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

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9,186 Holiday homes

(4) Excellent 

45

Holiday villa rental

Province of Florence / San Casciano in Val di Pesa

8 16 min stay varies

  • 8 bedrooms
  • sleeps 16
  • min stay varies
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly

from £1,284 / night

£8,984 / week

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from £1,284 / night

17

Campoli in Chianti holiday apartment rental

San Casciano in Val di Pesa / Campoli in Chianti

1 3 3 nights min

  • 1 bedroom
  • sleeps 3
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £81 / night

£447 / week

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from £81 / night

(3) Excellent 

15

San Casciano in Val di Pesa holiday villa rental

Province of Florence / San Casciano in Val di Pesa

5 11 7 nights min

  • 5 bedrooms
  • sleeps 11
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £515 / night

£3,603 / week

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from £515 / night

(2) Excellent 

21

Apartment rental in Campoli in Chianti with shared pool

San Casciano in Val di Pesa / Campoli in Chianti

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £113 / night

£676 / week

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from £113 / night

(32) Excellent 

25

San Casciano in Val di Pesa holiday farmhouse rental

Province of Florence / San Casciano in Val di Pesa

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Nearest beach 83 km
  • Suitable for children age 5+
  • Car not necessary

from £70 / night

£436 - £845 / week

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Responds fast!
avg. 1 hour 32 minutes

from £70 / night

13

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

Province of Florence / San Casciano in Val di Pesa

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly

from £45 / night

£316 - £416 / week

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from £45 / night

10

Apartment rental in San Casciano in Val di Pesa

Province of Florence / San Casciano in Val di Pesa

1 5 1 night min

  • 1 bedroom
  • sleeps 5
  • 1 night min
  • Child friendly
  • Air conditioning

from £90 / night

£163 / week

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from £90 / night

(1) Excellent 

32

Holiday apartment in San Casciano in Val di Pesa

Province of Florence / San Casciano in Val di Pesa

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning

from £77 / night

£505 - £694 / week

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from £77 / night

4

Holiday b&b rental

Province of Florence / San Casciano in Val di Pesa

4 3 1 night min

  • 4 bedrooms
  • sleeps 3
  • 1 night min
  • Nearest beach 110 km
  • Child friendly
  • Private garden

from £68 / night

£473 / week

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from £68 / night

21

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

Province of Florence / San Casciano in Val di Pesa

4 8 4 nights min

  • 4 bedrooms
  • sleeps 8
  • 4 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

from £303 / night

£2,120 / week

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from £303 / night

12

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

Province of Florence / San Casciano in Val di Pesa

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £72 / night

£505 / week

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from £72 / night

(3) Very Good 

24

Holiday townhouse with shared pool in Chiesanuova

San Casciano in Val di Pesa / Chiesanuova

1 3 3 nights min

  • 1 bedroom
  • sleeps 3
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £68 / night

£496 / week

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from £68 / night

(1) Very Good 

23

San Casciano in Val di Pesa holiday finca rental

Province of Florence / San Casciano in Val di Pesa

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Child friendly
  • Ask about pets

from £59 / night

£370 / week

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from £59 / night

26

Holiday villa accommodation

Province of Florence / San Casciano in Val di Pesa

11 26 min stay varies

  • 11 bedrooms
  • sleeps 26
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £994 / night

£6,688 - £8,089 / week

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from £994 / night

99

San Casciano in Val di Pesa holiday apartment rental

Province of Florence / San Casciano in Val di Pesa

13 27 3 nights min

  • 13 bedrooms
  • sleeps 27
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £451 / night

£2,252 - £4,413 / week

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from £451 / night

24

Holiday apartment with swimming pool in Montefiridolfi

San Casciano in Val di Pesa / Montefiridolfi

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly

from £202 / night

£1,412 - £1,560 / week

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from £202 / night

(2) Excellent 

24

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

Province of Florence / San Casciano in Val di Pesa

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

from £99 / night

£757 - £1,050 / week

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Responds fast!
avg. 2 hours 49 minutes

from £99 / night

(2) Very Good 

29

San Casciano in Val di Pesa holiday villa rental

Province of Florence / San Casciano in Val di Pesa

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £226 / night

£1,351 - £1,667 / week

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Responds fast!
avg. 2 hours 53 minutes

from £226 / night

29

Holiday apartment in San Casciano in Val di Pesa

Province of Florence / San Casciano in Val di Pesa

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Child friendly

from £54 / night

£313 - £501 / week

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from £54 / night

14

B&b rental in San Casciano in Val di Pesa

Province of Florence / San Casciano in Val di Pesa

8 16 1 night min

  • 8 bedrooms
  • sleeps 16
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £68 / night

£473 / week

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from £68 / night

(4) Excellent 

15

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

Province of Florence / San Casciano in Val di Pesa

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £77 / night

£536 / week

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Responds fast!
avg. 3 hours 15 minutes

from £77 / night

18

San Casciano in Val di Pesa holiday villa rental

Province of Florence / San Casciano in Val di Pesa

2 5 7 nights min

  • 2 bedrooms
  • sleeps 5
  • 7 nights min
  • Nearest beach 100 km
  • Child friendly
  • Air conditioning

from £58 / night

£403 / week

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from £58 / night

(1) Very Good 

21

Townhouse rental in Chiesanuova with shared pool

San Casciano in Val di Pesa / Chiesanuova

1 3 2 nights min

  • 1 bedroom
  • sleeps 3
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £63 / night

