Photo by Alessandro Ricciardi

Find hotels in San Casciano in Val di Pesa from ￥11,877

Start date: Check-in selected.
To Date
End date: Check-out

  • 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 prices for these dates

Tonight
Dec 20 - Dec 21
Tomorrow
Dec 21 - Dec 22
Next weekend
Dec 26 - Dec 28
In two weeks
Jan 2 - Jan 4

Filter by

Guest rating
Guest rating
Star rating

Our top choices for San Casciano in Val di Pesa hotels

Exterior
Relais Poggio Borgoni

Relais Poggio Borgoni

Relais Poggio Borgoni
San Casciano in Val di Pesa
9.8 out of 10, Exceptional, (57)
"Very personal, kind & sympathatic Staff. The Place is gorgeous."
Switzerland
Nils
The price is ￥16,106
￥18,456 total
includes taxes & fees
Dec 21 - Dec 22
Relais Poggio Borgoni
Property entrance
Villa il Fedino

Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (97)
"Great people, great location great service"
Canada
James
The price is ￥22,310
￥25,271 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Villa il Fedino
Front of property
Villa il Poggiale - Dimora Storica

Villa il Poggiale - Dimora Storica

Villa il Poggiale - Dimora Storica
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (145)
"Wonderful stay."
United States
Nancy
The price is ￥17,414
￥19,340 total
includes taxes & fees
Dec 21 - Dec 22
Villa il Poggiale - Dimora Storica
Outdoor dining
B&B La Fonte del Machiavelli

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)
"It was a wonderful stay the bed was comfortable and the view was beautiful. "
United States
Ruben
The price is ￥18,762
￥21,377 total
includes taxes & fees
Dec 22 - Dec 23
B&B La Fonte del Machiavelli
Garden
Calzaiolo

Calzaiolo

Calzaiolo
2.0 star property
San Casciano in Val di Pesa
8.2 out of 10, Very Good, (16)
"Clean and friendly staff. Public transportation is very poor, need to rent a car if you want to be mobile."
United States
Hang
The price is ￥11,114
￥12,590 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Calzaiolo
Dinner served, alfresco dining
Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio
4.0 star property
Historic Centre of Florence
8.8 out of 10, Excellent, (954)
"Nice, clean room. Good location and walkable"
United States
Shawn Dee
The price is ￥13,893
￥17,869 total
includes taxes & fees
Dec 21 - Dec 22
Hotel La Scaletta Al Ponte Vecchio
Front of property
Hotel Calimala Florence

Hotel Calimala Florence

Hotel Calimala Florence
4.0 star property
Historic Centre of Florence
9.6 out of 10, Exceptional, (973)
"The place / rooms are great. The staff is amazing. Eric at the front desk was awesome for us. The breakfast buffet is very nice. "
United States
Sergio
The price is ￥21,913
￥29,461 total
includes taxes & fees
Dec 22 - Dec 23
Hotel Calimala Florence
Terrace/patio
Hotel Caravaggio

Hotel Caravaggio

Hotel Caravaggio
3.0 star property
Historic Centre of Florence
9.0 out of 10, Wonderful, (1004)
"Such a Beautiful hotel & a better location for marathon start couldn’t be imaged "
United States
Julia
The price is ￥17,618
￥21,597 total
includes taxes & fees
Dec 21 - Dec 22
Hotel Caravaggio
Front of property
Hotel Italia

Hotel Italia

Hotel Italia
3.0 star property
Camollia
9.2 out of 10, Wonderful, (1000)
"Great staff, wonderful breakfast, close to the plaza. "
United States
Izabela
The price is ￥10,300
￥11,877 total
includes taxes & fees
Jan 15 - Jan 16, 2026
Hotel Italia
Front of property
Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais
4.0 star property
Barberino Tavarnelle
9.4 out of 10, Exceptional, (478)
"The views were spectacular and the grounds were so peaceful"
United States
Michelle
The price is ￥13,287
￥15,723 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Hotel Borgo di Cortefreda Relais
Lobby
Hotel Horto Convento

Hotel Horto Convento

Hotel Horto Convento
4.0 star property
Historic Centre of Florence
9.8 out of 10, Exceptional, (599)
"Excellent stay"
United States
Renata
The price is ￥16,452
￥20,684 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Hotel Horto Convento
Free daily buffet breakfast
Il Guelfo Bianco

Il Guelfo Bianco

Il Guelfo Bianco
Historic Centre of Florence
9.6 out of 10, Exceptional, (523)
"Great location, warm and accommodating staff. "
United States
Lisa
The price is ￥15,506
￥19,274 total
includes taxes & fees
Dec 22 - Dec 23
Il Guelfo Bianco
Front of property
Room Mate Luca, Florence

Room Mate Luca, Florence

Room Mate Luca, Florence
4.0 star property
Historic Centre of Florence
9.2 out of 10, Wonderful, (1000)
"Quite, close from all sightseeings, breakfast is healthy and delicious."
United Kingdom
Khulud Abdullah J
The price is ￥18,346
￥22,767 total
includes taxes & fees
Dec 21 - Dec 22
Room Mate Luca, Florence
Terrace/patio
Cellai Boutique Hotel

