Vacation rentals in Monterchi

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Monterchi

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Top guest favorite

A spacious living room features an archway of exposed brick and stone, with large windows allowing natural light. A comfortable sofa is positioned around a coffee table, while a professional kitchen is visible in the background, complemented by wooden shelves filled with books.

Vacation home in Arezzo

5 out of 5 average rating, 133 reviews

Historic Arched Apartment in the Heart of Arezzo

In the old town centre of Arezzo, next to Casa Vasari, rises up the sixteenth century building, owned in the past by the Ubertini family. A few steps away from all the attractions of the city, the old kitchens of the building have been transformed into an elegant and comfortable guesthouse, rich in charm in every detail. The interior design is well-finished and, making every detail stand out, is finely furnished with traditional carpets and antique pieces. Locanda Bellavita is an apartment for up to 7 people, on the ground floor with an independent entrance. It consists of two master bedrooms, one French bedroom, one restroom with bath and another one with shower, a big living room with a massive fireplace, dining room and professional kitchen. ingresso privato,tutti gli ambienti sono in esclusiva Salvo alcuni giorni della settimana,abito sopra la struttura The apartment is in a building in the old town center of Arezzo next to Casa Vasari. It’s a few steps from all the attractions in the city. a 100mt dalla Chiesa di san Domenico e dal Duomo. Vicinissimo al parcheggio Petri,sotto il Duomo della città. In 5 minuti ovunque a piedi nel centro della città In the middle of the old town centre the guesthouse is a few steps away from every touristic attraction. The apartment is entirely exclusive for you for the period reserved and is provided with every comfort. The kitchen is professionally equipped. The towels and bed linen will be changed every 4 days. To prepare breakfast, there is an area with coffee machine, kettle, toaster and microwave. *The rooms will be naturally chilled thanks to the thick stone walls, so you won’t need any air conditioning.

Top guest favorite

Farm stay in Ruscello

4.99 out of 5 average rating, 420 reviews

Farmhouse Fattoria La Parita

Provencal style apartment surrounded by vineyard and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 from the highway. The singing of the acorn and cuckoo will be the soundtrack to the living room while the roe deer burn among the olive trees. An Italian basic breakfast (coffee, tea, milk, cookies, etc.) is included, if you prefer a richer and served breakfast at the table, the cost is €10 per person (€6 from 5 to 15 years, free less than 5 years old). Wallbox EV available.

Superhost

Home in Anghiari

4.88 out of 5 average rating, 140 reviews

Tuscan dream in the ancient Tobacco's villa, sauna

Welcome to Tobacco Loft, our 16th century stones' villa located in the countryside of Anghiari. The House offers stunning views, charming and furnished interiors providing all type of comforts: a beautiful fireplace that will keep the ambient warm in winter, the relaxing sauna, the private garden where you can enjoy the open air and have lunch under the pergola, BBQ, fantastic in the warm seasons, a panoramic swimming pool to spend great moments with friends, to be shared with the hamlet guests.

Top guest favorite

The image captures a stunning sunset over the rolling hills of Valdichiana. Soft hues of orange and pink fill the sky, while charming rooftops and distant landscapes create a serene backdrop. Lavender plants in the foreground add a touch of natural beauty to the scene.

Apartment in Cortona

4.99 out of 5 average rating, 155 reviews

Cortona’s Rooftop Nest

L’appartamento è sito in pieno centro storico proprio di fronte alla meravigliosa chiesa di San Francesco e a pochi passi dalla piazza principale.Arredato in stile country chic e dotato di tutti i comfort.Ospita 4 persone.Ventilatori nelle camer The apartment is located in the historic center right in front of the wonderful church of San Francesco and a few steps from the main square. Furnished in a country chic style and equipped with all comforts. It can host up to 4 people. Fan in the rooms.

Top guest favorite

Guesthouse in Macciano

4.96 out of 5 average rating, 164 reviews

Tuscan cottage with an heavenly view

Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

Guest favorite

Villa in Castiglion Fiorentino

4.91 out of 5 average rating, 211 reviews

Tuscan charm of villa - countryside

Nell’affascinante campagna Toscana,tra ulivi e vigneti una villa in pietra,in posizione strategica per cogliere i segreti di Toscana e Umbria aria condizionata e piscina con area wellness per il vostro relax e confort Villa Senaia è una grande casa con travi in legno, in una splendida posizione in collina con vista idilliaca che affaccia su uno dei luoghi preferiti della campagna toscana, un ambiente attraente per mangiare all'aperto, bevendo vino toscano e ascoltando i grilli e le cicale

Top guest favorite

A serene view showcases a rustic guest house surrounded by vibrant autumn foliage and lush greenery. Rolling hills are visible in the background, while the colorful sunset paints the sky in warm hues. An outdoor area features wooden decking and a private hot tub.

