Montalcino Holiday Rentals, Tuscany: Private House Rentals

A historic tower with arches and a bell, surrounded by traditional buildings with tiled roofs and satellite dishes.

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Our top choices for Montalcino hotels

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."

An outdoor patio with terracotta-tiled flooring, metal tables and chairs, potted plants, and a view of the sea.

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

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

1. Hotel Vecchia Oliviera

Montalcino

Roy

4.419.713 ₫

5.103.109 ₫ total

includes taxes & fees

11 Oct - 12 Oct

A dining table with a bottle of wine, two wine glasses, a candle, and a vase with flowers.

A narrow hallway with a wooden ceiling, a wicker chair, a small table with a vase of flowers, and a window with shutters.

A bedroom with a bed, a desk, a chair, a window with a view, and a wall clock.

A buffet with various food items and condiments.

2. B&B Le Scalette di Piazza

Montalcino

François

3.506.086 ₫

3.977.467 ₫ total

includes taxes & fees

20 Sept - 21 Sept

A person relaxing in a hot tub with a view of a vineyard and mountains in the background.

A picnic setup with blankets and cushions on a gravel surface, surrounded by cypress trees and a sunset in the background.

A pathway flanked by tall, narrow trees leading to a stone building with an arched entrance.

A dining area with a wooden table set for a meal, a fireplace, and a painting on the wall.

3. Villa Le Prata - Residenza del Vescovo

Montalcino

Jeffery

15.177.180 ₫

16.997.107 ₫ total

includes taxes & fees

11 Sept - 12 Sept

A restaurant with tables and wicker chairs, large windows, and a view of buildings and greenery.

A wine tasting room with a marble bar, wine bottles, glasses, wicker furniture, and a view of the sea through a large arched window.

A multi-story building with a central entrance, large windows with shutters, and a paved courtyard.

A courtyard with outdoor seating, a building with multiple windows, and a stone wall.

4. Palazzo Saloni

Montalcino

BRIAN

10.127.685 ₫

11.442.234 ₫ total

includes taxes & fees

12 Sept - 13 Sept

A stone-walled corridor with a wooden floor, a red flag, and a view into a courtyard.

A room with a large window, wooden floor, and a bed with a blue blanket.

A bedroom with a bed, a view of a village through a window, and a wooden ceiling.

A stone building with a tiled patio, wicker furniture, and potted plants.

5. PALAZZO DEL CARDINALE

Montalcino

Ronny P

3.059.873 ₫

3.486.573 ₫ total

includes taxes & fees

11 Sept - 12 Sept

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 bedroom with a large bed, wooden beams on the ceiling, a nightstand with a lamp, and framed pictures on the wall.

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

6. Le Ragnaie

Montalcino

Douglas

3.827.126 ₫

4.511.619 ₫ total

includes taxes & fees

24 Sept - 25 Sept

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

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

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

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

7. Hotel Dei Capitani

Montalcino

Frankie

4.148.111 ₫

4.804.346 ₫ total

includes taxes & fees

29 Sept - 30 Sept

A poolside area with two lounge chairs and a woven ottoman.

A stone building with a tiled roof, surrounded by greenery and a stone wall.

A view through a window with a stone wall and gravel ground, overlooking a landscape with fields and distant hills.

A garden with red flowers, a pool area with lounge chairs, and a stone wall.

8. Il Burellino Wine & Resort

Montalcino

Stephanie

5.792.677 ₫

6.613.520 ₫ total

includes taxes & fees

8 Oct - 9 Oct

A hot tub with a view of a historic building and mountains.

A bedroom with a large window overlooking a castle, a bed, and a mirror on the wall.

A brick-walled bar with wooden shelves stocked with bottles, tables, and chairs.

A staircase with stone steps leading to a room with a large window, wooden beams on the ceiling, and a stone wall.

9. Drogheria & Locanda Franci

Montalcino

Martin

5.185.163 ₫

6.005.460 ₫ total

includes taxes & fees

14 Sept - 15 Sept

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

A poolside area with lounge chairs, a table with wine glasses and a bottle, and a view of a mountainous landscape.

10. SI Montalcino Hotel

Montalcino

Sam

2.796.545 ₫

3.770.294 ₫ total

includes taxes & fees

29 Sept - 30 Sept

A stone building with multiple windows and a sloped roof, illuminated by exterior lights.

