Hotels in San Leonino

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Where to stay in San Leonino?

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

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.

1. Belvedere di San Leonino

Castellina in Chianti

$107

$124 total

includes taxes & fees

Oct 13 - Oct 14

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 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.

An interior corridor with arches, columns, and a brick wall.

2. La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

$95

$113 total

includes taxes & fees

Nov 2 - Nov 3

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

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

3. Hotel Il Piccolo Castello

Monteriggioni

$102

$121 total

includes taxes & fees

Nov 5 - Nov 6

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

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

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

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

4. Hotel Casafrassi

Castellina in Chianti

$60

$73 total

includes taxes & fees

Oct 13 - Oct 14

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 bathroom with a sink, mirror, and shower.

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

5. Sangallo Park Hotel

Vico Alto

$95

$108 total

includes taxes & fees

Nov 8 - Nov 9

A display of various olive-based products including shampoos, body lotions, and soaps.

A stone building with a wooden bench outside.

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

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

6. Hotel Colle Etrusco Salivolpi

Castellina in Chianti

$122

$138 total

includes taxes & fees

Oct 18 - Oct 19

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.

7. Fattoria di Vegi

Castellina in Chianti

$244

$275 total

includes taxes & fees

Oct 26 - Oct 27

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

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

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

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

8. Hotel Executive

Scacciapensieri

$90

$103 total

includes taxes & fees

Nov 1 - Nov 2

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

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

9. Dievole Wine Resort

Castelnuovo Berardenga

$272

$308 total

includes taxes & fees

Nov 9 - Nov 10

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

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

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.

10. Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

$110

$128 total

includes taxes & fees

Nov 1 - Nov 2

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

A courtyard with stone buildings, outdoor tables set for dining, and a gravel ground.

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.

11. Castello La Leccia

Castellina in Chianti

$201

$225 total

includes taxes & fees

Nov 2 - Nov 3

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

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

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

A stone building with a tower, surrounded by people dining at tables with candles.

12. Castello di Tornano Wine Resort

Gaiole in Chianti

$152

$176 total

includes taxes & fees

Oct 25 - Oct 26

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 room with a sofa, a desk, a bunk bed, and a patterned floor.

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

13. Villa San Lucchese

Poggibonsi

$113

$124 total

includes taxes & fees

Nov 4 - Nov 5

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

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

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

14. Hotel Borgo San Luigi

Monteriggioni

$125

$145 total

includes taxes & fees

Nov 8 - Nov 9

A spa area with a stone ceiling, a pool, and two sun loungers.

A luxurious room with ornate ceiling artwork, plush seating, and elegant lighting fixtures.

A spa area with multiple white massage chairs arranged in a row, a brick ceiling, and a staircase in the background.

A courtyard with outdoor seating, stone walls, and a staircase.

15. Hotel Palazzo San niccolò & Spa

Radda in Chianti

$97

$114 total

includes taxes & fees

Nov 11 - Nov 12

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

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

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.

16. Hotel Villa Campomaggio

Radda in Chianti

$165

$188 total

includes taxes & fees

Nov 3 - Nov 4

A spa area with a stone ceiling, a large bathtub, and a seating area.

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 rectangular pool with clear water, surrounded by white lounge chairs and a grassy area.

17. Palazzo Squarcialupi

Castellina in Chianti

$194

$220 total

includes taxes & fees

Oct 18 - Oct 19

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

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

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

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

18. Four Points by Sheraton Siena

Scacciapensieri

$138

$156 total

includes taxes & fees

Nov 2 - Nov 3

A well-maintained garden with a large urn, neatly trimmed hedges, and a building with warm lighting in the background.

A breakfast buffet with various pastries, fruits, and beverages.

A swimming pool with lounge chairs and a pergola, surrounded by a garden and a building with a tiled roof.

A dining area with wooden tables and chairs, large windows offering a view of a forested landscape.

19. Villa Sabolini

Colle di Val d'Elsa

$86

$99 total

includes taxes & fees

Nov 3 - Nov 4

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

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

A bedroom with a bed, a wooden chair, a desk with a lamp, and a wardrobe.

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

20. Borgo Vescine

Radda in Chianti

$467

$523 total

includes taxes & fees

Nov 4 - Nov 5

View all properties

Go beyond your typical stay in San Leonino

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Hot tub

Family friendly

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Check out reviews of San Leonino hotels guests love

Hotel Athena

10/10 Excellent

"Reception staff very friendly and helpful. Room on top floor had two full length windows with spectacular views. Older property but updated nicely; not modern but comfortable. Comfy bed, linens and pillows. Nice breakfast with lots of variety. There are two floors that have breakfast - the lowest level is more spacious and had food replaced more quickly than upper level. Hotel seems far, but everything is 5 to 15 minutes away. We found our favorite wine spot just a 5 minute walk away at Tuscan Wine School. But do go to the rooftop terrace for lovely views."

Hotel Borgo San Luigi

10/10 Excellent

"This was one of the greatest hotel experiences we’ve had. The property is top notch. The staff are amazing. We plan on coming back for sure. It it centrally located to great sights and wineries, everything seemed to be 20 to 30 minutes away."

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent

"Beautiful quaint 1000 year old monastery turned into a hotel! The staff was extremely accommodating and we really enjoyed our stay. Very easy to get around all of Tuscany from this hotel."

Salvadonica - Borgo del Chianti

10/10 Excellent

"Enjoyed the picnic basket. Bread would have been good to eat with the burrata and prosciutto. Wine selection was magnificent. Kudos to the staff from breakfast through dinner and afterwards."

Hotel Italia

10/10 Excellent

"We stayed here for three nights and absolutely loved it. The hotel is charming, convenient and comfortable. Breakfast was very good, with a nice choice of foods, and the lounge/bar is a great place to relax. The staff were very helpful with directions and bookings. We would gladly stay here again."

Villa I Barronci Resort & Spa

10/10 Excellent

"Great spot and friendly staff."

Fattoria di Vegi

10/10 Excellent

"LOVE LOVE LOVE This was the highlight of our 2.5 week Toscana trip!! You won't regret booking. The space is stunning and newly opened and staff are welcoming and wonderful!"

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent

"Beautiful hotel and very helpful staff. Excellent location in the heart of Siena. Disappointed with our hotel room. Not up to our expectations."

Four Points by Sheraton Siena

8/10 Good

"Property seem reasonable, staff helpful, rooms are little small and dated, bathrooms need renovation."

Frequently asked questions

What hotels do travelers recommend in San Leonino?

Guests like Hotel Athena, La Certosa di Pontignano and NH Siena.

Can I book refundable accommodations in San Leonino?

If you need the flexibility to change your travel plans to San Leonino, most hotels provide refundable* bookable rates. You can find these properties by searching our site and using the "fully refundable" filter to narrow the results down.

What will the weather in San Leonino be like during my visit?

The warmest months in San Leonino are usually August and July with an average temp of 72°F. January and February are the chilliest months when the average temp is 44°F. The rainiest months are November and October.

Why should I book my San Leonino hotel with Hotels.com?

There are plenty of reasons to book your San Leonino travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, 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.

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