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Apartments in Castel San Gimignano and Farmhouses – Holiday Lettings - Holiday Rentals Castel San Gimignano

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10 Holiday homes

Holiday apartment with swimming pool, golf nearby in Castel San Gimignano

Castel San Gimignano apartment

  • 10 bedrooms
  • 12 bathrooms
  • sleeps 22

from £902 / night

£6,274 / week

1 / 19

Holiday cottage in Castel San Gimignano

Castel San Gimignano cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £108 / night

£755 / week

1 / 28

Farmhouse rental in Castel San Gimignano with shared pool, golf nearby

Castel San Gimignano farmhouse

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

from £294 / night

£2,059 / week

1 / 80

Holiday b&b in Castel San Gimignano

Castel San Gimignano b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £89 / night

£618 / week

1 / 78

Farmhouse rental in Castel San Gimignano with shared pool, golf nearby

Castel San Gimignano farmhouse

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

from £294 / night

£2,059 / week

1 / 57

Farmhouse rental in Castel San Gimignano with shared pool

Castel San Gimignano farmhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from £294 / night

£2,059 / week

1 / 39

Castel San Gimignano holiday apartment rental

Castel San Gimignano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £147 / night

£638 - £932 / week

1 / 66

Castel San Gimignano holiday apartment rental

Castel San Gimignano apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from £147 / night

£638 - £883 / week

1 / 75

Castel San Gimignano holiday apartment rental

Castel San Gimignano apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £147 / night

£638 - £932 / week

1 / 88

Farmhouse rental in Castel San Gimignano with swimming pool

Castel San Gimignano farmhouse

  • 12 bedrooms
  • 12 bathrooms
  • sleeps 40

from £2,445 / night

£9,780 / week

1 / 51

Great rentals within 20 miles that match your search

Holiday home with shared pool in Palagio

Palagio house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £121 / night

£838 - £1,350 / week

1 / 23

Volterra holiday villa rental

Volterra villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from £281 / night

£2,107 / week

1 / 24

Holiday apartment in Montaione

Montaione apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £93 / night

£651 / week

1 / 13

Holiday apartment in Siena

Siena apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £167 / night

£1,125 / week

1 / 17

Apartment letting in Castellina In Chianti

Castellina In Chianti apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £460 / night

£2,739 / week

1 / 14

Holiday apartment rental

Greve in Chianti apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £79 / night

£548 / week

1 / 13

Guardistallo holiday villa rental

Guardistallo villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 20

from £853 / night

£5,966 - £8,802 / week

1 / 39

Holiday private room in Barberino Tavarnelle

Barberino Tavarnelle private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £74 / night

£514 / week

1 / 4

Villa rental in Mercatale di Val di Pesa

Mercatale di Val di Pesa villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from £1,956 / night

£13,691 / week

1 / 4

Sasso Pisano holiday villa rental

Sasso Pisano villa

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 10

from £698 / night

£4,881 / week

1 / 59

San Gervasio holiday apartment rental

San Gervasio apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

from £64 / night

£587 / week

1 / 48

Montaione holiday apartment rental

Montaione apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £191 / night

£2,294 / week

1 / 16

Private room rental in Barberino Tavarnelle

Barberino Tavarnelle private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £74 / night

£514 / week

1 / 6

Chianni holiday villa rental

Chianni villa

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

from £186 / night

£1,272 / week

1 / 55

Volterra holiday apartment let

Volterra apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £196 / night

£1,369 / week

1 / 18

Holiday condo rental

Castellina In Chianti condo

  • 9 bedrooms
  • 8 bathrooms
  • sleeps 24

from £147 / night

£978 / week

1 / 27

Villa rental in Greve in Chianti with shared pool

Greve in Chianti villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £465 / night

£3,252 / week

1 / 38

Holiday home in Panzano in Chianti

Panzano in Chianti house

  • 15 bedrooms
  • 16 bathrooms
  • sleeps 30

from £2,516 / night

£17,607 / week

1 / 21

Holiday villa rental

Castellina In Chianti villa

  • 9 bedrooms
  • 11 bathrooms
  • sleeps 18

from £2,048 / night

£13,034 / week

1 / 10

Pancole holiday farmhouse rental

Pancole farmhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £163 / night

£1,137 / week

1 / 25

Holiday apartment with shared pool in Castelfiorentino

Castelfiorentino apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £147 / night