A cozy bedroom with a wooden bed, a nightstand with a lamp, a dresser, a chair, and a small table with a floral tablecloth.

A stone building with a gravel driveway and a small tree in the foreground.

A cozy living room with leather sofas, a dining table with fruit, and a view of a garden through an open archway.

11. Agriturismo La casella

Montalcino

Bodil

4.222.184 ₫

4.885.827 ₫ total

includes taxes & fees

7 Oct - 8 Oct

A room with a bed, a chair, a view through an open window, and a white dresser with bottles and glasses.

A view from a window overlooking a rural landscape with fields and distant hills.

A stone building with the name "Albergoggiardino" above the entrance. Inside, there is a chandelier, a clock, and a blue chair.

A courtyard with a stone wall, a small pond, and a waterfall. There are trees and plants around, and a building in the background.

12. Albergo Giardino

Montalcino

Norma

2.856.764 ₫

3.383.865 ₫ total

includes taxes & fees

18 Sept - 19 Sept

An outdoor dining area with white tables and chairs, a white canopy, and a view of a hillside with trees and a building in the background.

A spacious living room with a white sofa, wooden dining table, and chairs. There is a staircase with a view of the outdoors.

A traditional stone building with a garden in front, surrounded by other stone buildings.

A bright, modern bathroom with a large mirror, a towel rack, and a sink.

13. B&B Porta Castellana

Montalcino

Diane

5.394.930 ₫

6.175.938 ₫ total

includes taxes & fees

25 Sept - 26 Sept

A swimming pool with a stone wall and a bench, surrounded by lights.

A stone building with a central courtyard, arched doorways, and a staircase leading to an upper level.

An outdoor patio with a stone wall, metal chairs, and a table.

A four-poster bed with a canopy, a wooden wardrobe, and a chandelier.

14. Cordella in Montalcino Wine Resort

Montalcino

Marcelo

2.148.129 ₫

2.483.654 ₫ total

includes taxes & fees

4 Oct - 5 Oct

A pool with a wooden deck and lounge chairs, surrounded by trees and hills in the background.

An aerial view of a property with a main building, a swimming pool, and surrounding green fields.

A table with a bottle of Brunello di Montalcino wine, a plate of food, and a bowl of bread.

A rustic interior with a brick fireplace, wooden beams, and a bar area.

15. Fattoria Pieve a Salti

Montalcino

Marko

3.654.288 ₫

4.140.429 ₫ total

includes taxes & fees

11 Sept - 12 Sept

A wooden door with a metal handle, a brick archway, a staircase, and a flower pot on the wall.

A spacious kitchen with wooden beams, a dining table with chairs, and a wooden cabinet.

A traditional kitchen with wooden cabinets, a dining table, and a window providing natural light.

A narrow hallway with wooden doors on either side, leading to a room with a tiled floor and a window with curtains.

16. Idolina Guest House

Montalcino

Bradley

3.491.075 ₫

4.081.949 ₫ total

includes taxes & fees

13 Sept - 14 Sept

A stone wall with a view of rolling hills and mountains.

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

A large stone castle with multiple towers, surrounded by vineyards and cypress trees.

A courtyard with stone buildings, potted plants, and outdoor seating.

17. Castello Banfi - Il Borgo - Relais et Chateaux

Montalcino

Jason

40.603.060 ₫

44.965.298 ₫ total

includes taxes & fees

2 Oct - 3 Oct

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

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

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

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

18. Dimora delle Muse

Montalcino

Bradley N.

5.733.830 ₫

6.548.637 ₫ total

includes taxes & fees

11 Sept - 12 Sept

A patio with a table and chairs, a bottle of wine, and a glass of red wine. The patio overlooks a scenic landscape with rolling hills and a distant building.

A room with a large ornate mirror, a lamp, and a vase with flowers.

A view through a brick archway of a green field with trees and a fence.

A bedroom with a brick archway, a wooden bed, a dresser, and a sliding glass door leading to a balcony.

19. Cordella in Valdorcia Truffle & Olive Oil Resort - Podere Borgasso

Montalcino

Ilaria

1.950.600 ₫

2.266.372 ₫ total

includes taxes & fees

9 Oct - 10 Oct

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

A picnic setup with a basket, blanket, pillows, and food items on a grassy area with a hilly landscape in the background.

