List your home
Apply filters
£ to

116 Holiday homes in Montespertoli

Reset search

Show results on map

Also consider

Coastal Cottages
222 properties
Sardinia
478 properties
Tuscany
3,181 properties
Lake Garda Area
103 properties
Lake Como Area
494 properties
Sicily
634 properties
Rome
2,530 properties
Florence
986 properties
Trapani
505 properties
Venice, Veneto
498 properties
Amalfi Coast
471 properties
Lucca
436 properties
Palermo
423 properties
Cortona
419 properties
Sorrento, Campania
350 properties
Cefalu
313 properties
San Gimignano
300 properties
Greve in Chianti
276 properties
Taormina
275 properties
Alghero
259 properties

Filters applied: Pets allowed (116)

To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more
116 Results  |  
18 Photos

B&B | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £44 /night

£306 - £331 / week

View

Key info:

  • Nearest beach 88 km
  • Not suitable for children
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
'Casetta' on the hill has splendid views. The hay barn is restored in Tuscany stile. Two bedrooms. The bathrooms have gold and red mosaic. The big oak offers shadow during hot days. Between Florence and Siena. Use of swimming pool at only 1 km distance. There is WIFI, you can walk on the hill without seeing a car, there are nice wine castles nearby.  …see more

20 Photos

Villa | 2 Bedrooms | sleeps 5

7 Nights min stay

Add to shortlist

from £108 /night

£755 - £1272 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Private pool in exclusive use. Private fenced park with private car-parking. Furnished patio on private garden. 2 bedrooms and 2 baths (with shower).  …see more

5 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

1 night min stay

Add to shortlist

from £51 /night

£353 - £696 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • Pets welcome
  • Private garden
Montespertoli is located in the Chianti area of Tuscany Region, famous for its wines and stunning scenery. For a full relaxed holiday, in the Tuscany Country, our property is the best solution. Close to the main Tuscan destination (such as Florence, Siena, Pisa) Beautiful sunsets, walks, excursione to Florence, Siena or Pisa, moutain bikes, a relax environment.  …see more

Featured properties

5 Photos

Apartment | 1 Bedroom | sleeps 5

1 night min stay

Add to shortlist

from £51 /night

£353 - £696 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • Pets welcome
The farm holidays “Il Gufo del Chianti” is located in the countryside. The apartment “Il grano” with its 53sqm, is suitable for up to 5 people. Rooms: a bedroom with double bed and single bed, living room (very large) with sofa bed and kitchenette. The location of the farm is great for those who want a relaxing holiday, or for those who want to play sport  …see more

8 Photos

Apartment | 2 Bedrooms | sleeps 6

1 night min stay

Add to shortlist

from £64 /night

£448 - £908 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • Pets welcome
  • Private garden
A wonderful scenary for your holidays in Tuscany, in the Chianti Area where you will enjoy relax, walks and amazing sunsets. From there you can visit all the Tuscan points of interest, such as Florence, Siena, Pisa, Viareggio and many others.  …see more

20 Photos

Villa | 2 Bedrooms | sleeps 5

7 Nights min stay

Add to shortlist

from £108 /night

£755 - £1442 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Private pool in exclusive use. Private fenced park with private gate and car-parking. Terrace with spectacular views and sunsets on valley. 2 bedrooms and 3 baths (with shower).  …see more

18 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £76 /night

£529 - £790 / week

View

Key info:

  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
3-room apartment in the heart of Tuscany with free WiFi, swimming pool and amazing panorama  …see more

18 Photos

House | 3 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £121 /night

£843 - £1182 / week

View

Key info:

  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Independent typical Tuscan building of 85 m2 surrounded by olive trees and cypresses, with loggia (outside terrace), private garden for sunbathing.  …see more

4 Photos

Farmhouse | 3 Bedrooms | sleeps 8

3 Nights min stay

Add to shortlist

from £146 /night

£1018 / week

View

Key info:

  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
A typical Tuscan farm in the Chianti region, surrounded by cypress hills, vineyards and olive-trees, with the most important cities of art and culture in Tuscany just one hour far. Large apartment with 3 bedrooms and kitchen, Garden and swimming pool.  …see more

