Montepulciano Holiday Rentals, Tuscany: Private House Rentals

A hillside town with historic buildings and a prominent church.

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

Go beyond your typical stay in Montepulciano

Pet friendly

Apartment

Pool

Spa

Apart hotel

Hot tub

Farm

Family friendly

Waterpark

Condo

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Montepulciano hotels

A hotel room with a bed, a chair, a lamp, and a view of the outdoors.

A sign for Vineria Bistro in Piazza San Francesco, surrounded by lush greenery and flowering plants.

A rustic interior with exposed brick walls, wooden beams, and a fireplace. There are framed pictures on the wall and seating areas with tables and chairs.

An outdoor dining table with a meal consisting of bread, tomatoes, and cured meat, accompanied by a glass of white wine.

1. La Locanda di San Francesco

Montepulciano

Colin

4.191.674 ₫

4.726.834 ₫ total

includes taxes & fees

15 Nov - 16 Nov

A balcony with a view of a historic town, featuring terracotta-roofed buildings and a prominent church tower.

An interior courtyard with stone columns, arches, and a mosaic.

A hotel room with a bed, a desk with a computer, a chair, a wardrobe, and a balcony with a railing.

A spacious room with a dining area, a fireplace, and a television.

2. Meublé Il Riccio

Montepulciano

Christopher

4.132.228 ₫

4.661.442 ₫ total

includes taxes & fees

28 Oct - 29 Oct

A building entrance with the name "ALBERGO LA TERRAZZA" above a wooden door.

A rustic room with a fireplace, wooden furniture, and a tiled floor.

A bicycle with potted plants attached to it, parked against a textured wall.

A hallway with arched ceilings, framed pictures on the walls, and a staircase leading to another room.

3. Hotel La Terrazza di Montepulciano

Montepulciano

Phillip

2.899.809 ₫

3.305.782 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A hotel room with a classic design, featuring a large bed, a sitting area with a table and chairs, and a wooden door with a brass handle.

A bedroom with a bed, a sofa, a small round table, a chair, and a mirror.

A bathroom with a vanity, a sink, and a mirror. There is a shelf with a cup and a tissue box. The walls are decorated with a patterned wallpaper.

A detailed ceiling with ornate designs and a central medallion.

4. Palazzo Carletti

Montepulciano

Kenneth

5.484.594 ₫

6.149.045 ₫ total

includes taxes & fees

12 Nov - 13 Nov

A window with a view of a green landscape and hills.

A spacious living room with a wooden ceiling, a dining table with chairs, a piano, and a large window.

A bedroom with a large bed, wooden flooring, a staircase, and a bathroom with a mirror and sink.

A spacious dining area with a wooden table and chairs, a fireplace, and a red chair.

5. Il Tosco

Montepulciano

Valerie

5.978.879 ₫

6.692.759 ₫ total

includes taxes & fees

3 Nov - 4 Nov

A swimming pool with lounge chairs and umbrellas, surrounded by buildings and trees.

A room with large arched windows, brick walls, and wooden beams. There are two purple chairs and a small table.

A kitchen with white cabinetry, a central island with a sink, and a dining area with two wooden chairs.

A two-story building with a stone facade, arched windows, and a balcony.

6. Nuovo Etruria Resort

Montepulciano

Tracy

3.016.730 ₫

3.463.393 ₫ total

includes taxes & fees

28 Oct - 29 Oct

A room with a large window overlooking a scenic landscape.

A hotel room with a large bed, a wooden headboard, a desk with a lamp, and a view of the outdoors through the windows.

A luxurious room with a large ornate mirror, a fireplace, and a plush sofa.

A luxurious room with ornate decorations, including a chandelier, red upholstered furniture, and a television.

7. Palazzo Nobile di San Donato

Montepulciano

michael

3.468.815 ₫

3.931.882 ₫ total

includes taxes & fees

8 Nov - 9 Nov

An indoor swimming pool with a central circular platform, large columns, and a stone wall.

A modern interior with a stone wall, a staircase, and a seating area.

A modern hotel lobby with a stone wall, a seating area, and a glass partition.

A balcony with a view of a lush landscape, including trees and distant hills.

8. Albergo San Biagio

Montepulciano

Jessica

1.352.365 ₫

1.603.594 ₫ total

includes taxes & fees

15 Nov - 16 Nov

A terrace with a table set for breakfast, overlooking a scenic landscape.

A bedroom with a large bed, a desk, two chairs, and a window with a view of a clock tower.

