Boutique hotel vacation rentals in Province of Siena

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Top-rated boutique hotel rentals in Province of Siena

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A scenic view of the Fonterutoli village is highlighted, featuring traditional buildings surrounded by lush greenery and cypress trees. Bright red poppies dot the foreground, adding vibrant color to the landscape against a clear blue sky and distant hills.

Hotel room in Fonterutoli

Junior Suite - Castello di Fonterutoli

Castello di Fonterutoli Wine Resort offre la possibilità di soggiornare tra le sue Camere & Suites dislocate all’interno delle abitazioni del borgo. Arredate in stile country-chic, tutte le nostre Junior Suite offrono una camera da letto principale con un'area living privata, un bagno privato, aria condizionata e WiFi gratuito. Ispirate dall'atmosfera medievale toscana e con un'ampiezza tra i 30 e i 35 mq, ciascuna Junior Suite offre un ambiente ampio, comfortevole e allo stesso tempo elegante.

Top guest favorite

A stone staircase leads up through landscaped gardens under the shade of a large tree. Potted plants are arranged along the steps. Tables and chairs are set along the path, offering inviting spots to enjoy the surrounding views of the Tuscan landscape.

Hotel room in Panzano

5 out of 5 average rating, 76 reviews

Villa La Petraia Elysian

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.

Guest favorite

The image captures a panoramic view of a medieval town featuring ancient towers, surrounded by lush green hills. Stone buildings and rooftops create a charming skyline, showcasing the historic architecture and the natural beauty of the Tuscan landscape.

Hotel room in San Gimignano

4.82 out of 5 average rating, 235 reviews

san gimignano private rooms fast Wi-Fi -8

Private double room with king bed, area sofà, fridge, AC, 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.

An outdoor swimming pool reflects the clear blue sky, surrounded by manicured grass and bordered by lavender plants. Comfortable loungers are positioned nearby under a pergola, with expansive vineyards stretching into the distance.

Hotel room in Torrita di Siena

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

Top guest favorite

A corridor features stone columns and is lined with potted plants. An arched wooden door is partially visible at the end, surrounded by rustic barrels. Natural light filters through, creating a welcoming ambiance.

Hotel room in Piancastagnaio

4.96 out of 5 average rating, 28 reviews

Camera Antica Foresteria 3

Camera con affaccio privilegiato sull’orto dei Frati, dal quale è possibile vedere la cima del Monte Amiata, ideale per chi va in vacanza con il proprio cagnolino. Le camere sono spaziose e fresche. Svegliarsi al mattino e godere della vista dell’orto, dove troviamo ancora gli alberi da frutto che venivano descritti negli antichi documenti del Convento. Gli arredi della stanza sono quelli di famiglia, ricchi di intarsi e del sapore originario del luogo.

Guest favorite

A dining area is visible through large glass windows, offering views of a lush garden. Sun loungers are arranged by a swimming pool, shaded by white umbrellas, with manicured greenery surrounding the space. Colorful glassware is set on each table, enhancing the inviting atmosphere.

Hotel room in San Gimignano

4.97 out of 5 average rating, 61 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.

A window is open to reveal a view of rolling hills and trees in the valley, with clear skies above. Soft shadows from the window frame are seen on the wall, accentuating the spaciousness of the room.

Hotel room in Roccalbegna

Albergo La Pietra - Classic

Albergo La Pietra, located in Roccalbegna, in the province of Grosseto, formerly known as Antica Locanda La Pietra, was founded in 1821 as the main and only inn in Roccalbegna. In 2021 it was extensively renovated by the current owner, Monica Patiño. As of April 1, 2023, the Davide Lazzaretti Community Cooperative opened the doors of the inn, offering 6 rooms with bed & breakfast and half board services. The price includes breakfast.

Guest favorite

An airy room is defined by tall windows, allowing natural light to fill the space. A rustic wooden chest sits on the floor, accompanied by a white chair and desk, enhancing the cozy atmosphere. The ceiling features exposed beams, and scenic rooftop views are visible through the glass.

