
Holiday rentals 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.

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.

Tuscan cottage with an heavenly view
Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

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

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!!!!!!

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.

Aldo's little house
Typical Tuscan house just renovated while preserving the historical features, such as the wooden beam and brick ceiling, with the addition of a modern touch. From the window, you can admire a breathtaking view and sunset!! Right in the historic center but very close to parking in a truly privileged position!! It has air conditioning, free Wi-Fi, independent heating, double bed, and coffee corner. Self check-in and parking outside the walls 50 m away, free and paid.

Apartment in the Vineyard with Pool
Immersed in wonderful scenery with vineyards as far as the eye can see, this two-room apartment is part of a finely restored farmhouse with a swimming pool. From your private patio, you can access a fully equipped kitchen (crockery, toaster, kettles, microwave, espresso machine, refrigerator), with a modern extra-comfort sofa bed. You then pass to a large double bedroom with a bathroom equipped with a large shower, soft towels and a complete courtesy line.
Popular amenities for Caggiole holiday rentals
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Destinations to explore
- Lake Trasimeno
- Del Chianti
- Lake Bolsena
- Eremo Di Camaldoli
- Siena Cathedral
- Cascate del Mulino
- Avignonesi Winery Fattoria Le Capezzine
- Basilica of St Francis
- Mount Subasio
- Palazzo Pubblico
- Santa Maria della Scala
- Ugolino Golf Club
- Abbey of Monte Oliveto Maggiore
- Antinori nel Chianti Classico
- Rocca Maggiore
- Saturnia Thermal Park
- Pozzo di San Patrizio
- Castello di Verrazzano
- Abbey of Sant'Antimo
- Vulci
- Val di Chiana
- Abbazia di San Galgano
- Parco Regionale Della Maremma
- Cappella di Vitaleta




