50 Best Vacation Rentals in Montespertoli - Holiday Lettings - Cabins

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365 Vacation rentals

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 $150 / night

$855 / week

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from $150 / 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 $156 / night

$1092 - $1818 / week

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from $156 / night

9

Vacation cottage in Polvereto

Montespertoli / Polvereto

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • 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 $86 / night

$588 - $695 / week

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from $86 / 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 with shower.  …see more

from $129 / night

$439 - $807 / week

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from $129 / 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 $99 / night

$689 - $1137 / week

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from $99 / 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 $86 / night

$535 / week

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from $86 / night

(11) Excellent 

24

Vacation cottage with shared pool in Polvereto

Montespertoli / Polvereto

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night 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 $113 / night

$759 / week

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from $113 / 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 $131 / night

$913 - $1519 / week

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from $131 / night

24

Vacation villa with swimming pool in Montespertoli

Province of Florence / Montespertoli

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
Nice private villa with pool situated near the small town of Montespertoli, approx. 30 km from Florence away. This former barn has been recently and carefully restored preserving the original architectural features and turned into a welcoming house offering beautiful pa  …see more

from $186 / night

$1300 / week

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from $186 / night

11

Province of Florence / Montespertoli

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from $107 / night

$748 - $989 / week

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from $107 / 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 $481 / night

$3206 - $4488 / week

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from $481 / 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 $150 / night

$962 - $1176 / week

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from $150 / night

(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 $86 / night

$374 - $802 / week

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from $86 / 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 $450 / night

$3147 - $4263 / week

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from $450 / 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 $54 / night

$374 / week

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from $54 / night

19

Trecento Vacation apartment rental

Montespertoli / Trecento

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Superior Apartment with3 double bedroom with ensuite bathroom, one additional bathroom at ground floor, dining room + living room, full equipped kitchen and direct access to a private garden with an amazing panoramic view where you can have relaxing time or breakfast, l  …see more

from $136 / night

$951 - $1646 / week

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from $136 / 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 $57 / night

$358 - $460 / week

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from $57 / 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 $70 / night

$374 - $535 / week

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from $70 / night

(2) Very Good 

11

Vacation farmhouse rental

Province of Florence / Montespertoli

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
La Rocca di Montalbino stands on one of the hilltops surrounding Montespertoli. This location offers a splendid view of the Chianti landscape and all the peace and quiet of the Tuscan countryside.Surrounded by thirty hectares of vineyards, olive groves, and wood  …see more

from $121 / night

$845 - $1539 / week

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from $121 / 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 $129 / night

$695 / week

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from $129 / 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 $113 / night

$770 / week

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from $113 / night

100

Vacation villa with swimming pool in Montespertoli

Province of Florence / Montespertoli

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • 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 $384 / night

$2244 - $4007 / week

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from $384 / 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 $265 / night

$1849 - $2989 / week

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from $265 / 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 $161 / night

$748 - $1336 / week

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from $161 / 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 $75 / night

$519 - $684 / week

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from $75 / 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 bedroom with a s  …see more

from $161 / night

$545 - $1037 / week

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from $161 / 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 $92 / night

$509 - $887 / week

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from $92 / 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 shower. Int  …see more

from $118 / night

$396 - $759 / week

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from $118 / night

19

Province of Florence / Montespertoli

2 4 Min stay varies

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

 …see more

from $92 / night

$509 - $866 / week

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from $92 / night

9

Province of Florence / Montespertoli

1 5 1 night min

  • 1 bedroom
  • Sleeps 5
  • 1 night min
  • Child friendly
  • Ask about pets

 …see more

from $86 / night

$535 / week

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from $86 / night

14

Vacation apartment with shared pool in Montespertoli

Province of Florence / Montespertoli

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Private garden
MARGHERITE apartment is made of 2 double bedrooms, 2 bathrooms (one with a Jacuzzi-type bath-tub, WC, basin, bidet; the other is with shower, WC, basin, bidet), a large living-room with a double sofa bed, a dining room able to sit up to 15 persons, a kitchen fully equip  …see more

from $145 / night

$877 / week

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from $145 / 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 $458 / night

$3206 - $3526 / week

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from $458 / night

17

Province of Florence / Montespertoli

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 70 mi
  • Swimming pool

 …see more

from $86 / night

$599 / week

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from $86 / 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 beds, bath  …see more

from $161 / night

$513 - $1005 / week

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from $161 / 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

(3) Excellent 

28

Hotel apartment rental in Montespertoli with shared pool

Province of Florence / Montespertoli

2 10 2 nights min

  • 2 bedrooms
  • Sleeps 10
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
La Rocca di Montalbino stands on one of the hilltops surrounding Montespertoli. This location offers a splendid view of the Chianti landscape and all the peace and quiet of the Tuscan countryside.Surrounded by thirty hectares of vineyards, olive groves, and wood  …see more

from $203 / night

$1379 - $1592 / week

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from $203 / night

20

Vacation villa with swimming pool in Montespertoli

Province of Florence / Montespertoli

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Gasparri, stylish restored mansion on Chianti Hills, with private pool in exclusive use, is perfectly placed for exploring this fascinating area and glorious cities as Florence (25 km), Siena (55 km), San Gimignano (35 km), Pisa (60 km), offering a first class acc  …see more

from $136 / night

$951 / week

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from $136 / 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 $129 / night

$449 - $861 / week

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from $129 / night

14

Province of Florence / Montespertoli

1 5 1 night min

  • 1 bedroom
  • Sleeps 5
  • 1 night min
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from $54 / night

$321 - $658 / week

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from $54 / 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 $123 / night

$855 - $1229 / week

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from $123 / night

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