San Leonino Hotel & Accommodation Deals 2026 from NZ$112 - Fully Refundable Options

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Our top choices for San Leonino hotels

A candle on a tray with corks, a glass with a drink and an orange slice, and a table with chairs in an outdoor setting with arches in the background.

A corridor with a wooden door at the end, a metal railing on one side, and a light fixture above.

A restaurant setting with wooden chairs, a white tablecloth, and a waiter attending to a table.

An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.

1. La Certosa di Pontignano

Castelnuovo Berardenga

Leslie

NZ$206

includes taxes & fees

2 Nov - 3 Nov

A rustic cellar with brick walls, wooden barrels, and a stone ceiling. There is a wooden table with a wine bottle and glasses, and a television mounted on the wall.

A poolside area with lounge chairs and a view of the night sky.

A rustic stone building with a garden in front.

A person relaxing in a hot tub with a view of a building and trees in the background.

2. Belvedere di San Leonino

Castellina in Chianti

Michelle Reene

NZ$252

includes taxes & fees

15 Oct - 16 Oct

An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.

A view through a wooden-framed window with a stone archway, a brick wall, and a tiled roof.

A traditional villa with a tiled roof, surrounded by lush greenery and hills.

A bar area with brick arches, wooden barrels, leather seating, and a wine rack.

3. Hotel Casafrassi

Castellina in Chianti

Stuart

NZ$130

includes taxes & fees

6 Oct - 7 Oct

A swimming pool with a clear blue water, surrounded by well-maintained grass and hedges.

A cozy dining area with a table set for two, a vase of dried flowers, and candles on the table.

A hotel room with a bed, two bedside tables, a telephone, and wall-mounted light fixtures.

A room with a wooden desk, a laptop, a television displaying a news channel, and a window with curtains.

4. Sangallo Park Hotel

Vico Alto

Linda

NZ$186

includes taxes & fees

2 Nov - 3 Nov

A spacious lobby with a modern white sofa set, a glass coffee table, and a large abstract painting on the wall.

A modern living room with a glass coffee table, white sofas, and decorative plants.

A dining table set with wine glasses, a candle, and cutlery, with a view of greenery outside.

An outdoor dining area with tables and chairs, covered by a canopy, and surrounded by greenery.

5. Hotel Executive

Scacciapensieri

Susan

NZ$184

includes taxes & fees

1 Nov - 2 Nov

A rustic stone building with a wooden pergola, outdoor seating, and a garden with various plants.

A historic stone building with a large arched window and a small balcony.

A stone archway leading to a window with a view of tall trees and a distant landscape.

An aerial view of a castle with a swimming pool, surrounded by dense forest and vineyards.

6. Castello di Tornano Wine Resort

Gaiole in Chianti

Lisa

NZ$315

includes taxes & fees

25 Oct - 26 Oct

A stone pillar with carvings, a glass door leading outside, and a person sitting on a lounge chair.

A courtyard with a stone building, wooden pergola, and raised garden beds with various plants.

An aerial view of a property with a swimming pool, a sun terrace, and a vineyard in the background.

A landscaped garden with a swimming pool, a vineyard in the background, and a stone pathway.

7. Hotel Villa Campomaggio

Radda in Chianti

Dario

NZ$322

includes taxes & fees

7 Oct - 8 Oct

An outdoor patio with round tables and chairs, set against a backdrop of mountains and a cloudy sky.

A room with a fireplace, two armchairs, a sofa, a chandelier, and a large mirror on the wall.

A clear swimming pool with lounge chairs and umbrellas, surrounded by trees and a building in the background.

A yellow building with stone pillars, multiple windows, and a statue in the garden.

8. Villa San Lucchese

Poggibonsi

James

NZ$217

includes taxes & fees

30 Oct - 31 Oct

A modern hotel lobby with a high ceiling and a glass roof, featuring wooden paneling, comfortable seating, and a large wall mural.

A building with a modern architectural style, featuring a prominent entrance with a sign that reads "FOUR POINTS."

A reception area with a wooden reception desk, two chairs, a vase with flowers, and a large pillar.

A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.

9. Four Points by Sheraton Siena

Scacciapensieri

Ralph

NZ$278

includes taxes & fees

2 Nov - 3 Nov

A person sitting in a corner of a room with tiled walls and a bench.

A fountain in a park with tall trees and a clear sky.

A covered outdoor dining area with tables and chairs, a pool, and a garden in the background.

A poolside area with lounge chairs, umbrellas, and a swimming pool.

10. Hotel Il Piccolo Castello

Monteriggioni

Frank

NZ$234

includes taxes & fees

1 Nov - 2 Nov

A spacious lobby with a stone archway, wooden ceiling beams, a bar area with a wine rack, and a reception desk.

A clear blue pool with lounge chairs and a stone building in the background.

A stone building with a wooden bench outside.

A rustic interior with a brick archway, wooden beams, a bar area, and potted plants.

11. Hotel Colle Etrusco Salivolpi

Castellina in Chianti

Monica

NZ$219

includes taxes & fees

19 Oct - 20 Oct

A stone staircase leading to a door, surrounded by stone walls and a potted plant with green leaves and purple flowers.

