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Apartments in San Casciano in Val di Pesa and Villas – Holiday Lettings - Holiday Rentals San Casciano in Val di Pesa

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5,240 Holiday homes

Holiday villa rental

San Casciano in Val di Pesa villa

8 bedrooms • 10 bathrooms • sleeps 16

from £1,067 / night

£7,468 / week

1 / 45

San Casciano in Val di Pesa holiday villa rental

San Casciano in Val di Pesa villa

5 bedrooms • 5 bathrooms • sleeps 11

from £558 / night

£3,904 / week

1 / 15

Apartment rental in San Casciano in Val di Pesa

San Casciano in Val di Pesa apartment

1 bedroom • 1 bathroom • sleeps 5

from £166 / night

£683 / week

1 / 10

San Casciano in Val di Pesa holiday farmhouse rental

San Casciano in Val di Pesa farmhouse

2 bedrooms • 2 bathrooms • sleeps 5

“Our second two week stay, and we love it” This cottage has wonderful rural views yet is close to the local town and Florence. The owners are very helpful and never intrusive plus the cottage is immaculate. It has all you need from outdoor furniture, air conditioning,washing machine, satellite TV, internet and even a diswasher. We would have no hesitation in coming back for a third two week stay.

from £82 / night

£532 - £897 / week

1 / 34

Holiday b&b rental

San Casciano in Val di Pesa b&b

4 bedrooms • 1 bathroom • sleeps 3

from £74 / night

£513 / week

1 / 4

San Casciano in Val di Pesa holiday apartment rental

San Casciano in Val di Pesa apartment

13 bedrooms • 9 bathrooms • sleeps 27

from £634 / night

£3,901 / week

1 / 99

Holiday farmhouse with swimming pool, tennis court in San Casciano in Val di Pesa

