A vineyard with rows of grapevines on rolling hills, a small house, and a mountain range in the background.

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for San Casciano in Val di Pesa holiday rentals

Exterior

B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes

B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (27 reviews)
"The beautiful place, very comfortable, the incredible attention, the breakfast felt like in Homewith a lot of love We hope to return one day"
Mexico
Raymundo
The price is 3.310.929 ₫
3.761.776 ₫ total
includes taxes & fees
5 Jul - 6 Jul
B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
Property entrance

Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (100 reviews)
"This is a lovely gem. Includes parking which is hard to find. Family owned and its a truly beautiful place. Breakfast was amazing as well!! Recommend!! "
United States
rose
The price is 7.142.297 ₫
7.976.280 ₫ total
includes taxes & fees
29 Jun - 30 Jun
Villa il Fedino
Outdoor dining

B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (83 reviews)
"It was a wonderful stay the bed was comfortable and the view was beautiful. "
United States
Ruben
The price is 3.489.111 ₫
3.957.726 ₫ total
includes taxes & fees
28 Jun - 29 Jun
B&B La Fonte del Machiavelli
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas

Camping Village Mugello Verde

Camping Village Mugello Verde
3.0 star property
Scarperia e San Piero
8.8 out of 10, Excellent, (124 reviews)
"Very quiet location in the forest, nice staff , Ok restaurant, pool was OK, coffee and pastry in the cafe very good. I have enjoyed my stay there."
United States
ROMAN
The price is 1.720.268 ₫
1.922.354 ₫ total
includes taxes & fees
16 Jul - 17 Jul
Camping Village Mugello Verde
Exterior

Hu Norcenni Girasole Village

Hu Norcenni Girasole Village
4.0 star property
Figline e Incisa Valdarno
8.6 out of 10, Excellent, (321 reviews)
"We all loved this place. It is conveniently close to Florence or Sienna so you can take a day trips if you get bored but there are plenty of activities on site. We wished we have reserved more days to stay but we will do that next year."
United States
Kalinka
The price is 2.253.554 ₫
2.568.725 ₫ total
includes taxes & fees
28 Jun - 29 Jun
Hu Norcenni Girasole Village
Property amenity

hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.4 out of 10, Very good, (80 reviews)
"Good location. The bed and pillows not so good ! "
United States
Sebastian
The price is 1.445.215 ₫
1.679.553 ₫ total
includes taxes & fees
28 Jun - 29 Jun
hu Firenze Certosa camping in town
Seasonal outdoor pool

Guild Siena Senior Resort & Residence

Guild Siena Senior Resort & Residence
Scacciapensieri
8.8 out of 10, Excellent, (48 reviews)
"New facilities, its great, nice, friendly"
United Kingdom
tomaz
The price is 4.266.240 ₫
4.812.618 ₫ total
includes taxes & fees
13 Jul - 14 Jul
Guild Siena Senior Resort & Residence
Balcony

Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (109 reviews)
"Great location and beautiful room. Staff weren't that friendly but I think it would have been better if we spoke Italian."
Canada
Sophie
The price is 2.810.421 ₫
3.989.620 ₫ total
includes taxes & fees
5 Jul - 6 Jul
Palazzo al Torrione 2
Exterior

Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (23 reviews)
"Such a beautiful place to stay! The cottage was amazing, very spacious and clean. The grounds themselves were picturesque, was well above our expectations and the host was very welcoming and accommodating."
United Kingdom
Sasha
The price is 10.648.249 ₫
11.952.482 ₫ total
includes taxes & fees
3 Jul - 4 Jul
Borgo Argenina
View from room

Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (115 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
The price is 2.073.081 ₫
2.340.241 ₫ total
includes taxes & fees
8 Jul - 9 Jul
Chianti Village Morrocco
Free daily buffet breakfast

Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (76 reviews)
"We had a wonderful experience! The staff was kind and very helpful. Our room was stunning and very spacious for a family of 5! The breakfast was amazing, and all of the activities on site were very fun - we especially enjoyed the cooking class! I would absolutely love to return here. I recommend looking into and booking on-site activities in advance so you can get the most out of your experience!"
United States
Julia
The price is 8.156.887 ₫
9.092.329 ₫ total
includes taxes & fees
28 Jun - 29 Jun
Terre di Baccio
Exterior

DomuS Miniato

DomuS Miniato
San Miniato
10.0 out of 10, Exceptional, (1 review)
"Kjempefint rom, nydelig utsikt og hyggelig vertsskap. Anbefales. "
Norway
Karen
The price is 2.894.785 ₫
3.244.141 ₫ total
includes taxes & fees
16 Jul - 17 Jul
DomuS Miniato
Restaurant

Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (247 reviews)
"Delightful location, comfortable bed, excellent food."
Canada
Rupert
The price is 5.048.452 ₫
5.643.113 ₫ total
includes taxes & fees
22 Jul - 23 Jul
Relais Villa Olmo
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo
4.0 star property
Florence
8.4 out of 10, Very good, (252 reviews)
"Nice inn on a working farm located deep in the hills of suburban Florence."
United States
Allan
The price is 2.135.978 ₫
2.768.715 ₫ total
includes taxes & fees
5 Jul - 6 Jul
Fattoria il Milione Agriturismo
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top San Casciano in Val di Pesa Hotel Reviews

Aurum Firenze

Aurum Firenze

8/10 Good
"The room was clean and the staff was extra helpful with touring suggestions. They were also helpful with directions."
Christine 3-night trip
Posted 17 hours ago
Aurum Firenze

Frequently asked questions

Are there holiday rentals in San Casciano in Val di Pesa?

Yes, there are holiday rentals close to the most popular sights in San Casciano in Val di Pesa, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to San Casciano in Val di Pesa speak positively about the countryside and wineries in this destination. Make sure you have time to check out the spas and coffee shops during your trip.

How many holiday rentals are there in San Casciano in Val di Pesa?

Choose from 28 Expedia holiday rentals in San Casciano in Val di Pesa for a memorable holiday.

What can I see and do in San Casciano in Val di Pesa?

While exploring the area, visit family-friendly sights like Villa Medicea di Lilliano - Malenchini, or get outside and enjoy nature at Boboli Gardens. Uffizi Gallery and Piazza di Santa Maria Novella are other popular places to visit in the area.

What are holiday rentals like in San Casciano in Val di Pesa?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in San Casciano in Val di Pesa. Holiday rentals offer extras like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, holiday rentals can provide a sense of safety away from shared hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a great option for a small group gathering.