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
11 Sep - 13 Sep
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

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

Exterior

1. 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 price is 3.372.609 ₫
3.831.855 ₫ total
includes taxes & fees
2 Sept - 3 Sept
B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
Property entrance

2. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (103 reviews)
"This is an excellent property. Very historic, rustic and with great views across the Tuscan landscapes. Lorenzo and his mother were super duper hosts who took great care of us. The property dates back to 1380 and the rooms are decorated with choicest artifacts that adds greatly to the experience. The location is fantastic too with the local market and restaurants in easy walking reach. The breakfast service is fabulous with many choices and Lorenzo himself is great chef as well! Highly recommend...
United States
Nilesh
The price is 7.407.265 ₫
8.269.977 ₫ total
includes taxes & fees
27 Aug - 28 Aug
Villa il Fedino
Outdoor dining

3. 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 3.292.210 ₫
3.743.416 ₫ total
includes taxes & fees
1 Sept - 2 Sept
B&B La Fonte del Machiavelli
Restaurant

4. Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (263 reviews)
"Delightful location, comfortable bed, excellent food."
Canada
Rupert
The price is 4.685.335 ₫
5.245.357 ₫ total
includes taxes & fees
30 Aug - 31 Aug
Relais Villa Olmo
Superior Double Room, 1 King Bed

5. La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.2 out of 10, Wonderful, (300 reviews)
"The location and staff is amazing! The room was huge, great AC!!"
United States
Mersiha
The price is 2.421.350 ₫
3.090.719 ₫ total
includes taxes & fees
27 Aug - 28 Aug
La Torre Del Cestello
Property entrance

6. Corte Guelfa

Corte Guelfa
3.0 star property
Historic Centre of Florence
9.6 out of 10, Exceptional, (211 reviews)
"The great location, kind service, and beautiful breakfasts! Our room was also ready early and they called drivers for us!"
United States
joseph
The price is 3.186.480 ₫
3.871.083 ₫ total
includes taxes & fees
30 Aug - 31 Aug
Corte Guelfa
Garden

7. Serristori Palace Residence

Serristori Palace Residence
Historic Centre of Florence
9.6 out of 10, Exceptional, (229 reviews)
"Great location, perfect for 2-3 people. Nice kitchen area, garden sitting area. Recommend!"
United States
Eileen
The price is 2.748.232 ₫
3.389.010 ₫ total
includes taxes & fees
31 Aug - 1 Sept
Serristori Palace Residence
Terrace/patio

8. Numa Florence Palazzo San Niccolò

Numa Florence Palazzo San Niccolò
Historic Centre of Florence
9.4 out of 10, Exceptional, (203 reviews)
"We had a good, clean room.Staff was helpful"
United States
Luisiana
The price is 2.929.793 ₫
3.588.728 ₫ total
includes taxes & fees
27 Aug - 28 Aug
Numa Florence Palazzo San Niccolò
View from property

9. Dimora Bandinelli Firenze

Dimora Bandinelli Firenze
Oltrarno
9.6 out of 10, Exceptional, (185 reviews)
"Rooms were very clean, and the staff was extremely friendly. The check-in process was very easy and we had a great stay."
United States
Erin
The price is 3.134.184 ₫
3.813.557 ₫ total
includes taxes & fees
27 Aug - 28 Aug
Dimora Bandinelli Firenze
Family Apartment | Living area

10. Appartamenti degli Artisti by Mmega

Appartamenti degli Artisti by Mmega
Historic Centre of Florence
8.6 out of 10, Excellent, (44 reviews)
"We stayed with our children and the space was excellent and the location was close enough to walk to everything. "
United States
Juliet
The price is 2.012.185 ₫
5.019.059 ₫ total
includes taxes & fees
27 Aug - 28 Aug
Appartamenti degli Artisti by Mmega
Comfort Apartment | Private kitchen

11. Sapiti Modern by Mmega

Sapiti Modern by Mmega
Historic Centre of Florence
9.2 out of 10, Wonderful, (16 reviews)
"Affordable and walking distance to points of interest"
United States
Francisco J
The price is 2.012.185 ₫
5.019.059 ₫ total
includes taxes & fees
28 Aug - 29 Aug
Sapiti Modern by Mmega
Exterior

12. Cosimo by MMega

Cosimo by MMega
Historic Centre of Florence
9.2 out of 10, Wonderful, (22 reviews)
"We had a great stay here in Florence. This apartment was very spacious, and well air conditioned which was helpful during the summer heat. overall the area is nice and quiet, with a large selection of restaurants and gelato near by! I highly recommend this stay!"
Canada
Sophia
The price is 2.906.849 ₫
6.613.115 ₫ total
includes taxes & fees
27 Aug - 28 Aug
Cosimo by MMega
Front of property

13. Sauro River View by MMega

Sauro River View by MMega
Historic Centre of Florence
10.0 out of 10, Exceptional, (5 reviews)
"It was the perfect location as well as accommodations. Would come back and stay again!"
United States
pamela
The price is 2.730.995 ₫
5.809.750 ₫ total
includes taxes & fees
27 Aug - 28 Aug
Sauro River View by MMega
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

The Social Hub Florence Belfiore

The Social Hub Florence Belfiore

8/10 Good
"We stayed one night the hotel was good in total for people who want to be close to center of the city it is a walkable distance"
eddie 1-night trip
Posted 1 hour ago
The Social Hub Florence Belfiore

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 27 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. Piazza di Santa Maria Novella and Piazza del Duomo 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.