Hotels in San Leonino from P4,720 for 2026 - Fully Refundable Options

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Our top choices for San Leonino hotels

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 rustic stone building with a garden in front.

A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

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

1. Belvedere di San Leonino

Castellina in Chianti

Seong Won

P7,979

P9,213 total

includes taxes & fees

Oct 7 - Oct 8

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

A building with arched windows, a courtyard with a pond, and a metal fence.

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

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

2. Hotel Casafrassi

Castellina in Chianti

Jane

P3,895

P4,720 total

includes taxes & fees

Sep 13 - Sep 14

A restaurant with a glass ceiling, wicker hanging decorations, and a tiled floor.

A rural property with terracotta-roofed buildings, a paved driveway, and lush greenery.

An aerial view of a villa surrounded by vineyards, with a swimming pool and outdoor seating area.

An indoor dining area with wooden tables and chairs, hanging baskets, and large windows offering a view of the outdoors.

3. Borgo Vescine

Radda in Chianti

Gabrielle

P57,039

P63,324 total

includes taxes & fees

Sep 19 - Sep 20

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.

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

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

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

4. La Certosa di Pontignano

Castelnuovo Berardenga

Malena

P8,594

P10,035 total

includes taxes & fees

Sep 30 - Oct 1

A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.

A dining area with a table set for two, featuring wine bottles and bread.

A bedroom with a wooden ceiling, a bed with white bedding, a bedside table with a tray of items, and a window with curtains.

A pool area with lounge chairs and umbrellas, surrounded by lush greenery and hills in the background.

5. Castello La Leccia

Castellina in Chianti

Samuel

P20,201

P22,512 total

includes taxes & fees

Oct 9 - Oct 10

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

A cozy living room with a sofa, a coffee table, and a view of greenery through large windows.

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

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

6. Dievole Wine Resort

Castelnuovo Berardenga

Karamjit

P22,756

P25,613 total

includes taxes & fees

Oct 11 - Oct 12

A large building with multiple rooms, surrounded by a field of lavender.

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

A historic estate with a central courtyard, surrounded by lush gardens and vineyards.

An arched brick corridor leading to a dining area with tables set for a meal.

7. Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

Hannah

P38,639

P43,229 total

includes taxes & fees

Sep 13 - Sep 14

A pathway lined with trees and a large pot in the center.

A breakfast buffet with pastries and a coffee machine.

A stone pathway leading to a wooden deck with a railing, surrounded by lush greenery and tall trees.

A white building with a tiled roof, surrounded by lush greenery and a hilly landscape.

8. Villa Montarioso

Montarioso

Michael

P5,234

P6,120 total

includes taxes & fees

Oct 8 - Oct 9

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

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

A rustic living room with exposed wooden beams, a sofa, a coffee table, and a dining area with chairs.

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

9. Hotel Colle Etrusco Salivolpi

Castellina in Chianti

Monica

P7,139

P8,071 total

includes taxes & fees

Sep 20 - Sep 21

A large, historic building with a tiled roof and multiple windows, surrounded by lush gardens and a stone pathway.

A restaurant with stone pillars, wooden beams, and white tablecloths. Tables are arranged for dining.

A table set for breakfast with various dishes, drinks, and a newspaper.

A pool area with lounge chairs and umbrellas, a large building in the background, and a view of the countryside.

10. Hotel Le Fontanelle

Castelnuovo Berardenga

Briana

P35,554

P39,836 total

includes taxes & fees

Oct 5 - Oct 6

A large stone building with a tower, surrounded by lush greenery and a well-maintained lawn.

A spacious dining area with wooden tables and chairs, a fireplace, and a modern kitchen in the background.

A vineyard landscape with rows of grapevines and a person holding a glass.

A person in a white hat and white top walking towards a building with a pool, surrounded by greenery and a hilly landscape.

11. Locanda le Piazze

Castellina in Chianti

Mark

P23,766

P26,579 total

includes taxes & fees

Sep 24 - Sep 25

A lobby with a marble floor, a chandelier, a reception desk, and large green plants.

A modern hotel room with a large bed, a desk, and a chair. There is a painting on the wall and a lamp on the side table.