A room with a fireplace, seating area, and a decorative ceiling.

A hallway with an ornate ceiling featuring classical frescoes, a wooden door at the end, and black metal gates.

9. Delcorto Suites

Montepulciano

Denise

4.911.117 ₫

5.518.337 ₫ total

includes taxes & fees

5 Nov - 6 Nov

A historic building with a grand entrance, a red carpet, and two potted plants at the entrance.

A restaurant with brick arches, wooden tables, and chairs. There are wine bottles on a shelf and a hanging light fixture.

A grand entrance with a red carpet leading to a staircase, flanked by two lion statues.

A stone building with a large arched doorway, potted plants, and a tiled courtyard.

10. Palazzo Mosela Alla Porta

Montepulciano

Adam

2.676.261 ₫

3.059.879 ₫ total

includes taxes & fees

30 Oct - 31 Oct

A bedroom with a wooden ceiling, a bed with white bedding, a bedside table with a lamp, and a window with sheer curtains.

A spacious loft with exposed wooden beams, a dining area with a table set for two, a sofa, and a television in the living area.

A cozy living room with two white sofas, a television, and a dining area with a table and chairs.

A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

11. Bed & Breakfast Vicolo dell'Oste

Montepulciano

Shelly

2.728.576 ₫

3.117.426 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A terrace with a table and chairs, overlooking a forested landscape and a distant view of a house.

A swimming pool with multiple lanes, surrounded by lounge chairs and trees.

A bed with a woven blanket and two pillows, a window with curtains, and a view of greenery outside.

A wooden staircase with a handrail, leading upwards.

12. Hotel Panoramic Montepulciano

Montepulciano

Giti

1.186.286 ₫

1.681.889 ₫ total

includes taxes & fees

25 Oct - 26 Oct

An arched doorway leading to a building with a wooden door and a staircase.

A rustic room with a stone floor, wooden beams, a fireplace, and shelves with various items.

A cozy living room with a fireplace, comfortable seating, and a decorative mirror.

A dining room with a long table set for a meal, large windows with curtains, and a view of the countryside.

13. Residenza Fabroni

Montepulciano

Marc

2.338.290 ₫

2.688.111 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A pool with a view of a green landscape and trees.

A rustic stone building with a cozy interior, surrounded by lush greenery and flowering plants.

A building with a gravel path leading to a wooden door, surrounded by dense greenery.

A dining area with tables set for a meal, featuring white tablecloths, clear glassware, and floral centerpieces.

14. Villa Cicolina

Montepulciano

andrew

7.447.000 ₫

8.452.683 ₫ total

includes taxes & fees

28 Oct - 29 Oct

A spacious living room with a leather sofa, a wooden coffee table, and a view through large arched windows.

A dining table with two wine glasses, a vase with flowers, and a cheese board.

A cozy room with a sofa and a coffee table, surrounded by shelves of wine bottles.

A large building with a pool, surrounded by greenery and trees.

15. Relais Villa Grazianella - UNA Esperienze

Montepulciano

Maribel

5.551.816 ₫

6.222.989 ₫ total

includes taxes & fees

5 Nov - 6 Nov

16. montorio

Montepulciano

Joseph

2.918.368 ₫

3.326.081 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A stone building with a central arched entrance, multiple windows, and potted plants at the entrance.

A living room with a fireplace, two sofas, and a coffee table.

A neatly made bed with a brown quilt, white pillows, and a headboard with a decorative design.

An outdoor patio area with tables and chairs, surrounded by plants and a stone wall.

17. Albergo Duomo

Montepulciano

Stefan

1.914.304 ₫

2.221.921 ₫ total

includes taxes & fees

2 Nov - 3 Nov

18. Terra Antica Resort

Montepulciano

Nikhil

3.462.055 ₫

8.708.937 ₫ total

includes taxes & fees

23 Nov - 24 Nov

A bedroom with a bed, a wooden bench, a desk, and a mirror.

A vintage sewing machine, a wooden desk, a piano, and a painting on the wall.

A building facade with a large wooden door, flanked by two potted plants.

A room with a wooden cabinet, a green upholstered chair, and a mirror.

19. Palazzo Danesi

Montepulciano

John

3.006.323 ₫

3.423.141 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A brick building with a sign for 'AFFITTACAMERE CANTINE MEDICE' and a gate labeled 'CAMERE ZIMMER'.

A bedroom with a wooden bed, a nightstand, a desk, a window with curtains, a radiator, and a television on a table.

