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1 Oct - 2 Oct
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2 Oct - 3 Oct
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2 Oct - 4 Oct
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9 Oct - 11 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 hotel room with a bed, two bedside tables, a telephone, and wall-mounted light fixtures.
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.

1. Sangallo Park Hotel

Sangallo Park Hotel
Vico Alto
United Kingdom
Linda
AED 358
AED 407 total
includes taxes & fees
1 Nov - 2 Nov
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.
A modern living room with a glass coffee table, white sofas, and decorative plants.

2. Hotel Executive

Hotel Executive
Scacciapensieri
United Kingdom
Susan
AED 309
AED 352 total
includes taxes & fees
1 Nov - 2 Nov
Hotel Executive
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 view through a wooden-framed window with a stone archway, a brick wall, and a tiled roof.
A bar area with brick arches, wooden barrels, leather seating, and a wine rack.

3. Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
United States
Rita
AED 209
AED 255 total
includes taxes & fees
11 Oct - 12 Oct
Hotel Casafrassi
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 interior corridor with arches, columns, and a brick wall.
A corridor with a wooden door at the end, a metal railing on one side, and a light fixture above.
An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.

4. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
United States
Leslie
AED 359
AED 428 total
includes taxes & fees
19 Oct - 20 Oct
La Certosa di Pontignano
A person sitting in a corner of a room with tiled walls and a bench.
A covered outdoor dining area with tables and chairs, a pool, and a garden in the background.
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.

5. Hotel Il Piccolo Castello

Hotel Il Piccolo Castello
Monteriggioni
Canada
Frank
AED 415
AED 486 total
includes taxes & fees
1 Nov - 2 Nov
Hotel Il Piccolo Castello
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 poolside area with lounge chairs and a view of the night sky.
A person relaxing in a hot tub with a view of a building and trees in the background.

6. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
United States
Michelle Reene
AED 452
AED 523 total
includes taxes & fees
15 Oct - 16 Oct
Belvedere di San Leonino
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 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.

7. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
Canada
Marissa
AED 902
AED 1,025 total
includes taxes & fees
28 Oct - 29 Oct
Dievole Wine Resort
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 sofa, a desk, a bunk bed, and a patterned floor.
A yellow building with stone pillars, multiple windows, and a statue in the garden.

8. Villa San Lucchese

Villa San Lucchese
Poggibonsi
United Kingdom
James
AED 386
AED 450 total
includes taxes & fees
30 Oct - 31 Oct
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 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.

9. Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
Castellina in Chianti
United States
Monica
AED 373
AED 423 total
includes taxes & fees
26 Oct - 27 Oct
Hotel Colle Etrusco Salivolpi
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 wooden door, outdoor seating, and a pergola with vines.
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.

10. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
Australia
Glen
AED 270
AED 314 total
includes taxes & fees
18 Oct - 19 Oct
Agriturismo San Sano
A modern hotel lobby with a high ceiling and a glass roof, featuring wooden paneling, comfortable seating, and a large wall mural.
A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.
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.

11. Four Points by Sheraton Siena

Four Points by Sheraton Siena
Scacciapensieri
United States
Ralph
AED 541
AED 616 total
includes taxes & fees
25 Oct - 26 Oct
Four Points by Sheraton Siena
A rustic stone building with a wooden pergola, outdoor seating, and a garden with various plants.
A stone building with a tower, surrounded by people dining at tables with candles.
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.

12. Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
United States
Lisa
AED 525
AED 611 total
includes taxes & fees
29 Oct - 30 Oct
Castello di Tornano Wine Resort
A pool with clear water and a row of white lounge chairs facing a scenic hillside view.
An outdoor patio with round tables and chairs, surrounded by potted plants and flowers.
A spa room with a stone ceiling, a window with frosted glass, a bed with pillows, and a wall-mounted artwork.
A spa room with a stone ceiling, a circular hot tub, a window, and a bench.

13. Palazzo Squarcialupi

Palazzo Squarcialupi
Castellina in Chianti
United States
yvette
AED 753
AED 854 total
includes taxes & fees
21 Oct - 22 Oct
Palazzo Squarcialupi
A stately building with a grand entrance, multiple arches, and a well-lit facade.
A swimming pool with lounge chairs and an umbrella, surrounded by trees.
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.

14. Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
Canada
Robin
AED 907
AED 1,023 total
includes taxes & fees
25 Oct - 26 Oct
Fattoria di Vegi
A courtyard with a lemon tree, potted plants, and a building with arched windows.
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.
A swimming pool surrounded by lush greenery and a stone pathway.

15. Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel
Scacciapensieri
United Kingdom
Nigel
AED 634
AED 719 total
includes taxes & fees
21 Oct - 22 Oct
Villa Scacciapensieri Boutique Hotel
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.

16. Hotel Villa Campomaggio

Hotel Villa Campomaggio
Radda in Chianti
United States
Dario
AED 649
AED 739 total
includes taxes & fees
1 Nov - 2 Nov
Hotel Villa Campomaggio
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.
Pool
Breakfast meal

17. Hotel Borgo San Luigi

Hotel Borgo San Luigi
Monteriggioni
Canada
Raman
AED 411
AED 481 total
includes taxes & fees
1 Nov - 2 Nov
Hotel Borgo San Luigi
A large stone building with a tower, surrounded by lush greenery and a well-maintained lawn.
A modern interior with a bar area, seating, and a staircase.
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.

18. Locanda le Piazze

Locanda le Piazze
Castellina in Chianti
Canada
Tara
AED 1,265
AED 1,416 total
includes taxes & fees
12 Oct - 13 Oct
Locanda le Piazze
A courtyard with a statue, stone walls, and a reception sign.
An outdoor dining area with tables and chairs, surrounded by trees and a stone wall.
A narrow cobblestone street flanked by stone buildings with arched windows and a central potted plant.
A wooden pathway leading to a pool area with a gazebo and potted plants.

19. Relais Della Rovere

Relais Della Rovere
Colle di Val d'Elsa
Australia
Robert
AED 484
AED 549 total
includes taxes & fees
30 Oct - 31 Oct
Relais Della Rovere
A rock garden with various succulents and plants.
A modern building with the sign "Toscana Ambassador Hotel".
A modern bedroom with a large bed, a nightstand, a chair, and a TV.
A modern hotel lobby with a curved reception desk, seating areas, and large windows.

20. Hotel Toscana Ambassador

Hotel Toscana Ambassador
Poggibonsi
United States
Edwin Rafael
AED 257
AED 308 total
includes taxes & fees
19 Oct - 20 Oct
Hotel Toscana Ambassador
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Top San Leonino Hotel Reviews

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 12 hours 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 15 hours 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 1 day 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 1 day 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 2 days ago
La Certosa di Pontignano
Poderi Arcangelo

Poderi Arcangelo

8/10 Good
"We enjoyed our stay. The pool, hotel grounds and location were truly amazing. The food was okay but we enjoyed eating off site more. The farmhouse is very quaint and charming. You can hear others in the farmhouse. It was luxurious in many ways and more basic in other ways. But all together a wonderful stay. I would recommend for sure."
Kathy 5-night trip
Posted 3 days ago
Poderi Arcangelo
Hotel Minerva

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."
Michael 1-night trip
Posted 3 days ago
Hotel Minerva
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

8/10 Good
"Staff are nice!"
GUANGMIN 2-night trip
Posted 4 days ago
Borgo Scopeto Wine & Country Relais
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"Concierge staff is fantastic. Bar staff as well. Location can’t be beat. Ground zero for Siena activity."
Reid 2-night trip
Posted 4 days ago
Grand Hotel Continental Siena – Starhotels Collezione

More cheap stays in San Leonino

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
AED 194
AED 226 total
1 Nov - 2 Nov
includes taxes & fees
7.8/10 Good! (258 reviews)
Cannon d'Oro
Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
AED 454
AED 520 total
16 Oct - 17 Oct
includes taxes & fees
7.8/10 Good! (442 reviews)
Piccolo Hotel Etruria
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
AED 514
AED 586 total
28 Oct - 29 Oct
includes taxes & fees
10/10 Exceptional! (50 reviews)
Torre del Fuggisole
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
AED 535
AED 609 total
19 Oct - 20 Oct
includes taxes & fees
8.8/10 Excellent! (108 reviews)
Albergo Centrale
Castello di Bossi

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI
AED 267
AED 639 total
20 Oct - 21 Oct
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.