Hotels in Monticiano

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Where to stay in Monticiano?

A serene infinity pool with lounge chairs and umbrellas, surrounded by natural scenery and a clear view of distant mountains.

A cozy living room with a fireplace, elegant furniture, and a chandelier.

A rustic dining area with brick walls, hanging plants, and candle-lit tables.

A rustic interior with a chandelier, wooden furniture, and large windows offering a view of the outdoors.

Borgo Santo Pietro

Chiusdino

$1,374

$1,523 total

includes taxes & fees

Sep 9 - Sep 10

A pool with a modern water feature and a stone structure.

A buffet table with various desserts and a long dining area with tables and chairs.

A wicker dining table set with breakfast items, a vase of flowers, and a scenic view.

An indoor swimming pool with clear glass walls, a tiled floor, and a stone wall with a mosaic pattern.

Mercure Petriolo Siena Terme Spa Hotel

Civitella Paganico

$92

$101 total

includes taxes & fees

Sep 15 - Sep 16

A stone building with a tiled roof, a paved pathway, and a well-maintained garden.

A stone building with a pool, lounge chairs, and a garden with flowers.

A stone building with a wooden deck and white lounge chairs.

A dining area with white tables and chairs, a large mirror, and a wine bottle on one table.

Podere Brizio

Montalcino

$265

$301 total

includes taxes & fees

Sep 13 - Sep 14

A table with a glass of white wine, a metal pitcher, and a wooden board with various cheeses and cured meats.

A kitchen with a buffet setup, including a variety of food items and glassware.

A hotel room with a bed, a sofa, a table with a vase of flowers, a TV, and a window with a view.

A hotel room with a large bed, a bedside table, a lamp, a window with curtains, and a view of greenery outside.

SI Montalcino Hotel

Montalcino

$108

$145 total

includes taxes & fees

Sep 29 - Sep 30

A pathway lined with trees and a large pot in the center.

A breakfast buffet with pastries and a coffee machine.

A white building with a tiled roof, surrounded by lush greenery and a hilly landscape.

A stone pathway leading to a wooden deck with a railing, surrounded by lush greenery and tall trees.

Villa Montarioso

Montarioso

$84

$98 total

includes taxes & fees

Oct 8 - Oct 9

A poolside area with lounge chairs, a table with drinks, and a view of hills.

A room with a large window, a door, and a view of a landscape.

An open door leading to a patio with a view of the countryside, a table with plants, and a television on a wooden cabinet.

A four-poster bed with a bench, stone flooring, and a stone wall.

Capanna Suites

Montalcino

$467

$525 total

includes taxes & fees

Oct 9 - Oct 10

A well-maintained garden with a large urn, neatly trimmed hedges, and a building with warm lighting in the background.

A swimming pool with lounge chairs and a pergola, surrounded by a garden and a building with a tiled roof.

A well-lit outdoor bar area with a wooden structure, surrounded by lush greenery and stone pathways.

A breakfast buffet with various pastries, fruits, and beverages.

Villa Sabolini

Colle di Val d'Elsa

$155

$175 total

includes taxes & fees

Oct 6 - Oct 7

A stone building with a stone staircase, surrounded by lush greenery and a stone pathway.

An outdoor patio with stone walls, green cushioned seating, a table with chairs, and a decorative umbrella.

A stone building with a swimming pool, white lounge chairs, and a white umbrella.

A spacious living area with leather armchairs, a wooden cabinet with glass doors, and a red carpet.

Le Ragnaie

Montalcino

$157

$184 total

includes taxes & fees

Sep 20 - Sep 21

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 restaurant setting with wooden chairs, a white tablecloth, and a waiter attending to a table.

An interior corridor with arches, columns, and a brick wall.

La Certosa di Pontignano

Castelnuovo Berardenga

$138

$161 total

includes taxes & fees

Sep 30 - Oct 1

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.

