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Holiday Rentals in San Casciano in Val di Pesa

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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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Salvadonica

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.

O
Ori
From
Israel
Amazing place, beautiful, very clean and tidy, excellent breakfast!! Very helpful and nice staff, stunning view and full of fun seating areas. Excellent shower!
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 1,210 reviews
Price from
US$119.89
1 night, 2 adults

il Gallo

San Casciano in Val di Pesa

Situated in San Casciano in Val di Pesa, 18 km from Pitti Palace and 19 km from Strozzi Palace, il Gallo offers air conditioning.

A
Alexandru
From
Belgium
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 out of 10, guest rating 9.4
Superb - What previous guests thought, 107 reviews
Price from
US$94.07
1 night, 2 adults

B&B Le Dimore Mezza Costa

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.

c
christos
From
United Kingdom
It’s a beautiful property with wonderful views
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 440 reviews
Price from
US$286.40
1 night, 2 adults

Villa S.Andrea

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.

L
Lynne
From
New Zealand
Loved the set up for us in an apartment with a pool. Was great to be able to relax after a hectic travel schedule! Restaurant on site was outstanding and breakfast was also good. Ideally a vehicle is needed as transfers to and from property were expensive, but we were happy to embrace the location and walk the small distance to the restaurant from our farmhouse apartment.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 368 reviews
Price from
US$225.02
1 night, 2 adults

B&B La Fonte del Machiavelli

San Casciano in Val di Pesa

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.

G
Gary
From
Ireland
The pool and views are amazing.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 467 reviews
Price from
US$125.78
1 night, 2 adults

Castello di Bibbione

San Casciano in Val di Pesa

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.

A
Alfredo
From
Belgium
This property truly blew our minds and far exceeded our expectations. The price-quality ratio is unbelievable. When we were shown to our accommodation, we were in awe—it was a massive and stunning apartment within the castle, complete with high ceilings, elegant furniture, and beautiful paintings. The two spacious bedrooms, a grand living room with a large fireplace, and a magnificent dining room that felt straight out of Game of Thrones added to the charm. The large, fully-equipped kitchen had everything we needed. The history of the place is palpable, and staying here felt like an extraordinary experience. The property is beautifully maintained, with breathtaking views of the rolling Tuscan hills. The infinity pool perfectly blends into the landscape, enhancing the castle’s charm rather than detracting from it. A delightful bonus was the delicious breakfast served every morning, featuring fresh orange juice and made-to-order omelets or eggs. The property’s location is ideal for exploring much of Tuscany without long drives. This place has left a lasting impression on us and was the highlight of our trip. We sincerely hope to return someday.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 438 reviews
Price from
US$120.32
1 night, 2 adults

Relais Poggio Borgoni

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.

S
SAURABH
From
Singapore
Amazing location exceptional staff Incredible food and wine
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 556 reviews
Price from
US$124.68
1 night, 2 adults

Il Salotto di Berentano

San Casciano in Val di Pesa

Located in San Casciano in Val di Pesa and only 19 km from Piazzale Michelangelo, Il Salotto di Berentano provides accommodation with garden views, free WiFi and free private parking.

J
Jan
From
Czech Republic
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.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 35 reviews
Price from
US$209.05
1 night, 2 adults

B&B Art

San Casciano in Val di Pesa

Located 18 km from Piazzale Michelangelo, 18 km from Pitti Palace and 19 km from Strozzi Palace, B&B Art provides accommodation set in San Casciano in Val di Pesa.

B
Bert
From
Belgium
Close to the center Large badroom Nice vieuw
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 104 reviews
Price from
US$125.78
1 night, 2 adults

Tenuta Il Corno Agriturismo

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.

K
Kateryna
From
Ukraine
Everything was perfect! Thanks Roberta for detailed information and care!
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 109 reviews
Price from
US$123.34
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 and surroundings in the past month

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Popular with guests booking holiday rentals in San Casciano in Val di Pesa

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 178 reviews

Popular with guests booking holiday rentals in San Casciano in Val di Pesa

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 368 reviews

Popular with guests booking holiday rentals in San Casciano in Val di Pesa

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 109 reviews

Popular with guests booking holiday rentals in San Casciano in Val di Pesa

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 228 reviews

Popular with guests booking holiday rentals in San Casciano in Val di Pesa

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 468 reviews

Popular with guests booking holiday rentals in San Casciano in Val di Pesa

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 440 reviews

Popular with guests booking holiday rentals in San Casciano in Val di Pesa

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 439 reviews

Popular with guests booking holiday rentals in San Casciano in Val di Pesa

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 565 reviews

Popular with guests booking holiday rentals in San Casciano in Val di Pesa

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 555 reviews

Popular with guests booking holiday rentals in San Casciano in Val di Pesa

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 1,209 reviews

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

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 54 reviews

Set in Mercatale Val Di Pesa, 13 km from Piazza Matteotti and 23 km from Piazzale Michelangelo, Il Cipresso Toscano Fibra e comfort nel cuore del Chianti Cozy flat in the heart of Chianti Smart...

