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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

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Salvadonica, hotel in San Casciano in Val di Pesa

Set in the Chianti hills, this stone guesthouse features an outdoor pool and is located in the rural hamlet of Salvadonica.

incredible service and an amazing menu that included seasonal specualities (Truffles!)
Scored 9.2
9.2
Rated superb
Superb
1,253 reviews
Price from
£86
1 night, 2 adults
Relais Poggio Borgoni, hotel in San Casciano in Val di Pesa

Surrounded by peaceful vineyards and olive groves, Relais Poggio Borgoni offers an outdoor pool and a traditional restaurant, 25 km south of historic Florence.

This was honestly the best hotel I’ve ever stayed at. Incredible hospitality - staff showed interest in our travel plans and made recommendations to help us have the best Tuscany/Florence experience. We can’t wait to come back!!
Scored 9.2
9.2
Rated superb
Superb
591 reviews
Price from
£84
1 night, 2 adults
Villa S.Andrea, hotel in San Casciano in Val di Pesa

Situated in the Chianti wine district of the Tuscan countryside, Villa S.Andrea offers accommodation in the small ancient village of Fabbrica, 10 km from San Casciano Val Di Pesa.

The whole experince was amazing
Scored 9.2
9.2
Rated superb
Superb
514 reviews
Price from
£166
1 night, 2 adults
casamachiavelli, hotel in San Casciano in Val di Pesa

Set 19 km from Santa Maria Novella, 19 km from Piazza Matteotti and 22 km from Piazzale Michelangelo, casamachiavelli offers accommodation situated in San Casciano in Val di Pesa.

Good location, very comfortable , friendly and welcoming hostess (as part of her home)
Scored 9.1
9.1
Rated superb
Superb
103 reviews
Price from
£70
1 night, 2 adults
il Gallo, hotel in San Casciano in Val di Pesa

Situated in San Casciano in Val di Pesa, the recently renovated il Gallo features accommodation 19 km from Strozzi Palace and 19 km from Santa Maria Novella.

It had everything we needed. I loved the bathroom, the bed is very wide and comfortable,the kitchen is good equiped, a balcony where you can drink your morning coffee. The host is very nice and helpful.
Scored 9.5
9.5
Rated exceptional
Exceptional
56 reviews
Price from
£71
1 night, 2 adults
B&B Art, hotel in San Casciano in Val di Pesa

B&B Art offers attractive rooms and apartments with wood-beamed ceilings and terracotta floors.

Close to the center Large badroom Nice vieuw
Scored 8.6
8.6
Rated fabulous
Fabulous
137 reviews
Price from
£83
1 night, 2 adults
Palazzo Tempi, hotel in San Casciano in Val di Pesa

Palazzo Tempi is an elegant and modern apartment in San Casciano in Val di Pesa, 16 km from Florence. It offers free WiFi, air conditioning, and design furniture.

Having the use of the pool a bonus plus location was amazing! In the middle of everything?
Scored 8.4
8.4
Rated very good
Very good
385 reviews
Price from
£23
1 night, 2 adults
B&B Le Dimore Mezza Costa, hotel in San Casciano in Val di Pesa

Surrounded by the Tuscan countryside in the Chianti region, B&B Le Dimore Mezza Costa features views over the Pesa' river valley. This property offers free WiFi.

A lovely B & B run by a wonderful couple, Pasquale and his wife. Beautiful breakfast including home made cakes and jams.
Scored 8.7
8.7
Rated fabulous
Fabulous
469 reviews
Price from
£116
1 night, 2 adults
Tenuta Il Corno Agriturismo, hotel in San Casciano in Val di Pesa

Set in San Casciano in Val di Pesa, in a historic building, 26 km from Pitti Palace, Tenuta Il Corno Agriturismo is a farm stay with an infinity pool and garden.

