Montespertoli apartment or villa with a private pool area | Holiday Lettings

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44 Holiday homes

Filters applied: Private pool (44)

19

Amazing SPA Apartment in the wineyards_LA ROCCA - Trecento apartment sleeps 8

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 £111 / night

£774 - £1340 / week

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from £111 / night

(5) Excellent 

27

Poggio Rosemary - luxury farmhouse - Montespertoli farmhouse sleeps 8

Province of Florence / Montespertoli

8 8 2 nights min

  • 8 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Swimming pool
Nestled in the breathtaking Tuscan countryside, Poggio Rosemary offers splendid views of the vineyards and olive groves of the Chianti hills. The villa itself was originally a casa colonica or farmhouse, and formed part of a farmstead which has existed on this site sinc  …see more

from £687 / night

£4809 - £6087 / week

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from £687 / night

21

Villa Il Turco - Montagnana Val di Pesa villa sleeps 10

Montespertoli / Montagnana Val di Pesa

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 75 km
  • 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 £425 / night

£2970 - £3470 / week

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from £425 / night

24

I5.125 - Nice villa with p... - Montespertoli villa sleeps 10

Province of Florence / Montespertoli

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 45 km
  • 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 £215 / night

£1505 - £2433 / week

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from £215 / night

24

Montespertoli 48508 - Montespertoli villa sleeps 6

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 £51 / night

£352 - £1054 / week

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from £51 / night

(6) Excellent 

20

Villa holiday rentals 2 bed - Montespertoli villa sleeps 2

Province of Florence / Montespertoli

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Nearest beach 50 km
  • 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 swimming-p  …see more

from £61 / night

£422 - £557 / week

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from £61 / night

100

Montespertoli 26115 - Montespertoli villa sleeps 10

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 £316 / night

£1845 - £3294 / week

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from £316 / night

20

Villa in Montespertoli - Montespertoli villa sleeps 5

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 £111 / night

£774 - £861 / week

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from £111 / night

23

Villa rentals apartments 4 bed - Montespertoli villa sleeps 4

Province of Florence / Montespertoli

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 60 km
  • 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 swimming-  …see more

from £78 / night

£540 - £687 / week

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from £78 / night

24

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 £83 / night

£514 - £722 / week

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from £83 / night

20

Villa Il Nido, Montespertoli - Montespertoli villa sleeps 5

Province of Florence / Montespertoli

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • 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.Only 5  …see more

from £111 / night

£774 - £861 / week

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from £111 / night

(4) Excellent 

24

Villa Casa di Monte with Private pool in Chianti - Montespertoli villa sleeps 12

Province of Florence / Montespertoli

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
Our VILLA CASA DI MONTE is a country-villa that dates back to the beginning of the XIX Century and that has been recently restored preserving the original structure of the house. The whole villa consists of 2 units, but we only rent the VILLA all together to a single g  …see more

from £418 / night

£2914 - £4035 / week

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from £418 / night

(3) Excellent 

21

PODERE LE RONDINI - Polvereto villa sleeps 29

Montespertoli / Polvereto

13 29 Min stay varies

  • 13 bedrooms
  • Sleeps 29
  • Min stay varies
  • Nearest beach 100 km
  • 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 £748 / night

£6957 - £8261 / week

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from £748 / night

36

Province of Florence / Montespertoli

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 75 km
  • Swimming pool
  • Private garden

 …see more

from £292 / night

£2040 - £2561 / week

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from £292 / night

23

Private villa in Chianti, 7 bedrooms, garden, pool - Polvereto villa sleeps 13

Montespertoli / Polvereto

7 13 7 nights min

  • 7 bedrooms
  • Sleeps 13
  • 7 nights min
  • Nearest beach 88 km
  • Swimming pool
  • Child friendly
CASALE IL POGGIARELLO - Country Holiday HouseEnclosed in a 5000 sqm area in the heart of the Chianti, it is an oasis where you can enjoy an absolute relax and privacy. Situated in a dominant position on the Virginio Valley, our property will be for your own private use,  …see more

from £249 / night

£1740 / week

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from £249 / 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

(31) Very Good 

23

Detached Tuscan villa with private garden - Montespertoli farmhouse sleeps 13

Province of Florence / Montespertoli

7 13 Min stay varies

  • 7 bedrooms
  • Sleeps 13
  • Min stay varies
  • Nearest beach 40 km
  • Swimming pool
  • Child friendly
A lovely, comfortable house [200m2] situated in a wonderful hilltop position,reached only by a private road and surrounded by the hills and valleys of the Florentine countryside. The house is divided into three apartments of various sizes located on two levels that can  …see more

from £305 / night

£1392 - £2261 / week

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from £305 / night

33

Montespertoli / Montagnana Val di Pesa

8 16 Min stay varies

  • 8 bedrooms
  • Sleeps 16
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £287 / night

£1800 - £2818 / week

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from £287 / night

18

Province of Florence / Montespertoli

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly

 …see more

from £83 / night

£514 - £714 / week

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from £83 / night

24

Casanova 1 near Florence Tuscany Montespertoli - Montespertoli apartment sleeps 6

