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

Property entrance

1. 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 7.382.967 ₫
8.242.848 ₫ total
includes taxes & fees
30 Aug - 31 Aug
Villa il Fedino
Exterior

2. 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 3.266.067 ₫
3.713.517 ₫ total
includes taxes & fees
10 Sept - 11 Sept
B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
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 3.261.398 ₫
3.708.381 ₫ 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 4.559.091 ₫
5.105.633 ₫ total
includes taxes & fees
30 Aug - 31 Aug
Relais Villa Olmo
Property entrance

5. 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 3.141.801 ₫
3.818.511 ₫ total
includes taxes & fees
31 Aug - 1 Sept
Corte Guelfa
Superior Double Room, 1 King Bed | Premium bedding, down duvets, in-room safe, desk

6. La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.2 out of 10, Wonderful, (301 reviews)
"The location and staff is amazing! The room was huge, great AC!!"
United States
Mersiha
The price is 2.564.578 ₫
3.243.988 ₫ total
includes taxes & fees
31 Aug - 1 Sept
La Torre Del Cestello
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 4.187.223 ₫
4.968.475 ₫ 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 2.711.227 ₫
3.344.879 ₫ total
includes taxes & fees
30 Aug - 31 Aug
Numa Florence Palazzo San Niccolò
Premium Studio | Laptop workspace, free WiFi, bed sheets

9. Bob W Florence Ponte Vecchio

Bob W Florence Ponte Vecchio
Historic Centre of Florence
9.2 out of 10, Wonderful, (249 reviews)
"The location was so nice!"
United States
Rianna
The price is 4.485.404 ₫
5.296.474 ₫ total
includes taxes & fees
4 Sept - 5 Sept
Bob W Florence Ponte Vecchio
View from property

10. 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 3.104.851 ₫
3.777.866 ₫ total
includes taxes & fees
30 Aug - 31 Aug
Dimora Bandinelli Firenze
Deluxe Double Room (1° floor) | Egyptian cotton sheets, premium bedding, down duvets

11. Sette Angeli Rooms

Sette Angeli Rooms
Historic Centre of Florence
8.8 out of 10, Excellent, (685 reviews)
"Good clean rooms and very close to the city center as well as the train station"
United Kingdom
VISHAL
The price is 2.013.484 ₫
2.577.363 ₫ total
includes taxes & fees
30 Aug - 31 Aug
Sette Angeli Rooms
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 3.311.713 ₫
7.026.499 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Cosimo by MMega
Reception

13. Palazzo Branchi

Palazzo Branchi
Historic Centre of Florence
9.0 out of 10, Wonderful, (313 reviews)
"So frandly and helpful staff. We enjoyed our stay."
United States
Anamika
The price is 3.114.464 ₫
3.788.440 ₫ total
includes taxes & fees
30 Aug - 31 Aug
Palazzo Branchi
Apartment, 3 Bedrooms | Balcony

14. Palace with balcony View to Pitti Palace and the Duomo

Palace with balcony View to Pitti Palace and the Duomo
Historic Centre of Florence
9.0 out of 10, Wonderful, (16 reviews)
"Beautiful stay - amazing and accommodating host! Loved our time there - thank you!"
Canada
Chad
The price is 4.520.841 ₫
9.021.178 ₫ total
includes taxes & fees
30 Aug - 31 Aug
Palace with balcony View to Pitti Palace and the Duomo
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 Lavagnini

The Social Hub Florence Lavagnini

8/10 Good
"Great location and very friendly, helpful staff."
Tim 3-night trip
Posted 1 hour ago
The Social Hub Florence Lavagnini

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 Cathedral of Santa Maria del Fiore 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.