San Leolino Hotel & Accommodation Deals 2026 from NZ$141 - Fully Refundable Options

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Our top choices for San Leolino hotels

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1. Il Verreno

Ambra

Ji Young

NZ$491

includes taxes & fees

25 Aug - 26 Aug

Egyptian cotton sheets, premium bedding, free minibar items

2. Hotel Il Viandante

Terranuova Bracciolini

Michelle

NZ$224

includes taxes & fees

26 Aug - 27 Aug

Minibar, in-room safe, desk, blackout curtains

3. Hotel Valdarno

Montevarchi

Emmanuel

NZ$209

includes taxes & fees

17 Aug - 18 Aug

1 bedroom, Frette Italian sheets, premium bedding, memory-foam beds

4. Delta Hotel

Montevarchi

weixing

NZ$211

includes taxes & fees

17 Aug - 18 Aug

5. Villa Sassolini Country Boutique Hotel

Montevarchi

Peter

NZ$526

includes taxes & fees

22 Aug - 23 Aug

In-room safe, blackout curtains, soundproofing, free WiFi

6. Chapter Chianti, a Member of Design Hotels

Cavriglia

Samay

NZ$746

includes taxes & fees

20 Aug - 21 Aug

7. Castello di Tornano Wine Resort

Gaiole in Chianti

Austin

NZ$433

includes taxes & fees

24 Aug - 25 Aug

8. Podere L'Aquila

Gaiole in Chianti

NZ$803

includes taxes & fees

23 Aug - 24 Aug

9. Agriturismo San Sano

Gaiole in Chianti

Paula

NZ$270

includes taxes & fees

27 Aug - 28 Aug

10. La Certosa di Pontignano

Castelnuovo Berardenga

Edyta

NZ$141

includes taxes & fees

8 Sept - 9 Sept

Indoor pool, outdoor pool, pool loungers

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

Gaiole in Chianti

Rama

NZ$709

includes taxes & fees

6 Sept - 7 Sept

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

Bucine

David

NZ$484

includes taxes & fees

8 Sept - 9 Sept

13. Borgo San Felice Resort

Castelnuovo Berardenga

Cynthia

NZ$1,218

includes taxes & fees

18 Aug - 19 Aug

Outdoor pool, free pool cabanas, pool umbrellas

14. Ultimo Mulino Wellness Country Hotel

Gaiole in Chianti

"Ultimo Mulino Hotel was amazing! The property is so peaceful and beautiful. We had breakfast both mornings and ate at their on site restaurant both evenings. The food was delicious and the staff was incredible. Leno was our server both nights- she was amazing and so helpful making suggestions on food and wines. We also enjoyed the spa for the wellness package and a couples massage for our honeymoon. We highly recommend this to everyone! It was so relaxing and worth the cost."

Hannah

NZ$309

includes taxes & fees

9 Sept - 10 Sept

Superior Suite, 1 King Bed | Terrace/patio

15. Dievole Wine Resort

Castelnuovo Berardenga

Rory

NZ$615

includes taxes & fees

30 Aug - 31 Aug

Sauna, hot tub, steam room, Turkish bath/hammam, body treatments

16. Il Gentiluomo Hotel & SPA

Arezzo

Luis Mauricio

NZ$147

includes taxes & fees

17 Aug - 18 Aug

17. Castel Monastero - The Leading Hotels of the World

Castelnuovo Berardenga

John

NZ$1,207

includes taxes & fees

19 Aug - 20 Aug

Couples treatment room(s), sauna, hot tub, steam room

18. Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

Elizabeth

NZ$336

includes taxes & fees

23 Aug - 24 Aug

19. Le Lappe

Cavriglia

William

NZ$722

includes taxes & fees

16 Sept - 17 Sept

20. Castello di Leonina Relais

Asciano

Meghan

NZ$333

includes taxes & fees

7 Sept - 8 Sept

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Top San Leolino Hotel Reviews

Recent Reviews in San Leolino

Villa Scacciapensieri Boutique Hotel

8/10 Good

"All in all a lovely property with lovely staff. Good location, easy bus ride to Siena town."

Villa Casagrande Resort & SPA

10/10 Excellent

"What a wonderful 3 night break at Villa Casagrande! My wife and I had a beautiful stay in this historic villa. There’s a little steep walk up to the pool and restaurant next to it which were perfect and where we spent most of our time relaxing and sunbathing with the view of the trees and the Tuscan mountains. The staff were incredible, so kind, quick to help and made our stay even more pleasant. We both had lovely massages and relaxed in the spa area and one evening did the historic tour and wine tasting which was exceptional. The guides and sommeliers were so knowledgeable and so lovely and the organic Chianti wines they produce are an absolute must to taste and buy. The hotel’s main restaurant was the best in Filigne (the local town) and the food was incredible. One of the nights we had a live musician who was fantastic. We had dinner twice there; mushroom tagliatelle, the lamb, the wild boar gnocchi and paccheri carbonara were to die for! It’s only 50 mins on the train to Florence which is one of our favourite cities to explore in one day and we picked this place especially because it’s only a 12 minute walk from the Filigne Valdarno station and avoids the need to hire a car. We went for the comfort room which was spacious and clean and the air con was great and important for us it had a powerful shower. We truly had a wonderful time and absolutely cannot wait to go back next year! Grazie Villa Casagrande!"

