List your home
Apply filters
£ to

56 Holiday homes in Pontassieve

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
2,422 properties
Florence
947 properties
Trapani
498 properties
Venice, Veneto
481 properties
Amalfi Coast
457 properties
Cortona
428 properties
Lucca
428 properties
Palermo
383 properties
Sorrento, Campania
350 properties
Cefalu
310 properties
San Gimignano
296 properties
Greve in Chianti
267 properties
Taormina
260 properties
Syracuse
250 properties
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
56 Results  |  
24 Photos

Farmhouse | 2 Bedrooms | sleeps 5

1 night min stay

Add to shortlist

from £60 /night

£416 - £916 / week

View

Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
Podere Vignola is an original Tuscan farmhouse with swimming pool. It was built between the XIV and the XVIII century and it is surrounded by Chianti vineyards. It is located just 10 km from Florence, on the hills.  …see more

24 Photos

Cottage | 1 Bedroom | sleeps 5

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £52 /night

£360 - £419 / week

View

Key info:

  • Nearest beach 80 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Casa Gamberaia is ideally located to visit Florence (15km) and the main sights of Tuscany and to enjoy the Tuscan countryside at a great price.  …see more

23 Photos

Farmhouse | 3 Bedrooms | sleeps 6

1 night min stay

Add to shortlist

from £61 /night

£424 - £1256 / week

View

Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
Podere Vignola is an original Tuscan farmhouse with swimming pool. It was built between the XIV and the XVIII century and it is surrounded by Chianti vineyards. It is located just 10 km from Florence, on the hills.  …see more

Featured properties

22 Photos

Farmhouse | 2 Bedrooms | sleeps 7

1 night min stay

Add to shortlist

from £60 /night

£416 - £1120 / week

View

Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
Podere Vignola is an original Tuscan farmhouse with swimming pool. It was built between the XIV and the XVIII century and it is surrounded by Chianti vineyards. It is located just 10 km from Florence, on the hills.  …see more

24 Photos

Farmhouse | 3 Bedrooms | sleeps 7

1 night min stay

Add to shortlist

from £72 /night

£501 - £1001 / week

View

Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Podere Vignola is an original Tuscan farmhouse with swimming pool. It was built between the XIV and the XVIII century and it is surrounded by Chianti vineyards. It is located just 10 km from Florence, on the hills.  …see more

15 Photos

Apartment | 2 Bedrooms | sleeps 8

3 Nights min stay

Add to shortlist

from £85 /night

£594 - £1128 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
Tuscan Country holiday in the Chinati Rufina winery region. Cooking classes, truffel hunting, horse riding, ceramics class and wine tasting is just a few of our activities we offer. Beautiful setting on top of theMonterifrassine hills looking over the Chianti valley.  …see more

12 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £68 /night

£475 - £950 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
Tuscan Country holiday in the Chinati Rufina winery region. Cooking classes, truffel hunting, horse riding, ceramics class and wine tasting is just a few of our activities we offer. Beautiful setting on top of theMonterifrassine hills looking over the Chianti valley.  …see more

13 Photos

Apartment | 1 Bedroom | sleeps 4

3 Nights min stay

Add to shortlist

from £60 /night

£416 - £832 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
Tuscan holiday apartment in the chianti hills with winery and great Tuscan landscape  …see more

12 Photos

Apartment | 5 Bedrooms | sleeps 10

3 Nights min stay

Add to shortlist

from £170 /night

£1188 - £2553 / week

View

Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Tuscan holiday on the Chianti hills; The Villa has been restored in spring 2003 always with great care and respect for the Tuscan country style. The Villa is provided with a spacious private garden (approx 450 mq) with a barbecue corner.  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 5

2 Nights min stay

Add to shortlist

from £49 /night

£340 - £399 / week

View

Key info:

  • Nearest beach 80 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Casamimmo is ideal for a self-catering, family holiday in Tuscany, just 15km from Florence, at an exceptional price. We are in an ideal position to enjoy both the countryside and visit the sights of Tuscany.  …see more

11 Photos

Apartment | 1 Bedroom | sleeps 5

1 night min stay

Add to shortlist

from £85 /night

£594 - £1128 / week

View

Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
Situated in the vineyards, and olive groves, distant from the road in a quiet setting. Ony 200 meters from the main house easily reachable by foot, or by car to the main house Casabella where the outdoor pool, reception and daily meals are served.  …see more

12 Photos

Farmhouse | 4 Bedrooms | sleeps 12

3 Nights min stay

Add to shortlist

from £162 /night

£1128 - £2137 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • Pets welcome
  • Private garden
This villa is off the road in a quiet area surrounded by vineyards. Ideal for children that want to run around, being far from the road. The kitchen , living room , dining room, 1 bathroom and 1 bedroom is on the ground floor, so it can be ideal also for large families Each bedroom has a private bathroom, and the garden area has a spettacular view over the vineyard  …see more

