Skip to main content

Holiday Rentals in Monticchiello

Find the holiday rentals that appeal to you the most

Holiday Rentals for every style

Find the right holiday rental for you in Monticchiello

The best holiday rentals in Monticchiello

Check out our pick of great holiday rentals in Monticchiello

Filter by:

Review score

La Casa nel Borgo

Monticchiello

Set 44 km from Mount Amiata, La Casa nel Borgo in Monticchiello offers rooms with air conditioning and free WiFi. There is a private entrance at the holiday home for the convenience of those who stay....

E
Evan
From
Germany
The location is incredible. The town itself is very quaint and has some excellent restaurants and there are amazing views all around. I was there with a group of 4 and we took over both apartments, upstairs and downstairs, which was really fun, it felt like we could really move in. This is an incredibly quiet and sleepy town, so no concerns about noise at night. I would recommend this location for people who would like to visit Montepulciano / Siena and the surrounding area, but don't want to stay in a heavily touristic town, but also want to be in a spot where they can walk to dinner (Ristorante Daria was excellent, for example, and just down the road). For those who like it quiet and peaceful, this is a really great location for this area.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 140 reviews
Price from
US$128.24
1 night, 2 adults

Foresteria del Teatro Povero

Monticchiello

Offering city views, Foresteria del Teatro Povero is an accommodation set in Monticchiello, 44 km from Mount Amiata and 11 km from Terme di Montepulciano.

T
Tsz Wa
From
Netherlands
Extremely good location. I love the traditional style of the accomodation. Also I wouldn't have known about Monticchiello if it wasn't for this accomodation. Very very peaceful place and would love to come back and stay for more days just to chill.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 26 reviews
Price from
US$81.61
1 night, 2 adults

Casa del Fauno

Montepulciano (Near Monticchiello)

Set in Montepulciano within 47 km of Mount Amiata and 5 km of Terme di Montepulciano, Casa del Fauno offers rooms with free WiFi. This guest house is 28 km from Bagni San Filippo.

J
Jasmin
From
Philippines
Our room was lovely and just as shown in the photos. Decor was very tasteful and I would have stayed longer if possible. Complimentary drinks and snacks were provided in the room which was a very welcome surprise.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 113 reviews
Price from
US$197.26
1 night, 2 adults

L’ Aia del Principe

Montepulciano (Near Monticchiello)

Featuring a spa bath, L’ Aia del Principe is set in Montepulciano. A hot tub is available for guests. The farm stay offers rooms with air conditioning, free private parking and free WiFi.

R
Riccardo
From
Italy
This was the perfect place for a romantic trip to Montepulciano. The room was beautiful with a nice view of olive trees out the window. We real enjoyed the jacuzzi. Gloria was very welcoming and accommodating; the breakfast was great as well.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 239 reviews
Price from
US$248.50
1 night, 2 adults

MontepulcianoLettings

Montepulciano (Near Monticchiello)

Located 48 km from Mount Amiata, MontepulcianoLettings in Montepulciano provides rooms with air conditioning and free WiFi.

s
sarah
From
Ireland
sooo clean and comfy and modern and perfect location
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 354 reviews
Price from
US$106.27
1 night, 2 adults

Appartamento centro storico La Pulcianella con vista mozzafiato

Montepulciano (Near Monticchiello)

Appartamento centro storico La Pulcianella con vista mozzafiato is set in Montepulciano, 5.1 km from Terme di Montepulciano, 21 km from Parco dei Mulini, and 28 km from Bagni San Filippo.

M
Mark
From
New Zealand
The property is well located and has fabulous views over Tuscany countryside. It is clean, comfortable, has plenty of room and the appliances you need. Good communication from the host who also left a bottle of wine which was appreciated so set up for a great time in Tuscany.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 137 reviews
Price from
US$163.22
1 night, 2 adults

Dimora delle Mura

San Quirico dʼOrcia (Near Monticchiello)

Offering garden views, Dimora delle Mura is an accommodation situated in San Quirico dʼOrcia, 46 km from Piazza del Campo and 5.1 km from Parco dei Mulini.

