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Villa vacation rentals in Città di Castello

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Top-rated villa rentals in Città di Castello

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

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Guest favorite
An aerial view captures a large hilltop property surrounded by lush greenery, with a spacious pool at its center. Two rustic buildings, with traditional tiled roofs, sit amidst olive trees, and expansive hills stretch into the distance under a clear blue sky.
Villa in Umbertide
5 out of 5 average rating, 5 reviews

Il Posto Umbria - full property with large pool

Il POSTO UMBRIA is large hilltop property with an olive grove in the middle of the Umbrian nature. It's quiet and peaceful yet not isolated. It has a large pool (10x15m) and lots of sunny areas as well as shaded spots under the trees. There are options to book culinary experiences and activities: truffle hunting, wine tastings and cooking classes. Il Posto is the perfect place to stay with a large family, multiple families or a group of friends. Come and live ‘la dolce vita’ at IL POSTO

Top guest favorite
The image features a stone farmhouse surrounded by lush greenery, with a serene swimming pool in the foreground. Sun loungers are arranged beside the pool, and a large umbrella stands ready for shade. The hillside in the background adds a natural touch to the tranquil setting.
Villa in Citta di Castello
4.97 out of 5 average rating, 31 reviews

"Casetta" Panoramic Lodge in Umbria, Italy

At a distance of 9 Km from the Umbria/Tuscany border a stone-built cottage with fenced garden, swimming pool, beautiful view on the surrounding hills and the Benedictine Abbey of Badia Petroia, in a secluded wooded location yet near to all amenities, not far from places of interest: Cortona, Gubbio, Assisi, Perugia, Arezzo, Monterchi, Anghiari, Città di Castello. The house is the ideal place for a relaxing holiday , walks in the countryside, visits to Tuscany. Reg. N.: CIN IT054013C2CU031184

Top guest favorite
The exterior of the villa is framed by lush greenery and tall trees, with a stone pathway leading to the entrance. The structure features traditional architecture, characterized by stone walls and wooden accents, set against a backdrop of rolling hills and a blue sky with scattered clouds.
Villa in Montepulciano
4.97 out of 5 average rating, 114 reviews

Wine Experience Villa in Montepulciano

🏡 Villa Talosa è immersa nei vigneti della Fattoria della Talosa, storica azienda vitivinicola di Montepulciano produttrice di Vino Nobile. Un luogo autentico, ideale per rilassarsi con la magia della campagna toscana e una vista incantevole da ogni finestra. A soli 1,5 km dal centro storico, raggiungibile anche a piedi, potrete visitare la nostra Cantina Storica del 1500 sotto Piazza Grande: un’esperienza unica tra storia, passione per il vino. Riscaldamento e aria condizionata sono inclusi.

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
4.91 out of 5 average rating, 223 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
The image shows a historic villa with a stone façade and a prominent tower. The property is surrounded by a well-kept lawn, with a clear pathway leading to the entrance. Lush greenery and decorative planters enhance the inviting appearance of the building.
Villa in Colombella
5 out of 5 average rating, 104 reviews

Torre Villa Belvedere Luxury & Relax with pool

"TORRE VILLA BELVEDERE" Meraviglioso appartamento di 260 metri quadrati , in Villa del XII sec., appena ristrutturato .La piscina privata ( lunga 15 metri e larga 5 metri ) ,biliardo, biliardino, freccette,ampio giardino , portico 80 mq, barbecue,palestra e area relax all'interno della Torre. Situato in posizione strategica ,12 Km da Perugia, 4km dalla superstrada,può ospitare comodamente fino a 8 ospiti (6 adulti e 2 bambini) . ( 3 camere matrimoniali con bagno privato, Tv, cassaforte )

Superhost
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
4.92 out of 5 average rating, 261 reviews

Amazing Tuscany Villa, FREE parking

Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking

Guest favorite
Villa in Umbertide
5 out of 5 average rating, 14 reviews

Stunning house with pool, privacy and views

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.

Top guest favorite
A large, rectangular swimming pool is set within a green lawn, surrounded by tall trees and blooming shrubs. Sun loungers are placed around the pool, providing a space for relaxation. The lush Tuscan countryside stretches into the distance under a clear blue sky.
Villa in Montepulciano
4.95 out of 5 average rating, 153 reviews

A paradise in Montepulciano...

Villa Il Cubo is a full centralized air conditioned private house with large private swimming pool placed in the best garden spot for incredible views on the countryside around. Decoration has been updated with charming details that will make you enjoy the best Tuscany has to offer. We have electric vehicle charging point. Supermarkets, restaurants, grocery stores, wineries are just a few minutes away. IN JULY AND AUGUST WE LET FOR A MINIMUM OF 7 DAYS FROM SATURDAY TO SATURDAY!!!!!!

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 out of 5 average rating, 86 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 favorite
A serene garden area features a lounging chair with a folded towel placed neatly on it. Stone planters and lush greenery surround a small hot tub, complemented by flowering plants and trees. The backdrop includes rustic architecture under a clear sky.
Villa in Monticchiello
4.98 out of 5 average rating, 166 reviews

Villa unesco heritage, Jacuzzi & garden. BB Daria

Carefully renovated and refurbished over a sustained period in order to maintain the original quality of its architecture, San Lorenzo Villa is open to guests. You are invited to enjoy the beauty, comfort and privacy of a beautiful independent villa in the centre of Monticchiello, from where you can have an incredible view on the Val d'Orcia, the UNESCO heritage! Don't forget a delicious breakfast (whatever you like) in our so close typical restaurant

Top guest favorite
A villa is positioned on a hillside, surrounded by greenery. A wooden deck encircles a swimming pool, complemented by a shaded seating area. The property features a two-story home with balconies, offering panoramic views of the valley and lush landscape.
Villa in Arezzo
4.99 out of 5 average rating, 106 reviews

Tuscany View - Villa Arianna

This beautiful villa, which can accommodate up to ten (10) people, will provide an unparalleled Tuscan experience.  While positioned perfectly to allow easy access to the most beautiful towns and villages of southern/central Tuscany (such as Arezzo, Florence, Siena, Cortona, Montepulciano) and northern Umbria (such as Perugia, Orvieto, Assisi); you’ll find this villa offers complete privacy as well as a sense of peace and tranquility to all who visit.

Top guest favorite
The villa, set against a nighttime backdrop, features a well-lit pool that reflects the surrounding greenery. The stone structure is complemented by illuminated trees and soft garden lighting, enhancing the serene atmosphere of the outdoor space.
Villa in Cagli
5 out of 5 average rating, 55 reviews

La Poderina

Villa Poderina is a typical pink stone cottage furnished in a beautiful country chic style, gently nestled on the bank of the Candigliano river located in the Marche hinterland with a wonderful panoramic view. Set in the garden, spacious and very well cared for, the beautiful pool is located, while a few meters inside the property you can access the charming unspoiled river beach with private access where you can take relaxing baths or walk paths.

Popular amenities for Città di Castello villa rentals

Quick stats about villa rentals in Città di Castello

  • Nightly prices starting at

    Città di Castello vacation rentals start at R8,564 ZAR per night before taxes and fees

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Città di Castello rentals

  • 5 Average rating

    Città di Castello stays are highly rated by guests—averaging 5 out of 5!

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