9 Photos

Apartment | 1 Bedroom | sleeps 4

3 Nights min stay

Add to shortlist

from £85 /night

£594 - £1128 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Pets welcome
located at Podere Monterifrassine, a building 250 m. distance from Casabella (where reception, breakfast room, living rooms with fireplace, pool and snack & bar, wi-fi free of charge are). On the ground floor of the house there is a common laundry room (with washing ma  …see more

23 Photos

Farmhouse | 2 Bedrooms | sleeps 6

1 night min stay

Add to shortlist

from £72 /night

£501 - £1188 / week

View

Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Podere Vignola is an original Tuscan farmhouse with swimming pool. It was built between the XIV and the XVIII century and it is surrounded by Chianti vineyards. It is located just 10 km from Florence, on the hills.  …see more

17 Photos

Villa | 3 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £73 /night

£510 - £1124 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Aparment Giardano, is the perfect place for you and your loved ones to stay at and enjoy your Tuscan vacation. This flat can room 4+2 people.andnbsp; When you enter the apartment you find yourself in a large hall that contains a large sitting area as well as a dining ta  …see more

16 Photos

Villa | 3 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £97 /night

£676 - £1540 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Apartment Loggia is a spacious apartment spread over an area of 100 sq. ft. and can sleep upto 6 people. So it's perfect for a family or a group of people to stay in.andnbsp; The apartment is set on two levels, the ground floor has a large room which also has a spacious  …see more

19 Photos

Villa | 2 Bedrooms | sleeps 5

3 Nights min stay

Add to shortlist

from £88 /night

£614 - £1456 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Apartment Fienile, spread over an area of 90 sq. mt. and big enough to room 4+1 people with a double bedroom, a second bedroom and two bathrooms. An enormous window always lit up by sunshine welcomes you into the apartment structured on two levels. On the ground floor t  …see more

10 Photos

Villa | 2 Bedrooms | sleeps 5

3 Nights min stay

Add to shortlist

from £88 /night

£614 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome
Farmhouse Naldoni - Apartment Limonaiaandnbsp;is a beautiful villaandnbsp;located in the immediate vicinities of the spelendid Florence. andnbsp;Farmhosue Naldoni is a perfect palce for one who looks out to enjoy both the country charm and the nearby citiy marvels. You  …see more

16 Photos

Villa | 5 Bedrooms | sleeps 7

3 Nights min stay

Add to shortlist

from £94 /night

£656 - £1373 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Apartment Torreta, is an rental apartment for you to enjoy during your Tuscan holiday! This apartment can accommodate 5+2 people/ Upon entering the flat, a spacious living room welcomes you with a wide, antique fireplace.andnbsp; A quaint small set of stairs brings you  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £71 /night

£492 - £899 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Pets welcome
Antica casa colonica nell'Agriturismo Colognole tra i meravigliosi vigneti e boschi del Chianti Rufina. 2 Camere, cucina abitabile con camino, salotto, fino a 6 persone (4+2). Giardino riservato e uso della piscina dell'Agriturismo.  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £83 /night

£577 - £636 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
private swimming pool, english speaking and family run, only 3 km from nearest town of Molino del Piano where there are supermarket, bar, pharmacy, dentist, and post office. On top of hill so gets full sun shine through out the day, overlooking the Tuscan landscape The property has 3 apartment where only 1 is rented for holiday guests.  …see more

20 Photos

House | 2 Bedrooms | sleeps 5

1 night min stay

Add to shortlist

from £85 /night

£590 - £1400 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
  • Private garden
Casa Camomilla A is a pleasant and spacious two-story independent house surrounded by meadows and by green hills. It sleeps five people. From Casa Camomilla A you will enjoy an enchanting view of the Valdisieve (Sieve Valley)  …see more

14 Photos

Apartment | 3 Bedrooms | sleeps 5

7 Nights min stay

Add to shortlist

from £74 /night

£516 - £898 / week

View

Key info:

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

9 Photos

Farmhouse | 2 Bedrooms | sleeps 3

3 Nights min stay

Add to shortlist

from £57 /night

£396 - £729 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Bagno A Ripoli with 2 bedrooms sleeps 3  …see more

12 Photos

Farmhouse | 3 Bedrooms | sleeps 5

3 Nights min stay

Add to shortlist

from £69 /night

£477 - £832 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Bagno A Ripoli with 3 bedrooms sleeps 5  …see more

20 Photos

House | 2 Bedrooms | sleeps 5

1 night min stay

Add to shortlist

from £85 /night

£590 - £1180 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
  • Private garden
Casa Camomilla D is a characteristic and welcoming one-story independent house surrounded by meadows and by green hills. It sleeps five people. From Casa Camomilla D you will enjoy an enchanting view of the Valdisieve (Sieve Valley)  …see more