P
Peter
From
United Kingdom
Of a seven day trip, the bed and bedding here was the best. The bedding was so fresh that I had never smelled anything quite like it. It was like having a massive cuddle after a 27km hike, which is what we were doing. Make no mistake, the entire accommodation was luxurious. The fixtures and fittings top end. Everything was superb. Our host left some pastries and snacks for breakfast. There was milk. How often do hosts leave milk, not very often in my extensive experience? Thank you for that. There were fruit juices and coffee. Really thoughtful, pleasant touches. The ancient town itself is worth visiting.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 128 reviews
Price from
US$137.61
1 night, 2 adults

DIMORA DEL POGGIO - Charming Historic Centre - San Quirico d'Orcia

San Quirico dʼOrcia (Near Monticchiello)

Located in San Quirico dʼOrcia, 40 km from Mount Amiata, DIMORA DEL POGGIO - Charming Historic Centre - San Quirico d'Orcia features rooms with city views and free WiFi.

A
Aniela
From
Sweden
Really charming, very clean and comfortable with all needed amenities. Kitchen well equiped and stocked :) coffe, milk, salt, pepper, oil, cleaning soap, different types of biscuits for breakfast... Host even provided us a highchair. Location is a great plus as well. Near restaurants and short drive to many other small villages and attractions of Tuscany
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 402 reviews
Price from
US$149.28
1 night, 2 adults

Residenza San Donato

Montepulciano (Near Monticchiello)

Situated in Montepulciano, 47 km from Mount Amiata and 5.1 km from Terme di Montepulciano, Residenza San Donato provides accommodation with amenities such as free WiFi and a flat-screen TV.

D
Domenic Vella
From
Malta
In the centre of Montepulciano. Nice host
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 227 reviews
Price from
US$155.06
1 night, 2 adults

GARAGE47 Storica Officina Meccanica LOFT B&B iN PIENZA

Pienza (Near Monticchiello)

Set just 46 km from Mount Amiata, GARAGE47 Storica Officina Meccanica LOFT B&B iN PIENZA provides accommodation in Pienza with access to a garden, a bar, as well as a housekeeping service.

Y
Yasmine
From
Portugal
Everything was perfect, from the reception to the stay. The place was very clean and comfortable. In the morning, we woke up to the smell of breakfast It was wonderful!
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 490 reviews
Price from
US$146.90
1 night, 2 adults
All holiday rentals in Monticchiello

Most booked holiday rentals in Monticchiello and surroundings in the past month

See all

Popular with guests booking holiday rentals in Monticchiello

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 36 reviews

Popular with guests booking holiday rentals in Monticchiello

Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 118 reviews

Popular with guests booking holiday rentals in Monticchiello

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 58 reviews

Popular with guests booking holiday rentals in Monticchiello

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 140 reviews

Popular with guests booking holiday rentals in Monticchiello

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 106 reviews

Popular with guests booking holiday rentals in Monticchiello

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 290 reviews

Popular with guests booking holiday rentals in Monticchiello

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 108 reviews

Popular with guests booking holiday rentals in Monticchiello

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 130 reviews

Popular with guests booking holiday rentals in Monticchiello

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 186 reviews

Popular with guests booking holiday rentals in Monticchiello

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 298 reviews

Highly rated holiday rentals in Monticchiello and nearby

Poggio ai Gelsi

Pienza
8.0+ review score
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 406 reviews

47 km from Mount Amiata, Poggio ai Gelsi is a recently renovated property located in Pienza and provides air-conditioned rooms with free WiFi and private parking.

From US$186.54 per night

La Pievina

Montepulciano
8.0+ review score
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 805 reviews

La Pievina is a family-run farmhouse with swimming pool in the Tuscan countryside, 3 km outside Montepulciano.

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 630 reviews

Featuring a free outdoor pool and a farm producing its own olive oil, Agriturismo Marinello has accommodation with a patio and wrought-iron beds.

From US$215.68 per night

ROSSELLINO®

Pienza
8.0+ review score
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 353 reviews

Housed in a historic building, the recently renovated ROSSELLINO® provides accommodation with a terrace and free WiFi.

From US$157.39 per night
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 363 reviews

Located in Pienza, 45 km from Mount Amiata, Affittacamere del Corso provides accommodation with a terrace, free WiFi, a shared kitchen, and luggage storage space.

From US$83.94 per night

OgniVolta

Pienza
8.0+ review score
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 66 reviews

Located in Pienza, 45 km from Mount Amiata and 16 km from Parco dei Mulini, OgniVolta provides accommodation with free WiFi in a historic building.

From US$184.20 per night
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 208 reviews

Located 45 km from Mount Amiata, Residenza d'Epoca La Rosa in Pienza provides rooms with air conditioning and free WiFi.