Hotel Chiusarelli

8/10 Good

"It’s a nice enough property, but certainly not four or five star. I did enjoy my stay. The staff were phenomenal. The room was fine. I only was there for one night. The breakfast was so no food at all."

Hotel Athena

10/10 Excellent

"Wonderful hotel in great location just a short walk from the centre but quiet and peaceful in the evening. Fabulous helpful staff. Breakfast always fresh and lots of choice. We used the terrace restaurant once and it was fabulous - what amazing views! Highly recommended for a short or longer stay"

Borgo Scopeto Wine & Country Relais

10/10 Excellent

"We spent a wonderful week at Borgo Scopeto and thoroughly enjoyed every minute. It has everything you'd hope for from a luxury Tuscan retreat: beautiful historic buildings, immaculately kept grounds, and a peaceful atmosphere full of character. The staff were warm, attentive and genuinely welcoming without ever feeling intrusive, and the food was consistently excellent. One of the biggest advantages is its location. Siena is only a short drive away - you can even see the city's campanile while having breakfast - so it was easy to combine days by the pool with exploring one of Tuscany's most beautiful cities (and, inevitably, a bit of shopping to keep our teenage daughter happy). A fantastic place to stay, and one we'd happily recommend."

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent

"Just an amazing overall experience, super welcoming and hospitable staff. Vacationing in an estate that is 1100 years old makes it even more memorable. Thank you Spaltena"

La Certosa di Pontignano

10/10 Excellent

"Great property with unique setting being an old monastery. We thought we had booked a room with A/C but there wasn’t. They moved us to a room with A/C at no additional cost."

Castello di Leonina Relais

8/10 Good

"The view from the dining area was perfect. The included breakfast was amazing and the complimentary ebike rentals were perfect to get around outside of the hotel to catch more amazing views! The food at dinner was perfect. The only thing that was lacking was the bathroom showers. Ours was leaking. Other than that it was a perfect stay."

Fattoria di Vegi

10/10 Excellent

"Amazing hotel! Looking forward to coming back."

More cheap accommodation in San Leolino

Cannon d'Oro

Via Montanini 28 Siena SI

NZ$189

18 Aug - 19 Aug

includes taxes & fees

7.8/10 Good! (258 reviews)

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI

NZ$191

18 Aug - 19 Aug

includes taxes & fees

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI

NZ$193

18 Aug - 19 Aug

includes taxes & fees

8.8/10 Excellent! (104 reviews)

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI

NZ$206

21 Aug - 22 Aug

includes taxes & fees

10/10 Exceptional! (48 reviews)

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI

NZ$413

29 Aug - 30 Aug

includes taxes & fees

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI

Get rates

9.4/10 Exceptional! (23 reviews)

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, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 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 can I save on a hotel booking in San Leolino with Expedia?

One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on San Leolino hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

How much is the nightly rate for a hotel in San Leolino?

Prices for hotels in San Leolino often vary, but you can find a great deal from NZ$141 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 our cheapest rates.

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Search San Leolino hotels

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in San Leolino

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for San Leolino hotels

1. Il Verreno

2. Hotel Il Viandante

3. Hotel Valdarno

4. Delta Hotel

5. Villa Sassolini Country Boutique Hotel

6. Chapter Chianti, a Member of Design Hotels

7. Castello di Tornano Wine Resort

8. Podere L'Aquila

9. Agriturismo San Sano

10. La Certosa di Pontignano

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

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

13. Borgo San Felice Resort

14. Ultimo Mulino Wellness Country Hotel

15. Dievole Wine Resort

16. Il Gentiluomo Hotel & SPA

17. Castel Monastero - The Leading Hotels of the World

18. Palazzo Leopoldo Dimora Storica & Spa

19. Le Lappe

20. Castello di Leonina Relais

Top San Leolino Hotel Reviews

Recent Reviews in San Leolino

Villa Scacciapensieri Boutique Hotel

Villa Casagrande Resort & SPA

Hotel Chiusarelli

Hotel Athena

Borgo Scopeto Wine & Country Relais

Castello di Spaltenna- Small Luxury Hotels of the World

La Certosa di Pontignano

Castello di Leonina Relais

Fattoria di Vegi

More cheap accommodation in San Leolino

Cannon d'Oro

Piccolo Hotel Etruria

Albergo Centrale

Torre del Fuggisole

Castello di Bossi

Porta Pispini Residence

Frequently asked questions

Explore a world of travel with Expedia

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