Home in Anghiari

4.99 out of 5 average rating, 235 reviews

Casa Rosmarino Eco-Wellness Country Home

Price includes the WELLNESS & COMFORT package as follow: - Wooden fired Hot Tub w/Jacuzzi (1 organic water filling, good for 3/4 days of use) - Infrared Sauna - Wood logs for Fireplace & Hot Tub - Fire starters - House Heating/Air Conditioning - Laundry/Dryer - Shower Gel/Shampoo/Bathrobes - Welcome Appetizers w/Wine - Italian Ground Coffee - Treats during your stay Extra activities (not included) : - Massages, Cooking Classes, Tours & Tasting Please INQUIRE for price & availability.

Top guest favorite

A view from a window presents the vibrant Piazza Grande, framed by wooden shutters. Historic buildings and a church tower are visible, while a clear blue sky adds brightness to the scene. Soft curtains provide a gentle contrast to the exterior views.

Apartment in Arezzo

5 out of 5 average rating, 108 reviews

Piazza Grande Boutique Apartment

Affacciato sulla più bella piazza del centro storico di Arezzo, dove si svolge la rievocazione della Giostra del Saracino, il Piazza Grande Boutique Apartment è situato al secondo piano di un palazzo medievale, con vista sui bellissimi palazzi e le Logge Vasariane ed è una location unica nel suo genere. L'arredamento, opera della contessa Cesaroni Venanzi è stato realizzato con bellissimi mobili antichi reinterpretrati in chiave moderna ed arricchiti da contaminazioni contemporanee.

Top guest favorite

A historic architectural scene showcases a church featuring a bell tower and intricate stone façades, framed by weathered columns. An inviting plaza lies in the foreground, with a solitary figure strolling, surrounded by buildings that display a blend of classic designs and rustic charm.

Condo in Asciano

4.96 out of 5 average rating, 352 reviews

Romantic Yellow apartment in Crete Senesi

Apartment consisting of a comfortable double bedroom (it is possible to make 2 single beds on request), an equipped kitchen, a living room, and a bathroom. TV, BBQ, (if needed, we have a washing machine available from 9 a.m. to 8 p.m., which is in our laundry room). A car is recommended as we are in the countryside, so you can be self-sufficient and visit the magnificent Tuscan countryside as well. Free parking and wifi. I look forward to showing you the real Tuscany!

Top guest favorite

An outdoor terrace is visible, furnished with several tables and chairs, providing ample seating. Flower pots with colorful blooms adorn the railing, while a panoramic view of the surrounding hills and greenery stretches into the distance under a clear sky.

Apartment in Sinalunga

4.99 out of 5 average rating, 271 reviews

Resort Panoramic view - Free parking

Appartamento nuovo , potente Wi-Fi, SMART TV, bagno privato , Aria Condizionata, cucina privata , lavanderia , parcheggio privato gratuito . Sala da tea ad uso gratuito . Vista panoramica mozzafiato . Tra le Crete Senesi e la Val D’Orcia , a 800metri dal centro del paese , con ristoranti , bar e supermercati . Posto strategico per visitare le principali località in Toscana : Montalcino , Pienza , Siena , Arezzo , Rapolano Terme , Montepulciano .

Top guest favorite

Home in Prato

4.99 out of 5 average rating, 124 reviews

Tofanello Turquoise Luxury with Outdoor Pool

Escape to the rolling hills of Umbria in this updated farmhouse (90 m2 over 2 floors) that retains its original charm. The home features classic beamed vaulted ceilings, original stone finishes, an indoor wood-burning fireplace, private entrance and a private garden terrace. The shared pool has a large sun lounge area. If your favourite dates aren't available anymore take a look at our orange apartment. Orange: https://www.airbnb.com/rooms/plus/9429730

Top guest favorite

The exterior of a charming stone cottage is presented, featuring large arched windows and a wooden door. Vibrant greenery surrounds the building, with a stone pathway leading to a small outdoor seating area with metal chairs and a table, ideal for enjoying the natural surroundings.

Guesthouse in Perugia

4.99 out of 5 average rating, 123 reviews

Ethical house in Umbria

It is a 60 sqm annex suitable for couples who want to visit our region. We don't have a swimming pool but we have the truffle ground, the stream, the roe deer, porcupines, wild boars, our cats and the little dog Moti. In the garden, you will find herbs, fruit, and garden produce. Inside the cottage we rent, you will have our olive oil and helichrysum liqueur that we produce. We also produce saffron, but we sell it! Of course, pets are welcome!

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Monterchi vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Monterchi

Guest favorite

The villa's exterior is highlighted by a modern structure with large glass doors and a gently sloping roof. It is surrounded by lush greenery and features a patio area with steps leading to the entrance. Soft lighting illuminates the garden, creating a serene evening ambiance.