San Casciano in Val di Pesa farmhouse

2 bedrooms • 1 bathroom • sleeps 6

from £84 / night

£586 - £935 / week

1 / 22

Holiday farmhouse with swimming pool in San Casciano in Val di Pesa

San Casciano in Val di Pesa farmhouse

4 bedrooms • 5 bathrooms • sleeps 8

from £328 / night

£2,297 / week

1 / 21

San Casciano in Val di Pesa holiday finca rental

San Casciano in Val di Pesa finca

1 bedroom • 1 bathroom • sleeps 4

from £64 / night

£401 / week

1 / 23

Holiday b&b with shared pool in San Casciano in Val di Pesa

San Casciano in Val di Pesa b&b

1 bedroom • 1 bathroom • sleeps 4

from £49 / night

£342 - £451 / week

1 / 13

Holiday apartment in San Casciano in Val di Pesa

San Casciano in Val di Pesa apartment

1 bedroom • 1 bathroom • sleeps 4

from £59 / night

£342 - £547 / week

1 / 29

Holiday townhouse with shared pool in Chiesanuova

Chiesanuova townhouse

1 bedroom • 1 bathroom • sleeps 3

from £74 / night

£537 / week

1 / 24

Villa rental in San Casciano in Val di Pesa with swimming pool

San Casciano in Val di Pesa villa

4 bedrooms • 4 bathrooms • sleeps 12

from £398 / night

£2,782 / week

1 / 23

Holiday apartment in San Casciano in Val di Pesa

San Casciano in Val di Pesa apartment

2 bedrooms • 2 bathrooms • sleeps 4

from £88 / night

£609 / week

1 / 10

Holiday apartment with shared pool in San Casciano in Val di Pesa

San Casciano in Val di Pesa apartment

2 bedrooms • 2 bathrooms • sleeps 4

from £78 / night

£547 / week

1 / 12

Holiday apartment in San Casciano in Val di Pesa

San Casciano in Val di Pesa apartment

1 bedroom • 1 bathroom • sleeps 3

from £59 / night

£391 / week

1 / 22

B&b rental in San Casciano in Val di Pesa

San Casciano in Val di Pesa b&b

8 bedrooms • 24 bathrooms • sleeps 16

from £98 / night

£684 / week

1 / 14

Holiday townhouse in San Casciano in Val di Pesa

San Casciano in Val di Pesa townhouse

1 bedroom • 2 bathrooms • sleeps 2

from £44 / night

£322 / week

1 / 17

Holiday home with swimming pool in San Casciano in Val di Pesa

San Casciano in Val di Pesa house

2 bedrooms • 1 bathroom • sleeps 4

from £118 / night

£824 - £1,162 / week

1 / 32

San Casciano in Val di Pesa holiday b&b rental

San Casciano in Val di Pesa b&b

9 bedrooms • 1 bathroom • sleeps 2

from £131 / night

£870 / week

1 / 9

Holiday farmhouse rental

San Casciano in Val di Pesa farmhouse

2 bedrooms • 2 bathrooms • sleeps 4

from £280 / night

£1,954 / week

1 / 19

San Casciano in Val di Pesa holiday villa rental

San Casciano in Val di Pesa villa

2 bedrooms • 1 bathroom • sleeps 5

from £63 / night

£440 / week

1 / 18

Holiday apartment rental

San Casciano in Val di Pesa apartment

1 bedroom • 1 bathroom • sleeps 2

from £54 / night

£352 / week

1 / 16

San Casciano in Val di Pesa holiday villa rental

San Casciano in Val di Pesa villa

2 bedrooms • 2 bathrooms • sleeps 4

from £371 / night

£2,594 / week

1 / 19

B&b rental in San Casciano in Val di Pesa

San Casciano in Val di Pesa b&b

1 bedroom • 1 bathroom • sleeps 2

from £78 / night

£542 / week

1 / 13

Holiday villa with shared pool in Mercatale di Val di Pesa

Mercatale di Val di Pesa villa

3 bedrooms • 2 bathrooms • sleeps 7

from £1,395 / night

£9,760 / week

1 / 20

San Casciano in Val di Pesa holiday villa accommodation

San Casciano in Val di Pesa villa

4 bedrooms • 2 bathrooms • sleeps 9

from £195 / night

£1,362 - £2,723 / week

1 / 56

Villa rental in San Casciano in Val di Pesa with swimming pool

San Casciano in Val di Pesa villa

4 bedrooms • 4 bathrooms • sleeps 12

from £183 / night

£1,279 - £2,217 / week

1 / 36

San Casciano in Val di Pesa holiday b&b rental

San Casciano in Val di Pesa b&b

1 bedroom • 1 bathroom • sleeps 2

from £87 / night

£561 / week

1 / 30

Campoli in Chianti holiday cottage rental

Campoli in Chianti cottage

3 bedrooms • 1 bathroom • sleeps 6

from £127 / night

£849 / week

1 / 57

Holiday villa with swimming pool in San Casciano in Val di Pesa

San Casciano in Val di Pesa villa

11 bedrooms • 10 bathrooms • sleeps 15

from £1,031 / night

£6,787 - £7,646 / week

1 / 27

Holiday b&b in San Casciano in Val di Pesa

San Casciano in Val di Pesa b&b

1 bedroom • 1 bathroom • sleeps 2

from £88 / night

£566 / week

1 / 31

Holiday b&b in San Casciano in Val di Pesa

San Casciano in Val di Pesa b&b

1 bedroom • 1 bathroom • sleeps 2

from £88 / night

£566 / week

1 / 32

Holiday apartment with shared pool in San Casciano in Val di Pesa

San Casciano in Val di Pesa apartment

2 bedrooms • 2 bathrooms • sleeps 5

from £98 / night

£664 - £801 / week

1 / 29

San Casciano in Val di Pesa holiday farmhouse rental

San Casciano in Val di Pesa farmhouse

3 bedrooms • 3 bathrooms • sleeps 6

from £288 / night

£2,016 / week

1 / 23

Holiday apartment with shared pool in Mercatale di Val di Pesa

Mercatale di Val di Pesa apartment

2 bedrooms • 2 bathrooms • sleeps 6

from £1,395 / night

£9,760 / week

1 / 19

Holiday tower rental

San Casciano in Val di Pesa tower

1 bedroom • 2 bathrooms • sleeps 3

from £88 / night

£537 / week

1 / 16

Holiday home accommodation

San Casciano in Val di Pesa house

2 bedrooms • 2 bathrooms • sleeps 6

from £98 / night

£634 / week

1 / 12

Holiday villa with shared pool in Mercatale di Val di Pesa

Mercatale di Val di Pesa villa

5 bedrooms • 4 bathrooms • sleeps 10

from £1,395 / night

£9,760 / week

1 / 20

Villa rental in San Casciano in Val di Pesa with swimming pool

San Casciano in Val di Pesa villa

6 bedrooms • 8 bathrooms • sleeps 22

from £586 / night

£6,827 - £9,558 / week

1 / 25

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Top Destination reviews

Il Portico, XV century Villa, near Florence with view on the vineyards with pool
A beautiful haven

