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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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Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
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Set in the Chianti hills, this stone guesthouse features an outdoor pool and is located in the rural hamlet of Salvadonica. Surrounded by vineyards and olive groves, it offers en suite accommodation with Tuscan-style furnishings and free Wi-Fi.

everything! this beautiful historical farm house has been renovated into a gorgeous hotel. the views are spectacular, the staff very friendly, very close to other tuscan villages and 30 mins drive from Florence. the hotel facilities are great. the room, the restaurant, the activities, the pool and the farm, everything was amazing.

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9.2
Superb
1,278 reviews
Price from
£176
per night

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. The bed and breakfast offers a spa experience, with its hot tub, beauty services and solarium. The bed and breakfast provides rooms with air conditioning, free private parking and free WiFi.

The best place that we have stayed in , more so by the hospitality of Filippo, Amy and Massimo.It was beyond words. Amy is an excellent cook and was the person to go to. Massimo is a jolly person to have around : noted my little sister had a tickly cough and fed her some honey as cough remedy without us asking for it . 😊 Filippo was very accommodative , arranged a vineyard tour and transport Felt like home .They were the most down to earth , caring and above all unblemished people 😊 The surrounding scenery was out of the world , dreamy We will be visiting again definitely.

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9.2
Superb
352 reviews
Price from
£94
per night

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.

Classic-style apartments offer a living area with kitchenette and TV, plus a bathroom with washing machine and shower.

The room, The view, the sunset, facilities

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9.5
Exceptional
184 reviews
Price from
£89
per night

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. This farm stay produces its own Chanti Classico wine and olive oil. The on-site restaurant serves typical Tuscan dishes. Free parking is available on site.

Was a delightful stay. Host were so nice we had the feeling to be a family member. Beautiful scenery.

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9.2
Superb
647 reviews
Price from
£231
per night

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.

All apartments are decorated in a rustic style, featuring wood-beamed ceilings and terracotta floors. Each comes with a fully equipped kitchenette with a dining area. The apartments are provided with a bathroom that has either a spa bath or a shower.

Absolutely amazing. Best stay we both ever had. The house is BREATH TAKING, located on a hill filled with olive trees. We will definitely come back soon Grazie :) Hagar and Nevo

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9.1
Superb
473 reviews
Price from
£111
per night

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.

Apartments at La Ginestra have a rural design with wooden furniture and tiled floors. They all come with a kitchen or kitchenette with a fridge and tea and coffee-making facilities.

Nice spacious place, plenty of hot water with good water pressure for the showers. The kitchen has everything we needed to cook a couple dinners. Breakfast was typical Italian breakfast, with lots of varieties and was yummy. A car is necessary.

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9
Superb
257 reviews
Price from
£87
per night

Surrounded by peaceful vineyards and olive groves, Relais Poggio Borgoni offers an outdoor pool and a traditional restaurant, 25 km south of historic Florence. All elegantly furnished rooms come with satellite TV and free Wi-Fi.

The place is just amazing to stay. The rooms are with an antique style but everything clean. The facilities outside, like terrace, pool are in great condition and the whole place has a very special vibe as they really pay attention to the details! The staff is very kind and also the restaurant has very high quality food at the breakfast and also dinner.

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9.2
Superb
589 reviews
Price from
£162
per night

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. This property offers access to a balcony, free private parking and free WiFi. The property is non-smoking and is set 18 km from Pitti Palace.

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9.4
Superb
22 reviews
Price from
£80
per night

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. The air-conditioned accommodation is 19 km from Piazza Matteotti. Free WiFi is available throughout the property and Pitti Palace is 18 km away.

Perfect location, clean, modern and street parking always available. Host Christina is super welcoming

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9.4
Superb
35 reviews
Price from
£63
per night

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 Novella and 23 km from Piazzale Michelangelo, the property offers a garden and barbecue facilities. The property is non-smoking and is set 20 km from Strozzi Palace.

Perfect approach and communication. Parking right in front of the door to apartement. Thank you for the kind welcome, lemons from your own harvest, and perfect wine. Unfortunately, this time the weather did not turn out completely well for us, but since we planned to visit Florence, it was fine. We would very much like to come again.

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9.6
Exceptional
21 reviews
Price from
£138
per night

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

Enjoy breakfast in San Casciano in Val di Pesa!

  • Salvadonica
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 1,278 reviews

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

    Absolutely gorgeous property in a stunning location

  • Villa S.Andrea
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 647 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.

  • B&B Le Dimore Mezza Costa
    8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 472 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.

    Tout, coup de cœur pour le délicieux petit déjeuner !

  • B&B La Fonte del Machiavelli
    8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 493 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
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 163 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

  • Tenuta Massabò
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 352 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.

    the swimming pool, the location, the hospitality of the host

  • Casa Vacanze Bellavista
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 185 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.

    Posizione tranquilla, propietari gentilissimi, struttura ben curata.

  • Castello di Bibbione
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 473 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.

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

  • Palazzo Tempi
    Free cancellation options available
    8.4
    Scored 8.4
    Very good
    Rated very good
     · 353 reviews

    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.

    Complimenti , oltre le aspettative , consigliatissimo

  • Bio-Agriturismo La Ginestra
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 257 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.

  • Relais Poggio Borgoni
    Free cancellation options available
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 589 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.

