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Holiday rentals in Chianciano

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Top-rated holiday rentals in Chianciano

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Villa in Montepulciano
4.97 out of 5 average rating, 125 reviews

Wine Experience Villa in Montepulciano

🏡 Villa Talosa è immersa nei vigneti della Fattoria della Talosa, storica azienda vitivinicola di Montepulciano produttrice di Vino Nobile. Un luogo autentico, ideale per rilassarsi con la magia della campagna toscana e una vista incantevole da ogni finestra. A soli 1,5 km dal centro storico, raggiungibile anche a piedi, potrete visitare la nostra Cantina Storica del 1500 sotto Piazza Grande: un’esperienza unica tra storia, passione per il vino. Riscaldamento e aria condizionata sono inclusi.

Top guest favourite
The exterior of a charming stone villa is surrounded by a lush garden featuring vibrant lavender plants. Stairs lead to a welcoming entrance adorned with potted flowers and a shaded seating area. The rustic façade reflects traditional Tuscan architecture against a clear blue sky.
Villa in Chianciano Terme
4.97 out of 5 average rating, 128 reviews

Charming TuscanVilla with View for Family&Friends

Huge and charming top floor apt in Tuscan Villa with breathtaking view! Visit Montepulciano, Pienza, Siena, explore country side, vineyards and hot springs, hiking or e-biking, strolling or driving! Two roomy suites with top quality beds and bathroom ensuite. Windows walled living room, comfy sofas, commercial kitchen at your own use. We arrange Winery visit & tasting, Cooking classes and private dinners. NEW Hot tub facing green hilltop! ExperienceTuscany as a local, with your local Host!

Top guest favourite
A charming cottage is shown with a terracotta facade and a tiled roof. A small table with two chairs is set on a patio, surrounded by potted plants. Lush greenery and trees can be seen in the background under a clear blue sky.
Guest house in Macciano
4.97 out of 5 average rating, 246 reviews

Tuscan cottage with an heavenly view

Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

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 in Montepulciano
4.98 out of 5 average rating, 163 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
A person interacts with a falcon, demonstrating the connection between humans and raptors. The background features a natural landscape with greenery, and additional animals can be seen grazing in the distance. The setting showcases an engaging outdoor experience in a tranquil environment.
Holiday home in Chianciano Terme
5.0 out of 5 average rating, 128 reviews

L'Aquila e L'Ulivo

All'Aquila e l'Ulivo, un antico casale ristrutturato del 1200, troverai non solo tutti i confort necessari per uno splendido soggiorno, ma vivrai anche l'emozione di sentirti libero e immerso nella natura incontaminata della Val D'Orcia. Qui avrai la possibilita' di passeggiare con i due falchi Ayga e Sayen e interagire con le aquile, e perchè non sorseggiare un eccellente aperitivo a bordo piscina. Ti aspettiamo nel nostro mondo, fatto di animali, relax, natura e anche un pizzico di Magia.

Top guest favourite
The villa's exterior is highlighted by a modern structure with large glass doors and a gently sloping roof. It is surrounded by lush greenery and features a patio area with steps leading to the entrance. Soft lighting illuminates the garden, creating a serene evening ambiance.
Villa in Montepulciano
4.92 out of 5 average rating, 332 reviews

Amazing Tuscany Villa, FREE parking

Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking

Top guest favourite
A spacious bedroom features a large bed with beige striped bedding and decorative blue cushions. A vibrant blue accent wall is complemented by a piece of wall art. Natural light enters through large windows adorned with roller shades, revealing views of the surrounding countryside.
Apartment in Stabbiano
5.0 out of 5 average rating, 84 reviews

Gli Ulivi Apartment & SPA

Gli Ulivi Apartment & SPA è un alloggio moderno e curato nei minimi dettagli, dotato di tutti i comfort e di una piccola SPA privata. Situato a S. Albino di Montepulciano in posizione panoramica, immersa nel verde delle colline  tra Valdichiana e Val d’Orcia. L’intero appartamento è composto da due ampie camere matrimoniali, un open-space costituito da ampio soggiorno con caminetto e cucina. SPA privata con sauna e vasca idromassaggio due posti, due bagni con doccia ed un grande balcone.

