Apartments and villas with a balcony in San Casciano in Val di Pesa | Holiday Lettings UK

Close

View larger map

Price per night

to

Bedrooms

Bathrooms

Location

  • Italy
  • Tuscany
  • Province of Florence
  • San Casciano in Val di Pesa
  • All locations
  • Campoli in Chianti (3)
  • Chiesanuova (1)
  • Mercatale di Val di Pesa (11)
  • Montefiridolfi (6)

More

Less

Also consider

Coastal Cottages
222 properties
Apartments Sardinia
478 properties
Apartments Tuscany
3181 properties
Apartments Lake Garda Area
103 properties
Apartments Lake Como Area
494 properties
Apartments Sicily
634 properties
Mercatale di Val di Pesa
26 properties
Montefiridolfi
18 properties
Campoli in Chianti
9 properties
Chiesanuova
5 properties
Payment Protection
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

76 Holiday homes

Filters applied: Balcony or terrace (76)

Travellers going to San Casciano in Val di Pesa are booking September dates now. Secure your holiday home today and have the perfect trip.

1 / 7

Relais "I Ragli" - Chiesanuova b&b sleeps 3

San Casciano in Val di Pesa / Chiesanuova

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Child friendly ; Pet friendly;
Close to Florence ( only 10 minutes drive), along the ancient and panoramic road that since the Roman age leads to Volterra, Relais i Ragli is the ideal place to spend your holiday in.The small town of Cerbaia (2 minutes drive) and San Casciano (5 minutes), well known f  …see more

from £61 / night

£522 / week

Book Book View

from £61 / night

1 / 7

Chianti Views, WIFI, Perfect for exploring

San Casciano in Val di Pesa / Mercatale di Val di Pesa

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Suitable for children age 5+; No pets allowed;
This loving decorated home set up in the Chianti hills will have you feeling welcome and serene. It has views that extend right up to the mountains with flowing vines and olive groves. It is an ideal place to stay for tranquility or exploration.....The SpaceThis is a to  …see more

from £83 / night

£579 / week

Book Book View

from £83 / night

1 / 9

San Casciano in Val di Pesa / Campoli in Chianti

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Child friendly ; Air conditioning; Ask about pets;
 …see more

from £53 / night

£366 / week

Book Book View

from £53 / night

(4) Excellent 

1 / 14

Candida's Chianti House B&B - Mattia Room

Province of Florence / San Casciano in Val di Pesa

1 2 2 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Suitable for children age 5+; Car not necessary; Ask about pets;
This is the second of the three double bedrooms at " Candida's Chianti House", the MATTIA ROOM. If you wish to book 2 or 3 rooms at the same time, please contact me for a quote on any of the rooms (Neri, Mattia or Martina) and in the notes ask for a full quote. I will b  …see more

from £74 / night

£518 / week

Book Book View

from £74 / night

(2) Excellent 

1 / 19

Atelier 1 - Mercatale di Val di Pesa apartment sleeps 6

San Casciano in Val di Pesa / Mercatale di Val di Pesa

2 6 7 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
Atelier 1 is the largest of our Atelier apartments. in the Chianti Classico With 2 tastefully colored double bedrooms and 2 marble bathrooms. The large Atelier of the famous Dutch painter Karel Appel (member of COBRA group) who owned the estate Villa Licia and worked  …see more

from £1243 / night

£8696 / week

Book Book View

from £1243 / night

1 / 13

Province of Florence / San Casciano in Val di Pesa

1 4 1 night min stay

  • 1 bedroom
  • Sleeps 4
  • 1 night min stay
Key info: Nearest beach 90 km; Swimming pool; Child friendly ;
 …see more

from £44 / night

£305 - £427 / week

Book Book View

from £44 / night

1 / 9

34477-Apartment Chianti - Montefiridolfi apartment sleeps 6

San Casciano in Val di Pesa / Montefiridolfi

2 6 7 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car not necessary;
The Fattoria, well furnished apartments and a relaxing informal garden is located where the vines of the vineyards grow closer together. The guests are free to use the beautiful swimming pool on the hill that separeted the counties of S.Casciano and Greve, while the vil  …see more