An outdoor patio with stone flooring, a table with chairs, and potted plants.

Hotel Borgo San Luigi

Monteriggioni

$181

$207 total

includes taxes & fees

Sep 9 - Sep 10

A bedroom with a bed, a chair, a table, and a stone wall.

An underground wine cellar with brick walls, wooden tables, and chairs.

An outdoor patio with stone walls, a pergola, and a table set for dining.

A piano with sheet music, an easel with a drawing, and a wine bottle in a stone-walled room.

Dimora delle Muse

Montalcino

$221

$252 total

includes taxes & fees

Sep 18 - Sep 19

A spa area with a stone wall, wooden beams, a large window with a view, and a hot tub.

A landscaped garden with neatly trimmed bushes, a stone pathway, and umbrellas.

A stone house with a covered patio, a stone pathway, and well-maintained landscaping.

A pool surrounded by manicured gardens and vineyards, with a clear view of rolling hills in the background.

Mastrojanni Relais - Small Luxury Hotels of the World

Montalcino

$431

$485 total

includes taxes & fees

Oct 5 - Oct 6

A modern building with a sign reading "Palace Hotel."

A modern building entrance with a glass door reflecting a parking lot and trees.

A red building with a reception sign, a bicycle, potted plants, and luggage.

Palace Hotel Due Ponti

Due Ponti

$94

$109 total

includes taxes & fees

Sep 9 - Sep 10

An aerial view of a historic town with stone buildings, a prominent church, and a castle-like structure with a sign reading "Castello di Monteverde."

A room with a wooden bench, potted plants, framed artwork, and a view of the outside.

A stone building with a brick archway and a tall cypress tree in front.

An aerial view of a two-story stone building with a swimming pool in the foreground.

Hotel Vecchia Oliviera

Montalcino

$183

$210 total

includes taxes & fees

Sep 21 - Sep 22

A table set for dining with a scenic view of rolling hills and distant mountains.

A brick building with a large arched entrance, a metal gate, and a wooden door.

An aerial view of a property with a swimming pool, surrounded by trees and a view of the countryside.

A courtyard with brick buildings, a column, and potted plants.

Castello di Leonina Relais

Asciano

$203

$231 total

includes taxes & fees

Oct 4 - Oct 5

A table set for breakfast with a scenic view of hills and a cloudy sky.

An open wooden door leading to a courtyard with potted plants and a view of buildings in the background.

A breakfast buffet with various food items and beverages, set in a room with arched ceilings and yellow walls.

An arched entrance with a brick pathway leading to a building, surrounded by lush greenery and purple flowering vines.

Palazzo di Valli

Siena

$177

$200 total

includes taxes & fees

Sep 13 - Sep 14

A pool with a stone wall, a view of the countryside, and a building with a tiled roof.

A hotel with a classic facade, multiple windows with shutters, and a sign indicating it is the "Hotel dei Capitani."

A buffet setup with various food items, a coffee station, and a counter with beverages.

A terrace with outdoor seating, a view of the landscape, and a building with large windows.

Hotel Dei Capitani

Montalcino

$160

$185 total

includes taxes & fees

Sep 29 - Sep 30

A hotel with a courtyard featuring sun loungers and a covered seating area.

A room with a checkered floor, a patterned sofa, and a wall with framed portraits.

A hotel room with a bed, a bedside table, and a window with curtains.

A city skyline with buildings silhouetted against a hazy sky.

Hotel Palazzo dei Priori

Siena

$88

$113 total

includes taxes & fees

Sep 27 - Sep 28

A buffet with various food items and a bottle of olive oil.

A modern reception area with a curved counter, pendant lighting, a plant, and a magazine rack.

A conference room with a long table, blue chairs, a whiteboard, and a projector screen.

A hotel entrance with a glass door, a metal frame, and a light fixture above.