From US$139.90 per night

Incanto b&b

Pienza
8.0+ review score
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 386 reviews

Boasting a seasonal outdoor swimming pool and views of inner courtyard, Incanto b&b is a bed and breakfast set in a historic building in Pienza, 46 km from Mount Amiata.

From US$145.73 per night

Holiday Rentals with swimming pools in Monticchiello and nearby

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 770 reviews

Offering a sun terrace with panoramic view over the surrounding hills, Agriturismo Il Casalino is set in a 19th-century farmhouse with olive trees and vineyards in Pienza.

From US$192.37 per night
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 485 reviews

Palazzo Massaini - Cavarciano is located in the Tuscan countryside, 5 km from Pienza. It has a large garden and produces its own wheat, olives and wine.

From US$242.50 per night

Le Checche

Pienza
Swimming pool
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 213 reviews

Featuring a seasonal outdoor swimming pool, garden and views of pool, Le Checche is situated in Pienza, 36 km from Mount Amiata.

From US$139.90 per night
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 462 reviews

Set in Pienza, 50 km from Mount Amiata, Palazzo Massaini - La Pieve offers accommodation with an infinity pool, free private parking, a garden and a terrace.

From US$229.67 per night

Lupaia

Montepulciano
Swimming pool
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 115 reviews

On a hilltop in the heart of Tuscany, Lupaia, a converted stone farmhouse overlooking Montepulciano, will offer you a warm welcome.

From US$961.83 per night
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 368 reviews

Located within 46 km of Mount Amiata and 2.5 km of Terme di Montepulciano, The Grapevine by MANVI provides rooms with air conditioning and a private bathroom in Montepulciano.

From US$157.39 per night
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 649 reviews

Situated only 1 km from Montepulciano, Podere Fontecastello offers self catering accommodation, a garden and a swimming pool. Free WiFi and a TV are available.

From US$128.24 per night
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 512 reviews

Set in 50 hectares of private land, Il Macchione is an 18th-century stone farmhouse. Just 1.5 km outside Pienza, it features a swimming pool that overlooks Val d'Orcia Natural Park.

These holiday rentals in Monticchiello and nearby have options with free cancellation

L'apparita Camere

Pienza
Free cancellation options available
Scored out of 10, guest rating 7.6
Good - What previous guests thought, 235 reviews

Situated within 46 km of Mount Amiata and 10 km of Parco dei Mulini in Pienza, L'apparita Camere features accommodation with seating area.

From US$97.93 per night

Oliviera Camere

Pienza
Free cancellation options available
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 109 reviews

Set in Pienza, 46 km from Mount Amiata, Oliviera Camere offers air-conditioned rooms with free WiFi and a tour desk.

From US$135.53 per night

Agriturismo I Roseti

Montepulciano
Free cancellation options available
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 180 reviews

Boasting a garden and views of mountain, Agriturismo I Roseti is a recently renovated farm stay situated in Montepulciano, 47 km from Mount Amiata.

From US$128.24 per night

Il Giglio B&B

Pienza
Free cancellation options available
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 660 reviews

B&B Il Giglio's classic Tuscan rooms are set in a Renaissance building in the historic centre of Pienza. They feature terracotta floors, period furniture, and exposed wood-beamed ceilings.

From US$128.24 per night

Agriturismo Cognanello

Montepulciano
Free cancellation options available
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 463 reviews

Boasting a garden and views of garden, Agriturismo Cognanello is a farm stay set in a historic building in Montepulciano, 46 km from Mount Amiata.

From US$137.57 per night

Villa Poliziana San Benedetto

Montepulciano
Free cancellation options available
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 54 reviews

Boasting garden views, Villa Poliziana San Benedetto provides accommodation with a garden and a patio, around 45 km from Mount Amiata.

Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 253 reviews

Set in a historic 16th-century building in central Montepulciano, Palazzo Bellarmino is 50 metres from the town’s main square. It offers spacious apartments with free Wi-Fi.

From US$113.37 per night

Il Tosco

Montepulciano
Free cancellation options available
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 138 reviews

Located in Montepulciano and only 47 km from Mount Amiata, Il Tosco provides accommodation with lake views, free WiFi and free private parking.

From US$321.77 per night

Enjoy breakfast in Monticchiello and nearby

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 217 reviews

Offering mountain views, Palazzo Nobile di San Donato - Historic Experience is an accommodation located in Montepulciano, 47 km from Mount Amiata and 5.1 km from Terme di Montepulciano.

From US$181.87 per night
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 81 reviews

Located in Montepulciano and only 47 km from Mount Amiata, Contucci Residenze d'Epoca provides accommodation with city views, free WiFi and free private parking.

