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Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 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 4.224.373 ₫
4.768.695 ₫ total
includes taxes & fees
19 Jan - 20 Jan
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 3.157.892 ₫
3.595.565 ₫ total
includes taxes & fees
2 Feb - 3 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
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
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 2.044.319 ₫
2.614.402 ₫ total
includes taxes & fees
19 Jan - 20 Jan
Home in Florence
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)
"Very convenient. Rooms are small but ok for a couple of nights in Florence. Staff were very helpful. Fantastic location! "
Australia
Suzanne
The price is 2.921.244 ₫
3.579.111 ₫ total
includes taxes & fees
27 Jan - 28 Jan
Sette Angeli Rooms
Property grounds

Domus il Palio B&B

Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (82 reviews)
"Great service Thanks "
Canada
Nelson
Domus il Palio B&B
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 2.300.247 ₫
3.444.428 ₫ total
includes taxes & fees
4 Feb - 5 Feb
Palazzo al Torrione 2
Romantic Double Room, 1 Bedroom, Non Smoking | View from room

B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (58 reviews)
"This is a great B&B its right in the heart of the town. The rooms are very clean and have historical character. The staff are so friendly and helpful. "
United States
April
The price is 3.289.471 ₫
3.770.772 ₫ total
includes taxes & fees
19 Jan - 20 Jan
B&B Palazzo Tortoli
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
Breakfast, lunch, dinner served; Regional cuisine

La Locanda di Pietracupa

La Locanda di Pietracupa
Barberino Tavarnelle
9.4 out of 10, Exceptional, (35 reviews)
"Great place, wonderful restaurant"
Germany
Isabell
La Locanda di Pietracupa
View from room

Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (111 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 2.216.840 ₫
2.499.466 ₫ total
includes taxes & fees
23 Jan - 24 Jan
Chianti Village Morrocco
Free daily buffet breakfast

Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (71 reviews)
"The stay was great, and the staff were wonderful. "
United States
SYDNEY
Terre di Baccio
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, (232 reviews)
"Great location and great rooms"
United States
David
La Torre Del Cestello
Terrace/patio

Numa Palazzo San Niccolò

Numa Palazzo San Niccolò
Historic Centre of Florence
9.4 out of 10, Exceptional, (178 reviews)
"Great stay . Super location"
United States
Kedar
The price is 2.548.474 ₫
3.168.973 ₫ total
includes taxes & fees
27 Jan - 28 Jan
Numa Palazzo San Niccolò
Garden

Serristori Palace Residence

Serristori Palace Residence
Historic Centre of Florence
9.6 out of 10, Exceptional, (173 reviews)
"Great property overall. No complaints whatsoever. "
United States
N'Jinah
Serristori Palace Residence
Standard Loft | Premium bedding, memory-foam beds, in-room safe, laptop workspace

Numa Florence Palazzo Belfiore

Numa Florence Palazzo Belfiore
Historic Centre of Florence
9.6 out of 10, Exceptional, (376 reviews)
"Very spacious and clean stay with premium proximity to the city"
United States
Raehmojhzn
The price is 3.984.870 ₫
4.749.008 ₫ total
includes taxes & fees
9 Feb - 10 Feb
Numa Florence Palazzo Belfiore
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 1.396.868 ₫
7.265.082 ₫ total
includes taxes & fees
19 Jan - 20 Jan
Wine Apartments Florence Vernaccia
Suite | Premium bedding, in-room safe, desk, cots/infant beds

Palazzo Mannaioni Suites

Palazzo Mannaioni Suites
4.0 star property
Historic Centre of Florence
9.2 out of 10, Wonderful, (1,078 reviews)
"Perfect stay"
United States
Juan P
Palazzo Mannaioni Suites
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

Grand Hotel Cavour

Grand Hotel Cavour

10/10 Excellent
"great experience - highly recommend!"
Amrita 2-night trip
Posted 3 days ago
Grand Hotel Cavour

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 24 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.