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Tiny house holiday rentals in Siena

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Top-rated tiny house rentals in Siena

Guests agree: These tiny house rentals are highly rated for location, cleanliness and more.

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Guest favourite
A dining table is elegantly set on a terrace, featuring plates and glassware arranged for a meal. A candle holder with a lit candle and a small floral centerpiece add a charming touch. The scenic landscape of rolling hills can be seen in the background, under a partly cloudy sky.
Holiday home in Siena
4.91 out of 5 average rating, 74 reviews

Apartment in historic Villa in Siena_"Buoninsegna"

The apartment "Buoninsegna" is part of "Villa il Borghetto - Apartments". Villa il Borghetto offers apartments in a historic Villa with the guarantee of an authentic hospitality, thanks to the family management of the "landlords". Villa il Borghetto has been designed to accommodate families wishing to experience Siena as a local, offering a convenient location to visit Siena without giving up the view of the Typical Tuscany rolling hills and the convenience of a free private parking.

Guest favourite
The exterior of the studio is shown, featuring natural stone walls and a wooden terrace. Sun loungers and a shaded dining area are positioned under a large tree, with a patio umbrella providing shade. Lush greenery surrounds the area, enhancing the connection to nature.
Holiday home in Castiglion Fiorentino
4.91 out of 5 average rating, 23 reviews

Studio bij Casa Gambaroncia

Welcome and get to know the studio for 2 people. We are happy to welcome guests who want to enjoy their own place in nature during a short or longer stay, with all Tuscan treasures available a short distance by car/motorcycle. We live 8 km from Castiglion Fiorentino and have furnished Casetta dell'Angelo with a double bed or 2 single beds, a seat, TV, toilet/shower and at 6 meters a well-equipped outdoor kitchen with a BBQ on gas. On the private terrace, there is a Jacuzzi.

Guest favourite
A rustic table is adorned with a white linen cloth, complemented by a decorative bowl and a small lamp. Nearby, a metal cage houses candles, which are softly illuminating the space, casting warm light against the textured stone wall.
Home in Cortona
4.91 out of 5 average rating, 166 reviews

House in the Cortona countryside

Formerly a shop in the Cortona village of Fratticciola. The cottage consists of a double bedroom, kitchen and bathroom. Access from the street or internal courtyard. Recent renovation, respecting the tradition and materials of the Valdichiana. You need a car to reach me and, since I am in a central position, to reach many beautiful villages a few kilometres away such as: Cortona, Arezzo, Montepulciano, Pienza, Siena, Lake Trasimeno, Perugia, Assisi... and others.

Guest favourite
A quaint stone cottage is framed by lush greenery, with a covered terrace offering seating options. Vibrant flowers cascade down from the walls, enhancing the natural surroundings. Sunlight filters through the trees, creating a serene outdoor space that invites relaxation.
Tiny home in Seggiano
4.91 out of 5 average rating, 77 reviews

Retreat Cottage a peaceful place in a garden

The Retreat-Cottage is a little stone house in the middle of the garden of the Podere Montecatini, on a natural, spacious property at the foot of the Monte Amiata. Here you can come to yourself, reflect and leave everyday life behind. The landscape is peaceful, fertile and intact with wonderful views over the Tuscan hills. There are colorful meadows, old trees, chestnuts, cherries, wine, streams and olives. It's a good place for a retreat with yourself .

An inviting entrance features a stone pathway leading to a brick-framed door, secured by decorative bars. A covered porch, supported by wooden beams, includes outdoor seating and vibrant foliage, enhancing the welcoming ambiance of the space.
Cabin in Gavorrano
5 out of 5 average rating, 3 reviews

Casetta Olivera, small country house for 3 people with pool

This truly enchanting 'gem‘ has about 35sqm and is divided into a small living room with kitchenette, a bedroom with a double bed and a spacious bathroom. Through a large window door you step onto the 20 sqm terrace and the surrounding garden. The covered terrace is equipped with garden furniture and is the large living room in summer. If a family with 3 people arrive, there is the possibility to sleep in the salon on a 1.20 wide pull-out divan.

An infinity pool reflects the sky and surrounding greenery, offering a serene view of the distant hills. The water's turquoise surface creates a striking contrast against the natural landscape, enhancing the peaceful ambiance of the setting.
Home in Civitella in Val di Chiana
4.77 out of 5 average rating, 53 reviews

Casa Guardiano - Tuscan countryside house

Tuscan country house (AC and Wi-Fi) with private garden, close to Civitella in Val di Chiana village (AR). Inside a private old farm in the heart of Chiantishire (Tuscany), surrounded by nature, olive groves and silence. Infinity pool with amazing view (from May to September, eventually shared with other few guests of the farm). Strategic position close to Florence, Siena, Arezzo, Cortona, Montalcino. Ideal for a couple or two friends.

