florence / Montespertoli

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly

 …see more

from $100 / night

$632 - $853 / week

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from $100 / night

24

Province of Florence / Montespertoli

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 55 mi
  • Child friendly
  • Ask about pets

 …see more

Pricing unknown

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Pricing unknown

20

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 sofa bed in the living-room/kitchen. The apartment has a large kitchen equipped with outdoor patio where you can eat, dou  …see more

from $148 / night

$843 / week

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from $148 / night

21

Vacation apartment in Montespertoli

Province of Florence / Montespertoli

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Apartment in the old "Borgo". Close to the restaurant. About 500 meters from the farmhouse and the swimming pool. Apartment of 80 mq on two floors. 5 bed places and composed by kitchen-dining room, 1 double bedroom, 1 single bedroom, 1 bedroom with two single  …see more

from $158 / night

$506 - $990 / week

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from $158 / night

27

Province of Florence / Montespertoli

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

 …see more

from $100 / night

$653 - $874 / week

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from $100 / night

24

Vacation villa with swimming pool in Montespertoli

Province of Florence / Montespertoli

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 45 mi
  • Swimming pool
  • Child friendly
The villa is situated in a small and charming village called Renai, 3 km from Castelfiorentino, surrounded by vineyards and olive groves. In the small village of Castelfiorentino you will find: railway station, supermarket, banks, post office, pharmacies, hospital, all  …see more

from $261 / night

$1822 - $2945 / week

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from $261 / night

(1) Very Good 

26

Vacation apartment with shared pool in Montespertoli

Province of Florence / Montespertoli

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Apartment in the old "Borgo". Close to the restaurant. About 500 meters from the farmhouse and the swimming pool. Apartment of 110 mq on first floor. 5 bed places and composed by kitchen – living room, 1 double bedroom, 1 bedroom with 2 single beds, 1 be  …see more

from $158 / night

$537 - $1022 / week

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from $158 / night

(6) 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 $97 / night

$674 / week

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from $97 / night

100

Vacation apartment with shared pool in Montespertoli

Province of Florence / Montespertoli

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 80 mi
  • Swimming pool
  • Child friendly
Capanna is a charming Tuscan apartment with incomparable views of the surrounding  Tuscan countryside. This Tuscan Apartment can comfortably host up to 8 people on two floors. On the ground floor there is a large living room with piano, fireplace, kitchen area an  …see more

from $452 / night

$3158 - $3474 / week

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from $452 / night

(1) Excellent 

18

Vacation villa in Montagnana Val di Pesa

Montespertoli / Montagnana Val di Pesa

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Private garden
Our Villa is an elegant, aristocratic, sixteenth-century country estate which once belonged to a noble family named Rosselli Del Turco. Complete with vaulted ceilings downstairs and chestnut coffered ones upstairs, stables, a pigeon loft and a graceful loggia on the  …see more

from $474 / night

$3158 - $4422 / week

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from $474 / night

(1) Excellent 

16

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
Apartment in the farm about 200 meters from the main farmhouse, from the swimming pool and from the restaurant. Apartment on ground floor.60 mq, 4 bed places and composed by kitchen - living room with oven, 1 double bedroom, 1 bedroom with 2 single beds, bathroom with  …see more

from $127 / night

$443 - $848 / week

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from $127 / 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 $256 / night

$1791 / week

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from $256 / night

9

Vacation b&b rental

Province of Florence / Montespertoli

15 36 Min stay varies

  • 15 bedrooms
  • Sleeps 36
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
A charming inn housed in the former premises of a deconsecrated chapel in the vineyards of Chianti. You arrive at the inn along a narrow country road through the vineyards of the Val di Pesa, near Florence. The Old Chapel is situated on a hilltop in a panoramic position  …see more

from $56 / night

$353 - $453 / week

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from $56 / night

26

Montespertoli / Montagnana Val di Pesa

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly

 …see more

from $85 / night

$527 / week

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from $85 / night

(4) Excellent 

24

Vacation cottage in Polvereto

Montespertoli / Polvereto

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • 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 $122 / night

$769 - $979 / week

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from $122 / 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 $158 / night

$1253 / week

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from $158 / 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 $214 / night

$1496 / week

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from $214 / night

8

Province of Florence / Montespertoli

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Suitable for children age 5+
  • Pet friendly

 …see more

Pricing unknown

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Pricing unknown

(6) Excellent 

13

Apartment rental in Montespertoli

Province of Florence / Montespertoli

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 80 mi
  • Child friendly
This is a brand new apartment in Old England style. It is located in Montespertoli (Florence). It is near the bus station for Florence, Pisa, Siena, Volterra etc. The location is very convenient because you can reach easily the most beautiful places in Tuscany,  …see more

from $53 / night

$369 / week

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from $53 / night

13

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 $82 / night

$472 - $905 / week

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from $82 / night

23

Vacation villa with swimming pool in Montespertoli

Province of Florence / Montespertoli

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly
Le Torri Tuscany.Villa apartments with pool, 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 s  …see more

from $94 / night

$653 - $1058 / week

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from $94 / night

19

Province of Florence / Montespertoli

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from $121 / night

$843 - $1211 / week

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from $121 / night

20

Vacation villa with swimming pool in Montespertoli

Province of Florence / Montespertoli

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Villa Il Nido (The Nest), part of an ancient mansion on Chianti hills, is perfectly named, nestled in a lovely park with centennial cypresses and olive trees, amidst the sweet bird song: a little heaven of quiet and beauty on a sea of hills rolling to the horizon.  …see more

from $134 / night

$937 - $1579 / week

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from $134 / night

(1)  

17

Vacation apartment rental

Province of Florence / Montespertoli

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 40 mi
  • Swimming pool
  • Child friendly
Ample appartment in farmhouse (composed of 3 appartments max 12 guests) in a wonderful peacefull hilltop position reached only by a 600 metres private road.The appartment has two private terraces with breathtaking views on the sorrounding countryside. Around the ho  …see more

from $158 / night

$737 - $1316 / week

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from $158 / night

(5) Excellent 

23

Polvereto Vacation cottage rental

Montespertoli / Polvereto

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • 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 $122 / night

$779 - $1000 / week

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from $122 / night

100

Vacation villa with swimming pool in Montespertoli

Province of Florence / Montespertoli

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Beautiful brick villa situated in quiet and panoramic location amidst the green hills of the Chianti region with enchanting views over the surrounding vineyards and olive groves. This property has been skilfully restored with all its original architectural features pres  …see more

from $316 / night

$2211 - $3948 / week

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from $316 / night