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Our top choices for San Leonino hotels

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (540 reviews)
"Amazing property, loved staying there. Huge rooms, AC worked well, beautiful setting. It’s well worth your time to stay there"
United States
Ken
The price is CA $186
CA $218 total
includes taxes & fees
Jun 7 - Jun 8
La Certosa di Pontignano

Palazzo Ravizza

Palazzo Ravizza
4.0 star property
Siena Historical Center
9.4 out of 10, Exceptional, (809 reviews)
"Amazing. Would absolutely stay here again!"
United States
Alison
The price is CA $225
CA $255 total
includes taxes & fees
Jun 17 - Jun 18
Palazzo Ravizza

Hotel Executive

Hotel Executive
4.0 star property
Scacciapensieri
8.4 out of 10, Very good, (538 reviews)
"excellent breakfast and very clean"
Canada
Dan
The price is CA $115
CA $134 total
includes taxes & fees
Jul 3 - Jul 4
Hotel Executive

Agriturismo San Sano

Agriturismo San Sano
3.0 star property
Gaiole in Chianti
10.0 out of 10, Exceptional, (92 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 $177
CA $201 total
includes taxes & fees
Jul 5 - Jul 6
Agriturismo San Sano

Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa
4.0 star property
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (425 reviews)
"Nice hotel and beautiful view. The property was nice and easy to get to from Florence. "
United States
Lucas
The price is CA $221
CA $252 total
includes taxes & fees
Jun 21 - Jun 22
Villa I Barronci Resort & Spa

Relais Castel Bigozzi

Relais Castel Bigozzi
4.0 star property
Monteriggioni
8.8 out of 10, Excellent, (243 reviews)
"Great location, facility, staff, views and restaurant. Ideal for seclusion. "
United States
Innokentiy
The price is CA $238
CA $273 total
includes taxes & fees
Jun 18 - Jun 19
Relais Castel Bigozzi

Salvadonica - Borgo del Chianti

Salvadonica - Borgo del Chianti
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (282 reviews)
"Great stay. Beautiful Hotel and Restaurant"
United States
Sterling
The price is CA $356
CA $399 total
includes taxes & fees
Jun 8 - Jun 9
Salvadonica - Borgo del Chianti

Hotel Chiusarelli

Hotel Chiusarelli
3.0 star property
Siena City Centre
8.8 out of 10, Excellent, (1,001 reviews)
"Clean, great location, great breakfast, and helpful staff."
United States
Scott
The price is CA $186
CA $213 total
includes taxes & fees
Jul 5 - Jul 6
Hotel Chiusarelli

Palazzo di Valli

Palazzo di Valli
3.0 star property
Siena
9.6 out of 10, Exceptional, (424 reviews)
"We had a blast, and the proprietors were fantastic. They had plenty of local knowledge and seemed to have a real passion for what they do. Plus the venue is wonderful, and they have the best patio with views of the Tuscan hills. Would recommend, and would stay again."
United States
John
The price is CA $184
CA $211 total
includes taxes & fees
Jul 6 - Jul 7
Palazzo di Valli

Precise House Montaperti Siena

Precise House Montaperti Siena
4.0 star property
Asciano
8.4 out of 10, Very good, (612 reviews)
"Clean modern room, helpful staff, excellent restaurant and breakfast "
Canada
Dieter
The price is CA $160
CA $186 total
includes taxes & fees
Jun 7 - Jun 8
Precise House Montaperti Siena

Villa San Lucchese

Villa San Lucchese
4.0 star property
Poggibonsi
9.4 out of 10, Exceptional, (342 reviews)
"Breakfast was fresh and outstanding. Parking very easy. "
United States
Carol
The price is CA $167
CA $193 total
includes taxes & fees
Jun 11 - Jun 12
Villa San Lucchese

Hotel Pescille by Double Hospitality

Hotel Pescille by Double Hospitality
3.0 star property
San Gimignano
9.2 out of 10, Wonderful, (355 reviews)
"Great place to eat and rest"
Mexico
Tania
The price is CA $191
CA $219 total
includes taxes & fees
Jun 18 - Jun 19
Hotel Pescille by Double Hospitality

Hotel Villa Campomaggio

Hotel Villa Campomaggio
4.0 star property
Radda in Chianti
9.4 out of 10, Exceptional, (172 reviews)
"Beautiful peaceful place. Absolutely gorgeous surroundings. The staff were really kind and helpful. We really loved our stay, it was tough to leave."
Canada
JAMES
The price is CA $284
CA $322 total
includes taxes & fees
Jun 18 - Jun 19
Hotel Villa Campomaggio

Four Points by Sheraton Siena

Four Points by Sheraton Siena
4.0 star property
Scacciapensieri
8.8 out of 10, Excellent, (594 reviews)
"Yes,breakfast menu was fresh. Parking area felt safe and convenient."
Canada
Keith
The price is CA $223
CA $254 total
includes taxes & fees
Jun 23 - Jun 24
Four Points by Sheraton Siena

Villa Sabolini

Villa Sabolini
4.0 star property
Colle di Val d'Elsa
9.2 out of 10, Wonderful, (208 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 $237
CA $267 total
includes taxes & fees
Jun 21 - Jun 22
Villa Sabolini

Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
4.0 star property
Figline e Incisa Valdarno
9.2 out of 10, Wonderful, (390 reviews)
"Amazing staff, beautiful property, loved the courtyard. Really well located. Can't wait to stay again."
United States
Jason
The price is CA $222
CA $251 total
includes taxes & fees
Jun 21 - Jun 22
Villa Casagrande Resort & SPA

Hotel Borgo San Luigi

Hotel Borgo San Luigi
4.0 star property
Monteriggioni
9.2 out of 10, Wonderful, (423 reviews)
"It was an amazing boutique hotel with a quiet and relaxing environment. It's a 10/10 recommendation."
Canada
Ashutosh
The price is CA $349
CA $396 total
includes taxes & fees
Jun 9 - Jun 10
Hotel Borgo San Luigi

Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
9.4 out of 10, Exceptional, (387 reviews)
"We really enjoyed our stay. It was far too short, but we truly loved the property. The breakfast was lovely as well!"
United States
Tiffany
The price is CA $296
CA $326 total
includes taxes & fees
Jun 12 - Jun 13
Castello Vicchiomaggio

Villa Elda Boutique Hotel

Villa Elda Boutique Hotel
3.0 star property
San Prospero
9.0 out of 10, Wonderful, (187 reviews)
"Hey beautiful, ideally situated, elegant, quiet hotel with magnificent views of the old city. Could not have been better."
United States
Brian
The price is CA $172
CA $197 total
includes taxes & fees
Jun 22 - Jun 23
Villa Elda Boutique Hotel

Hotel Minerva

Hotel Minerva
3.0 star property
Siena City Centre
8.2 out of 10, Very good, (1,008 reviews)
"Room had a lovely view of town. The balcony was an added touch."
Canada
Jane
The price is CA $160
CA $184 total
includes taxes & fees
Jul 3 - Jul 4
Hotel Minerva
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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 $88 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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