Default HTG hotel image

Find hotels in San Leolino from CA $99

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Sep 30 - Oct 1
Tomorrow
Oct 1 - Oct 2
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Filter by

Star rating

Guest rating

Our top choices for San Leolino hotels

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

1. Hotel Valdarno

Hotel Valdarno
Montevarchi
United States
Emmanuel
CA $163
CA $179 total
includes taxes & fees
Oct 8 - Oct 9
Hotel Valdarno
A hotel room with a bed, a desk with a laptop, a chair, a nightstand, and a view through the window.
A hotel hallway with a polished floor, wooden doors, and a green exit sign.
A hotel with a sign reading "Michelangelo HOTEL".
A hotel lobby with a reception desk, seating areas, and a dining area.

2. Hotel Michelangelo

Hotel Michelangelo
Terranuova Bracciolini
United States
Sushil
CA $143
CA $163 total
includes taxes & fees
Oct 6 - Oct 7
Hotel Michelangelo
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 bar area with a curved counter, a coffee machine, and a variety of bottles and glasses on shelves.

3. Delta Hotel

Delta Hotel
Montevarchi
United States
weixing
CA $164
CA $180 total
includes taxes & fees
Oct 7 - Oct 8
Delta Hotel
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.

4. Hotel Il Viandante

Hotel Il Viandante
Terranuova Bracciolini
United States
Michelle
CA $121
CA $165 total
includes taxes & fees
Oct 18 - Oct 19
Hotel Il Viandante
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.

5. Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
United States
Lisa
CA $203
CA $237 total
includes taxes & fees
Oct 29 - Oct 30
Castello di Tornano Wine Resort
A poolside area with a view of a mountainous landscape, a well-manicured lawn, and outdoor seating with umbrellas.
An indoor dining area with tables set for two, large windows, and potted plants.
An outdoor dining area with tables and chairs, overlooking a scenic view of a coastal town during sunset.
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.

6. Villa Sassolini Country Boutique Hotel

Villa Sassolini Country Boutique Hotel
Montevarchi
United Kingdom
Peter
CA $297
CA $327 total
includes taxes & fees
Oct 16 - Oct 17
Villa Sassolini Country Boutique 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 blue chair, a yellow chair, and a brown sofa. There is a glass door leading to an outdoor area with chairs and plants.
A glass table with a sandwich and a drink, a yellow sofa, and a fireplace with flames.

7. Moody smart & comfy Hotel

Moody smart & comfy Hotel
Terranuova Bracciolini
Belgium
Rocco
CA $152
CA $196 total
includes taxes & fees
Oct 5 - Oct 6
Moody smart & comfy Hotel
A stone staircase leading to a door, surrounded by stone walls and a potted plant with green leaves and purple flowers.
A pool surrounded by lush greenery and vineyards, with a stone building in the background.
A stone building with a window and a light fixture.
A rustic interior with a stone fireplace, wooden beams, and a staircase leading to an upper level.

8. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
Australia
Glen
CA $95
CA $111 total
includes taxes & fees
Oct 18 - Oct 19
Agriturismo San Sano
A covered outdoor seating area with white chairs and tables, overlooking a scenic landscape with mountains and trees.
A poolside area with a swimming pool, lounge chairs, and a grassy lawn.
An outdoor dining area with long tables set for a meal, surrounded by greenery and trees.
A long table set for a formal event, with clear chairs and white tablecloths, under a large chandelier and surrounded by greenery.

9. Il Verreno

Il Verreno
Ambra
Canada
Minna
CA $316
CA $354 total
includes taxes & fees
Oct 12 - Oct 13
Il Verreno
A stone building with multiple windows and a central entrance.
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.
A hotel room with a bed, a yellow armchair, a stone wall, and a window with a lamp.

10. Fondaco del Moro

Fondaco del Moro
Civitella in Val di Chiana
Canada
Heather
CA $99
CA $109 total
includes taxes & fees
Oct 4 - Oct 5
Fondaco del Moro
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 rustic outdoor setting with a stone building, round tables, and outdoor seating.
An aerial view of a rural village with traditional stone buildings, terraced fields, and a prominent villa with a swimming pool.

11. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
United Kingdom
Samay
CA $386
CA $434 total
includes taxes & fees
Oct 6 - Oct 7
Chapter Chianti, a Member of Design Hotels
A stone-walled room with a table set for breakfast, featuring pastries, fruits, and a coffee station.
A bedroom with a large bed, wooden beams, stone wall, and a stone fireplace.
A cozy seating area with two chairs and a table, a stone wall, and a clock on a pedestal.
A poolside area with lounge chairs and umbrellas, surrounded by stone flooring and greenery.

