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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.

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Top guest favorite
A charming cottage is shown with a terracotta facade and a tiled roof. A small table with two chairs is set on a patio, surrounded by potted plants. Lush greenery and trees can be seen in the background under a clear blue sky.
Guesthouse in Macciano
4.97 out of 5 average rating, 244 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
A stone villa surrounded by greenery is featured under a clear blue sky. A large swimming pool reflects the sunlight, complemented by sun loungers and colorful potted flowers along the edges. The outdoor area is perfect for relaxation with scenic views of the Tuscan hills.
Villa in Castiglion Fiorentino
4.9 out of 5 average rating, 240 reviews

Tuscan charm of villa - countryside - Villa Senaia

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

Superhost
A serene pool is bordered by a stone patio, inviting relaxation. The surrounding lawn features green grass and several trees. In the background, the restored stone farmhouse stands prominently, with steps leading up to it, framed by lush greenery.
Home in Monte Santa Maria Tiberina
4.9 out of 5 average rating, 41 reviews

Casale S. Stefano

Il casale "S. Stefano" è ubicato in zona collinare, nel Comune di Monte Santa Maria Tiberina (PG), al confine tra Umbria e Toscana. È circondato da ampi spazi verdi e boschivi ed è dotato di piscina. Completamente ristrutturato, con caratteristici tetti con travi in legno e pianelle a vista, l’edificio è molto antico: in passato il casale aveva annessa la chiesa parrocchiale di S. Stefano, da cui prende il nome e le cui mura perimetrali esistono tuttora. Il casale è dotato di 2 appartamenti.

Guest favorite
The rustic stone farmhouse is set amid lush greenery, with tall trees framing the entrance. A gravel pathway leads to the house, which features open windows and a welcoming façade. A sign indicating 'S. Lucia' can be seen nearby, adding to its charm.
Home in Lippiano
4.95 out of 5 average rating, 42 reviews

Private Villa - Pool, A/C & Trad Pizza Oven

This ‘Casa Colonica’ that nestles in a hillside facing the village of Lippiano, with panoramic views of the surrounding countryside, is the perfect retreat from the hustle and bustle of everyday life. Set in beautifully tended gardens stocked with abundant lavender, rosemary, vines and fruit trees, the entire house, pool (open 01/05-30/9 or earlier/later on request) and gardens are completely private to, and for the sole use of each booking. Cookery classes/private dining available to book.

Superhost
A rustic outdoor table is set with a variety of breakfast items, including pastries, fruit, and beverages. A blue chair is positioned nearby under wooden beams, with a backdrop of stone walls and lush greenery. Natural light enhances the inviting ambiance of the setting.
Tiny home in Anghiari
4.89 out of 5 average rating, 252 reviews

Anghiari. Soggiorno a Camera con Vista

Il piccolo borgo di Tortigliano, a 5 km da Anghiari, ha origini medievali, circondato da colline dove gli etruschi hanno messo le radici per la prima grande civiltà italiana. Le pietre ingiallite delle mura respirano fra cipressi secolari e il campanile di una piccola chiesa del 600, sarete gli unici ospiti di un luogo incantato. Il borgo, abbandonato nel dopo guerra, è stato interamente recuperato nel suo impianto originale. Punto di partenza per scoprire il gusto della Toscana a tavola.

Superhost
An infinity pool is framed by stone decking and wooden lounge chairs, inviting relaxation. Umbrellas provide shade, while terraced gardens with olive trees rise in the background. The surrounding landscape features gently rolling hills and clear blue skies, enhancing the serene outdoor setting.
Villa in Cortona
5.0 out of 5 average rating, 96 reviews

Stunning Tuscan Villa & Panoramic Infinity Pool

Stunning Tuscan hilltop Villa, with infinity edge swimming pool, has sweeping 180° panoramic views to Cortona, Lake Trasimeno and the entire Val Di Chiana. The perfect family retreat within ancient sun-drenched olive groves. 5 Double bedrooms; 4 bathrooms; new fully integrated kitchen & dining living space; living room with fireplace; TV snug; stone BBQ & outdoor kitchen within dining terraces and gardens; covered breakfast porch; parking; private infinity pool with sunset views.

