San Casciano in Val di Pesa Holiday Rentals

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Check prices for these dates

In two weeks
13 Mar - 15 Mar
In two months
24 Apr - 26 Apr
In three months
22 May - 24 May
In four months
19 Jun - 21 Jun

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

Property entrance

Townhouse in San Casciano in Val di Pesa

Villa il Fedino
9.6 out of 10, Exceptional, (99 reviews)
"Great people, great location great service"
Canada
James
The price is HK$1,314
HK$1,483 total
includes taxes & fees
2 Mar - 3 Mar
Villa il Fedino
Outdoor pool

Villa in Florence

Beautiful Tuscan home between Florence & Siena
10.0 out of 10, Exceptional, (7 reviews)
"From the moment we entered to our last day everything was perfect. Group of 15 and we all fit comfortably. "
United States
Debra P.
The price is HK$8,228
HK$13,584 total
includes taxes & fees
3 Mar - 4 Mar
Beautiful Tuscan home between Florence & Siena
Outdoor dining

Townhouse in San Casciano in Val di Pesa

B&B La Fonte del Machiavelli
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 HK$900
HK$1,027 total
includes taxes & fees
2 Mar - 3 Mar
B&B La Fonte del Machiavelli
6 bedrooms, iron/ironing board, WiFi

Villa in San Casciano in Val di Pesa

CASALE DI MUCCIANA_Casale la Fornace - CASALE DI MUCCIANA
The price is HK$8,107
HK$9,890 total
includes taxes & fees
6 Mar - 7 Mar
CASALE DI MUCCIANA_Casale la Fornace - CASALE DI MUCCIANA
Exterior

Townhouse in San Casciano in Val di Pesa

B&B Le Dimore Mezza Costa
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
The price is HK$652
HK$755 total
includes taxes & fees
23 Mar - 24 Mar
B&B Le Dimore Mezza Costa
Terrace/patio

Villa in San Casciano in Val di Pesa

VILLA VAL DI PESA_Villa Acquapietra - VILLA VAL DI PESA
The price is HK$12,358
HK$15,077 total
includes taxes & fees
6 Mar - 7 Mar
VILLA VAL DI PESA_Villa Acquapietra - VILLA VAL DI PESA
Pool

Apartment in Il Serraglio

Apartment 'Sassaia' with Private Pool, Wi-Fi, and Air Conditioning
The price is HK$4,358
HK$4,395 total
includes taxes & fees
28 Feb - 1 Mar
Apartment 'Sassaia' with Private Pool, Wi-Fi, and Air Conditioning
Outdoor dining

Apartment in Romola

Vasche 3 - Romola ,Tuscany
Vasche 3 - Romola ,Tuscany
Pool

Apartment in San Casciano in Val di Pesa

Tenuta 3 - Le Quattro Strade ,Tuscany
Tenuta 3 - Le Quattro Strade ,Tuscany
Outdoor dining

Apartment in Romola

Vasche 1 - Romola ,Tuscany
Vasche 1 - Romola ,Tuscany
Outdoor dining

Apartment in Romola

Vasche 2 - Romola ,Tuscany
Vasche 2 - Romola ,Tuscany
Outdoor dining

Apartment in Romola

Vasche 4 - Romola ,Tuscany
Vasche 4 - Romola ,Tuscany
Pool

Apartment in San Casciano in Val di Pesa

Tenuta 6 - Le Quattro Strade ,Tuscany
Tenuta 6 - Le Quattro Strade ,Tuscany
Pool

Apartment in San Casciano in Val di Pesa

Tenuta 5 - Le Quattro Strade ,Tuscany
Tenuta 5 - Le Quattro Strade ,Tuscany
Pool

Apartment in San Casciano in Val di Pesa

Tenuta 4 - Le Quattro Strade ,Tuscany
Tenuta 4 - Le Quattro Strade ,Tuscany
Pool

Apartment in San Casciano in Val di Pesa

Tenuta 1 - Le Quattro Strade ,Tuscany
Tenuta 1 - Le Quattro Strade ,Tuscany
City view from property

Townhouse in Historic Centre of Florence

Boboli Living
The price is HK$695
HK$876 total
includes taxes & fees
1 Mar - 2 Mar
Boboli Living
Free daily buffet breakfast

Townhouse in Greve in Chianti

Terre di Baccio
9.8 out of 10, Exceptional, (72 reviews)
"The stay was great, and the staff were wonderful. "
United States
SYDNEY
Terre di Baccio
Breakfast, lunch, dinner served; garden views

Townhouse in Florence

Marignolle Relais and Charme
9.2 out of 10, Wonderful, (91 reviews)
"I stayed here June 2025 and was most delighted in the property and staff. They were incredibly kind and accommodating and the property is beautiful. Would stay here again!"
Canada
Shelley
Marignolle Relais and Charme
Property grounds

Townhouse in Ravacciano

Domus il Palio B&B
9.2 out of 10, Wonderful, (83 reviews)
"Hotel clean comfortable. No elevator, no reception desk. "
United States
Karin
Domus il Palio B&B
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
"Room was spotless and staff very professional and helpful."
Michael 3-night trip
Posted 2 days ago
Hotel Spadai

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:

  • View our selection of featured holiday rentals in San Casciano in Val di Pesa
  • Use the map to find apartments and other holiday homes in the San Casciano in Val di Pesa neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in San Casciano in Val di Pesa while they last

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?

Borgo Argiano: This holiday home rental outside of San Casciano in Val di Pesa is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a coffee maker. You can relax into your holiday with a garden and a library.

How many holiday rentals are there in San Casciano in Val di Pesa?

Choose from 19 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 Cathedral of Santa Maria del Fiore 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.