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Find hotels in San Casciano in Val di Pesa from ฿2,383

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26 Dec - 27 Dec
Tomorrow
27 Dec - 28 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

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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 ฿3,733
฿4,253 total
includes taxes & fees
11 Jan - 12 Jan 2026
Relais Poggio Borgoni
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 ฿3,960
฿4,393 total
includes taxes & fees
8 Jan - 9 Jan 2026
Villa il Poggiale - Dimora Storica
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 ฿4,567
฿5,170 total
includes taxes & fees
7 Jan - 8 Jan 2026
Villa il Fedino
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 ฿2,230
฿2,526 total
includes taxes & fees
7 Jan - 8 Jan 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 ฿3,794
฿4,319 total
includes taxes & fees
28 Dec - 29 Dec
B&B La Fonte del Machiavelli
Daily buffet breakfast (EUR 17 per person)
Wyndham Garden Florence

Wyndham Garden Florence

Wyndham Garden Florence
4.0 star property
Florence
8.6 out of 10, Excellent, (607)
"Staff were very accommodating"
United States
Jack
The price is ฿1,438
฿2,094 total
includes taxes & fees
6 Jan - 7 Jan 2026
Wyndham Garden Florence
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, (1287)
"Super friendly staff! Great location! "
United States
Jutta
The price is ฿2,369
฿3,118 total
includes taxes & fees
6 Jan - 7 Jan 2026
The Social Hub Florence Lavagnini
Exterior detail
Art Hotel Villa Agape

Art Hotel Villa Agape

Art Hotel Villa Agape
4.0 star property
Oltrarno
9.8 out of 10, Exceptional, (1000)
"A beautiful hotel, extremely clean and with stunning gardens."
United Kingdom
Elizabeth
The price is ฿3,484
฿4,345 total
includes taxes & fees
21 Jan - 22 Jan 2026
Art Hotel Villa Agape
Premium bedding, minibar, in-room safe, desk
Hotel Italia

Hotel Italia

Hotel Italia
3.0 star property
Camollia
9.2 out of 10, Wonderful, (1001)
"Great staff, wonderful breakfast, close to the plaza. "
United States
Izabela
The price is ฿2,066
฿2,383 total
includes taxes & fees
11 Jan - 12 Jan 2026
Hotel Italia
Lobby
Hotel La Fortezza

Hotel La Fortezza

Hotel La Fortezza
3.0 star property
San Lorenzo
8.8 out of 10, Excellent, (926)
"Great hotel, amazing staff, rooms are new. Close to attractions "
United States
Milton
The price is ฿2,366
฿3,042 total
includes taxes & fees
7 Jan - 8 Jan 2026
Hotel La Fortezza
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, (1100)
"The rooms were clean, and the staff was quite friendly. They also provided us with a complementary welcome drink as well as complimentary mini bar inside the room, which was appreciated. Overall the stay was quite excellent. "
United Kingdom
Rakshinda Shahid
The price is ฿3,328
฿4,174 total
includes taxes & fees
11 Jan - 12 Jan 2026
IQ Hotel Firenze
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 ฿3,168
฿3,924 total
includes taxes & fees
18 Jan - 19 Jan 2026
Il Guelfo Bianco
Property entrance
Hotel Silla

Hotel Silla

Hotel Silla
3.0 star property
Historic Centre of Florence
9.0 out of 10, Wonderful, (780)
"Amazing place to stay "
United States
Kateryna
The price is ฿2,549
฿3,243 total
includes taxes & fees
11 Jan - 12 Jan 2026
Hotel Silla
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, (536)
"Staff is very kind."
Canada
Emilia
The price is ฿3,640
฿4,516 total
includes taxes & fees
6 Jan - 7 Jan 2026
Villa Neroli
Lobby
Hotel Horto Convento

Hotel Horto Convento

Hotel Horto Convento
4.0 star property
Historic Centre of Florence
9.8 out of 10, Exceptional, (603)
"Excellent stay"
United States
Renata
The price is ฿3,719
฿4,603 total
includes taxes & fees
25 Jan - 26 Jan 2026
Hotel Horto Convento
Exterior
Antica Dimora Sant'Anna

Antica Dimora Sant'Anna

Antica Dimora Sant'Anna
Historic Centre of Florence
9.0 out of 10, Wonderful, (440)
"The staff was very helpful and nice "
United States
jose
The price is ฿1,736
฿2,349 total
includes taxes & fees
18 Jan - 19 Jan 2026
Antica Dimora Sant'Anna
Interior entrance
Hotel Delle Nazioni

