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Sep 30 - Oct 1
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Our top choices for San Leolino hotels

A spacious lobby with a reception desk, seating area, and a large vase.
A hotel room with two beds, a desk with a computer, a chair, and a tray of breakfast items.
A modern hotel lobby with a curved reception desk, seating area, and a bar.
A patio with a round table and chairs, potted plants, and a view of the building's interior.

1. Hotel Valdarno

Hotel Valdarno
Montevarchi
United States
Emmanuel
￥18,107
￥19,918 total
includes taxes & fees
Oct 8 - Oct 9
Hotel Valdarno
A staircase with a modern design, featuring a combination of stone steps and a carpeted landing.
A hotel room with a bed, a TV, a desk, and a mirror.
A modern reception area with a wooden reception desk, a metal bowl, potted plants, and a seating area with chairs.
A modern kitchen with a built-in microwave, sink, and stove. There is a dining area with a table and chairs, and a window with blinds.

2. Delta Hotel

Delta Hotel
Montevarchi
United States
weixing
￥18,190
￥20,009 total
includes taxes & fees
Oct 6 - Oct 7
Delta Hotel
A person pouring a liquid from a bottle into a glass.
A modern building with a glass facade, a car parked in front, and a well-lit entrance area.
A modern interior with a yellow sofa, blue armchair, and a dining area with chairs and a table.
A modern interior with a blue chair, a yellow chair, and a brown sofa. There is a glass door leading to an outdoor area with chairs and plants.

3. Moody smart & comfy Hotel

Moody smart & comfy Hotel
Terranuova Bracciolini
Belgium
Rocco
￥16,829
￥21,725 total
includes taxes & fees
Oct 5 - Oct 6
Moody smart & comfy Hotel
A bedroom with a canopy bed, a bedside table, a chair, a potted plant, and a large mirror.
A modern living room with a white sofa, armchairs, and a coffee table.
A reception area with a wooden ceiling, a reception desk, and seating.
A rustic outdoor setting with a stone building, round tables, and outdoor seating.

4. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
United Kingdom
Samay
￥42,822
￥48,175 total
includes taxes & fees
Oct 6 - Oct 7
Chapter Chianti, a Member of Design Hotels
A buffet with various food items and utensils.
A covered outdoor seating area with wicker furniture and a potted plant.
A hotel entrance with a sign reading "HOTEL il Viandante".
A hotel room with a large bed, bedside tables, a nightstand, a vase with flowers, a tray with pastries, a teapot, and a glass of orange juice.

5. Hotel Il Viandante

Hotel Il Viandante
Terranuova Bracciolini
United States
Michelle
￥13,368
￥18,273 total
includes taxes & fees
Oct 18 - Oct 19
Hotel Il Viandante
A covered outdoor seating area with white chairs and tables, overlooking a scenic landscape with mountains and trees.
A long table set for a formal event, with clear chairs and white tablecloths, under a large chandelier and surrounded by greenery.
An outdoor dining area with long tables set for a meal, surrounded by greenery and trees.
An aerial view of a villa surrounded by lush greenery and rolling hills.

6. Il Verreno

Il Verreno
Ambra
Canada
Minna
￥35,048
￥39,267 total
includes taxes & fees
Oct 14 - Oct 15
Il Verreno
A swimming pool with a stone deck, surrounded by trees and a castle-like building in the background.
A stone building with a garden, tall trees, and a clear blue sky.
A room with a large window offering a view of a hilly landscape. There is a sofa with patterned upholstery and a lamp on a side table.
A restaurant with stone walls and a high ceiling, featuring tables set for dining.

7. Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World
Gaiole in Chianti
United States
Rama
￥52,553
￥59,592 total
includes taxes & fees
Oct 30 - Oct 31
Castello di Spaltenna- Small Luxury Hotels of the World
A hotel room with a bed, a desk with a laptop, a chair, a nightstand, and a view through the window.
A gym with cardio machines, weightlifting equipment, and dumbbells.
A hotel lobby with a reception desk, seating areas, and a dining area.
A hotel with a sign reading "Michelangelo HOTEL".

8. Hotel Michelangelo

Hotel Michelangelo
Terranuova Bracciolini
United States
Sushil
￥15,896
￥18,021 total
includes taxes & fees
Oct 6 - Oct 7
Hotel Michelangelo
A poolside area with a view of a mountainous landscape, a well-manicured lawn, and outdoor seating with umbrellas.
A cozy living room with a fireplace, wooden bookshelves, and a decorative mirror.
An indoor dining area with tables set for two, large windows, and potted plants.
A four-poster bed with a view of the outdoors, a desk with a chair, and a sofa in a room with wooden beams on the ceiling.