A hotel with a sign reading "HOTEL RISTORANTE CHIUSARELLI," surrounded by greenery and a brick wall.

A balcony with two chairs and a table, overlooking a building with a tiled roof and shutters.

12. Hotel Chiusarelli

Siena City Centre

sharon

P11,817

P13,362 total

includes taxes & fees

Sep 22 - Sep 23

A stone house with a tiled roof, large glass doors, and a stone pathway leading to it.

An indoor dining area with brick arches, tables set for dining, and a view of the outdoors.

A spacious living area with a high arched ceiling, a sofa set, and a glass coffee table.

A large indoor swimming pool with clear water, surrounded by modern architecture and a glass railing.

13. The Club House

Castelnuovo Berardenga

Karla

P56,171

P62,514 total

includes taxes & fees

Sep 27 - Sep 28

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

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

A swimming pool surrounded by lush greenery and a stone pathway.

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

14. Villa Scacciapensieri Boutique Hotel

Scacciapensieri

Nigel

P14,438

P16,245 total

includes taxes & fees

Oct 4 - Oct 5

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

A restaurant with stone walls, wooden furniture, and a wine cellar.

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.

15. Fattoria di Vegi

Castellina in Chianti

Sebastian

P22,231

P24,890 total

includes taxes & fees

Sep 29 - Sep 30

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

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

A hotel entrance with a sign reading "HOTEL EXPO".

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

16. Hotel Executive

Scacciapensieri

Susan

P6,179

P7,160 total

includes taxes & fees

Oct 12 - Oct 13

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

A rustic interior with a stone fireplace, wooden beams, and a staircase leading to an upper level.

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

A stone building with a window and a light fixture.

17. Agriturismo San Sano

Gaiole in Chianti

Ernesto

P5,398

P6,228 total

includes taxes & fees

Oct 11 - Oct 12

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

A neatly made breakfast tray on a bed with a tray of bread, fruit, juice, and tea, in a room with a bed, curtains, and a painting on the wall.

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

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

18. Hotel Il Piccolo Castello

Monteriggioni

Ian

P9,166

P10,591 total

includes taxes & fees

Sep 13 - Sep 14

A balcony with a table set for breakfast overlooking a historic cityscape with domed buildings and terraced houses.

A hotel room with a bed, a desk, a television, and a view of the city through large windows.

A breakfast table with various food items and drinks, including a pitcher of juice, a glass of milk, and a plate of toast.

A room with blue chairs facing a window overlooking a cityscape with historic buildings.

19. Hotel Minerva

Siena City Centre

Chia lin

P8,258

P9,447 total

includes taxes & fees

Sep 13 - Sep 14

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

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

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.

20. Sangallo Park Hotel

Vico Alto

Linda

P7,916

P9,070 total

includes taxes & fees

Oct 11 - Oct 12

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Top San Leonino Hotel Reviews

Hotel Athena

10/10 Excellent

"We had a wonderful stay at Hotel Athena in Siena. The service was exceptional, the staff were warm, welcoming and genuinely helpful throughout our visit. The location was fantastic for exploring Siena, with everything within walking distance, while the hotel itself provided a comfortable and relaxing place to come back to after a day of exploring. We also loved the beautiful views from the terrace which was the perfect spot to unwind with a drink and take in the scenery. Sunset was especially beautiful and I would recommend calling the terrace staff themselves to reserve your seat. They are VERY busy up there so please exercise patience and kindness to the server and bartender as they work so hard to get your orders to you as quickly as possible. Self parking our car was a huge bonus as we rented a vehicle to explore Tuscany. A lovely hotel, a great location and wonderful service. We would happily stay here again when visiting Siena!"

NH Siena

10/10 Excellent

"Superior room not great, Very small with leaking shower and other issues. Upgraded to suite on 5th floor which was excellent. Very spacious, huge bathroom with bath and walk in shower. Great views and comfortable bed."

Villa Scacciapensieri Boutique Hotel

10/10 Excellent

"The staff were very friendly and helpful. The bar service is the best."

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent

"All the staff in the hotel were very helpful and we would like to stay there again."