Best Western Hotel San Marco

Siena

$132

$151 total

includes taxes & fees

Oct 4 - Oct 5

A bed with white bedding and a decorative headboard with a floral pattern.

An aerial view of a historic building with a central tower, surrounded by lush greenery and a swimming pool.

A courtyard with a stone building featuring a bell tower, outdoor seating, and greenery.

A covered outdoor seating area with benches and tables, a pathway, and a view of a garden and pool.

Hotel Certosa Di Maggiano

Siena

$485

$545 total

includes taxes & fees

Sep 23 - Sep 24

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Go beyond your typical stay in Monticiano

Pet friendly

Apartment

Apart hotel

Spa

Pool

Hot tub

Family friendly

Farm

Learn more about Monticiano

The region around Monticiano is home to attractions such as Val di Merse and Abbazia di San Galgano. Visitors speak highly of this welcoming city's restaurants and rural setting.

See all hotels in Monticiano

A stone building with green shutters, a staircase, and a potted plant.

Check out reviews of Monticiano hotels guests love

Villa Scacciapensieri Boutique Hotel

10/10 Excellent

"Beautiful property, amazing views"

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent

"All the staff in the hotel were very helpful and we would like to stay there again."

Hotel Chiusarelli

10/10 Excellent

"Great location. Wonderful staff, very helpful and polite."

Hotel Borgo San Luigi

10/10 Excellent

"Had an incredible stay here! It was so beautiful and peaceful, the staff was also amazing and super helpful."

Hotel Athena

10/10 Excellent

"Clean, well located, friendly staff, wonderful views"

Borgo San Felice Resort

10/10 Excellent

"An unforgettable stay in Tuscany!** Our stay at Borgo San Felice was truly incredible from beginning to end. From the moment our private driver picked us up at the train station and brought us through the beautiful Tuscan countryside to the resort, everything felt seamless and special. The property itself is absolutely breathtaking pictures truly don’t do it justice. We enjoyed dinner on the property, a wonderful couples massage, a private wine tour and tasting, and a relaxing pool day. We especially loved the live piano music in the evenings; it added such a romantic and elegant touch to the entire experience. The service was one of the highlights of our stay. A special shout-out to **Herman at the pool**, who was always attentive and completely on point with everything we needed. We also had an amazing experience at **Poggio Rosso**, where **Matia provided top-notch service** and made our Michelin-starred dinner feel even more memorable. Every detail from the beautiful grounds and peaceful atmosphere to the food, wine, spa, and exceptional hospitality—made our time here unforgettable. Borgo San Felice gave us exactly the Tuscany experience we were hoping for and more. We absolutely loved our stay and would return in a heartbeat. Highly recommend! 🇮🇹🍷✨"

L'Orto delle Terme

10/10 Excellent

"Great hotel in a beautiful area - rooms could use some upgrade but great thermal spa"

Dievole Wine Resort

10/10 Excellent

"Amazing hotel with the most unreal views. Staff were super friendly. Would definitely recommend!"

Palazzo Ravizza

8/10 Good

"Great view from our room, lovely courtyard, nice staff. Tricky if you’re driving."

Frequently asked questions

What hotels do travelers recommend in Monticiano?

Guests like Mercure Petriolo Siena Terme Spa Hotel and Borgo Santo Pietro.

Can I book refundable accommodations in Monticiano?

If you want the flexibility to change your plans to Monticiano, most properties offer refundable* bookable rates. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.

Where can I stay in Monticiano if I want a vacation rental instead of a traditional hotel?

If you're looking for a good alternative to a hotel, browse our selection of 18 vacation homes. You can also book one of 15 apartments or 10 villas.

What will the weather in Monticiano be like during my vacation?

August and July are typically the warmest months in Monticiano when the average temp is 72°F. January and February are the coldest months when the average temperature is 44°F. November and October are the months with the most rain.

Why should I book my Monticiano accommodation with Hotels.com?

There are lots of reasons to book your Monticiano trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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