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Check prices for these dates

Tonight
7 Sept - 8 Sept
Tomorrow
8 Sept - 9 Sept
This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

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Our top choices for San Leolino hotels

1. Il Verreno

Il Verreno
Ambra
Canada
Minna
£187
includes taxes & fees
6 Oct - 7 Oct
Il Verreno

2. B&B Country House Poggio del Drago

B&B Country House Poggio del Drago
Civitella in Val di Chiana
United States
Kristen
£109
includes taxes & fees
10 Sept - 11 Sept
B&B Country House Poggio del Drago

3. Moody smart & comfy Hotel

Moody smart & comfy Hotel
Terranuova Bracciolini
Italy
Maurizio
£91
includes taxes & fees
19 Sept - 20 Sept
Moody smart & comfy Hotel

4. Hotel Valdarno

Hotel Valdarno
Montevarchi
United States
Emmanuel
£92
includes taxes & fees
19 Sept - 20 Sept
Hotel Valdarno

5. Hotel Il Viandante

Hotel Il Viandante
Terranuova Bracciolini
United States
Michelle
£98
includes taxes & fees
23 Sept - 24 Sept
Hotel Il Viandante

6. Villa Sassolini Country Boutique Hotel

Villa Sassolini Country Boutique Hotel
Montevarchi
United Kingdom
Peter
£184
includes taxes & fees
7 Oct - 8 Oct
Villa Sassolini Country Boutique Hotel

7. Podere L'Aquila

Podere L'Aquila
Gaiole in Chianti
£350
includes taxes & fees
15 Sept - 16 Sept
Podere L'Aquila

8. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
United States
Paula
£81
includes taxes & fees
7 Oct - 8 Oct
Agriturismo San Sano

9. Delta Hotel

Delta Hotel
Montevarchi
United States
weixing
£90
includes taxes & fees
8 Sept - 9 Sept
Delta Hotel

10. Il Gentiluomo Hotel & SPA

Il Gentiluomo Hotel & SPA
Arezzo
United States
Luis Mauricio
£64
includes taxes & fees
28 Sept - 29 Sept
Il Gentiluomo Hotel & SPA

11. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
United States
Malena
£96
includes taxes & fees
8 Sept - 9 Sept
La Certosa di Pontignano

12. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
United Kingdom
Samay
£232
includes taxes & fees
6 Oct - 7 Oct
Chapter Chianti, a Member of Design Hotels

13. Hotel Le Capanne

Hotel Le Capanne
Arezzo
United States
Georg
£103
includes taxes & fees
22 Sept - 23 Sept
Hotel Le Capanne

14. Palazzo Tiglio - A Small Luxury Hotels of the World

Palazzo Tiglio - A Small Luxury Hotels of the World
Bucine
United States
David
£199
includes taxes & fees
4 Oct - 5 Oct
Palazzo Tiglio - A Small Luxury Hotels of the World

15. Ultimo Mulino Wellness Country Hotel

Ultimo Mulino Wellness Country Hotel
Gaiole in Chianti
United States
Hannah
£101
includes taxes & fees
6 Oct - 7 Oct
Ultimo Mulino Wellness Country Hotel

16. Palagina la cascina

Palagina la cascina
Figline e Incisa Valdarno
United States
Peter
£55
includes taxes & fees
21 Sept - 22 Sept
Palagina la cascina

17. Palagina la Dimora

Palagina la Dimora
Figline e Incisa Valdarno
Canada
Tarek
£54
includes taxes & fees
14 Sept - 15 Sept
Palagina la Dimora

18. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
Canada
Mary
£135
includes taxes & fees
27 Sept - 28 Sept
Villa Curina Resort

19. Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World
Gaiole in Chianti
United States
Rama
£333
includes taxes & fees
5 Oct - 6 Oct
Castello di Spaltenna- Small Luxury Hotels of the World

20. Villa Montarioso

Villa Montarioso
Montarioso
Canada
Michael
£66
includes taxes & fees
7 Oct - 8 Oct
Villa Montarioso
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Top San Leolino Hotel Reviews

Borgo San Felice Resort

Borgo San Felice Resort

10/10 Excellent
"An unforgettable stay in Tuscany!** Our stay at Borgo San Felice was truly incredible from beginning to end. From the moment our private driver picked us up at the train station and brought us through the beautiful Tuscan countryside to the resort, everything felt seamless and special. The property itself is absolutely breathtaking pictures truly don’t do it justice. We enjoyed dinner on the property, a wonderful couples massage, a private wine tour and tasting, and a relaxing pool day. We especially loved the live piano music in the evenings; it added such a romantic and elegant touch to the entire experience. The service was one of the highlights of our stay. A special shout-out to **Herman at the pool**, who was always attentive and completely on point with everything we needed. We also had an amazing experience at **Poggio Rosso**, where **Matia provided top-notch service** and made our Michelin-starred dinner feel even more memorable. Every detail from the beautiful grounds and peaceful atmosphere to the food, wine, spa, and exceptional hospitality—made our time here unforgettable. Borgo San Felice gave us exactly the Tuscany experience we were hoping for and more. We absolutely loved our stay and would return in a heartbeat. Highly recommend! 🇮🇹🍷✨"
Yael 2-night trip
Posted 2 days ago
Borgo San Felice Resort
Fattoria di Vegi

