
Villa vacation rentals in Castiglione del Lago
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Top-rated villa rentals in Castiglione del Lago
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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.

Poggio Vistabella 10, Emma Villas
Poggio Vistabella stands on a magnificent natural terrace facing the beautiful hills of Umbria and Tuscany, in a unique borderland characterised by a rich culture of good living and food, close to Lake Trasimeno, Montepulciano and Cortona. This welcoming country house, completely air-conditioned, set within a vast farm estate and built with the bricks that have been produced in this area for centuries, relates a long story of love for the land and its quality produce, like wine and olive oil.

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

Casa Boschetto, villa with private pool
The rural house was built with ancient stone sourced locally in Umbria and offers a breath taking view overlooking the surrounding valley. The house encompasses a spacious living-room with two antique fire places, two kitchens, a recreation room, five bedrooms & four bathrooms. Outside there is a large swimming pool, dining area, a play house for children, multiple car-parking options and a 2 car fully enclosed garage. There are also a BBQ and a wood fire oven if you wish to cook outside.

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!!!!!!

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.

Fabulous Farmhouse with Pool & 360 Panoramic View
In the very centre of Italy, straddling the border of Umbria and Tuscany, this carefully restored farmhouse makes a great base for a memorable Italian holiday. Situated in an idyllic hillside position overlooking Montepulciano, ‘La Colomba’ is blessed with 360-degree views of iconic Italian landscape and fully equipped with all child amenities. Within easy reach of many of the world’s most important historical and cultural attractions, this house really is The Italian Dream.

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.

Stone farmhouse in the 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.
Popular amenities for Castiglione del Lago villa rentals
Private villa rentals

Fontanaro/Sangiovese – Pool & Steps to Village

Villa La Pieve

Beautiful Villa with Private Pool & Panoramic View

(Historic) Panoramic Tower + Jacuzzi + Unique View

Casale Contea "La Quercia" apartment pool and view

Tuscan villa in the heart of the Val d'Orcia

Podere Biagio | Rural Tuscan farmhouse with pool

Unique Villa in Tuscany
Luxury villa rentals

Private Villa with swimming Pool and Garden exclus

Villa Casanova - Private Pool & Garden in Umbria

Pasqui Villas : Tribbio private house pool WiFi

Casale La Querce-Tuscan Farmhouse with pool & view

VILLA ROSETO-TODI

Villa with garden. The Cardinal's Garden.

Villa la Chiusa - with swimming pool and air conditioning

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

Beautiful villa with swimming pool in Tuscany

Ortaglia di Sotto Farm

"Casetta" Panoramic Lodge in Umbria, Italy

Villa Antico Casale entire property exclusively

Case Bianchi

Country House Villa close to Perugia, Umbria

Villa with Pool Casa la Quiete

La Bacaia
Destinations to explore
- Pet-friendly rentals Castiglione del Lago
- House rentals Castiglione del Lago
- Rentals with a patio Castiglione del Lago
- Family-friendly rentals Castiglione del Lago
- Bed and breakfasts Castiglione del Lago
- Rentals with a washer and dryer Castiglione del Lago
- Apartment rentals Castiglione del Lago
- Rentals with pools Castiglione del Lago
- Villa rentals Perugia
- Villa rentals Umbria
- Villa rentals Italy
- Lake Trasimeno
- Lake Bolsena
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Avignonesi Winery Fattoria Le Capezzine
- Tenuta Le Velette
- Basilica of St Francis
- Terme Dei Papi
- Castiglion del Bosco Winery
- Villa Lante
- Furlo Gorge Nature Reserve
- Mount Subasio
- Cantina Colle Ciocco
- Santa Maria della Scala
- Palazzo Pubblico
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita
- Abbey of Monte Oliveto Maggiore
- Madonna del Latte
- Podere Il Cocco
- Azienda Agricola Montefioralle Winery
- Cantina Contucci
- Cantina de' Ricci
- Mount Amiata
- Antonelli San Marco
- Val di Chiana