The host and staff were fantastic. The food was good.
Scored 8.7
8.7
Rated fabulous
Fabulous
91 reviews
Price from
£131
1 night, 2 adults
Charming Self House, hotel in San Casciano in Val di Pesa

Chianti House is located in San Casciano Val di Pesa. It offers self-catering accommodation, each with a private outdoor dining area with BBQ facilities, and WiFi is free in public areas.

Nice area, with nice views.
Scored 7.8
7.8
Rated good
Good
17 reviews
Price from
£500
1 night, 2 adults
All holiday rentals in San Casciano in Val di Pesa

Most booked holiday rentals in San Casciano in Val di Pesa this month

Enjoy breakfast in San Casciano in Val di Pesa!

  • Salvadonica
    Scored 9.2
    9.2
    Rated superb
    Superb
     · 1,253 reviews

    Set in the Chianti hills, this stone guesthouse features an outdoor pool and is located in the rural hamlet of Salvadonica.

    Everything was ok. We were a group of families and we

  • Tenuta Massabò
    Scored 9.2
    9.2
    Rated superb
    Superb
     · 416 reviews

    Featuring pool with a view and views of pool, Tenuta Massabò is a bed and breakfast situated in a historic building in San Casciano in Val di Pesa, 19 km from Pitti Palace.

    great location, fabulous views and very kind and hospitable staff

  • Villa S.Andrea
    Scored 9.2
    9.2
    Rated superb
    Superb
     · 514 reviews

    Situated in the Chianti wine district of the Tuscan countryside, Villa S.Andrea offers accommodation in the small ancient village of Fabbrica, 10 km from San Casciano Val Di Pesa.

    Best place to be in Chianti. Sunsets here is something realy special.

  • Relais Poggio Borgoni
    Scored 9.2
    9.2
    Rated superb
    Superb
     · 591 reviews

    Surrounded by peaceful vineyards and olive groves, Relais Poggio Borgoni offers an outdoor pool and a traditional restaurant, 25 km south of historic Florence.

    Staff was great. Restaurant was fabulous. Everyone was helpful and accommodating.

  • Fattoria La Loggia
    Scored 9.2
    9.2
    Rated superb
    Superb
     · 72 reviews

    Featuring an outdoor swimming pool and garden with BBQ facilities, Fattoria La Loggia offers self-catering apartments 5 km from Mercatale In Val di Pesa. The property produces wines and olive oil.

    posizione, distribuzione alloggi e accoglienza top

  • B&B Le Dimore Mezza Costa
    Scored 8.7
    8.7
    Rated fabulous
    Fabulous
     · 469 reviews

    Surrounded by the Tuscan countryside in the Chianti region, B&B Le Dimore Mezza Costa features views over the Pesa' river valley. This property offers free WiFi.

    Café da manhã excelente, atendimento muito atencioso.

  • B&B La Fonte del Machiavelli
    Scored 8.9
    8.9
    Rated fabulous
    Fabulous
     · 489 reviews

    Set in the Tuscan countryside, this elegant estate dates back to the 1400s. It offers air-conditioned rooms with satellite TV and free Wi-Fi. San Casciano in Val di Pesa is 3 km away.

    Spectacular views, use of pool and a great breakfast,

  • Tenuta Il Corno Agriturismo
    Scored 8.7
    8.7
    Rated fabulous
    Fabulous
     · 91 reviews

    Set in San Casciano in Val di Pesa, in a historic building, 26 km from Pitti Palace, Tenuta Il Corno Agriturismo is a farm stay with an infinity pool and garden.

    Simple breakfast Friendly staff Delicious dinner

These holiday rentals in San Casciano in Val di Pesa have options with FREE cancellation

  • casamachiavelli
    Free cancellation options available
    Scored 9.1
    9.1
    Rated superb
    Superb
     · 103 reviews

    Set 19 km from Santa Maria Novella, 19 km from Piazza Matteotti and 22 km from Piazzale Michelangelo, casamachiavelli offers accommodation situated in San Casciano in Val di Pesa.

    Tutto! accoglienza della proprietaria strepitosa!!

