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Check prices for these dates

Tonight
May 12 - May 13
Tomorrow
May 13 - May 14
This weekend
May 15 - May 17
Next weekend
May 22 - May 24

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Our top choices for San Leolino hotels

Snack bar

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (529 reviews)
"Friendly staff, beautiful property, delicious included breakfast, great dinner, and all around good experience. Only think I'd like to see is a gym, but luckily there's tons of hills to run to get a great workout 😄"
United States
Alex
The price is CA $212
CA $240 total
includes taxes & fees
Jun 6 - Jun 7
La Certosa di Pontignano
Deluxe Double Room, Balcony

Hotel Ristorante La Dama nella Vigna

Hotel Ristorante La Dama nella Vigna
Monteriggioni
9.4 out of 10, Exceptional, (39 reviews)
"Great place to stay and visit all the surrounding hill towns! Breakfast was excellent. Daniela took amazing care of us! Will definitely return!"
United States
Norma
The price is CA $180
CA $206 total
includes taxes & fees
Jun 8 - Jun 9
Hotel Ristorante La Dama nella Vigna
Exterior

Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
9.0 out of 10, Wonderful, (103 reviews)
"Everyone of the staff members were exceptionally pleasant and helpful"
Canada
lori
The price is CA $306
CA $349 total
includes taxes & fees
May 19 - May 20
Castello di Tornano Wine Resort
Garden

Palace Hotel Due Ponti

Palace Hotel Due Ponti
3.0 star property
Due Ponti
8.4 out of 10, Very good, (57 reviews)
"Exceptional service, good breakfast "
United States
borjan
The price is CA $116
CA $135 total
includes taxes & fees
Jun 12 - Jun 13
Palace Hotel Due Ponti
Front of property

Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
The price is CA $428
CA $480 total
includes taxes & fees
May 18 - May 19
Fattoria di Vegi
Exterior

Agriturismo San Sano

Agriturismo San Sano
3.0 star property
Gaiole in Chianti
10.0 out of 10, Exceptional, (87 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 CA $135
CA $155 total
includes taxes & fees
May 18 - May 19
Agriturismo San Sano
Seasonal outdoor pool

Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
9.4 out of 10, Exceptional, (380 reviews)
"Great views and property. Staff were all very nice"
Canada
Steven
The price is CA $294
CA $323 total
includes taxes & fees
May 18 - May 19
Castello Vicchiomaggio
Outdoor dining

Palazzo di Valli

Palazzo di Valli
3.0 star property
Siena
9.6 out of 10, Exceptional, (422 reviews)
"We had a great stay. Fantastic panoramic views. Very comfortable room. Super friendly host!"
United States
Yuliya
The price is CA $239
CA $271 total
includes taxes & fees
Jun 6 - Jun 7
Palazzo di Valli
Spa

2 Cuori e 1 Yurta Glamping in Toscana

2 Cuori e 1 Yurta Glamping in Toscana
Asciano
The price is CA $396
CA $445 total
includes taxes & fees
May 27 - May 28
2 Cuori e 1 Yurta Glamping in Toscana
Exterior

One Belvedere Tuscany

One Belvedere Tuscany
Poggibonsi
The price is CA $620
CA $688 total
includes taxes & fees
May 13 - May 14
One Belvedere Tuscany
Exterior

Borgo San Felice Resort

Borgo San Felice Resort
5.0 star property
Castelnuovo Berardenga
9.8 out of 10, Exceptional, (81 reviews)
"Absolutely wonderful!"
Canada
Cynthia
The price is CA $1,301
CA $1,447 total
includes taxes & fees
Jun 12 - Jun 13
Borgo San Felice Resort
Exterior

Fondaco del Moro

Fondaco del Moro
Civitella in Val di Chiana
9.6 out of 10, Exceptional, (41 reviews)
"amazing property in quite location"
United Kingdom
Khalil
The price is CA $96
CA $106 total
includes taxes & fees
May 18 - May 19
Fondaco del Moro
Chapel

Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (185 reviews)
"Beautiful property and very friendly helpful staff"
Canada
Pamela
The price is CA $516
CA $581 total
includes taxes & fees
May 23 - May 24
Dievole Wine Resort
Restaurant

Locanda Il Gallo

Locanda Il Gallo
3.0 star property
Greve in Chianti
9.4 out of 10, Exceptional, (53 reviews)
"The property owner was very helpful explaining wineries location and local food! The in-house restaurant was excellent and convenient! "
United States
Santina
The price is CA $158
CA $178 total
includes taxes & fees
May 15 - May 16
Locanda Il Gallo
Outdoor pool, a rooftop pool, sun loungers

Castello di Leonina Relais

Castello di Leonina Relais
4.0 star property
Asciano
9.0 out of 10, Wonderful, (125 reviews)
"Perfectb Quiet and very relaxing stay. Breakfast was very tasty and the view was absolutely spectacular "
United Kingdom
Mayara
The price is CA $148
CA $173 total
includes taxes & fees
May 20 - May 21
Castello di Leonina Relais
Lunch and dinner served

Il Verreno

Il Verreno
Ambra
9.8 out of 10, Exceptional, (55 reviews)
"Absolutely loved our stay! Beautiful property, comfortable beds, and the most kind and attentive staff. Recommend to anyone wanting to stay in the area! "
United States
Renee
The price is CA $331
CA $371 total
includes taxes & fees
May 14 - May 15
Il Verreno
Daily buffet breakfast for a fee

Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (283 reviews)
"Great location"
Canada
Frank
The price is CA $200
CA $230 total
includes taxes & fees
Jun 2 - Jun 3
Palazzo Leopoldo Dimora Storica & Spa
Seasonal outdoor pool, pool umbrellas, sun loungers

Agriturismo SOLE

Agriturismo SOLE
Trequanda
The price is CA $397
CA $442 total
includes taxes & fees
May 13 - May 14
Agriturismo SOLE
Interior entrance

Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (116 reviews)
"Friendly staff and walking distance to town"
United States
Scott
The price is CA $151
CA $171 total
includes taxes & fees
May 13 - May 14
Hotel Colle Etrusco Salivolpi
Outdoor dining

Palagina la cascina

Palagina la cascina
Figline e Incisa Valdarno
9.0 out of 10, Wonderful, (112 reviews)
"Great location "
United States
Pnina
The price is CA $113
CA $127 total
includes taxes & fees
May 14 - May 15
Palagina la cascina
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

Recent Reviews in San Leolino

Four Points by Sheraton Siena

Four Points by Sheraton Siena

10/10 Excellent
"Yes,breakfast menu was fresh. Parking area felt safe and convenient."
Keith 1-night trip
Posted 14 hours ago
Four Points by Sheraton Siena

More cheap stays in San Leolino

Hotel Chenno

Hotel Chenno

Via Don Lorenzo Boschi 29 Subbiano AR
The price is CA $66 per night from May 19 to May 20
CA $66
CA $73 total
May 19 - May 20
includes taxes & fees

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 can I save on a San Leolino hotel booking with Expedia?
Members always get our best prices. Find our best San Leolino hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
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 CA $73 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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