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Vacation rentals in Monterchi

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Top-rated vacation rentals in Monterchi

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

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Guest favourite
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

In the charming Tuscan countryside, among olive trees and vineyards, a stone villa, in a strategic position to grasp the secrets of Tuscany and Umbria air conditioning and swimming pool with wellness area for your relaxation and comfort Villa Senaia is a large house with wooden beams, in a beautiful hillside location with idyllic views overlooking one of the favorite places in the Tuscan countryside, an attractive setting for outdoor dining, drinking Tuscan wine and listening to crickets and cicadas

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

The "S. Stefano" farmhouse is located in a hilly area, in the Municipality of Monte Santa Maria Tiberina (PG), on the border between Umbria and Tuscany. It is surrounded by large green and wooded spaces and has a swimming pool. Completely renovated, with characteristic roofs with wooden beams and exposed tiles, the building is very old: in the past the farmhouse had the parish church of S. Stefano, from which it takes its name and whose perimeter walls still exist. The farmhouse has 2 apartments.

Top guest favourite
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.

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 homes in Anghiari
4.89 out of 5 average rating, 252 reviews

Anghiari. Stay in a Room with a View

The small village of Tortigliano, 5 km from Anghiari, has medieval origins, surrounded by hills where the Etruscans took root for the first great Italian civilization. The yellowed stones of the walls breathe among centuries-old cypresses and the bell tower of a small 17th-century church, you will be the only guests in an enchanted place. The village, abandoned after the war, has been entirely recovered in its original layout. Starting point for discovering the taste of Tuscany at the table.

Guest favourite
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
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.

Top guest favourite
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

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

[Bridgerton Atmosphere] Historic residence in the village

Welcome to my beautiful new home in Sansepolcro! Just completely renovated, it's as fresh as a daisy, but with a bit of a Bridgerton style, so it's historical, themed and classic 😃 ​🌿 An oasis of natural freshness: Located in a historic building in the centre of Sansepolcro, the apartment boasts thick original stone walls. This traditional insulation keeps the house beautifully cool and pleasant (around 24°C) even on the hottest summer days.

Top guest favourite
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.

Top guest favourite
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

Bonucci's House

Relax with the whole family in this quiet accommodation."La Casina" is a newly renovated apartment located in Ranzola, a small village that is just 7km from Monterchi, the city that houses the famous work of Piero della Francesca. Its central location between the major Umbrian and Tuscan attractions and the pristine spaces that surround it make this accommodation suitable for those looking for a stay full of culture and relaxation.

Guest favourite
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, 164 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 favourite
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.

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