Guest favorite
Apartment in Sansepolcro
5.0 out of 5 average rating, 8 reviews

[Atmosfera Bridgerton] Dimora storica nel borgo

Benvenuti nella mia bellissima nuova casa a Sansepolcro! Appena completamente ristrutturata è fresca come una rosa, ma in stile un po' Bridgerton e quindi storico, a tema e classicheggiante 😃 ​🌿 Un'oasi di fresco naturale: Situato in un palazzo storico nel centro di Sansepolcro, l'appartamento vanta spesse mura in pietra originarie. Questo isolamento tradizionale mantiene la casa magnificamente fresca e piacevole (attorno ai 24°C) anche nelle giornate estive più calde.

Top guest favorite
A rustic kitchen area is highlighted by wooden beams overhead and warm lighting. A large wooden dining table with chairs is positioned centrally. A modern flat-screen TV is mounted on the wall, while a refrigerator and cabinetry are visible in the background.
Apartment in Ranzola
5.0 out of 5 average rating, 16 reviews

La casina di Bonucci

Rilassati con tutta la famiglia in questo alloggio tranquillo.”La Casina” è un appartamento di recente ristrutturazione situato in località Ranzola, un piccolo paesino che dista appena 7km da Monterchi, la città che ospita la celebre opera di Piero della Francesca .La sua posizione centrale fra le maggiori attrazioni Umbre e Toscane gli spazi incontaminati che lo circondano rendono questo alloggio adatto a chi cerca un soggiorno all’insegna della cultura e del relax.

Top guest favorite
A stone exterior is showcased, with a staircase leading up to the entrance. A shaded area features outdoor seating, including a table and chairs. Potted plants line the pathway, and greenery provides a serene backdrop, enhancing the outdoor living space.
Home in Prato
4.99 out of 5 average rating, 138 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 rustic exterior of a restored mill is framed by blooming lilac flowers. The two-story building features stone walls with wooden doors and windows, surrounded by lush greenery and a gravel pathway. Sunlight illuminates the quaint structure, reflecting the peaceful rural setting.
Home in Anghiari
4.91 out of 5 average rating, 112 reviews

Il Vecchio Mulino

Bongiorno! Il Vecchio Mulino is a restored mill in the Anghiari area. Set in the valley surrounded by sunflower fields and a stream behind the villa, Il Vecchio Mulino is a quiet oasis from the metropolitan cities of Florence and Rome. Take a cooling dip in your own private pool (pool opens mid-May and is closed during the winter), stroll about the lawned gardens and enjoy the rural setting – this is the perfect place to relax and unwind.

Guest favorite
A rustic dining area features a long wooden table set for eight, with simple tableware and napkins. A large window allows natural light to fill the space, offering a view of the vibrant garden outside, where a hammock is visible in the background.
Home in Anghiari
4.87 out of 5 average rating, 163 reviews

PoggiodoroLoft, Tuscan dream e relax

Welcome to Poggiodoro Loft, 16th century stones' villa located in the countryside of Anghiari. Stunning views, charming and furnished interiors providing all type of comforts, the relaxing sauna, the private garden where you can enjoy the open air and lunch under the pergola, BBQ, fantastic in the warm seasons, lounge with brazier a panoramic swimming pool to spend great moments with friends, to be shared with the hamlet guests.

Top guest favorite
The outdoor pool area is surrounded by neatly trimmed cypress trees and colorful gardens. A gentle slope leads to the pool, with views of the rolling green hills in the background. Sun loungers and umbrellas are placed around the pool, creating a serene atmosphere.
Farm stay in Anghiari
5.0 out of 5 average rating, 56 reviews

Tuscan dream lux 2-bed, pool, private balcony

Explore Tuscany in a beautifully decorated 2-bedroom, 2 bathroom apartment with all amenities & a log fire. Welcome to your luxurious home in the heart of Tuscany, Italy, where every moment will be a new adventure. This beautifully designed and well-furnished apartment is located in a restored farmhouse, surrounded by olive groves, vineyards, and rolling hills, offering you the best of Italian living.

Popular amenities for Monterchi vacation rentals