Boutique hotel vacation rentals in Province of Siena

Find and book unique boutique hotel rentals on Airbnb

Top-rated boutique hotel rentals in Province of Siena

Guests agree: these boutique hotel rentals are highly rated for location, cleanliness, and more.

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Guest favorite

An aerial view captures the spacious surroundings of the villa, featuring a rectangular pool and a large stone patio. Sun loungers are arranged around the pool, while lush greenery and cypress trees frame the area, enhancing the serene outdoor environment.

Hotel room

5 out of 5 average rating, 14 reviews

Villa La Petraia Suite Anam Cara

Villa La Petraia is an ancient villa located within the historic centre, and was at the time, the first and only restaurant on the ancient route of the medieval road connecting Florence to Siena. With 5 rooms, individually furnished with antique elements combined with modern design without sacrificing a comfortable and luxurious atmosphere. With a large two-level garden and a swimming pool with breathtaking views, La Petraia is a magical place to experience the heart of Chianti.

A cozy double bedroom features a spacious bed with simple bedding. Light floods through open green shutters, illuminating the rustic wooden beams above. A small wooden chair is positioned near a simple table, while an ensuite area with a sink is visible to the side.

Hotel room

5 out of 5 average rating, 5 reviews

Follonico - Standard Room Montefollonico

Small Organic farm immersed in a unspoilt valley a step away from Montepulciano, Pienza and Valdorcia. Breathtaking views over vineyards and pasture lands, with two medieval villages in the background. Our breakfast includes Organic farming and own produce , fresh pastry and bread baked everyday with sour dough and not processed flours, cured meat, honey produced by our lovely bees, home made jam. A place for those who wish to have a not filtered experience of tuscan life

Guest favorite

A charming courtyard is surrounded by brick walls and features a textured, tiled floor. Four wrought-iron chairs are arranged around two small tables, providing a space for relaxation. Potted plants and flowers are positioned along the walls, enhancing the serene atmosphere.

Hotel room

4.81 out of 5 average rating, 206 reviews

san gimignano private rooms fast Wi-Fi -8

Private double room with king bed, area sofà, fridge, bathroom inside, terry towels, bed linen, hair dryer, organic liquid soaps, daily cleaning. the room have double windows with view in the courtyard, very quiet area the courtyard / patio, can be used for small food, drinks, relaxation and also for smoking with respect for other guests. free and fast wifi everywhere. service reception at your disposal for any suggestion and booking experience or restaurants.

Guest favorite

A spacious bed is dressed in crisp white linens and a navy blue bedspread, positioned against a warm, textured orange wall. Two bedside lamps provide soft lighting, while a window dressed with sheer and dark curtains allows natural light to flow into the room. A small table holds a potted orchid.

Hotel room

4.85 out of 5 average rating, 13 reviews

Charm & Relax in San Gimignano

The discreet elegance and great attention to detail defines the style of our rooms, where fine art combines with quality and comfort to make your stay an intimate and unforgettable experience. The comfortable and cozy atmosphere of these rooms, along with views typical of Tuscan charm, will create a holiday of great serenity mixed with the unique experience of being a real resident in San Gimignano and of the beautiful surrounding Tuscan towns.

Guest favorite

The image shows a charming building surrounded by a lush Mediterranean garden. A clear swimming pool reflects the sky, while sun loungers and umbrellas are arranged neatly on the lawn. A greenhouse and various plants complement the scenery, creating a serene outdoor space.

Hotel room

4.96 out of 5 average rating, 50 reviews

Boutique Hotel in San Gimignano

Il nostro boutique hotel è nel mezzo di un ampio giardino mediterraneo con piscina. Facendo colazione sulla terrazza si può ammirare l'alba e il bellissimo panorama delle colline toscane. Siamo a 4 km dal bellissimo paese medievale di San Gimignano La piscina è aperta da aprile ad ottobre e non è riscaldata. Per ogni camera sono disponibili 2 lettini e 1 ombrellone. Il nostro parcheggio privato è a disposizione dei clienti gratuitamente.

Guest favorite

A spacious room features a high ceiling with exposed wooden beams. Large windows allow natural light to fill the space. A comfortable bed is centered, with a vintage trunk at its foot. A small table and chair, along with a tea kettle, are positioned to one side.

Hotel room

4.97 out of 5 average rating, 116 reviews

Sleeping on Siena roof

Francesca welcomes her guests in the Residenza d'Epoca with its original charm the rooms are furnished with unique and vintage pieces, an ideal place for contemporary travellers in search of spontaneity. You can enjoy a fantastic breakfast served in your room at the price of 12,00 Euro per person to be paid at the property. For any information do not hesitate to contact the host. Enjoy your travel experience with Airbnb!

Guest favorite

A spacious bedroom is highlighted by a large bed with a soft header against an accent wall. Wooden beams frame the ceiling, while multiple windows allow natural light to fill the room. A low bench sits by the window, complemented by decorative furnishings.

Hotel room

4.95 out of 5 average rating, 21 reviews

Suite Pandolfo Petrucci

La nostra Residenza d'epoca si trova proprio nel cuore della città, proprio di fronte al Battistero di Siena. Si tratta di un edificio storico dove ogni ospite può respirare la storia di questa città, un vero e porprio mini museo dove hanno soggiornato illustri personaggi come ad esempio Le Courbusier, Louis Khan, papa Alessandro VIi e Francesco di Giorgio Martini

Guest favorite

An aerial view captures the medieval village of Campagnatico, nestled among rolling green hills and trees. The stone buildings exhibit rustic architecture, with a prominent clock tower and terracotta roofs dotting the landscape. A winding road leads through the village, outlining its charming layout.

Hotel room

4.95 out of 5 average rating, 19 reviews

Deluxe Independent Room with Panoramic View

Fall asleep with all the stars in the world. Stay in a deluxe room with a king size bed. Furnished with modern design but keeping the characteristics of the context intact. Located on the first and last floor, it is served by elevator, as well as the staircase. Parquet, air conditioning, WiFi, sat TV, en-suite bathroom, electronic lock, safe, refrigerator.

The room features a spacious bed set against a white wall. Wooden beams accent the ceiling, while terracotta tiles provide warmth underfoot. A kitchenette with modern appliances is visible, and a small flat-screen TV is mounted nearby, contributing to a functional living space.

Hotel room

4.79 out of 5 average rating, 28 reviews

Studio with courtyard Duomo Area

Bed Options: 1 queen or 2 twin This studio is decorated in a Tuscan style, with simple furnishings, and terracotta floors. It features a kitchenette and a patio with access to the shared garden. This room has air conditioning, free Wi-Fi, and a memory foam or latex mattress. Please specify bed preference when booking.

Guest favorite

A charming courtyard is seen, featuring well-maintained greenery and flower beds. The rustic stone building is complemented by a bell tower in the background. Tables and chairs are arranged thoughtfully, providing a serene area for relaxation. Sunlight brightens the scene, enhancing the inviting ambiance.

Hotel room

4.92 out of 5 average rating, 76 reviews

Camera Antica Foresteria

A privileged room overlooking the Friars' Garden, from which you can see the top of Mount Amiata, ideal for those who go on vacation with their dog. The rooms are spacious and cool. Waking up in the morning and enjoying the views of the lush garden of flowers and fruits is a true privilege.