San Leolino Hotel & Accommodation Deals 2026 from AU$106 - Compare prices by date

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Our top choices for San Leolino hotels

1. Il Verreno

Ambra

Ji Young

includes taxes & fees

6 Aug - 7 Aug

2. Hotel Il Viandante

Terranuova Bracciolini

Michelle

includes taxes & fees

13 Aug - 14 Aug

3. Hotel Valdarno

Montevarchi

Emmanuel

includes taxes & fees

3 Aug - 4 Aug

4. Delta Hotel

Montevarchi

weixing

includes taxes & fees

29 July - 30 July

5. Chapter Chianti, a Member of Design Hotels

Cavriglia

"🇬🇧 English Chapter Hills is a beautiful property that clearly aims to offer a refined and sophisticated Tuscan experience. The rooms are full of character, staying true to the charm of traditional Tuscan stone buildings, with lovely architectural details and a warm atmosphere. The bathrooms are modern, spotless, and well maintained, and housekeeping is excellent throughout the stay. The real highlight, however, is the staff. Every member of the team was genuinely welcoming, attentive, and...

Dana

includes taxes & fees

30 July - 31 July

6. Agriturismo San Sano

Gaiole in Chianti

Paula

includes taxes & fees

2 Aug - 3 Aug

7. Podere L'Aquila

Gaiole in Chianti

includes taxes & fees

23 Aug - 24 Aug

8. Villa Sassolini Country Boutique Hotel

Montevarchi

Peter

includes taxes & fees

11 Aug - 12 Aug

9. La Certosa di Pontignano

Castelnuovo Berardenga

Edyta

includes taxes & fees

23 Aug - 24 Aug

10. Castello di Tornano Wine Resort

Gaiole in Chianti

Austin

includes taxes & fees

6 Aug - 7 Aug

11. Palazzo Tiglio - A Small Luxury Hotels of the World

Bucine

David

includes taxes & fees

17 Aug - 18 Aug

Sauna, hot tub, steam room, Turkish bath/hammam, body treatments

12. Il Gentiluomo Hotel & SPA

Arezzo

Luis Mauricio

includes taxes & fees

2 Aug - 3 Aug

13. Dievole Wine Resort

Castelnuovo Berardenga

Rory

includes taxes & fees

26 Aug - 27 Aug

14. Ultimo Mulino Wellness Country Hotel

Gaiole in Chianti

"Ultimo Mulino Hotel was amazing! The property is so peaceful and beautiful. We had breakfast both mornings and ate at their on site restaurant both evenings. The food was delicious and the staff was incredible. Leno was our server both nights- she was amazing and so helpful making suggestions on food and wines. We also enjoyed the spa for the wellness package and a couples massage for our honeymoon. We highly recommend this to everyone! It was so relaxing and worth the cost."

Hannah

includes taxes & fees

27 Aug - 28 Aug

15. Hotel Le Fontanelle

Castelnuovo Berardenga

Malcolm

includes taxes & fees

26 Aug - 27 Aug

16. Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

Lin

includes taxes & fees

2 Aug - 3 Aug

Indoor pool, outdoor pool, pool loungers

17. Castello di Spaltenna- Small Luxury Hotels of the World

Gaiole in Chianti

Rama

includes taxes & fees

24 Aug - 25 Aug

18. Borgo San Felice Resort

Castelnuovo Berardenga

Cynthia

includes taxes & fees

4 Aug - 5 Aug

19. Palagina la cascina

Figline e Incisa Valdarno

Peter

includes taxes & fees

29 July - 30 July

20. Relais Vignale & Spa

Radda in Chianti

tera

includes taxes & fees

1 Aug - 2 Aug

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Top San Leolino Hotel Reviews

Recent Reviews in San Leolino

La Certosa di Pontignano

10/10 Excellent

"It was a great stay the staff were very helpful and prompt to assist with any concerns! It’s a very convenient location with many walkable amenities and attractions I will definitely return to this hotel and strongly recommend anyone travelling to Rome to consider this place!"

