Hotels & Accommodation in San Casciano in Val di Pesa

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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 03 November 2026.

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)
Escape to this luxurious resort in San Casciano in Val di Pesa offering Italian cuisine at da Tiberio restaurant. Unwind in the outdoor pool, hot tub, or indulge in deep-tissue massages at the spa, all while exploring nearby museums.
The price is R1 301
R1 542 total
includes taxes & fees
03 Dec - 04 Dec
Villa I Barronci Resort & Spa

2. Salvadonica - Borgo del Chianti

Salvadonica - Borgo del Chianti
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (318 reviews)
The price is R1 138
R1 327 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
9.6 out of 10, Exceptional, (109 reviews)
Escape to this charming Tuscan retreat offering a rooftop terrace with panoramic countryside vistas. Unwind at the seasonal outdoor pool, enjoy massages, or sip wine at the bar. Near Monastary of Sorelle Clarisse and Antinori nel Chianti Classico.
The price is R2 653
R2 993 total
includes taxes & fees
04 Dec - 05 Dec
Villa il Fedino

4. Villa il Poggiale - Dimora Storica

Villa il Poggiale - Dimora Storica
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (163 reviews)
Escape to this quiet Tuscan villa with an outdoor pool and bar. After a day of sightseeing nearby Florence attractions, enjoy hot stone massages and body treatments. Free breakfast, WiFi and parking complete your peaceful retreat.
The price is R1 679
R1 865 total
includes taxes & fees
02 Dec - 03 Dec
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
9.2 out of 10, Wonderful, (29 reviews)
The price is R1 703
R1 948 total
includes taxes & fees
10 Nov - 11 Nov
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
9.2 out of 10, Wonderful, (93 reviews)
The price is R1 927
R2 194 total
includes taxes & fees
15 Nov - 16 Nov
B&B La Fonte del Machiavelli

7. Hotel Sor Paolo

Hotel Sor Paolo
San Casciano in Val di Pesa
The price is R2 277
R2 542 total
includes taxes & fees
02 Dec - 03 Dec
Hotel Sor Paolo

8. Calzaiolo

Calzaiolo
2.0 star property
San Casciano in Val di Pesa
8.4 out of 10, Very good, (17 reviews)
The price is R1 356
R1 529 total
includes taxes & fees
24 Nov - 25 Nov
Calzaiolo

9. Bernini Palace

Bernini Palace
5.0 star property
Historic Centre of Florence
9.8 out of 10, Exceptional, (1 007 reviews)
Explore Florence's top attractions just steps away from this luxurious historic palace. The rooftop terrace provides stunning views while the Italian restaurant and helpful staff enhance your stay. Quiet rooms offer a peaceful retreat after sightseeing adventures.
The price is R4 742
R5 514 total
includes taxes & fees
02 Dec - 03 Dec
Bernini Palace

10. Hotel Santa Maria Novella

Hotel Santa Maria Novella
4.0 star property
Historic Centre of Florence
9.6 out of 10, Exceptional, (1 001 reviews)
Moments from Santa Maria Novella train station, this boutique hotel offers a free breakfast and wellness club. The rooftop terrace provides stunning views while the bar serves refreshing drinks. Cathedral of Santa Maria del Fiore is just steps away.
The price is R2 560
R3 077 total
includes taxes & fees
29 Nov - 30 Nov
Hotel Santa Maria Novella

11. Grand Hotel Baglioni

Grand Hotel Baglioni
4.0 star property
Historic Centre of Florence
9.0 out of 10, Wonderful, (1 003 reviews)
The price is R2 204
R2 685 total
includes taxes & fees
02 Dec - 03 Dec
Grand Hotel Baglioni

12. Park Hotel Chianti

Park Hotel Chianti
4.0 star property
Tavarnelle Val di Pesa
9.0 out of 10, Wonderful, (280 reviews)
Surrounded by Chianti's rolling hills, this hotel offers a refreshing seasonal pool with poolside bar. Explore nearby Antinori vineyards and Abbey of Passignano using free bike rentals, then unwind at the lounge after a day of adventures.
The price is R978
R1 187 total
includes taxes & fees
29 Nov - 30 Nov
Park Hotel Chianti

13. Hotel Orto de’ Medici

Hotel Orto de’ Medici
4.0 star property
Historic Centre of Florence
9.6 out of 10, Exceptional, (1 003 reviews)
The price is R2 197
R2 678 total
includes taxes & fees
30 Nov - 01 Dec
Hotel Orto de’ Medici

14. Hotel Pendini

Hotel Pendini
3.0 star property
Historic Centre of Florence
9.6 out of 10, Exceptional, (1 002 reviews)
Immerse yourself in Florence's rich history at this boutique hotel, just 5 minutes from Piazza della Signoria. Enjoy peaceful accommodation on the 4th floor, free full breakfast, and easy walks to Ponte Vecchio and the Cathedral.
The price is R3 076
R3 607 total
includes taxes & fees
30 Nov - 01 Dec
Hotel Pendini

