Montenero Vacation Rentals

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Our top choices for Montenero vacation rentals

Townhouse in Manciano

Il Cantuccio
9.2 out of 10, Wonderful, (53)
"very warm and welcoming. I do recommend having a phone with roaming access so you can receive your instructions to access."
Australia
Eugenio
Il Cantuccio

Townhouse in Montepulciano

Meublé Il Riccio
9.8 out of 10, Exceptional, (86)
"Staff is great and many good restaurants in short walking distance."
United States
Mark
$152 nightly
The price is $172
Dec 30 - Dec 31
Total with taxes and fees
Meublé Il Riccio
10.0 out of 10, Exceptional, (1)
"A quiet, authentic village with wonderful, friendly hosts and neighbours. This is your quintessential Italian stay. Travellers and tourists take note, if you are seeking a comfortable, restful stay in a genuine Italian setting then look no further. The property is as described and the view is amazing. It is also nice to find accommodation that is fairly priced and well located."
Australia
Graham
Panoramic apartment with large terrace overlooking the sea, pets allowed.

Residence in Seggiano

La Dimora di Dida
$74 nightly
The price is $82
Jan 11 - Jan 12, 2026
Total with taxes and fees
La Dimora di Dida

Townhouse in Pienza

Affitacamere Maria Gabriella
9.8 out of 10, Exceptional, (51)
"This property has a lovely view, great garden, attentive staff with good breakfast. Stayed in the cottage and the patio was very sunny and relaxing. "
United States
Lenise
$130 nightly
The price is $148
Jan 2 - Jan 3, 2026
Total with taxes and fees
Affitacamere Maria Gabriella

Townhouse in Pienza

TuscanyLettings Studio&Room
10.0 out of 10, Exceptional, (1)
"メイン通りの好立地。 客室は豪華でエレガント。 ウェルカムキットも良く、アメニティも良好。 次回も必ず利用したい。 スタッフの方、いろいろありがとうございました。"
Japan
keita
$91 nightly
The price is $105
Jan 9 - Jan 10, 2026
Total with taxes and fees
TuscanyLettings Studio&Room

Residence in Montepulciano

Residenza Fabroni
8.8 out of 10, Excellent, (94)
"gorgeous historical property, very attentive host, great location"
United States
Sarah
$88 nightly
The price is $101
Jan 13 - Jan 14, 2026
Total with taxes and fees
Residenza Fabroni

Townhouse in Pienza

PienzaLettings Suites
10.0 out of 10, Exceptional, (1)
"Fantastic room in the city center, close to everything in Pienza"
Norway
Tom
$86 nightly
The price is $99
Jan 6 - Jan 7, 2026
Total with taxes and fees
PienzaLettings Suites

Townhouse in Montalcino

Affittacamere Mariuccia
9.0 out of 10, Wonderful, (11)
"The apartment was big enough, the owner very polite and helpful. But, there were bugs at our mattress... "
United Kingdom
Angeliki
Affittacamere Mariuccia

Apartment in Catabbio

Holiday house SATURNIA
10.0 out of 10, Exceptional, (3)
"Se decidete di trascorrere una vacanza alle Terme di Saturnia non lasciartevi sfuggire di soggiornare in questa struttura. Pulita, accogliente e completa di tutto. Noemi disponibilissima e un plauso grande alla mamma Valeria. Donna garbata e carina, veramente squisita. Sei a pochi minuti da entrambe le Terme . Lo consiglierei ? Assolutamente si ..magari in estate; in modo che possa godermi piscina e giardino. Un bacio grande a Valeria e Noemi. E grazie di tutto ❤️"
Italy
Olga I.
$104 nightly
The price is $104
Jan 2 - Jan 3, 2026
Total with taxes and fees
Holiday house SATURNIA

Townhouse in Montalcino

Idolina Guest House
9.4 out of 10, Exceptional, (105)
"The room met our expectations. Fulvia welcomed us and provided all info we needed. She was lovely and the room spacious and cosy. The location was perfect for our needs and we were very pleased."
United Kingdom
Kathrin
$81 nightly
The price is $99
Jan 5 - Jan 6, 2026
Total with taxes and fees
Idolina Guest House
10.0 out of 10, Exceptional, (7)
"We had a wonderful stay at the villa - we were a group of 10 adults and 2 children and used the villa as our home base for a week to explore the area (Pienza, Siena, Montalcino, Montelpulciano, etc). There are 4 apartments ranging from 1-3 bedrooms which were fantastic for the families, plus an additional communal kitchen and living room for everyone to gather. It was the perfect setup as it gave everyone the ability to have some privacy as well as for everyone to congregate and eat meals...
United States
Li-Shen L.
$1,820 nightly
The price is $1,825
Jan 5 - Jan 6, 2026
Total with taxes and fees
'...a delicious farmhouse in the countryside where only the wind blows...'