Cellai Boutique Hotel

Cellai Boutique Hotel
4.0 star property
Historic Centre of Florence
8.2 out of 10, Very Good, (676)
"Great location - good place to stay for price"
United States
Cynthia
Cellai Boutique Hotel
Property entrance
Hotel David

Hotel David

Hotel David
3.0 star property
Oltrarno
10.0 out of 10, Exceptional, (902)
"Room was very clean,the staff is very friendly and they make you feel welcome. The free breakfast was delcious and Marcella was wonderful. "
Canada
Kurt
The price is ￥21,563
￥25,909 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Hotel David
Seasonal outdoor pool
The Social Hub Florence Lavagnini

The Social Hub Florence Lavagnini

The Social Hub Florence Lavagnini
4.0 star property
San Lorenzo
9.0 out of 10, Wonderful, (1285)
"Super friendly staff! Great location! "
United States
Jutta
The price is ￥11,954
￥15,735 total
includes taxes & fees
Dec 24 - Dec 25
The Social Hub Florence Lavagnini
Outdoor spa tub
IQ Hotel Firenze

IQ Hotel Firenze

IQ Hotel Firenze
4.0 star property
Historic Centre of Florence
9.6 out of 10, Exceptional, (1093)
"Beautiful hotel! Great location! Amazing breakfast! Amazing staff! "
Canada
Blair
The price is ￥13,770
￥17,733 total
includes taxes & fees
Dec 21 - Dec 22
IQ Hotel Firenze
Front of property
Hotel Rapallo

Hotel Rapallo

Hotel Rapallo
4.0 star property
Historic Centre of Florence
9.6 out of 10, Exceptional, (1000)
"Excellent stay , very comfortable, nice location and welcoming staff & happy to help."
United Kingdom
Caroline
Hotel Rapallo
Front of property
Hotel Accademia

Hotel Accademia

Hotel Accademia
3.0 star property
Historic Centre of Florence
9.4 out of 10, Exceptional, (781)
"Yes the room was cleaned daily and the stuff was amazing. They went above and beyond to help us make the best of our stay. "
United States
Angie
The price is ￥15,793
￥19,589 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Hotel Accademia
Exterior
Art Hotel Villa Agape

Art Hotel Villa Agape

Art Hotel Villa Agape
4.0 star property
Oltrarno
9.8 out of 10, Exceptional, (1003)
"A beautiful hotel, extremely clean and with stunning gardens."
United Kingdom
Elizabeth
The price is ￥17,583
￥21,928 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Art Hotel Villa Agape
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Where to stay in San Casciano in Val di Pesa

Find the best San Casciano in Val di Pesa areas and neighborhoods for the activities you enjoy most.

Il Serraglio

While there might not be top attractions in Il Serraglio, you can explore the larger area and discover places like Antinori nel Chianti Classico and Monastary of Sorelle Clarisse.

Stay near popular San Casciano in Val di Pesa attractions

Antinori nel Chianti Classico

4.4/5 (7 reviews)
You can enjoy a tasting or tour at Antinori nel Chianti Classico during your travels to Bargino. Check out the churches and wineries in this walkable area.
See properties

Monastary of Sorelle Clarisse

Find out about the history of San Casciano in Val di Pesa when you spend time at Monastary of Sorelle Clarisse. Discover the area's fascinating museums and churches.
See properties

Learn more about San Casciano in Val di Pesa

Tucked among rolling vineyards, this medieval Tuscan town offers wine tastings at family-run estates and Renaissance art in its historic churches. Climb the ancient tower at Castello di Bibbione for panoramic views, then sample local olive oils at farms throughout Val di Pesa.

See all hotels in San Casciano in Val di Pesa
Fall is a great time to visit Tuscany! The weather is cooler, the crowds die down a bit and the vineyards are full of beautiful colors. I highly recommend doing a tour of some of the wineries in the region. #lifeatexpedia #italy #tuscany #vino
Photo by Ashley Robinson
Open Photo by Ashley Robinson

Top San Casciano in Val di Pesa Hotel Reviews

Hotel Spadai

Hotel Spadai

10/10 Excellent
"Staff was very accommodating will definitely recommend this hotel."
Frank 2-night trip
Posted 2 days ago
Hotel Spadai

More cheap stays in San Casciano in Val di Pesa

Hotel Bodoni

Hotel Bodoni

Via Martiri del Popolo, 27 Florence FI
The price is ￥10,491 per night from Jan 18 to Jan 19
￥10,491
￥13,202 total
Jan 18 - Jan 19, 2026
includes taxes & fees
8/10 Very Good! (776 reviews)

