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Villa vacation rentals in Città di Castello

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Top-rated villa rentals in Città di Castello

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Top guest favorite
A modern kitchen area is seen, featuring white cabinetry and a stone backsplash. Kitchen appliances, including a microwave and coffee maker, are visible. A dining table with wooden chairs occupies the corner, while a comfortable sofa is positioned nearby. Warm lighting enhances the inviting atmosphere.
Villa in Montepulciano
5 out of 5 average rating, 52 reviews

Terra Antica Suite & Ville - Montepulciano

Family Bio-Suite with 2 bedrooms, 2 bathrooms and a large living room with a comfortable double sofa bed. This Suite features an independent access and a panoramic view over the hills, a large patio with state-of-the-art outdoor furniture. The Suite Montepulciano has a fully equipped kitchen and direct access to the resort's swimming pool and jacuzzi. Towels and sheets are provided upon arrival along with a small cleaning kit for the kitchen. Recommended for 2 couples of friends, large families and groups. Air conditioning/heating and fast Wi-Fi available in all rooms. Located in Montepulciano, in the heart of the winery from which it bears its name, the newly built Resort Terra Antica offers air-conditioned accommodation and free Wi-Fi throughout the property. All the Suites and Villas that make up the Resort boast a large dining area, a seating area with flat-screen TV, kitchenette with dishwasher, oven, refrigerator and private bathroom with household linen. Furthermore, a free private parking is available to Guests. The Resort overlooks the beautiful Tuscan hills and is equipped with a spectacular infinity pool with outdoor jacuzzi and a very modern SPA overlooking the vineyards. A wonderful outdoor barbecue area is used for rich grilled dinners organized by the staff during the summer. The property is surrounded by 8 hectares of vineyards and a small enchanting cellar for the vinification and the aging of the company's organic wines.

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, 54 reviews

La Poderina

Villa Poderina è un tipico casolare in pietra rosa arredato in un bellissimo stile country chic, dolcemente adagiato nella riva del fiume Candigliano situato nell’ entroterra marchigiano con una meravigliosa vista panoramica. Incastonata nel giardino, spazioso e molto curato, si trova la bellissima piscina, mentre a pochi metri all'interno della proprietà si accede all'affascinante spiaggia incontaminata del fiume con accesso privato dove è possibile fare bagni rilassanti o percorrere sentieri.

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

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
The villa is surrounded by lush greenery, showcasing an inviting infinity pool that reflects the sky. The stone exterior of the house features warm wooden shutters, with outdoor seating visible on the terrace. Nearby, lavender plants create a serene ambiance against the landscape.
Villa in Lisciano Niccone
4.88 out of 5 average rating, 50 reviews

Villa San Martino, on the Tuscany/ Umbria border

Villa San Martino is not just another holiday in Tuscany or Umbria - this is a really special place. With spectacular views across the world famous Niccone Valley towards Mercatale di Cortona, relax in the infinity pool, or dine alfresco on the terrace. From the villa you can easily access the enchanting towns of Cortona, Pienza, Montepulciano, Siena, Perugia, Assisi and Florence. The Niccone valley is home to delightful restaurants and you can sample great local Tuscan & Umbrian cuisine.

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, 221 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 )

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 charming stone house is framed by vibrant flower pots filled with pink blooms. Sun loungers are positioned nearby, leading to a spacious pool area surrounded by lush greenery. Natural stone pathways enhance the outdoor setting under clear blue skies.
Villa in La Cima
4.98 out of 5 average rating, 59 reviews

Affascinante casa in pietra con piscina

Quest'adorabile casa, gode di una posizione speciale, con vista mozzafiato sul Lago Trasimeno, nel cuore del parco di Montecastelluccio, circondata da boschi, permette di stare in una dimensione di grande tranquillità. Strategica poiché a un'ora e anche meno dalle principali perle dell'Umbria e della Toscana, solo per dirne alcuni: Perugia, Arezzo, Siena, Gubbio, Assisi, Spello, Montepulciano, Pienza, Cortona San Gimignano e Città della Pieve . Un'esperienza unica

Guest favorite
A wooden jetty extends over clear water, with a view of a two-story house surrounded by trees in the background. The shoreline features a pebbled area leading to the lake, creating a serene setting.
Villa in Monte del Lago
4.94 out of 5 average rating, 47 reviews

The Boathouse, at the lake

With an uninterrupted liquid view of Lake Trasimeno, this newly renovated house has it all. It is a private and secure oasis from which to enjoy all that Umbria has to offer. The private garden has a small beach directly at the shore of the lake. Enjoy your morning coffee from your lounger or take a refreshing swim in the lake from the jetty. The Boathouse has a modern kitchen, two double bedrooms with kingsize beds, a large bathroom with bath and shower cabin.

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.

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 ﺩ.ﺇ1,836 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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