
Villa holiday 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.

"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

Cottage in Val d'Orcia Tuscany, Jacuzzi & Hot Tub!
Welcome at Charming Cottage in Tuscan Villa! Immerse in the history of Montepulciano, Pienza, Cortona, Siena, Explore Val d'Orcia, natural hot pools and falls! Fully equipped kitchen, private patio for al fresco dining, magnificent bathroom with large Jacuzzi, and large bedroom with new top quality, Memory foam mattress. Thanks to thick walls, it's very cool in summer! We arrange Winery tours & tasting and cooking class. A/C, Free wifi, comfy sitting and sofas and Hot Tub with great view!

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, biliardino, 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

Poggio del Fattore-Villa with pool, hilltop, Chianti
Poggio del Fattore is situated at the eastern edge of the Chianti region in Valdambra, a green valley that joins the lands of Florence, Siena and Arezzo. The farmstead is on the top of an hill and lies at the end of a long private road through a large olive growing estate; therefore you absolutely need a car. The breathtaking landscapes and the location of the villa offer the privacy needed for a peaceful and relaxing holiday and a perfect departure point from which to explore central Tuscany.

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.

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

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. Supermarkets, restaurants, grocery stores, wineries are just a few minutes away. IN JULY AND AUGUST LET FOR A MINIMUM OF 7 DAYS FROM SATURDAY TO SATURDAY.

Stone farmhouse in Val D'Orcia
19th-century Tuscan farmhouse with exposed stones immersed in the wonderful Tuscan countryside with a splendid view of the Val di Chiana. It is surrounded by a 6-hectare park with an olive grove of 300 plants. It is located in Sarteano, in the village, an ancient medieval village with a dream castle, known for the Music and Jazz Festival that takes place at the end of summer. We are in the beautiful Val d'Orcia, a UNESCO World Natural Heritage Site since 2004.

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.

In a sunny, quiet and rustic area.
The villa is located between Anghiari and Arezzo in a sunny area, absolutely quiet, with a beautiful and panoramic view on the surrounding hills. Through the accurate restoration, the house is well equipped to ensure to just a few guests absolute confidentiality, independent and comfortable stay. Exposed to the south, with independent entrance and direct access to the garden that's exclusively for our guests. Please enjoy yourself.

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 heated pool, up to 32°C (90F) from April 7 to October 30 *
Popular amenities for villa rentals in Città di Castello
Private villa rentals

Fabulous Farmhouse with Pool & 360 Panoramic View

Lake View Private Villa w Pool

Tuscan villa in the heart of the Val d'Orcia

Sasso Canaldo Villa: elegant Tuscan farmhouse

Coaching House

Villa Antorrita Farmhouse, infinity pool, ensuite

Unique Villa in Tuscany

Borgo Monte Cedrone
Luxury villa rentals

Villa I Cipressini Tuscany Private luxury pool spa

Villa Casanova - Private Pool & Garden in Umbria

Casale La Querce-Tuscan Farmhouse with pool & view

Villa with panoramic pool • Lake Trasimeno

Exclusive holiday home with spectacular lakeview

Villa with garden. The Cardinal's Garden.

Villa Cristina Tuscany,your dream!!

Villa unesco heritage, Jacuzzi & garden. BB Daria
Villa rentals with a pool

Sangiovese – Pool & Steps to Village

Casale Sforna - 2 bedrooms apt & pool - ItalyWeGo

Casetta I Ciliegi

Villa with Pool Casa la Quiete

CHARMING VILLA IN CHIANTI

Casa al Fiume - Villa with exclusive pool

Private Villa with swimming pool in Tuscany

Special summer 2026 beautiful lake view pool relax
Quick stats about villa rentals in Città di Castello

Nightly prices starting at
Città di Castello holiday rentals start at £364 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!
Destinations to explore
- Pet-friendly rentals Città di Castello
- Rentals with a fireplace Città di Castello
- Family-friendly rentals Città di Castello
- Rentals with a washing machine and dryer Città di Castello
- Smoking-friendly rentals Città di Castello
- Flat rentals Città di Castello
- Beachfront rentals Città di Castello
- House rentals Città di Castello
- Villa rentals Perugia
- Villa rentals Umbria
- Villa rentals Italy
- Lake Trasimeno
- Del Chianti
- Fiera Di Rimini
- Eremo Di Camaldoli
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Riminiterme
- Frasassi Caves
- Palacongressi Della Riviera Di Rimini
- Misano World Circuit
- Siena Cathedral
- Avignonesi Winery Fattoria Le Capezzine
- Italia in Miniatura
- Oltremare
- Basilica of St Francis
- Fiabilandia
- Furlo Gorge Nature Reserve
- Mount Subasio
- Palazzo Pubblico
- Santa Maria della Scala
- Rocca Maggiore
- Ugolino Golf Club
- Abbey of Monte Oliveto Maggiore
- Castello di Verrazzano
- Viale Ceccarini




