Hotels & Accommodation in San Casciano in Val di Pesa

October 2026
11
November 2026

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Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct

Where to stay in San Casciano in Val di Pesa?

Properties are selected based on real traveller reviews and popularity among guests who’ve booked a night in San Casciano in Val di Pesa on Hotels.com. These San Casciano in Val di Pesa hotels consistently deliver on quality, location and traveller experience. Last updated on 11 October 2026.

1. Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa
San Casciano in Val di Pesa
R1 278
R1 517 total
includes taxes & fees
10 Nov - 11 Nov
Villa I Barronci Resort & Spa

2. Salvadonica - Borgo del Chianti

Salvadonica - Borgo del Chianti
San Casciano in Val di Pesa
R1 128
R1 314 total
includes taxes & fees
09 Nov - 10 Nov
Salvadonica - Borgo del Chianti

3. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
R3 857
R4 316 total
includes taxes & fees
13 Oct - 14 Oct
Villa il Fedino

4. Villa il Poggiale - Dimora Storica

Villa il Poggiale - Dimora Storica
San Casciano in Val di Pesa
R1 891
R2 099 total
includes taxes & fees
25 Oct - 26 Oct
Villa il Poggiale - Dimora Storica

5. 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
R1 755
R2 004 total
includes taxes & fees
25 Oct - 26 Oct
B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes

6. B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli
San Casciano in Val di Pesa
R1 766
R2 017 total
includes taxes & fees
25 Oct - 26 Oct
B&B La Fonte del Machiavelli

7. Fonte de' Medici

Fonte de' Medici
San Casciano in Val di Pesa
R3 540
R3 967 total
includes taxes & fees
18 Oct - 19 Oct
Fonte de' Medici

8. Bernini Palace

Bernini Palace
Historic Centre of Florence
R4 967
R5 759 total
includes taxes & fees
09 Nov - 10 Nov
Bernini Palace

9. Hotel Santa Maria Novella

Hotel Santa Maria Novella
Historic Centre of Florence
R2 919
R3 469 total
includes taxes & fees
09 Nov - 10 Nov
Hotel Santa Maria Novella

10. Art Hotel Villa Agape - Place of Charme

Art Hotel Villa Agape - Place of Charme
Oltrarno
R2 402
R2 901 total
includes taxes & fees
01 Nov - 02 Nov
Art Hotel Villa Agape - Place of Charme

11. The Market Urban Hotel

The Market Urban Hotel
Historic Centre of Florence
R2 382
R2 879 total
includes taxes & fees
09 Nov - 10 Nov
The Market Urban Hotel

12. Grand Hotel Cavour

Grand Hotel Cavour
Historic Centre of Florence
R3 490
R4 098 total
includes taxes & fees
07 Nov - 08 Nov
Grand Hotel Cavour

13. Hotel Borgo di Cortefreda Relais - Place of Charme

Hotel Borgo di Cortefreda Relais - Place of Charme
Tavarnelle Val di Pesa
R2 342
R2 687 total
includes taxes & fees
09 Nov - 10 Nov
Hotel Borgo di Cortefreda Relais - Place of Charme

14. Hotel Balestri

Hotel Balestri
Historic Centre of Florence
R3 025
R3 587 total
includes taxes & fees
03 Nov - 04 Nov
Hotel Balestri

15. Hotel Horto Convento

Hotel Horto Convento
Historic Centre of Florence
R2 410
R2 909 total
includes taxes & fees
03 Nov - 04 Nov
Hotel Horto Convento

16. Hotel Spadai

Hotel Spadai
Historic Centre of Florence
R4 050
R4 714 total
includes taxes & fees
09 Nov - 10 Nov
Hotel Spadai

17. Grand Hotel Baglioni

Grand Hotel Baglioni
Historic Centre of Florence
R3 244
R3 827 total
includes taxes & fees
03 Nov - 04 Nov
Grand Hotel Baglioni

