A hillside village with historic buildings and a prominent church tower.

Montefollonico Vacation Rentals

Where to?

Dates

November 2026

December 2026

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

In two weeks

In two months

In three months

In four months

Our top choices for Montefollonico vacation rentals

An outdoor patio with a table and chairs, a view of the countryside, and a stone wall.

1. Villa Mulinello, secluded in greenery with panoramic views over the Montepulciano Valley

Torrita di Siena

AED 2,619 total

includes taxes & fees

14 Nov - 15 Nov

A stone building with a dirt path leading to it, surrounded by greenery and trees.

2. Secluded Villa Banditello with Panoramic Valley Views near Montepulciano

Torrita di Siena

AED 2,907 total

includes taxes & fees

14 Nov - 15 Nov

A covered corridor with brick columns, potted plants, and a view of a lush landscape.

3. Abbadia Sicille Relais

Trequanda

Robert

AED 274 total

includes taxes & fees

26 Nov - 27 Nov

A patio area with outdoor seating, potted plants, and a view of the landscape.

4. Affitacamere Maria Gabriella

Pienza

Janine und Thomas

AED 481 total

includes taxes & fees

12 Dec - 13 Dec

A crowded restaurant with brick walls and multiple tables and chairs.

5. La Locanda di San Francesco

Montepulciano

Colin

AED 607 total

includes taxes & fees

26 Nov - 27 Nov

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

6. Residenza Fabroni

Montepulciano

Andrew

AED 378 total

includes taxes & fees

18 Nov - 19 Nov

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

7. Bed & Breakfast Vicolo dell'Oste

Montepulciano

Melissa

AED 399 total

includes taxes & fees

12 Nov - 13 Nov

A bedroom with a brick archway, a bed with white linens, a small table with a magazine, and a painting on the wall.

8. TuscanyLettings Studio&Room

Pienza

Lucas

AED 328 total

includes taxes & fees

9 Dec - 10 Dec

A stone building with a tiled roof, surrounded by tall trees and a gravel path.

9. montorio

Montepulciano

Joseph

AED 500 total

includes taxes & fees

15 Nov - 16 Nov

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

10. Meublé Il Riccio

Montepulciano

Slimane

AED 576 total

includes taxes & fees

23 Nov - 24 Nov

A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

11. Hotel San Gregorio

Pienza

Michael

AED 577 total

includes taxes & fees

16 Nov - 17 Nov

A balcony with a metal railing, a small table with a chair, potted plants, and a view of the sea.

12. PienzaLettings Suites

Pienza

Pearlyn

AED 356 total

includes taxes & fees

10 Dec - 11 Dec

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

13. Delcorto Suites

Montepulciano

Denise

AED 708 total

includes taxes & fees

12 Nov - 13 Nov

A bathroom with a toilet, bidet, and bathtub.

14. Casa Gioia - Casa Olivieri

Pienza

Nancy

AED 349 total

includes taxes & fees

8 Dec - 9 Dec

A neatly made bed with a dark patterned bedspread, two bedside tables with lamps, and two framed pictures on the wall.

15. Double room with private bathroom in the countryside, 5 minutes from Montepulciano

Toscana

AED 603 total

includes taxes & fees

14 Nov - 15 Nov

A stone-walled room with a large bathtub, a fireplace, and a set of stone steps leading to the tub.

16. Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso

San Quirico d'Orcia

Elena

AED 404 total

includes taxes & fees

24 Nov - 25 Nov

A narrow cobblestone street flanked by historic stone buildings with arched doorways and windows.

17. Il Tosco

Montepulciano

Valerie

AED 947 total

includes taxes & fees

12 Nov - 13 Nov

A poolside area with two glasses of water, candles, and a stone pathway.

18. Casanova - Panoramic Rooms and Suites

San Quirico d'Orcia

Oscar

AED 702 total

includes taxes & fees

18 Nov - 19 Nov

A stone building with a courtyard, outdoor seating, and a warm light setting.

19. Sarna Residence

San Quirico d'Orcia

Bokang

AED 492 total

includes taxes & fees

17 Nov - 18 Nov

A stone archway leading to a building entrance with a wooden door.

20. Bellarmino Boutique Apartments

Montepulciano

Abel

AED 252 total

includes taxes & fees

1 Dec - 2 Dec

View all properties

Find vacation rentals that suit your style

Top Montefollonico Hotel Reviews

A large estate with multiple buildings, a swimming pool, and expansive green fields.

Borgo Sant'Ambrogio Resort

Trequanda

10/10 Excellent

Neha

A rustic brick wall with a lantern and a metal archway overlooking a lush valley.

LaChiusa Tuscany

Torrita di Siena

10/10 Excellent

Concierge, Luigi is wonderful can do anything. The view across the valley to Montepulciano is worth a special journey in itself. The restaurant is expensive , but a must do at least once. Great, more typical restaurants a few blocks away in little village of Montefollonico. Youre an hour from Montalcino, half hour from Abbey of Monte Oliveto Maggiore, half hour from Montipulciano, hour from Florence by autostrada. Siena is also close by car.

La Chiusa

La Locanda di San Francesco

Montepulciano

10/10 Excellent

Roy

Terra Antica Resort

Montepulciano

10/10 Excellent

Nikhil

A villa with a swimming pool, terraced garden, and a view of distant mountains.

Agriturismo Il Macchione

Pienza

10/10 Excellent

Farasley

An aerial view of a vineyard estate with rows of grapevines, a swimming pool, and a red building.