Top Guest favourite
An open living space showcases a blend of modern design and rustic charm, featuring a comfortable sofa with bright cushions. A wall-mounted television is positioned below minimalist cabinetry, while a dining area with wooden accents is visible in the background.
Home in Montepulciano
4.96 out of 5 average rating, 73 reviews

La finestra - Montepulciano's historic center

Detached house in the historic center of Montepulciano, a 5-minute walk from every attraction, in a strategic area, where you can enjoy absolute peace and a breathtaking view of the temple of S. Biagio, the Val d'Orcia and the Valdichiana. Completely renovated house with fine finishes. Possibility of having lunch or dinner outside at sunset. The tourist tax of €2 per person per day will be paid by guests directly on site.

Guest favourite
An inviting swimming pool is framed by natural stones, reflecting the clear sky above. The landscaped area includes grassy patches and flowering shrubs, while a rustic stone house is visible in the background, surrounded by trees and gentle hills.
Tiny home in Castelnuovo Berardenga
4.93 out of 5 average rating, 45 reviews

Bell'Aria in Chianti 2

The house accommodates 2 people. The house has beautiful panoramic views, is close to excellent Chianti restaurants and is 20 minutes from the parking lot in downtown Siena. You will love my place for these reasons: the atmosphere, the outdoor spaces, the light, the people, the indoor spaces, the view, summer and winter, vineyards, olive groves. The place is good for couples, solo adventurers, and 4-legged friends.

A rustic cottage is set against a backdrop of rolling green hills, with a spacious outdoor terrace featuring shaded seating. Olive trees are visible in the foreground, and expansive views of the lush landscape extend toward the horizon under a broad sky dotted with clouds.
Tiny home in Sinalunga
4.8 out of 5 average rating, 5 reviews

....cottage Lippo Vanni.

Cottage di 35 mq con camino, angolo cottura e bagno completo con doccia. Il pavimento è in cotto ed il soffitto con travi in legno. Il Cottage Le Pozze è situato all'interno del podere le Pozze. Bellezza dentro e fuori la porta del tuo cottage. Potrete passeggiare o andare in bici nei 32 ha di terreno che circondano la proprietà, tra boschi di querce, uliveti e vigne. Ambiente di assoluto relax immerso nel verde.

Guest favourite
The image captures a serene outdoor scene featuring a rustic building framed by mature olive trees. Lush green grass covers the area, contrasting with the blue sky and distant hills. A pathway leads from the front of the building, enhancing the tranquil ambiance.
Tiny home in Vetulonia
4.92 out of 5 average rating, 72 reviews

Country house

Small house with large outdoor spaces surrounded by a large olive grove. It consists of a single room of about 30 square meters and is equipped with a large porch outside. It's about 10 minutes from Castiglione della Pescaia. Ideal for those seeking peace and quiet and proximity to the sea of Castiglione della Pescaia. Ideal for those who love spending life outdoors. It has a barbecue and outdoor tables.

Top Guest favourite
A covered outdoor area features a relaxing suspended chair and a small round dining table surrounded by potted plants. The natural stone wall and gravel flooring provide a rustic charm, while surrounding greenery enhances the peaceful atmosphere.
Tiny home in Pienza
4.91 out of 5 average rating, 53 reviews

Selvoli Farmhouse – The School

This apartment was truly a school, from the end of the war until the end of the 1960s, the children of the sharks who lived in Selvoli and in the nearby farms attended the elementary schools in "mixed" classes (first, second, third and fourth in a single class), the teacher walked from Pienza, the children of the nearby branches reached her along the white road and arrived at school in Selvoli.

Guest favourite
The stone cottage is set amidst lush greenery, featuring a sloped roof and a large glass door that opens onto a sunlit terrace. Sun loungers are positioned nearby, surrounded by flowering plants, with olive trees visible in the background against a clear blue sky.
Farm stay in Cavriglia
4.92 out of 5 average rating, 355 reviews

Chianti La Pruneta, Raphael Apartment

Stunning apartment in the heart of Tuscany set in the middle of vines and olives trees. The apartment has been totally refurbished keeping the lovely old features, beamed ceilings, marble floors with antique furniture. Patio doors lead to a private terrace with sun loungers for relaxing and space. With table and chairs you can eat 'Al fresco' enjoying the beautiful views.

Popular amenities for Siena tiny house rentals

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