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Find hotels in San Casciano in Val di Pesa from ￥12,622

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Dec 15 - Dec 16
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Dec 16 - Dec 17
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Dec 19 - Dec 21
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Dec 26 - Dec 28

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Our top choices for San Casciano in Val di Pesa hotels

Exterior
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 ￥11,142
￥12,622 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Calzaiolo
Terrace/patio
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 ￥18,578
￥21,167 total
includes taxes & fees
Dec 26 - Dec 27
B&B La Fonte del Machiavelli
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 ￥14,943
￥17,169 total
includes taxes & fees
Dec 17 - Dec 18
Relais Poggio Borgoni
Classic Studio, Kitchenette | Extra beds
Fattoria la Loggia

Fattoria la Loggia

Fattoria la Loggia
San Casciano in Val di Pesa
10.0 out of 10, Exceptional, (4)
"Sehr empfehlenswert und IVANA ist einfach nur Top 😁👍"
Switzerland
Alessandro
The price is ￥37,866
￥42,385 total
includes taxes & fees
Dec 17 - Dec 18
Fattoria la Loggia
Exterior detail
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 ￥22,368
￥25,337 total
includes taxes & fees
Jan 15 - Jan 16, 2026
Villa il Fedino
Lunch, dinner served; local cuisine, pool views
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 ￥17,244
￥19,151 total
includes taxes & fees
Dec 16 - Dec 17
Villa il Poggiale - Dimora Storica
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas
Villa Neroli

Villa Neroli

Villa Neroli
4.0 star property
Coverciano
9.8 out of 10, Exceptional, (533)
"Staff is very kind."
Canada
Emilia
The price is ￥15,030
￥19,095 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Villa Neroli
Front of property
Il Malaspina

Il Malaspina

Il Malaspina
4.0 star property
Historic Centre of Florence
10.0 out of 10, Exceptional, (8)
"Everything was perfect, cleanliness is top notch, staff is super helpful and friendly, Yehia is such a professional and nice guy. The hotel is super cozy and very central location!"
United States
Nadine
The price is ￥17,793
￥22,133 total
includes taxes & fees
Dec 23 - Dec 24
Il Malaspina
Premium bedding, minibar, in-room safe, desk
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 ￥11,225
￥12,896 total
includes taxes & fees
Dec 21 - Dec 22
Hotel Italia
Indoor pool, seasonal outdoor pool, sun loungers
Hotel Ville sull'Arno

Hotel Ville sull'Arno

Hotel Ville sull'Arno
5.0 star property
Campo di Marte
9.6 out of 10, Exceptional, (767)
"The hotel was clean and quaint, the food was very good, and the staff were very kind and accommodating "
United States
Jacob
The price is ￥19,349
￥24,211 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Hotel Ville sull'Arno
Lobby
The Social Hub Florence Belfiore

The Social Hub Florence Belfiore

The Social Hub Florence Belfiore
4.0 star property
Santa Maria Novella
9.4 out of 10, Exceptional, (446)
"The staff were friendly and very helpful, the room was clean and modern and the bed was very comfortable. "
United States
Kathleen
The price is ￥11,853
￥15,599 total
includes taxes & fees
Dec 21 - Dec 22
The Social Hub Florence Belfiore
Superior Triple Room | Hypo-allergenic bedding, in-room safe, desk, blackout drapes
Hotel Miceli - Civico 50

Hotel Miceli - Civico 50

Hotel Miceli - Civico 50
3.0 star property
Historic Centre of Florence
9.0 out of 10, Wonderful, (240)
"Courteous staff and clean, modern, well-decorated room with plenty of space."
United States
David
Hotel Miceli - Civico 50
Seasonal outdoor pool, open 11:00 AM to 7:00 PM, pool umbrellas
Villa Tolomei Hotel & Resort

Villa Tolomei Hotel & Resort

Villa Tolomei Hotel & Resort
5.0 star property
Oltrarno
8.8 out of 10, Excellent, (400)
"Very nice quite resort with a very nice poot and great breakfast "
Germany
Jörg
Villa Tolomei Hotel & Resort
Minibar, in-room safe, iron/ironing board, free WiFi
The Hoxton Florence

The Hoxton Florence

The Hoxton Florence
4.0 star property
Historic Centre of Florence
9.4 out of 10, Exceptional, (159)
"Lovely staff, nice ambience."
United Kingdom
James Robert
The price is ￥20,834
￥25,478 total
includes taxes & fees
Dec 21 - Dec 22
The Hoxton Florence
Staircase
Hotel Villa Betania

Hotel Villa Betania

Hotel Villa Betania
3.0 star property
Oltrarno
9.0 out of 10, Wonderful, (716)
"AMAZING! Beautiful, charming, clean. Overall great stay !!!"
United States
Lori
The price is ￥10,507
￥13,753 total
includes taxes & fees
Dec 16 - Dec 17
Hotel Villa Betania
Lounge
Grand Hotel Baglioni

Grand Hotel Baglioni

Grand Hotel Baglioni
4.0 star property
Historic Centre of Florence
9.0 out of 10, Wonderful, (1002)
"Amazing staff, property and location."
United States
Saurabh
The price is ￥20,105
￥24,676 total
includes taxes & fees
Dec 18 - Dec 19
Grand Hotel Baglioni
Lobby lounge
Hotel Mulino di Firenze, WorldHotels Crafted

Hotel Mulino di Firenze, WorldHotels Crafted

Hotel Mulino di Firenze, WorldHotels Crafted
4.0 star property
Florence
9.6 out of 10, Exceptional, (659)
"Food was awesome; Staff was top shelf and very professional "
United States
Jeffrey
The price is ￥20,788
￥25,428 total
includes taxes & fees
Dec 18 - Dec 19
Hotel Mulino di Firenze, WorldHotels Crafted
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, (1001)
"Quite, close from all sightseeings, breakfast is healthy and delicious."
United Kingdom
Khulud Abdullah J
The price is ￥19,175
￥23,654 total
includes taxes & fees
Dec 16 - Dec 17
Room Mate Luca, Florence
Reception
Hotel Number Nine

Hotel Number Nine

Hotel Number Nine
5.0 star property
Historic Centre of Florence
9.6 out of 10, Exceptional, (1000)
"Excellent staff, beautiful rooms, location was perfect! The breakfast staff were exceptional! Lovely every morning and they were so sweet and kind! "
United States
Jennifer
The price is ￥44,055
￥51,388 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Hotel Number Nine
Superior Room, City View | Room amenity
Hotel David

Hotel David

Hotel David
3.0 star property
Oltrarno
10.0 out of 10, Exceptional, (901)
"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 ￥21,617
￥25,974 total
includes taxes & fees
Dec 16 - Dec 17
Hotel David
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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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
"Amazing "
Josette 1-night trip
Posted 5 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 ￥10,741 per night from Jan 8 to Jan 9
￥10,741
￥13,461 total
Jan 8 - Jan 9, 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.

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