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Our top choices for San Leolino hotels

Villa Montarioso

Villa Montarioso
Montarioso
8.8 out of 10, Excellent, (136 reviews)
"One of the best places during our stay in italy"
Canada
Michael
$80 nightly
The price is $94
May 21 - May 22
Total with taxes and fees
Villa Montarioso

2 Cuori e 1 Yurta Glamping in Toscana

2 Cuori e 1 Yurta Glamping in Toscana
Asciano
$275 nightly
The price is $310
May 14 - May 15
Total with taxes and fees
2 Cuori e 1 Yurta Glamping in Toscana

One Belvedere Tuscany

One Belvedere Tuscany
Poggibonsi
$451 nightly
The price is $500
May 6 - May 7
Total with taxes and fees
One Belvedere Tuscany

Agriturismo SOLE

Agriturismo SOLE
Trequanda
$325 nightly
The price is $361
May 17 - May 18
Total with taxes and fees
Agriturismo SOLE

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (525 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
$155 nightly
The price is $180
May 18 - May 19
Total with taxes and fees
La Certosa di Pontignano

Palace Hotel Due Ponti

Palace Hotel Due Ponti
3.0 star property
Due Ponti
8.4 out of 10, Very Good, (56 reviews)
"Exceptional service, good breakfast "
United States
borjan
$83 nightly
The price is $97
May 12 - May 13
Total with taxes and fees
Palace Hotel Due Ponti

Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
$303 nightly
The price is $340
May 10 - May 11
Total with taxes and fees
Fattoria di Vegi

Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
9.4 out of 10, Exceptional, (379 reviews)
"Great views and property. Staff were all very nice"
Canada
Steven
$207 nightly
The price is $228
May 4 - May 5
Total with taxes and fees
Castello Vicchiomaggio

Hotel Ristorante La Dama nella Vigna

Hotel Ristorante La Dama nella Vigna
Monteriggioni
9.4 out of 10, Exceptional, (37 reviews)
"Very nice staff and very nice place to stay."
United Kingdom
Ryan
$124 nightly
The price is $143
May 10 - May 11
Total with taxes and fees
Hotel Ristorante La Dama nella Vigna

Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
9.0 out of 10, Wonderful, (102 reviews)
"Everyone of the staff members were exceptionally pleasant and helpful"
Canada
lori
$213 nightly
The price is $244
May 17 - May 18
Total with taxes and fees
Castello di Tornano Wine Resort

Agriturismo San Sano

Agriturismo San Sano
3.0 star property
Gaiole in Chianti
10.0 out of 10, Exceptional, (86 reviews)
"The breakfast and rooms were perfect. The staff were very helpful. We loved the stay and will really visit again. "
Canada
Marinda
$93 nightly
The price is $107
May 4 - May 5
Total with taxes and fees
Agriturismo San Sano

Il Verreno

Il Verreno
Ambra
9.8 out of 10, Exceptional, (54 reviews)
"Absolutely loved our stay! Beautiful property, comfortable beds, and the most kind and attentive staff. Recommend to anyone wanting to stay in the area! "
United States
Renee
$235 nightly
The price is $263
May 10 - May 11
Total with taxes and fees
Il Verreno

Palazzo Tiglio - A Small Luxury Hotels of the World

Palazzo Tiglio - A Small Luxury Hotels of the World
Bucine
10.0 out of 10, Exceptional, (3 reviews)
"We found it to be a charming, immaculate, upscale retreat with a hilltop view of the beautiful countryside. We were given personalized attention and many unexpected fine touches, like fresh fruit in the room. Highly recommend."
United States
David
$319 nightly
The price is $356
May 2 - May 3
Total with taxes and fees
Palazzo Tiglio - A Small Luxury Hotels of the World

Fondaco del Moro

Fondaco del Moro
Civitella in Val di Chiana
9.6 out of 10, Exceptional, (39 reviews)
"amazing property in quite location"
United Kingdom
Khalil
$72 nightly
The price is $79
May 3 - May 4
Total with taxes and fees
Fondaco del Moro

Il Borro - Relais & Châteaux

Il Borro - Relais & Châteaux
Loro Ciuffenna
9.2 out of 10, Wonderful, (103 reviews)
"The views were spectacular along with the food"
United States
cory
$647 nightly
The price is $712
May 12 - May 13
Total with taxes and fees
Il Borro - Relais & Châteaux

Palagina la cascina

Palagina la cascina
Figline e Incisa Valdarno
9.0 out of 10, Wonderful, (110 reviews)
"Great location "
United States
Pnina
$64 nightly
The price is $73
May 6 - May 7
Total with taxes and fees
Palagina la cascina

Residenza d'Epoca Le Aquile

Residenza d'Epoca Le Aquile
Siena City Centre
10.0 out of 10, Exceptional, (84 reviews)
"Really great."
United States
Yael
$178 nightly
The price is $200
May 4 - May 5
Total with taxes and fees
Residenza d'Epoca Le Aquile

Hotel Tenuta Il Burchio

Hotel Tenuta Il Burchio
3.0 star property
Figline e Incisa Valdarno
8.8 out of 10, Excellent, (202 reviews)
"Amazing experience in nature and cozy atmosphere, breakfast is super, restaurant as well. "
Netherlands
OY
$74 nightly
The price is $85
May 8 - May 9
Total with taxes and fees
Hotel Tenuta Il Burchio

Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (116 reviews)
"Friendly staff and walking distance to town"
United States
Scott
$104 nightly
The price is $117
May 3 - May 4
Total with taxes and fees
Hotel Colle Etrusco Salivolpi

Castello di Leonina Relais

Castello di Leonina Relais
4.0 star property
Asciano
9.0 out of 10, Wonderful, (124 reviews)
"Perfectb Quiet and very relaxing stay. Breakfast was very tasty and the view was absolutely spectacular "
United Kingdom
Mayara
$175 nightly
The price is $200
May 11 - May 12
Total with taxes and fees
Castello di Leonina Relais
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Frequently asked questions

What is the best area to stay in San Leolino?
The best area to stay in San Leolino is directly within the village itself, particularly around the Church of San Leolino.

This small, historic village centers around its Romanesque church, offering a quiet and picturesque setting. Accommodations here often include restored farmhouses and villas, providing a tranquil base with immediate access to the village's historic sites and scenic views of the Tuscan countryside.

For couples, staying within San Leolino provides an intimate and relaxing experience. You'll find opportunities for leisurely walks through olive groves and vineyards right from your doorstep, along with easy access to local eateries and wine-tasting experiences, fostering a sense of peaceful seclusion.

Families will also appreciate the calm environment of San Leolino. The village offers a wonderful opportunity for children to experience rural Italian life, with plenty of open space for exploration and a slower pace.
When is the best time to go to San Leolino?
The best time to visit San Leolino is during the shoulder seasons of late spring (April to early June) and early autumn (September to October).

These periods offer pleasant weather for exploring the Tuscan countryside, with comfortable temperatures that are ideal for outdoor activities like vineyard tours, cycling, or simply enjoying the scenic views. You'll find the landscape lush and green in spring, and the autumn brings the vibrant colors of the harvest season.

For couples looking for a romantic getaway, these seasons provide a more intimate experience. The crowds are thinner than in the peak summer months, allowing for a more relaxed pace at local wineries and hilltop towns.
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?
With Expedia, you earn OneKeyCash™* on eligible San Leolino hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
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 $91 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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