Find hotels in San Leonino from CA $89

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Our top choices for San Leonino hotels

Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
The price is CA $492
CA $551 total
includes taxes & fees
Jun 11 - Jun 12
Fattoria di Vegi

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (536 reviews)
"Magical location"
United States
Arthur
The price is CA $197
CA $230 total
includes taxes & fees
Jun 7 - Jun 8
La Certosa di Pontignano

Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (188 reviews)
"Beautiful property and very friendly helpful staff"
Canada
Pamela
The price is CA $511
CA $575 total
includes taxes & fees
Jun 3 - Jun 4
Dievole Wine Resort

Villa Sabolini

Villa Sabolini
4.0 star property
Colle di Val d'Elsa
9.2 out of 10, Wonderful, (204 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 24 - Jun 25
Villa Sabolini

One Belvedere Tuscany

One Belvedere Tuscany
Poggibonsi
The price is CA $757
CA $840 total
includes taxes & fees
Jun 18 - Jun 19
One Belvedere Tuscany

Agriturismo San Sano

Agriturismo San Sano
3.0 star property
Gaiole in Chianti
10.0 out of 10, Exceptional, (90 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 $119
CA $138 total
includes taxes & fees
May 28 - May 29
Agriturismo San Sano

Salvadonica - Borgo del Chianti

Salvadonica - Borgo del Chianti
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (280 reviews)
"Great place to stay in Tuscany"
United States
Violeta
The price is CA $387
CA $432 total
includes taxes & fees
Jun 18 - Jun 19
Salvadonica - Borgo del Chianti

Palace Hotel Due Ponti

Palace Hotel Due Ponti
3.0 star property
Due Ponti
8.4 out of 10, Very good, (58 reviews)
"Breakfast was good. Refrigerator did not work in room but staff allowed us to use a other fridge."
Canada
Gregory
The price is CA $124
CA $144 total
includes taxes & fees
Jun 16 - Jun 17
Palace Hotel Due Ponti

Borgo Pignano Volterra Tuscany

Borgo Pignano Volterra Tuscany
5.0 star property
Volterra
10.0 out of 10, Exceptional, (90 reviews)
"Great breakfast and dining options offered. Enjoyed the activities and the gym. "
South Korea
Jae Wook
The price is CA $930
CA $1,031 total
includes taxes & fees
Jun 23 - Jun 24
Borgo Pignano Volterra Tuscany

Borgo San Felice Resort

Borgo San Felice Resort
5.0 star property
Castelnuovo Berardenga
9.8 out of 10, Exceptional, (83 reviews)
"Absolutely wonderful!"
Canada
Cynthia
The price is CA $1,346
CA $1,496 total
includes taxes & fees
Jun 19 - Jun 20
Borgo San Felice Resort

Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais
5.0 star property
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (199 reviews)
"The Sommelier was outstanding, super knowledgeable and personable. He made the tasting and dinning experience unforgettable! "
United States
Michael
The price is CA $662
CA $744 total
includes taxes & fees
Jun 3 - Jun 4
Borgo Scopeto Wine & Country Relais

Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
9.4 out of 10, Exceptional, (384 reviews)
"Great views and property. Staff were all very nice"
Canada
Steven
The price is CA $294
CA $324 total
includes taxes & fees
Jun 17 - Jun 18
Castello Vicchiomaggio

COMO Castello Del Nero

COMO Castello Del Nero
5.0 star property
Barberino Tavarnelle
9.6 out of 10, Exceptional, (135 reviews)
"Beautiful place to stay and enjoy . "
United States
Maryam
The price is CA $1,701
CA $1,884 total
includes taxes & fees
May 31 - Jun 1
COMO Castello Del Nero

Palazzo di Valli

Palazzo di Valli
3.0 star property
Siena
9.6 out of 10, Exceptional, (423 reviews)
"We had a great stay. Fantastic panoramic views. Very comfortable room. Super friendly host!"
United States
Yuliya
The price is CA $278
CA $313 total
includes taxes & fees
Jun 27 - Jun 28
Palazzo di Valli

Hotel Le Fontanelle

Hotel Le Fontanelle
5.0 star property
Castelnuovo Berardenga
9.8 out of 10, Exceptional, (99 reviews)
"Amazing place to stay in Tuscany!"
United States
Maria
The price is CA $681
CA $765 total
includes taxes & fees
Jun 23 - Jun 24
Hotel Le Fontanelle

Borgo Del Cabreo

Borgo Del Cabreo
Greve in Chianti
10.0 out of 10, Exceptional, (274 reviews)
"beautiful hotel! staff is so friendly, we had a great time "
United Kingdom
joseph
The price is CA $508
CA $565 total
includes taxes & fees
Jun 14 - Jun 15
Borgo Del Cabreo

Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse
3.0 star property
San Gimignano
9.2 out of 10, Wonderful, (462 reviews)
"Everything was great! Highly recommend and only a short drive to San Gimignano."
United States
Jessica
The price is CA $265
CA $301 total
includes taxes & fees
Jun 9 - Jun 10
Hotel Casolare Le Terre Rosse

Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais
4.0 star property
Barberino Tavarnelle
9.4 out of 10, Exceptional, (496 reviews)
"This hotel is truly a peace hotel and amazing staff amazing breakfast amazing dinner the room was AMAZING the smell of the fresh garden was perfect! "
United States
Gabriel
The price is CA $289
CA $328 total
includes taxes & fees
Jun 26 - Jun 27
Hotel Borgo di Cortefreda Relais

Castello di Casole, A Belmond Hotel, Tuscany

Castello di Casole, A Belmond Hotel, Tuscany
5.0 star property
Casole d'Elsa
9.6 out of 10, Exceptional, (80 reviews)
"Amazing hotel - friendly staff - top of hotel world "
Singapore
Bingjian
The price is CA $3,245
CA $3,573 total
includes taxes & fees
Jun 11 - Jun 12
Castello di Casole, A Belmond Hotel, Tuscany

Borgo Vescine

Borgo Vescine
5.0 star property
Radda in Chianti
9.4 out of 10, Exceptional, (247 reviews)
"Great place with incredibly helpful staff"
United States
David
The price is CA $780
CA $871 total
includes taxes & fees
Jun 7 - Jun 8
Borgo Vescine
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.
Save an average of 15% on thousands of hotels when you're signed in

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 $89 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.

Explore a world of travel with Expedia