9. Villa Sassolini Country Boutique Hotel

Villa Sassolini Country Boutique Hotel
Montevarchi
United Kingdom
Peter
￥34,024
￥37,427 total
includes taxes & fees
Oct 7 - Oct 8
Villa Sassolini Country Boutique Hotel
A historic stone building with multiple windows and a courtyard.
A stone building with outdoor seating and a garden with roses.
A pool area with lounge chairs and a service person attending to a guest.
An outdoor dining area with tables set for two, covered by large umbrellas, and a brick wall in the background.

10. Borgo San Felice Resort

Borgo San Felice Resort
Castelnuovo Berardenga
Canada
Cynthia
￥110,137
￥122,934 total
includes taxes & fees
Oct 25 - Oct 26
Borgo San Felice Resort
A pool area with lounge chairs and umbrellas, surrounded by greenery and a stone building in the background.
A pathway leading to a pool area with lounge chairs and umbrellas.
A stone building with multiple windows and a well-lit entrance.
A stone building with a clear view of a lush green landscape, including trees and a distant mountain range.

11. Le Lappe

Le Lappe
Cavriglia
Canada
William
￥68,224
￥75,404 total
includes taxes & fees
Oct 5 - Oct 6
Le Lappe
A modern interior with a decorative wall, a bed with pillows, and a small table with a lamp.
A hallway with a decorative archway leading to a door, a row of plants on the left, and a wall-mounted lamp on the right.
A spa area with a circular hot tub surrounded by mosaic tiles, a stone bench, and a small table with a bowl and a candle.
A rooftop terrace with outdoor seating, a pergola, and a view of hills.

12. Il Gentiluomo Hotel & SPA

Il Gentiluomo Hotel & SPA
Arezzo
United States
Luis Mauricio
￥11,533
￥13,758 total
includes taxes & fees
Oct 11 - Oct 12
Il Gentiluomo Hotel & SPA
A stone building with multiple windows and a central entrance.
A hotel room with a bed, a yellow armchair, a stone wall, and a window with a lamp.
A narrow stone pathway leading to a stone archway, surrounded by lush greenery and a stone wall.
A dining area with a table set for two, white chairs, and a stone-patterned floor.

13. Fondaco del Moro

Fondaco del Moro
Civitella in Val di Chiana
Canada
Heather
￥10,948
￥12,043 total
includes taxes & fees
Oct 5 - Oct 6
Fondaco del Moro
A stone-walled room with a table set for breakfast, featuring pastries, fruits, and a coffee station.
A poolside area with lounge chairs and umbrellas, surrounded by stone flooring and greenery.
An outdoor dining area with stone walls, tables, and chairs, surrounded by greenery and a stone building in the background.
A bedroom with a large bed, wooden beams, stone wall, and a stone fireplace.

14. Ultimo Mulino Wellness Country Hotel

Ultimo Mulino Wellness Country Hotel
Gaiole in Chianti
Canada
Samantha
￥14,837
￥17,748 total
includes taxes & fees
Oct 21 - Oct 22
Ultimo Mulino Wellness Country Hotel
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.

15. Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
United States
Lisa
￥22,498
￥26,174 total
includes taxes & fees
Oct 29 - Oct 30
Castello di Tornano Wine Resort
A swimming pool with lounge chairs and a person in a patterned dress.
An indoor dining area with tables set for meals, stone walls, and hanging light fixtures.
A stone building with a swimming pool, surrounded by a well-maintained garden and a clear sky.
A person performing a yoga pose in a grassy area with a historic building in the background.

16. Castel Monastero - The Leading Hotels of the World

Castel Monastero - The Leading Hotels of the World
Castelnuovo Berardenga
United Kingdom
G
￥91,675
￥102,626 total
includes taxes & fees
Oct 31 - Nov 1
Castel Monastero - The Leading Hotels of the World
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 pool area with lounge chairs and umbrellas, a large building in the background, and a view of the countryside.
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.

17. Hotel Le Fontanelle

Hotel Le Fontanelle
Castelnuovo Berardenga
United States
Cristina
￥76,873
￥86,344 total
includes taxes & fees
Oct 21 - Oct 22
Hotel Le Fontanelle
A stone building with outdoor seating and a pool in the background.
A bedroom with two beds, a chandelier, a leopard-print chair, and a small table with a vase.
A stone house with a paved driveway and a lawn, surrounded by trees and a white car parked in front.
A dining table set with various foods, including meats, cheeses, and fruits.

18. B&B Country House Poggio del Drago

B&B Country House Poggio del Drago
Civitella in Val di Chiana
United States
Kristen
￥14,977
￥16,475 total
includes taxes & fees
Oct 1 - Oct 2
B&B Country House Poggio del Drago
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.

19. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
Canada
Marissa
￥41,912
￥47,531 total
includes taxes & fees
Oct 28 - Oct 29
Dievole Wine Resort
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 pool surrounded by lush greenery and vineyards, with a stone building in the background.
A stone building with a wooden door, outdoor seating, and a pergola with vines.

20. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
Australia
Glen
￥10,808
￥12,605 total
includes taxes & fees
Oct 19 - Oct 20
Agriturismo San Sano
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Top San Leolino Hotel Reviews

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 17 hours ago
Hotel Athena
La Certosa di Pontignano

La Certosa di Pontignano

10/10 Excellent
"good to stay"
Jinhee 1-night trip
Posted 22 hours ago
La Certosa di Pontignano
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 2 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 3 days ago
Borgo Scopeto Wine & Country Relais
Hu Norcenni Girasole Village

Hu Norcenni Girasole Village

10/10 Excellent
"My family and I had such a great time. Such a kid friendly place and at check in they even had a little playground while you waiting and gave the kids bubbles. So great to be in nature and all of the amenities were lovely. The waterparks that were padded on the ground were genius and we did a family wine tasting which was such a lovely memory. Our stay was so nice with the deck and the grocery store is so affordable for dinners in. Love love love! My toddler played all day and there were so many times we got to relax because they had everything that we wanted or needed right on property."
Maya 4-night trip
Posted 3 days ago
Hu Norcenni Girasole Village
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 3 days ago
Grand Hotel Continental Siena – Starhotels Collezione
Hotel Chiusarelli

Hotel Chiusarelli

10/10 Excellent
"Really enjoyed our stay. Room was spacious and clean. Very nice breakfast and the staff were very kind and helpful."
Scott 2-night trip
Posted 5 days ago
Hotel Chiusarelli
Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel

10/10 Excellent
"Beautiful hotel that is close to a bus line to get into the city. The views and accommodations make this a wonderful place to stay."
Heather 6-night trip
Posted 5 days ago
Villa Ermellina Siena, a Tribute Portfolio Hotel
Castello di Leonina Relais

Castello di Leonina Relais

10/10 Excellent
"Amazing"
Glen 2-night trip
Posted 7 days ago
Castello di Leonina Relais

More cheap stays in San Leolino

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
￥9,124
￥10,928 total
Oct 28 - Oct 29
includes taxes & fees
7.8/10 Good! (258 reviews)
Cannon d'Oro
Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
￥17,712
￥20,375 total
Oct 30 - Oct 31
includes taxes & fees
7.8/10 Good! (442 reviews)
Piccolo Hotel Etruria
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
￥22,940
￥26,126 total
Oct 19 - Oct 20
includes taxes & fees
8.8/10 Excellent! (108 reviews)
Albergo Centrale
Castello di Bossi

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI
￥11,442
￥27,396 total
Oct 20 - Oct 21
includes taxes & fees
Castello di Bossi
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
￥24,254
￥27,572 total
Oct 24 - Oct 25
includes taxes & fees
10/10 Exceptional! (50 reviews)
Torre del Fuggisole
Porta Pispini Residence

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI
Get ratesPorta Pispini Residence

Frequently asked questions

Where is the best place for a stay in San Leolino?
Located 16.4 mi (26.4 km) from the heart of San Leolino, 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 Grand Hotel Continental Siena – Starhotels Collezione. See all available top hotels, or vacation rentals in San Leolino.
What are some of the best vacation rentals that San Leolino has to offer?
Borgo Argiano: This vacation home rental near San Leolino 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 Leolino.
If I need to cancel my hotel reservation in San Leolino, will I receive a refund?
Yes! The majority of hotel reservations are fully refundable as long as you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you booked a non-refundable reservation, you might be able to still cancel and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in San Leolino.
Where can I learn more about changing or cancelling my trip to San Leolino?
For additional details about updating your trip to San Leolino or cancelling it, go to https://www.expedia.com/service/.
What is the best hotel near Peretola Airport (FLR)?
Hotel Cosmopolitan is a popular 4-star hotel featuring free WiFi and a bar. It's located a short 0.7 mi (1.2 km) from Peretola Airport. Other good choices close to the airport are Best Western Plus CHC Florence and Hotel Mirage.
What is staying in San Leolino like?
Visitors to San Leolino are sure to find plenty to explore and enjoy. In San Leolino, there are 2 hotels and other accommodations to choose from. Find out more about San Leolino.
What should I see while I'm in San Leolino?
Places to visit in the wider area include Villa a Sesta Polo Club, Cantalici Winery, and Ganghereto House of Prayer. You'll also find Castle of Brolio and Badia a Coltibuono in the area. Check out what more to see and do in Expedia's San Leolino guide.
What's the weather like in San Leolino?
The hottest months are usually August and July with an average temp of 71°F, while the coldest months are January and February with an average of 42°F. Average annual precipitation for San Leolino is 36 inches.

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