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Oct 6 - Oct 7
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Oct 7 - Oct 8
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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 person relaxing in a hot tub with a view of a building and trees in the background.
A poolside area with lounge chairs and a view of the night sky.
A rustic stone building with a garden in front.

1. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
United States
Michelle Reene
￥19,262
￥22,251 total
includes taxes & fees
Oct 15 - Oct 16
Belvedere di San Leonino
A swimming pool with a clear blue water, surrounded by well-maintained grass and hedges.
A bathroom with a sink, mirror, and shower.
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.

2. Sangallo Park Hotel

Sangallo Park Hotel
Vico Alto
United Kingdom
Linda
￥14,178
￥16,129 total
includes taxes & fees
Nov 2 - Nov 3
Sangallo Park Hotel
A spacious lobby with a modern white sofa set, a glass coffee table, and a large abstract painting on the wall.
A hotel entrance with a sign reading "HOTEL EXPO".
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.

3. Hotel Executive

Hotel Executive
Scacciapensieri
United Kingdom
Andras
￥14,342
￥16,309 total
includes taxes & fees
Nov 1 - Nov 2
Hotel Executive
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.
An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.
An interior corridor with arches, columns, and a brick wall.

4. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
United States
Leslie
￥15,306
￥18,258 total
includes taxes & fees
Nov 2 - Nov 3
La Certosa di Pontignano
A building with a stone facade, a central arched doorway, and a window with a decorative frame.
A room with a view of a forest through a window, a table with a lamp, and a chair.
A cozy living room with a sofa, a coffee table, and a view of greenery through large windows.
A room with a glass table, a vase with flowers, a bottle of wine, and a chair.

5. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
Canada
Marissa
￥41,622
￥47,202 total
includes taxes & fees
Nov 6 - Nov 7
Dievole Wine Resort
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 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.

6. Hotel Il Piccolo Castello

Hotel Il Piccolo Castello
Monteriggioni
Canada
Frank
￥17,680
￥20,688 total
includes taxes & fees
Nov 2 - Nov 3
Hotel Il Piccolo Castello
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 swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.
A building with a modern architectural style, featuring a prominent entrance with a sign that reads "FOUR POINTS."

7. Four Points by Sheraton Siena

Four Points by Sheraton Siena
Scacciapensieri
United States
Ralph
￥21,891
￥24,612 total
includes taxes & fees
Nov 3 - Nov 4
Four Points by Sheraton Siena
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.

8. Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
United Kingdom
Stuart
￥9,529
￥11,548 total
includes taxes & fees
Oct 8 - Oct 9
Hotel Casafrassi
A large stone building with a tower, surrounded by lush greenery and a well-maintained lawn.
A vineyard landscape with rows of grapevines and a person holding a glass.
A spacious dining area with wooden tables and chairs, a fireplace, and a modern kitchen in the background.
A person in a white hat and white top walking towards a building with a pool, surrounded by greenery and a hilly landscape.

9. Locanda le Piazze

Locanda le Piazze
Castellina in Chianti
United States
Colleen
￥57,989
￥64,851 total
includes taxes & fees
Oct 16 - Oct 17
Locanda le Piazze
A large, historic building with a tiled roof and multiple windows, surrounded by lush gardens and a stone pathway.
A spacious living room with a high ceiling, exposed wooden beams, and a large arched brick structure. There are multiple seating areas with floral-patterned sofas and armchairs. A fireplace and bookshelves are visible in the background.
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

Hotel Le Fontanelle
Castelnuovo Berardenga
United States
Cristina
￥76,341
￥85,748 total
includes taxes & fees
Oct 21 - Oct 22
Hotel Le Fontanelle
An outdoor dining area with a pool, potted plants, and umbrellas.
A restaurant with a table set for two, overlooking a scenic landscape.
A spa area with a brick archway leading to a circular hot tub surrounded by mosaic tiles.
A villa with a swimming pool, outdoor seating, and a garden.

11. Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
United States
Ali
￥25,750
￥33,779 total
includes taxes & fees
Oct 8 - Oct 9
Relais Vignale & Spa
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 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.

12. Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
Canada
Robin
￥38,737
￥43,676 total
includes taxes & fees
Oct 26 - Oct 27
Fattoria di Vegi
A stone pillar with carvings, a glass door leading outside, and a person sitting on a lounge chair.
An aerial view of a property with a swimming pool, a sun terrace, and a vineyard in the background.
A courtyard with a stone building, wooden pergola, and raised garden beds with various plants.
A spa area with stone flooring, wooden chairs, a table with amenities, and a view of a garden through a glass door.

13. Hotel Villa Campomaggio

Hotel Villa Campomaggio
Radda in Chianti
United States
Dario
￥24,949
￥28,510 total
includes taxes & fees
Oct 7 - Oct 8
Hotel Villa Campomaggio
A spa room with a stone ceiling, a window with frosted glass, a bed with pillows, and a wall-mounted artwork.
A garden with a gravel path leading to a white metal table and chairs, surrounded by red roses and a large terracotta pot.
A historic building with a courtyard, stone arches, and a tiled roof.
A rectangular pool with clear water, surrounded by white lounge chairs and a grassy area.

14. Palazzo Squarcialupi

Palazzo Squarcialupi
Castellina in Chianti
United States
yvette
￥31,790
￥36,034 total
includes taxes & fees
Oct 21 - Oct 22
Palazzo Squarcialupi
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 yellow building with stone pillars, multiple windows, and a statue in the garden.
A room with a sofa, a desk, a bunk bed, and a patterned floor.

