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3 Oct - 4 Oct
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4 Oct - 5 Oct
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9 Oct - 11 Oct
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16 Oct - 18 Oct

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Our top choices for San Leonino hotels

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.

1. Sangallo Park Hotel

Sangallo Park Hotel
Vico Alto
United Kingdom
Linda
฿3,588
฿4,060 total
includes taxes & fees
2 Nov - 3 Nov
Sangallo Park Hotel
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 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.

2. Hotel Il Piccolo Castello

Hotel Il Piccolo Castello
Monteriggioni
Canada
Frank
฿3,769
฿4,410 total
includes taxes & fees
1 Nov - 2 Nov
Hotel Il Piccolo Castello
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 narrow, tree-lined road leading to a house with a tiled roof and a stone wall on one side.

3. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
Canada
Marissa
฿9,858
฿11,146 total
includes taxes & fees
28 Oct - 29 Oct
Dievole Wine Resort
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 hotel entrance with a sign reading "HOTEL EXPO".
An outdoor dining area with tables and chairs, covered by a canopy, and surrounded by greenery.

4. Hotel Executive

Hotel Executive
Scacciapensieri
United Kingdom
Susan
฿3,049
฿3,467 total
includes taxes & fees
1 Nov - 2 Nov
Hotel Executive
A modern hotel lobby with a high ceiling and a glass roof, featuring wooden paneling, comfortable seating, and a large wall mural.
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."
A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

5. Four Points by Sheraton Siena

Four Points by Sheraton Siena
Scacciapensieri
United States
Ralph
฿4,666
฿5,246 total
includes taxes & fees
2 Nov - 3 Nov
Four Points by Sheraton Siena
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 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.

6. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
United States
Michelle Reene
฿4,116
฿4,754 total
includes taxes & fees
15 Oct - 16 Oct
Belvedere di San Leonino
An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.
A bar area with brick arches, wooden barrels, leather seating, and a wine rack.
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.

7. Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
United States
Rita
฿2,026
฿2,455 total
includes taxes & fees
4 Oct - 5 Oct
Hotel Casafrassi
A courtyard with a lemon tree, potted plants, and a building with arched windows.
A swimming pool surrounded by lush greenery and a stone 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.

8. Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel
Scacciapensieri
United Kingdom
Nigel
฿6,397
฿7,225 total
includes taxes & fees
18 Oct - 19 Oct
Villa Scacciapensieri Boutique Hotel
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.

9. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
United States
Leslie
฿3,254
฿3,882 total
includes taxes & fees
2 Nov - 3 Nov
La Certosa di Pontignano
An outdoor dining area with a pool, potted plants, and umbrellas.
A restaurant with a table set for two, overlooking a scenic landscape.
An outdoor dining area with a table set for two, overlooking a pool and vineyard.
A spa area with a brick archway leading to a circular hot tub surrounded by mosaic tiles.

10. Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
United States
Ali
฿5,412
฿7,113 total
includes taxes & fees
26 Oct - 27 Oct
Relais Vignale & Spa
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 modern interior with a bar area, seating, and a staircase.
A vineyard landscape with rows of grapevines and a person holding a glass.

11. Locanda le Piazze

Locanda le Piazze
Castellina in Chianti
Canada
Tara
฿11,477
฿12,851 total
includes taxes & fees
12 Oct - 13 Oct
Locanda le Piazze
A stately building with a grand entrance, multiple arches, and a well-lit facade.
A spacious living room with two sofas, a coffee table, and a mural of trees on the walls.
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.

12. Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
Canada
Robin
฿8,235
฿9,285 total
includes taxes & fees
26 Oct - 27 Oct
Fattoria di Vegi
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.
A landscaped garden with a swimming pool, a vineyard in the background, and a stone pathway.
An aerial view of a property with a swimming pool, a sun terrace, and a vineyard in the background.

13. Hotel Villa Campomaggio

Hotel Villa Campomaggio
Radda in Chianti
United States
Dario
฿5,563
฿6,345 total
includes taxes & fees
3 Nov - 4 Nov
Hotel Villa Campomaggio
A spacious lobby with a stone archway, wooden ceiling beams, a bar area with a wine rack, and a reception desk.
A stone building with a wooden bench outside.
A rustic living room with exposed wooden beams, a sofa, a coffee table, and a dining area with chairs.
A rustic interior with a brick archway, wooden beams, a bar area, and potted plants.

14. Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
Castellina in Chianti
United States
Monica
฿3,389
฿3,841 total
includes taxes & fees
26 Oct - 27 Oct
Hotel Colle Etrusco Salivolpi
A large building with multiple rooms, surrounded by a field of lavender.
An outdoor dining area with tables set for a meal, a sign indicating a wine list, and a view of the landscape.
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.

15. Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais
Castelnuovo Berardenga
United States
Scott
฿13,326
฿15,037 total
includes taxes & fees
3 Nov - 4 Nov
Borgo Scopeto Wine & Country Relais
An outdoor patio with round tables and chairs, set against a backdrop of mountains and a cloudy sky.
A clear swimming pool with lounge chairs and umbrellas, surrounded by trees and a building in the background.
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.