18. Hotel Calimala Florence

Hotel Calimala Florence
Historic Centre of Florence
R4 145
R5 095 total
includes taxes & fees
08 Nov - 09 Nov
Hotel Calimala Florence

19. Hotel L'Orologio Firenze

Hotel L'Orologio Firenze
Historic Centre of Florence
R3 172
R3 748 total
includes taxes & fees
10 Nov - 11 Nov
Hotel L'Orologio Firenze

20. Hotel Orto de’ Medici

Hotel Orto de’ Medici
Historic Centre of Florence
R2 655
R3 180 total
includes taxes & fees
08 Nov - 09 Nov
Hotel Orto de’ Medici
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Check out pet-friendly hotels in San Casciano in Val di Pesa

Salvadonica - Borgo del Chianti

Salvadonica - Borgo del Chianti
San Casciano in Val di Pesa
R1 128
R1 314 total
includes taxes & fees
09 Nov - 10 Nov
Salvadonica - Borgo del Chianti

Villa il Poggiale - Dimora Storica

Villa il Poggiale - Dimora Storica
San Casciano in Val di Pesa
R1 891
R2 099 total
includes taxes & fees
25 Oct - 26 Oct
Villa il Poggiale - Dimora Storica

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
R1 755
R2 004 total
includes taxes & fees
25 Oct - 26 Oct
B&B Le Dimore di Mezza Costa - Home Restaurant & Cooking Classes

B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli
San Casciano in Val di Pesa
R1 766
R2 017 total
includes taxes & fees
25 Oct - 26 Oct
B&B La Fonte del Machiavelli

Fonte de' Medici

Fonte de' Medici
San Casciano in Val di Pesa
R3 540
R3 967 total
includes taxes & fees
18 Oct - 19 Oct
Fonte de' Medici
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Go beyond your typical stay in San Casciano in Val di Pesa

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Castle
Our prices for hotels in San Casciano in Val di Pesa are cheapest in February

Price trends for hotels in San Casciano in Val di Pesa

Pricing is based on two traveller single night rates
View properties in October

October

High 20°C / low 11°C. Sunny most days.
20°
11°
14°
7°
10°
3°
9°
2°
11°
2°
14°
4°
18°
7°
22°
10°
27°
15°
31°
18°
31°
18°
26°
14°
Monthly weather averages (˚C)

Top neighbourhoods in San Casciano in Val di Pesa

Top landmarks in San Casciano in Val di Pesa

Antinori nel Chianti Classico

9.4/10 (16 reviews)
Travellers might want a tour of Antinori nel Chianti Classico, just one of the places to visit in the heart of Bargino. Our travellers also like this historical area for its riverfront setting.
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Monastery of Sorelle Clarisse

If you're interested in local churches, head to Monastery of Sorelle Clarisse located 0.3 mi (0.5 km) from central San Casciano in Val di Pesa. Our travellers also like this historical area for its riverfront setting. San Casciano in Val di Pesa has other landmarks that you might want to visit, such as Ponte Vecchio.
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Mangiacane Winery

Travellers might want a tour of Mangiacane Winery, just one of the places to visit, located 0.4 mi (0.7 km) from central Sant'Andrea in Percussina.
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San Casciano Museum

9.0/10 (2 reviews)
The centre of San Casciano in Val di Pesa is home to cultural attractions such as San Casciano Museum, so you might want to stop by during your stay. Our travellers also like this historical area for its riverfront setting. If you want to experience more of the culture San Casciano in Val di Pesa has to offer, head to Monastery of Sorelle Clarisse, Florence American Cemetery and Memorial, and Antinori nel Chianti Classico.
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Torre Del Chianti

10.0/10 (1 review)
If you're planning a bit of sightseeing during your trip, head to Torre Del Chianti – just one of the landmarks located 0.3 mi (0.5 km) from central San Casciano in Val di Pesa. Our travellers also like this historical area for its riverfront setting. San Casciano in Val di Pesa has other landmarks that you might want to visit, such as Ponte Vecchio.
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Chiesa di Santa Maria del Gesù