Guest favourite
A spacious sleeping area is characterized by high wooden beams and light-colored stone floors. A large bed is positioned centrally, accompanied by two bedside lamps. Natural light fills the room through multiple windows, framed by elegant shutters. A simple desk and chair are also present.
Flat in Chianciano Terme
4.83 out of 5 average rating, 88 reviews

collitorti | Guest House Original Design

Collitorti like the hills surrounding our humble home located on the ridge dividing the Valdichiana from Valdorcia. Located in the open countryside, at the foot of the historic town of the thermal town, the apartment is part of the ancient farm Cerettellini. Decorated with care and simplicity, it consists of a large living room with a comfortable sofa bed, kitchen and double bedroom with bathroom, which open onto the panoramic garden belonging to the apartment. It has wifi and tv.

Guest favourite
An outdoor patio area features a covered gazebo with six black chairs and a small table. The entrance door is framed by a stone wall, surrounded by lush greenery, creating a calm and inviting space for relaxation.
Flat in Chianciano Terme
4.94 out of 5 average rating, 66 reviews

La Casa di Ambra Natura e Relax

La Casa di Ambra si trova in posizione di eccellenza al centro di ogni esigenza. La casa può ospitare comodamente 4 persone. Dispone di un salotto con termo camino e un comodo divano letto per eventuale quinto ospite, un'ampia cucina attrezzata, 2 camere matrimoniali, bagno con doccia, veranda con lavatrice, patio con gazebo arredato, piccolo giardino e parcheggio per 2 macchine proprio davanti all'ingresso di casa. L’abitazione è stata recentemente ristrutturata.

Top guest favourite
An aerial view highlights a stone farmhouse nestled within lush greenery, surrounded by mature trees. The structure features a terracotta-tiled roof and a charming porch. A pathway leads to a smaller stone building, providing a sense of harmony with the natural landscape.
Villa in Sarteano
4.97 out of 5 average rating, 158 reviews

Casale in pietra in Val D’Orcia

Casale toscano del '800 con pietre a vista immerso nella meravigliosa campagna Toscana con uno splendido panorama sulla Val di Chiana. E' circondato da un parco di 6 ettari con un uliveto di 300 piante. Si trova a Sarteano, nel paese, un antico borgo medioevale con un castello da sogno, conosciuto per il Festival della Musica e del Jazz che si svolge alla fine dell'estate. Siamo nella bellissima Val d'Orcia, patrimonio naturale dell'umanità dall'UNESCO dal 2004.

Superhost
A spacious terrace is covered by a large canopy, providing shade over several outdoor seating options. Two chairs in a relaxing position are positioned alongside a glass table, with a background of greenery and a neighboring building visible.
Home in Chianciano Terme
4.82 out of 5 average rating, 11 reviews

House Dreams Toscany

🏡 Appartamento moderno con ampia terrazza panoramica nel cuore della Toscana 🌿 Scopri il piacere di soggiornare in questo elegante appartamento situato in una tranquilla zona della Toscana, perfetto per famiglie o gruppi di amici. L’appartamento è dotato di aria condizionata, Wi-Fi gratuito e TV a schermo piatto. La posizione è ideale per esplorare i borghi, i vigneti e le colline della Toscana, rimanendo a pochi minuti dai principali servizi.

Top guest favourite
A spacious living area is furnished with a bright red sofa adorned with colorful cushions. A dining table is surrounded by wooden chairs, allowing for comfortable seating. The kitchen area features modern appliances and dark cabinetry, while large windows let in ample natural light.
Flat in Chianciano Terme
4.86 out of 5 average rating, 931 reviews

La casa di Enne

Accogliente appartamento funzionale e comodo, dotato di ampio ascensore e garage privato, situato a due passi dal Centro Storico e dalle Terme di Chianciano. Comodo per visitare la Val d'Orcia e i suoi meravigliosi Borghi e Terme. Ideale per passare una vacanza all'insegna del relax, della natura, della buona cucina e buon vino. Per il check-in consultare le istruzioni che vengono fornita qualche giorno prima (nella sezione: i miei viaggi).

Popular amenities for Chianciano holiday rentals