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Check prices for these dates

This weekend
24 Jul - 26 Jul
Next weekend
31 Jul - 2 Aug

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Our top choices for San Leolino hotels

Lunch and dinner served

1. Il Verreno

Il Verreno
Ambra
9.8 out of 10, Exceptional, (67 reviews)
"It was amazing overall! The restaurant was also amazing. Definitely recommend it."
United Kingdom
Ji Young
The price is £213
includes taxes & fees
6 Aug - 7 Aug
Il Verreno
Continental breakfast for a fee

2. Hotel Il Viandante

Hotel Il Viandante
3.0 star property
Terranuova Bracciolini
9.2 out of 10, Wonderful, (166 reviews)
"Our girls loved having the upstairs to themselves, the staff was friendly and helpful, and the breakfast was *delicious!*"
United States
Michelle
The price is £92
includes taxes & fees
16 Aug - 17 Aug
Hotel Il Viandante
Reception

3. Hotel Valdarno

Hotel Valdarno
4.0 star property
Montevarchi
8.8 out of 10, Excellent, (218 reviews)
"Clean hôtel, Nice breakfast, spacious rooms"
United States
Emmanuel
The price is £87
includes taxes & fees
24 Jul - 25 Jul
Hotel Valdarno
Exterior

4. Delta Hotel

Delta Hotel
3.0 star property
Montevarchi
8.4 out of 10, Very good, (167 reviews)
"Very friendly staff and services. We really the stay with this hotel."
United States
weixing
The price is £92
includes taxes & fees
23 Jul - 24 Jul
Delta Hotel
Sauna, hot tub, steam room, Turkish bath/hammam, body treatments

5. Il Gentiluomo Hotel & SPA

Il Gentiluomo Hotel & SPA
4.0 star property
Arezzo
8.6 out of 10, Excellent, (159 reviews)
"Breakfast great , staff great "
United States
Luis Mauricio
The price is £50
includes taxes & fees
27 Jul - 28 Jul
Il Gentiluomo Hotel & SPA
Restaurant

6. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
5.0 star property
Cavriglia
The price is £277
includes taxes & fees
4 Aug - 5 Aug
Chapter Chianti, a Member of Design Hotels
Exterior

7. Villa Sassolini Country Boutique Hotel

Villa Sassolini Country Boutique Hotel
Montevarchi
9.2 out of 10, Wonderful, (48 reviews)
"very friendly and beautiful location "
United Kingdom
Peter
The price is £235
includes taxes & fees
28 Jul - 29 Jul
Villa Sassolini Country Boutique Hotel
Exterior

8. Agriturismo San Sano

Agriturismo San Sano
3.0 star property
Gaiole in Chianti
10.0 out of 10, Exceptional, (100 reviews)
"This place is amazing. Wonderful drive to the hotel and the solitude is so great. The breakfast was amazing. Staff was very friendly for our stay. Definitely go back."
Canada
Shawn
The price is £103
includes taxes & fees
26 Jul - 27 Jul
Agriturismo San Sano
Daily buffet breakfast for a fee

9. Ultimo Mulino Wellness Country Hotel

Ultimo Mulino Wellness Country Hotel
4.0 star property
Gaiole in Chianti
8.8 out of 10, Excellent, (160 reviews)
"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."
United States
Hannah
The price is £131
includes taxes & fees
3 Aug - 4 Aug
Ultimo Mulino Wellness Country Hotel
Front of property

10. Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
9.2 out of 10, Wonderful, (114 reviews)
"Great breakfast options, amazing views, peaceful atmosphere, great lunch and dinner, and of course amazing wine."
United States
Austin
The price is £188
includes taxes & fees
5 Aug - 6 Aug
Castello di Tornano Wine Resort
Snack bar

11. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (548 reviews)
"Everything was perfect!"
United States
Edyta
The price is £105
includes taxes & fees
30 Jul - 31 Jul
La Certosa di Pontignano
Outdoor dining

12. Palagina la cascina

Palagina la cascina
Figline e Incisa Valdarno
9.0 out of 10, Wonderful, (127 reviews)
"Amazing hotel with beautiful territory"
United States
Igor
The price is £121
includes taxes & fees
12 Aug - 13 Aug
Palagina la cascina
Restaurant