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! 🇮🇹🍷✨"

Fattoria di Vegi

10/10 Excellent

"Amazing! I wish I could have stayed forever!"

Hotel Casolare Le Terre Rosse

10/10 Excellent

"Excellent stay. My second time coming, this time brought my parents and we had an amazing, relaxing time. Hope to be back soon!"

Palazzo Ravizza

8/10 Good

"Great view from our room, lovely courtyard, nice staff. Tricky if you’re driving."

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."

More cheap stays in San Leonino

Cannon d'Oro

Via Montanini 28 Siena SI

P6,027

P6,993 total

Sep 24 - Sep 25

includes taxes & fees

7.8/10 Good! (258 reviews)

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI

P7,922

P9,077 total

Sep 12 - Sep 13

includes taxes & fees

7.8/10 Good! (435 reviews)

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI

P9,893

P11,245 total

Oct 5 - Oct 6

includes taxes & fees

8.8/10 Excellent! (106 reviews)

Antico Borgo Poggiarello

Strada Di San Monti 12 Monteriggioni SI

P10,992

P12,309 total

Oct 11 - Oct 12

includes taxes & fees

9/10 Wonderful! (20 reviews)

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI

P11,123

P12,598 total

Oct 11 - Oct 12

includes taxes & fees

10/10 Exceptional! (49 reviews)

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI

Get rates

9.4/10 Exceptional! (23 reviews)

Frequently asked questions

Where is the best place to stay in San Leonino?

Located 4.7 mi (7.5 km) from the heart of San Leonino, La Certosa di Pontignano is a top choice for your stay based on our traveler data. Two other choices for your visit to the area are Hotel Athena and Villa I Barronci Resort & Spa. See all available top hotels, or vacation rentals in San Leonino.

What's the top vacation rental that San Leonino has to offer?

Borgo Argiano: This vacation home near San Leonino is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. You can relax into your vacation with a garden and a library. See all vacation rentals in San Leonino.

If I need to cancel my hotel reservation in San Leonino, will I receive a refund?

Yes, the majority of hotel reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you have a non-refundable reservation, you might be able to cancel it and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in San Leonino.

What's it like to stay in San Leonino?

Those traveling to San Leonino are sure to enjoy the sights to see and things to do. In San Leonino, there are 2 hotels and other accommodations to choose from. Find out more about San Leonino.

What is there to see in San Leonino?

Places to visit in the wider area include City Hall Castellina In Chianti, Terra di Seta, and Castello di Radda Winery. You'll also find Meleto Castle and Isole e Olena Winery in the area. Check out what more to see and do in Expedia's San Leonino guide.

What's the weather like in San Leonino?

The hottest months are usually August and July with an average temp of 72°F, while the coldest months are January and February with an average of 44°F. Average annual precipitation for San Leonino is 37 inches.

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

Star rating

Guest rating

Our top choices for San Leonino hotels

1. Belvedere di San Leonino

2. Hotel Casafrassi

3. Borgo Vescine

4. La Certosa di Pontignano

5. Castello La Leccia

6. Dievole Wine Resort

7. Borgo Scopeto Wine & Country Relais

8. Villa Montarioso

9. Hotel Colle Etrusco Salivolpi

10. Hotel Le Fontanelle

11. Locanda le Piazze

12. Hotel Chiusarelli

13. The Club House

14. Villa Scacciapensieri Boutique Hotel

15. Fattoria di Vegi

16. Hotel Executive

17. Agriturismo San Sano

18. Hotel Il Piccolo Castello

19. Hotel Minerva

20. Sangallo Park Hotel

Top San Leonino Hotel Reviews

Hotel Athena

NH Siena

Villa Scacciapensieri Boutique Hotel

Grand Hotel Continental Siena – Starhotels Collezione

Borgo San Felice Resort

Fattoria di Vegi

Hotel Casolare Le Terre Rosse

Palazzo Ravizza

Hotel Italia

More cheap stays in San Leonino

Cannon d'Oro

Piccolo Hotel Etruria

Albergo Centrale

Antico Borgo Poggiarello

Torre del Fuggisole

Porta Pispini Residence

Frequently asked questions

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