15. Hotel L'Orologio Firenze

Hotel L'Orologio Firenze
4.0 star property
Historic Centre of Florence
9.6 out of 10, Exceptional, (1 001 reviews)
Located near Florence's historic Piazza di Santa Maria Novella, this boutique hotel charms with its elegant bar and fitness centre. Walk just 2 minutes to Unità Tram Stop or enjoy Uffizi Gallery nearby. Travellers rave about the attentive staff and immaculate condition.
The price is R3 456
R4 062 total
includes taxes & fees
28 Nov - 29 Nov
Hotel L'Orologio Firenze

16. Grand Hotel Cavour

Grand Hotel Cavour
4.0 star property
Historic Centre of Florence
9.4 out of 10, Exceptional, (1 002 reviews)
Immerse in Florentine charm at this family-friendly hotel with a stunning rooftop terrace offering spectacular sunset views. Within walking distance to major attractions and just 15 minutes from Santa Maria Novella Train Station, you'll enjoy the fitness centre and bar/lounge.
The price is R2 824
R3 366 total
includes taxes & fees
30 Nov - 01 Dec
Grand Hotel Cavour

17. Grand Hotel Minerva

Grand Hotel Minerva
4.0 star property
Historic Centre of Florence
9.6 out of 10, Exceptional, (1 003 reviews)
This boutique hotel in Florence sits near tram stops and top attractions. Cool off in the seasonal pool with poolside bar, or dine at the on-site restaurant. Guests consistently praise the excellent staff and pristine property condition.
The price is R4 557
R5 274 total
includes taxes & fees
01 Dec - 02 Dec
Grand Hotel Minerva

18. Villa Neroli - Place of Charme

Villa Neroli - Place of Charme
4.0 star property
Coverciano
9.6 out of 10, Exceptional, (736 reviews)
Experience a tranquil retreat at this spa hotel, just a short drive from Florence's Cathedral and Uffizi Gallery. Guests rave about the delicious free breakfast and helpful staff. Unwind with massages, enjoy the seasonal outdoor pool, or work out in the fitness centre.
The price is R1 560
R1 977 total
includes taxes & fees
03 Dec - 04 Dec
Villa Neroli - Place of Charme

19. Hotel Rosso 23

Hotel Rosso 23
4.0 star property
Historic Centre of Florence
9.0 out of 10, Wonderful, (1 001 reviews)
Wake up to free continental breakfast at this centrally located Florence hotel near Santa Maria Novella Train Station. Just 10 minutes from Cathedral of Santa Maria del Fiore and moments from 2 tram stops, you'll enjoy room service and a welcoming bar after exploring Uffizi Gallery.
The price is R1 561
R1 979 total
includes taxes & fees
01 Dec - 02 Dec
Hotel Rosso 23

20. Hotel Calimala Florence

Hotel Calimala Florence
4.0 star property
Historic Centre of Florence
9.6 out of 10, Exceptional, (1 001 reviews)
Discover this centrally located Florence hotel with a stunning rooftop terrace serving local cuisine. Just minutes from Uffizi Gallery and a short walk to the Santa Maria Novella Station, enjoy the fitness centre and stylish bar after exploring Renaissance treasures.
The price is R3 560
R4 455 total
includes taxes & fees
22 Nov - 23 Nov
Hotel Calimala Florence
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.

You may also like hotels with pools in San Casciano in Val di Pesa

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.

Go beyond your typical stay in San Casciano in Val di Pesa

When is the best time to visit San Casciano in Val di Pesa?

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 November
Currently viewing crowd sizes and weather for November.

November

High 14°C / low 7°C. Sunny most days.
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November, no crowd data, average high temperature 14 degrees Celsius, average low temperature 7 degrees Celsius. Sunny most days.
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December, no crowd data, average high temperature 10 degrees Celsius, average low temperature 3 degrees Celsius. Partly sunny.
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January, no crowd data, average high temperature 9 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
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February, no crowd data, average high temperature 11 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
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March, no crowd data, average high temperature 14 degrees Celsius, average low temperature 4 degrees Celsius. Sunny most days.
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April, no crowd data, average high temperature 18 degrees Celsius, average low temperature 7 degrees Celsius. Sunny most days.
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May, no crowd data, average high temperature 22 degrees Celsius, average low temperature 10 degrees Celsius. Sunny most days.
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June, no crowd data, average high temperature 27 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
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July, no crowd data, average high temperature 31 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
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August, no crowd data, average high temperature 31 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
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September, no crowd data, average high temperature 26 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
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October, no crowd data, average high temperature 20 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
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Monthly weather averages (˚C)

Top neighbourhoods in San Casciano in Val di Pesa

Top landmarks in San Casciano in Val di Pesa

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.

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

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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