A stone building with a window and a light fixture.

A pool surrounded by lush greenery and vineyards, with a stone building in the background.

A stone building with a wooden door, outdoor seating, and a pergola with vines.

12. Agriturismo San Sano

Gaiole in Chianti

Glen

NZ$151

includes taxes & fees

18 Oct - 19 Oct

A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.

An outdoor patio with stone flooring, a table with chairs, and potted plants.

A lobby with a marble reception desk, a vase with pampas grass, and a view of the garden through a large window.

13. Hotel Borgo San Luigi

Monteriggioni

Raman

NZ$232

includes taxes & fees

4 Nov - 5 Nov

A spa room with a stone ceiling, a window with frosted glass, a bed with pillows, and a wall-mounted artwork.

A historic building with a courtyard, stone arches, and a tiled roof.

A bedroom with a bed, bedside tables, a sofa, a window with curtains, and a wall with a painting.

A garden with a gravel path leading to a white metal table and chairs, surrounded by red roses and a large terracotta pot.

14. Palazzo Squarcialupi

Castellina in Chianti

yvette

NZ$407

includes taxes & fees

21 Oct - 22 Oct

A stone-walled room with a table set for breakfast, featuring pastries, fruits, and a coffee station.

A bedroom with a large bed, wooden beams, stone wall, and a stone fireplace.

A cozy seating area with two chairs and a table, a stone wall, and a clock on a pedestal.

A poolside area with lounge chairs and umbrellas, surrounded by stone flooring and greenery.

15. Ultimo Mulino Wellness Country Hotel

Gaiole in Chianti

Ariel

NZ$199

includes taxes & fees

22 Oct - 23 Oct

A stately building with a grand entrance, multiple arches, and a well-lit facade.

A well-decorated living room with a sofa, a coffee table, and a vase with flowers.

A swimming pool with lounge chairs and an umbrella, surrounded by trees.

A spacious living room with two sofas, a coffee table, and a mural of trees on the walls.

16. Fattoria di Vegi

Castellina in Chianti

Robin

NZ$482

includes taxes & fees

26 Oct - 27 Oct

A building with a stone facade, a central arched doorway, and a window with a decorative frame.

A room with a glass table, a vase with flowers, a bottle of wine, and a chair.

A narrow, tree-lined road leading to a house with a tiled roof and a stone wall on one side.

A room with a view of a forest through a window, a table with a lamp, and a chair.

17. Dievole Wine Resort

Castelnuovo Berardenga

Marissa

NZ$557

includes taxes & fees

28 Oct - 29 Oct

A couple dining at an outdoor table with a view of the countryside.

A spacious room with high arched ceilings, a wooden dining table, chairs, and a bookshelf.

A woman in a blue bikini in a spa pool with a stone wall and a blue light fixture.

A room with a view of a valley, a stone shelf with flowers, a wooden bench, and a fireplace.

18. Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

Elizabeth

NZ$241

includes taxes & fees

2 Nov - 3 Nov

A rural pathway flanked by tall trees and purple flowers, leading to a scenic view of the countryside.

A wooden gazebo with a thatched roof overlooking a landscaped garden with trees and a view of hills.

A courtyard with stone buildings, a thatched-roof structure, and potted plants.

A room with a woven basket on a round table, a wooden chair, and a wooden floor.

19. Relais Castel Bigozzi

Monteriggioni

Paul

NZ$209

includes taxes & fees

3 Nov - 4 Nov

A courtyard with a lemon tree, potted plants, and a building with arched windows.

A room with a large window offering a view of a landscaped garden with trees and a pathway.

A building with a symmetrical facade, a central staircase, and a gravel pathway leading to the entrance.

A large, historic building with a covered patio and a well-maintained garden.

20. Villa Scacciapensieri Boutique Hotel

Scacciapensieri

Nigel

NZ$342

includes taxes & fees

21 Oct - 22 Oct

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Top San Leonino Hotel Reviews

Recent Reviews in San Leonino

Villa I Barronci Resort & Spa

8/10 Good

"We quite enjoyed the heated pool and views. Thank you for having us."

Fattoria di Vegi

10/10 Excellent

"The entire estate was perfectly curated, every aspect was completely flawless. Food and wine…. 10/10. Best place we’ve ever stayed."

Salvadonica - Borgo del Chianti

10/10 Excellent

"Property was beautiful staff was great last time with my family"

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent

"This was a beautiful hotel! Everything from the room to the amenities to the staff. Most of the amenities are complimentary (sauna, steam room, pool, gym, etc). The staff were very helpful as well. We would absolutely stay here again."

Hotel Borgo San Luigi

8/10 Good

"Great breakfast and clean room. However, not a very kid friendly with no high chair available in the room and the few ones in the restaurant were broken or dirty. Good place for adulte."

Borgo Scopeto Wine & Country Relais

10/10 Excellent

"A peaceful luxurious stay with amazing amenities, 6 star service & and amazing dinner restaurant."

