Vacation rentals in Montisi

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Top-rated vacation rentals in Montisi

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Top guest favorite

The exterior of the stone house is featured, showcasing rustic charm with green shutters and a welcoming entrance. The garden area includes tables and chairs, surrounded by lush greenery and potted plants, offering a serene outdoor space for relaxation.

Vacation home in Montisi

Unique & Historic Getaway: Dreamy Garden

Questo elegante alloggio è perfetto per viaggi di gruppo o familiari, all'interno di un piccolo, ma prezioso borgo toscano, Montisi, nel Comune di Montalcino, famoso per il vino e per essere nel parco della Val d'Orcia, sito UNESCO. La casa ha un giardino pensile molto tranquillo, dove poter cenare e rilassarsi dopo una giornata passata tra le meraviglie naturali, storiche ed artistiche della zona. Ogni stanza di Umberto121 è differente dall'altra, avendo mantenuto le caratteristiche di ognuna.

4.97 out of 5 average rating, 31 reviews

Guest favorite

Home in Asciano

Palazzo Monaci - Piscina nelle crete Senesi

Benvenuti a Palazzo Monaci ! Un' oasi di natura e bellezza unica, nel cuore delle Crete Senesi, in Toscana. Un residence con piscina e vista mozzafiato sulle crete senesi. Perfetta per coppie o famiglie in cerca di una vacanza rilassante. La posizione è perfetta per esplorare le zone limitrofe. Potrete fare escursioni nella campagna toscana, visitare i borghi medievali caratteristici, assaggiare i vini locali prelibati e immergervi nella cultura e nella storia di questa affascinante regione.

4.96 out of 5 average rating, 142 reviews

Guest favorite

Apartment in Montisi

Frattina1860 Romantic Apartment Free Parking

Oasi di pace tra le Creti Senesi e la Val d'Orcia. Ideale per due persone che desiderano rilassarsi ed esplorare borghi storici, degustare vini ed ammirare colori, paesaggi iconici della Toscana. Cucina attrezzata ed ampi spazzi aperti. Immersa nel verde a 12km da Pienza 30 minuti da Montalcino e Montepulciano, 19km da San Quirico, 45 minuti da Siena 20 minuti dal casello A1. Spazio all'aperto e parcheggio auto sicuro nella proprietà privata. Colazione inclusa. Sosta ideale per ciclisti e moto

4.89 out of 5 average rating, 28 reviews

Guest favorite

A spacious living area features a striped sofa with soft cushions, complemented by a wooden coffee table and a vase of fresh flowers. The warm terracotta flooring and rustic beams enhance the inviting ambiance. Steps lead to additional rooms, visible in the background.

Condo in Montisi

Apartment in ancient house + pool and terrace

The apartment "Il Glicine" is part of the historic house "Borgo La Grancia", located in a spectacular area of the Tuscan countryside. It is located on the first floor and consists of two bedrooms (one with two single beds and one double), each with its own bathroom, a living room, a kitchen/dining area, and a furnished terrace. It is elegantly furnished with Tuscan terracotta floors, beamed ceilings, and period furniture. It offers beautiful views of the gardens, the pool area, and the valley.

4.95 out of 5 average rating, 19 reviews

Top guest favorite

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.

Guesthouse in Macciano

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.

4.97 out of 5 average rating, 251 reviews

Top guest favorite

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

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

4.92 out of 5 average rating, 337 reviews

Top guest favorite

A spacious outdoor area features a framed view of rolling green hills in the distance. A swimming pool is visible, surrounded by grass, with a sunshade above a table and chairs. The peaceful landscape showcases the natural beauty of the Tuscan countryside.

Apartment in Castelmuzio

Appartamento bel Tramonto

Benvenuti all’Agriturismo Pascianella ,un angolo di paradiso incastonato, tra le dolci colline toscane, nel cuore tra la Val d’Orcia e le Crete Senesi. La struttura ,si trova in posizione panoramica, arroccata su una collina che si affaccia sul borgo di Montisi e sul pittoresco Castelmuzio facilmente raggiungibili a piedi. Che tu stia cercando un rifugio con piscina per ricaricare le energie o un punto base per esplorare i borghi e i sapori della Toscana, Pascianella è la scelta perfetta.