Villa Il Palagio

10/10 Excellent

"Our family of five enjoyed our time at the property very much. The rooms were comfortable and the surrounding area is beautiful. The pool is a huge plus to cool down and have a relaxing time. The Rignano train station nearby makes it easy to get around Italy, by connecting to Florence’s main station. Truly an asset. The A1 highway is also nearby connecting you within easy access to beautiful Tuscany. Restaurants in the area were very good also. I would definitely stay again at Vila Il Palagio."

NH Siena

8/10 Good

"Very good hotel. We enjoyed our stay. The room was attractive and clean. The breakfast buffet was above average. Staff were friendly but sometimes hard to find. Our only real complaint was that it was noisy where our room was on the backside of the hotel, with the duomo/football stadium view, with live music and and an outdoor film showing that went well past midnight."

More cheap accommodation in San Leolino

Cannon d'Oro

Via Montanini 28 Siena SI

AU$143

30 July - 31 July

includes taxes & fees

7.8/10 Good! (258 reviews)

Frequently asked questions

What is the best area to stay in San Leolino?

When visiting San Leolino, the best area to stay is within the hamlet itself or in the immediately surrounding countryside, particularly towards the charming town of Castellina in Chianti.

The hamlet of San Leolino itself is very small, centred around its historic Romanesque church, Pieve di San Leolino. Staying directly within the hamlet or in a nearby villa allows for a truly tranquil experience, surrounded by rolling vineyards and olive groves. It's a place where you can enjoy the quiet beauty of the Tuscan landscape, often with stunning views across the valley.

Couples seeking a romantic and peaceful escape will find the immediate vicinity of San Leolino perfect. Many accommodations here are renovated farmhouses or boutique properties that offer privacy, beautiful scenery, and opportunities for wine tasting at nearby vineyards. You'll often find properties with private pools and terraces, ideal for enjoying a glass of Chianti while watching the sunset.

Families might prefer staying in a villa or agriturismo slightly closer to Castellina in Chianti, which is just a short drive away. This offers the same peaceful setting but with easier access to amenities like grocery shops, restaurants, and a few local artisan stores in Castellina's historic centre.

When is the best time to go to San Leolino?

The best times to visit San Leolino are typically in the spring (April to early June) and autumn (September to October) when the weather is pleasant and the region is less crowded.

For those looking for comfortable temperatures for exploring the Tuscan countryside, spring offers mild weather, often with blooming wildflowers. The days are generally sunny without being overly hot, making it ideal for walking through vineyards or visiting nearby towns like Siena or Florence. You'll also find fewer tourists compared to the peak summer months.

Autumn provides a similar experience with comfortable temperatures, and it's also harvest season. This is a lovely time for food and wine enthusiasts, as many local farms and vineyards offer special experiences.

Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in San Leolino.

How can I save on a hotel booking in San Leolino with Expedia?

One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on San Leolino hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

How much is the nightly rate for a hotel in San Leolino?

Prices for hotels in San Leolino often vary, but you can find a great deal from AU$106 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

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Our top choices for San Leolino hotels

1. Il Verreno

2. Hotel Il Viandante

3. Hotel Valdarno

4. Delta Hotel

5. Chapter Chianti, a Member of Design Hotels

6. Agriturismo San Sano

7. Podere L'Aquila

8. Villa Sassolini Country Boutique Hotel

9. La Certosa di Pontignano

10. Castello di Tornano Wine Resort

11. Palazzo Tiglio - A Small Luxury Hotels of the World

12. Il Gentiluomo Hotel & SPA

13. Dievole Wine Resort

14. Ultimo Mulino Wellness Country Hotel

15. Hotel Le Fontanelle

16. Palazzo Leopoldo Dimora Storica & Spa

17. Castello di Spaltenna- Small Luxury Hotels of the World

18. Borgo San Felice Resort

19. Palagina la cascina

20. Relais Vignale & Spa

Top San Leolino Hotel Reviews

Recent Reviews in San Leolino

La Certosa di Pontignano

More cheap accommodation in San Leolino

Cannon d'Oro

Frequently asked questions

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