  • Casa Vacanze Bellavista
    Free cancellation options available
    Scored 9.4
    9.4
    Rated superb
    Superb
     · 184 reviews

    Overlooking the surrounding Chianti region, Casa Vacanze Bellavista is set in the Tuscan countryside. With free Wi-Fi, this property features a garden with BBQ facilities and a hot tub.

    Excellent location. Parking available at the property. Cooking facilities.

  • Castello di Bibbione
    Free cancellation options available
    Scored 9.1
    9.1
    Rated superb
    Superb
     · 463 reviews

    Set in its own large garden with views of the Chianti hills, Castello di Bibbione offers an outdoor swimming pool. Accommodation has free Wi-Fi and rooms with a satellite flat-screen TV.

    Very nice place. You get the real feeling of Tuscany.

  • Bio-Agriturismo La Ginestra
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 259 reviews

    Set in the Chianti wine area in the Tuscan countryside, La Ginestra is a working farmhouse. It offers a swimming pool, bike rental, and various homemade wines and food.

    Breakfast was fine, we only missed more fresh fruit.

  • Appartamento Mandiri
    Free cancellation options available
    Scored 9.3
    9.3
    Rated superb
    Superb
     · 26 reviews

    Situated 19 km from Piazza Matteotti, 19 km from Strozzi Palace and 19 km from Santa Maria Novella, Appartamento Mandiri offers accommodation located in San Casciano in Val di Pesa.

    Jól felszerelt szép tiszta lakás. A teremgarázs is szuper

  • Il Gallo
    Free cancellation options available
    Scored 9.6
    9.6
    Rated exceptional
    Exceptional
     · 19 reviews

    Located in San Casciano in Val di Pesa, the recently renovated Il Gallo provides accommodation 19 km from Strozzi Palace and 19 km from Santa Maria Novella.

    Appartamento nuovissimo dotato di tutti i comfort.

  • il Gallo
    Free cancellation options available
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 56 reviews

    Situated in San Casciano in Val di Pesa, the recently renovated il Gallo features accommodation 19 km from Strozzi Palace and 19 km from Santa Maria Novella.

    Čistota, vybavení, klid, pohoda, vstřícné jednání.

  • Il Salotto di Berentano
    Free cancellation options available
    Scored 9.7
    9.7
    Rated exceptional
    Exceptional
     · 24 reviews

    Located in San Casciano in Val di Pesa and only 19 km from Pitti Palace, Il Salotto di Berentano provides accommodation with garden views, free WiFi and free private parking. 20 km from Santa Maria...

    Mycket hjälpsam och trevligt bemötande. Det fanns allt som behövdes och lite till

Highly rated holiday rentals in San Casciano in Val di Pesa

  • B&B Art
    Scored 8.6
    8.6
    Rated fabulous
    Fabulous
     · 136 reviews

    B&B Art offers attractive rooms and apartments with wood-beamed ceilings and terracotta floors.

    Easy check in. Charming place in the center of town.

  • Porta del Chianti Tuscany Apartment
    Scored 9.6
    9.6
    Rated exceptional
    Exceptional
     · 49 reviews

    Located in San Casciano in Val di Pesa, Porta del Chianti Tuscany Apartment is a recently renovated accommodation, 18 km from Piazza Matteotti and 19 km from Strozzi Palace.

    the rustic features, just what we were looking for.

  • Villa Casavecchia
    Scored 9.3
    9.3
    Rated superb
    Superb
     · 15 reviews

    Villa Casavecchia is set in San Casciano in Val di Pesa, surrounded by olive groves and vineyards.

    la location e la Villa sono fantastici, posto meraviglioso

  • Agriturismo Sant'Ellero
    Scored 9.3
    9.3
    Rated superb
    Superb
     · 45 reviews

    Featuring garden views, Agriturismo Sant'Ellero provides accommodation with a garden and a patio, around 20 km from Piazza Matteotti.

