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Check prices for these dates

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

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Our top choices for San Leolino hotels

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 $179
CA $205 total
includes taxes & fees
Jun 8 - Jun 9
Hotel Ristorante La Dama nella Vigna
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
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 $120
CA $138 total
includes taxes & fees
May 18 - May 19
Agriturismo San Sano
Outdoor dining

Palagina la cascina

Palagina la cascina
Figline e Incisa Valdarno
9.0 out of 10, Wonderful, (113 reviews)
"Great location "
United States
Pnina
The price is CA $129
CA $145 total
includes taxes & fees
May 21 - May 22
Palagina la cascina
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 $115
CA $135 total
includes taxes & fees
Jun 12 - Jun 13
Palace Hotel Due Ponti
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 $207
CA $234 total
includes taxes & fees
Jun 10 - Jun 11
La Certosa di Pontignano
Exterior

2 Cuori e 1 Yurta Glamping in Toscana

2 Cuori e 1 Yurta Glamping in Toscana
Asciano
The price is CA $395
CA $444 total
includes taxes & fees
May 27 - May 28
2 Cuori e 1 Yurta Glamping in Toscana
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 $305
CA $349 total
includes taxes & fees
May 19 - May 20
Castello di Tornano 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 $155
CA $175 total
includes taxes & fees
Jun 5 - Jun 6
Locanda Il Gallo
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 $293
CA $323 total
includes taxes & fees
May 19 - May 20
Castello Vicchiomaggio
Lobby sitting area

Hotel Tenuta Il Burchio

Hotel Tenuta Il Burchio
3.0 star property
Figline e Incisa Valdarno
8.8 out of 10, Excellent, (203 reviews)
"Amazing experience in nature and cozy atmosphere, breakfast is super, restaurant as well. "
Netherlands
OY
The price is CA $106
CA $121 total
includes taxes & fees
May 26 - May 27
Hotel Tenuta Il Burchio
Continental breakfast for a fee

Hotel Il Viandante

Hotel Il Viandante
3.0 star property
Terranuova Bracciolini
9.2 out of 10, Wonderful, (163 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 CA $137
CA $183 total
includes taxes & fees
May 25 - May 26
Hotel Il Viandante
Sauna, hot tub, steam room, Turkish bath, body treatments

Il Gentiluomo Hotel & SPA

Il Gentiluomo Hotel & SPA
4.0 star property
Arezzo
8.6 out of 10, Excellent, (154 reviews)
"3 star hotel only"
Canada
David Joseph
The price is CA $92
CA $111 total
includes taxes & fees
May 25 - May 26
Il Gentiluomo Hotel & SPA
Sundeck

Hotel Palazzo dei Priori

Hotel Palazzo dei Priori
4.0 star property
Siena
9.0 out of 10, Wonderful, (414 reviews)
"."
Italy
Marta
The price is CA $113
CA $147 total
includes taxes & fees
May 15 - May 16
Hotel Palazzo dei Priori
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 $236
CA $268 total
includes taxes & fees
Jun 10 - Jun 11
Palazzo di Valli
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 $150
CA $175 total
includes taxes & fees
May 19 - May 20
Castello di Leonina Relais
Outdoor pool

Hotel Arezzo ASC

Hotel Arezzo ASC
1.0 star property
Arezzo
9.2 out of 10, Wonderful, (80 reviews)
"The room was very clean and the staff was very friendly! The hotel had great parking. Easy access to all sides of town. The restaurant was excellent also. Our only complaint was the beds. They were very uncomfortable. "
United States
Stephanie
The price is CA $114
CA $135 total
includes taxes & fees
May 18 - May 19
Hotel Arezzo ASC
Front of property

Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
The price is CA $426
CA $479 total
includes taxes & fees
May 18 - May 19
Fattoria di Vegi
Indoor pool, seasonal outdoor pool, sun loungers

Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (186 reviews)
"Everything was awesome, the hotel staff was very helpful and friendly."
United States
gary
The price is CA $172
CA $199 total
includes taxes & fees
Jun 2 - Jun 3
Hotel Palazzo San niccolò & Spa
2 outdoor pools, open 8:00 AM to 8:00 PM, pool umbrellas, sun loungers

Hotel Fattoria degli Usignoli

Hotel Fattoria degli Usignoli
4.0 star property
Reggello
8.2 out of 10, Very good, (164 reviews)
"Great set up. Comfortable stay. Great location! Would definitely stay again. "
United States
Janneth
The price is CA $98
CA $120 total
includes taxes & fees
May 21 - May 22
Hotel Fattoria degli Usignoli
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

Hotel Italia

Hotel Italia

6/10 Okay
"Even though it advertises having an elevator we got put in the annex which does not and so had to climb stairs. "
Brian 5-night trip
Posted 4 hours ago
Hotel Italia

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 $72 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 $72 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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