5.0 out of 5 average rating, 54 reviews

Top guest favorite

A shaded pergola adorned with grapevines provides a relaxing spot for outdoor dining. A colorful table features a floral design, surrounded by wrought iron chairs. A private jacuzzi sits nearby, with lush greenery and rolling hills visible in the background.

Cottage in Castelmuzio

Panoramic view & outdoor jacuzzi - Pienza

‘L’Orto’ sits on a hill facing the 15th century monastery of Sant’Anna in Camprena, which was featured in the Academy Award-winning film ‘The English Patient’. Relax under a vine-covered pergola or in your private outdoor jacuzzi while enjoying panoramic views of idyllic Tuscan countryside, with its rolling hills and winding paths lined with cypress trees. ‘L’Orto’ is ideally located for a visit to the Val d’Orcia, a UNESCO World Heritage site, Pienza, Montalcino, Montepulciano or Siena.

5.0 out of 5 average rating, 81 reviews

Top guest favorite

Townhouse in Trequanda

Romantic Tuscan Holiday House

Recently renovated Casa Etruria features a chic modern home inside its ancient stone walls, with every modern convenience,lots of original charm and the most beautiful sunset view from the bedroom and balcony . Casa Etruria is a 13th century gate house over the Western entrance to Trequanda - Porta al Leccio. Trequanda is medieval borgo located in Val d'Orcia , south of Siena. Val d'Orcia was recognised by UNESCO in 2004 as a World Heritage Site for its outstanding beauty.

5.0 out of 5 average rating, 32 reviews

Superhost

The image illustrates a cozy living space, featuring a round dining table with two chairs, a decorative shelf displaying several items, and a spacious bed in the background. Soft lighting is provided by modern fixtures, and exposed wooden beams add warmth to the atmosphere.

Apartment in San Giovanni d'Asso

Il Borghetto - Oliviera Loft

L'Oliviera Loft si trova nelle prossimità del castello medioevale di San Giovanni d'Asso. Infatti proprio tale immobile era un tempo la Stalla dei Cavalli del castello. Il Loft si trova al piano terra, ha una Zona giorno - Cucina, camera matrimoniale, e un bagno. Aria condizionata e wifi inclusi. San Giovanni d'Asso, famosa anche per il suo tartufo bianco, è il luogo ideale per chi desidera visitare la Valdorcia e le Crete Senesi, trovandosi a breve distanza da entrambe.

4.92 out of 5 average rating, 48 reviews

Top guest favorite

A charming stone cottage is set within lush greenery, featuring a covered porch with outdoor seating. Olive trees surround the area, enhancing the natural beauty. A bicycle leans against the wall, inviting exploration of the peaceful countryside.

Cottage in Osteria delle Noci

Your Tuscan oak tree house, enchanting Val d'Orcia

The house enjoys a rare and enchanting view of the Val d’Orcia and Monte Amiata, ensuring maximum privacy. The interiors mirror the charm of the Tuscan style, with antique furniture and finishes made by local artisans. It is equipped with a double bedroom, a large living room with a big table, a fully equipped kitchenette, a double sofa bed in front of the fireplace, in the living room. Outside, the patio will allow you to eat with the colors of the sunset as a backdrop.

5.0 out of 5 average rating, 116 reviews

Top guest favorite

A rustic building is seen under a starry night sky, with a partial roof providing shelter. Soft light glows from the interior, illuminating the entrance. Lush greenery and trees surround the scene, adding depth to the serene nighttime landscape.

Farm stay in Simignano

Casa al Gianni - Capanna

Ciao, siamo Cristina e Carmelo! Vi aspettiamo a "Casa al Gianni", il nostro agriturismo tra i boschi della Montagnola Senese a soli 20 minuti da Siena. Qui la vita rallenta: Solo il profumo della terra, il canto degli uccelli e la simpatia dei nostri animali. È un invito a riscoprire la bellezza delle piccole cose, immersi nel verde della Toscana più vera. Non è solo una vacanza, è un ritorno alle origini. Questo angolo di pace vi resterà nell'anima. Vi aspettiamo!

4.93 out of 5 average rating, 294 reviews