Hotels in San Leolino

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

This weekend
Next weekend

Where to stay in San Leolino?

Chapter Chianti

Chapter Chianti
5.0 star property
Cavriglia
The price is $331
$371 total
includes taxes & fees
Jul 13 - Jul 14
Chapter Chianti

Hotel Ristorante La Dama nella Vigna

Hotel Ristorante La Dama nella Vigna
Monteriggioni
9.4 out of 10, Exceptional, (44 reviews)
Nestled in Monteriggioni, this countryside hotel offers free breakfast, WiFi, and parking. The onsite restaurant and bar provide authentic flavors after exploring nearby Monteriggioni Castle or Lilliano Estate Winery, just a short drive from Badesse Station.
The price is $119
$137 total
includes taxes & fees
Jul 15 - Jul 16
Hotel Ristorante La Dama nella Vigna

All'Ombra della Torre

All'Ombra della Torre
Siena City Centre
The price is $61
$72 total
includes taxes & fees
Jul 26 - Jul 27
All'Ombra della Torre

Villa Montarioso

Villa Montarioso
Montarioso
8.8 out of 10, Excellent, (140 reviews)
Escape to a tranquil guesthouse near Monteriggioni with free WiFi, parking, and daily buffet breakfast. Discover nearby hiking and biking trails, then relax in the garden or terrace after visiting Casalvento's Wines, just moments away.
The price is $87
$101 total
includes taxes & fees
Jul 26 - Jul 27
Villa Montarioso

Agriturismo San Sano

Agriturismo San Sano
3.0 star property
Gaiole in Chianti
10.0 out of 10, Exceptional, (97 reviews)
Immerse yourself in Tuscan charm at this family-friendly hotel featuring its own winery. Enjoy complimentary breakfast before exploring nearby Chianti Sculpture Park and Meleto Castle. Return for a refreshing dip in the seasonal pool or unwind at the bar.
The price is $117
$133 total
includes taxes & fees
Jul 2 - Jul 3
Agriturismo San Sano

Palazzo di Valli

Palazzo di Valli
3.0 star property
Siena
9.6 out of 10, Exceptional, (424 reviews)
Perched near Porta Romana and Porta Tufi, this charming hotel invites you to savor Tuscan sunsets from its rooftop terrace or garden. Enjoy a morning cooked-to-order breakfast, then explore Siena with helpful staff recommendations and free parking.
The price is $110
$127 total
includes taxes & fees
Jul 15 - Jul 16
Palazzo di Valli

Hotel More Di Cuna

Hotel More Di Cuna
3.0 star property
Monteroni d'Arbia
9.0 out of 10, Wonderful, (32 reviews)
Step into this inviting Tuscan retreat offering a welcoming bar/lounge and café. A 14-minute walk from Monteroni D'Arbia Ponte A Tressa Station, the hotel provides free WiFi and parking while keeping you close to Siena Circuit and Pista Internazionale.
The price is $112
$129 total
includes taxes & fees
Jun 30 - Jul 1
Hotel More Di Cuna

Hotel Borgo Antico

Hotel Borgo Antico
3.0 star property
Monteroni d'Arbia
8.8 out of 10, Excellent, (99 reviews)
Escape to this charming Italian hotel in Monteroni d'Arbia, offering free breakfast, WiFi, and parking. Relax at the bar or garden terrace after visiting the nearby Museum of Sacred Art or historic Monte Oliveto Maggiore Abbey.
The price is $77
$91 total
includes taxes & fees
Jun 30 - Jul 1
Hotel Borgo Antico

Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (217 reviews)
Nestled in Castellina in Chianti, this B&B offers an attached winery and Italian cuisine at Osteria di Fonterutoli restaurant. Mazzei Winery sits nearby, with Walls of Monteriggioni just a short drive from this charming retreat.
The price is $176
$198 total
includes taxes & fees
Jun 29 - Jun 30
Castello di Fonterutoli Wine Resort

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (546 reviews)
The price is $134
$157 total
includes taxes & fees
Jun 30 - Jul 1
La Certosa di Pontignano

Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (197 reviews)
Escape to Chianti's wine country at this elegant resort featuring 2 outdoor pools and an onsite winery. After tasting local vintages, enjoy meals at the restaurant or drinks on the terrace. Near Chianti Sculpture Park with free breakfast, WiFi, and parking.
The price is $336
$379 total
includes taxes & fees
Jul 15 - Jul 16
Dievole Wine Resort

Il Borro - Relais & Châteaux

Il Borro - Relais & Châteaux
Loro Ciuffenna
9.2 out of 10, Wonderful, (105 reviews)
Discover the luxurious charm of this Tuscan retreat with an on-site winery and 2 restaurants. Enjoy pampering spa treatments after a dip in the outdoor pool or workout at the 24-hour fitness center. Near Il Borro Wines with free WiFi and parking.
The price is $703
$773 total
includes taxes & fees
Jul 8 - Jul 9
Il Borro - Relais & Châteaux

Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
9.4 out of 10, Exceptional, (396 reviews)
Set in Greve in Chianti, this charming property offers regional cuisine at restaurant Vicchiomaggio plus complimentary WiFi and parking. Explore nearby Verrazzano Castle and Piazza Matteotti, then return to enjoy the terrace and garden views celebrated by guests.
The price is $173
$190 total
includes taxes & fees
Jul 5 - Jul 6
Castello Vicchiomaggio

Hotel Il Viandante

Hotel Il Viandante
3.0 star property
Terranuova Bracciolini
9.2 out of 10, Wonderful, (165 reviews)
Minutes from Montevarchi-Terranuova Station, this inviting hotel offers a cozy bar/lounge and on-site cafe. Explore nearby Il Cassero and Accademia Valdarnese del Poggio Library with ease thanks to free WiFi and parking.
The price is $98
$131 total
includes taxes & fees
Jul 28 - Jul 29
Hotel Il Viandante

Castello La Leccia

Castello La Leccia
Castellina in Chianti
10.0 out of 10, Exceptional, (111 reviews)
The price is $259
$290 total
includes taxes & fees
Jul 6 - Jul 7
Castello La Leccia

Castello di Leonina Relais

Castello di Leonina Relais
4.0 star property
Asciano
9.0 out of 10, Wonderful, (133 reviews)
This restored castle relais offers an enchanting escape with an outdoor pool and hot tub. Enjoy Italian cuisine at Il Balcone di Leonina restaurant, then unwind with deep-tissue massages. Just 9 minutes from Asciano Arbia Station and near Siena Circuit.
The price is $173
$197 total
includes taxes & fees
Jun 29 - Jun 30
Castello di Leonina Relais

Hotel Le Capanne

Hotel Le Capanne
3.0 star property
Arezzo
9.4 out of 10, Exceptional, (59 reviews)
Escape to rural Tuscany at this inviting hotel near Arezzo Equestrian Centre. Cool off in the outdoor pool, savor local flavors at the restaurant, and unwind in the garden after exploring. Free breakfast, WiFi and parking add value.
The price is $117
$135 total
includes taxes & fees
Jul 1 - Jul 2
Hotel Le Capanne

Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
9.2 out of 10, Wonderful, (110 reviews)
Escape to this charming wine resort in Gaiole in Chianti with a rooftop terrace overlooking the countryside. Near Meleto Castle, this retreat offers tennis courts, an outdoor pool, and on-site winery. Enjoy free breakfast and parking.
The price is $229
$261 total
includes taxes & fees
Jul 11 - Jul 12
Castello di Tornano Wine Resort

Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (123 reviews)
The price is $112
$127 total
includes taxes & fees
Jun 29 - Jun 30
Hotel Colle Etrusco Salivolpi
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.

Check out reviews of San Leolino hotels guests love

Frequently asked questions

What accommodations do travelers recommend in San Leolino?
Can I book a refundable hotel in San Leolino?
If you're looking for the flexibility to change your travel plans to San Leolino, most properties offer refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
What will the weather in San Leolino be like during my trip?
August and July are typically the warmest months in San Leolino when the average temp is 71°F. January and February are the coldest months when the average temperature is 42°F. November and October are the months with the most rain.
Why should I book my San Leolino accommodation with Hotels.com?
There are lots of reasons to book your San Leolino trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.