19 Photos

Apartment | 5 Bedrooms | sleeps 10

5 Nights min stay

Add to shortlist

from £179 /night

£1248 - £1560 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Florence Italy apartmentandnbsp;La Lorensiaandnbsp;sleepsandnbsp;10 personsandnbsp;withandnbsp;horse ridingandnbsp;andandnbsp;outdoor poolandnbsp;facilities. The farmhouse in the midst of such naturalness isandnbsp;three storied.andnbsp;All the rooms are generously  …see more

20 Photos

House | 2 Bedrooms | sleeps 6

1 night min stay

Add to shortlist

from £70 /night

£490 - £1080 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
  • Private garden
Casa Camomilla B is a welcoming one-story independent house surrounded by meadows and by green hills. It sleeps six people. From Casa Camomilla B you will enjoy an enchanting view of the Valdisieve (Sieve Valley)  …see more

12 Photos

Farmhouse | 5 Bedrooms | sleeps 9

7 Nights min stay

Add to shortlist

from £172 /night

£1200 - £2004 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • May take pets – please enquire
  • Private garden
Villa / Farmhouse / Home in Molino Del Piano with 5 bedrooms sleeps 9  …see more

20 Photos

House | 2 Bedrooms | sleeps 7

1 night min stay

Add to shortlist

from £90 /night

£630 - £1320 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
  • Private garden
Casa Camomilla E is a characteristic and welcoming two-story independent house surrounded by meadows and by green hills. It sleeps seven people. From Casa Camomilla E you will enjoy an enchanting view of the Valdisieve (Sieve Valley)  …see more

20 Photos

House | 3 Bedrooms | sleeps 6

1 night min stay

Add to shortlist

from £93 /night

£650 - £1480 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
  • Private garden
Casa Camomilla C is a characteristic and welcoming two-story independent house surrounded by meadows and by green hills. It sleeps six people. From Casa Camomilla C you will enjoy an enchanting view of the Valdisieve (Sieve Valley)  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 3

7 Nights min stay

Add to shortlist

from £62 /night

£429 - £788 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Apartment for 3 persons, with swimming pool , in Florentine Hills  …see more

12 Photos

Farmhouse | 5 Bedrooms | sleeps 10

3 Nights min stay

Add to shortlist

from £115 /night

£800 - £1520 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Molino Del Piano with 5 bedrooms sleeps 10  …see more

19 Photos

Villa | 4 Bedrooms | sleeps 9

7 Nights min stay

Add to shortlist

from £205 /night

£1430 - £3506 / week

View

Key info:

  • Suitable for children of all ages
  • No pets allowed
7-room villa 400 m2 on 2 levels, on the ground floor, luxurious and tasteful furnishings: living room with open fireplace and satellite-TV. Dining room. 1 double bedroom with open fireplace and shower/WC. Exit to the garden. Kitchen (oven, dishwasher, micro wave, freeze  …see more

4 Photos

Log cabin | 1 Bedroom | sleeps 4

3 Nights min stay

Add to shortlist

from £77 /night

£539 - £857 / week

View

Key info:

  • Suitable for children of all ages
  • No pets allowed
2-room apartment 28 m2: living/dining room with 2 beds. 1 room with 2 beds. Kitchenette. Bath or shower/WC. Maximum 1 pet/ dog allowed. Apartments with garden or balcony for shared use, some with only 2 hot plates. Farm situated in an excellent panoramic position  …see more

4 Photos

Log cabin | 1 Bedroom | sleeps 4

3 Nights min stay

Add to shortlist

from £79 /night

£550 - £857 / week

View

Key info:

  • Suitable for children of all ages
  • No pets allowed
2-room apartment 28 m2: living/dining room with 2 beds. 1 room with 2 beds. Kitchenette. Bath or shower/WC. Maximum 1 pet/ dog allowed. Apartments with garden or balcony for shared use, some with only 2 hot plates. Farm situated in an excellent panoramic position  …see more

4 Photos

Log cabin | 1 Bedroom | sleeps 4

3 Nights min stay

Add to shortlist

from £79 /night

£550 - £857 / week

View

Key info:

  • Suitable for children of all ages
  • No pets allowed
2-room apartment 28 m2: living/dining room with 2 beds. 1 room with 2 beds. Kitchenette. Bath or shower/WC. Maximum 1 pet/ dog allowed. Apartments with garden or balcony for shared use, some with only 2 hot plates. Farm situated in an excellent panoramic position  …see more

21 Photos

Villa | 6 Bedrooms | sleeps 11

7 Nights min stay

Add to shortlist

from £284 /night

£1983 - £4173 / week

View

Key info:

  • Suitable for children of all ages
  • No pets allowed
7-room villa 400 m2 on 2 levels, on the ground floor, luxurious and tasteful furnishings: living room with open fireplace and satellite-TV. Dining room. 1 double bedroom with open fireplace and shower/WC. Exit to the garden. Kitchen (oven, dishwasher, micro wave, freeze  …see more

4 Photos

Log cabin | 1 Bedroom | sleeps 2

5 Nights min stay

Add to shortlist

from £62 /night

£430 - £755 / week

View

Key info:

  • Suitable for children of all ages
  • No pets allowed
2-room apartment 30 m2: living/dining room. 1 double bedroom. Kitchenette. Bath or shower/WC. 1 pet/ dog allowed. Apartments with garden or balcony for shared use, some with only 2 hot plates. Farm situated in an excellent panoramic position with several apartmen  …see more

4 Photos

Log cabin | 1 Bedroom | sleeps 4

3 Nights min stay

Add to shortlist

from £79 /night

£550 - £857 / week

View

Key info:

  • Suitable for children of all ages
  • No pets allowed
2-room apartment 28 m2: living/dining room with 2 beds. 1 room with 2 beds. Kitchenette. Bath or shower/WC. Maximum 1 pet/ dog allowed. Apartments with garden or balcony for shared use, some with only 2 hot plates. Farm situated in an excellent panoramic position  …see more

4 Photos

Log cabin | 2 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £104 /night

£726 - £1255 / week

View

Key info:

  • Suitable for children of all ages
  • No pets allowed
3-room apartment 42 m2: living/dining room with 2 beds. 1 room with 2 beds. 1 double bedroom. Kitchenette. Shower/WC. Maximum 1 pet/ dog allowed. Farm situated in an excellent panoramic position with several apartments scattered between the tower, the old stables  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

Add to shortlist

from £257 /night

£1796 - £3699 / week

View

Key info:

  • Suitable for children of all ages
  • No pets allowed
"Villa Monteloro", 8-room house 240 m2 on 4 levels, on the ground floor: entrance hall. Shower/WC. Upper floor: open living room with open fireplace and satellite-TV. Lounge. Exit to the terrace. 2 double bedrooms. Open kitchen (4 hotplates, oven, dishwasher,  …see more

4 Photos

Log cabin | 1 Bedroom | sleeps 2

7 Nights min stay

Add to shortlist

from £64 /night

£445 - £755 / week

View

Key info:

  • Suitable for children of all ages
  • No pets allowed
2-room apartment 30 m2: living/dining room. 1 double bedroom. Kitchenette. Bath or shower/WC. 1 pet/ dog allowed. Apartments with garden or balcony for shared use, some with only 2 hot plates. Farm situated in an excellent panoramic position with several apartmen  …see more

24 Photos

Apartment | 3 Bedrooms | sleeps 8

1 night min stay

Add to shortlist

from £75 /night

£520 - £1184 / week

View

Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
These apartments are located a short distance away from the most important cities in the unbeatable region of Tuscany. They all have their own independent entrance; they are all fully equipped and each one of them affords a private outdoor area.  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 5

1 night min stay

Add to shortlist

from £68 /night

£472 - £944 / week

View

Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
These apartments are located a short distance away from the most important cities in the unbeatable region of Tuscany. They all have their own independent entrance; they are all fully equipped and each one of them affords a private outdoor area.  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 6

1 night min stay

Add to shortlist

from £56 /night

£392 - £864 / week

View

Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
These apartments are located a short distance away from the most important cities in the unbeatable region of Tuscany. They all have their own independent entrance; they are all fully equipped and each one of them affords a private outdoor area.  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 6

1 night min stay

Add to shortlist

from £68 /night

£472 - £1120 / week

View

Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
These apartments are located a short distance away from the most important cities in the unbeatable region of Tuscany. They all have their own independent entrance; they are all fully equipped and each one of them affords a private outdoor area.  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 7

1 night min stay

Add to shortlist

from £72 /night

£504 - £1056 / week

View

Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
These apartments are located a short distance away from the most important cities in the unbeatable region of Tuscany. They all have their own independent entrance; they are all fully equipped and each one of them affords a private outdoor area.  …see more

24 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4/5 

7 Nights min stay

Add to shortlist

from £137 /night

£959 - £1756 / week

View

Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Toscana, Casa Vacanze, Chianti Rufina, tranquillità, piscina,vicinanza centri turistici della Toscana.  …see more

22 Photos

Barn | 1 Bedroom | sleeps 4

Excellent 5/5 

Short stays welcome

Add to shortlist

from £67 /night

£467 - £552 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
piscina con acqua salata, natura , olio extravergine di oliva biologico, miele biologico , apicoltura filiera corta, menu' km zero e prodotti del territorio. Vicino a Firenze e alle citta' d'arte della Toscana , cucina di campagna Intorno al casolare si estende un giardino con ampio pergolato, piscina, sdraio e altalena, bocce, barbecue  …see more