Find hotels in San Leonino from CA $89

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Filter by

Guest rating
Guest rating
Star rating

Our top choices for San Leonino hotels

Hotel Il Viandante

Hotel Il Viandante
3.0 star property
Terranuova Bracciolini
9.2 out of 10, Wonderful, (164 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 $132
CA $177 total
includes taxes & fees
May 24 - May 25
Hotel Il Viandante

Locanda Casalta

Locanda Casalta
Strove
The price is CA $189
CA $208 total
includes taxes & fees
May 24 - May 25
Locanda Casalta

2 Cuori e 1 Yurta Glamping in Toscana

2 Cuori e 1 Yurta Glamping in Toscana
Asciano
The price is CA $393
CA $442 total
includes taxes & fees
May 27 - May 28
2 Cuori e 1 Yurta Glamping in Toscana

Agriturismo San Sano

Agriturismo San Sano
3.0 star property
Gaiole in Chianti
10.0 out of 10, Exceptional, (89 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 $172
CA $196 total
includes taxes & fees
Jun 5 - Jun 6
Agriturismo San Sano

Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
9.4 out of 10, Exceptional, (384 reviews)
"Great views and property. Staff were all very nice"
Canada
Steven
The price is CA $314
CA $345 total
includes taxes & fees
Jun 17 - Jun 18
Castello Vicchiomaggio

Palace Hotel Due Ponti

Palace Hotel Due Ponti
3.0 star property
Due Ponti
8.4 out of 10, Very good, (58 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

Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
9.6 out of 10, Exceptional, (76 reviews)
"Whole place felt amazing, staff was super! Def recommend!"
United States
Roberto Javier Sanz
The price is CA $232
CA $263 total
includes taxes & fees
Jun 14 - Jun 15
Relais la Costa - Dimora Storica

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (535 reviews)
"Magical location"
United States
Arthur
The price is CA $202
CA $234 total
includes taxes & fees
Jun 10 - Jun 11
La Certosa di Pontignano

Villa Sabolini

Villa Sabolini
4.0 star property
Colle di Val d'Elsa
9.2 out of 10, Wonderful, (204 reviews)
"What a lovely stay at a beautiful historic hotel. The grounds are so well kept and peaceful. Dinner was amazing both nights, highly recommend this property. "
Canada
DEANA
The price is CA $285
CA $320 total
includes taxes & fees
Jun 21 - Jun 22
Villa Sabolini

Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
The price is CA $468
CA $525 total
includes taxes & fees
Jun 11 - Jun 12
Fattoria di Vegi

Palagina la cascina

Palagina la cascina
Figline e Incisa Valdarno
9.0 out of 10, Wonderful, (115 reviews)
"Everything went very smooth, helpful people and great property. A true gem!"
United States
Bogdan
The price is CA $140
CA $157 total
includes taxes & fees
May 28 - May 29
Palagina la cascina

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 $154
CA $179 total
includes taxes & fees
Jun 14 - Jun 15
Hotel Palazzo San niccolò & Spa

Borgo Pignano Volterra Tuscany

Borgo Pignano Volterra Tuscany
5.0 star property
Volterra
10.0 out of 10, Exceptional, (90 reviews)
"Great breakfast and dining options offered. Enjoyed the activities and the gym. "
South Korea
Jae Wook
The price is CA $917
CA $1,017 total
includes taxes & fees
Jun 19 - Jun 20
Borgo Pignano Volterra Tuscany

Mormoraia

Mormoraia
San Gimignano
9.6 out of 10, Exceptional, (216 reviews)
"Enjoyable vibes. Nice staff "
Hong Kong SAR China
Kin Pong
The price is CA $389
CA $436 total
includes taxes & fees
Jun 21 - Jun 22
Mormoraia