Chiesa di Santa Maria del Gesù is in the heart of San Casciano in Val di Pesa, so why not stop by during your stay? San Casciano in Val di Pesa has other landmarks that you might want to visit, such as Ponte Vecchio.
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Church of San Martino ad Argiano

9.0/10 (2 reviews)
Church of San Martino ad Argiano is 1.2 mi (1.9 km) from central San Casciano in Val di Pesa, why not stop by during your stay? Our travellers also like this historical area for its riverfront setting. San Casciano in Val di Pesa has other landmarks that you might want to visit, such as Ponte Vecchio.
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Learn more about San Casciano in Val di Pesa

Notable for its wineries, San Casciano in Val di Pesa features attractions such as Monastery of Sorelle Clarisse and Antinori nel Chianti Classico. This relaxing city has something for everyone including sights like San Casciano Museum and Mangiacane Winery within a rural setting.

See all hotels in San Casciano in Val di Pesa
A vineyard with rows of grapevines, a hill with trees, and a building in the background.

Check out reviews of San Casciano in Val di Pesa hotels guests love

Villa il Poggiale - Dimora Storica

Villa il Poggiale - Dimora Storica
San Casciano in Val di Pesa

10/10 Exceptional

South Africa
LARA A
Villa il Poggiale - Dimora Storica

Hotel Horto Convento

Hotel Horto Convento
Historic Centre of Florence

10/10 Exceptional

South Africa
Bennie
Hotel Horto Convento

Hotel Spadai

Hotel Spadai
Historic Centre of Florence

10/10 Exceptional

South Africa
Daniel
Hotel Spadai

Hotel Lungarno - Lungarno Collection

Hotel Lungarno - Lungarno Collection
Historic Centre of Florence

10/10 Exceptional

South Africa
Shelley
Hotel Lungarno - Lungarno Collection

Frequently Asked Questions

Can I book a refundable accommodation option in San Casciano in Val di Pesa?

If you want the flexibility to change your plans to San Casciano in Val di Pesa, most hotels offer refundable* rates that you can book. You can see these properties by searching our site and using the "fully refundable" filter to narrow down the results.

Where can I stay in San Casciano in Val di Pesa if I want a holiday rental instead of a hotel?

If you want to find a good alternative to a hotel, look over our selection of 25 holiday homes. You can also book one of 13 apartments or 26 villas.

What will the weather in San Casciano in Val di Pesa be like during my visit?

August and July are typically the warmest months in San Casciano in Val di Pesa, when the average temperature is 22°C. January and February are the coldest months, when the average temperature is 7°C. November and October are the months with the most rain.

Why should I book my San Casciano in Val di Pesa hotel with Hotels.com?

There are lots of reasons to book your San Casciano in Val di Pesa trip with us: our free cancellations on selected hotels* gives you flexibility, our Price Guarantee ensures that you always get the lowest price, and you can earn rewards on every booking.

Find out more about San Casciano in Val di Pesa

Whispers of the Tuscan Hills: Discover the Charm of San Casciano in Val di Pesa

Nestled in the heart of Tuscany, San Casciano in Val di Pesa is a charming small town that embodies the essence of the Italian countryside. Surrounded by rolling hills and vineyards, it invites visitors to savour world-class Chianti wines at local wineries. Explore its medieval streets, where history whispers from ancient churches and the stunning Palazzo Malaspina. The panoramic views from the town offer breathtaking landscapes, perfect for romantic strolls or quiet reflection. With its authentic Tuscan charm and rich cultural heritage, San Casciano in Val di Pesa is an enchanting escape that promises an unforgettable experience.

