
Villa holiday 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 holiday rentals start at $1,065 NZD per night before taxes and fees

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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.

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
5.0 out of 5 average rating, 9 reviews
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, 241 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.
4.9 out of 5 average rating, 59 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
4.93 out of 5 average rating, 334 reviews
Villa a Montepulciano con Piscina
The Villa "I Girasoli" is part of the holiday farm "Il Serraglio" which covers 17 hectares. The Villa has a total area of 220 square meters that includes two bedrooms, two bathrooms, a large living room with an antique fireplace. Free WiFi. Direct access to the pool (which can be used by our other guests too) * 2 AirCon units: 1 per bedroom * * Pool open from April to November. Circular warm pool, (36C/97F) from April 1 to October 31. Pool is shared with other guests of our property. *
4.92 out of 5 average rating, 148 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.
4.97 out of 5 average rating, 159 reviews
Podere Ortaglia di Sotto
Located in the Tuscan countryside, a 10-minute drive from Castiglion Fiorentino, Podere Ortaglia di Sotto offers a private pool with enclosed garden, WiFi and free private parking. The holiday home features 5 bedrooms, 6 bathrooms, a flat-screen TV, a dining area, a fully equipped kitchen and a terrace with mountain and valley views.(The pool is available from the last week of May to the second week of October .The dates may vary depending on the weather.)
4.95 out of 5 average rating, 19 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 reviewsPopular amenities for Città di Castello villa rentals
Private villa rentals

Villa il Laghetto with Infinity Pool in Tuscany
4.96 out of 5 average rating, 56 reviews
romignano wine farm
4.74 out of 5 average rating, 57 reviews
Fabulous Farmhouse with Pool & 360 Panoramic View
4.92 out of 5 average rating, 61 reviews
Villa Montanina - relax in esclusiva in Toscana
4.99 out of 5 average rating, 85 reviews
Casa Napoleone - Tuscan Villa w/ pool near Cortona
4.96 out of 5 average rating, 28 reviews
Villa Le Murate
4.94 out of 5 average rating, 17 reviews
Tuscany Villa Mammi
4.99 out of 5 average rating, 90 reviews
Lake View Private Villa with Pool
4.92 out of 5 average rating, 51 reviewsLuxury villa rentals

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
Poggio Ginepro Villa panoramica ad Assisi
4.96 out of 5 average rating, 46 reviews
Casale La Querce-Tuscan Farmhouse with pool & view
5.0 out of 5 average rating, 25 reviews
Villa A Chiaraluna (Agriturismo)
4.9 out of 5 average rating, 40 reviews
Villa Le Vigne, 8 pax, private pool, Top Comfort
4.91 out of 5 average rating, 91 reviews
Agriturismo Henni panoramic pool sauna and jacuzzi
4.94 out of 5 average rating, 51 reviews
Tuscany Country House with swimming pool
4.95 out of 5 average rating, 75 reviewsVilla rentals with a pool

Villa Eleonora
4.85 out of 5 average rating, 20 reviews
Casale Santa Margherita nella bellezza di Assisi
4.92 out of 5 average rating, 52 reviews
Villa Aurora
4.97 out of 5 average rating, 67 reviews
Villa Antico Casale intera proprietà in esclusiva
4.94 out of 5 average rating, 32 reviews
Private Villa with swimming Pool and Garden exclus
4.9 out of 5 average rating, 30 reviews
Villa Antorrita Farmhouse, infinity pool, ensuite
4.97 out of 5 average rating, 61 reviews
Villa Degli Olivi
4.97 out of 5 average rating, 32 reviews
Villa con Piscina Privata per 12 ospiti:Urbania
4.92 out of 5 average rating, 12 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