Fattoria di Vegi

10/10 Excellent
"Amazing! I wish I could have stayed forever!"
Christopher 1-night trip
Posted 2 days ago
Fattoria di Vegi
Villa Il Palagio

Villa Il Palagio

10/10 Excellent
"All staff very corteous and friendly"
luigi 1-night trip
Posted 3 days ago
Villa Il Palagio
 Palazzo Ravizza

Palazzo Ravizza

8/10 Good
"Great view from our room, lovely courtyard, nice staff. Tricky if you’re driving."
Robyn 1-night trip
Posted 4 days ago
Palazzo Ravizza
Hu Norcenni Girasole Village

Hu Norcenni Girasole Village

10/10 Excellent
"Amazing venue , lots of kids entertainment. Lots of facilities- shops restaurants. Splash parks were brilliant. Highly recommended."
Katie 6-night trip
Posted 4 days ago
Hu Norcenni Girasole Village
Hotel Italia

Hotel Italia

10/10 Excellent
"Our stay was fantastic. The room was genuinely luxurious with marble fittings everywhere. The staff were brilliant and really knew what to recommend. The breakfast was good but rather crowded on the day we were there."
Hannah 1-night trip
Posted 4 days ago
Hotel Italia
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

10/10 Excellent
"Such a beautiful and quiet property. The staff were so friendly and accommodating. The food and drinks were delicious and we enjoyed the spa as well!"
Hannah 3-night trip
Posted 6 days ago
Borgo Scopeto Wine & Country Relais
Hotel Chiusarelli

Hotel Chiusarelli

8/10 Good
"Hotel was very clean. Location was great. The only negative, there was no elevator and our room was on the top floor."
Rita 3-night trip
Posted 6 days ago
Hotel Chiusarelli
La Certosa di Pontignano

La Certosa di Pontignano

10/10 Excellent
"Beautiful place, very quiet, in love with gardens"
Malena 1-night trip
Posted 7 days ago
La Certosa di Pontignano

More cheap stays in San Leolino

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
£83
24 Sept - 25 Sept
includes taxes & fees
7.8/10 Good! (258 reviews)
Cannon d'Oro
Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
£96
8 Sept - 9 Sept
includes taxes & fees
7.8/10 Good! (435 reviews)
Piccolo Hotel Etruria
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
£105
8 Sept - 9 Sept
includes taxes & fees
8.8/10 Excellent! (105 reviews)
Albergo Centrale
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
£151
8 Sept - 9 Sept
includes taxes & fees
10/10 Exceptional! (48 reviews)
Torre del Fuggisole
Castello di Bossi

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI
£154
13 Sept - 14 Sept
includes taxes & fees
Castello di Bossi
Porta Pispini Residence

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI
Get rates
9.4/10 Exceptional! (23 reviews)
Porta Pispini Residence

Frequently asked questions

What is the best area to stay in San Leolino?
When visiting San Leolino, the best area to stay is within the hamlet itself or in the immediately surrounding countryside, particularly towards the charming town of Castellina in Chianti.The hamlet of San Leolino itself is very small, centred around its historic Romanesque church, Pieve di San Leolino. Staying directly within the hamlet or in a nearby villa allows for a truly tranquil experience, surrounded by rolling vineyards and olive groves. It's a place where you can enjoy the quiet beauty of the Tuscan landscape, often with stunning views across the valley.Couples seeking a romantic and peaceful escape will find the immediate vicinity of San Leolino perfect. Many accommodations here are renovated farmhouses or boutique properties that offer privacy, beautiful scenery, and opportunities for wine tasting at nearby vineyards. You'll often find properties with private pools and terraces, ideal for enjoying a glass of Chianti while watching the sunset.Families might prefer staying in a villa or agriturismo slightly closer to Castellina in Chianti, which is just a short drive away. This offers the same peaceful setting but with easier access to amenities like grocery shops, restaurants, and a few local artisan stores in Castellina's historic centre.
When is the best time to go to San Leolino?
The best times to visit San Leolino are typically in the spring (April to early June) and autumn (September to October) when the weather is pleasant and the region is less crowded.For those looking for comfortable temperatures for exploring the Tuscan countryside, spring offers mild weather, often with blooming wildflowers. The days are generally sunny without being overly hot, making it ideal for walking through vineyards or visiting nearby towns like Siena or Florence. You'll also find fewer tourists compared to the peak summer months.Autumn provides a similar experience with comfortable temperatures, and it's also harvest season. This is a lovely time for food and wine enthusiasts, as many local farms and vineyards offer special experiences.
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 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 £64 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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