    La vue magnifique sur la Toscane et l’accueil de Francesco!

  • Agriturismo I Ceppi
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 29 reviews

    Featuring barbecue facilities and views of pool, Agriturismo I Ceppi is a farm stay situated in a historic building in San Casciano in Val di Pesa, 12 km from Piazza Matteotti.

    Nice and quiet environment, very helpful and nice owners, Clean swimming pool.

  • Typical Tuscan barn with private pool
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 19 reviews

    Situated in San Casciano in Val di Pesa, Typical Tuscan barn with private pool features accommodation with private pool, free WiFi and free private parking for guests who drive.

    Hele fijne vakantie gehad in dit prachtige huis op deze top plek!

  • I Greppi di Silli
    Scored 9.4
    9.4
    Rated superb
    Superb
     · 34 reviews

    Featuring free WiFi, a seasonal outdoor pool and a barbecue, I Greppi di Silli offers pet-friendly accommodation in Mercatale Val Di Pesa, 17 km from Florence.

    Gelegen op een schitterende locatie in de Toscaanse heuvels.

  • Agriturismo Il Pintello
    Scored 9.2
    9.2
    Rated superb
    Superb
     · 77 reviews

    Located within 13 km of Pitti Palace and 14 km of Strozzi Palace, Agriturismo Il Pintello provides rooms with air conditioning and a private bathroom in San Casciano in Val di Pesa.

    C’est un très bel endroit bien situé, calme et reposant.

FAQ about holiday rentals in San Casciano in Val di Pesa

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

  • Scored 9.3
    9.3
    Rated superb
    Superb
     · 15 reviews
    Stunning grounds and beautiful villa. Brilliant facilities.
    Sayer
    Group
  • Scored 9.2
    9.2
    Rated superb
    Superb
     · 514 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.
    Kristijan
    Young couple
  • Scored 9.2
    9.2
    Rated superb
    Superb
     · 433 reviews
    Staying at Villa Il Poggiale Dimora Storica was like stepping back in time. The villa, with its 600-year-old history, is an incredibly charming. The service was exceptional. The staff were not only friendly and welcoming but also very knowledgeable about the villa's history and the local area. The surroundings of the villa are simply stunning. Nestled in the beautiful Tuscan countryside, the views from the property are breathtaking. The well-maintained gardens and serene atmosphere provided a perfect environment for vacation.
    Tatiana
    Young couple
  • Scored 9.2
    9.2
    Rated superb
    Superb
     · 514 reviews
    Location, nature, staff, villa.
    Denis
    Young couple
  • Scored 8.9
    8.9
    Rated fabulous
    Fabulous
     · 34 reviews
    Beautiful villa
    James
    Young couple
  • Scored 9.2
    9.2
    Rated superb
    Superb
     · 514 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!
    Kelsey
    Family with young children
  • Avg. price/night: £179.31
    Scored 9.2
    9.2
    Rated superb
    Superb
     · 1,253 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!
    KELLI
    Young couple
  • Avg. price/night: £107.51
    Scored 8.4
    8.4
    Rated very good
    Very good
     · 385 reviews
    All excellent except for: Could not find any tea/coffee in the rooms. No water in the rooms Service in the main building bar and restaurant non-existance. Had to leave to go to the village for meal and drinks. no one came to serve despite waiting over 15 minutes.
    Gahonia
    Group
  • Scored 9.2
    9.2
    Rated superb
    Superb
     · 433 reviews
    This elegant villa is set in a stunning location with views of the picturesque Tuscan countryside. The rooms are spacious and comfortable with traditional furnishings. Breakfast and dinner are served on a beautiful terrace overlooking the gorgeous landscape.
    Deborah
    Family with young children
  • Scored 9.2
    9.2
    Rated superb
    Superb
     · 433 reviews
    This property is gorgeous and the staff is so hospitable. We felt very at home, as if it was our own villa. The pool was refreshing and the food was delicious. I can’t wait to return.
    Molly
    Young couple

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