From US$132.17 per night
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 373 reviews

Agriturismo Olmi Grossi offers a peaceful stay in the Tuscan countryside, just 12 km from Florence. Rooms are spacious and have self-catering facilities with free Wi-Fi access.

From US$111.49 per night

Lulù

Impruneta
8.0+ review score
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 186 reviews

Set in Impruneta and only 14 km from Piazzale Michelangelo, Lulù offers accommodation with garden views, free WiFi and free private parking.

From US$78.98 per night
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.

From US$689.87 per night

The Flat 233

Tavarnuzze
8.0+ review score
Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 41 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$167.24 per night
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 186 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$110.33 per night

Casa Rossa

Polvereto
8.0+ review score
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$207.46 per night

Il Capriolino

Tavarnuzze
8.0+ review score
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 24 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$141.69 per night

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

Scored out of 10, guest rating 7.9
Good - What previous guests thought, 117 reviews

Housed in a historic building, the recently renovated Agriturismo La Valle A Polvereto provides accommodation with pool with a view and free WiFi.

From US$130.90 per night

Casanova

Scandicci
Free cancellation options available
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 412 reviews

Boasting garden views, Casanova offers accommodation with patio, around 18 km from Santa Maria Novella. This farm stay has a private pool, a garden and free private parking.

Il Poggio B&B

Ginestra
Free cancellation options available
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 322 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$113.53 per night

Agriturismo Vecchio Borgo Di Inalbi

Impruneta
Free cancellation options available
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 754 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$135.28 per night

Il Poggiolo Delle Rose Bed&Breakfast

Tavarnuzze
Free cancellation options available
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 206 reviews

Il Poggiolo delle Rose enjoys a countryside location, but is only 10 minutes' drive from Florence historic centre. It has good motorway and bus links. Rooms here are comfortable, bright and modern.

From US$152.03 per night

hu Firenze Certosa camping in town

Impruneta
Free cancellation options available
Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 4,253 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$54.63 per night

Casa Maria

Galluzzo
Free cancellation options available
Scored out of 10, guest rating 7.8
Good - What previous guests thought, 36 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.

Villa Albertina

Montespertoli
Free cancellation options available
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 79 reviews

Located within 31 km of Piazzale Michelangelo and 31 km of Pitti Palace, Villa Albertina provides rooms with air conditioning and a private bathroom in Montespertoli.

From US$138.21 per night

Enjoy breakfast in San Casciano in Val di Pesa and nearby

Scored out of 10, guest rating 7.9
Good - What previous guests thought, 1,357 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$98.25 per night
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 1,121 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$99.30 per night
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 386 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$338.55 per night
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 113 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$143.14 per night
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 41 reviews

Offering quiet street views, Porta del Chianti Tuscany Apartment is an accommodation located in San Casciano in Val di Pesa, 18 km from Pitti Palace and 18 km from Piazza Matteotti.

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 37 reviews

Situated 18 km from Pitti Palace, 19 km from Piazza Matteotti and 19 km from Strozzi Palace, Appartamento Mandiri offers accommodation located in San Casciano in Val di Pesa.

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 35 reviews

Located in San Casciano in Val di Pesa, 18 km from Pitti Palace and 19 km from Strozzi Palace, Il Gallo offers air conditioning.

Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 42 reviews

Located just 18 km from Piazzale Michelangelo, Le Massucce provides accommodation in San Casciano in Val di Pesa with access to a garden, barbecue facilities, as well as a minimarket.

Holiday Rentals with swimming pools in San Casciano in Val di Pesa and nearby

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$463.40 per night

Al Canaiolo

Strada
Swimming pool
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 61 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$131.02 per night
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 86 reviews

Boasting a terrace and views of garden, Sunshine Suites is a homestay set in a historic building in Florence, 6 km from Piazzale Michelangelo.

From US$592.31 per night
Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 46 reviews

Located within 8.6 km of Fortezza da Basso - Convention Center and 8.7 km of Santa Maria Novella, Agriturismo Conca Verde features rooms with air conditioning and a private bathroom in Scandicci.

From US$185.82 per night
Scored out of 10, guest rating 7.9
Good - What previous guests thought, 153 reviews

Featuring pool with a view and views of mountain, Agriturismo Borgo dei Ricci is a farm stay situated in a historic building in Impruneta, 6.2 km from Piazzale Michelangelo.

From US$254.11 per night
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 164 reviews

Suite Bobo relax nel chianti classico gallo nero, a property with a garden, is set in Strada, 17 km from Ponte Vecchio, 17 km from Uffizi Gallery, as well as 17 km from Piazzale Michelangelo.

From US$104.53 per night

Located in San Casciano in Val di Pesa, Villa D'Agnola by Mmega provides accommodation with private pool, free WiFi and free private parking for guests who drive.

Scored out of 10, guest rating 7.4
Good - What previous guests thought, 5 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.

From US$290.35 per night

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$225.02
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 368 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$225.02
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 368 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, 42 reviews
Beautiful villa
Guest review by
James
Young couple
Avg. price/night: US$225.02
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 368 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$131.49
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 1,209 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