A residential area with a brick building, a garden with grapevines, and a hillside with trees.

A brick building with the sign "Cantina Medice" and "Ristorante La Corcetta" on the facade. There are two cars parked in front, and a blue car is parked on the right side.

20. La Corte Medicea

Montepulciano

Kenneth

2.534.434 ₫

2.903.869 ₫ total

includes taxes & fees

29 Oct - 30 Oct

View all properties

Holiday Rentals in Montepulciano

Townhouse

Meublé Il Riccio

Montepulciano

"What a gem! Absolutely loved the hotel and enjoyed our stay. Staff very friendly and helpful, and our room was outstanding. The view from our balcony was breathtaking. Top of our list!"

Residence

A narrow street with a building featuring arched windows and a bell tower. There are outdoor tables and chairs along the street.

A living room with a fireplace, a sofa, and a view of the sea through arched windows.

A bar with shelves of wine bottles and glasses on a table.

A room with a large arched window overlooking a stone building and rolling hills.

Osteria del Borgo

Montepulciano

"The property was clean, Francesco and Giacomo along with all staff were excellent and attentive. Enjoyed our breakfast in the Albergo every morning. The property includes parking that is included in the price"

Residence

Il Tosco

Montepulciano

"Excellent room, service and food. The best."

Townhouse

Bed & Breakfast Vicolo dell'Oste

Montepulciano

"Wonderful place - clean, comfortable, quiet with excellent hosts. Perfect location near everything in town including the parking. Can’t wait to return!"

Apartment

A courtyard with potted plants, a small garden area, and a building with a stone facade.

A modern kitchen with a gas stove, oven, and stainless steel sink. There is a window with a view of a brick building and a chair in the corner.

A living room with a television, wooden cabinets, a sofa, and a coffee table.

A view of a historic town with medieval architecture, including a prominent tower and a fortified wall.

Il nido dell'Upupa

Montepulciano

"This was the best stay we had in all of Italy. The photos don’t do this place justice. The view is absolutely incredible. The space and the amenities of this apartment was perfect for our 3 day stay. This is a 7th generation family owned property that has been remodeled. Location is perfect, right off the main square, and at the top of Montepulciano, so the view is the best. If hiking up steep streets is difficult, this might not be the place for you. The parking lot is a 5-8 min walk straight...

Villa

A view of a swimming pool with a patio area, surrounded by lush greenery and hills in the background.

A dining area with a brick archway, wooden dining table set for four, and a wooden cabinet with glass doors.

An outdoor dining area with a table set for tea service, surrounded by white chairs and a garden view.

A cozy living room with a floral armchair, a dining area with a table set for four, and a kitchen with an archway.

Wonderful Private Villa With Private Pool, TV, Pets Allowed and Parking, Close to Montepulciano

Montepulciano

"Grande maison rustique mais fonctionnelle avec une très grande piscine. Mention spéciale à l'accueil de nos hôtes d' une gentillesse rare. Localisation parfaite en pleine nature et à 5mn de Montepulciano."

See all holiday rentals

Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Montepulciano attractions

Piazza Grande

9.4/10 (125 reviews)

Piazza Grande crowns Montepulciano's summit with Renaissance splendour, serving as the town's cultural heart. Linger at pavement cafés amid historic buildings or catch the thrilling Bravìo delle Botti barrel race.

See properties

Terme di Montepulciano Spa

9.0/10 (54 reviews)

Terme di Montepulciano's sulfur-rich waters offer therapeutic treatments for respiratory issues, rheumatism, and skin conditions. Immerse yourself in thermal pools and mud baths amid the serene Tuscan countryside.

See properties

Dome of Montepulciano

9.4/10 (144 reviews)

This 16th-century masterpiece of Renaissance architecture showcases perfect proportions and luminous travertine stone. Visit in late morning when sunlight bathes the façade, highlighting its classical details.

See properties

Palazzo Avignonesi

9.6/10 (19 reviews)

Renaissance palace by Giacomo da Vignola showcasing architectural elegance on Montepulciano's historic streets. Its impressive façade reveals Tuscany's aristocratic past, though interior isn't open to visitors.

See properties

San Biagio

9.6/10 (14 reviews)

You can learn about the history of Montepulciano with a stop at San Biagio. While you're here, you can savour the wineries.

See properties

Consorzio del Vino Nobile di Montepulciano

9.6/10 (24 reviews)

Housed in Montepulciano's historic fortress, this consortium offers tastings of 100 local wines via innovative dispensers. Admire ancient Etruscan cisterns beneath glass floors while savouring acclaimed DOCG wines.