15. Villa San Lucchese

Villa San Lucchese
Poggibonsi
United Kingdom
James
￥16,443
￥19,150 total
includes taxes & fees
Oct 30 - Oct 31
Villa San Lucchese
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 rustic interior with a brick archway, wooden beams, a bar area, and potted plants.
A stone building with a wooden bench outside.

16. Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
Castellina in Chianti
United States
Monica
￥17,107
￥19,349 total
includes taxes & fees
Oct 19 - Oct 20
Hotel Colle Etrusco Salivolpi
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 large, historic building with a covered patio and a well-maintained garden.
A building with a symmetrical facade, a central staircase, and a gravel pathway leading to the entrance.

17. Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel
Scacciapensieri
United Kingdom
Nigel
￥27,009
￥30,596 total
includes taxes & fees
Oct 21 - Oct 22
Villa Scacciapensieri Boutique Hotel
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.
Breakfast meal

18. Hotel Borgo San Luigi

Hotel Borgo San Luigi
Monteriggioni
Canada
Raman
￥15,478
￥18,266 total
includes taxes & fees
Nov 6 - Nov 7
Hotel Borgo San Luigi
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.

19. Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais
Castelnuovo Berardenga
United States
Scott
￥58,077
￥65,656 total
includes taxes & fees
Nov 5 - Nov 6
Borgo Scopeto Wine & Country Relais
A couple dining at an outdoor table with a view of the countryside.
A narrow street with buildings on either side, a flag, and a bench.
A room with a view of a valley, a stone shelf with flowers, a wooden bench, and a fireplace.
A woman in a blue bikini in a spa pool with a stone wall and a blue light fixture.

20. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
Canada
Elizabeth
￥18,463
￥21,375 total
includes taxes & fees
Nov 2 - Nov 3
Palazzo Leopoldo Dimora Storica & Spa
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Top San Leonino Hotel Reviews

Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

8/10 Good
"Concierge desk - Francesca - was off the charts! Was hoping for more modernized room with better views"
Christopher 4-night trip
Posted 12 hours ago
Borgo Scopeto Wine & Country Relais
Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"We spent four nights in Siena as a base for other tuscan adventures. Loved the authenticity of the piazza. The staff are exceptional and very attentive. The contential breakfast is well appointed and available coffee choices excellent. Don't miss sunset in the back garden bellicimo."
Kevin 4-night trip
Posted 12 hours ago
Palazzo Ravizza
Four Points by Sheraton Siena

Four Points by Sheraton Siena

8/10 Good
"Property seem reasonable, staff helpful, rooms are little small and dated, bathrooms need renovation."
Rajendra 3-night trip
Posted 1 day ago
Four Points by Sheraton Siena
Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa

8/10 Good
"We quite enjoyed the heated pool and views. Thank you for having us."
Dianna 1-night trip
Posted 2 days ago
Villa I Barronci Resort & Spa
Fattoria di Vegi

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."
Timothy 4-night trip
Posted 2 days ago
Fattoria di Vegi
Salvadonica - Borgo del Chianti

Salvadonica - Borgo del Chianti

10/10 Excellent
"Property was beautiful staff was great last time with my family"
Niurka 3-night trip
Posted 2 days ago
Salvadonica - Borgo del Chianti
Castello di Spaltenna- Small Luxury Hotels of the World

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."
Sonja 3-night trip
Posted 4 days ago
Castello di Spaltenna- Small Luxury Hotels of the World
Hotel Borgo San Luigi

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."
Samuel 2-night trip
Posted 4 days ago
Hotel Borgo San Luigi
Poderi Arcangelo

Poderi Arcangelo

10/10 Excellent
"Beautiful property, nice and helping staff. We enjoy our stay ."
Hector 3-night trip
Posted 5 days ago
Poderi Arcangelo

More cheap stays in San Leonino

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
￥8,517
￥9,901 total
Nov 6 - Nov 7
includes taxes & fees
7.8/10 Good! (258 reviews)
Cannon d'Oro
Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
￥12,937
￥14,763 total
Nov 6 - Nov 7
includes taxes & fees
7.8/10 Good! (447 reviews)
Piccolo Hotel Etruria
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
￥13,435
￥15,312 total
Nov 4 - Nov 5
includes taxes & fees
10/10 Exceptional! (50 reviews)
Torre del Fuggisole
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
￥14,705
￥16,707 total
Nov 6 - Nov 7
includes taxes & fees
8.8/10 Excellent! (109 reviews)
Albergo Centrale
Castello di Bossi

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI
￥11,363
￥27,206 total
Nov 2 - Nov 3
includes taxes & fees
Castello di Bossi
Porta Pispini Residence

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI
Get ratesPorta Pispini Residence

Frequently asked questions

Where is the best place to stay in San Leonino?
Located 7.4 mi (11.9 km) from the heart of San Leonino, Hotel Athena is a top choice for your stay based on our traveler data. Two other choices for your visit to the area are La Certosa di Pontignano and NH Siena. 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 rental 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.
Where can I learn more about changing or cancelling my trip to San Leonino?
For more information about rescheduling or cancelling your trip to San Leonino, click here.
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, Castello di Radda Winery, and Meleto Castle. You'll also find Isole e Olena Winery and Fortezza Medicea 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.

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