Villa vacation rentals in Castiglione del Lago

XIII Century Tower with Private Panoramic Pool

Ancient country tower property with 5 airconditioned bedrooms for up to 10 guests at the heart of the peaceful Montechiaro organic wine estate. From your private pool, soak in the Tuscan sun and enjoy unforgettable views of the Chianti rolling hills and the medieval towers of Siena. The property also boasts access to the endless olive grove, a large patio area for outside dining in the shade, ping pong table for fun family matches, WIFI & free parking. Silence and time are the real luxury here.

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.

Villa Leopoldina, 6 pax, Private Pool

Magnifica nuovissima villa, tra Cortona e Montepulciano e a pochi minuti dal Lago Trasimeno. L’abitazione dispone di 3 camere da letto, ognuna con bagno privato, wi-fi, cucina perfettamente attrezzata e parcheggio privato. L'idilliaco giardino di 2000 mq, comprende querce, faggi, pini marittimi e una bellissima piscina privata in pietra grigia. Circondato da campi di girasole, vigneti e da boschi di querce e castagni, garantisce un assoluto relax e la massima privacy. Ideale per 6 persone.

LaVilla "Peace and privacy guaranteed"

The villa retains its rustic charm with stone walls, arches, terra-cotta floors and fireplaces. The pool offers a panoramic view and spectacular sunsets. It is in a secluded place, so peace and privacy are guaranteed while the medieval town of Montone with its charming piazza and selection of fine restaurants, is only a 15-minute drive. Please be aware that there is a stretch of white road, some of which is rough and requires a car set a bit higher off the ground. A 4x4 is ideal.

Private Villa: Panoramic Pools and Wellness

la Villa è immersa tra le vigne e gli olivi: Siamo nel cuore del chianti storico ma in posizione strategica per raggiungere Siena , Firenze e San Gimignano. Ideale per riunioni familiari, piccole cerimonie, pizza party nel forno a legna o rilassarsi nella spaziosa piscina con splendida vista.Sempre ad uso esclusivo degli ospiti una suggestiva Spa all'interno di una loggia panoramica, direttamente collegata con la casa, con bagno turco, sauna, Jacuzzi e sala massaggi.

Elegant Chianti Villa w/ Stunning Views + Starlink

Villa Adagio, in the compound of Casale Fornaci, is a magnificent country house inside the beautiful Tenuta of Arceno in the Chianti Classico. Surrounded by a grove of olive trees atop lush green hillsides, this 13th-century restoration with its terracotta floors, wood-beamed ceilings, and stone walls is the perfect vacation villa for families and friends wanting to enjoy Tuscan life at its finest. Enjoy memorable day trips to Florence, Siena, wineries & more.

#1 Luxe Farmhouse, Hilltop Views, Saltwater Pool

With outstanding 360 degree views of vibrant olive groves, cypress trees, and endless vineyards, this outstanding villa sits on top of the world. Surrounded by lush, rolling green hills, one of the most unique getaway experiences awaits. Equipped with a large saltwater pool and a modern interior with just the right amount of Tuscan flair, immerse yourself in the old country with a few added luxuries.

Beautiful Villa with Private Pool & Panoramic View

Escape to beautiful Umbria with our stunning villa rental. A beautifully restored traditional stone villa with panoramic views. We love the: 1. Spacious and beautifully restored villa. 2. Private pool and terraced gardens with panoramic views over Umbria’s rolling hills, forests, vineyards, and olive groves. 3. Some of the world’s best food, wine, art, and architecture on your doorstep.

Villa Le Liscaie [Sienese Crete]

Private Villa in the Crete Senesi - Stunning swimming pool surrounded by olive grow - 4 bedrooms: one master bedroom, one room with two single beds, one with a single bed and another room with a comfortable double sofa bed - large outdoor space and private forest - 5 minutes from the highway