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
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 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 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 3.010.713 ₫
3.432.780 ₫ total
includes taxes & fees
14 Sept - 15 Sept
B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
Outdoor dining

2. 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 3.265.491 ₫
3.713.035 ₫ total
includes taxes & fees
1 Sept - 2 Sept
B&B La Fonte del Machiavelli
Property entrance

3. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (102 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 7.682.579 ₫
8.571.892 ₫ total
includes taxes & fees
8 Sept - 9 Sept
Villa il Fedino
Restaurant

4. Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (261 reviews)
"Delightful location, comfortable bed, excellent food."
Canada
Rupert
The price is 4.430.068 ₫
4.963.820 ₫ total
includes taxes & fees
30 Aug - 31 Aug
Relais Villa Olmo
Property amenity

5. hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.4 out of 10, Very good, (97 reviews)
"Lovely location in the hills. Really nice pool and bar."
United Kingdom
Jessica
The price is 1.460.190 ₫
1.696.955 ₫ total
includes taxes & fees
23 Aug - 24 Aug
hu Firenze Certosa camping in town
Courtyard

6. I Parigi Corbinelli

I Parigi Corbinelli
Florence
9.6 out of 10, Exceptional, (168 reviews)
"Charming place, great welcoming"
United Kingdom
Stefano
The price is 2.529.896 ₫
3.145.870 ₫ total
includes taxes & fees
20 Aug - 21 Aug
I Parigi Corbinelli
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

7. Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo
4.0 star property
Florence
8.4 out of 10, Very good, (260 reviews)
"Nice inn on a working farm located deep in the hills of suburban Florence."
United States
Allan
The price is 2.537.631 ₫
3.214.877 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Fattoria il Milione Agriturismo
Superior Double Room, 1 King Bed | Premium bedding, down duvets, in-room safe, desk

8. La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.0 out of 10, Wonderful, (292 reviews)
"Exceptionally friendly service staff that helped us. Location was also very convenient and accessible. Super clean room with strong AC that worked well during summer."
Singapore
Justin
The price is 2.461.245 ₫
3.130.853 ₫ total
includes taxes & fees
18 Aug - 19 Aug
La Torre Del Cestello
View from room

9. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (116 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
The price is 2.512.821 ₫
2.824.601 ₫ total
includes taxes & fees
15 Sept - 16 Sept
Chianti Village Morrocco
Garden

10. Serristori Palace Residence

Serristori Palace Residence
Historic Centre of Florence
9.6 out of 10, Exceptional, (224 reviews)
"Everything was great Thank you"
United States
aleksandar
The price is 2.911.268 ₫
3.565.380 ₫ total
includes taxes & fees
21 Aug - 22 Aug
Serristori Palace Residence
Property entrance

11. Corte Guelfa

Corte Guelfa
3.0 star property
Historic Centre of Florence
9.6 out of 10, Exceptional, (208 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 2.921.819 ₫
3.576.986 ₫ total
includes taxes & fees
20 Aug - 21 Aug
Corte Guelfa
Terrace/patio

12. Numa Florence Palazzo San Niccolò

Numa Florence Palazzo San Niccolò
Historic Centre of Florence
9.4 out of 10, Exceptional, (202 reviews)
"We had a good, clean room.Staff was helpful"
United States
Luisiana
The price is 2.887.381 ₫
3.539.104 ₫ total
includes taxes & fees
23 Aug - 24 Aug
Numa Florence Palazzo San Niccolò
Family Apartment | Living area | 40-inch flat-screen TV with digital channels, TV

13. 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 1.853.415 ₫
4.821.641 ₫ total
includes taxes & fees
17 Aug - 18 Aug
Appartamenti degli Artisti by Mmega
Wine Apartments Florence Vernaccia | Living area | 80-cm Smart TV with satellite channels, TV

14. Wine Apartments Florence Vernaccia

Wine Apartments Florence Vernaccia
Historic Centre of Florence
8.6 out of 10, Excellent, (38 reviews)
"Fantastic location! Right next to the Ponte Vecchio. Very walkable. Great, responsive host. We had a problem with the door, but they sent a handyman to fix it right away. The only thing to note is that the second bedroom is very small and has no airconditioning but the main bedroom is great. It was nice having a kitchen too. And the host welcomed us with a complimentary bottle of wine and water which was very nice. Would definately stay again next time we're in Florence."
Canada
Viktoria
The price is 1.759.928 ₫
7.622.687 ₫ total
includes taxes & fees
21 Aug - 22 Aug
Wine Apartments Florence Vernaccia
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

Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa

10/10 Excellent
"Staff were great and helpful to understand the area. They also booked activities for us"
James 3-night trip
Posted 7 hours ago
Villa I Barronci Resort & Spa

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. 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.