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

San Casciano in Val di Pesa Holiday Rentals

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

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 HK$898
HK$1,024 total
includes taxes & fees
18 Aug - 19 Aug
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, (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 HK$2,092
HK$2,337 total
includes taxes & fees
25 Aug - 26 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 HK$974
HK$1,108 total
includes taxes & fees
2 Sept - 3 Sept
B&B La Fonte del Machiavelli
Pool

4. Tenuta Branca - Podere Apartment with Pool and Terrace in Chianti

Tenuta Branca - Podere Apartment with Pool and Terrace in Chianti
San Casciano in Val di Pesa
The price is HK$1,588
HK$2,672 total
includes taxes & fees
30 Aug - 31 Aug
Tenuta Branca - Podere Apartment with Pool and Terrace in Chianti
Pool

5. Villa Il Conventino with Pool and Wi-Fi

Villa Il Conventino with Pool and Wi-Fi
San Casciano in Val di Pesa
The price is HK$23,774
HK$32,252 total
includes taxes & fees
6 Aug - 7 Aug
Villa Il Conventino with Pool and Wi-Fi
Pool

6. Apartment 'Mini in Chianti' with Shared Pool, Wi-Fi and Air Conditioning

Apartment 'Mini in Chianti' with Shared Pool, Wi-Fi and Air Conditioning
San Casciano in Val di Pesa
Apartment 'Mini in Chianti' with Shared Pool, Wi-Fi and Air Conditioning
Outdoor dining

7. Villa 'Molino' with Private Pool, Private Terrace and Wi-Fi

Villa 'Molino' with Private Pool, Private Terrace and Wi-Fi
Mercatale Val Di Pesa
The price is HK$12,481
HK$12,517 total
includes taxes & fees
23 Aug - 24 Aug
Villa 'Molino' with Private Pool, Private Terrace and Wi-Fi
Pool

8. Cottage in Chianti Barn with Shared Pool, Wi-Fi, and Air Conditioning

Cottage in Chianti Barn with Shared Pool, Wi-Fi, and Air Conditioning
San Casciano in Val di Pesa
The price is HK$8,339
HK$8,927 total
includes taxes & fees
9 Aug - 10 Aug
Cottage in Chianti Barn with Shared Pool, Wi-Fi, and Air Conditioning
Restaurant

9. Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (256 reviews)
"Delightful location, comfortable bed, excellent food."
Canada
Rupert
The price is HK$1,172
HK$1,317 total
includes taxes & fees
30 Aug - 31 Aug
Relais Villa Olmo
Courtyard

10. 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 HK$756
HK$941 total
includes taxes & fees
9 Aug - 10 Aug
I Parigi Corbinelli
Property amenity

11. hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.4 out of 10, Very good, (94 reviews)
"Lovely location in the hills. Really nice pool and bar."
United Kingdom
Jessica
The price is HK$437
HK$507 total
includes taxes & fees
30 Aug - 31 Aug
hu Firenze Certosa camping in town
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

12. Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo
4.0 star property
Florence
8.4 out of 10, Very good, (258 reviews)
"Nice inn on a working farm located deep in the hills of suburban Florence."
United States
Allan
The price is HK$698
HK$895 total
includes taxes & fees
25 Aug - 26 Aug
Fattoria il Milione Agriturismo
View from room

13. 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 HK$793
HK$890 total
includes taxes & fees
4 Sept - 5 Sept
Chianti Village Morrocco
Premium bedding, down duvets, in-room safe, desk

14. La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.0 out of 10, Wonderful, (287 reviews)
"Only thing good view and location"
United States
Karen
The price is HK$839
HK$1,049 total
includes taxes & fees
31 Aug - 1 Sept
La Torre Del Cestello
View from property

15. 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 HK$881
HK$1,078 total
includes taxes & fees
16 Aug - 17 Aug
Dimora Bandinelli Firenze
Living area

16. Appartamenti degli Artisti by Mmega

Appartamenti degli Artisti by Mmega
Historic Centre of Florence
8.6 out of 10, Excellent, (43 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 HK$596
HK$1,485 total
includes taxes & fees
16 Aug - 17 Aug
Appartamenti degli Artisti by Mmega
Garden

17. Serristori Palace Residence

Serristori Palace Residence
Historic Centre of Florence
9.6 out of 10, Exceptional, (218 reviews)
"Everything was great Thank you"
United States
aleksandar
The price is HK$1,092
HK$1,310 total
includes taxes & fees
10 Aug - 11 Aug
Serristori Palace Residence
Terrace/patio

18. 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 HK$992
HK$1,199 total
includes taxes & fees
23 Aug - 24 Aug
Numa Florence Palazzo San Niccolò
Living area

19. 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 HK$588
HK$2,347 total
includes taxes & fees
23 Aug - 24 Aug
Wine Apartments Florence Vernaccia
Interior

20. Ramaglianti Hidden Gem by Mmega

Ramaglianti Hidden Gem by Mmega
Historic Centre of Florence
10.0 out of 10, Exceptional, (14 reviews)
"Gorgeous space in a great location."
United States
Samuel
The price is HK$682
HK$1,582 total
includes taxes & fees
25 Aug - 26 Aug
Ramaglianti Hidden Gem 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

Plus Florence - Hostel

Plus Florence - Hostel

8/10 Good
"None"
Darina 2-night trip
Posted 11 hours ago
Plus Florence - Hostel

Find out more about San Casciano in Val di Pesa

Search for holiday rentals in San Casciano in Val di Pesa on Expedia! You can easily find your home rentals, villas, holiday apartments in San Casciano in Val di Pesa using one of the methods below:

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Look no further and take a look at our great range of rental properties in San Casciano in Val di Pesa!

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.

What are some of the best holiday rentals that San Casciano in Val di Pesa has to offer?

Villa La Stella - Casa per Ferie: This holiday home rental outside of San Casciano in Val di Pesa is located near the airport, and has a garden, a library and air conditioning to put you at ease in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

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. Cathedral of Santa Maria del Fiore and Piazza della Signoria 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.