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Check prices for these dates

In two weeks
13 Feb - 15 Feb
In two months
27 Mar - 29 Mar
In three months
24 Apr - 26 Apr
In four months
22 May - 24 May

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

Property entrance

Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (98 reviews)
"Great people, great location great service"
Canada
James
The price is 4.317.039 ₫
4.873.300 ₫ total
includes taxes & fees
31 Jan - 1 Feb
Villa il Fedino
Outdoor dining

B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (82 reviews)
"It was a wonderful stay the bed was comfortable and the view was beautiful. "
United States
Ruben
The price is 3.236.945 ₫
3.685.574 ₫ total
includes taxes & fees
3 Feb - 4 Feb
B&B La Fonte del Machiavelli
Exterior

B&B Le Dimore Mezza Costa

B&B Le Dimore Mezza Costa
San Casciano in Val di Pesa
9.4 out of 10, Exceptional, (25 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
B&B Le Dimore Mezza Costa
City view from property

Boboli Living

Boboli Living
Historic Centre of Florence
The price is 2.377.797 ₫
2.989.249 ₫ total
includes taxes & fees
15 Feb - 16 Feb
Boboli Living
Deluxe Double Room, City View | Room amenity

San Giuliano Inn - Adults Only

San Giuliano Inn - Adults Only
Historic Centre of Florence
10.0 out of 10, Exceptional, (406 reviews)
"Great inn. "
United States
Carol
San Giuliano Inn - Adults Only
Deluxe Double Room (1�° floor) | Egyptian cotton sheets, premium bedding, down duvets

Sette Angeli Rooms

Sette Angeli Rooms
Historic Centre of Florence
8.8 out of 10, Excellent, (636 reviews)
"The hotel manager, Maria, was very helpful in guiding us to a trusted overnight parking garage and was very willing in doing us a favor of mailing our package for us! The hotel location was great, very close to many of Florence’s main attractions!"
United States
Alexander
The price is 1.866.212 ₫
2.427.793 ₫ total
includes taxes & fees
4 Feb - 5 Feb
Sette Angeli Rooms
Property grounds

Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (82 reviews)
"Hotel clean comfortable. No elevator, no reception desk. "
United States
Karin
Domus il Palio B&B
Terrace/patio

Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (98 reviews)
"Such a beautiful gem of a hotel. Steeped in Florentine style. Comfortable and classy. Definitely would recommend "
United States
George
The price is 3.638.202 ₫
4.064.302 ₫ total
includes taxes & fees
1 Feb - 2 Feb
Palazzo Pacini
Balcony

Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (107 reviews)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is 3.006.358 ₫
3.462.690 ₫ total
includes taxes & fees
2 Feb - 3 Feb
Palazzo al Torrione 2
Deluxe Room, Patio | Frette Italian sheets, premium bedding, minibar, in-room safe

Tenuta Sant'Ilario

Tenuta Sant'Ilario
Gambassi Terme
9.4 out of 10, Exceptional, (34 reviews)
"Amazing location and property! Owner and staff super nice! I am sure we will be back!"
Australia
Ilaria
Tenuta Sant'Ilario
View from room

Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (112 reviews)
"Spacious room in large resort style complex, set up as fully self contained with kitchen and dining furniture. Peaceful location with lovely views. Very pleasant staff and exceptional breakfast. "
France
Richard
The price is 2.191.074 ₫
2.472.460 ₫ total
includes taxes & fees
4 Feb - 5 Feb
Chianti Village Morrocco
Superior Double Room, 1 King Bed | Premium bedding, down duvets, in-room safe, desk

La Torre Del Cestello

La Torre Del Cestello
Historic Centre of Florence
9.0 out of 10, Wonderful, (233 reviews)
"The Torre del Cestello had the "Room with a View" (complete with garden below) that I had been dreaming of for my first visit to Florence. The desk staff were all pleasant, helpful, and set me up with a map and suggestions when I checked in. There was easy access in and out of the room. Quiet but incredibly convenient location. "
United States
Tanya
La Torre Del Cestello
Wine Apartments Florence Vernaccia | Living area | 80-cm Smart TV with satellite channels, TV

Wine Apartments Florence Vernaccia

Wine Apartments Florence Vernaccia
Historic Centre of Florence
8.6 out of 10, Excellent, (31 reviews)
"Amazing location loved everything about it "
United States
Natalie
The price is 1.277.742 ₫
7.277.448 ₫ total
includes taxes & fees
1 Feb - 2 Feb
Wine Apartments Florence Vernaccia
Free daily buffet breakfast

Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (72 reviews)
"The stay was great, and the staff were wonderful. "
United States
SYDNEY
Terre di Baccio
Food court

Home in Florence

Home in Florence
Historic Centre of Florence
9.0 out of 10, Wonderful, (70 reviews)
"Perfect place, super friendly owners, really helpful. "
United Kingdom
Paul
The price is 2.089.164 ₫
2.671.752 ₫ total
includes taxes & fees
15 Feb - 16 Feb
Home in Florence
Terrace/patio

Numa Palazzo San Niccolò

Numa Palazzo San Niccolò
Historic Centre of Florence
9.4 out of 10, Exceptional, (179 reviews)
"Great stay . Super location"
United States
Kedar
The price is 2.859.154 ₫
3.518.741 ₫ total
includes taxes & fees
10 Feb - 11 Feb
Numa Palazzo San Niccolò
Suite | Premium bedding, in-room safe, desk, laptop workspace

Palazzo Mannaioni Suites

Palazzo Mannaioni Suites
4.0 star property
Historic Centre of Florence
9.2 out of 10, Wonderful, (1,080 reviews)
"Everything great. A+ Looking forward to stay again. "
United States
Rafael
Palazzo Mannaioni Suites
Hallway

Soggiorno Alessandra

Soggiorno Alessandra
Historic Centre of Florence
8.6 out of 10, Excellent, (86 reviews)
"Alessandra is an amazing host, we had a perfect stay! The apartment is in excellent condition and very clean! "
United States
Elias
Soggiorno Alessandra
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

Hotel Spadai

Hotel Spadai

10/10 Excellent
"Fantastic location. Fantastic service. Great amenities. Very impressed!"
Chris 1-night trip
Posted 16 hours ago
Hotel Spadai

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 23 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. Monastary of Sorelle Clarisse and Antinori nel Chianti Classico are other places to visit while you're in town.

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.