A stone building with red shutters, a tree in the foreground, and a staircase leading to an upper level.

Monticchiello Vacation Rentals

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Check prices for these dates

In two weeks
Aug 7 - Aug 9
In two months
Sep 18 - Sep 20
In three months
Oct 16 - Oct 18
In four months
Nov 13 - Nov 15

Our top choices for Monticchiello vacation rentals

Property entrance

Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (103 reviews)
The price is ￥14,920
￥17,156 total
includes taxes & fees
Jul 28 - Jul 29
Residenza Fabroni
Suite Bernardo, Panoramica al terzo piano senza ascensore | Terrace/patio

PienzaLettings Suites

PienzaLettings Suites
Pienza
10.0 out of 10, Exceptional, (5 reviews)
"Fantastic room in the city center, close to everything in Pienza"
Norway
Tom
The price is ￥16,646
￥19,056 total
includes taxes & fees
Jul 31 - Aug 1
PienzaLettings Suites
Monolocale Exclusive, vista città, secondo piano senza ascensore | Laptop workspace, iron/ironing board, WiFi (free)

TuscanyLettings Studio&Room

TuscanyLettings Studio&Room
Pienza
10.0 out of 10, Exceptional, (3 reviews)
"Lugar maravilhoso, localização perfeita, super limpo e aconchegante."
Brazil
Lucas
The price is ￥16,648
￥19,059 total
includes taxes & fees
Jul 26 - Jul 27
TuscanyLettings Studio&Room
Food and drink

Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (151 reviews)
"Nice hotel - clean, good breakfast, perfect location. Would stay again!"
United States
Nancy
The price is ￥41,626
￥46,905 total
includes taxes & fees
Aug 1 - Aug 2
Hotel San Gregorio
Interior

Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (115 reviews)
"It was very well located ."
Canada
Marlenne
The price is ￥26,516
￥29,912 total
includes taxes & fees
Jul 26 - Jul 27
Meublé Il Riccio
Food court

La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (146 reviews)
"Great location."
United States
James
The price is ￥21,944
￥24,882 total
includes taxes & fees
Aug 6 - Aug 7
La Locanda di San Francesco
Exterior

Casa Gioia - Casa Olivieri

Casa Gioia - Casa Olivieri
Pienza
10.0 out of 10, Exceptional, (3 reviews)
"Good communication with management through WhatsApp. The taxi dropped us off one minute from the property. Very cozy top floor with only a few steps. The 2 bedroom unit is very comfortable, the kids enjoyed sleeping in the loft. Air conditioning worked very well. We had everything we needed, the location is wonderful. We really enjoyed our stay. Thank you!"
United States
Nancy
The price is ￥19,184
￥21,847 total
includes taxes & fees
Jul 26 - Jul 27
Casa Gioia - Casa Olivieri
Exterior

Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (139 reviews)
"Wonderful place - clean, comfortable, quiet with excellent hosts. Perfect location near everything in town including the parking. Can’t wait to return!"
United States
Shelly
The price is ￥17,510
￥20,005 total
includes taxes & fees
Jul 26 - Jul 27
Bed & Breakfast Vicolo dell'Oste
Front of property

montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (6 reviews)
"The views from this property were amazing. The rooms were clean and felt very homey. "
United States
Lori
The price is ￥19,680
￥22,393 total
includes taxes & fees
Jul 26 - Jul 27
montorio
Suite Aria | Terrace/patio

Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (38 reviews)
"Time transported to the Renaissance at this beautiful, well-kept palazzo… Riccardo’s family did a truly amazing job restoring this place and the facilities are modern & without any discomfort."
American Samoa
Melissa Hyun Joo
The price is ￥28,363
￥31,943 total
includes taxes & fees
Jul 25 - Jul 26
Delcorto Suites
Couples treatment rooms, sauna, hot tub, steam room, body treatments

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

Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
San Quirico d'Orcia
9.0 out of 10, Wonderful, (48 reviews)
"Our stay was great. "
United States
Elena
The price is ￥18,342
￥20,920 total
includes taxes & fees
Jul 26 - Jul 27
Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
Exterior detail

Apartment 'La Dimora Di Pienza in Val D'Orcia' with Wi-Fi

Apartment 'La Dimora Di Pienza in Val D'Orcia' with Wi-Fi
Pienza
The price is ￥20,767
￥25,233 total
includes taxes & fees
Jul 28 - Jul 29
Apartment 'La Dimora Di Pienza in Val D'Orcia' with Wi-Fi
Front of property

Bellarmino Boutique Apartments

Bellarmino Boutique Apartments
Montepulciano
6.0 out of 10, (3 reviews)
"I wish I knew more about the check in process ahead of time of that they contacted me ok WhatsApp. But it was clean, comfortable, as pictured, great location, and a great stay. "
United States
Nicole
The price is ￥14,048
￥16,199 total
includes taxes & fees
Aug 24 - Aug 25
Bellarmino Boutique Apartments
1 treatment room, massages

Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (92 reviews)
"Our stay at Casanova Panoramic Rooms was absolutely wonderful. The room was beautiful, spotless, and the view was simply breathtaking. The entire check-in process was smooth and welcoming, and having convenient parking made everything even easier. We also loved the restaurant—the food was delicious, and breakfast was excellent. Every part of our stay exceeded our expectations. We would definitely stay here again and highly recommend it to anyone visiting the area."
United States
Anonymous traveler
The price is ￥28,646
￥32,255 total
includes taxes & fees
Jul 29 - Jul 30
Casanova - Panoramic Rooms and Suites
Property entrance

Il Tosco

Il Tosco
Montepulciano
10.0 out of 10, Exceptional, (129 reviews)
"Beautiful hotel in the best location. We so enjoyed our stay, especially the amazing breakfast and sweets they had available all day long."
United States
Margaret
The price is ￥36,943
￥41,384 total
includes taxes & fees
Jul 28 - Jul 29
Il Tosco
Exterior detail

Vicolo Nobile - Romantic Heart of Montepulciano

Vicolo Nobile - Romantic Heart of Montepulciano
Montepulciano
10.0 out of 10, Exceptional, (3 reviews)
"Our 7 nights at this property was perfect in every way. The host was so helpful with transportation, restaurants, wineries and more. The space itself was clean, well appointed, relaxing and in a perfect location within Montepulciano. I highly recommend this property for an authentic and unforgettable Italian getaway."
United States
Keelin C.
The price is ￥18,422
￥22,515 total
includes taxes & fees
Jul 30 - Jul 31
Vicolo Nobile - Romantic Heart of Montepulciano
Suite, 2 Bedrooms | Courtyard view

L'Olmo

L'Olmo
Pienza
10.0 out of 10, Exceptional, (25 reviews)
"Absolutely first class and friendly Perfect location "
United States
Jennifer
The price is ￥74,587
￥82,792 total
includes taxes & fees
Aug 4 - Aug 5
L'Olmo
Property grounds

Dimora del Poggio - cozy Tuscan apartment

Dimora del Poggio - cozy Tuscan apartment
San Quirico d'Orcia
10.0 out of 10, Exceptional, (5 reviews)
"Our hosts were fantastic, the apartment was clean, roomy, and comfortable, and the location was perfect. Easy walk to enjoy shops and dining."
United States
Joe B.
The price is ￥21,649
￥30,600 total
includes taxes & fees
Jul 28 - Jul 29
Dimora del Poggio - cozy Tuscan apartment
Outdoor dining

Il Podere di Casa Rossa Pienza

Il Podere di Casa Rossa Pienza
Pienza
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful views, accommodating hosts"
United States
Pete and Alison C.
The price is ￥35,243
￥51,093 total
includes taxes & fees
Jul 30 - Jul 31
Il Podere di Casa Rossa Pienza
Terrace/patio

Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (178 reviews)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is ￥32,903
￥36,752 total
includes taxes & fees
Aug 24 - Aug 25
Abbadia Sicille Relais
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Monticchiello Hotel Reviews

Albergo Le Terme

Albergo Le Terme

10/10 Excellent
"Exceptional location, excellent thermal spa, great restaurant, a total relaxing and beautiful place."
Jonathan 1-night trip
Posted 2 hours ago
Albergo Le Terme

Find out more about Monticchiello

Search for holiday rentals in Monticchiello on Expedia! You can easily find your home rentals, villas, holiday apartments in Monticchiello using one of the methods below:

  • View our selection of featured holiday rentals in Monticchiello
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Look no further and take a look at our great range of rental properties in Monticchiello!

Frequently asked questions

Are there vacation rentals in Monticchiello?

Yes, we give you a choice of vacation rentals in Monticchiello close to Art Studio di Adelina Quadri, or you can go with a more remote option if you're looking for a relaxing stay. Monticchiello is known for its art.

What's the top vacation rental in Monticchiello?

Idyllic guest house in Tuscan country house style with swimming pool: This vacation home rental outside of Monticchiello is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a patio and a garden.

How many vacation rentals will I find in Monticchiello?

Expedia has 6 vacation rentals for your stay in Monticchiello.

What can I see and do in Monticchiello?

Explore the area and family-friendly sights such as RI Crea RE, or get out into nature at a spot like Historic Centre of Pienza. Art Studio di Adelina Quadri and Pienza Cathedral are a couple of places you'll find in the larger area.

What are vacation rentals like in Monticchiello?

Vacation rentals are privately owned properties you can book for a few weeks or just a few days in Monticchiello. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll have everything you want. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.