See properties

Cantina del Redi

8.8/10 (5 reviews)

Explore ancient Etruscan caves beneath Palazzo Ricci in this historic Montepulciano winery. Sample exquisite Vino Nobile while discovering centuries-old winemaking traditions in atmospheric underground vaults.

See properties

Cantina Contucci

9.6/10 (21 reviews)

This historic winery has crafted prestigious Vino Nobile di Montepulciano since the 11th century. Explore ancient 13th-century cellars and savour traditional Tuscan wines paired with local delicacies.

See properties

Learn more about Montepulciano

Renaissance palaces and medieval churches line the narrow streets of this hilltop town famous for Vino Nobile wine. Sample local wines at historic cellars beneath the Piazza Grande, then climb the tower at Palazzo Comunale for panoramic Tuscan countryside views.

See all hotels in Montepulciano

A historic town with terracotta-roofed buildings, a prominent church, and rolling hills in the background.

Top Montepulciano Hotel Reviews

Tuscany Living - Terra Antica

10/10 Excellent

"The room was spacious,clean and modern."

Nuovo Etruria Resort

8/10 Good

"When we arrived the gate to the hotel was locked. Called the hotel and then a person drove up and helped us to check in. He was very nice. The hotel is very old, but a decent place to stay for a night."

Il Tosco

10/10 Excellent

"Excellent room, service and food. The best."

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent

"Absolutely beautiful! Astonishing views! If you are looking for peace and quiet with great service this is the place."

Palazzo Mosela Alla Porta

10/10 Excellent

"Don’t remember what floor but no matter what… there is NO ELEVATOR! Also - terrible location indicator. Walked around in circles WITH LUGGAGE only to find they were at the entrance to city walls."

Hotel La Terrazza di Montepulciano

10/10 Excellent

"Perfectly located. The room was spacious, clean, and comfortable. The breakfast was amazing!"

Albergo San Biagio

10/10 Excellent

"Enjoyed the hotel to the max. The staff were super helpful and great. The space was comfy and clean. I also enjoyed fresh grapes right from my balcony."

Agriturismo Sanguineto

10/10 Excellent

"Clean room!"

Podere La Rocca

10/10 Excellent

"I had a wonderful time! The property was well maintained, the room was clean, the staff were attentive and friendly and professional!"

Hotels in Montepulciano with star rating

Frequently asked questions

What's the seasonal weather in Montepulciano?

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 Montepulciano is 1065 mm.

Explore a world of travel with Expedia

More ways to book

Book Hotels in Montepulciano on Expedia.it

Find hotels in Montepulciano

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Montepulciano

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Montepulciano hotels

1. La Locanda di San Francesco

2. Meublé Il Riccio

3. Hotel La Terrazza di Montepulciano

4. Palazzo Carletti

5. Il Tosco

6. Nuovo Etruria Resort

7. Palazzo Nobile di San Donato

8. Albergo San Biagio

9. Delcorto Suites

10. Palazzo Mosela Alla Porta

11. Bed & Breakfast Vicolo dell'Oste

12. Hotel Panoramic Montepulciano

13. Residenza Fabroni

14. Villa Cicolina

15. Relais Villa Grazianella - UNA Esperienze

16. montorio

17. Albergo Duomo

18. Terra Antica Resort

19. Palazzo Danesi

20. La Corte Medicea

Holiday Rentals in Montepulciano

Meublé Il Riccio

Osteria del Borgo

Il Tosco

Bed & Breakfast Vicolo dell'Oste

Il nido dell'Upupa

Wonderful Private Villa With Private Pool, TV, Pets Allowed and Parking, Close to Montepulciano

Stay near popular Montepulciano attractions

Piazza Grande

Terme di Montepulciano Spa

Dome of Montepulciano

Palazzo Avignonesi

San Biagio

Consorzio del Vino Nobile di Montepulciano

Cantina del Redi

Cantina Contucci

Learn more about Montepulciano

Top Montepulciano Hotel Reviews

Tuscany Living - Terra Antica

Nuovo Etruria Resort

Il Tosco

Relais Villa Grazianella - UNA Esperienze

Palazzo Mosela Alla Porta

Hotel La Terrazza di Montepulciano

Albergo San Biagio

Agriturismo Sanguineto

Podere La Rocca

Hotels in Montepulciano with star rating

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app