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Our top choices for San Leolino hotels

2 Cuori e 1 Yurta Glamping in Toscana

2 Cuori e 1 Yurta Glamping in Toscana
Asciano
$277 nightly
The price is $312
Apr 28 - Apr 29
Total with taxes and fees
2 Cuori e 1 Yurta Glamping in Toscana

Hotel Ristorante La Dama nella Vigna

Hotel Ristorante La Dama nella Vigna
Monteriggioni
9.4 out of 10, Exceptional, (36 reviews)
"Very nice staff and very nice place to stay."
United Kingdom
Ryan
$125 nightly
The price is $144
May 3 - May 4
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, (101 reviews)
"Most beautiful stay with lovely staff"
Canada
Matthew
$150 nightly
The price is $174
Apr 21 - Apr 22
Total with taxes and fees
Castello di Tornano Wine Resort

Agriturismo SOLE

Agriturismo SOLE
Trequanda
$340 nightly
The price is $377
Apr 20 - Apr 21
Total with taxes and fees
Agriturismo SOLE

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (521 reviews)
"Everything is just perfect. And the breakfast buffet is the cherry on the cake !"
Canada
Cédric
$144 nightly
The price is $163
May 4 - May 5
Total with taxes and fees
La Certosa di Pontignano

Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
$309 nightly
The price is $347
May 4 - May 5
Total with taxes and fees
Fattoria di Vegi

Villa Montarioso

Villa Montarioso
Montarioso
8.6 out of 10, Excellent, (135 reviews)
"Quiet location not far from Siena. Has free parking and free light breakfast. "
United States
Aileen
$81 nightly
The price is $95
May 14 - May 15
Total with taxes and fees
Villa Montarioso

Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
9.4 out of 10, Exceptional, (379 reviews)
"One of the most amazing experiences we've ever had. I recommend this place 100%. The castle is beautiful, the service is amazing, the suites are beautiful, and the wine tour with lunch is fantastic. "
United States
Cesar
$198 nightly
The price is $218
Apr 22 - Apr 23
Total with taxes and fees
Castello Vicchiomaggio

Palace Hotel Due Ponti

Palace Hotel Due Ponti
3.0 star property
Due Ponti
8.2 out of 10, Very Good, (55 reviews)
"Exceptional service, good breakfast "
United States
borjan
$81 nightly
The price is $95
Apr 23 - Apr 24
Total with taxes and fees
Palace Hotel Due Ponti

One Belvedere Tuscany

One Belvedere Tuscany
Poggibonsi
$483 nightly
The price is $536
May 9 - May 10
Total with taxes and fees
One Belvedere Tuscany

Agriturismo San Sano

Agriturismo San Sano
3.0 star property
Gaiole in Chianti
10.0 out of 10, Exceptional, (85 reviews)
"The breakfast and rooms were perfect. The staff were very helpful. We loved the stay and will really visit again. "
Canada
Marinda
$76 nightly
The price is $89
Apr 20 - Apr 21
Total with taxes and fees
Agriturismo San Sano

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
$321 nightly
The price is $358
Apr 21 - Apr 22
Total with taxes and fees
Palazzo Tiglio - A Small Luxury Hotels of the World

Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (205 reviews)
"Amazing experience all around! Stayed for 2 nights!"
Canada
Matthew
$165 nightly
The price is $187
Apr 19 - Apr 20
Total with taxes and fees
Castello di Fonterutoli Wine Resort

Castello di Leonina Relais

Castello di Leonina Relais
4.0 star property
Asciano
9.0 out of 10, Wonderful, (123 reviews)
"Perfectb Quiet and very relaxing stay. Breakfast was very tasty and the view was absolutely spectacular "
United Kingdom
Mayara
$104 nightly
The price is $122
Apr 20 - Apr 21
Total with taxes and fees
Castello di Leonina Relais

La pietra del cabreo

La pietra del cabreo
Greve in Chianti
10.0 out of 10, Exceptional, (98 reviews)
"I would recommend this hotel to everyone. From the staff to the rooms to the grounds and the food - everything was exceptional. Truly a gem of a place. "
United States
Maria
$283 nightly
The price is $316
Apr 20 - Apr 21
Total with taxes and fees
La pietra del cabreo

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
$674 nightly
The price is $742
Apr 28 - Apr 29
Total with taxes and fees
Il Borro - Relais & Châteaux

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
$220 nightly
The price is $247
Apr 19 - Apr 20
Total with taxes and fees
Il Verreno

Hotel Borgo Antico

Hotel Borgo Antico
3.0 star property
Monteroni d'Arbia
8.8 out of 10, Excellent, (97 reviews)
"A hidden gem on the Via Francigena. We loved our stay after a day of walking from Siena. Delicious food too. "
United Kingdom
Charles
$88 nightly
The price is $102
Apr 22 - Apr 23
Total with taxes and fees
Hotel Borgo Antico

B&B Country House Poggio del Drago

B&B Country House Poggio del Drago
Civitella in Val di Chiana
9.8 out of 10, Exceptional, (61 reviews)
"Staff were friendly and helpful. Breakfast was just right - some fresh fruit would be nice to have. B&B was clean and tidy. Good signage so place was reasonably easy to find."
United States
Ludwig
$92 nightly
The price is $101
Apr 19 - Apr 20
Total with taxes and fees
B&B Country House Poggio del Drago

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
$72 nightly
The price is $83
May 3 - May 4
Total with taxes and fees
Hotel Tenuta Il Burchio
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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 $95 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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