12. Ultimo Mulino Wellness Country Hotel

Ultimo Mulino Wellness Country Hotel
Gaiole in Chianti
Canada
Samantha
CA $134
CA $160 total
includes taxes & fees
Oct 21 - Oct 22
Ultimo Mulino Wellness Country Hotel
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 rooftop terrace with outdoor seating, a pergola, and a view of hills.
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.

13. Il Gentiluomo Hotel & SPA

Il Gentiluomo Hotel & SPA
Arezzo
United States
Luis Mauricio
CA $104
CA $124 total
includes taxes & fees
Oct 5 - Oct 6
Il Gentiluomo Hotel & SPA
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 swimming pool with a breakfast tray of fruits and juice, surrounded by trees and a clear sky.
A stone house with a paved driveway and a lawn, surrounded by trees and a white car parked in front.

14. B&B Country House Poggio del Drago

B&B Country House Poggio del Drago
Civitella in Val di Chiana
United States
Kristen
CA $140
CA $154 total
includes taxes & fees
Oct 11 - Oct 12
B&B Country House Poggio del Drago
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 aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.
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.

15. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
United States
Leslie
CA $139
CA $165 total
includes taxes & fees
Oct 19 - Oct 20
La Certosa di Pontignano
A bedroom with a stone wall, a bed, a nightstand, a window, and a mirror.
An outdoor dining area with tables and chairs, a stone wall, and a wooden ceiling.
A patio area with a gravel path, wooden chairs, and a table. There is a building with a stone wall and a door.
A building with a beige facade, arched windows, and a small balcony.

16. Casale La Gora

Casale La Gora
Figline e Incisa Valdarno
United States
Roberto
CA $140
CA $157 total
includes taxes & fees
Oct 28 - Oct 29
Casale La Gora
A terrace with stone arches, green plants, and a table set for dining with a scenic mountain view.
A stone house with a tiled roof, surrounded by greenery and a gravel path.
A stone building with a balcony, potted plants, and a view of distant hills.
A stone-walled room with a sofa, a coat rack, and a window with curtains.

17. Podere L'Aquila

Podere L'Aquila
Gaiole in Chianti
Canada
Heather
CA $227
CA $648 total
includes taxes & fees
Oct 7 - Oct 8
Podere L'Aquila
A dining area with tables set for meals, chairs, and a window with a view.
A neatly arranged bedroom with a bed, bedside tables, a lamp, a wall-mounted clock, and a basket.
A bed with a plaid bedspread, a metal headboard, and two wall-mounted lamps.
A bedroom with a bed, bedside tables, a wall-mounted shelf, and a door.

18. Boutique Hotel Fox's Inn

Boutique Hotel Fox's Inn
San Giustino Valdarno
CA $117
CA $128 total
includes taxes & fees
Oct 6 - Oct 7
Boutique Hotel Fox's Inn
An indoor courtyard with stone flooring, arched columns, and tables set up for dining.
A modern reception area with a stone counter, a sign for SPA VILLA CASAGRANDE, and a staircase leading to a glass door.
A modern spa area with a wooden sauna, a glass-enclosed shower, and a marble-floored pool.
An indoor swimming pool with clear glass walls, wooden beams, and large windows.

19. Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
Figline e Incisa Valdarno
United States
Ana
CA $173
CA $194 total
includes taxes & fees
Oct 30 - Oct 31
Villa Casagrande Resort & SPA
A modern interior with a piano, dining area, and a large decorative animal statue.
A hotel gym with stationary bikes, a treadmill, and dumbbells.
A reception desk with a modern design, a flat-screen TV, and a glass partition.
A hotel room with a large bed, two bedside tables, a desk, a chair, and a window with curtains.

20. B&B Hotel Arezzo

B&B Hotel Arezzo
Arezzo
Italy
Marco
CA $96
CA $115 total
includes taxes & fees
Oct 16 - Oct 17
B&B Hotel Arezzo
View all properties
Save an average of 15% on thousands of hotels when you're signed in

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 18 hours ago
Hotel Athena
La Certosa di Pontignano

La Certosa di Pontignano

10/10 Excellent
"good to stay"
Jinhee 1-night trip
Posted 1 day 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
CA $82
CA $99 total
Oct 25 - Oct 26
includes taxes & fees
7.8/10 Good! (258 reviews)
Cannon d'Oro
Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
CA $176
CA $201 total
Oct 1 - Oct 2
includes taxes & fees
7.8/10 Good! (442 reviews)
Piccolo Hotel Etruria
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
CA $207
CA $236 total
Oct 19 - Oct 20
includes taxes & fees
8.8/10 Excellent! (108 reviews)
Albergo Centrale
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
CA $219
CA $249 total
Oct 24 - Oct 25
includes taxes & fees
10/10 Exceptional! (50 reviews)
Torre del Fuggisole
Castello di Bossi

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI
CA $117
CA $263 total
Oct 19 - Oct 20
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

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 $99 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.

Explore a world of travel with Expedia