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

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

20. Mastrojanni Relais - Small Luxury Hotels of the World

Montalcino

Laura

12.559.502 ₫

14.117.294 ₫ total

includes taxes & fees

5 Oct - 6 Oct

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Stay near popular Montalcino attractions

Castello Banfi

9.4/10 (51 reviews)

This medieval estate blends Tuscan tradition with world-renowned winemaking excellence. Sample award-winning Brunello di Montalcino while overlooking rolling vineyards from the restored 18th-century village.

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Fortress of Montalcino

9.2/10 (54 reviews)

This pentagonal medieval stronghold was the final bastion of Siena's resistance against Medici conquest. Climb its historic ramparts for panoramic Tuscan views before sampling Brunello wines at the fortress enoteca.

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Tenuta Greppo Franco Biondi Santi

8.6/10 (8 reviews)

Birthplace of Italy's prestigious Brunello di Montalcino wine, Tenuta Greppo has defined excellence since 1888. Tour the historic cellars and vineyards where the Biondi-Santi family's winemaking traditions thrive.

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Abbazia di Sant'Antimo

9.6/10 (111 reviews)

This medieval Romanesque abbey offers a serene glimpse into monastic life amid Tuscan olive groves. Explore the intricate stone carvings and listen for occasional Gregorian chants echoing through its ancient walls.

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Castiglion del Bosco Winery

9.6/10 (5 reviews)

This historic estate, a founding consortium member, produces Italy's finest Brunello di Montalcino wines. Tour the vineyard and cellars before savouring wine pairings with local cheeses amid the Tuscan countryside.

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Poggio Antico

9.6/10 (7 reviews)

Perched at one of Montalcino's highest elevations, Poggio Antico produces exceptional Brunello wines in a stunning Tuscan setting. Tour the vineyards and cellar, then sample their distinguished vintages.

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Capanna of Cencioni

10.0/10 (10 reviews)

This family-run Tuscan winery crafts prestigious Brunello di Montalcino wines using traditional methods since 1957. Tour their hillside vineyards and cellars, then enjoy tastings paired with local delicacies.

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Civic and Diocesan Museum of Sacred Art of Montalcino

9.4/10 (6 reviews)

This intimate museum houses medieval treasures from Sienese masters like Simone Martini in a 13th-century convent. Admire gold-ground paintings and wooden sculptures that showcase Tuscany's sacred art heritage.

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Learn more about Montalcino

Medieval stone walls surround this hilltop town where Brunello wine tastings await in historic cellars beneath the fortress. Climb the Torre del Palazzo Comunale for valley views, then sample local pecorino cheese and honey at shops along the narrow lanes.

See all hotels in Montalcino

A wooden sign with grape illustrations and the text "Grapho blu" against a backdrop of a historic building and a scenic view.

Top Montalcino Hotel Reviews

Hotel Athena

8/10 Good

"Overall okay hotel. It’s meant more to come in during the morning while explore and out all day. Rooms are small and you can hear everything that’s going on in the hallway and in othe rooms (e.g., crying baby at 3am). Reception staff (Simone) was helpful and bartender (Lucas) was super nice. View in the terrace is good and peaceful but can’t be use if too close to dinner time."

Drogheria & Locanda Franci

10/10 Excellent

"Charming property with amazing rooms. Great A/C. Bathroom was gorgeous. Loved the location. Free table service breakfast every morning - full menu. Perfect and would stay again!"

Castello di Velona Resort Thermal SPA & Winery

8/10 Good

"Staying here was a wonderful and truly unique experience. The only reason I’m giving it 4 stars instead of 5 was because of the challenges we had with the air conditioning in our room. That said, the staff really did make an effort to find a workaround for us. While it wasn’t a perfect solution, it definitely helped, and we appreciated how responsive and accommodating they were. The hotel itself is an old castle, and that alone makes staying here such a special experience. The property is beautiful, incredibly charming, and very well maintained. You simply can’t replicate the character, history, and ambiance that come with staying in a property like this. The setting and surroundings are beautiful. It was definitely one of those experiences that felt uniquely Italian and added something special to our trip. My only recommendation would be to visit when the temperatures aren’t quite as hot. Given the age and historic nature of the property, I can appreciate that modernizing certain things like the air conditioning may not be as straightforward as it would be in a newer hotel. During cooler weather, I imagine our experience would have been close to perfect. Overall, we really enjoyed our stay and are glad we had the opportunity to experience such a beautiful and unique property. I would absolutely recommend it, just perhaps not during the hottest part of the summer!"