from £96 / night

£668 - £767 / week

Enquire Enquire View

from £96 / night

1 / 24

I5.3324 - Holiday apartmen... - Montefiridolfi apartment sleeps 4

San Casciano in Val di Pesa / Montefiridolfi

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Nearest beach 90 km; Swimming pool; Child friendly ;
In the heart of Chianti, halfway between Florence and Siena The farmhouse I Greppi Di Silli located 300 mt above sea level. rises and looks out over a green valley, surrounded on all sides by cultivated hills covered in olive groves and vineyards. Alongside the bor  …see more

from £179 / night

£1253 - £1540 / week

Enquire Enquire View

from £179 / night

1 / 15

Candida's Chianti House B&B - Martina Room

Province of Florence / San Casciano in Val di Pesa

1 2 2 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Suitable for children age 5+; Car not necessary; Ask about pets;
This is the THIRD of the three double bedrooms at " Candida's Chianti House", the MARTINA ROOM. If you wish to book 2 or 3 rooms at the same time, please contact me for a quote on any of the rooms (Neri, Mattia or Martina) and in the notes ask for a full quote. I will b  …see more

from £74 / night

£518 / week

Book Book View

from £74 / night

1 / 22

San Casciano in Val di Pesa / Mercatale di Val di Pesa

3 6 3 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Child friendly ; Car essential; Ask about pets;
 …see more

from £105 / night

£609 / week

Book Book View

from £105 / night

(15) Excellent 

1 / 20

Candida's Chianti House B&B - Neri Room - San Casciano in Val di Pesa b&b sleeps 2

Province of Florence / San Casciano in Val di Pesa

1 2 2 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Suitable for children age 5+; Ask about pets; Private garden;
This listing is for the first of the three double bedrooms at " Candida's Chianti House", the NERI ROOM. If you wish to book 2 or 3 rooms at the same time, please contact me for a quote on any of the rooms (Neri, Mattia or Martina) and in the notes ask for a full quote.  …see more

from £74 / night

£487 - £548 / week

Book Book View

from £74 / night

(4) Excellent 

1 / 22

Delicious country house - San Casciano in Val di Pesa apartment sleeps 3

Province of Florence / San Casciano in Val di Pesa

1 3 4 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 4 nights min stay
Key info: Child friendly ; Car essential; Air conditioning;
Living Chianti. Staying in an environment of the most beautiful that nature can offer. The beautiful Tuscan countryside, with its gentle hills dotted by the regular geometry of vineyards and olive groves . With the noble patrician villas and rustic cottages nestled in s  …see more

from £53 / night

£348 / week

Book Book View

from £53 / night

1 / 15

Chianti luxury villa, 5 bedrooms, pool, view

Province of Florence / San Casciano in Val di Pesa

5 11 7 nights min stay

  • 5 bedrooms
  • Sleeps 11
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; No pets allowed;
Luxury home near Florence, San Giminiano, Siena; sleeps 11 + 2 children The house belonged to the florentine families of Strozzi and Cavalcanti in 16th century. It was restored preserving the structure from the Renaissance, with its high ceilings and stone capitals. Co  …see more

from £435 / night

£3044 / week

Book Book View

from £435 / night

1 / 23

Castello San Giovanni - San Casciano in Val di Pesa castle sleeps 20

Province of Florence / San Casciano in Val di Pesa

11 20 Min stay varies

  • 11 bedrooms
  • Sleeps 20
  • Min stay varies
Key info: Nearest beach 80 km; Swimming pool; Child friendly ;
Set on a hillside overlooking the valley of the river Pesa, the Castle was built over a roman settlement in the10th Centutry and later transformed into a renaissance villa between 1450-1500. Ideally located In the heart of Chianti classico wine region,15 minutes from F  …see more

