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Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29

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Our top choices for San Leolino hotels

A spacious lobby with a reception desk, seating area, and a large vase.

1. Hotel Valdarno

Hotel Valdarno
4.0 star property
Montevarchi
8.8 out of 10, Excellent, (221 reviews)
"Clean hôtel, Nice breakfast, spacious rooms"
United States
Emmanuel
The price is CA $159
CA $175 total
includes taxes & fees
Nov 23 - Nov 24
Hotel Valdarno
A staircase with a modern design, featuring a combination of stone steps and a carpeted landing.

2. Delta Hotel

Delta Hotel
3.0 star property
Montevarchi
8.4 out of 10, Very good, (173 reviews)
"Very friendly staff and services. We really the stay with this hotel."
United States
weixing
The price is CA $169
CA $186 total
includes taxes & fees
Nov 16 - Nov 17
Delta Hotel
A person pouring a liquid from a bottle into a glass.

3. Moody smart & comfy Hotel

Moody smart & comfy Hotel
3.0 star property
Terranuova Bracciolini
9.6 out of 10, Exceptional, (13 reviews)
"Alles was perfect!"
Belgium
Rocco
The price is CA $137
CA $179 total
includes taxes & fees
Nov 20 - Nov 21
Moody smart & comfy Hotel
A buffet with various food items and utensils.

4. Hotel Il Viandante

Hotel Il Viandante
3.0 star property
Terranuova Bracciolini
9.2 out of 10, Wonderful, (173 reviews)
"I always stay here when in town. The staff are lovely. The hotel is cozy. And the breakfast is the best you will find!"
United States
jessica
The price is CA $128
CA $172 total
includes taxes & fees
Nov 22 - Nov 23
Hotel Il Viandante
A stone building with multiple windows and a central entrance.

5. Fondaco del Moro

Fondaco del Moro
Civitella in Val di Chiana
9.6 out of 10, Exceptional, (64 reviews)
"Beautiful setting, felt like we were staying in a castle! The beds were comfortable and the property was amazing. Highly recommend this place."
Canada
Heather
The price is CA $90
CA $99 total
includes taxes & fees
Nov 23 - Nov 24
Fondaco del Moro
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.

6. La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (582 reviews)
"Great location amazing place"
United States
Rodolfo
The price is CA $93
CA $114 total
includes taxes & fees
Dec 15 - Dec 16
La Certosa di Pontignano - Place of Charme
A modern interior with a decorative wall, a bed with pillows, and a small table with a lamp.

7. Il Gentiluomo Hotel & SPA

Il Gentiluomo Hotel & SPA
4.0 star property
Arezzo
8.6 out of 10, Excellent, (183 reviews)
"Breakfast great , staff great "
United States
Luis Mauricio
The price is CA $98
CA $117 total
includes taxes & fees
Dec 16 - Dec 17
Il Gentiluomo Hotel & SPA
A stone building with outdoor seating and a pool in the background.

8. B&B Country House Poggio del Drago

B&B Country House Poggio del Drago
Civitella in Val di Chiana
9.8 out of 10, Exceptional, (66 reviews)
"Stunning location! I wish we had been able to stay another night and spend a day by the beautiful pool. The drive to Arezzo was short, which allowed for exploring and dinner in the old part of the city!"
United States
Kristen
The price is CA $137
CA $151 total
includes taxes & fees
Nov 22 - Nov 23
B&B Country House Poggio del Drago
A courtyard with stone flooring, arched walkways, and a central fountain.

9. Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
4.0 star property
Figline e Incisa Valdarno
9.2 out of 10, Wonderful, (415 reviews)
"Restaurant was great. Towels have too much use"
United States
Ana
The price is CA $138
CA $155 total
includes taxes & fees
Dec 13 - Dec 14
Villa Casagrande Resort & SPA
A spa area with a stone ceiling, a pool, and two sun loungers.

10. Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (198 reviews)
"Great stay!"
United States
Afeefa
The price is CA $102
CA $122 total
includes taxes & fees
Dec 1 - Dec 2
Hotel Palazzo San niccolò & Spa
A large, two-story building with a symmetrical facade, a central entrance, and evenly spaced windows.

11. Hotel Le Capanne

Hotel Le Capanne
3.0 star property
Arezzo
9.4 out of 10, Exceptional, (67 reviews)
"Nice place to stay."
United States
Ronilynn
The price is CA $148
CA $173 total
includes taxes & fees
Nov 30 - Dec 1
Hotel Le Capanne
A bedroom with a stone wall, a bed, a nightstand, a window, and a mirror.

12. Casale La Gora

Casale La Gora
Figline e Incisa Valdarno
9.6 out of 10, Exceptional, (30 reviews)
"The property was very clean and very nice and the breakfast was really good"
United States
Roberto
The price is CA $108
CA $122 total
includes taxes & fees
Dec 1 - Dec 2
Casale La Gora
A spa area with stone walls, a white massage chair, and a potted plant.

13. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (308 reviews)
"Very helpful and friendly staff, beautiful and spacious room, and wonderful location in the most lovely town in Tuscany. We loved our stay!"
Canada
Elizabeth
The price is CA $149
CA $174 total
includes taxes & fees
Dec 1 - Dec 2
Palazzo Leopoldo Dimora Storica & Spa
A modern interior with a piano, dining area, and a large decorative animal statue.

