The 10 best holiday rentals in San Casciano in Val di Pesa, Italy | Booking.com
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Holiday Rentals in San Casciano in Val di Pesa

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Find the right holiday rental for you in San Casciano in Val di Pesa

The best holiday rentals in San Casciano in Val di Pesa

Check out our pick of great holiday rentals in San Casciano in Val di Pesa

Most booked holiday rentals in San Casciano in Val di Pesa and surroundings in the past month

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These holiday rentals in San Casciano in Val di Pesa and nearby have options with free cancellation

  • Scored out of 10, guest rating 7.4
    Good - What previous guests thought, 6 reviews

    Situated in San Casciano in Val di Pesa, in a historic building, 19 km from Piazzale Michelangelo, la Torretta di Villa Borri Chianti Classico is an apartment with pool with a view and open-air bath.

  • La casina al Bargino

    Bargino
    Free cancellation options available
    Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 80 reviews

    Boasting air-conditioned accommodation with a patio, La casina al Bargino is set in Bargino. This property offers access to a balcony, free private parking and free WiFi.

    From US$146.42 per night
  • Rocca Palazzaccio

    Impruneta
    Free cancellation options available
    Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 351 reviews

    Set in Impruneta, Rocca Palazzaccio offers a seasonal outdoor swimming pool and free WiFi.

    From US$199.26 per night
  • Riccimballa Luxury House

    Impruneta
    Free cancellation options available
    Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 73 reviews

    Featuring garden views, Riccimballa Luxury House features accommodation with patio, around 13 km from Piazza Matteotti. This property offers access to a balcony, free private parking and free WiFi.

  • The Flat 233

    Tavarnuzze
    Free cancellation options available
    Scored out of 10, guest rating 8.1
    Very good - What previous guests thought, 45 reviews

    Situated in Tavarnuzze and only 9.4 km from Piazzale Michelangelo, The Flat 233 features accommodation with garden views, free WiFi and free private parking.

    From US$230.76 per night
  • Residence B&B il Connubio

    Impruneta
    Free cancellation options available
    Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 183 reviews

    Set in Impruneta, 13 km from Piazzale Michelangelo, Residence B&B il Connubio offers recently renovated accommodation with free WiFi and a garden.

    From US$134.71 per night
  • Casa Rossa

    Polvereto
    Free cancellation options available
    Scored out of 10, guest rating 8.1
    Very good - What previous guests thought, 37 reviews

    Boasting garden views, Casa Rossa provides accommodation with a garden and a balcony, around 30 km from Piazzale Michelangelo. Guests can benefit from a terrace and an outdoor fireplace.

    From US$236.61 per night
  • Il Capriolino

    Tavarnuzze
    Free cancellation options available
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 25 reviews

    Located in Tavarnuzze, 11 km from Piazzale Michelangelo and 11 km from Pitti Palace, Il Capriolino provides air-conditioned accommodation with a balcony and free WiFi.

    From US$142.90 per night

Highly rated holiday rentals in San Casciano in Val di Pesa and nearby

  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 216 reviews

    Casa Vacanze Rondini Blu is situated in Montespertoli and has a pool with a view and pool views. Boasting full-day security, this property also provides guests with a sun terrace.

    From US$127.68 per night
  • Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 11 reviews

    Featuring pool with a view and views of garden, Podere Le Rondini is a farm stay situated in a historic building in Montespertoli, 26 km from Piazzale Michelangelo.

    From US$327.98 per night
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 631 reviews

    From its wonderful hilltop position, Residenza Il Colle is a beautiful Tuscan country house offering peaceful accommodation with splendid views of the valleys of Chianti.

    From US$186.24 per night
  • Il Poggio B&B

    Ginestra
    8.0+ review score
    Scored out of 10, guest rating 8.3
    Very good - What previous guests thought, 318 reviews

    Set in Ginestra and only 19 km from Santa Maria Novella, Il Poggio B&B offers accommodation with mountain views, free WiFi and free private parking.

    From US$122.99 per night
  • Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 764 reviews

    This farmhouse is set among vineyards and olive trees just outside of Impruneta city centre. It offers 2 outdoor pools, an outdoor jacuzzi and views of the Tuscan hills.

    From US$258.45 per night
  • Scored out of 10, guest rating 8.2
    Very good - What previous guests thought, 3,866 reviews

    Set in the countryside 6 km south of Florence, hu Firenze Certosa camping in town offers a restaurant and a summer outdoor pool. Impruneta is a 10-minute drive away.