£783 / week

1 / 5

Siena holiday home rental

Siena house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £98 / night

£685 / week

1 / 4

Holiday home in Chiusdino

Chiusdino house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £74 / night

£489 / week

1 / 12

Holiday villa with shared pool in Mensanello

Mensanello villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £100 / night

£700 - £1,119 / week

1 / 21

Lajatico holiday villa rental

Lajatico villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £245 / night

£1,712 / week

1 / 46

San Casciano in Val di Pesa holiday farmhouse rental

San Casciano in Val di Pesa farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £98 / night

£685 / week

1 / 12

Holiday villa with swimming pool in Trecento

Trecento villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

from £783 / night

£3,912 / week

1 / 45

Holiday villa with swimming pool in Montaperti

Montaperti villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £214 / night

£1,497 - £2,285 / week

1 / 30

Holiday farmhouse in Siena

Siena farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £205 / night

£1,431 / week

1 / 43

Holiday farmhouse with shared pool in Fioraie

Fioraie farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £120 / night

£834 - £1,389 / week

1 / 27

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Top Destination reviews

Casa Gelsomino, ground floor, 2 bedrooms, private garden and shared pool
Great apartment. Fantastic Tuscan hospitality.

My wife and I chose Casa Gelsomino because we were travelling with our 18-month old daughter and wanted to be in a location with amenities within walking distance. The hamlet of Castel San Gimignano itself is a sleepy one but offers a great little convenience store (run by twin sisters) just across the road from the apartment, a nice bar (opposite) and a lovely restaurant offering a variety of Tuscan/Italian cuisine. As for the apartment, located on the ground floor (we were able to park our car directly outside the front door) with a spacious lounge diner and a compact but well-equipped kitchen neatly tucked away behind double sliding doors. Beyond that, a utility room with a washing machine, a decent family bathroom (shower cubicle but no bathtub) and two bedrooms; one with a king size bed the other with a day bed that converts into two singles or a double. We used this room for our daughter and Carlo (owner) provided a travel cot and bedding as well as a highchair. Free wifi was provided also offering speeds of around 12Mbps download and around 1 Mbps upload. Not bad considering it's in such a rural setting. By far the biggest positive for us was the outdoor space. Beautifully manicured lawns and flowerbeds leading down to the private pool and then the olive groves and cherry orchards beyond, all expertly and meticulously tended to by Carlo's mother Anna and father Renzo. It has to be said at this point that these lovely people were so warm and friendly and couldn't do enough to make our stay as comfortable and relaxing as possible. Anna even went as far as picking fresh herbs for me to use in my ragu and Renzo picked a load of cherries for us also. Whilst the pool was spotlessly clean (maintained by Carlo daily) it isn't heated, and whilst it was bearable for us adults, it was a little too cold for our daughter despite the ambient temperature being in the mid-30's centigrade. Plenty of sun loungers and the views across the valley are spectacular, particularly at sundown enjoying a glass or two of Chianti. All in all, we had a most enjoyable week here whilst exploring the surrounding areas including Siena, San Gimignano and Volterra to name a few. A car is recommended if staying for longer than a few days. One recommendation I would make, is for a welcome pack to be offered (even at a small charge) including basic sundries like salt, pepper, sugar, olive oil, milk etc. as the last thing you want to do after a long journey is then thinking about going to the supermarket, especially with a toddler :-) In summary, the apartment was great but the hospitality was superb! Tantissimi grazie Carlo, Emanuela, Anna e Renzo!see more
Casa Verbena, 3 bedrooms apartment, first floor, terrace
Perfect location with delightful owners

This is such a beautiful spot and ideal for exploring as very close to everything we wanted to see: Siena, San Gimignano, Volterra and many other less well known medieval towns and villages. The pool has a stunning view and is a perfect place to sunbathe, relax and read as well as cool off after a day's sightseeing. The owners couldn't have been more welcoming and their parents, who live on site, are completely charming. They brought us plums from their orchard and tried to help with our hopeless Italian. The only thing we missed in our upstairs, sleeps 6, appt was the opportunity to eat outside. To be fair, there is an outside eating area by the pool which we were told we could use but we felt uncomfortable about this as it belonged to the owners parents. That, however, is probably the fault of our own English reserve but it is the reason why I have given this a rating of 'Very Good' rather than 'Excellent'. The appartment was very comfortable, the location ideal for exploring and the owners completely charming and helpful.see more

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