Frequently asked questions

What's the best place for a stay in San Casciano in Val di Pesa?
B&B Le Dimore Mezza Costa is a favorite with Expedia customers. This affittacamere offers free breakfast and a restaurant. Reviews from our site also recommend Salvadonica - Borgo del Chianti and Fonte de' Medici as top choices for your visit. See all available top hotels, or vacation rentals in San Casciano in Val di Pesa.
What's the top vacation rental in San Casciano in Val di Pesa?
QK Costa58 Home Tower: You might want to consider this vacation home rental near San Casciano in Val di Pesa, which is located in the historical district and offers a terrace, air-conditioning, and daily housekeeping to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. See all vacation rentals in San Casciano in Val di Pesa.
If I need to cancel my hotel reservation in San Casciano in Val di Pesa, will I receive a refund?
Yes! You'll find that most hotel reservations are fully refundable provided that you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If your reservation is non-refundable, it might still be possible to cancel it and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in San Casciano in Val di Pesa.
Where can I learn more about changing or cancelling my trip to San Casciano in Val di Pesa?
To access more information about picking new dates or cancelling your trip to San Casciano in Val di Pesa, go to https://www.expedia.com/service/.
What's the best accommodation for a family vacation in San Casciano in Val di Pesa?
Villa I Barronci Resort & Spa is a hotel with an outdoor pool and a restaurant, and it's a top choice on Expedia for families. Other good choices for your stay with the kids include Salvadonica - Borgo del Chianti and Fonte de' Medici. Attractions in the area like Villa Medicea di Lilliano - Malenchini and Galileo Museum - Institute and Museum of the History of Science are also fun for kids of all ages. Find more child-friendly accommodations in San Casciano in Val di Pesa.
What is the top LGBTQ-friendly accommodation in San Casciano in Val di Pesa?
Villa I Barronci Resort & Spa is a top LGBTQ-friendly hotel, and features a full-service spa and free WiFi. Fattoria Montignana is another good option for your trip. See all available hotels listed as LGBTQ-friendly in San Casciano in Val di Pesa.
What's the best pet-friendly accommodation in San Casciano in Val di Pesa?
Villa il Poggiale - Dimora Storica is a top property for people traveling with their pets, and offers a restaurant and free WiFi for its human guests. Two other good options to stay with your pet include Salvadonica - Borgo del Chianti and Fonte de' Medici. See more pet-friendly hotel accommodations in San Casciano in Val di Pesa.
Where is the best place to stay near San Casciano Museum?
Adjacent to San Casciano Museum, Palazzo Tempi is one of the top choices for your stay based on our traveler data, and this guesthouse offers a restaurant and an outdoor pool. Other good choices close by include Villa il Fedino and Albergo Minisoggiorno.
What about the best place to stay close to Monastary of Sorelle Clarisse?
One of the top choices for your stay is Palazzo Tempi, located next to Monastary of Sorelle Clarisse, and this guesthouse offers a restaurant and an outdoor pool. Villa il Fedino and Albergo Minisoggiorno are other good choices nearby.
What's the best luxury hotel in San Casciano in Val di Pesa?
Villa I Barronci Resort & Spa is a luxury hotel with a poolside restaurant and a full-service spa, and it's a popular choice for Expedia travelers looking for an elegant place to stay. Find more luxury hotels in San Casciano in Val di Pesa.
What are some accommodations with pools in San Casciano in Val di Pesa?
Villa I Barronci Resort & Spa is a top hotel with an outdoor pool, a full-service spa, and free breakfast. Castello Lorenzo, Heart of Tuscany, Renaissance Villa with Pool is an additional hotel that offers an onsite pool. View all hotels with pools in San Casciano in Val di Pesa.
What is the best spa hotel in San Casciano in Val di Pesa?
Villa I Barronci Resort & Spa is a top luxury spa hotel featuring a vineyard, a rooftop terrace, a bar, and an outdoor pool. Treat yourself to a facial, body scrub, or detox wrap at the onsite spa. Other popular spa hotels in San Casciano in Val di Pesa include Villa il Poggiale - Dimora Storica and Il Castello di Bibbione. See all spa hotels in San Casciano in Val di Pesa.
What is the best accommodation for staying close to Peretola Airport (FLR)?
Hotel Cosmopolitan is a popular 4-star hotel featuring free WiFi and a bar. It's located a short 0.7 mi (1.2 km) from Peretola Airport. Other good choices close to the airport are Best Western Plus CHC Florence and Hotel Mirage.
What is staying in San Casciano in Val di Pesa like?
Visitors to San Casciano in Val di Pesa are sure to enjoy the wineries. Tourists can also enjoy the city's spas and coffeehouses. In San Casciano in Val di Pesa, there are 278 hotels and other accommodations to choose from. Find out more about San Casciano in Val di Pesa.
What should I do while I'm visiting San Casciano in Val di Pesa?
Landmarks like Monastary of Sorelle Clarisse and Torre Del Chianti might be worth a visit. Wine tasting is a great activity, and Antinori nel Chianti Classico is one place to visit. A couple of additional sights to add to your agenda are San Casciano Museum and Mangiacane Winery. Check out what more to see and do in Expedia's San Casciano in Val di Pesa guide.
What's the seasonal weather like in San Casciano in Val di Pesa?
The hottest months are usually August and July with an average temp of 72°F, while the coldest months are January and February with an average of 44°F. Average annual precipitation for San Casciano in Val di Pesa is 39 inches.

Explore a world of travel with Expedia