Family-friendly holiday rentals in Montepulciano

Charming Villa in MontepulcianoTuscany, Great View

Huge and charming top floor apt in Tuscan Villa with breathtaking view! Visit Montepulciano, Pienza, Siena, discover 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, professional 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!

Under the sunset, Montepulciano

In 2023 my son Guglielmo and I decided to restore the old oratory of a church from the 1600s by creating a two floor apartment: upstairs we have 2 bedrooms equipped with air conditioning and 2 en-suite bathrooms with shower; downstairs a spacious living room with stereo. available a table outside with great view. Available a nice garden 50 mt away where to have a private wine tasting for all the guests of our 4 apartments Private chef for cooking class. Large free parking area 100 mt away.

Old town of Montepulciano-pure Tuscany with a view

"Rooftops Over the Valley" is a charming one-bedroom retreat in Montepulciano's heart (Siena), a few steps away from Piazza Grande, wineries, artisans, restaurants, historic landmarks and breathtaking panoramas. It enjoys stunning views of Val d'Orcia, Val di Chiana, countryside and vineyards all framed by charming rooftops. It’s close to gems like Pienza, the thermal baths of Bagni San Filippo, San Casciano, and Bagno Vignoni, Cortona, 1h from Siena and Arezzo . Public free parking nearby.

Wine Experience Villa in Montepulciano

Villa Talosa è una residenza immersa tra i vigneti di "Fattoria della Talosa",Azienda vitivinicola di Montepulciano ove produciamo il Vino Nobile di Montepulciano d.o.c.g . Un luogo per godere di relax con una fantastica vista da ogni finestra della Villa. Distiamo 1.5 km dal centro storico,dove sarà possibile visitare la ns Cantina Storica risalente al 1500 A.D. e collocata sotto piazza Grande . Nota: Riscaldamento ed l’Aria condizionata sono dei costi aggiuntivi, in base al consumo.

La Piazzetta - Cozy open space in the historic center of Montepulciano

Pour yourself a glass of wine and sit next to the fireplace of this open space with a warm Tuscan atmosphere: wooden beams, terracotta floors, stone walls. Then go outside and admire the magnificent view of the Valdichiana. Pour yourself a glass of wine and sit next to the fireplace of this open space with a warm Tuscan atmosphere: wooden beams, terracotta floors, and stone walls. Enjoy yourself and relax! Then go out and admire the magnificent view of the Valdichiana Valley.

La Piana - APT in the Center of Montepulciano,

Welcome to the Holiday House La Piana, your charming retreat in the heart of Montepulciano, where Tuscan beauty meets modern comfort to offer you an unforgettable stay. This charming home welcomes you with a welcoming and authentic atmosphere, where every detail has been taken care of with love and attention to ensure maximum comfort for its guests. Bright and spacious, the apartment offers an oasis of tranquility and relaxation, away from the hustle and bustle of daily life

Montepulciano Centro Storico

Nice 60 sqm apartment located in the main street of the village. It is located on the second and last floor of a historic palace. The entrance is located on the main street of the town while the windows overlook the outside of the walls offering a breathtaking view. Apartment consists of: entrance hall, living room with double sofa bed, bedroom, kitchen, bathroom with roof window. It is equipped with microwave, large oven, dishwasher, washing machine and wi-fi.

La Civetta - Stylish Retreat in Historic Center

La Civetta is a completely renovated flat located in the heart of Montepulciano, Tuscany. It offers a modern and elegant design with a large, fully equipped kitchen that is sure to delight any cook, La Civetta has two bright bedrooms equipped with air purifiers. Comfort is guaranteed in all rooms, and the location is ideal for exploring the city and its surroundings. This is the ideal place for an unforgettable holiday in Tuscany.

Casa al Gianni - Capanna

Hi, we're Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our hallmark is simple life in close contact with nature and the animals of our farm. Immersed in the woods and the beautiful Tuscan countryside, you will spend an unforgettable vacation. This slice of paradise will remain in your heart!