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Holiday houses in Caggiole

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Top-rated holiday rentals in Caggiole

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Top Guest favourite
Apartment in Montepulciano
4.97 out of 5 average rating, 375 reviews

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.

Guest favourite
A view of the rolling hills and vineyards is framed by a window. The landscape features lush greenery and a clear blue sky in the distance, offering a serene and tranquil atmosphere.
Home in Montepulciano
4.92 out of 5 average rating, 147 reviews

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.

Top Guest favourite
A serene swimming pool is framed by olive trees and lush greenery, offering a view of the rolling Tuscan landscape. Sun loungers are positioned alongside the pool on a tiled deck, inviting relaxation under the clear blue sky.
Villa in Montepulciano
4.97 out of 5 average rating, 117 reviews

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.

Top Guest favourite
An inviting interior features exposed brick walls and a blend of modern and rustic design elements. A staircase leads to the upper floor, while large doors open to reveal a view of the outdoors. A wooden table and a cozy chair enhance the living space.
Apartment in Montepulciano
4.97 out of 5 average rating, 136 reviews

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

Guest favourite
A bright bedroom is highlighted by a spacious bed adorned with a soft orange coverlet. Natural light flows in through wide open doors, framing panoramic countryside views. A vintage dresser and a mirror provide functional decor, while a delicate canopy drapes above the bed.
Apartment in Montepulciano
4.95 out of 5 average rating, 177 reviews

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

Top Guest favourite
Apartment in Montepulciano
4.99 out of 5 average rating, 280 reviews

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.

Top Guest favourite
Loft in Montepulciano
5 out of 5 average rating, 486 reviews

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.

Guest favourite
A private terrace is visible, adorned with vibrant flowers and a small table set for two. A bottle of wine and two glasses are elegantly placed, inviting relaxation with a view of the terracotta rooftops and the distant landscape under a pastel sky.
Condo in Montepulciano
4.92 out of 5 average rating, 155 reviews

"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.

Top Guest favourite
A covered veranda provides shaded seating with a table and chairs, overlooking expansive green hills dotted with trees and shrubs. A soft breeze can be imagined flowing through the open space, enhancing the serene countryside atmosphere.
Cottage in Osteria delle Noci
5 out of 5 average rating, 103 reviews

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.

Top Guest favourite
Two comfortable chairs are positioned on a lush green lawn, complemented by a small wooden table. A basket of vibrant yellow flowers is nearby, set against a backdrop of rolling hills and cypress trees under a clear blue sky.
Apartment in Monticchiello
4.97 out of 5 average rating, 173 reviews

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.

Guest favourite
A small wooden table set for two is adorned with fine china cups and a delicate flower vase. The balcony offers a panoramic view of the rolling hills, as the sun sets, casting warm hues over the landscape.
Apartment in Montepulciano
4.93 out of 5 average rating, 259 reviews

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.

Guest favourite
A serene outdoor seating area is surrounded by lush greenery and blooming flowers. A shaded pergola provides cover over a few metal chairs and a sun lounger, inviting relaxation. Soft textures of plants and trees create a peaceful environment for guests to enjoy.
Apartment in Montepulciano
4.78 out of 5 average rating, 116 reviews

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

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Siena
  5. Caggiole