16. Villa San Lucchese

Villa San Lucchese
Poggibonsi
United Kingdom
James
฿3,505
฿4,082 total
includes taxes & fees
30 Oct - 31 Oct
Villa San Lucchese
A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.
Breakfast meal
An outdoor patio with stone flooring, a table with chairs, and potted plants.
Pool

17. Hotel Borgo San Luigi

Hotel Borgo San Luigi
Monteriggioni
Canada
Raman
฿4,009
฿4,674 total
includes taxes & fees
2 Nov - 3 Nov
Hotel Borgo San Luigi
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.
An aerial view of a castle with a swimming pool, surrounded by dense forest and vineyards.
A stone building with a tower, surrounded by people dining at tables with candles.

18. Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
United States
Lisa
฿4,763
฿5,541 total
includes taxes & fees
26 Oct - 27 Oct
Castello di Tornano Wine Resort
A large, historic building with a tiled roof and multiple windows, surrounded by lush gardens and a stone pathway.
A table set for breakfast with various dishes, drinks, and a newspaper.
A restaurant with stone pillars, wooden beams, and white tablecloths. Tables are arranged for dining.
A pool area with lounge chairs and umbrellas, a large building in the background, and a view of the countryside.

19. Hotel Le Fontanelle

Hotel Le Fontanelle
Castelnuovo Berardenga
United States
Cristina
฿18,492
฿20,719 total
includes taxes & fees
11 Oct - 12 Oct
Hotel Le Fontanelle
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.

20. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
Canada
Elizabeth
฿3,925
฿4,545 total
includes taxes & fees
2 Nov - 3 Nov
Palazzo Leopoldo Dimora Storica & Spa
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Top San Leonino Hotel Reviews

Borgo Vescine

Borgo Vescine

10/10 Excellent
"The staff was amazing and incredibly kind."
Natalie 2-night trip
Posted 13 hours ago
Borgo Vescine
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 14 hours ago
Castello di Spaltenna- Small Luxury Hotels of the World
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

10/10 Excellent
"A peaceful luxurious stay with amazing amenities, 6 star service & and amazing dinner restaurant."
Scott 4-night trip
Posted 2 days ago
Borgo Scopeto Wine & Country Relais
Poderi Arcangelo

Poderi Arcangelo

10/10 Excellent
"Beautiful property, nice and helping staff. We enjoy our stay ."
Hector 3-night trip
Posted 2 days ago
Poderi Arcangelo
Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa

8/10 Good
"Under renovation so it could have been better"
Kimberli 1-night trip
Posted 2 days ago
Villa I Barronci Resort & Spa
Fattoria di Vegi

Fattoria di Vegi

10/10 Excellent
"Booked this as a last minute decision to shorten our time in Milan (and fine a place close to Florence on our way to Montepulciano) We only stayed one night, but wish it had been longer. If you are looking for informal luxury, you will find it at this idyllic Tuscan Estate. They are still expanding their amenities to include a gym, tennis court, and Spa (planned for a 2027 open) what they DO offer is a quiet, thoughtful experience. The room was perfection and the restaurant on the property - delicious. There were a few artists there taking advantage of the atelier, or painting on the property. The estate is located an hour’s drive outside of Florence and is well worth the trip if you are looking for a place to relax. We hope to return with more time to enjoy it."
Elizabeth 1-night trip
Posted 3 days ago
Fattoria di Vegi
Hotel Athena

Hotel Athena

10/10 Excellent
"The hotel is wonderful! The staff is extremely friendly and helpful. The location is great…jut a short walk to shopping, restaurants, and the cathedral. Our room was very clean and the beds were comfortable. The view from the terrace is stunning."
Michele 2-night trip
Posted 3 days ago
Hotel Athena
Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse

10/10 Excellent
"Absolutely stunning property with amazing staff. Tons of wineries close by and touring thru San Gimignano was fascinating. Definitely 5/5."
Jodie 1-night trip
Posted 3 days ago
Hotel Casolare Le Terre Rosse
La Certosa di Pontignano

La Certosa di Pontignano

10/10 Excellent
"good to stay"
Jinhee 1-night trip
Posted 4 days ago
La Certosa di Pontignano

More cheap stays in San Leonino

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
฿1,931
฿2,313 total
29 Oct - 30 Oct
includes taxes & fees
7.8/10 Good! (258 reviews)
Cannon d'Oro
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
฿3,109
฿3,534 total
3 Nov - 4 Nov
includes taxes & fees
10/10 Exceptional! (50 reviews)
Torre del Fuggisole
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
฿3,198
฿3,632 total
3 Nov - 4 Nov
includes taxes & fees
8.8/10 Excellent! (108 reviews)
Albergo Centrale
Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
฿3,708
฿4,268 total
5 Oct - 6 Oct
includes taxes & fees
7.8/10 Good! (445 reviews)
Piccolo Hotel Etruria
Castello di Bossi

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI
฿2,422
฿5,800 total
2 Nov - 3 Nov
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 traveller data. Two other options for your trip to the area are La Certosa di Pontignano and NH Siena. See all available top hotels, or vacation rentals in San Leonino.
What are some of the best holiday rentals that San Leonino has to offer?
Borgo Argiano: This holiday home rental outside of San Leonino is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and kitchenware. You can relax into your holiday 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! Most hotel room reservations are fully refundable as long as you cancel before the hotel's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you booked a non-refundable reservation, it may still be possible to cancel it and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in San Leonino.
How is it staying in San Leonino?
Those travelling to San Leonino will definitely enjoy the sights to see and things to do. In San Leonino, there are 2 hotels and other accommodation options 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. Take a look at what more there is to see and do in Expedia's San Leonino guide.
What's the seasonal weather like in San Leonino?
The hottest months are usually August and July, with an average temperature of 22°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for San Leonino is 944 mm.

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