
Holiday houses in Caggiole
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Top-rated holiday rentals in Caggiole
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A generous space between ancient and modern in the center of Montepulciano
Let yourself be enveloped by the feeling of intimacy and warmth of this large space where the various areas are divided by original solutions. Original features, such as exposed beams, are associated with fresh and contemporary elements. A bright environment ideal for 2 people but can comfortably accommodate 3 (armchair bed). The kitchen of the house is equipped with all the services for the exclusive use of this room: a dining table, TV, wifi, and a private bathroom with a shower. Guests have access to the common entrance area of the ManillaHouse and the Hexagon room. Security lock closure. Guests can contact me if they need to. In any case, the house is well organized and equipped with information sheets to resolve the usual minor technical issues. Within walking distance are restaurants, bars, shops and various services. In the summer, various events are organized such as the International Art Festival, while in the winter the country is embellished with the lights and colors of the Christmas markets. It is located in the ZTL, the car can be parked in the public parking lots P6 P7 P8, perimeter to the center of the village in the upper part and within walking distance from the accommodation. For trips further afield, there is an urban public transport line called "Pollicino" that connects the historic center to the newer part of the town. Montepulciano can be reached by car from the A1 Val di Chiana and A1 Chiusi-Chianciano Terme motorway exits (Parking near home no. 6-7-8), by train from Chiusi Chianciano Terme station, by bus from Siena, Rome and Florence. While staying, you may hear music from the nearby Montepulciano Music Institute, violins, pianos, trumpets and beautiful singing could be the background of your stay, but should not cause disturbance.

Montepulciano Historic Center
nice and comfortable apartment in the old town of Montepulciano Placed in the Historical Centre, just a few steps to the most beautiful and oldest wine cellar in Montepulciano (Cantina del Redi dè Ricci) an amazing sixteenth-century structure, great-looking with its huge wine barrels. The apartment is in a perfect position: just a few minutes walk from the main square of the town, Piazza Grande(where, every summer, there are theatre and music events) but at the same time is a quiet district.

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.

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 AC and 2 en-suite bathrooms with shower; downstairs a spacious living room with stereo Available a table outside with great view and a nice garden 50 mt away where to have a private wine tasting or barbecue for all the guests of our 4 apartments, after 7pm if booked large in advance Large free parking area 100 mt away

Stuart Black Tea Amazing View & Super Central
This apartment is in a prime central location and enhanced by an abundance of natural light and awe-inspiring panoramic vistas. It features one double bedroom, a panoramic living room, a bathroom with shower, and a spacious kitchen. Its advantageous proximity to all town amenities ensures convenience, while a delightful café downstairs provides a delectable gourmet breakfast. Additionally, guests will have access to a backyard garden, creating an ideal setting for savouring a glass of wine

Montepulciano Historic Center
Nice 60-square-meter apartment located on the main street of the town. It is located on the second and top floor of a historic building. The entrance is located on the main street of the town while the windows face the outside of the walls offering a breathtaking view. The apartment consists of: an entrance, a living room with a double sofa bed, a bedroom, a kitchen, and a bathroom with a roof window. It is equipped with a microwave, large oven, dishwasher, washing machine and wifi.

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.

"Dimora Valinda" Montepulciano Piazza Grande + A/C
Welcome to Montepulciano, a historical gem! Our apartment, located in the heart of the historic center, offers the perfect location to experience the authenticity of this unique place: just a few steps from Piazza Grande, excellent restaurants, shops, and all the main attractions. Whether you come to explore the wineries, for a romantic getaway, or to learn about the history and culture of Montepulciano, here you will find the perfect place for an unforgettable experience.

Your Tuscan oak tree house, enchanting Val d'Orcia
The house enjoys a rare and enchanting view of the Val d’Orcia and Monte Amiata, ensuring maximum privacy. The interiors mirror the charm of the Tuscan style, with antique furniture and finishes made by local artisans. It is equipped with a double bedroom, a large living room with a big table, a fully equipped kitchenette, a double sofa bed in front of the fireplace, in the living room. Outside, the patio will allow you to eat with the colors of the sunset as a backdrop.

Casa Bonari - a paradise for the eyes
Casa Bonari is a single-level independent apartment inside a villa at the foot of Monticchiello. It consists of 3 bedrooms, 2 bathrooms, an equipped kitchen and a living room. The rooms are bright and furnished in Tuscan style, with old restored family furniture combined with contemporary elements. The kitchen is fully equipped and the apartment is surrounded on all sides by a large garden, so that all rooms boast a beautiful view of the countryside.

I Tramonti di Eramo, Montepulciano city center.
Welcome to Montepulciano, the jewel of the Tuscan hills! Our apartment in the heart of the historic center offers breathtaking views of the surrounding countryside, providing an authentic and unforgettable experience. Step outside and savor the historic atmosphere of Montepulciano. Just a few steps away, you will find the extraordinary Piazza Grande, excellent restaurants, and all kinds of services. Tuscany awaits you for a unique experience.

Letizia's place - Montepulciano
Just 2 Km from the historic center, panoramic area. In a villa, independent apartment: bedroom, dining, kitchen-living room, bathroom and veranda; the tavern is available to guests only in winter. Shared garden. Reserved unguarded parking in front of the apartment. The tourist tax (1 € per person per day) is not included.
Popular amenities for Caggiole holiday rentals
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Destinations to explore
- Lake Trasimeno
- Lake Bolsena
- Del Chianti
- Eremo Di Camaldoli
- Cascate del Mulino
- Siena Cathedral
- Avignonesi Winery Fattoria Le Capezzine
- Basilica of St Francis
- Mount Subasio
- Palazzo Pubblico
- Santa Maria della Scala
- Antinori nel Chianti Classico
- Rocca Maggiore
- Ugolino Golf Club
- Abbey of Monte Oliveto Maggiore
- Saturnia Thermal Park
- Pozzo di San Patrizio
- Castello di Verrazzano
- Vulci
- Parco Regionale Della Maremma
- Val di Chiana
- Terme San Filippo
- Abbazia di San Galgano
- Abbey of Sant'Antimo