£361 / week

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from £63 / night

(1) Very Good 

16

Holiday apartment rental

Province of Florence / San Casciano in Val di Pesa

1 2 4 nights min

  • 1 bedroom
  • sleeps 2
  • 4 nights min
  • Nearest beach 100 km
  • Child friendly
  • Air conditioning

from £50 / night

£325 / week

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from £50 / night

(2) Very Good 

10

Holiday apartment in San Casciano in Val di Pesa

Province of Florence / San Casciano in Val di Pesa

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
  • Ask about pets

from £81 / night

£559 / week

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from £81 / night

(4) Excellent 

22

Holiday apartment in San Casciano in Val di Pesa

Province of Florence / San Casciano in Val di Pesa

1 3 4 nights min

  • 1 bedroom
  • sleeps 3
  • 4 nights min
  • Child friendly
  • Air conditioning
  • Private garden

from £54 / night

£361 / week

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from £54 / night

83

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

Province of Florence / San Casciano in Val di Pesa

4 12 7 nights min

  • 4 bedrooms
  • sleeps 12
  • 7 nights min
  • Nearest beach 115 km
  • Swimming pool
  • Child friendly

from £193 / night

£1,351 - £2,342 / week

Enquire View

from £193 / night

13

B&b rental in San Casciano in Val di Pesa

Province of Florence / San Casciano in Val di Pesa

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Nearest beach 90 km
  • Child friendly
  • Pet friendly

from £72 / night

£500 / week

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from £72 / night

(4) Excellent 

42

San Casciano in Val di Pesa holiday finca accommodation

Province of Florence / San Casciano in Val di Pesa

4 6 min stay varies

  • 4 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly

from £126 / night

£811 - £1,441 / week

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from £126 / night

(2) Excellent 

23

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

Province of Florence / San Casciano in Val di Pesa

4 12 7 nights min

  • 4 bedrooms
  • sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £367 / night

£2,567 / week

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from £367 / night

9

San Casciano in Val di Pesa holiday b&b rental

Province of Florence / San Casciano in Val di Pesa

9 2 1 night min

  • 9 bedrooms
  • sleeps 2
  • 1 night min
  • Swimming pool
  • Air conditioning
  • Ask about pets

from £121 / night

£803 / week

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from £121 / night

(1) Excellent 

57

Campoli in Chianti holiday cottage rental

San Casciano in Val di Pesa / Campoli in Chianti

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Nearest beach 120 km
  • Child friendly
  • Ask about pets

from £117 / night

£784 / week

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from £117 / night

(1) Very Good 

32

Holiday apartment in San Casciano in Val di Pesa

Province of Florence / San Casciano in Val di Pesa

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning

from £77 / night

£536 - £694 / week

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from £77 / night

17

Holiday townhouse in San Casciano in Val di Pesa

Province of Florence / San Casciano in Val di Pesa

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Air conditioning
  • Pet friendly
  • Private garden

from £41 / night

£295 / week

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from £41 / night

25

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

Province of Florence / San Casciano in Val di Pesa

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £108 / night

£751 - £939 / week

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from £108 / night

(3) Excellent 

19

Holiday farmhouse rental

Province of Florence / San Casciano in Val di Pesa

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £258 / night

£1,546 - £1,803 / week

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Responds fast!
avg. 1 hour 35 minutes

from £258 / night

(4) Excellent 

15

San Casciano in Val di Pesa holiday b&b rental

Province of Florence / San Casciano in Val di Pesa

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Suitable for children age 5+
  • Ask about pets
  • Private garden

from £77 / night

£505 / week

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from £77 / night

(17) Excellent 

21

Holiday b&b in San Casciano in Val di Pesa

Province of Florence / San Casciano in Val di Pesa

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Suitable for children age 5+
  • Ask about pets
  • Private garden

from £76 / night

£501 / week

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from £76 / night

(2) Excellent 

19

Holiday apartment with shared pool in Mercatale di Val di Pesa

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

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £1,287 / night

£9,007 / week

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from £1,287 / night

(3) Very Good 

29

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

Province of Florence / San Casciano in Val di Pesa

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

from £63 / night

£505 - £784 / week

Book View

from £63 / night

Top Destination reviews

Tenuta Villa Barberino Apartment The Campolino She
Fantastic Villa with amazing views!

We stayed at this villa with our teenage children and we all loved the tranquil setting on this working vineyard. The views are amazing and the house stylishly decorated. The aircon in both bedrooms was really welcome and the Wifi is useful. Antonio's communication was excellent and he is on hand if needed during your stay but very much in the background, a perfect mix. You are assigned your own private cabana within the garden with a stunning view and comfortable loungers, dining table and chairs under a permanent shade. This was really private and well thought out and thoroughly relaxing. We had access to the pool, which although shared with the other apartment and villa was never crowded. I cannot recommend this place highly enough for a relaxing holiday - away from it all and yet within close driving distance from Florence and Sienna and charming towns and pretty villages. Many thanks for such a great stay!see more
Villa Il Portico
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
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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