Townhouse in Castel del Piano

Chalet Il Cristallo
6.8 out of 10, (3)
"Puzza di chiuso e muffa in camera, muffa sul muro, letto con trapunta, lenzuolo e coprimaterasso con n macchia di non so cosa, per aprire lucernario del bagno ho dovuto togliere ragnatele con insetti incorporati. Molle del letto che si sentivano nella schiena e per finire nido sul davanzale che impediva la chiusura degli antoni, non avrei mai fatto togliere il nido amo gli animali, ma le tende interne oltre che sporche non si potevano tirare per impedire un po' alla luce di entrare, alle ore 5...
Italy
Giordano
$64 nightly
The price is $74
Jan 19 - Jan 20, 2026
Total with taxes and fees
Chalet Il Cristallo
$7,593 nightly
The price is $7,593
Dec 29 - Dec 30
Total with taxes and fees
VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

Townhouse in Montalcino

B&B Le Scalette di Piazza
9.4 out of 10, Exceptional, (90)
"Great location and excellent staff. "
Canada
Jacek
$114 nightly
The price is $130
Jan 7 - Jan 8, 2026
Total with taxes and fees
B&B Le Scalette di Piazza

Apartment in Pienza

Casa Gioia - Casa Olivieri
$87 nightly
The price is $100
Jan 9 - Jan 10, 2026
Total with taxes and fees
Casa Gioia - Casa Olivieri

Residence in Pienza

Hotel San Gregorio
3.0 star property
9.4 out of 10, Exceptional, (134)
"Such friendly staff, loved Pienza and the property was such a good location! "
United Kingdom
Bethan
$149 nightly
The price is $171
Jan 7 - Jan 8, 2026
Total with taxes and fees
Hotel San Gregorio
10.0 out of 10, Exceptional, (1)
"Posto delizioso, curatissimo, ben arredato e ben pulito.Ringraziamo Barbara per la calorosa accoglienza."
Italy
Alessia R.
$135 nightly
The price is $139
Jan 7 - Jan 8, 2026
Total with taxes and fees
Loft with flowered courtyard in Val d'Orcia Radicofani
9.0 out of 10, Wonderful, (2)
"Great location and a well maintained property"
United Kingdom
Matt D.
$186 nightly
The price is $191
Dec 29 - Dec 30
Total with taxes and fees
Il Borghetto - La Ghibellina Townhouse, private apartment with balcony

Townhouse in Montepulciano

La Locanda di San Francesco
9.8 out of 10, Exceptional, (131)
"Great room-great staff-great location"
United States
Richard
$166 nightly
The price is $188
Jan 18 - Jan 19, 2026
Total with taxes and fees
La Locanda di San Francesco
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 Montenero Hotel Reviews

Find out more about Montenero

Everything you need to know about Montenero 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 Montenero 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 Montenero vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Montenero vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Montenero. 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 Montenero 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 $101 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 Montenero rentals

At Expedia, we put the best Montenero 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 Montenero 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 Montenero 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 Montenero. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Montenero?

Yes, we have vacation rentals close to well known points of interest in Montenero, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best vacation home rentals in Montenero?

The House of Alice, charm and relaxation: Visitors like this Montenero vacation home rental. It is located in a rural location and has a fireplace, a terrace, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. Kick off your shoes and enjoy yourself with a garden and a selection of books.

How many vacation rentals will I find in Montenero?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Montenero stay.

What can I see and do in Montenero?

While exploring the area, visit family-friendly sights like Terme Petriolo, or get outside and enjoy nature at Garden of Daniel Spoerri. In the larger area, you’ll find Castello Banfi and Abbazia di Sant'Antimo.

What are vacation rentals like in Montenero?

Vacation rentals are privately owned accommodations you can reserve for a couple days or more in Montenero. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from shared hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for families.