Poderi Arcangelo

10/10 Excellent

"Beautiful property, nice and helping staff. We enjoy our stay ."

Hotel Minerva

10/10 Excellent

"If you are driving in Italy this is the best place to stay. Easy in and out with on site parking, zero stress! Easy walk into the heart of Siena. The staff were wonderful and the rooms clean."

Hu Norcenni Girasole Village

10/10 Excellent

"My family and I had such a great time. Such a kid friendly place and at check in they even had a little playground while you waiting and gave the kids bubbles. So great to be in nature and all of the amenities were lovely. The waterparks that were padded on the ground were genius and we did a family wine tasting which was such a lovely memory. Our stay was so nice with the deck and the grocery store is so affordable for dinners in. Love love love! My toddler played all day and there were so many times we got to relax because they had everything that we wanted or needed right on property."

More cheap accommodation in San Leonino

Cannon d'Oro

Via Montanini 28 Siena SI

NZ$112

5 Nov - 6 Nov

includes taxes & fees

7.8/10 Good! (258 reviews)

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI

NZ$164

5 Nov - 6 Nov

includes taxes & fees

7.8/10 Good! (447 reviews)

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI

NZ$173

4 Nov - 5 Nov

includes taxes & fees

10/10 Exceptional! (50 reviews)

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI

NZ$189

5 Nov - 6 Nov

includes taxes & fees

8.8/10 Excellent! (109 reviews)

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI

NZ$308

20 Oct - 21 Oct

includes taxes & fees

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI

Get rates

Frequently asked questions

What is the best area to stay in San Leonino?

The best area to stay in San Leonino is within the village itself or in the immediate countryside surrounding it.San Leonino is a small village, and staying directly in the village offers the convenience of walking to its few local shops and trattorias. The village is compact, with its main church, Pieve di San Leonino, as a central point of reference, and is surrounded by rolling vineyards and olive groves.For couples seeking a romantic and secluded retreat, staying in one of the agriturismos or boutique hotels just outside the village is ideal. These properties often feature stunning views of the Tuscan landscape, offer cooking classes, and provide a peaceful base from which to explore the Chianti region by car. Many have excellent restaurants on-site, superb for quiet evenings.Travellers looking for a more independent experience will find excellent villa rentals in the countryside around San Leonino. These often come with private pools and well-equipped kitchens, making them superb for those who enjoy cooking with local produce and settling into a home-away-from-home.

When is the best time to go to San Leonino?

The best time to visit San Leonino, Tuscany, is during the spring (April to June) and autumn (September to October) months.During these periods, the weather is pleasantly warm and sunny, making it ideal for exploring the rolling hills and vineyards. You'll find fewer crowds compared to the peak summer months, allowing for a more relaxed experience at local wineries and historic sites. The landscape is particularly beautiful in spring with wildflowers in bloom, and in autumn with the rich colours of the grape harvest.Couples looking for a romantic escape will find these seasons perfect. You can enjoy long walks through the countryside, intimate al fresco dining, and wine-tasting experiences without the intense summer heat or the chill of winter. It's a great time for leisurely drives along scenic routes like the Chiantigiana Road, stopping at charming villages along the way.For travellers interested in culinary experiences, autumn is particularly rewarding. This is the time for grape harvesting and olive oil production, offering opportunities for special tours and tastings.

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 Leonino.

How can I save on a hotel booking in San Leonino with Expedia?

One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on San Leonino 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 Leonino?

Prices for hotels in San Leonino often vary, but you can find a great deal from NZ$112 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.

Explore a world of travel with Expedia

Book Hotels in San Leonino on Expedia.it

Search San Leonino hotels

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in San Leonino

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for San Leonino hotels

1. La Certosa di Pontignano

2. Belvedere di San Leonino

3. Hotel Casafrassi

4. Sangallo Park Hotel

5. Hotel Executive

6. Castello di Tornano Wine Resort

7. Hotel Villa Campomaggio

8. Villa San Lucchese

9. Four Points by Sheraton Siena

10. Hotel Il Piccolo Castello

11. Hotel Colle Etrusco Salivolpi

12. Agriturismo San Sano

13. Hotel Borgo San Luigi

14. Palazzo Squarcialupi

15. Ultimo Mulino Wellness Country Hotel

16. Fattoria di Vegi

17. Dievole Wine Resort

18. Palazzo Leopoldo Dimora Storica & Spa

19. Relais Castel Bigozzi

20. Villa Scacciapensieri Boutique Hotel

Top San Leonino Hotel Reviews

Recent Reviews in San Leonino

Villa I Barronci Resort & Spa

Fattoria di Vegi

Salvadonica - Borgo del Chianti

Castello di Spaltenna- Small Luxury Hotels of the World

Hotel Borgo San Luigi

Borgo Scopeto Wine & Country Relais

Poderi Arcangelo

Hotel Minerva

Hu Norcenni Girasole Village

More cheap accommodation in San Leonino

Cannon d'Oro

Piccolo Hotel Etruria

Torre del Fuggisole

Albergo Centrale

Castello di Bossi

Porta Pispini Residence

Frequently asked questions

Explore a world of travel with Expedia

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