Hotels in San Leonino

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Hotel Casafrassi

Hotel Casafrassi
4.0 star property
Castellina in Chianti
8.2 out of 10, Very Good, (226 reviews)
Surrounded by beautiful countryside scenery, this Castellina in Chianti hotel offers Italian dining at Osteria di Casafrassi and a winery on-site. Enjoy free breakfast near Mazzei Winery, just 9 minutes from Monteriggioni Badesse Station.
The price is $67
$92 total
includes taxes & fees
Jul 21 - Jul 22
Hotel Casafrassi

Belvedere di San Leonino

Belvedere di San Leonino
4.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (188 reviews)
Surrounded by Chianti countryside, this serene hotel with winery charms visitors with Italian cuisine at Il Cortile restaurant. Cool off in the outdoor pool, unwind in the hot tub, or sample local vintages at the bar after exploring nearby attractions.
The price is $175
$199 total
includes taxes & fees
Jul 22 - Jul 23
Belvedere di San Leonino

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (548 reviews)
The price is $110
$130 total
includes taxes & fees
Jul 29 - Jul 30
La Certosa di Pontignano

Agriturismo San Sano

Agriturismo San Sano
3.0 star property
Gaiole in Chianti
10.0 out of 10, Exceptional, (100 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
$134 total
includes taxes & fees
Jul 21 - Jul 22
Agriturismo San Sano

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
Jul 26 - Jul 27
Hotel Colle Etrusco Salivolpi

Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (198 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 $358
$403 total
includes taxes & fees
Jul 27 - Jul 28
Dievole Wine Resort

Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
9.2 out of 10, Wonderful, (114 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 $221
$252 total
includes taxes & fees
Aug 5 - Aug 6
Castello di Tornano Wine Resort

Palazzo Squarcialupi

Palazzo Squarcialupi
4.0 star property
Castellina in Chianti
9.8 out of 10, Exceptional, (78 reviews)
The price is $219
$248 total
includes taxes & fees
Jul 24 - Jul 25
Palazzo Squarcialupi

Four Points by Sheraton Siena

Four Points by Sheraton Siena
4.0 star property
Scacciapensieri
8.8 out of 10, Excellent, (598 reviews)
Step into the vibrant heart of Siena at this business-friendly hotel with free breakfast, parking, and WiFi. The seasonal outdoor pool offers a refreshing escape after exploring nearby Palasport Mens Sana and Siena Stadium, while IL PALIO serves Italian cuisine all day.
The price is $141
$160 total
includes taxes & fees
Jul 31 - Aug 1
Four Points by Sheraton Siena

Hotel Il Piccolo Castello

Hotel Il Piccolo Castello
4.0 star property
Monteriggioni
8.6 out of 10, Excellent, (351 reviews)
Immerse yourself in Monteriggioni's charm at this serene hotel near Monteriggioni Castle. Enjoy the outdoor pool with poolside bar, relax with spa treatments, and savor Italian cuisine at La Ducareccia restaurant while exploring medieval Tuscan treasures.
The price is $144
$167 total
includes taxes & fees
Jul 29 - Jul 30
Hotel Il Piccolo Castello

Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (192 reviews)
Escape to Radda in Chianti, where this spa hotel offers rejuvenating hot stone treatments and facials near Castello di Radda Winery. Enjoy 2 restaurants, a poolside bar, and fitness center after exploring Volpaia.
The price is $123
$143 total
includes taxes & fees
Aug 4 - Aug 5
Hotel Palazzo San niccolò & Spa

Hotel Executive

Hotel Executive
4.0 star property
Scacciapensieri
8.4 out of 10, Very Good, (545 reviews)
Escape to this welcoming hotel near Siena's train station, featuring an on-site restaurant serving local flavors. Enjoy the garden, convenient bar/lounge, and helpful staff. Palasport Mens Sana and Siena Stadium are just minutes away, with free WiFi and parking for easy exploration.
The price is $92
$107 total
includes taxes & fees
Aug 5 - Aug 6
Hotel Executive