Discover great hotels near San Casciano in Val di Pesa

San Casciano in Val di Pesa offers a delightful range of accommodations, from charming guesthouses to elegant hotels. Visitors can enjoy the scenic Tuscan landscape while being close to local vineyards and historical attractions. Whether you're seeking a rustic retreat or a comfortable hotel, you'll find inviting options to suit your needs. These are some of the hotels preferred by our travelers near San Casciano in Val di Pesa:

  1. Hotel Villa Ambrosinaopens in new window: This 3.0-star hotel impresses with an exceptional guest rating and a vibrant atmosphere. Tailored for leisure travellers, the property invites guests to indulge in a luxurious golfing experience complemented by an easily accessible winery vineyard. The ambience exudes sophistication with thoughtful design elements, curated experiences and a welcoming setting that highlights its high quality. The hotel’s distinct appeal is further enhanced by its focus on comfort and smooth travel journeys, ensuring a memorable stay.
  2. Hotel Bellavista Imprunetaopens in new window: This 3.0-star hotel stands out with a remarkable guest rating and is crafted for the modern family traveller seeking comfort and efficiency. With a focus on streamlined service and expressive design, the property offers express check-in, curated experiences and a refined setting that meets every need. The atmosphere is elevated by the presence of high-end amenities, ensuring that each moment of your stay is both relaxing and distinctive.
  3. Hotel Villa Cesiopens in new window: This 4.0-star hotel caters to business travellers with a focus on refined luxury and seamless service. The property boasts architectural splendour, express check-in and tailored curated experiences that promise an effortless journey. With a high guest rating, guests are treated to a sophisticated environment where every detail is designed to ensure comfort and a premium travel experience. The hotel's elegant setting and modern amenities add to its distinctive appeal.

Where to stay near San Casciano in Val di Pesa

Florence, Greve in Chianti, in Porta al Prato offer diverse appeals: Florence dazzles with its museums, cathedrals and historical architecture; Greve in Chianti entices with its wineries, countryside charm and quaint streets; Porta al Prato provides a romantic, culture-rich setting ideal for leisurely walks. For first-time visitors, Florence is best suited with its vibrant art and heritage scene.

  1. Florenceopens in new window: Staying in Florence offers an exciting mix of art, history and culture. You’ll love exploring its charming museums and the stunning Cathedral of Santa Maria del Fiore, along with a walk to Piazza di Santa Maria Novella. The city’s impressive architecture and scenic river views add to its unique allure. Ideal for those who enjoy a blend of historical sites and a vibrant shopping scene, Florence is a top destination that promises a rich, culturally immersive experience.
  2. Greve in Chiantiopens in new window: Greve in Chianti is perfect for those who appreciate the finer things in life. Set in the picturesque countryside, this small town offers a delightful mix of winery experiences and leisurely coffee stops. Must-see spots include Verrazzano Castle and Piazza Matteotti. Its hilly landscapes make it a lovely base for biking adventures and quaint tours, providing a relaxed yet luxurious Italian escape.
  3. Porta al Pratoopens in new window: Porta al Prato is a charming area ideal for those who enjoy a slower pace with a focus on culture and sightseeing. With its inviting churches, elegant cathedral and enriching museums, it’s a place that celebrates history and architecture. Enjoy peaceful walking tours and cosy cafes that add a romantic touch to your stay. This locale offers a more intimate glimpse into Italian life, perfect for travellers seeking a local and authentic experience.

Things to do in San Casciano in Val di Pesa

Nestled in the enchanting Tuscan hills, San Casciano in Val di Pesa invites travellers to unwind amidst rolling landscapes and lush vineyards. Enjoy leisurely strolls through scenic countryside, indulge in rejuvenating spa retreats, or embark on hiking trails that unveil breathtaking views. This charming small town offers a perfect blend of relaxation and natural beauty.

