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
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

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 S$173
includes taxes & fees
24 Sept - 25 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, (84 reviews)
"Very pretty B&B! The rooms are super cozy and feels welcoming! The scenery around is just amazing! The pool was very refreshing and the host very nice! The trail to reach the B&B is narrow make sure you have a small car ;)"
Canada
Alexia
The price is S$166
includes taxes & fees
6 Oct - 7 Oct
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, (104 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 S$344
includes taxes & fees
18 Oct - 19 Oct
Villa il Fedino
Restaurant

4. Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (264 reviews)
"Delightful location, comfortable bed, excellent food."
Canada
Rupert
The price is S$257
includes taxes & fees
6 Oct - 7 Oct
Relais Villa Olmo
View from room

5. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Tavarnelle Val di Pesa
8.6 out of 10, Excellent, (119 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
The price is S$106
includes taxes & fees
15 Oct - 16 Oct
Chianti Village Morrocco
Breakfast, lunch and dinner served

6. Marignolle Relais and Charme

Marignolle Relais and Charme
Florence
9.2 out of 10, Wonderful, (92 reviews)
"Good stay"
Canada
David Joseph
The price is S$312
includes taxes & fees
18 Oct - 19 Oct
Marignolle Relais and Charme
In-room safe, cots/infant beds, bed sheets

7. Hu Firenze Camping In Town

Hu Firenze Camping In Town
Florence
8.8 out of 10, Excellent, (1,735 reviews)
"Love this place, came back twice. Literally had all you need . The shuttle downtown is amazing, exploring with families can be chaotic this helped. The pool gets a bit crowded during peak season but still worth a visit."
United States
Ama
The price is S$99
includes taxes & fees
18 Oct - 19 Oct
Hu Firenze Camping In Town
Outdoor dining

8. Villa La Stella - Casa per Ferie

Villa La Stella - Casa per Ferie
Le Cure
8.6 out of 10, Excellent, (254 reviews)
"It’s was great"
United States
Rocio
The price is S$189
includes taxes & fees
11 Oct - 12 Oct
Villa La Stella - Casa per Ferie
Private kitchen

9. Sapiti Modern by Mmega

Sapiti Modern by Mmega
Historic Centre of Florence
9.2 out of 10, Wonderful, (17 reviews)
"Affordable and walking distance to points of interest"
United States
Francisco J
The price is S$265
includes taxes & fees
9 Oct - 10 Oct
Sapiti Modern by Mmega
Breakfast, lunch and dinner served

10. La Locanda di Pietracupa

La Locanda di Pietracupa
Tavarnelle Val di Pesa
9.6 out of 10, Exceptional, (38 reviews)
"Great place, wonderful restaurant"
Germany
Isabell
The price is S$249
includes taxes & fees
22 Sept - 23 Sept
La Locanda di Pietracupa
Garden

11. Serristori Palace Residence

Serristori Palace Residence
Historic Centre of Florence
9.6 out of 10, Exceptional, (232 reviews)
"Great location and great property!"
Canada
Imamah
The price is S$262
includes taxes & fees
22 Sept - 23 Sept
Serristori Palace Residence
City view

12. Mamo Florence - Le Farine Della Signoria Apartments

Mamo Florence - Le Farine Della Signoria Apartments
Historic Centre of Florence
8.6 out of 10, Excellent, (10 reviews)
"Amazing property with excellent views. "
United States
Karl
The price is S$344
includes taxes & fees
11 Oct - 12 Oct
Mamo Florence - Le Farine Della Signoria Apartments
Terrace/patio

13. Numa Florence Palazzo San Niccolò

Numa Florence Palazzo San Niccolò
Historic Centre of Florence
9.4 out of 10, Exceptional, (206 reviews)
"Very nice place, backing onto the mountain and quiet. Clean and spacious. Comfortable beds. Only complaint which is not a great one is that it was too digital - the front door & room key were down for most of a day (creating an hassle because of the lack of onsite staff) and the wifi was down for 2 days, leading to inconvenience. Otherwise good place in a good location."
Canada
Dante
The price is S$363
includes taxes & fees
13 Oct - 14 Oct
Numa Florence Palazzo San Niccolò
Premium bedding, down duvets, in-room safe, desk

14. La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.2 out of 10, Wonderful, (319 reviews)
"Clean room friendly staff definitely be back"
United States
IVAN
The price is S$349
includes taxes & fees
18 Oct - 19 Oct
La Torre Del Cestello
Exterior

15. Residenza 24

Residenza 24
San Lorenzo
9.0 out of 10, Wonderful, (34 reviews)
"Very clean. Very helpful staff."
United Kingdom
paul
The price is S$180
includes taxes & fees
21 Sept - 22 Sept
Residenza 24
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

10/10 Excellent
"Wonderful place to stay and very central."
Emily 2-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.

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 25 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.