Hotels in San Leolino

October 2026
6
November 2026

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
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Where to stay in San Leolino?

1. Hotel Valdarno

Hotel Valdarno
Montevarchi
$114
$125 total
includes taxes & fees
Oct 8 - Oct 9
Hotel Valdarno

2. Hotel Il Viandante

Hotel Il Viandante
Terranuova Bracciolini
$94
$126 total
includes taxes & fees
Oct 18 - Oct 19
Hotel Il Viandante

3. Delta Hotel

Delta Hotel
Montevarchi
$129
$141 total
includes taxes & fees
Oct 9 - Oct 10
Delta Hotel

4. Il Verreno

Il Verreno
Ambra
$220
$247 total
includes taxes & fees
Oct 13 - Oct 14
Il Verreno

5. Il Gentiluomo Hotel & SPA

Il Gentiluomo Hotel & SPA
Arezzo
$73
$87 total
includes taxes & fees
Oct 11 - Oct 12
Il Gentiluomo Hotel & SPA

6. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
$73
$85 total
includes taxes & fees
Nov 2 - Nov 3
Agriturismo San Sano

7. Hotel Michelangelo

Hotel Michelangelo
Terranuova Bracciolini
$107
$121 total
includes taxes & fees
Oct 11 - Oct 12
Hotel Michelangelo

8. Fondaco del Moro

Fondaco del Moro
Civitella in Val di Chiana
$69
$76 total
includes taxes & fees
Oct 7 - Oct 8
Fondaco del Moro

9. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
$269
$303 total
includes taxes & fees
Oct 8 - Oct 9
Chapter Chianti, a Member of Design Hotels

10. Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
$152
$176 total
includes taxes & fees
Oct 25 - Oct 26
Castello di Tornano Wine Resort

11. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
$127
$145 total
includes taxes & fees
Oct 9 - Oct 10
Villa Curina Resort

12. Ultimo Mulino Wellness Country Hotel

Ultimo Mulino Wellness Country Hotel
Gaiole in Chianti
$93
$112 total
includes taxes & fees
Oct 22 - Oct 23
Ultimo Mulino Wellness Country Hotel

13. Podere L'Aquila

Podere L'Aquila
Gaiole in Chianti
$165
$459 total
includes taxes & fees
Oct 9 - Oct 10
Podere L'Aquila

14. Villa Sassolini Country Boutique Hotel

Villa Sassolini Country Boutique Hotel
Montevarchi
$223
$245 total
includes taxes & fees
Oct 9 - Oct 10
Villa Sassolini Country Boutique Hotel

15. Cavarchino B&B

Cavarchino B&B
Gaiole in Chianti
$151
$176 total
includes taxes & fees
Nov 3 - Nov 4
Cavarchino B&B

16. Casale La Gora

Casale La Gora
Figline e Incisa Valdarno
$75
$85 total
includes taxes & fees
Nov 1 - Nov 2
Casale La Gora

17. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
$89
$107 total
includes taxes & fees
Oct 21 - Oct 22
La Certosa di Pontignano

18. Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
Figline e Incisa Valdarno
$109
$122 total
includes taxes & fees
Nov 5 - Nov 6
Villa Casagrande Resort & SPA

19. B&B Hotel Arezzo

B&B Hotel Arezzo
Arezzo
$67
$80 total
includes taxes & fees
Oct 16 - Oct 17
B&B Hotel Arezzo

20. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
$117
$135 total
includes taxes & fees
Nov 2 - Nov 3
Palazzo Leopoldo Dimora Storica & Spa
View all properties

Go beyond your typical stay in San Leolino

pet friendly image
Pet friendly
Pet friendly
Pool image
Pool
Pool
hot tub image
Hot tub
Hot tub
spa image
Spa
Spa
Family friendly image
Family friendly
Family friendly
Apartment image
Apart­ment
Apart­ment
apart-hotel image
Apart hotel
Apart hotel
villa image
Villa
Villa
Cottage image
Cottage
Cottage
campsite image
Campsite
Campsite
farm image
Farm
Farm

Check out reviews of San Leolino hotels guests love

Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti

10/10 Exceptional

United States
Angela
Agriturismo San Sano

Hotel Il Viandante

Hotel Il Viandante
Terranuova Bracciolini

10/10 Exceptional

United States
Michelle
Hotel Il Viandante

Casale La Gora

Casale La Gora
Figline e Incisa Valdarno

10/10 Exceptional

United States
Miguel A
Casale La Gora

Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga

10/10 Exceptional

United States
Casey
Villa Curina Resort

Cavarchino B&B

Cavarchino B&B
Gaiole in Chianti

10/10 Exceptional

United States
Margaret
Cavarchino B&B

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga

10/10 Exceptional

United States
Jeffrey
La Certosa di Pontignano

Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti

10/10 Exceptional

United States
Arwen
Castello di Tornano Wine Resort

Hotel Michelangelo

Hotel Michelangelo
Terranuova Bracciolini

10/10 Exceptional

United States
Sushil
Hotel Michelangelo

Ultimo Mulino Wellness Country Hotel

Ultimo Mulino Wellness Country Hotel
Gaiole in Chianti

10/10 Exceptional

United States
Lawrence
Ultimo Mulino Wellness Country Hotel

Il Monte

Il Monte
Monte San Savino

10/10 Exceptional

United States
TH
Il Monte

Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
Radda in Chianti

10/10 Exceptional

United States
Drew
Hotel Palazzo San niccolò & Spa

Antico Granaione

Antico Granaione
Rapolano Terme

10/10 Exceptional

United States
Irene
Antico Granaione

Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti

10/10 Exceptional

United States
Renee
Borgo di Pietrafitta Relais

Villa Sassolini Country Boutique Hotel

Villa Sassolini Country Boutique Hotel
Montevarchi

10/10 Exceptional

United States
Irina
Villa Sassolini Country Boutique Hotel

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.