Monastero di Cortona Hotel & Spa

10/10 Excellent

"Amazing ."

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."

Podere Brizio

10/10 Excellent

"Lovely setting. Great views and incredibly helpful staff. Really enjoyed our two days. Can’t wait to come back 👍"

Precise Tale Poggio Alla Sala

10/10 Excellent

"Incredible stay in a beautiful location. The staff were amazing and the hospitality was top tier. We will most definitely be back. The recommendations given were brilliant and the room was stunning along with the rest of the hotel. We didn’t dine in the restaurant but our breakfast each morning was also wonderful."

La Certosa di Pontignano

10/10 Excellent

"Beautiful place, very quiet, in love with gardens"

Capanna Suites

10/10 Excellent

"Amazing place will hundreds percent"

More cheap stays in Montalcino

Cannon d'Oro

Via Montanini 28 Siena SI

2.504.507 ₫

2.905.848 ₫ total

24 Sept - 25 Sept

includes taxes & fees

7.8/10 Good! (258 reviews)

Hotel La Terrazza di Montepulciano

Via Pié al Sasso 16 Montepulciano SI

3.017.805 ₫

3.440.298 ₫ total

13 Sept - 14 Sept

includes taxes & fees

9.4/10 Exceptional! (211 reviews)

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI

3.292.151 ₫

3.772.256 ₫ total

11 Sept - 12 Sept

includes taxes & fees

7.8/10 Good! (435 reviews)

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI

4.111.074 ₫

4.673.071 ₫ total

5 Oct - 6 Oct

includes taxes & fees

8.8/10 Excellent! (106 reviews)

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI

4.622.180 ₫

5.235.288 ₫ total

11 Oct - 12 Oct

includes taxes & fees

10/10 Exceptional! (49 reviews)

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI

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9.4/10 Exceptional! (23 reviews)

Hotels in Montalcino with star rating

Frequently asked questions

What's the seasonal weather in Montalcino?

The hottest months are usually August and July, with an average temperature of 21°C, while the coldest months are January and February, with an average of 5°C. Average annual precipitation for Montalcino is 1065 mm.

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Book Hotels in Montalcino on Expedia.it

Find hotels in Montalcino from 2.905.848 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Montalcino

Check prices for these dates

Filter by

Star rating

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Our top choices for Montalcino hotels

1. Hotel Vecchia Oliviera

2. B&B Le Scalette di Piazza

3. Villa Le Prata - Residenza del Vescovo

4. Palazzo Saloni

5. PALAZZO DEL CARDINALE

6. Le Ragnaie

7. Hotel Dei Capitani

8. Il Burellino Wine & Resort

9. Drogheria & Locanda Franci

10. SI Montalcino Hotel

11. Agriturismo La casella

12. Albergo Giardino

13. B&B Porta Castellana

14. Cordella in Montalcino Wine Resort

15. Fattoria Pieve a Salti

16. Idolina Guest House

17. Castello Banfi - Il Borgo - Relais et Chateaux

18. Dimora delle Muse

19. Cordella in Valdorcia Truffle & Olive Oil Resort - Podere Borgasso

20. Mastrojanni Relais - Small Luxury Hotels of the World

Stay near popular Montalcino attractions

Castello Banfi

Fortress of Montalcino

Tenuta Greppo Franco Biondi Santi

Abbazia di Sant'Antimo

Castiglion del Bosco Winery

Poggio Antico

Capanna of Cencioni

Civic and Diocesan Museum of Sacred Art of Montalcino

Learn more about Montalcino

Top Montalcino Hotel Reviews

Hotel Athena

Drogheria & Locanda Franci

Castello di Velona Resort Thermal SPA & Winery

Monastero di Cortona Hotel & Spa

Grand Hotel Continental Siena – Starhotels Collezione

Podere Brizio

Precise Tale Poggio Alla Sala

La Certosa di Pontignano

Capanna Suites

More cheap stays in Montalcino

Cannon d'Oro

Hotel La Terrazza di Montepulciano

Piccolo Hotel Etruria

Albergo Centrale

Torre del Fuggisole

Porta Pispini Residence

Hotels in Montalcino with star rating

Frequently asked questions

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