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

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San Casciano in Val di Pesa

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7,958 Holiday homes

(4) Excellent 

45

Holiday villa rental

Province of Florence / San Casciano in Val di Pesa

8 16 1 night min

  • 8 bedrooms
  • Sleeps 16
  • 1 night min
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly

from £1,261 / night

£8,850 - £10,531 / week

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from £1,261 / night

(3) Very Good 

23

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 £71 / night

£496 - £797 / week

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from £71 / night

(1) 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 £111 / night

£664 - £841 / week

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from £111 / night

11

Apartment rental in San Casciano in Val di Pesa with shared pool

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
  • Private garden

from £108 / night

£753 - £938 / week

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from £108 / 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
“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 an
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from £53 / night

£354 / week

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from £53 / night

(1) Excellent 

29

San Casciano in Val di Pesa holiday villa rental

Province of Florence / San Casciano in Val di Pesa

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

from £266 / night

£1,770 - £3,098 / week

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Responds fast!
avg. 2 hours 42 minutes

from £266 / night

(1) Very Good 

111

Apartment rental in Campoli in Chianti with swimming pool

San Casciano in Val di Pesa / Campoli in Chianti

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly

from £151 / night

£974 - £1,523 / week

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from £151 / night

(3) 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 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £76 / night

£527 - £841 / week

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from £76 / 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 £71 / night

£496 / week

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from £71 / 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 £79 / night

£549 / week

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from £79 / night

20

San Casciano in Val di Pesa holiday farmhouse rental

Province of Florence / San Casciano in Val di Pesa

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £55 / night

£384 - £638 / week

Enquire View

from £55 / 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 £76 / night

£496 - £682 / week

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from £76 / 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 £1,018 / night

£6,992 - £10,399 / week

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Responds fast!
avg. 2 hours 40 minutes

from £1,018 / night

(3) Excellent 

15

San Casciano in Val di Pesa holiday apartment rental

Province of Florence / San Casciano in Val di Pesa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 90 km
  • Private garden

from £51 / night

£354 - £403 / week

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from £51 / 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 £58 / night

£363 / week

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from £58 / night

27

Holiday b&b 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
  • Pet friendly

from £62 / night

£412 / week

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from £62 / 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
“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
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from £76 / night

£496 / week

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from £76 / 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 £67 / night

£465 / week

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from £67 / night

(30) 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
“Villa and location perfect for our needs.” We were looking for accommodation that had a peaceful outlook but easy access to amenities and travel - this was perfect! The house is extremely well equiped and comfortable and the view over the Tuscan cou
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from £78 / night

£496 - £839 / week

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Responds fast!
avg. 1 hour 42 minutes

from £78 / 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 £62 / night

£354 / week

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from £62 / night

28

Holiday home in San Casciano in Val di Pesa

Province of Florence / San Casciano in Val di Pesa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

from £63 / night

£443 - £884 / week

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from £63 / night

(6) Excellent 

30

Holiday home rental

Province of Florence / San Casciano in Val di Pesa

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 65 km
  • Child friendly
  • Pet friendly

from £71 / night

£487 - £1,023 / week

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from £71 / night

15

Mercatale di Val di Pesa holiday farmhouse rental

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

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £77 / night

£448 - £810 / week

Enquire View

from £77 / night

24

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

Province of Florence / San Casciano in Val di Pesa

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £85 / night

£597 - £1,254 / week

Enquire View

from £85 / night

(5) Very Good 

14

Montefiridolfi holiday home rental

San Casciano in Val di Pesa / Montefiridolfi

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Private garden

from £45 / night

£275 - £461 / week

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from £45 / 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 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £230 / night

£1,461 - £2,523 / week

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from £230 / 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 £57 / night

£399 / week

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from £57 / 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 £67 / night

£487 / week

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Responds fast!
avg. 3 hours 29 minutes

from £67 / 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 £199 / night

£1,387 - £1,568 / week

Enquire View

from £199 / 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 £119 / night

£789 / week

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from £119 / night

24

Holiday home rental

Province of Florence / San Casciano in Val di Pesa

8 14 7 nights min

  • 8 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £633 / night

£4,425 - £6,009 / week

Enquire View

from £633 / 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 £80 / night

£443 - £620 / week

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from £80 / night

19

San Casciano in Val di Pesa holiday villa rental

Province of Florence / San Casciano in Val di Pesa

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £337 / night

£2,354 / week

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from £337 / night

19

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

Province of Florence / San Casciano in Val di Pesa

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £986 / night

£6,903 - £10,443 / week

Enquire View

from £986 / 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

£310 / week

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from £45 / night

24

Holiday apartment in San Casciano in Val di Pesa

Province of Florence / San Casciano in Val di Pesa

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly

from £62 / night

£354 / week

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from £62 / 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 £190 / night

£1,328 - £2,301 / week

Enquire View

from £190 / night

15

San Casciano in Val di Pesa holiday home accommodation

Province of Florence / San Casciano in Val di Pesa

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £260 / night

£1,815 - £2,301 / week

Enquire View

from £260 / night

16

Holiday tower rental

Province of Florence / San Casciano in Val di Pesa

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Nearest beach 100 km
  • Child friendly
  • Private garden

from £80 / night

£487 / week

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from £80 / night

(4) Excellent 

51

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 £98 / night

£620 - £1,151 / week

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from £98 / night

Top Destination reviews

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
Ahhhh Tuscany...Better than we ever imagined...

This villa was paradise. We were here with a large group, and as with any large group it is hard to please everyone but undoubtedly all in our party were in full agreement that this spot was incomparable. It was typically Italian. The views were magnificent and the villa itself was gorgeous. Each apartment had every amenity and was clean and decorated beautifully. Every detail was thought through to perfection. The meals were spectacular. Swimming in the pool surrounded by the grandeur of nature and loveliness of the villa was like a dream. Perhaps the best part was the kindness and charm of our most gracious hosts, Claudia and Andrea. I not only want to go back...I want to live there!see more
Rosemary: typical house in Chianti
Wonderful holiday

Excellent position and surroundings . Well fitted apartment in good quality . All served by super host Claudio . We will come again .. … see more