
Holiday houses in Ascarello
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Top-rated holiday rentals in Ascarello
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Casa al Gianni - The Simignano Barn
Transformed from a former barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living room, and a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit, and an outdoor kitchen. Ideal for those seeking a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, complete with relaxation in the hot tub and al fresco dining. A memorable getaway awaits you in this slice of paradise!

Villa di Geggiano – Guesthouse
PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

Podere Piazza house with panoramic view
Podere Piazza ist ein Landgut, hat seinen Ursprung im 15. Jahrhundert, das Ferienhaus wurde Anfang 17. Jahrhundert erbaut. Podere Piazza war der Wohnsitz von Alessandro Cervini degli Spannocchi, der am 29 Mai 1747 zum Erzbischof von Siena ernannt wurde, er war ein Nobile di Montepulciano und Patrizier von Siena. Die Gebäude von Podere Piazza tragen noch heute sein Wappen. Somit erklärt sich auch unser Kirchlein, am Straßenabzweig, davor rechts zur Pinienallee und links in die Einfahrt.

The Villa of the Spendthrift Brigade!
Beautiful villa with swimming pool, five minutes from the historic center of Siena, located in the most beautiful area of the city as well as in the circuit of the famous "Strade Bianche" cycling race. A series of outdoor spaces, an indoor pool with a whirlpool, a large park with centuries-old oaks and a private olive grove, and the extreme proximity to the center of Siena, complete this splendid setting located literally in the heart of the Sienese hills!

Casa Piccola
"Casa Piccola" is a charming vacation home in Tuscany. A romantic little retreat for two, ready to welcome you and let you savor the tranquility of the Tuscan countryside, just 3 km from Siena. Ideal starting point for visiting all the nearby destinations, such as the classic Chianti area, Val d 'Orcia, San Gimignano, Rapolano Terme (famous spas) and nearby Florence, "Casa Piccola" will give you a unique and unforgettable experience.

Casa Regina - Relaxation and art - Yes
Relax with the whole family in this comfortable, convenient accommodation on the outskirts of the city of Siena. Large outdoor garden, where you can sunbathe both in the private area and in the condominium area where there is a beautiful swimming pool where you can cool off in the summer months. Convenient as a base to visit the surroundings of Siena, Castenuovo, Monteriggioni, Colle, and the wonderful city of the Palio.

Villa Saracino
An apartment on the second floor of an elegant villa just outside Siena. You will stay in an elegant setting with fine furniture and furnishings surrounded by an Italian garden and a large olive grove. You will have the opportunity to park safely and free of charge inside the park and from here comfortably reach the center of Siena 600 meters away Arriving by train, the house is just minutes away.

A Big Dream in a Little Tower.
The Tower was created in the late 1800s by an illustrious Englishman, Sir John Temple Leader, in one of the oldest and most important stone quarries belonging to the Medici family. From the same quarry were extracted many important works such as the columns of the Medici chapels, the steps of the Laurenziana library .. all just 5 km from the historic center of Florence.

Terrace with a view of Siena
A fianco della Basilica di San Domenico, a pochissimi passi dal Duomo e da Piazza del Campo, in questo splendido ed elegante attico potrete godere della splendida vista e della comodità di raggiungere a piedi in pochi minuti tutti i maggiori punti di interesse della città.

Villa Nannini Siena
This beautiful Villa is just 15 minutes from the historic centre of Siena , immersed in Tuscan countryside in one of the most prestigious and quiet area of the city. Beautiful garden around the villa and a oval pool with a breathtaking view

Palazzo Bichi Ruspoli-Historical Home-Very Central
Historical Home Palazzo Bichi Ruspoli is situated on the elegant main street, in the heart of Siena. Located in a beautiful and ancient medieval building, the house is on the third floor with elevator and has a stunning view on the city.

Secret Garden Siena
A beautiful house located inside the city walls of Siena. The house develops on two floors has three bedrooms and two toilets. The real strong point of this location is the private garden. Walking distance to all the main attractions.
Popular amenities for Ascarello holiday rentals
Other great holiday rentals in Ascarello

AnticaVista, Luxury Apartment with Tower Views

Private Romantic Terrace in the Heart of Siena

Rossella’s House overlooking the Mangia tower

Fabulous farmhouse in Chianti with a panoramic garden

Luxury Medieval Tower • Exclusive Chianti Stay

La casina di Malafrasca _ Private Garden

[NEW!] Renovated, just a stone's throw from the center!

Terrace on the walls of Siena - Casa Laura
Destinations to explore
- Cathedral of Santa Maria del Fiore
- Lake Trasimeno
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Mugello Circuit
- Cala Violina
- Mercato Centrale
- Parco Regionale Della Maremma
- Uffizi Gallery
- Stazione Santa Maria Novella
- Fortezza da Basso
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Piazza della Repubblica
- Spiagge Bianche
- Parco delle Cascine
- Del Chianti
- Piazzale Michelangelo
- Gulf of Baratti
- Pitti Palace
- Boboli's Garden
- Palazzo Vecchio
- Piazza della Signoria