Villa il Portico, a.k.a. Montepaldi a.k.a.Fume - whichever is the proper name - was a slice of paradise and a welcome haven during some unexpected vacation crises. I traveled to Tuscany with extended family, 10 people, and we were all stunned by how beautiful the property is. When we arrived we couldn't believe how much more amazing it is; photos cannot do it justice. The beautiful views will stay with you forever. The location is really great - you feel away from everything but a grocery store with everything you could need is only a 5 minute drive away and Florence is only a 20 to 30 minute drive or bus ride. My family did experience a bit of trauma on our trip; no fault of the Villa - my 80 year old father had a bad fall while sightseeing and ended up in the hospital for two days - Manola, Loredana and Lupo were all so gracious, caring and helpful. Luckily, my Dad seems to have recovered fully and we have beautiful memories of our stay at the villa. We hope to return again sometime.see more
Chianti Vineyard Hilltop Bed & Breakfast - Neri Room
A SPECIAL PLACE TO STAY, UNIC ATMOSPHERE, GREAT FOOD, WARM WELCOME

The owner always welcoming us with a glas of wine! And offering help to indicate us new places to visitr, far from turistic routes. She provides delicious meals on request, served in the garden tables. Wonderfull breackfast! home cakes and bread....and cosy &magic atmosphere. … see more
Delicious country house
Relaxing, Welcoming, Wonderful place to stay.

We stayed in the apartment in June this year and would definitely return again. Upon arrival we were greeted warmly with a welcome pack of delicious cake, wine, fruit etc. The apartment was a good size and the bedroom was beautiful. Throughout our stay we had the windows opened and had the beautiful smell of jasmine throughout the room. The views were spectacular and we throughly enjoyed every minute of our stay. The location was excellent to get to all the points of interest in Tuscany and we were kindly provided with details of where to park etc upon visiting the major cities. We had an amazing time and cannot wait to return in the future.see more
Atelier 1
What a beautiful place to spend our holiday

Our apartment was situated on a large estate Villa Licia with beautiful classic gardens. We really enjoyed the spacious house, everything was taken well care of with perfect furniture and 100% cleanliness. Was near Florence and Siena so we had all chance to see the treasures. We come back for sure … 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 comfortable, with mod cons such as washing machine and dryer, air conditions and heating, a functional kitchen, pleasant surrounds and a swimming pool to cool off in during hot August days. We also wanted to be within reasonable driving distance from all the towns and villages that we wanted to visit. We also wanted to be able to walk to a nearby village for coffee ( very important ) and to be able to shop for staples, without necessarily having to drive. Borgo Rosa is situated in Chianti, near San Casciano in Val di Pesa, and Mercatale was our nearest village. We were a 5 minute drive from the autostrada between Siena and Florence. Less than half an hour from Florence and 45 minutes from Siena. Perfect! We stayed initially in Suite 3, a one bedroom appartment, and later in the season moved to Suite 4, with two bedrooms. Both were perfect for our needs, tastefully decorated and most comfortable. Each had, like all the other suites, a private garden area and/or terrace which we could use for outdoor eating, and were within the larger property of olive groves, with pool and a BBQ! Very important for Aussies! Our fellow guests were charming, some with families and some gravelling in groups, of diverse origins, which made life interesting. Our host, Andrea was perfectly delightful. He was full of information re local places, events and most importantly, eating places, and was happy to drive us to where we wanted to go until we organised a car. He went out of his way to give help when needed, and we would look forward to hearing his morning " hello" when checking on us. My one and only complaint would be that Andrea was keen to practise his English, when I was keen to practise my Italian! Having grown up and lived in Floorence, meant that he was full of inside information from where to park, how to avoid limited traffic zones and restaurants frequented by locals, with wonderful food. We ended by becoming very good friends and we wouldn't hesitate to return should we be lucky enough to do so.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, the apartment well appointed with every amenity, and we were minutes from Florence, the farmers market, the coop (grocery store) and the train station. The pool was a highlight, as well as the outdoor bbq and patio dining area. We often prepared meals in the kitchen which had every item you could possibly need. Andrea and Claudia, the property owners, were wonderful hosts and so attentive and gracious in helping us plan our day trips and restaurant choices. We haven't stopped talking about the villa since we've returned, and hope to return soon.see more

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