    From US$62.97 per night
  • Al Canaiolo

    Strada
    8.0+ review score
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 64 reviews

    Located just 13 km from Piazza Matteotti, Al Canaiolo provides accommodation in Strada with access to an open-air bath, a garden, as well as room service.

    From US$132.14 per night
  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 1,027 reviews

    Offering free WiFi throughout the property, air-conditioned rooms with Tuscan-style décor and a panoramic swimming pool overlooking 3 castles, Le Mandrie di Ripalta is located 3 km from Montespertoli,...

    From US$283.58 per night

Enjoy breakfast in San Casciano in Val di Pesa and nearby

  • Casa Maria

    Galluzzo
    Breakfast options
    Scored out of 10, guest rating 7.5
    Good - What previous guests thought, 32 reviews

    Casa Maria is located in Galluzzo, 7 km from Pitti Palace, 7.5 km from Strozzi Palace, and 7.5 km from Santa Maria Novella.

    From US$181.56 per night
  • Scored out of 10, guest rating 7.9
    Good - What previous guests thought, 1,351 reviews

    Set on a panoramic hill 7 km from the historic centre of Florence, Fattoria Il Milione offers self-catering studios and apartments with air conditioning and free WiFi.

    From US$157.08 per night
  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 1,131 reviews

    I Parigi Corbinelli is surrounded by the pleasant hills at the gates of Florence. Nearby free parking and a bus stop make it ideal to visit the city.

    From US$155.79 per night
  • Casa di Palaia

    Strada
    Breakfast options
    Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 193 reviews

    Offering a garden and pool view, Casa di Palaia is situated in Strada, 10 km from Piazza Matteotti and 20 km from Ponte Vecchio.

    From US$140.56 per night
  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 406 reviews

    Castello Vicchiomaggio is a historic castle dating back to the 1400s. Just outside Greve, it produces and sells its own Chianti wine.

    From US$249.20 per night
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 396 reviews

    Just 3 km from the historical centre of Florence, Marignolle Relais & Charme features an outdoor swimming pool and a hot tub. It offers picturesque rooms and free parking.

    From US$392.99 per night
  • Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 116 reviews

    Offering a garden and garden view, Podere Sanripoli is located in Montespertoli, 30 km from Santa Maria Novella and 30 km from Pitti Palace.

    From US$144.37 per night
  • Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 76 reviews

    Casamachiavelli is set in San Casciano in Val di Pesa, 19 km from Strozzi Palace, 19 km from Santa Maria Novella, as well as 19 km from Piazza Matteotti.

FAQ about holiday rentals in San Casciano in Val di Pesa

Holiday rentals that guests love in San Casciano in Val di Pesa

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  • Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 15 reviews
    Stunning grounds and beautiful villa. Brilliant facilities.
    Guest review by
    Sayer
    Group
  • Avg. price/night: US$458
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 383 reviews
    Property is vast and full of vineyards , very clean, organised and welcoming. Staff is very friendly and willing to help on every request. Wine tasting is definitely recommended! Great breakfast and comfortable rooms! We got exactly what we wanted and that is a cozy family feeling of a Tuscany villa! They do offer Vespa rentals and with enough planning ahead you can have yours to drive around this beautiful piece of Tuscany.
    Guest review by
    Kristijan
    Young couple
  • Avg. price/night: US$458
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 383 reviews
    Location, nature, staff, villa.
    Guest review by
    Denis
    Young couple
  • Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 41 reviews
    Beautiful villa
    Guest review by
    James
    Young couple
  • Avg. price/night: US$458
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 383 reviews
    Beautiful property and friendly! 2 bedroom villa had lots of space for families. Within 30-45 min to Florence and other small towns. Delicious restaurant and wine on site!
    Guest review by
    Kelsey
    Family with young children
  • Avg. price/night: US$358.85
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 1,207 reviews
    We loved everything about this villa! It was the highlight of our trip, staying there. We opted for the cooking class and it was a 10 out of 10! The rooms were clean, low noise, very roomy. The restaurant was amazing! HAVE THE LASAGNA! You will not be disappointed! Every staff member was very friendly and helpful. The pool was clean and just the view.... WOW.... blew our socks off!
    Guest review by
    KELLI
    Young couple