16 Photos

Apartment | 1 Bedroom | sleeps 5

2 Nights min stay

Add to shortlist

from £36 /night

£246 - £475 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
Our little let offers peace and tranquility. A great base for visiting the major art cities of Tuscany such as Florence, Siena and Pisa, or for exploring famous little villages like San Gimignano or small villages off the beaten track.  …see more

22 Photos

Hotel apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £91 /night

£636 - £1060 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
apartments tuscany We have also other properties, please contact us!  …see more

11 Photos

Farmhouse | 3 Bedrooms | sleeps 8

3 Nights min stay

Add to shortlist

from £120 /night

£840 - £1179 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
The property is easily reach from airport of Florence and Pisa, only 35 km away. In addition, the location allows you to easily visit some of the most beautiful cities in Italy: Florence city (just 30 km), Pisa and Siena. Montespertoli, which is only couple of minutes walk, is a nice village, with restaurants, supermarket, cafes  …see more

24 Photos

Farmhouse | 1 Bedroom | sleeps 3

3 Nights min stay

Add to shortlist

from £73 /night

£509 - £908 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Montespertoli with 1 bedrooms sleeps 3  …see more

21 Photos

Farmhouse | 1 Bedroom | sleeps 3

3 Nights min stay

Add to shortlist

from £57 /night

£394 - £648 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Montespertoli with 1 bedrooms sleeps 3  …see more

12 Photos

Farmhouse | 1 Bedroom | sleeps 2

3 Nights min stay

Add to shortlist

from £64 /night

£448 - £700 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Montespertoli with 1 bedrooms sleeps 2  …see more

24 Photos

Farmhouse | 1 Bedroom | sleeps 4

3 Nights min stay

Add to shortlist

from £64 /night

£444 - £722 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Montespertoli with 1 bedrooms sleeps 4  …see more

24 Photos

Farmhouse | 2 Bedrooms | sleeps 5

3 Nights min stay

Add to shortlist

from £72 /night

£504 - £761 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Montespertoli with 2 bedrooms sleeps 5  …see more

22 Photos

Farmhouse | 1 Bedroom | sleeps 3

3 Nights min stay

Add to shortlist

from £64 /night

£444 - £722 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Montespertoli with 1 bedrooms sleeps 3  …see more

24 Photos

Farmhouse | 2 Bedrooms | sleeps 5

3 Nights min stay

Add to shortlist

from £83 /night

£580 - £946 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Montespertoli with 2 bedrooms sleeps 5  …see more

12 Photos

Farmhouse | 1 Bedroom | sleeps 2

3 Nights min stay

Add to shortlist

from £64 /night

£448 - £700 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Montespertoli with 1 bedrooms sleeps 2  …see more

24 Photos

Farmhouse | 1 Bedroom | sleeps 4

3 Nights min stay

Add to shortlist

from £73 /night

£509 - £908 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Montespertoli with 1 bedrooms sleeps 4  …see more

16 Photos

Farmhouse | 1 Bedroom | sleeps 3

3 Nights min stay

Add to shortlist

from £57 /night

£396 - £648 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Montespertoli with 1 bedrooms sleeps 3  …see more

11 Photos

Farmhouse | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £52 /night

£360 - £600 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in San Casciano In Val Di Pesa with 2 bedrooms sleeps 4  …see more

12 Photos

Farmhouse | 2 Bedrooms | sleeps 5

3 Nights min stay

Add to shortlist

from £44 /night

£308 - £568 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Montespertoli with 2 bedrooms sleeps 5  …see more

24 Photos

Farmhouse | 2 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £62 /night

£429 - £776 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Montespertoli with 2 bedrooms sleeps 6  …see more

12 Photos

Farmhouse | 1 Bedroom | sleeps 5

3 Nights min stay

Add to shortlist

from £44 /night

£308 - £568 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Montespertoli with 1 bedrooms sleeps 5  …see more

16 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £72 /night

£504 - £761 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Montespertoli with 2 bedrooms sleeps 4  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £60 /night

£417 - £788 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • Air conditioning
  • Pets welcome
  • Private garden
Attractive apartment for 4 persons, with swimming pool , in Chianti  …see more

21 Photos

Farmhouse | 1 Bedroom | sleeps 4

3 Nights min stay

Add to shortlist

from £70 /night

£489 - £752 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Montespertoli with 1 bedrooms sleeps 4  …see more