From US$215.68 per night
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 468 reviews

Meublè Evoè is situated in Montepulciano, 5 km from Terme di Montepulciano, 21 km from Parco dei Mulini, and 28 km from Bagni San Filippo.

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 257 reviews

Offering city views, Palazzo del Mercante is an accommodation situated in Montepulciano, 4.9 km from Terme di Montepulciano and 20 km from Parco dei Mulini.

From US$209.85 per night
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 394 reviews

Palazzo Carletti is in the heart of Montepulciano's historic centre.

From US$255.32 per night
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 163 reviews

Situated within 47 km of Mount Amiata and 5.1 km of Terme di Montepulciano, La Locanda Di San Francesco features rooms with air conditioning and a private bathroom in Montepulciano.

Scored out of 10, guest rating 7.8
Good - What previous guests thought, 579 reviews

Featuring a shared lounge and views of lake, Residenza Fabroni is a bed and breakfast situated in a historic building in Montepulciano, 48 km from Mount Amiata.

From US$128.24 per night
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 323 reviews

Delcorto Suites is set in Montepulciano, within 5.4 km of Terme di Montepulciano and 21 km of Parco dei Mulini. This 4-star hotel offers free WiFi.

FAQ about holiday rentals in Monticchiello

Holiday rentals that guests love in Monticchiello

See all
Avg. price/night: US$139.90
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 186 reviews
The village was so beautiful and scenic..the home run by francesco was amazing. Francesco was attentive, and nothing was too much trouble. It's a very small village and everyone is friendly. A few restaurants, a couple of regional shops and a small grocery shop down the hill. It's definitely a place to relax and use has a pit stop, for visiting other places.
Guest review by
Christina
Family with young children
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 172 reviews
L’Olmo had everything! The location was fantastic for exploring the villages and towns of Tuscany. The room was perfect and the bed, wow, could sleep in that forever! Staff were fantastic and really made you feel welcomed and nothing was ever too much trouble. The gardens and pool were magical. The breakfast was delicious.
Guest review by
Matt
Young couple
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 36 reviews
1. Very nice location in a quiet, small village with restaurants just mere steps away 2. Beautiful, cosy cottage furnished with lots of care, it was very comfortable 3. Supplies were provided for cooking 4. Kasia was very helpful arranging wine tasting and truffle hunting activities for us
Guest review by
Landy
Family with young children
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 130 reviews
Amazing location in the quiet village of Monticchiello. Beautiful studio on the second floor with a splendid view over the valley. Wonderful double bed and very nice and functional bathroom. Amazing help of our host Sarah with anything you need.
Guest review by
Katrien
Young couple
Avg. price/night: US$139.90
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 186 reviews
Everything. Nicest stay in Italy. Francesco was the perfect host. The breakfast was fresh and almost healthy. Francesco cooked eggs, crepes and pies. The Village is between Pienza and Montepulciano, so you have a good spot.
Guest review by
David
Family with young children
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 106 reviews
Proactive and responsive hosts. Well-equipped kitchen that includes condiments and coffee. We had a memorable stay. 'Villa Poliflora' gives log cabin vibes... lots of books, comfortable furniture, beautiful Tuscan views within walking distance, the scent of lavender and the forest. Futura is very knowledgeable about activities to do in the area and gave a few recommendations. Thank you Futura, for hosting us.
Guest review by
Mira
Young couple
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 14 reviews
Everything! Monticchiello is the most beautiful village of Tuscany and this apartment is a dream come true. The views, the garden, the antique furniture, old wooden doors and huge kitchen fireplace all add to the charm of this beautiful place. And our host, Luigi, is so kind...he greeted us with a plate of bread, cheese, salami and olive oil that he makes himself. We loved everything about our stay here and hope to return again.💗
Guest review by
Janis M H
People with friends
Avg. price/night: US$223.84
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 118 reviews
The property was located in a walled village, in an 11th Century building. Felt very quintessential Toscana, with modern amenities.
Guest review by
Amy
Family with young children
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 172 reviews
Simply beautiful property, quiet and within an hour radius of many medieval towns, villages and wineries.
Guest review by
Christopher
Young couple
Avg. price/night: US$139.90
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 290 reviews
Everything about this stay was wonderful. Adeline is the perfect host. Montichellio is a lovely little village, close enough to a few of the other larger towns. The property offers great views in every direction. We would come back here for sure!
Guest review by
Louis
Young couple