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Our top choices for San Leolino hotels

Delta Hotel

Delta Hotel
3.0 star property
Montevarchi
8.4 out of 10, Very good, (159 reviews)
"Very clean and staff were lovely"
United Kingdom
Diana
The price is CA $146
CA $160 total
includes taxes & fees
Mar 8 - Mar 9
Delta Hotel

Hotel Valdarno

Hotel Valdarno
4.0 star property
Montevarchi
8.8 out of 10, Excellent, (217 reviews)
"Clean hôtel, Nice breakfast, spacious rooms"
United States
Emmanuel
Hotel Valdarno

One Belvedere Tuscany

One Belvedere Tuscany
Poggibonsi
The price is CA $682
CA $757 total
includes taxes & fees
Mar 27 - Mar 28
One Belvedere Tuscany

B&B Villa La Nussa

B&B Villa La Nussa
Capolona
9.6 out of 10, Exceptional, (25 reviews)
"The perfect place. Pool and a supernice room with smart house electrcal gadgets and lights. Very nice owners."
Sweden
Mattias
B&B Villa La Nussa

ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very good, (335 reviews)
"Would recommend staying here and will hopefully be back!"
Canada
Lisa
The price is CA $95
CA $111 total
includes taxes & fees
Mar 12 - Mar 13
ApartHotel Anghel

Castello di Leonina Relais

Castello di Leonina Relais
4.0 star property
Asciano
9.0 out of 10, Wonderful, (122 reviews)
"Perfectb Quiet and very relaxing stay. Breakfast was very tasty and the view was absolutely spectacular "
United Kingdom
Mayara
Castello di Leonina Relais

Antico Granaione

Antico Granaione
Rapolano Terme
9.8 out of 10, Exceptional, (60 reviews)
"old fashion building, clean and affordable"
United States
Irene
Antico Granaione

Borgo Grondaie

Borgo Grondaie
3.0 star property
Siena
9.6 out of 10, Exceptional, (445 reviews)
"Amazing place, super clean, great staff, beautiful and cozy."
United States
Elizabeth
The price is CA $138
CA $160 total
includes taxes & fees
Mar 11 - Mar 12
Borgo Grondaie

Relais La Corte Dei Cavalieri

Relais La Corte Dei Cavalieri
Siena City Centre
8.2 out of 10, Very good, (95 reviews)
"Nice and easy checking friendly staff "
United States
Jose
Relais La Corte Dei Cavalieri

Palace Hotel Due Ponti

Palace Hotel Due Ponti
3.0 star property
Due Ponti
8.2 out of 10, Very good, (53 reviews)
"Exceptional service, good breakfast "
United States
borjan
The price is CA $84
CA $100 total
includes taxes & fees
Mar 19 - Mar 20
Palace Hotel Due Ponti

Hotel Ristorante Piccolo Chianti

Hotel Ristorante Piccolo Chianti
3.0 star property
Acquacalda
8.6 out of 10, Excellent, (42 reviews)
"Staff were wonderful. Offering to store our luggage if the room wasn’t ready early, and then letting us check in early. Since we had to miss breakfast the next day to leave for the airport, they prepared a massive plate of local breakfast treats and juice for us to enjoy in our room. "
Canada
Lavinia
Hotel Ristorante Piccolo Chianti

Four Points by Sheraton Siena

Four Points by Sheraton Siena
4.0 star property
Scacciapensieri
8.8 out of 10, Excellent, (583 reviews)
"Comfortable rooms, excellent breakfast, lovely pool, and service!"
United States
Anonymous traveller
The price is CA $163
CA $188 total
includes taxes & fees
Mar 9 - Mar 10
Four Points by Sheraton Siena

Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel
4.0 star property
Scacciapensieri
9.2 out of 10, Wonderful, (421 reviews)
"Fantastic surroundings, very peaceful & relaxing environment "
Canada
Aldo
The price is CA $134
CA $156 total
includes taxes & fees
Mar 10 - Mar 11
Villa Scacciapensieri Boutique Hotel

Regis Condo

Regis Condo
Siena City Centre
9.4 out of 10, Exceptional, (68 reviews)
"Adequate basic clean room in a beautiful area."
United States
Margaret
The price is CA $150
CA $172 total
includes taxes & fees
Mar 11 - Mar 12
Regis Condo

Hotel Fattoria degli Usignoli

Hotel Fattoria degli Usignoli
4.0 star property
Reggello
8.2 out of 10, Very good, (162 reviews)
"Great set up. Comfortable stay. Great location! Would definitely stay again. "
United States
Janneth
The price is CA $99
CA $120 total
includes taxes & fees
Apr 1 - Apr 2
Hotel Fattoria degli Usignoli

Hotel La Colonna

Hotel La Colonna
3.0 star property
Siena
8.0 out of 10, Very good, (250 reviews)
"This is a great budget friendly hotel. They offer parking 7€/day and breakfast 9€/person. "
United States
Darylyn
The price is CA $98
CA $116 total
includes taxes & fees
Mar 26 - Mar 27
Hotel La Colonna

Palazzo di Valli

Palazzo di Valli
3.0 star property
Siena
9.6 out of 10, Exceptional, (414 reviews)
"Really good, the owner make us feel home! For sure coming back there. We love the breakfast view! Amazing "
Canada
Lucero
The price is CA $129
CA $150 total
includes taxes & fees
Mar 4 - Mar 5
Palazzo di Valli

Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano
5.0 star property
Siena
9.8 out of 10, Exceptional, (186 reviews)
"The best in Siena."
Canada
David
Hotel Certosa Di Maggiano

Sangallo Park Hotel

Sangallo Park Hotel
3.0 star property
Vico Alto
9.0 out of 10, Wonderful, (597 reviews)
"Really lovely staff, good breakfast "
Canada
Zahra
The price is CA $108
CA $127 total
includes taxes & fees
Mar 17 - Mar 18
Sangallo Park Hotel

Best Western Hotel San Marco

Best Western Hotel San Marco
3.0 star property
Siena
9.0 out of 10, Wonderful, (457 reviews)
"Room was great, staff were great!"
Canada
Daryl
The price is CA $129
CA $150 total
includes taxes & fees
Mar 17 - Mar 18
Best Western Hotel San Marco
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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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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