Hotel Delle Nazioni

Hotel Delle Nazioni
3.0 star property
Historic Centre of Florence
8.4 out of 10, Very good, (1008)
"Good location, clean, good staff."
United States
Paul
The price is ฿2,266
฿2,931 total
includes taxes & fees
11 Jan - 12 Jan 2026
Hotel Delle Nazioni
Seasonal outdoor pool, open 9:00 AM to 7:30 PM, pool umbrellas
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, (479)
"The views were spectacular and the grounds were so peaceful"
United States
Michelle
The price is ฿2,894
฿3,403 total
includes taxes & fees
6 Jan - 7 Jan 2026
Hotel Borgo di Cortefreda Relais
Exterior
Hotel Galileo

Hotel Galileo

Hotel Galileo
3.0 star property
Historic Centre of Florence
8.2 out of 10, Very good, (765)
"Clean room, great breakfast - little small for 2 people but overall room quality was great!"
United Kingdom
Shivangi
The price is ฿6,701
฿7,810 total
includes taxes & fees
1 Jan - 2 Jan 2026
Hotel Galileo
Studio Suite | Minibar, in-room safe, desk, blackout curtains
Hotel Paris

Hotel Paris

Hotel Paris
3.0 star property
Historic Centre of Florence
8.8 out of 10, Excellent, (1002)
"clean room; great location; helpful staff"
United States
Alan
The price is ฿9,104
฿10,454 total
includes taxes & fees
31 Dec - 1 Jan 2026
Hotel Paris
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 for the activities you enjoy most.

Il Serraglio

Though Il Serraglio may not have many top sights, you can venture to the surrounding area to see attractions 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. Visit the churches and wineries in this walkable area.
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Monastary of Sorelle Clarisse

Find out about the history of San Casciano in Val di Pesa with a stop 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

Grand Hotel Baglioni

Grand Hotel Baglioni

10/10 Excellent
"Impressive hotel, loved the mini bar, room very clean. The device provided in the room for exploring the city looked amazing - unfortunately ours wouldn’t charge so don’t know how good this was. We did let reception know and they said the next day we would have a new one but it did t happen. Did not detract from our stay. Beautiful views from restaurant. Good location. Taxis from the airport are expensive!! "
Charlotte 2-night trip
Posted 3 days ago
Grand Hotel Baglioni

More cheap stays in San Casciano in Val di Pesa

Hotel Bodoni

Hotel Bodoni

Via Martiri del Popolo, 27 Florence FI
The price is ฿2,336 per night from 7 Jan to 8 Jan
฿2,336
฿2,899 total
7 Jan - 8 Jan 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 favourite with Expedia customers. This affittacamere offers free breakfast and a restaurant. Reviews from our site also recommend Fonte de' Medici and Villa I Barronci Resort & Spa as top choices for your visit. See all available top hotels, or vacation rentals in San Casciano in Val di Pesa.
What are some of the best holiday rentals that San Casciano in Val di Pesa has to offer?
Villa La Stella - Casa per Ferie: This holiday home rental outside of San Casciano in Val di Pesa is located near the airport, and has a garden, a library and air conditioning to put you at ease in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind. 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! Most hotel room reservations are fully refundable provided that you cancel before the hotel's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you booked a non-refundable reservation, you might be able 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.
What's the best family accommodation 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 choices for your stay with the children include Salvadonica - Borgo del Chianti and Fonte de' Medici. Also, attractions in the area such as Villa Medicea di Lilliano - Malenchini and Galileo Museum - Institute and Museum of the History of Science are fun for children of all ages. Find more child-friendly accommodations in San Casciano in Val di Pesa.
What's the best LGBTQ-friendly place to stay 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 stay. See all available hotels listed as LGBTQ-friendly in San Casciano in Val di Pesa.
What's the best dog-friendly accommodation option in San Casciano in Val di Pesa?
Villa il Poggiale - Dimora Storica is a top property for people travelling with their pets, and offers a restaurant and free WiFi for its human guests. Other good choices for you and your pet include Salvadonica - Borgo del Chianti and Fonte de' Medici. See more pet-friendly hotel accommodations in San Casciano in Val di Pesa.
What's the best high-end 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 travellers looking for an elegant place to stay. Find more luxury hotels in San Casciano in Val di Pesa.
What are some accommodation options 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. 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 on-site 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 staying in San Casciano in Val di Pesa like?
Visitors to San Casciano in Val di Pesa will definitely enjoy the wineries. Tourists can also enjoy the city's spas and coffee shops. A top sight in the area is Piazza di Santa Maria Novella. In San Casciano in Val di Pesa, there are 283 hotels and other accommodation options to choose from. Find out more about San Casciano in Val di Pesa.
What is there to see in 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. Additionally, you'll find Piazza di Santa Maria Novella in the area. Take a look at what more there is to see and do in Expedia's San Casciano in Val di Pesa guide.
What's the weather like in San Casciano in Val di Pesa?
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.