Hotel room in Siena

4.97 out of 5 average rating, 143 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!

Superhost

The spacious room features high ceilings with wooden beams and classical frescoes. A four-poster bed is complemented by natural light from large windows draped in soft fabric. A wooden desk and chair, along with a comfortable armchair, provide additional seating and workspace.

Hotel room in San Gimignano

5 out of 5 average rating, 7 reviews

Romantic Escape in San Gimignano

The rooms are the most noble and prestigious accommodations , furnished in period furniture and are designed for our trademark comfort to make your experience with us full of comfort, wonder and charm. These rooms are the perfect marriage of style and elegance for an unforgettable stay. We have 3 rooms of this type different from each other as shown in the photo, it can be assigned according to availability

Top guest favorite

Aerial view of a rustic farmhouse surrounded by lush vineyards and olive groves. A serene infinity pool is visible in the courtyard, with rolling hills and the distant Montepulciano in the background. The landscape showcases neatly arranged fields and greenery, reflecting the tranquil Tuscan countryside.

Hotel room in Montepulciano

4.97 out of 5 average rating, 30 reviews

Agriturismo Merigge Wellness & Spa Montepulciano

Agriturismo Merigge is an old farmhouse of the 19th century, finely restored in 2019 in the typical Tuscan old style. Furnished with antique furniture, total comfort in every service, infinity pool overlooking the astonishing hills of Montepulciano and surroundings. Bio vegetables garden to grow fresh food and a beautiful lavender field. And it's all surrounded by typical olive groves and vineyards.

Guest favorite

The image captures a scenic view from the guesthouse, showcasing rolling hills and distant mountains under a blue sky. A tree stands prominently in the foreground, while the historic structures of the medieval village line the hillside, highlighting the natural beauty of Campagnatico.

Hotel room in Campagnatico

4.95 out of 5 average rating, 20 reviews

Camera Indipendente Deluxe con vista Panoramica

Addormentati con tutte le stelle del mondo. Alloggia in una camera deluxe con letto king-size. Arredata con design moderno ma mantenendo intatte le caratteristiche del contesto. Collocata al primo ed ultimo piano, è servita da ascensore, oltre che dalla scala. Parquet, aria condizionata, WiFi, TV sat, bagno interno, serratura elettronica, cassaforte, frigorifero.

Guest favorite

A view from an open window reveals the intricate façade of a historic building, providing sight of decorative doors and columns. Outdoor seating with umbrellas is visible at the base, along with people enjoying the space, framed by the surrounding architecture.

Hotel room in Siena

4.95 out of 5 average rating, 22 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

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Popular amenities for Province of Siena boutique hotel rentals

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Family-friendly boutique hotels rentals

Superhost

A narrow street is lined with historical buildings showcasing brick facades and arched doorways. The atmosphere is enhanced by the tall towers in the background, offering a glimpse of the medieval architecture characteristic of the area.

Hotel room in San Gimignano

4.69 out of 5 average rating, 42 reviews

San Gimignano 2 rooms 4/5 persons with view

CarolineRating, 5 stars2 months ago

Really enjoyed our stay, beautiful accommodation and very comfortable . Made to feel very welcome

Guest favorite

A charming courtyard is framed by brick arches, featuring a few tables with ornate metal chairs. Potted plants with vibrant flowers add a touch of color, while cozy seating is arranged in the background, inviting relaxation and quiet moments.

Hotel room in San Gimignano

4.76 out of 5 average rating, 295 reviews

San Gimignano rooms private fast Wi-Fi -10

SamaraRating, 5 stars3 days ago

Unglaublich schön und liebevoll ausgestattete Unterkunft. Man schläft wie in einem alten Schloss. Tolles Ambiente, romantisch und einfach eine kleine Reise in die Vergangenheit. Der Aufenthaltsraum ist ein Traum mit seinen alten Möbeln und schönen Fliesen auf dem Boden. Sehr schön gelegen.

