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Our top choices for San Leonino hotels

Hotel Ristorante La Dama nella Vigna

Hotel Ristorante La Dama nella Vigna
Monteriggioni
9.4 out of 10, Exceptional, (42 reviews)
"One of our favorite stays in Italy! Few number of rooms which makes it feel very relaxing and comfortable. Staff was friendly and helpful."
Canada
Yael
The price is CA $165
CA $189 total
includes taxes & fees
Jul 8 - Jul 9
Hotel Ristorante La Dama nella Vigna

Agriturismo San Sano

Agriturismo San Sano
3.0 star property
Gaiole in Chianti
10.0 out of 10, Exceptional, (93 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 $150
CA $171 total
includes taxes & fees
Jun 11 - Jun 12
Agriturismo San Sano

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (543 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 $200
CA $233 total
includes taxes & fees
Jul 7 - Jul 8
La Certosa di Pontignano

Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
9.4 out of 10, Exceptional, (388 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 $304
CA $334 total
includes taxes & fees
Jul 2 - Jul 3
Castello Vicchiomaggio

Borgo Pignano Volterra Tuscany

Borgo Pignano Volterra Tuscany
5.0 star property
Volterra
10.0 out of 10, Exceptional, (92 reviews)
"A magical step back in time in the heart of beautiful Tuscany. Amazing accommodotation and excellent service."
Canada
Robert
The price is CA $923
CA $1,023 total
includes taxes & fees
Jun 26 - Jun 27
Borgo Pignano Volterra Tuscany

Chapter Chianti

Chapter Chianti
5.0 star property
Cavriglia
The price is CA $644
CA $718 total
includes taxes & fees
Jul 8 - Jul 9
Chapter Chianti

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 $177
CA $203 total
includes taxes & fees
Jul 6 - Jul 7
Palazzo di Valli

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 $236
CA $266 total
includes taxes & fees
Jun 21 - Jun 22
Villa Sabolini

Mormoraia

Mormoraia
San Gimignano
9.6 out of 10, Exceptional, (217 reviews)
"Great sty ! All was fantastic."
United States
DAVID
The price is CA $387
CA $434 total
includes taxes & fees
Jun 28 - Jun 29
Mormoraia

Palace Hotel Due Ponti

Palace Hotel Due Ponti
3.0 star property
Due Ponti
8.4 out of 10, Very good, (60 reviews)
"A little far away from Siena, but buses came by regularly and taxi's only cost about 12 Euros to get you to and from Siena."
United States
Jack
The price is CA $117
CA $137 total
includes taxes & fees
Jun 14 - Jun 15
Palace Hotel Due Ponti

Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (120 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 $144
CA $163 total
includes taxes & fees
Jun 28 - Jun 29
Hotel Colle Etrusco Salivolpi

Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (192 reviews)
"Beautiful property and very friendly helpful staff"
Canada
Pamela
The price is CA $484
CA $545 total
includes taxes & fees
Jul 2 - Jul 3
Dievole Wine Resort

Salvadonica - Borgo del Chianti

Salvadonica - Borgo del Chianti
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (285 reviews)
"Great stay. Beautiful Hotel and Restaurant"
United States
Sterling
The price is CA $381
CA $426 total
includes taxes & fees
Jun 23 - Jun 24
Salvadonica - Borgo del Chianti

Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
9.6 out of 10, Exceptional, (77 reviews)
"Whole place felt amazing, staff was super! Def recommend!"
United States
Roberto Javier Sanz
The price is CA $287
CA $324 total
includes taxes & fees
Jun 14 - Jun 15
Relais la Costa - Dimora Storica

Castello di Leonina Relais

Castello di Leonina Relais
4.0 star property
Asciano
9.0 out of 10, Wonderful, (132 reviews)
"Really enjoyed our stay, clean room and property. Very quiet place with a nice pool."
Canada
Meghan
The price is CA $260
CA $296 total
includes taxes & fees
Jun 27 - Jun 28
Castello di Leonina Relais

Borgo San Felice Resort

Borgo San Felice Resort
5.0 star property
Castelnuovo Berardenga
9.8 out of 10, Exceptional, (84 reviews)
"Absolutely wonderful!"
Canada
Cynthia
The price is CA $1,178
CA $1,311 total
includes taxes & fees
Jul 8 - Jul 9
Borgo San Felice Resort

Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel
4.0 star property
Camollia
8.8 out of 10, Excellent, (21 reviews)
"Unique and cozy prot"
United States
Kristine
The price is CA $354
CA $398 total
includes taxes & fees
Jun 14 - Jun 15
Villa Ermellina Siena, a Tribute Portfolio Hotel

Il Verreno

Il Verreno
Ambra
9.8 out of 10, Exceptional, (59 reviews)
"I absolutely love this hotel! This is the second year I've stayed here and it's absolutely beautiful, the food is delicious, and the staff is top notch. I highly recommend for anyone who wants to explore beautiful Tuscany."
United States
Marc
The price is CA $360
CA $403 total
includes taxes & fees
Jun 20 - Jun 21
Il Verreno

Hotel Le Fontanelle

Hotel Le Fontanelle
5.0 star property
Castelnuovo Berardenga
9.8 out of 10, Exceptional, (100 reviews)
"This was one of the most beautiful properties we have ever stayed! The staff was very informative and inviting. The room was extremely clean. Breakfast was much better than advertised with one of the most beautiful views we had while in Italy. Can’t wait to come back. Highly recommend"
United States
Shawn
The price is CA $521
CA $590 total
includes taxes & fees
Jul 2 - Jul 3
Hotel Le Fontanelle

Relais degli Angeli

Relais degli Angeli
Siena City Centre
9.8 out of 10, Exceptional, (309 reviews)
"Perfect location, beautiful place and amazing staff"
United States
Simone
The price is CA $200
CA $226 total
includes taxes & fees
Jul 7 - Jul 8
Relais degli Angeli
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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 $87 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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