Tiny house holiday rentals in Siena

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Top-rated tiny home rentals in Siena

Guests agree: these tiny home rentals are highly rated for location, cleanliness and more.

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Guest favourite

A charming bedroom features a spacious bed adorned with fresh linens, and a wooden wardrobe sets against a wall. An armchair occupies one corner, while large windows with checkered curtains allow natural light to flood the space. A wooden door leads outside.

Home in Cortona

House in the Cortona countryside: romantic little house

In the past, it was a workshop in the Cortona village of Fratticciola. The house consists of a double bedroom, kitchen, and bathroom. Access from the street or from the internal courtyard. Recently renovated, respecting the tradition and materials of the Valdichiana. You must have a car to reach me and, since I am in a central location, to reach many beautiful nearby towns a few kilometers away, such as: Cortona, Arezzo, Montepulciano, Pienza, Siena, Lake Trasimeno, Perugia, Assisi... and others.

LocationFamilyCheck-in

4.91 out of 5 average rating, 170 reviews

Superhost

Tiny home in Radicondoli

A refuge in the heart of the Sienese countryside

Nestled among the rolling hills of the Siena countryside, the Friland Salvia cottage is surrounded by the vibrant colors and scents of Tuscany in bloom. The mild air carries with it the gentle call of the first blooms and the scent of fresh grass and dewy earth. A haven for those seeking a connection with nature, without sacrificing the comfort of a shared setting with the nearby agritourism facility, where the rhythm of spring awakening invites you to slow down and observe life as it blossoms.

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

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.

FamilyLocationNearby

4.91 out of 5 average rating, 77 reviews

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

Selvoli Farmhouse – The School

One of the apartments obtained from the renovation of the beautiful Selvoli farm, in the beautiful Val d 'Orcia, is only 5 km from both Pienza and Bagno Vignoni. This mini apartment was truly a school. Until the end of the 1960s, the children of the sharecroppers who lived in Selvoli and on the nearby farms attended elementary school here. The teacher walked down from Pienza, and the children from the nearby farms joined her along the dirt road and arrived at the school in Selvoli.

LocationQuietGrill

4.93 out of 5 average rating, 81 reviews

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

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 .

LocationCheck-inIndoor spaces

4.91 out of 5 average rating, 85 reviews

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

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 on top of a hill 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.

LocationShared spacesGetting around

4.78 out of 5 average rating, 63 reviews

Guest favourite

A private swimming pool is set against a backdrop of lush greenery and trees. Two lounge chairs are positioned under a large umbrella beside the clear water, providing a serene spot for relaxation. The space is designed for tranquility and seclusion.

Cottage in Bucine

La Capanna Pool Pet friendly Toscana

Total privacy in the quiet of nature in the heart of Tuscany. Completely independent barn with swimming pool in a private location for the exclusive use of 2 guests. Around us: Siena, Arezzo, Florence, San Gimignano, Terme di Rapolano. E-bike rental in Castelnuovo Berardenga to explore the Chianti hills. Look: to reach us you have to travel along a 2.4 km dirt road (10 minutes uphill, a suitable car is recommended). Pets allowed and WiFi (free).

LocationBikingAir conditioning

4.99 out of 5 average rating, 67 reviews

Superhost

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

Casetta Olivera, small country house for 3 people with pool

This truly enchanting 'gem' is about 35 sqm and is divided into a small living room with kitchenette, a bedroom with double bed and a spacious bathroom. Through a large French window you enter the 20 m² terrace and the surrounding garden. The covered terrace is equipped with garden furniture and is the large living room in summer. If a family of 3 people arrives, there is the possibility to sleep in the salon on a 1.20 wide sofa bed.

LocationFamilyCleanliness

5.0 out of 5 average rating, 3 reviews

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

....cottage Lippo Vanni.

35-square-meter cottage with fireplace, kitchenette, and full bathroom with shower. The floor is terracotta and the ceiling has wooden beams. The Le Pozze Cottage is located inside the Le Pozze farm. Beauty inside and outside the door of your cottage. You can walk or cycle in the 32 hectares of land surrounding the property, among oak forests, olive groves and vineyards. An environment of absolute relaxation surrounded by greenery.

LocationCleanlinessOutdoor spaces

4.8 out of 5 average rating, 10 reviews

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

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.

FamilyLocationQuiet

4.94 out of 5 average rating, 89 reviews

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

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.

LocationFamilyHospitality

4.93 out of 5 average rating, 46 reviews

Superhost

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

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.

ValueLocationLong stay

4.9 out of 5 average rating, 88 reviews