Superhost

A double bed with an ornate headboard is dressed in a gold patterned bedspread. A delicate lamp illuminates the bedside table, while a small antique chair and a decorative fireplace are visible in the background, enhancing the room's classic Tuscan style.

Hotel room in San Gimignano

4.64 out of 5 average rating, 209 reviews

Private double room San Gimignano WiFi -6

RiekeRating, 5 stars1 month ago

What a lovely room in a beautiful town, the hosts were friendly, spoke superb English and were ever so helpful, they recommended places to see, free parking areas and how to get to them with suitcases (pedestrian only area) as well as superb restaurants and even offered to book a table. There were discounted rates at a few restaurants through staying at the Palazzo. The accommodation is family owned and run and they are all welcoming and helpful. The indoor outdoor courtyard is a must see. Thank you Pierluigi and Marzia

Superhost

This double room features a traditional Tuscan design with original wooden furniture and terracotta flooring. Natural light filters through the large window, highlighting the intricate carvings on the bed's headboard. A cozy area rug adds warmth, while bedside lamps provide a soft glow.

Hotel room in San Gimignano

4.61 out of 5 average rating, 47 reviews

San Gimignano private double room -4

JulieRating, 5 stars9 months ago

Sehr schönes Zimmer und Aufenthaltsraum und -hof, mitten im Zentrum von San Gimignano, gut erreichbar, wunderbare Kommunikation. Man fühlt sich als wäre man in der Zeit gesprungen. Bad ist klein.

Top guest favorite

A spacious red brick building is set within a lush green landscape, featuring manicured lawns and flower beds. Outdoor seating is offered under canopies, with expansive skies in the background showcasing scattered clouds. Open fields extend beyond the property, creating a serene environment.

Hotel room in Bettolle

4.92 out of 5 average rating, 39 reviews

Camera matrimoniale Superior in casa Leopoldina

ChristianRating, 5 stars1 month ago

Great stay! They were very accommodating to provide us with a crib for our child. Breakfast was great every morning and dinner at the restaurant was fantastic. We were always greeted with a smile.

Guest favorite

A well-appointed bedroom features a plush, light-colored headboard above a spacious bed. Two wall-mounted lamps provide soft lighting, while minimalist side tables flank the bed. The walls are painted in a warm hue, contributing to a restful ambiance.

Hotel room in Siena

4.89 out of 5 average rating, 151 reviews

Charming Room one step from Duomo 3

ΜαλαματενιαRating, 5 stars2 months ago

τέλειος τόπος μέσο στο κέντρο με πολλές ανέσεις

An aerial view captures the agriturismo nestled within lush greenery, highlighting two rustic buildings and a private swimming pool surrounded by sun loungers. The expansive garden invites relaxation, while the surrounding landscape contributes to a serene atmosphere.

Hotel room in Castenuovo di Val di Cecina

4.25 out of 5 average rating, 4 reviews

Agriturismo "Le Cerinaie": Two-bedroom apartment

LucaRating, 5 stars10 months ago

Molto ospitali, molto gentili, ottimo rapporto qualità prezzo!

Superhost

A well-lit studio features a spacious bed draped in crisp white bedding. A large TV is mounted on the wall opposite the bed. Natural light filters through a window, complemented by an armchair nearby, creating an inviting yet serene atmosphere.

Hotel room in Siena

4.79 out of 5 average rating, 19 reviews

Lovely Studio by Cathedral

EzequielRating, 5 stars12 months ago

Gracias por estar atentos a nuestro check in y por permitirnos dejar las valijas después del check out para poder seguir disfrutando la ciudad! Recomendamos el lugar!

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Boutique hotel vacation rentals in Province of Siena

Top-rated boutique hotel rentals in Province of Siena

Vacation rentals for every style

Popular amenities for Province of Siena boutique hotel rentals

Family-friendly boutique hotels rentals

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