from £84 / night

£6522 / week

Book Book View

from £84 / night

(2) Excellent 

1 / 20

Villa Il Portico - San Casciano in Val di Pesa villa sleeps 10

Province of Florence / San Casciano in Val di Pesa

5 10 7 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Nearest beach 80 km; Swimming pool; Child friendly ;
Originally a farmhouse owned by the Medici family, and dating back to the early fifteenth century. Villa Il Portico is perfectly positioned between Florence and Siena. This large holiday rental property was originally a farmhouse owned by the Medici family and dates ba  …see more

from £419 / night

£2927 - £4566 / week

Enquire Enquire View

from £419 / night

(1) Excellent 

1 / 16

Atelier 2 - Mercatale di Val di Pesa apartment sleeps 4

San Casciano in Val di Pesa / Mercatale di Val di Pesa

1 4 7 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
Atelier 2 is the smaller of our Atelier Apartments. 80 m in the Chianti Classico. The apartment has a tastefully decorated double bedroom and a very large marble bathroom. The large Atelier of the famous Dutch painter Karel Apple (member of COBRA group) who owned the e  …see more

from £1243 / night

£8696 / week

Book Book View

from £1243 / night

(13) Excellent 

1 / 25

Villa Sole in Chianti :D - San Casciano in Val di Pesa villa sleeps 6

Province of Florence / San Casciano in Val di Pesa

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 84 km; Swimming pool;
A few minutes drive from Ponte Vecchio, among olivetrees and vineyards of the famous Chianti Wine, the villa is part of an ancient stone farmhouse, (13th century) carefully renovated.The Villa has a wonderful panoramic location, facing the incomparable Tuscany sunset.Th  …see more

from £261 / night

£957 - £1914 / week

Book Book View

from £261 / night

1 / 18

Province of Florence / San Casciano in Val di Pesa

2 5 7 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Nearest beach 100 km; Child friendly ; Car advised;
 …see more

from £56 / night

£392 / week

Book Book View

from £56 / night

(1) Very Good 

1 / 16

Delicious country house in Chianti 2 - San Casciano in Val di Pesa apartment sleeps 2

Province of Florence / San Casciano in Val di Pesa

1 2 4 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 4 nights min stay
Key info: Nearest beach 100 km; Child friendly ; Car essential;
Living Chianti. Staying in an environment of the most beautiful that nature can offer. The beautiful Tuscan countryside, with its gentle hills dotted by the regular geometry of vineyards and olive groves . With the noble patrician villas and rustic cottages nestled in s  …see more

from £48 / night

£314 / week

Book Book View

from £48 / night

(1) Excellent 

1 / 21

Province of Florence / San Casciano in Val di Pesa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Child friendly ; Car advised; Ask about pets;
 …see more

from £122 / night

£670 - £740 / week

Book Book View

from £122 / night

1 / 20

Villetta - Mercatale di Val di Pesa villa sleeps 7

San Casciano in Val di Pesa / Mercatale di Val di Pesa

3 7 7 nights min stay

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
Welcome to Villetta. This is a freestanding smaller type of Villa with its private garden of 3000 m2 ....in the Chianti Classico. With spacious living and tastefully decorated. We offer 2 double and 1 single bedroom. Sofabed for 2 persons. 2 marble bathrooms. Villett  …see more

from £1243 / night

£8696 / week

Book Book View

from £1243 / night

(1) Excellent 

1 / 20

Casa delle Rose - Mercatale di Val di Pesa villa sleeps 10

San Casciano in Val di Pesa / Mercatale di Val di Pesa

5 10 7 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
Casa delle Rose is a wonderful villa with its private rose garden,fountain and private traverin swimming pool. In Chianti Classico You find here a fine living room, 5 tastefully decorated bedrooms with double beds (200x200cm), 4 marble bathrooms.....a very complete Tu  …see more

from £1243 / night

£8696 / week

Book Book View

from £1243 / night

1 / 19

LINDA Apartment with POOL - Campoli in Chianti apartment sleeps 6

San Casciano in Val di Pesa / Campoli in Chianti

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 110 km; Swimming pool; Child friendly ;
LINDA is an apartment (WITH PRIVATE SWIMMING POOL USED ONLY by WHOM RENTING LINDA!!!) that sleep up to 5 or 6 people, placed in the village of Campoli, in the heart of Chianti, only 12 km far from the famous town of Greve in Chianti and 13,5 km far from Panzano in Chian  …see more