  • Piazza di Santa Maria Novellaopens in new window – Step into the heart of San Casciano in Val di Pesa at Piazza di Santa Maria Novella. This charming square is bustling with life and offers a delightful spot to relax and enjoy the surroundings. Take a moment to appreciate the beautiful architecture and perhaps enjoy a coffee at one of the nearby cafés.
  • Cathedral of Santa Maria del Fioreopens in new window – Visit the magnificent Cathedral of Santa Maria del Fiore, an iconic symbol of Florence. Marvel at its stunning façade and intricate details as you explore the interior. Don’t miss the chance to climb up for breathtaking views of the city from its dome.
  • Uffizi Galleryopens in new window – Delve into the world of art at the renowned Uffizi Gallery. Home to some of the most significant works of the Renaissance, this museum allows you to wander through halls filled with masterpieces. Make sure to look out for the works of Botticelli and Michelangelo.
  • Ponte Vecchioopens in new window – Stroll across the historic Ponte Vecchio, a bridge that has stood the test of time. Lined with quaint shops and jewellery stores, this picturesque spot offers stunning views over the Arno River. Capture some memorable photos as you soak in the atmosphere.
  • Boboli Gardensopens in new window – Escape the hustle and bustle by visiting the serene Boboli Gardens. This expansive park features beautifully manicured landscapes, impressive sculptures, and tranquil pathways perfect for a leisurely walk. Find a quiet corner to relax and enjoy the natural beauty around you.

4 tips for savvy savings when booking a hotel in San Casciano in Val di Pesa

  1. Book for the cheapest times: The most affordable time to visit San Casciano in Val di Pesa is during January, February, and November, when hotel prices are notably lower. For a budget-friendly trip that allows for a thorough exploration of the area's key historical and cultural landmarks, a stay of at least 3 to 4 days is recommended. This timeframe provides ample opportunity to visit charming wineries, relax in the picturesque countryside, indulge in local cheeses, and enjoy the serene hilly landscapes. Additionally, visitors can unwind at spas, savour exquisite coffee, and appreciate the luxury of this quaint small town. With careful planning, you can enjoy a great value for money experience in this beautiful region.
  2. Look for last-minute deals on Hotels.com: To uncover last-minute deals to San Casciano in Val di Pesa, visit the Dealsopens in new window or Last-Minute Deals sections on Hotels.com, where you may discover discounted rates close to your travel date. Additionally, consider enabling email alerts or push notifications from Hotels.com to keep informed about flash sales and exclusive last-minute promotions. The Smart Shopping feature available via the app allows you to compare hotel prices and amenities, ensuring you're more likely to see the best options. By staying updated on your favourite hotels, you'll be ready to seize any last-minute getaway opportunities.
  3. Be flexible with dates: Prices may fluctuate based on factors such as the hotel's location, star rating, and the time of year, so being flexible with your travel dates could help you find a more affordable option for your stay in a hotel in San Casciano in Val di Pesa. If you're seeking a distinctive experience, boutique hotels might provide a more personalised touch and potentially better value. When you book through Hotels.com, we will inform you whether the price for your chosen dates is above or below the average. Should the price be on the higher side, we may suggest alternative dates that could offer a better value for your stay.
  4. Consider your location: Remaining closer to main attractions or city centres may offer greater convenience, though these areas usually tend to be more expensive. For more affordable rates, consider exploring hotels in less central neighbourhoods, thus striking a balance between cost and accessibility to the places you intend to visit. You might also wish to consider independent hotels located further afield, which can often provide a more authentic and budget-friendly experience.

Best time to go to San Casciano in Val di Pesa

San Casciano in Val di Pesa experiences its lowest average temperature in January, at 41.4°F (5.2°C), while July to August are the hottest months, with an average temperature of 75.2°F (24.0°C). November tends to be the wettest month. The peak travel months to visit San Casciano in Val di Pesa are April, July, and September, which see a higher number of tourists. During this peak period, the weather is sunny to mostly sunny, accompanied by no to light rainfall. In contrast, October to December are ideal if you're looking for a calmer vacation, marked by light rainfall and mostly sunny conditions.

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