Province of Florence / Montespertoli

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
CASANOVA 1This is the biggest apartment of Casanova. It is on the first floor of the main building. It is about 100 m2 and it can receive 5 or 6 people. At the top of the staircase you can see a wide living room with a large ancient perfectly working fireplace. The kitc  …see more

from £83 / night

£514 - £722 / week

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from £83 / night

39

Province of Florence / Montespertoli

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly

 …see more

from £161 / night

£1122 - £1883 / week

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from £161 / night

100

Chianti - Montespertoli villa sleeps 14

Province of Florence / Montespertoli

6 14 7 nights min

  • 6 bedrooms
  • Sleeps 14
  • 7 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
ExteriorsVilla Chianti is conveniently located in the heart of the Chianti region and few kilometers from Florence.Fully restored to bring it back to its ancient original appearance, Villa Chianti offers full privacy, comfort and reserved luxury to its guests. This vill  …see more

from £808 / night

£5653 - £7566 / week

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from £808 / night

26

the Almond - Montespertoli villa sleeps 6

Province of Florence / Montespertoli

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
We are delighted to offer this excellent holiday home which stands on the edge of a small cluster of mellow stone buildings about two and a half miles from the small Tuscan wine town of Montespertoli, a very Italian town, not marred by tourism. The property is set ove  …see more

from £243 / night

£1701 / week

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from £243 / night

20

Castelfiorentino - 58381001 - Montespertoli villa sleeps 12

Province of Florence / Montespertoli

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Every building in the Tuscan landscape is redolent of the many cultures that inhabited it throughout the centuries. About 30 Km from Florence, Cabbiavoli castle, built on the ancient Via Francigena connecting France to Rome, is a shining example, evoking a multitude of  …see more

from £982 / night

£6870 - £10459 / week

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from £982 / night

20

Montagnana - 68208001 - Montespertoli farmhouse sleeps 10

Province of Florence / Montespertoli

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Welcoming farmhouse with private pool situated in quiet and panoramic location on hills surrounding Florence. This property is a short distance away from the village of Montagnana and from the nice town of San Casciano Val di Pesa. The interiors are nicely furnished in  …see more

from £350 / night

£2037 - £3454 / week

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from £350 / night

20

Certaldo - 83215001 - Trecento farmhouse sleeps 6

Montespertoli / Trecento

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Welcoming independent villa with private pool situated a short distance away from the charming, medieval town of Certaldo, on the Chianti hills. This property was restored in 2008 and turned into a nice, small villa providing comfortable interiors. Outside guests can en  …see more

from £87 / night

£608 - £1018 / week

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from £87 / night

20

Montespertoli - 26115001 - Montespertoli farmhouse sleeps 10

Province of Florence / Montespertoli

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
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 £318 / night

£1850 - £3304 / week

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from £318 / night

20

Montespertoli / Montagnana Val di Pesa

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 121 km
  • Swimming pool
  • Child friendly

 …see more

from £425 / night

£2970 - £3470 / week

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from £425 / night

17

Montespertoli / Lucardo

9 18 7 nights min

  • 9 bedrooms
  • Sleeps 18
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £559 / night

£3908 / week

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from £559 / night

31

Province of Florence / Montespertoli

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £326 / night

£2278 - £4095 / week

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from £326 / night

(2) Very Good 

26

Province of Florence / Montespertoli

6 13 7 nights min

  • 6 bedrooms
  • Sleeps 13
  • 7 nights min
  • Nearest beach 89 km
  • Swimming pool
  • Child friendly

 …see more

from £311 / night

£2174 / week

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from £311 / night

32

Province of Florence / Montespertoli

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning

 …see more

from £234 / night

£1632 - £3129 / week

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from £234 / night

38

Province of Florence / Montespertoli

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £524 / night

£3666 - £5500 / week

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from £524 / night

36

Montespertoli / Lucardo

5 16 7 nights min

  • 5 bedrooms
  • Sleeps 16
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £494 / night

£3453 - £5392 / week

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from £494 / night

25

Province of Florence / Montespertoli

10 21 Min stay varies

  • 10 bedrooms
  • Sleeps 21
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

 …see more

from £392 / night

£2453 - £3905 / week

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from £392 / night

50

Province of Florence / Montespertoli

6 14 7 nights min

  • 6 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £771 / night

£5392 - £7379 / week

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from £771 / night

44

Province of Florence / Montespertoli

43 120 7 nights min

  • 43 bedrooms
  • Sleeps 120
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £3191 / night

£22335 - £34950 / week

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from £3191 / night

(7) Excellent 

43

Province of Florence / Montespertoli

6 14 7 nights min

  • 6 bedrooms
  • Sleeps 14
  • 7 nights min
  • Nearest beach 97 km
  • Swimming pool
  • Child friendly

 …see more

from £746 / night

£5218 - £6957 / week

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from £746 / night

(1) Excellent 

10

Montespertoli / Trecento

7 14 1 night min

  • 7 bedrooms
  • Sleeps 14
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask owner if suitable for children

 …see more

from £616 / night

£4308 / week

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from £616 / night

20

Province of Florence / Montespertoli

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning

 …see more

from £447 / night

£3129 - £5217 / week

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from £447 / night

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