from £148 / night

£957 - £1857 / week

Book Book View

from £148 / night

1 / 11

San Casciano in Val di Pesa / Mercatale di Val di Pesa

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car not necessary;
 …see more

from £192 / night

£1305 - £1914 / week

Book Book View

from £192 / night

(27) Excellent 

1 / 25

Il Visciolo - San Casciano in Val di Pesa farmhouse sleeps 4

Province of Florence / San Casciano in Val di Pesa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 83 km; Suitable for children age 5+; Car not necessary;
The holiday house is located 300 metres from San Casciano in Val di Pesa centre. Facing the open country from a dominant position, it offers the comforts of a town life and the beauty of the Chianti landscape opening on hills with vineyards and olive trees. There are no  …see more

from £74 / night

£479 - £821 / week

Book Book View

from £74 / night

1 / 24

Province of Florence / San Casciano in Val di Pesa

9 18 Min stay varies

  • 9 bedrooms
  • Sleeps 18
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
 …see more

Pricing unknown

Book Book View

Pricing unknown

1 / 25

Province of Florence / San Casciano in Val di Pesa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car advised;
 …see more

from £105 / night

£731 - £914 / week

Book Book View

from £105 / night

(1) Excellent 

1 / 39

Lavish 8BR Villa w pool only 10 Miles to Florence!

Province of Florence / San Casciano in Val di Pesa

8 16 1 night min stay

  • 8 bedrooms
  • Sleeps 16
  • 1 night min stay
Key info: Nearest beach 90 km; Swimming pool; Child friendly ;
This wonderful 8 BR – 8 BA villa is located in the beautiful village of San Casciano val di pesa, just about 8 miles away from the beginning of the historic district of the city of Florence. The villa traces back its origins to the early XVI century and is considere  …see more

from £1131 / night

£7914 / week

Book Book View

from £1131 / night

1 / 4

Province of Florence / San Casciano in Val di Pesa

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Nearest beach 110 km; Child friendly ; Car advised;
 …see more

from £83 / night

£566 / week

Book Book View

from £83 / night

1 / 46

Tuscan Villa on top of hill Panoramic Gorgeous Vie

Province of Florence / San Casciano in Val di Pesa

2 6 1 night min stay

  • 2 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
700 yr-old FarmHouse renovated to Western standards.Sits on top of a gorgeous pano hillside, saltpool,a/c.Directly off Chianti Classico wine road.5 min walk to Le Corti Winery.17 mins drive to Florence, Piazza Michelangelo. PerfectLocation! Stunning! It is considered a  …see more

from £392 / night

£1653 / week

Book Book View

from £392 / night

1 / 24

Villa Corti - San Casciano in Val di Pesa villa sleeps 12

Province of Florence / San Casciano in Val di Pesa

4 12 7 nights min stay

  • 4 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Nearest beach 115 km; Swimming pool; Child friendly ;
This is an independent villa, covering 200 square metres, and extending over two storeys, plus the traditional Tuscan dovecot on its rooftop, now converted into a luxurious bathroom. Although recently fully renovated, the interiors nonetheless retain many typical charac  …see more

from £131 / night

£914 - £2261 / week

Enquire Enquire View

from £131 / night

1 / 23

Province of Florence / San Casciano in Val di Pesa

1 4 3 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 3 nights min stay
Key info: Child friendly ; Ask about pets;
 …see more

from £57 / night

£357 / week

Book Book View

from £57 / night

1 / 20

Stunning Villa in the Chianti - San Casciano in Val di Pesa villa sleeps 9

Province of Florence / San Casciano in Val di Pesa

5 9 Min stay varies

  • 5 bedrooms
  • Sleeps 9
  • Min stay varies
Key info: Child friendly ; Car advised; No pets allowed;
This stunning holiday villa in Chianti is located near the village of San Casciano Val di Pesa (2 km), a tiny medieval hamlet at 15 km from Florence, renowned for its Chianti Classico red wine and olive oil. The villa is an historical listed mansion built during the sec  …see more