Podere La Rocca

Montepulciano

10/10 Excellent

Our stay at Podere La Rocca was fabulous! The property is located in the rolling Tuscan hills just outside Montepulciano. The property is a working farm and vineyard with an onsite restaurant and pool. Our room was comfortable and clean. The bathroom was huge with a new jetted tub. We stayed on the second floor in a building with a large communal room with a fireplace. On the first floor of the same building was a rec room with a pool table. What made the stay was our experience at the...

A large estate with multiple buildings, a well-maintained garden, and a vineyard in the background.

Lupaia

Torrita di Siena

10/10 Excellent

This was the most amazing place to stay! This was our favorite stop on a 30-day trip to Greece, Italy and Switzerland. The surrounding countryside is stunning. Our room had a Turkish Bath - what a fun experience. We were a couple of weeks in to our vacation, and we were ready for some down time. Having a private little garden, overlooking the Tuscan hillside was WONDERFUL. The dinner we had on site was one of the best of our entire trip. Breakfast in the morning was an incredible display...

KC Traveler

A clear swimming pool with lounge chairs and umbrellas, surrounded by trees and a building.

Nobilis Charme Relais

Montepulciano

10/10 Excellent

Cynthia Lynn

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

Relais Villa Grazianella - UNA Esperienze

Montepulciano

10/10 Excellent

We were the only guests for 2 nights out of 3, at this lovely B&B on the estate of one of the best wineries in Tuscany. We had sumptuous room with a living room, bedroom and bathroom (nice shower!) all to ourselves. The staff were local women, who made a wonderful breakfast every day and told us of the life in Tuscany. The place was spotless, the food great, and it was so relaxing to come " home" to the vineyards every night, after seeing hordes of people in the towns we explored. One could...

RAP

Meublé Il Riccio

Montepulciano

10/10 Excellent

Slimane

A narrow street with a yellow building on the left, a wooden structure in the background, and a row of white and pink flowers along the edge.

Hotel La Terrazza di Montepulciano

Montepulciano

10/10 Excellent

Rent a car and drive the Tuscan countryside and stay at this hotel in Montepulciano. Roberto and his wife (princess) Elda were amazing and entertaining hosts. The hotel is right in the shopping and dining district, and there are multiple streets and sights to explore. Every few blocks there is another perch from which to look out over the incredible countryside. The room was large and beautiful, and you can hear the shoppers and diners down below the window. Walk up to the Piazza Grande in...

Damon

A room with a large window overlooking a scenic landscape.

Palazzo Nobile di San Donato

Montepulciano

10/10 Excellent

Our experience at Palazzo Nobile di Santa Donato exceeded our expectations. The photos show how lovely the inn is, but they cannot capture the warmth and the history of the Palazzo. Staying there felt as if we were on the inside of a piece of art. A delicious, generous breakfast was served in a beautiful room overlooking the Tuscan hills The hostess was gracious and willing to provide us with information and her time. We would highly recommend this place for anyone ... and we can't wait...

Sharon

A neatly made bed with white linens and two pillows, a bedside table with a bowl of fruit and a cup, and a window with curtains.

Hotel I Due Cigni

Montepulciano

10/10 Excellent

Tess and Mel

A dining table with two wine glasses, a candle, and a bottle of champagne, overlooking a swimming pool and a tree.

Agriturismo Merigge Wellness & Spa

Montepulciano

10/10 Excellent

Francisco

Frequently Asked Questions

Can I find a vacation rental in Montefollonico?

Yes, we give you a choice of vacation rentals close to well known local attractions in Montefollonico, or you can choose a more remote option if you're looking for relaxation.

What are some of the best vacation rentals in Montefollonico?

Villa Banditello, secluded, panoramic view over Montepulciano valley.: Visitors like this Montefollonico vacation home rental. It is located in a rural location and has a fireplace, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the books in this rental home to help you unwind.

How many vacation rentals will I find in Montefollonico?

Choose from 7 Expedia vacation rentals in Montefollonico for a memorable vacation.

What can I see and do in Montefollonico?

While you're exploring the area, Historic Centre of Pienza and Terme di Montepulciano Spa are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find San Biagio and Cantina del Redi.

What are vacation rentals like in Montefollonico?

Vacation rentals are private properties you can book for a couple of days or more in Montefollonico. Vacation rentals feature extras like laundry facilities and kitchens so you'll have everything you need. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from public hotel elevators and lobbies packed with people while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for families.

Montefollonico Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Montefollonico vacation rentals

1. Villa Mulinello, secluded in greenery with panoramic views over the Montepulciano Valley

2. Secluded Villa Banditello with Panoramic Valley Views near Montepulciano

3. Abbadia Sicille Relais

4. Affitacamere Maria Gabriella

5. La Locanda di San Francesco

6. Residenza Fabroni

7. Bed & Breakfast Vicolo dell'Oste

8. TuscanyLettings Studio&Room

9. montorio

10. Meublé Il Riccio

11. Hotel San Gregorio

12. PienzaLettings Suites

13. Delcorto Suites

14. Casa Gioia - Casa Olivieri

15. Double room with private bathroom in the countryside, 5 minutes from Montepulciano

16. Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso

17. Il Tosco

18. Casanova - Panoramic Rooms and Suites

19. Sarna Residence

20. Bellarmino Boutique Apartments

Find vacation rentals that suit your style

Top Montefollonico Hotel Reviews

Borgo Sant'Ambrogio Resort

10/10 Excellent

Frequently Asked Questions

Can I find a vacation rental in Montefollonico?

What are some of the best vacation rentals in Montefollonico?

How many vacation rentals will I find in Montefollonico?

What can I see and do in Montefollonico?

What are vacation rentals like in Montefollonico?