    Great location, beautiful view, very clean and lovely staff.

  • Appartamento Mandiri
    Free cancellation options available
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 22 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
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 35 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.

    Sehr freundliche Vermieterin, eine ganze, moderne, schöne Wohnung. Super sauber!

  • Il Salotto di Berentano
    Free cancellation options available
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 21 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

  • Porta del Chianti Tuscany Apartment
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 44 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.

  • Agriturismo Sant'Ellero
    Free cancellation options available
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 39 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!

Highly rated holiday rentals in San Casciano in Val di Pesa

  • Villa Casavecchia
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 12 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

  • Le Massucce
    8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 31 reviews

    Located 18 km from Pitti Palace, Le Massucce offers accommodation with a patio, as well as a garden. This holiday home provides free private parking, a 24-hour front desk and free WiFi.

    Hermoso! una casita típica de la toscana con todo lo necesario.

  • Holiday Home Ambrogetta by Interhome
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 5 reviews

    Located in San Casciano in Val di Pesa, Holiday Home Ambrogetta by Interhome features accommodation with a private pool. This property offers access to a terrace, free private parking and free WiFi.

    Besonders schön war das Haus, die vielen Zimmer und der Platz, den man hatte. Das Haus liegt in mitten der Olivenbäume.

  • casamachiavelli
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 97 reviews

    Located in San Casciano in Val di Pesa, 19 km from Strozzi Palace and 19 km from Santa Maria Novella, casamachiavelli offers air conditioning.

    Tutto! accoglienza della proprietaria strepitosa!!

  • Agriturismo I Ceppi
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 27 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.

    De locatie met mooi uitzicht en het heerlijke schone zwembad.

  • Typical Tuscan barn with private pool
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 17 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
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 29 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
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 74 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

  • 9.3
    Scored 9.3
    Superb
    Rated superb
     · 564 reviews
    The location in the Tuscany hills was gorgeous and a great break from the bigger cities. The Villa and the room were wonderful and the family was even better! They took time to talk and answer questions and our experience was fantastic. The breakfast freshly prepared was excellent and oh so much fresh food! Highly recommend this Villa and we will return! And yes the small town is walking distance and does offer good restaurants and shops. Bus to Florence is easy and cheap.
    garrity
    Young couple
  • Avg. price/night: £193.22
    8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 2,640 reviews
    Amazing Resort. The staff was extremely friendly, spa was amazing and restaurant was top noche. I will recommend Villa I Baroncci to all my friends and family.
    Sidney
    Young couple
  • Avg. price/night: £395.90
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 1,278 reviews
    Salvadonica is a small medieval village that has rooms refurbished with modern equipment, the staying is absolutely great and the comfort pretty high. Having breakfast with the stunning view is definitely a plus, the choice and variety of food and drinks available are absolutely great. We dined also in the restaurant, we were happy with the food and the bottled wine, less happy with the wine by glass.
    Andrea
    Young couple
  • 9.2
    Scored 9.2
    Superb
    Rated superb
     · 647 reviews
    The villas were on top of a beautiful hill in the middle of many wineries and adorable towns. The most charming buildings, perfect place to relax and unwind after a busy couple of days in Florence. Bathrooms were newly updated which was a nice touch!
    Leanne
    Family with young children
  • 9.2
    Scored 9.2
    Superb
    Rated superb
     · 647 reviews
    Breakfast was excellent - you can order eggs any style and coffee any style, then buffet for the rest. The staff were exceptionally helpful with our travel plans. The rooms were clean and large. The villa is stunning and quiet. The winery and local restaurant simply added to the perfection of the stay. Just wonderful.
    Artman
    Family with young children
  • 9.3
    Scored 9.3
    Superb
    Rated superb
     · 564 reviews
    This is the perfect stay in Tuscany!! The staff were super friendly and explained everything from the food and the region to us. They made us feel very welcome and truly part of their family. The breakfast was amazing!! Lorenzo is an amazing chef. I would recommend this place to everyone! The room was beautiful. You really feel like you travel back in time staying at this beautiful villa.
    Keylin
    Young couple
  • Avg. price/night: £176.35
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 421 reviews
    Overall our stay at the Villa was amazing. It was in a perfect town outside of Florence which was perfect for us who don't love being in a busy city all the time. The view outside the property was beautiful and I definitely want to come back in the summer to utilize the pool!
    Marin
    Young couple
  • 9.2
    Scored 9.2
    Superb
    Rated superb
     · 647 reviews
    We were here in Mid October and we LOVED our stay here!! We were in Tuscany for our honeymoon and this Villa was a dream. The buffet breakfast was so delicious, the staff were so lovely and helpful, the bed was comfy, the room view was beautiful. You must try the Chianti Classico during your stay!
    K.Black
    Young couple
  • Avg. price/night: £176.35
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 421 reviews
    The area and villa were beautiful. The attention of the staff was great. There is a need for the car.
    Carl
    Family with young children
  • 9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 185 reviews
    It is difficult to describe this accommodation in one word, it is unreal. It must be seen. A real Italian country house in a village near Florence with breathtaking views from the windows, the garden and the surrounding Tuscany. We only spent two nights here. But we will definitely come back here. Thank you Andrea - you were incredible!
    Serg Sagan
    Family with young children
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