Villa in Montepulciano

4.95 out of 5 average rating, 218 reviews

Amazing Tuscany Villa, FREE parking

StephenRating, 5 stars2 weeks ago

A super cute place to stay, while it was just outside of the main town of Montepulciano, it was very peaceful and lovely home with plenty of character. Pier Luigi was a gracious host and even gave us welcome and departing gifts. We loved our stay here, Thank you Pier for your hospitality.

Guest favorite

An outdoor space is featured, showcasing a stone structure with a door leading inside. A rustic table is set with glasses and plates, surrounded by vibrant yellow flowers and green shrubs, creating a serene environment for dining.

Apartment in San Leo Bastia

5 out of 5 average rating, 27 reviews

Hamlet San Biagio a Colle – House of Venus

ShannonRating, 5 stars1 week ago

Renato’s place was very extraordinary. We had the entire villa to ourselves. Our 2 bedroom was perfect for our stay. Renato was a great host and was very helpful when we couldn’t find his place right away. He brought us delicious pastries on several occasions. We were in town for a wedding and the villa was not far from the venue. I would recommend this villa to anyone who is looking for some peace and quiet. It can accommodate several families at one time

Guest favorite

A spacious hallway features exposed wooden beams and terracotta flooring. Soft lighting from wall sconces illuminates the stone walls, while a wooden dining table is visible through an open doorway, leading to a warm, inviting atmosphere.

Vacation home in Umbertide

5 out of 5 average rating, 16 reviews

Casa Monte

AdamRating, 5 stars10 months ago

Umbria gem. This place was beautiful, clean, comfortable and peaceful. highly recommend it for an Italy getaway we will be back. Gabriele was a kind and welcoming host.

Guest favorite

The image captures a charming medieval stone structure, featuring a tall tower and round windows. A pathway leads towards the entrance, offering a view of the misty valley below. Rolling hills and distant buildings can be seen in the background under a cloudy sky.

Vacation home in Anghiari

4.93 out of 5 average rating, 15 reviews

Apartment in Anghiari

BrendanRating, 5 stars2 weeks ago

We loved staying at Kim's place. Stylish, safe, comfortable and very clean. Well located in one of Italy's loveliest towns. Great communication and helpful host.

Guest favorite

A wooden balcony table is set for tea, featuring delicate china cups accompanied by cookies. A simple vase holds fresh flowers. The stunning countryside view stretches across rolling hills under a clear sky, enhancing the serene atmosphere of the outdoor space.

Apartment in Montepulciano

4.94 out of 5 average rating, 191 reviews

I Tramonti di Eramo, Montepulciano city center.

TanyaRating, 5 stars6 days ago

Spectacular view. Relaxing after a long trip thru wineries. Town was very cute and comfortable

Top guest favorite

A rustic stone building is framed by lush greenery, showcasing wooden shutters and a welcoming arched doorway. A small outdoor table stands nearby, accompanied by planters filled with flowers, all set against a gravel path leading to the home.

Home in Cortona (Pierle)

4.98 out of 5 average rating, 51 reviews

"L'Antico Metato" house in the woods

FriederikeRating, 5 stars2 weeks ago

We stayed 4 days and it was just fantastic. The arrival was hassle-free and Flavia welcomed us very warmly on site. After a short tour of the house and a short briefing, the holiday could begin. A note with restaurant recommendations and excursion destinations was ready on the table. After a short thunderstorm, we had a power outage, but Flavia was immediately available and within 5 minutes we had electricity again. Shopping and restaurants are easily accessible by car. I would recommend this place to anyone who longs for peace and wants to enjoy nature. We will be happy to come back!

Top guest favorite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 397 reviews

Old hayloft on the Chianti hills

JamieRating, 5 stars6 days ago

What can I say. The most beautiful place I’ve ever stayed. It’s not just an Airbnb property, it’s an experience. If you don’t love Giovanni and his obvious passion for what he does, there’s something wrong with you. The pictures look great, but they don’t do it justice. Such an incredible business in the most incredible location looked after with incredible attention to detail. Book it, you won’t find better.

Guest favorite

Farm stay in Campiglia D'orcia

4.91 out of 5 average rating, 468 reviews

Poggio Bicchieri Holiday Farm - Memoria apartment

PatrykRating, 5 stars3 days ago

The best place in whole tuscany! We had whole garden for ourself, a lot of fresh spices in a garden which we could use. Peace and homely atmosphere as vacation at your's grandma place! 11/10 I reccomend olive oil host produces!

Show all

Vacation rentals in Monterchi

Top-rated vacation rentals in Monterchi

Vacation rentals for every style

Popular amenities for Monterchi vacation rentals

Other great vacation rentals in Monterchi

Destinations to explore