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

Palazzo Tiglio - A Small Luxury Hotels of the World
Bucine
10.0 out of 10, Exceptional, (3 reviews)
"We found it to be a charming, immaculate, upscale retreat with a hilltop view of the beautiful countryside. We were given personalized attention and many unexpected fine touches, like fresh fruit in the room. Highly recommend."
United States
David
The price is £260
includes taxes & fees
11 Aug - 12 Aug
Palazzo Tiglio - A Small Luxury Hotels of the World
Breakfast, lunch, dinner and brunch served

14. Castello di Leonina Relais

Castello di Leonina Relais
4.0 star property
Asciano
9.0 out of 10, Wonderful, (138 reviews)
"Really enjoyed our stay, clean room and property. Very quiet place with a nice pool."
Canada
Meghan
The price is £108
includes taxes & fees
31 Jul - 1 Aug
Castello di Leonina Relais
Daily buffet breakfast for a fee

15. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (292 reviews)
"very well maintained hotel with friendly staff"
United States
Lin
The price is £117
includes taxes & fees
28 Jul - 29 Jul
Palazzo Leopoldo Dimora Storica & Spa
Exterior

16. Hotel Casafrassi

Hotel Casafrassi
4.0 star property
Castellina in Chianti
8.2 out of 10, Very good, (226 reviews)
"Incredible place to stay in the Chianti region. Beautiful grounds, amazing food, clean and comfortable rooms, and incredible staff. Location was perfect too! "
United States
Alex
The price is £72
includes taxes & fees
27 Jul - 28 Jul
Hotel Casafrassi
Front of property

17. Le Lappe

Le Lappe
Cavriglia
9.6 out of 10, Exceptional, (33 reviews)
"Our stay here was an absolute pleasure"
Canada
William
The price is £322
includes taxes & fees
18 Aug - 19 Aug
Le Lappe
Garden

18. Villa Montarioso

Villa Montarioso
Montarioso
8.8 out of 10, Excellent, (140 reviews)
"One of the best places during our stay in italy"
Canada
Michael
The price is £69
includes taxes & fees
28 Jul - 29 Jul
Villa Montarioso
Indoor pool, seasonal outdoor pool, pool loungers

19. Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (192 reviews)
"Everything was awesome, the hotel staff was very helpful and friendly."
United States
gary
The price is £106
includes taxes & fees
4 Aug - 5 Aug
Hotel Palazzo San niccolò & Spa
Exterior

20. Borgo San Felice Resort

Borgo San Felice Resort
5.0 star property
Castelnuovo Berardenga
9.8 out of 10, Exceptional, (85 reviews)
"Absolutely wonderful!"
Canada
Cynthia
The price is £650
includes taxes & fees
13 Aug - 14 Aug
Borgo San Felice Resort
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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Top San Leolino Hotel Reviews

Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel

10/10 Excellent
"One of my favorite hotels. The rooms (at least ours) are very small. BUT... they're beautiful as is the entire property. It's a hike to town, so plan on driving or taking a cab. The views are incredible. It's the type of hotel experience you would imagine for your Italian dream vacation. Nitpicks: We booked two days in Siena as a rest in the middle of the rest of our travels. This would have been PERFECT for that, except that they were hosting a large, Indian wedding. (Which was BEAUTIFUL by the way.) But, the DJ played (accompanied by a saxophonist!) until almost midnight and the morning ceremony started pretty early as well. So, it didn't end up being as restful as we'd hoped as this was all happening right outside our window. Also, if the restaurant or bar is closed, there is no where to get a snack or drink. (Not really anywhere to get just a snack anyway.) Wouldn't be such a big deal, except you're not near any convenience stories or anything. A vending machine would be nice!"
Matthew 2-night trip
Posted 3 hours ago
Villa Ermellina Siena, a Tribute Portfolio Hotel

More cheap stays in San Leolino

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
The price is £70 per night from 7 Aug to 8 Aug
£70
7 Aug - 8 Aug
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 canceled 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 much is the nightly rate at a San Leolino hotel?
Prices for hotels in San Leolino often vary, but you can find a great deal from £50 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 the cheapest rate.

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