
Villa vacation rentals in Città di Castello
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Quick stats about villa rentals in Città di Castello

Nightly prices starting at
Città di Castello vacation rentals start at ﺩ.ﺇ 2,240 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!
Top-rated villa rentals in Città di Castello
Guests agree: these villas are highly rated for location, cleanliness, and more.

Charming Tuscan Villa in Val d'Orcia with a view
Luxury and charming top floor apt in Tuscan Villa with breathtaking view! Visit Montepulciano, Pienza, Siena, explore country side, vineyards and hot springs, hiking or e-biking, strolling or driving! Two roomy suites with top quality beds and bathroom ensuite. Windows walled living room, comfy sofas, commercial kitchen at your own use. We arrange Winery visit & tasting, Cooking classes and private dinners. NEW Hot tub facing green hilltop! ExperienceTuscany as a local, with your local Host!
4.97 out of 5 average rating, 130 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.
5.0 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.
4.97 out of 5 average rating, 126 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
4.9 out of 5 average rating, 240 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
4.92 out of 5 average rating, 337 reviews
A paradise in Montepulciano...
Villa Il Cubo has a large private park and swimming pool and marvellous views on the Tuscan countryside. It is fully air-conditioned and the decoration has been updated with charming details that will make you enjoy the best Tuscany has to offer. We have electric vehicle charging point at a moderate extra contribution. IN JULY AND AUGUST WE LET FOR A MINIMUM OF 7 DAYS FROM SATURDAY TO SATURDAY. Exceptions are possible only if don't create unrentable gaps between one guest and the next.
4.96 out of 5 average rating, 169 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.
5.0 out of 5 average rating, 96 reviews
La Vignaccia (Farmhouse) - villa w/private pool
Nestled amidst the rolling hills of Tuscany, La Vignaccia beckons you to experience the true essence of Italian living. This enchanting villa, set within a sprawling estate, offers a haven of tranquility, where you can unwind and immerse yourself in the beauty of the Tuscan countryside. A secluded garden awaits, providing a serene setting for relaxation and alfresco dining. Take a refreshing dip in the sparkling pool, surrounded by breathtaking views of the Tuscan landscape.
4.96 out of 5 average rating, 102 reviews
Casale in pietra in Val D’Orcia
Casale toscano del '800 con pietre a vista immerso nella meravigliosa campagna Toscana con uno splendido panorama sulla Val di Chiana. E' circondato da un parco di 6 ettari con un uliveto di 300 piante. Si trova a Sarteano, nel paese, un antico borgo medioevale con un castello da sogno, conosciuto per il Festival della Musica e del Jazz che si svolge alla fine dell'estate. Siamo nella bellissima Val d'Orcia, patrimonio naturale dell'umanità dall'UNESCO dal 2004.
4.98 out of 5 average rating, 160 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
4.98 out of 5 average rating, 183 reviews
Villa del Duca - Private villa with pool
Surrounded by the harmonious landscape of Le Marche region, Villa del Duca is a private villa with a swimming pool, located just a few kilometers from Urbania, a peaceful and welcoming town offering all the services needed for a comfortable stay. Set in the countryside, the villa features an infinity pool with panoramic views, accessible via a scenic path lined with aromatic herbs, plants, and flowers, making the walk a true delight for all the senses.
4.94 out of 5 average rating, 18 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.
4.99 out of 5 average rating, 123 reviewsPopular amenities for Città di Castello villa rentals
Private villa rentals

Villa Le Murate
4.94 out of 5 average rating, 17 reviews
Villa Montanina - relax in esclusiva in Toscana
4.99 out of 5 average rating, 85 reviews
Tuscany Villa Mammi
4.99 out of 5 average rating, 90 reviews
Villa San Martino, on the Tuscany/ Umbria border
4.9 out of 5 average rating, 59 reviews
Lake View Private Villa with Pool
4.92 out of 5 average rating, 52 reviews
Il Posto Umbria - full property with large pool
5.0 out of 5 average rating, 9 reviews
Podere Ortaglia di Sotto
4.95 out of 5 average rating, 19 reviews
Villa Casanova - Private Pool & Garden in Umbria
4.95 out of 5 average rating, 20 reviewsLuxury villa rentals

Villa a Montepulciano con Piscina
4.92 out of 5 average rating, 148 reviews
Tuscan Villa Luigina with Pool & Panoramic View
4.8 out of 5 average rating, 110 reviews
Montepulciano Central Villa – Sauna & Jacuzzi
4.85 out of 5 average rating, 153 reviews
Beautiful and cozy country-house, sleeps 11
5.0 out of 5 average rating, 25 reviews
Villa con piscina panoramica • Lago Trasimeno
4.9 out of 5 average rating, 48 reviews
“Villa Lux Poggelleri” vista unica sul Casentino
5.0 out of 5 average rating, 24 reviews
Villa A Chiaraluna (Agriturismo)
4.9 out of 5 average rating, 41 reviews
Villa Pietrenta
4.93 out of 5 average rating, 14 reviewsVilla rentals with a pool

Villa Mondello inTuscany great view
4.94 out of 5 average rating, 49 reviews
Casale Santa Margherita nella bellezza di Assisi
4.92 out of 5 average rating, 53 reviews
Villa Aurora
4.97 out of 5 average rating, 67 reviews
Villa Il Giardino di Diana (12 persone)
4.96 out of 5 average rating, 48 reviews
Villa Antorrita Farmhouse, infinity pool, ensuite
4.97 out of 5 average rating, 61 reviews
Sasso Canaldo Charming property in Tuscany
5.0 out of 5 average rating, 6 reviews
Agri. Fontesomma - Intero Casale (3 appartamenti)
4.91 out of 5 average rating, 11 reviews
Apt. Rolando-Tenuta VillaAugusto
4.97 out of 5 average rating, 35 reviewsDestinations to explore
- Lake Trasimeno
- Misano World Circuit
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Del Chianti
- Palacongressi Della Riviera Di Rimini
- Basilica of St Francis
- Frasassi Caves
- Italia in Miniatura
- Furlo Gorge Nature Reserve
- Eremo Di Camaldoli
- La Scarzuola
- Siena Cathedral
- Fiabilandia
- Oltremare
- Parco Naturale del Monte San Bartolo
- Avignonesi Winery Fattoria Le Capezzine
- Val di Chiana
- Mount Subasio
- Palazzo Pubblico
- Valdichiana Outlet Village
- Gola del Furlo
- Terme San Filippo
- Abbey of Sant'Antimo
- Castello di Gradara





