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

Boutique Hotels & Resorts in San Casciano in Val di Pesa from AU$139

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on San Casciano in Val di Pesa Boutique Hotels

This weekend
6 Nov - 8 Nov
Next weekend
13 Nov - 15 Nov

Our top choices for San Casciano in Val di Pesa boutique hotels

A poolside area with outdoor seating and umbrellas, overlooking a scenic landscape.

1. Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa
4.0 star property
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (480 reviews)
"A nice place to relax for a few days and visit some castles and vineyards nearby."
Canada
Haris
The price is AU$122
includes taxes & fees
3 Dec - 4 Dec
Villa I Barronci Resort & Spa
A building with a courtyard, arched entrance, and surrounding trees.

2. Villa il Poggiale - Dimora Storica

Villa il Poggiale - Dimora Storica
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (163 reviews)
"Such a magical place to stay! And the restaurant was delicious"
United States
Amber
The price is AU$159
includes taxes & fees
2 Dec - 3 Dec
Villa il Poggiale - Dimora Storica
An outdoor dining area with tables and chairs, covered by umbrellas, overlooking a scenic landscape.

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, (93 reviews)
"The view is unique. Perfect location for a romantic trip."
United States
Stella
The price is AU$187
includes taxes & fees
3 Nov - 4 Nov
B&B La Fonte del Machiavelli
Exterior

4. 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, (29 reviews)
"Me and my girlfriend really did enjoy this property. Both host were very friendly and welcoming to us. We both did enjoy the feel at Home environment. We would definitely come back here on a future trip. Big shout out to the host for the wonderful cook meals. Great to know a bit about them as well."
United States
Erick
The price is AU$149
includes taxes & fees
16 Nov - 17 Nov
B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes
A table with a basket of pastries, a glass of water, and a cup, suggesting a breakfast setting.

5. Hotel Sor Paolo

Hotel Sor Paolo
San Casciano in Val di Pesa
The price is AU$216
includes taxes & fees
3 Dec - 4 Dec
Hotel Sor Paolo
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.
View all properties

Top San Casciano in Val di Pesa Hotel Reviews

Hotel Santa Maria Novella

Hotel Santa Maria Novella

10/10 Excellent
"Clean rooms. Beautiful hotel. Great bar."
Margaret 2-night trip
Posted 3 hours ago
Hotel Santa Maria Novella
Bernini Palace

Bernini Palace

10/10 Excellent
"When we arrived it was evening the the Hotel Bernini Palace was twinkling! Such a beautiful lobby. Such a warm welcome by the staff. After a long journey we relaxed into their care and hospitality and our accommodations. Breakfast and the beautiful historical breakfast room was a treat. Service just perfect. Don't miss having a wonderful meal in the restaurant one evening. Delicious!"
donna 2-night trip
Posted 6 hours ago
Bernini Palace

Frequently asked questions

What's there to see and do in San Casciano in Val di Pesa?
The wineries and countryside are just some of the things to enjoy while you're in the area. Activities and attractions to experience around San Casciano in Val di Pesa include Piazza di Santa Maria Novella, Monastery of Sorelle Clarisse and Antinori nel Chianti Classico. You might also want to see places such as Piazza del Duomo, San Casciano Museum and Boboli Gardens during your trip.
What kind of weather should I plan for when I travel to San Casciano in Val di Pesa?
Understanding the weather in San Casciano in Val di Pesa is important when planning your trip. The hottest months are usually August and July, with an average temperature of 22°C, while the coldest months are January and February, with an average of 7°C. Average annual precipitation for San Casciano in Val di Pesa is 1000 mm.
What's the best way to get to my boutique hotel in San Casciano in Val di Pesa?
You have a few options for getting to and around San Casciano in Val di Pesa. The closest major airport is Peretola Airport (FLR), which is located 10 mi (16 km) from the heart of the city. If you'd like to explore around the area, you may want a rental car for your journey.

Explore a world of travel with Expedia