from £435 / night

£2000 - £2827 / week

Book Book View

from £435 / night

1 / 37

Province of Florence / San Casciano in Val di Pesa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 60 km; Child friendly ; Pet friendly;
 …see more

from £31 / night

£214 / week

Book Book View

from £31 / night

(4) Excellent 

1 / 30

Province of Florence / San Casciano in Val di Pesa

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Nearest beach 65 km; Child friendly ; Car advised;
 …see more

from £87 / night

£479 - £1022 / week

Book Book View

from £87 / night

(1) Excellent 

1 / 32

Province of Florence / San Casciano in Val di Pesa

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car advised;
 …see more

from £218 / night

£1131 - £4348 / week

Book Book View

from £218 / night

(2) Excellent 

1 / 15

Chiantihouse "Il Poderino" - San Casciano in Val di Pesa apartment sleeps 4

Province of Florence / San Casciano in Val di Pesa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Not suitable for children; Car advised; No pets allowed;
Our lovely , nearly 1000 years old farmhouse is situated in the hills "CHIANTISHIRE" : olivetrees and vineyards , ca. 15 km south of Florence in direction Siena.The house has been completely restored. We offer the Apartment "Bougainville": ideal for  …see more

from £50 / night

£347 - £433 / week

Book Book View

from £50 / night

1 / 27

Castello Buondelmonti - San Casciano in Val di Pesa villa sleeps 15

Province of Florence / San Casciano in Val di Pesa

11 15 Min stay varies

  • 11 bedrooms
  • Sleeps 15
  • Min stay varies
Key info: Nearest beach 120 km; Swimming pool; Child friendly ;
In the heart of the Chianti region, 15 minutes drive from Florence, stands Castello Buondelmonti set on a hillside overlooking the valley of the river Pesa. This extraordinary example of Tuscan medieval castle was built, on the foundations of a Roman Settlement, in the  …see more

from £1131 / night

£6522 - £7740 / week

Enquire Enquire View

from £1131 / night

1 / 11

Borgo in Rosa - Unit 2 - San Casciano in Val di Pesa apartment sleeps 6

Province of Florence / San Casciano in Val di Pesa

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Child friendly ; Air conditioning;
This is the perfect starting point to explore Tuscany. Located in the heart of Chianti, Borgo in Rosa is just 20 minutes from Florence, 50 minutes from Siena, one hour from Lucca, and all of the beautiful hill towns of Chianti are within easy reach. The location couldn&  …see more

from £260 / night

£1818 - £2253 / week

Enquire Enquire View

from £260 / night

1 / 4

34476-Apartment Chianti - Montefiridolfi apartment sleeps 4

San Casciano in Val di Pesa / Montefiridolfi

1 4 7 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car not necessary;
The Fattoria, well furnished apartments and a relaxing informal garden is located where the vines of the vineyards grow closer together. The guests are free to use the beautiful swimming pool on the hill that separeted the counties of S.Casciano and Greve, while the vil  …see more

from £75 / night

£524 - £631 / week

Enquire Enquire View

from £75 / night

Top Destination reviews

Villa Sole in Chianti :D
Perfect place to stay

Everything was perfect - location, house, view and pool. House is exactly same like on pictures. Very nice garden with lot of places to take sunbed. Cozy terrace for dinner. Perfect pool for children - only 1,2 meters deep. Village with supermarket i … see more
Farmhouse in a traditional Tuscan country Villa
Bravissimo

My daughters and I went on the trip of a lifetime with dear friends to Tuscany. We had the great fortune to stay at the breathtaking Il Frantoio di Villa Caserotta. The villa was nothing short of spectacular. The property was beautifully landscaped, … see more
Honeymoon apartment in country villa
Holiday rental that ticked all the right boxes!

We chose Borgo Rosa for our long term stay in Italy, as it fitted all the criteria that were important to us., We planned to stay in Tuscany for 2 to 3months, so we were looking for accomodation that was reasonably priced, self contained and comforta … see more

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page