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Vacation rentals in Montecastelli

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Top-rated vacation rentals in Montecastelli

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A saltwater swimming pool is framed by lush greenery, with sunbeds positioned on the grass nearby. A natural fence enhances the privacy of the outdoor area, which is surrounded by trees that provide shade and a serene environment.
Villa in Pierle
4.89 out of 5 average rating, 45 reviews

Historic Villa Getaway with 6BR/9BA, Pool, Views

This six-bedroom villa complex, set in atop a hill, overlooks a panorama of surrounding hills, fully immersed in nature. Villa was estored in 2020, with the rustic flair preserved to maintain its unique charm. The authentic stonework, the open fireplace in the entrance hall, and the exposed beams are in harmony with wooden floors. The villa is within 30min drive of Cortona. Also near Siena, Gubbio, Assisi, Lake Trasimeno, Arezzo, Montepulciano, Spoleto, and Perugia. (Read other details to note)

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Top guest favorite
Villa in Colombella
5.0 out of 5 average rating, 113 reviews

Torre Villa Belvedere Luxury & Relax with pool

"TORRE VILLA BELVEDERE" Meraviglioso appartamento di 260 metri quadrati , in Villa con torre del XII sec .La piscina privata ( lunga 15 metri e larga 5 metri ) ,biliardo, freccette,ampio giardino , portico 80 mq, barbecue,palestra e area relax all'interno della Torre. Comodo parcheggio privato all'interno della struttura. Situato in posizione strategica ,12 Km da Perugia, 4km dalla superstrada,può ospitare comodamente fino a 8 ospiti 3 camere matrimoniali con bagno privato, Tv, cassaforte.

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Guest favorite
The image captures a tranquil outdoor area featuring a private swimming pool with clear blue water. Surrounding the pool are several lounge chairs and umbrellas, providing shaded seating. In the background, a rustic stone villa is framed by lush greenery, enhancing the serene atmosphere.
Villa in San Pietro A Monte
4.95 out of 5 average rating, 20 reviews

Villa Casanova - Private Pool & Garden in Umbria

Countryhouse Casanova is a typical Umbrian farmhouse framed in the peaceful environment of its surrounding olive grove and centuries-old trees and the breathtaking view of the valley below. The villa features 3 independent apartments and, on the ground floor, a common lounge perfect for pleasant convivial moments. The villa is 15 km from Città Castello and 30 km from Cortona. The entire villa is fenced and the large park with private swimming pool is perfect for an holiday in total relaxation.

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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

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Guest favorite
Villa in Umbertide
5.0 out of 5 average rating, 26 reviews

Stunning house with pool, final summer discounts

40 mins from Perugia airport and Terontola railway station Charming and tastefully restored farmhouse with panoramic views. Large heated private swimming pool. Outdoor terraces with pergolas for shade. BBQ and pizza oven Security gate and cameras Four bedrooms with air-conditioning, three bathrooms. Two sitting rooms. Full equipped kitchen. Parking up to four cars. Wi-fi throughout. Weekly cleaning included. Washing Machine and Dishwasher Table tennis, Sky TV, indoor and outdoor games.

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Top guest favorite
The rustic stone building is set amidst lush gardens, framed by tall cypress trees. A winding pathway leads through the greenery, guiding towards the entrance. The structure showcases rustic charm with climbing vines and an inviting, well-maintained outdoor space. A small dog is seen wandering nearby.
Home in Città di Castello
5.0 out of 5 average rating, 24 reviews

Due Torri, Umbrian elegance

Due Torri oozes rustic Italian elegance and charm amongst the rolling hills of the Umbrian/Tuscan border. A private estate with vineyard, immersed in nature, Due Torri is the perfect place to relax and unwind. Comprising two original watch towers dating back to the 13th century, the property has been painstakingly renovated in a way which preserves the character and features of this historic building, whilst providing a modern level of comfort, style and convenience (air-con throughout).

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Top guest favorite
A historic stone building rises against a clear blue sky, surrounded by olive trees. The inviting pool stretches alongside the structure, enhanced by a smooth stone edge, creating a serene outdoor space for relaxation.
Apartment in Montone
4.98 out of 5 average rating, 53 reviews

Dependance nel castello del Cardaneto

Monolocale nel Castello del Cardaneto (VIII sec) con piscina, parcheggio privato e 4000 mq di giardino. A 2 km da uno dei borghi più belli d’Italia , Montone, famoso per le attrazioni turistiche ed eventi che ne rendono un posto unico. Il monolocale di circa 50mq ha ingresso indipendente con affaccio sul giardino, ingresso salotto camera matrimoniale e bagno. Piscina panoramica con vista su Montone per tutti gli odpiti. Disponibile altro appartamento con cucina e balcone privato.

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Top guest favorite
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.

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Apartment in Umbertide
5.0 out of 5 average rating, 25 reviews

B&B Lavinia

Nel cuore del centro storico di Umbertide, B&B Lavinia, offre un accogliente appartamento, con comodo accesso a piano terra, ristrutturato e curato nei minimi dettagli composto da una spaziosa camera matrimoniale, bagno con doccia e bidet, ampia zona living con divano letto e cucina. La location è strategica oltre che per visitare la caratteristica cittadina, anche per raggiungere facilmente i luoghi più famosi della regione come Perugia, Assisi e Gubbio.

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Top guest favorite
Home in Umbertide
5.0 out of 5 average rating, 11 reviews

Farmhouse with incredible view with pool

Ancient stone farmhouse from 1418 located just 4 km from Umbertide, immersed in a landscape of incomparable beauty. In Scarione you can enjoy a unique view of the surrounding valleys. Ideal for those seeking peace and tranquility, walks and trekking in the countryside among olive groves and castles. Also ideal for those who want to explore the Umbrian cities all within a short distance

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Guest favorite
A private swimming pool is bordered by tiling, with two lounge chairs positioned nearby. The stone building features multiple windows with wooden shutters. A shaded seating area with a canopy can be seen on the upper terrace, creating an inviting space for relaxation.
Home in Umbertide
5.0 out of 5 average rating, 7 reviews

House for two family’s of 4

Bring the whole family to this great place with lots of room for fun. The house consists of two apartments with there own kitchen and bathroom. Each apartment has two bedrooms with two single beds and a dubbel bed. The one in front of the apartments is private . Casa Montecastelli is located in Umbertide in the Umbria region, 6 km from beautiful Montone. It features free Wi-Fi, bar

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Top guest favorite
A cozy living room features rustic stone walls and wooden beams overhead. Two armchairs with ornate upholstery and a coffee table sit centrally, while a lamp provides soft illumination. Large windows with wooden shutters allow natural light to enrich the space, which includes a fireplace in the background.
Vacation home in Umbertide
5.0 out of 5 average rating, 25 reviews

Casa Torre

Divertiti con tutta la famiglia in questo elegante alloggio. Rilassati e ricaricati in quest'oasi di quiete ed eleganza. Borgo del XVI secolo nel cuore più verde d'Italia. Tu possiedi lo spazio e il tempo, noi ti accompagneremo. Situato al confine tra Umbria e Toscana, scopri, visita, esplora e prenota ora!

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