Villa San Lucchese

Villa San Lucchese
4.0 star property
Poggibonsi
9.4 out of 10, Exceptional, (350 reviews)
Set in Poggibonsi near San Lucchese Convent, this family-friendly hotel offers a seasonal outdoor pool, tennis courts, and poolside bar. Just 6 minutes from the train station, it's perfectly positioned for exploring picturesque towns across Tuscany.
The price is $129
$149 total
includes taxes & fees
Jul 24 - Jul 25
Villa San Lucchese

Hotel Palazzo dei Priori

Hotel Palazzo dei Priori
4.0 star property
Siena
8.8 out of 10, Excellent, (424 reviews)
The price is $74
$97 total
includes taxes & fees
Jul 22 - Jul 23
Hotel Palazzo dei Priori

Hotel Le Fontanelle

Hotel Le Fontanelle
5.0 star property
Castelnuovo Berardenga
9.8 out of 10, Exceptional, (109 reviews)
Escape to this Italian haven featuring indoor swimming and pampering treatments at the on-site spa. Savor Italian cuisine at Ristorante La Colonna after exploring nearby Chianti Sculpture Park. Free breakfast, Wi-Fi and parking enhance your countryside stay.
The price is $347
$393 total
includes taxes & fees
Aug 2 - Aug 3
Hotel Le Fontanelle

Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (292 reviews)
Relax on the rooftop terrace overlooking the Chianti countryside at this historic hotel with indoor and outdoor pools. After a spa treatment, savor local cuisine at La Perla del Palazzo restaurant or visit nearby wineries.
The price is $138
$159 total
includes taxes & fees
Jul 28 - Jul 29
Palazzo Leopoldo Dimora Storica & Spa

Sangallo Park Hotel

Sangallo Park Hotel
3.0 star property
Vico Alto
9.0 out of 10, Wonderful, (617 reviews)
Escape to this Siena hotel near the train station, featuring a refreshing seasonal outdoor pool and complimentary breakfast. After exploring nearby Casalvento's Wines, unwind with a drink at the bar. Free WiFi and parking enhance your Italian getaway.
The price is $102
$118 total
includes taxes & fees
Aug 2 - Aug 3
Sangallo Park Hotel

Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
9.6 out of 10, Exceptional, (79 reviews)
This luxurious Monteriggioni retreat offers Egyptian cotton sheets and a rejuvenating spa with deep-tissue massages. Savor local cuisine at La Sosta del Viandante restaurant, then unwind at the poolside bar or hot tub after exploring nearby Monteriggioni Castle.
The price is $227
$255 total
includes taxes & fees
Aug 3 - Aug 4
Relais la Costa - Dimora Storica

Locanda le Piazze

Locanda le Piazze
4.0 star property
Castellina in Chianti
9.8 out of 10, Exceptional, (196 reviews)
Escape to this charming hotel in Castellina in Chianti featuring a winery and restaurant. Unwind at the spa with hot stone massages or lounge by the outdoor pool with cocktails from the poolside bar. Near Lilliano Estate Winery with free breakfast and parking.
The price is $344
$386 total
includes taxes & fees
Aug 9 - Aug 10
Locanda le Piazze

Relais Vignale & Spa

Relais Vignale & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (299 reviews)
Unwind at this Radda in Chianti retreat, where a serene outdoor pool meets indulgent spa treatments. Just minutes from Castello di Radda Winery and Volpaia, this historic haven offers terrace views, fine dining, and complimentary WiFi and parking.
The price is $188
$241 total
includes taxes & fees
Jul 31 - Aug 1
Relais Vignale & Spa
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 hotels do travelers recommend in San Leonino?
Can I book refundable accommodations in San Leonino?
If you need the flexibility to change your travel plans to San Leonino, most hotels provide refundable* bookable rates. You can find these properties by searching our site and using the "fully refundable" filter to narrow the results down.
What will the weather in San Leonino be like during my visit?
The warmest months in San Leonino are usually August and July with an average temp of 72°F. January and February are the chilliest months when the average temp is 44°F. The rainiest months are November and October.
Why should I book my San Leonino hotel with Hotels.com?
There are plenty of reasons to book your San Leonino travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, 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.