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

Monticchiello Vacation Rentals

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Monticchiello vacation rentals

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

1. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (75 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
$117 nightly
The price is $134
Nov 13 - Nov 14
Total with taxes and fees
Affitacamere Maria Gabriella
A covered corridor with brick columns, potted plants, and a view of a lush landscape.

2. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (185 reviews)
"Great Historical location."
Canada
Robert
$61 nightly
The price is $71
Dec 10 - Dec 11
Total with taxes and fees
Abbadia Sicille Relais
A crowded restaurant with brick walls and multiple tables and chairs.

3. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (152 reviews)
"This place was great. Amazing view the room. Extremely friendly and helpful staff. This hotel made our trip - highly recommend"
Canada
Colin
$141 nightly
The price is $159
Nov 21 - Nov 22
Total with taxes and fees
La Locanda di San Francesco
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

4. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (171 reviews)
"Great location. Clean and quiet with good breakfast"
United States
Michael
$136 nightly
The price is $157
Nov 16 - Nov 17
Total with taxes and fees
Hotel San Gregorio
An arched doorway leading to a building with a wooden door and a staircase.

5. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (116 reviews)
"Very charming property in a fantastic location. The host was very responsive and we had a marvelous stay. Bear in mind this is a historic property and accordingly has some quirks. Those looking for modernity and perfect fixtures may not appreciate those quirks."
United States
Marc
$85 nightly
The price is $98
Nov 16 - Nov 17
Total with taxes and fees
Residenza Fabroni
A balcony with a metal railing, a small table with a chair, potted plants, and a view of the sea.

6. PienzaLettings Suites

PienzaLettings Suites
Pienza
10.0 out of 10, Exceptional, (7 reviews)
"Clean room with friendly and helpful staff. Thank you so much for the wonderful stay"
United States
Pearlyn
$84 nightly
The price is $97
Dec 10 - Dec 11
Total with taxes and fees
PienzaLettings Suites
A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

7. Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (145 reviews)
"We really enjoyed the room. Comfortable bed. Great location."
United States
Melissa
$94 nightly
The price is $108
Nov 15 - Nov 16
Total with taxes and fees
Bed & Breakfast Vicolo dell'Oste
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

TuscanyLettings Studio&Room
Pienza
10.0 out of 10, Exceptional, (3 reviews)
"Lugar maravilhoso, localização perfeita, super limpo e aconchegante."
Brazil
Lucas
$81 nightly
The price is $93
Dec 10 - Dec 11
Total with taxes and fees
TuscanyLettings Studio&Room
A stone building with a tiled roof, surrounded by tall trees and a gravel path.

9. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (11 reviews)
"Amazing location, beautiful property"
United States
Joseph
$119 nightly
The price is $136
Nov 12 - Nov 13
Total with taxes and fees
montorio
An interior courtyard with stone columns, arches, and a mosaic.

10. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.8 out of 10, Exceptional, (122 reviews)
"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!"
United States
Christopher
$137 nightly
The price is $155
Nov 12 - Nov 13
Total with taxes and fees
Meublé Il Riccio
A stone building with a wooden door, a staircase, and a small window with a metal grill.

11. 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
$82 nightly
The price is $95
Dec 8 - Dec 9
Total with taxes and fees
Casa Gioia - Casa Olivieri
A stone archway leading to a building entrance with a wooden door.

12. Bellarmino Boutique Apartments

Bellarmino Boutique Apartments
Montepulciano
5.6 out of 10, (5 reviews)
"Na"
United States
Abel
$58 nightly
The price is $68
Dec 1 - Dec 2
Total with taxes and fees
Bellarmino Boutique Apartments
A terrace with a table set for breakfast, overlooking a scenic landscape.

13. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (50 reviews)
"Room, location, staff - it was perfection. We can not wait to return."
United States
Denise
$172 nightly
The price is $194
Nov 11 - Nov 12
Total with taxes and fees
Delcorto Suites
A stone-walled room with a large bathtub, a fireplace, and a set of stone steps leading to the tub.

14. 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, (50 reviews)
"Our stay was great. "
United States
Elena
$109 nightly
The price is $124
Nov 23 - Nov 24
Total with taxes and fees
Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
A stone building with a courtyard, outdoor seating, and a warm light setting.

15. Sarna Residence

Sarna Residence
San Quirico d'Orcia
9.4 out of 10, Exceptional, (40 reviews)
"We enjoyed our stay. The room was very clean. The staff was helpful."
United States
Bokang
$111 nightly
The price is $131
Nov 16 - Nov 17
Total with taxes and fees
Sarna Residence
A wooden door with a metal handle, a brick archway, a staircase, and a flower pot on the wall.

16. Idolina Guest House

Idolina Guest House
Montalcino
9.6 out of 10, Exceptional, (118 reviews)
"A truly special place!"
United States
Jaiden
$94 nightly
The price is $112
Dec 10 - Dec 11
Total with taxes and fees
Idolina Guest House
A narrow cobblestone street flanked by historic stone buildings with arched doorways and windows.

17. Il Tosco

Il Tosco
Montepulciano
10.0 out of 10, Exceptional, (141 reviews)
"Excellent room, service and food. The best."
United States
Valerie
$227 nightly
The price is $255
Dec 10 - Dec 11
Total with taxes and fees
Il Tosco
A terrace with a table set for dining, overlooking a scenic landscape with a castle in the distance.

18. FonteLiving

FonteLiving
San Casciano dei Bagni
10.0 out of 10, Exceptional, (22 reviews)
"Fabulous apt., elegant, clean lines, quiet, pool and wonderful staff"
Italy
Dauray
$73 nightly
The price is $82
Nov 11 - Nov 12
Total with taxes and fees
FonteLiving
A poolside area with two glasses of water, candles, and a stone pathway.

19. Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.0 out of 10, Wonderful, (105 reviews)
"Hotel had beautiful views and amenities like breakfast and spa were amazing."
United States
Oscar
$169 nightly
The price is $191
Nov 18 - Nov 19
Total with taxes and fees
Casanova - Panoramic Rooms and Suites
An open door leading to a balcony with a view of a forested hillside.

20. La Dimora di Dida

La Dimora di Dida
Seggiano
$71 nightly
The price is $79
Nov 17 - Nov 18
Total with taxes and fees
La Dimora di Dida
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

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"Extremely attentive and polite staff made us feel special. The location, thermal pools and bike rental made our stay incredible and unforgettable. Can’t wait to stay again!"
Slimane 3-night trip
Posted 23 hours ago
Castello di Velona Resort Thermal SPA & Winery

Find out more about Monticchiello

Everything you need to know about Monticchiello vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Monticchiello vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Monticchiello vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Monticchiello vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Monticchiello. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Monticchiello in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $68 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Monticchiello rentals

At Expedia, we put the best Monticchiello vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Monticchiello rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Monticchiello vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Monticchiello. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

Tuscan villa pool spa Siena Montepulciano Perugia Pienza Florence 2 hours from Rome: 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. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals will I find in Monticchiello?

Expedia has 8 vacation rentals for your stay in Monticchiello.

What can I see and do in Monticchiello?

Explore the area and family-friendly sights such as Pinzi Pinzuti, 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.