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Holiday rentals in Guazzino

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Top-rated holiday rentals in Guazzino

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Top guest favourite
A rustic stone villa is set against a clear blue sky, showcasing a traditional Italian architectural style. The building features multiple arched windows and doors, with a large grassy area surrounding it, providing a serene outdoor space.
Holiday home
5 out of 5 average rating, 36 reviews

1 bedroom apartment in Tuscan farmhouse

Stay in this 1 bedroom apartment in a Tuscany old farmhouse with a great location to experience what Tuscany offers. The house is located in the beautiful Tuscan landscape surrounded by vineyards and olive groves, in the stunning Tuscan hills. You can from this location explore medieval towns. 1 hour from Florence. Arezzo and Siena within 1/2 hour drive. Montepulciano 15 min drive. The apartment is located in Villa Poggio Becchi. Private entrance. Private bathroom and kitchen/living area.

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.
Flat
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

Top guest favourite
Flat
4.99 out of 5 average rating, 281 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.

Guest favourite
Townhouse
5 out of 5 average rating, 17 reviews

Romantic Tuscan Holiday House

Recently renovated Casa Etruria features a chic modern home inside its ancient stone walls, with every modern convenience,lots of original charm and the most beautiful sunset view from the bedroom and balcony . Casa Etruria is a 13th century gate house over the Western entrance to Trequanda - Porta al Leccio. Trequanda is medieval borgo located in Val d'Orcia , south of Siena. Val d'Orcia was recognised by UNESCO in 2004 as a World Heritage Site for its outstanding beauty.

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
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
A covered patio space features a round table set for two, surrounded by wrought-iron chairs. Brick columns support the ceiling, offering an unobstructed view of the rolling hills and greenery beyond. Potted plants add a touch of nature to the serene outdoor setting.
Home
4.97 out of 5 average rating, 163 reviews

Jenny's Barn

The ancient barn, now finely restored, is located in the heart of the Valdichiana a few steps from the characteristic medieval village of Scrofiano. From the house you can enjoy a breathtaking view of the green Sienese hills where centuries-old olive trees and vineyards alternate from which the prestigious Chianti is obtained. Ideal for 2 people looking for a relaxing stay away from the chaos of the city. On request it is possible to add a baby bed and a cot.

Top guest favourite
A serene outdoor pool area is framed by lush green grass, featuring several sun loungers and umbrellas. The clear water in the pool reflects the blue sky, while tall cypress trees provide a natural backdrop to the tranquil setting.
Farm stay
4.99 out of 5 average rating, 446 reviews

Old hayloft on the Chianti hills

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.

Top guest favourite
An exterior patio area is illuminated at night, featuring a shaded seating arrangement under a large umbrella. Potted plants decorate the space, with a picturesque view of the surrounding landscape visible in the background.
Flat
5 out of 5 average rating, 148 reviews

Panoramic Resort – Private Parking

New apartment, powerful Wi-Fi, Smart TV, private bathroom, air conditioning, private kitchen, laundry, free private parking. Tea room for free use. Breathtaking panoramic view. Between the Crete Senesi and Val D'Orcia, 800 meters from the center of the village, with restaurants, bars and supermarkets. Strategic place to visit the main locations in Tuscany: Montalcino, Pienza, Siena, Arezzo, Rapolano Terme, Montepulciano. Tourist tax €1

Top guest favourite
A spacious living area features a light wooden dining table surrounded by white chairs, positioned near a comfortable sofa. The kitchen, with wooden cabinetry, includes essential appliances. A television is mounted on the wall, and high wooden beams enhance the open, inviting feel.
Flat
4.93 out of 5 average rating, 123 reviews

La Piazza - Apartment with a view.

Very central apartment of about 55 square meters overlooking Piazza Garibaldi, the main meeting and gathering point of the town of Sinalunga. Great starting point for visiting the surrounding beauties, from Val di Chiana to Val d'Orcia, from Crete Senesi to Monte Amiata. The art cities of Siena, Arezzo, Florence and Perugia are very close. The owners, born and raised in these places, will be happy to welcome you and meet your needs.

Top guest favourite
A cozy bedroom features a spacious bed with soft linens, positioned under wooden beams. Natural light filters through a glass door, illuminating the room. A stylish wooden ladder leans against the wall, while a small table with a flower vase adds a touch of color.
Guest house
4.96 out of 5 average rating, 137 reviews

LA CASINA: Your tiny house in Tuscany

Cozy cottage rests within garden of architect-restored farmhouse. LA CASINA di Malabiccia is proud to offer year-round hospitality in a unique location amidst the rolling hills of Tuscany. Italian materials and quirky details create an unforgettable charm and comfort. Guests enjoy ample garden space, a fully equipped kitchen and daytrips to Montalcino, Montepulciano, Pienza, Arezzo, Siena, Cortona and more.

Top guest favourite
An outdoor patio area is shown, featuring a table surrounded by black chairs. A striped awning provides shade over the space. Flower pots with greenery are positioned around the stone walkway, which leads to a doorway that opens into the apartment.
Flat
4.94 out of 5 average rating, 87 reviews

Il Leccio Toscana Siena Apartment

Relax with the whole family in this quiet accommodation. Comfortable apartment with double bedroom and large sofa bed, equipped kitchen, outdoor area and free parking. Located between the small villages of Valdichiana a few kilometers from Val d'Orcia and Siena. Tourist tax €0.50 per day per person over 14 years, to be paid on site at check-out. Only small pets are allowed, and in any case, well-trained.

Guest favourite
The entrance features a spacious opening with two double doors set in a textured stone facade. Potted plants are arranged neatly along the stone pathway, adding a touch of greenery. Natural light enhances the inviting appearance of the entrance area.
Flat
4.9 out of 5 average rating, 109 reviews

New Apartment, 1Bdr close to Center Tuscany

Welcome to Belvedere, our brand new apartment located in the picturesque village of Torrita di Siena, a corner of paradise in the heart of Tuscany. Perfect for a romantic getaway or a family vacation, our accommodation offers the ideal mix of modern comfort and rustic charm. We are located in Torrita di Siena, a 15-minute drive from Montepulciano and Pienza.

Popular amenities for Guazzino holiday rentals

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  2. Italy
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  4. Siena
  5. Guazzino