
Villa holiday rentals in Città di Castello
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Top-rated villa rentals in Città di Castello
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Montepulciano Central Villa - Sauna & Jacuzzi
Self checkin Get used to the Italian country lifestyle in this renovated, classic home. Turn on the fireplace to warm up in evenings or take a dip in the JACUZZI after an excursion. Maybe even invite friends for a nice dinner and then an evening SAUNA session. AIR CONDITIONER in each room In the heart of the historic center of Montepulciano, a stone's throw from Piazza Grande, we offer a unique and prestigious building of about 250 square meters. The unit is spread over three levels above ground with a splendid cave with shower and sauna in the basement. LOCATION: The building has an independent entrance, and is located in one of the most beautiful and evocative streets in all of Montepulciano. Montepulciano stands on the ridge that divides the Val d'Orcia from the Val di Chiana, and is located on a limestone hill. This beautiful Renaissance village, with a medieval layout, is set in a postcard landscape, which in any direction you look at refers to the most classic and widespread idea of the Tuscan countryside, the one where waves of hills and golden fields dotted with cypresses chase each other. The Montepulciano area, with its excellent vineyards, is considered one of the best wine regions in the world and is certainly one of the most loved and visited tourist destinations in Tuscany Accesso autonomo con chiave in locker fuori al portone ( a richiesta ). Palazzetto nel centro storico interamente e finemente ristrutturato. Potrai accendere il camino durante le fredde serate, fare una SAUNA oppure immergerti nella JACUZZI Le camere hanno ARIA CONDIZIONATA The house 'was renovated with details of great luxury. You can turn on the fireplace to warm your evenings or take a jacuzzi tub on your return from your excursions or even find a moment to relax in the sauna together with your friends or relatives Nearby the famous spas of Chianciano, the charming and romantic Pienza, the surreal little town of Bagni Vignone with thermal water pools, Monticchiello where you step back in time and then Siena, Montalcino, San Gimignano, Cortona and Arezzo yet Florence ....... and all the beautiful Tuscany around you! The house is built on several levels. On the ground floor a large living room with fireplace, the spacious fully equipped kitchen, laundry room and a bathroom. The first-floor suite with a private bathroom and the second double room with bathroom. Even more on the attic floor with 2 other beds and small bathroom. In the basement, cellar compartment with showers and sauna. Guests will have the whole house I will be at your disposal for any request ..... There is no place more evocative in Tuscany, this charming village of Chianti, situated on a hill high m.650, rich in vineyards and ancient cellars. Nearby the famous spas of Chianciano, the charming and romantic Pienza, the surreal little town of Bagni Vignone with thermal water pools, Monticchiello where you step back in time and then Siena, Montalcino, San Gimignano, Cortona and Arezzo yet Florence ....... and all the beautiful Tuscany around you! The church of San Biagio, the Dome of Montepulciano, pound shops with local crafts ...... if you look for handmade things ..... you'll be in the right place! :-) The house is very large and articulated on four levels. In the basement there are sauna (for 3/4 people) and a shower. In the ground floor, the living room with dining table and living room with fireplace and TV, large kitchen, laundry room and a bathroom. On the first floor, the master bedroom with private bath and jacuzzi and double room with bathroom and shower, on the top floor there is a master bedroom, and a loft with sofa bed and pullout bed. Experience Montepulciano's small town magic with quaint food and drink options. Feel transported back to the 1500s, while exploring secret basements, old convents with vaulted ceilings, or ancient excavations, which can be found all over town. Montepulciano, once again this year, is ready to host all visitors who want to fully experience in the magical local atmosphere. Don’t forget a romantic walk through the streets of the charming historic center, the glimpses of the Val d'Orcia and the extraordinary excellences. food and wine of the area: pici, Tuscan and Cinta Senese salami, tagliata and Florentine di Chianina, pecorino cheese, typical pasta to be enjoyed with traditional sauces and of course the Vino Nobile di Montepulciano DOCG. Of note is the Civic Museum which since 1954 has been based in Via Ricci, in the fourteenth-century Palazzo Neri Orselli. Various cultural initiatives are held in this evocative location and recently the attribution to Caravaggio of a portrait from the collection has aroused strong interest in this museum. For those who stop for several days in Montepulciano, within 30 minutes by car there is no shortage of extraordinary places to visit such as the cities of Pienza and Cortona, Sarteano and the Etruscan Museum of Chiusi, the medieval villages of Montefollonico, Bagno Vignoni and Monticchiello. And among the Sienese hills of Sant’Albino, about 3 km from Montepulciano, are the Terme di Montepulciano, a modern health, wellness and beauty center characterized by the exclusivity of the thermal waters that flow from over 130 meters deep. With your car, you can comfortably in less than 40 minutes, reach multiple sites and charming locality of Tuscany if you have small children, is also the high chair and cot for baby

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.

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.

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

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

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.

Lake View Private Villa w Pool
Charming independent private-use stone villa with pool, al fresco living & lush gardens, enjoys stunning views over the enchanting Trasimeno paradise. Immersed in idyllic beauty & tranquillity by a hillside nature reserve, with driving proximity to the lakeshore, historic villages, local shops & restaurants. An ideal sanctuary for blissful R&R, (&/or smart working) in complete privacy, and exploring/savouring the Umbro-Tuscan jewels, rich in cultural, enogastronomic & natural heritage.

Torre Villa Belvedere Luxury & Relax with pool
"TORRE VILLA BELVEDERE" Meraviglioso appartamento di 260 metri quadrati , in Villa 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

CHARMING TUSCANY VILLA PRIVATE POOL
Antico casale rurale, situato sulle colline Toscane con vista sulla campagna circostante . Isolato e ideale per chi desidera rilassarsi ma vicino alle principali città turistiche italiane. Ogni camera è dotata di condizionatori con tecnologia windfree, nel salotto è presente una TV 82" ULTRA HD con SKY e canali internazionali. La piscina è dotata di illuminazione Philips Hue per creare l'atmosfera giusta in ogni momento e di impianto audio Bose Soundtouch bluetooth

Villa in Montepulciano with a Pool
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) * 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. *

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

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 villa rentals in Città di Castello
Private villa rentals

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Villa Balducci beautiful home in Città di Castello

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Private villa w/lake view & pool, VacaVilla Excl.

The Cypress apartment with sw-pool

Casa Vog

Special summer 2026 beautiful lake view pool relax

Villa Mondello inTuscany great view
Quick stats about villa rentals in Città di Castello

Nightly prices starting at
Città di Castello holiday rentals start at $626 SGD 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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- Villa rentals Perugia
- Villa rentals Umbria
- Villa rentals Italy
- Lake Trasimeno
- Fiera Di Rimini
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Del Chianti
- Misano World Circuit
- Frasassi Caves
- Palacongressi Della Riviera Di Rimini
- Basilica of St Francis
- Italia in Miniatura
- Oltremare
- Fiabilandia
- Palazzo Pubblico
- Furlo Gorge Nature Reserve
- Siena Cathedral
- Mount Subasio
- La Scarzuola
- Santa Maria della Scala
- Eremo Di Camaldoli
- Ugolino Golf Club
- Terme San Filippo
- Malatestiano Temple
- Valdichiana Outlet Village
- Abbey of Monte Oliveto Maggiore
- Abbey of Sant'Antimo