23 Photos

Farmhouse | 2 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £83 /night

£580 - £946 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Montespertoli with 2 bedrooms sleeps 6  …see more

9 Photos

Farmhouse | 2 Bedrooms | sleeps 4

2 Nights min stay

Add to shortlist

from £84 /night

£584 - £992 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
Villa / Farmhouse / Home in Montespertoli with 2 bedrooms sleeps 4  …see more

12 Photos

Farmhouse | 1 Bedroom | sleeps 4

3 Nights min stay

Add to shortlist

from £45 /night

£312 - £528 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Montespertoli with 1 bedrooms sleeps 4  …see more

12 Photos

Farmhouse | 2 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £79 /night

£552 - £924 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Certaldo with 2 bedrooms sleeps 6  …see more

19 Photos

Apartment | 1 Bedroom | sleeps 3

7 Nights min stay

Add to shortlist

from £38 /night

£261 - £475 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
Apartment for 3 persons, with swimming pool , in Chianti  …see more

24 Photos

Farmhouse | 1 Bedroom | sleeps 2

3 Nights min stay

Add to shortlist

from £79 /night

£552 - £735 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Montespertoli with 1 bedrooms sleeps 2  …see more

22 Photos

Apartment | 2 Bedrooms | sleeps 5

7 Nights min stay

Add to shortlist

from £48 /night

£336 - £614 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
Attractive apartment for 5 persons, with swimming pool , in Chianti  …see more

24 Photos

Farmhouse | 1 Bedroom | sleeps 4

3 Nights min stay

Add to shortlist

from £64 /night

£444 - £722 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Montespertoli with 1 bedrooms sleeps 4  …see more

12 Photos

Farmhouse | 6 Bedrooms | sleeps 12

7 Nights min stay

Add to shortlist

from £629 /night

£4400 - £7000 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Montespertoli with 6 bedrooms sleeps 12  …see more

24 Photos

Farmhouse | 4 Bedrooms | sleeps 9

3 Nights min stay

Add to shortlist

from £247 /night

£1723 - £2215 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Montespertoli with 4 bedrooms sleeps 9  …see more

11 Photos

Farmhouse | 1 Bedroom | sleeps 4

3 Nights min stay

Add to shortlist

from £35 /night

£240 - £441 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Montespertoli with 1 bedrooms sleeps 4  …see more

24 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £70 /night

£489 - £753 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Montespertoli with 2 bedrooms sleeps 4  …see more

11 Photos

Farmhouse | 1 Bedroom | sleeps 3

3 Nights min stay

Add to shortlist

from £35 /night

£240 - £441 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Montespertoli with 1 bedrooms sleeps 3  …see more

22 Photos

Farmhouse | 1 Bedroom | sleeps 2

3 Nights min stay

Add to shortlist

from £53 /night

£368 - £552 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Montespertoli with 1 bedrooms sleeps 2  …see more

23 Photos

Farmhouse | 1 Bedroom | sleeps 4

3 Nights min stay

Add to shortlist

from £53 /night

£368 - £612 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Montespertoli with 1 bedrooms sleeps 4  …see more

9 Photos

Farmhouse | 1 Bedroom | sleeps 4

3 Nights min stay

Add to shortlist

from £38 /night

£264 - £480 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Montespertoli with 1 bedrooms sleeps 4  …see more

12 Photos

Farmhouse | 7 Bedrooms | sleeps 13

7 Nights min stay

Add to shortlist

from £165 /night

£1152 - £1963 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Montespertoli with 7 bedrooms sleeps 13  …see more

24 Photos

Farmhouse | 4 Bedrooms | sleeps 8

3 Nights min stay

Add to shortlist

from £159 /night

£1107 - £1435 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Montespertoli with 4 bedrooms sleeps 8  …see more

12 Photos

Farmhouse | 3 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £86 /night

£600 - £1280 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Montespertoli with 3 bedrooms sleeps 6  …see more

12 Photos

Farmhouse | 2 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £72 /night

£504 - £883 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Montespertoli with 2 bedrooms sleeps 6  …see more

19 Photos

Farmhouse | 1 Bedroom | sleeps 4

3 Nights min stay

Add to shortlist

from £64 /night

£444 - £722 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Montespertoli with 1 bedrooms sleeps 4  …see more