14. B&B Hotel Arezzo

B&B Hotel Arezzo
3.0 star property
Arezzo
8.4 out of 10, Very good, (376 reviews)
"Hotel is clean. Well equiped staff are helpful. A bit out of town but everything else is good."
France
fabio
The price is CA $106
CA $126 total
includes taxes & fees
Dec 15 - Dec 16
B&B Hotel Arezzo
A modern lobby with a bar area, seating, and a large window.

15. Hotel Toscana

Hotel Toscana
3.0 star property
Figline e Incisa Valdarno
9.0 out of 10, Wonderful, (31 reviews)
"Receptionist Franscisca was very nice. Breakfast was ok. Sabrina was excellent! Very kind. Shower was great, but room a little small. Parking space was excellent!"
United States
Anonymous traveller
The price is CA $179
CA $200 total
includes taxes & fees
Nov 16 - Nov 17
Hotel Toscana
A terrace with multiple sun loungers and a scenic view of green fields and hills.

16. Precise House Montaperti Siena

Precise House Montaperti Siena
4.0 star property
Asciano
8.4 out of 10, Very good, (623 reviews)
"Superb breakfast, staff excellent, facilities great."
United Kingdom
ben
The price is CA $130
CA $153 total
includes taxes & fees
Dec 15 - Dec 16
Precise House Montaperti Siena
A pathway lined with trees and a large pot in the center.

17. Villa Montarioso

Villa Montarioso
Montarioso
8.8 out of 10, Excellent, (144 reviews)
"One of the best places during our stay in italy"
Canada
Michael
The price is CA $115
CA $134 total
includes taxes & fees
Nov 22 - Nov 23
Villa Montarioso
A spacious breakfast room with a modern design, featuring a herringbone floor pattern, comfortable seating, and a staircase leading to other areas.

18. Hotel Minerva

Hotel Minerva
4.0 star property
Arezzo
8.8 out of 10, Excellent, (587 reviews)
"Very good restaurant. Mattresses could be more comfortable and rooms are not soundproofed, but we would come back because it is a good hotel, excellent breakfast and big rooms."
United States
Fabienne
The price is CA $129
CA $151 total
includes taxes & fees
Dec 13 - Dec 14
Hotel Minerva
An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.

19. Hotel Casafrassi

Hotel Casafrassi
4.0 star property
Castellina in Chianti
8.2 out of 10, Very good, (249 reviews)
"Absolutely loved our stay here. The property is beautiful and the staff are lovely. The best value stay we had on our Italy trip. Can hear the horses whilst lying by the pool and the house has a very friendly ginger cat too!"
United Kingdom
Stuart
The price is CA $79
CA $97 total
includes taxes & fees
Dec 16 - Dec 17
Hotel Casafrassi
A table set for dining with a scenic view of rolling hills and distant mountains.

20. Castello di Leonina Relais

Castello di Leonina Relais
4.0 star property
Asciano
9.2 out of 10, Wonderful, (168 reviews)
"Beautiful place, great food, easy to access location! Loved our stay!"
United States
Brooke
The price is CA $95
CA $114 total
includes taxes & fees
Dec 3 - Dec 4
Castello di Leonina Relais
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top San Leolino Hotel Reviews

Hotel Athena

Hotel Athena

10/10 Excellent
"Staff are very friendly and helpful. We appreciated the valet parking at no extra charge. Great location and stunning views from the terrace bar. The staff made it one of the best hotels we have stayed at in a very long time. Good value for the price."
Nancy 3-night trip
Posted 5 days ago
Hotel Athena

More cheap stays in San Leolino

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
The price is CA $63 per night from Dec 10 to Dec 11
CA $63
CA $74 total
Dec 10 - Dec 11
includes taxes & fees
7.8/10 Good! (261 reviews)

Frequently asked questions

What is the best area to stay in San Leolino?
When visiting San Leolino, the best area to stay is within the hamlet itself or in the immediately surrounding countryside, particularly towards the charming town of Castellina in Chianti.

The hamlet of San Leolino itself is very small, centred around its historic Romanesque church, Pieve di San Leolino. Staying directly within the hamlet or in a nearby villa allows for a truly tranquil experience, surrounded by rolling vineyards and olive groves. It's a place where you can enjoy the quiet beauty of the Tuscan landscape, often with stunning views across the valley.

Couples seeking a romantic and peaceful escape will find the immediate vicinity of San Leolino perfect. Many accommodations here are renovated farmhouses or boutique properties that offer privacy, beautiful scenery, and opportunities for wine tasting at nearby vineyards. You'll often find properties with private pools and terraces, ideal for enjoying a glass of Chianti while watching the sunset.

Families might prefer staying in a villa or agriturismo slightly closer to Castellina in Chianti, which is just a short drive away. This offers the same peaceful setting but with easier access to amenities like grocery shops, restaurants, and a few local artisan stores in Castellina's historic centre.
When is the best time to go to San Leolino?
The best times to visit San Leolino are typically in the spring (April to early June) and autumn (September to October) when the weather is pleasant and the region is less crowded.

For those looking for comfortable temperatures for exploring the Tuscan countryside, spring offers mild weather, often with blooming wildflowers. The days are generally sunny without being overly hot, making it ideal for walking through vineyards or visiting nearby towns like Siena or Florence. You'll also find fewer tourists compared to the peak summer months.

Autumn provides a similar experience with comfortable temperatures, and it's also harvest season. This is a lovely time for food and wine enthusiasts, as many local farms and vineyards offer special experiences.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in San Leolino.
How much is the nightly rate at a San Leolino hotel?
Prices for hotels in San Leolino often vary, but you can find a great deal from CA $74 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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