Salvadonica - Borgo del Chianti

Salvadonica - Borgo del Chianti
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (280 reviews)
"The staff were very helpful and the buffet breakfast was delicious! "
United Kingdom
Marie
The price is CA $355
CA $397 total
includes taxes & fees
Jun 2 - Jun 3
Salvadonica - Borgo del Chianti

Hotel Palazzo dei Priori

Hotel Palazzo dei Priori
4.0 star property
Siena
8.8 out of 10, Excellent, (415 reviews)
"."
Italy
Marta
The price is CA $113
CA $146 total
includes taxes & fees
Jun 3 - Jun 4
Hotel Palazzo dei Priori

Villa San Lucchese

Villa San Lucchese
4.0 star property
Poggibonsi
9.4 out of 10, Exceptional, (340 reviews)
The price is CA $164
CA $190 total
includes taxes & fees
Jun 21 - Jun 22
Villa San Lucchese

Castello di Leonina Relais

Castello di Leonina Relais
4.0 star property
Asciano
9.0 out of 10, Wonderful, (127 reviews)
"This place is gorgeous! There’s not one single view that will not make your breath away! Very well maintened place, staff very respectful, breakfast and dinner was exceptional!! A place to relax, quietitude, very close to Siena!"
United States
Carolina
The price is CA $222
CA $254 total
includes taxes & fees
Jun 2 - Jun 3
Castello di Leonina Relais

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 $269
CA $304 total
includes taxes & fees
Jun 12 - Jun 13
Palazzo di Valli

Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (117 reviews)
"Exquisite villa, it was so hard to leave. I heard about Tuscan hospitality but the staff exceeded any expectation. Peaceful and rejuvenating"
United States
Teodora
The price is CA $178
CA $201 total
includes taxes & fees
Jun 14 - Jun 15
Hotel Colle Etrusco Salivolpi
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.
Save an average of 15% on thousands of hotels when you're signed in

Top San Leonino Hotel Reviews

More cheap stays in San Leonino

Frequently asked questions

What is the best area to stay in San Leonino?
The best area to stay in San Leonino is within the village itself or in the immediate countryside surrounding it.

San Leonino is a small village, and staying directly in the village offers the convenience of walking to its few local shops and trattorias. The village is compact, with its main church, Pieve di San Leonino, as a central point of reference, and is surrounded by rolling vineyards and olive groves.

For couples seeking a romantic and secluded retreat, staying in one of the agriturismos or boutique hotels just outside the village is ideal. These properties often feature stunning views of the Tuscan landscape, offer cooking classes, and provide a peaceful base from which to explore the Chianti region by car. Many have excellent restaurants on-site, superb for quiet evenings.

Travellers looking for a more independent experience will find excellent villa rentals in the countryside around San Leonino. These often come with private pools and well-equipped kitchens, making them superb for those who enjoy cooking with local produce and settling into a home-away-from-home.
When is the best time to go to San Leonino?
The best time to visit San Leonino, Tuscany, is during the spring (April to June) and autumn (September to October) months.

During these periods, the weather is pleasantly warm and sunny, making it ideal for exploring the rolling hills and vineyards. You'll find fewer crowds compared to the peak summer months, allowing for a more relaxed experience at local wineries and historic sites. The landscape is particularly beautiful in spring with wildflowers in bloom, and in autumn with the rich colours of the grape harvest.

Couples looking for a romantic escape will find these seasons perfect. You can enjoy long walks through the countryside, intimate al fresco dining, and wine-tasting experiences without the intense summer heat or the chill of winter. It's a great time for leisurely drives along scenic routes like the Chiantigiana Road, stopping at charming villages along the way.

For travellers interested in culinary experiences, autumn is particularly rewarding. This is the time for grape harvesting and olive oil production, offering opportunities for special tours and tastings.
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 Leonino.
How can I save on a San Leonino hotel booking with Expedia?
Members always get our best prices. Find our best San Leonino 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 Leonino hotel?
Prices for hotels in San Leonino often vary, but you can find a great deal from CA $89 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.

Explore a world of travel with Expedia