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Holiday rentals in Monterongriffoli

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Top-rated holiday rentals in Monterongriffoli

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

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Guest favourite
Farm stay in Montalcino
4.98 out of 5 average rating, 45 reviews

Tuscan Farmhouse ~ Magic Sunsets ~ 360° view

Apt. 'Maria'-Tucked away among the gentle hills of Montalcino and at the heart of the Brunello wine region, an authentic Tuscan farmhouse sits gracefully atop a hill, offering a stunning 360° panorama of the surrounding countryside. Here, amidst ancient vineyards and olive groves, time moves slowly, wrapped in the silence and beauty of the Val d'Orcia. It is the ideal refuge for those in search of tranquility and relaxation, where each sunset paints unforgettable scenes that linger in the heart.

Guest favourite
Home in Asciano
4.96 out of 5 average rating, 142 reviews

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.

Superhost
Home in Monterongriffoli
4.8 out of 5 average rating, 5 reviews

Truffle N Bed Full Tuscan Stay

Enjoy exclusive access to all three rooms at Truffle N Bed—Bella Vista, Morning Glory, and Intimate Nest. Each offers its own charm, from sweeping countryside views to cozy terrace mornings and romantic hideaways. Perfect for families or groups, this peaceful retreat is surrounded by olive trees, nature, and Tuscan beauty. Relax, reconnect, and experience the magic of slow living in the Val d’Orcia while still being close to all the popular attractions like Montalcino, Montepulciano and Siena.

Top guest favourite
A stone staircase leads to a second-floor entrance, surrounded by lush greenery and flowering plants. The building is partially illuminated, highlighting the texture of the stone. A small terrace with seating is visible at the top of the stairs.
Farm stay in Montalcino
4.98 out of 5 average rating, 49 reviews

"Lunetta" Private Apartment on Larger Property

Le Coppiole is an exciting new addition to our properties at the Ville Ferrano. This "agriturismo" is associated with our olive oil and wine activities. The property is situated in the midst of the most tranquil and breathtaking Tuscan countryside. We offer three homes for rent, either individually or together for a large group. The infinite edge pool is located to take advantage of the stunning views and sunsets. The Lunetta apartment is located on the second floor of the Lunette building.

Top guest favourite
A charming outdoor seating area is set against a backdrop of rolling green hills. Two green metal chairs and a matching table are surrounded by flowering plants, with cypress trees rising in the distance under a partly cloudy sky.
Apartment in Pienza
5.0 out of 5 average rating, 161 reviews

Casa rurale toscana in Mascagni Farmhouse Pienza

Risali le iconiche colline toscane fino a Mascagni Organic Farm, un'azienda biologica dove ti aspetta la tua nuova casa: un fienile del 1500 finemente ristrutturato immerso tra olivi e campi di grano. Rilassati prendendo una tazza di tè, raccogli rosmarini e lavande nel giardino con vista mozzafiato sulla Val d'Orcia. Riscopri la tua vera natura tra i campi incontaminati e gli olivi: qui le passeggiate e i giri in bici non hanno confini! Pronto a creare ricordi che dureranno tutta la vita?

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, 333 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
An outdoor patio area features rustic furnishings and is framed by gracefully draping curtains. The space is adorned with comfortable seating and a communal dining table, set against a backdrop of tall cypress trees and a clear blue sky, inviting relaxation in a serene environment.
Home in Simignano
4.97 out of 5 average rating, 198 reviews

Casa al Gianni - Il Fienile di Simignano

Trasformato da un antico fienile, questo rifugio lussuoso offre 5 camere, 4 bagni, grande cucina attrezzata, ampio living, un ampio giardino privato con parcheggio, hot tub, patio con divani, BBQ, fire pit e cucina esterna. Ideale per chi cerca un'esperienza unica, unisce fascino rustico a comfort moderni. Perfetto per famiglie o gruppi, promette serate magiche sotto le stelle, tra relax nell'hot tub e cene all'aperto. Una fuga memorabile vi aspetta in questo angolo di paradiso!

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.
Flat in San Giovanni d'Asso
4.92 out of 5 average rating, 48 reviews

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.

Top guest favourite
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
5.0 out of 5 average rating, 115 reviews

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.

Top guest favourite
Home in San Giovanni d'Asso
5.0 out of 5 average rating, 81 reviews

Country chic house in a village,private pool,wiFi

La Capanna is a small house hidden at the sight in the very heart of the village of San Giovanni d'Asso in the Community of Montalcino.Private fenced pool (3x6 mt,1mt deep) ,astonishing view from the patio and terrace in front of the house. It can comfortably hold a party of 5 adults plus a child up to 12 . Central heating, fireplace (wood is provided at a little cost)AirCon in the bedrooms, (included in the price from June to mid September) WiFi good for home working

Top guest favourite
Aerial view of a charming countryside villa surrounded by rolling hills and vineyards. Olive trees are visible lining the roads, which lead to the home nestled within a serene natural landscape. The colors and textures reflect the characteristic beauty of the Tuscan countryside.
Apartment in Asciano
4.98 out of 5 average rating, 325 reviews

Celeste - Il colore del cielo d'estate in Toscana

Appartamento si trova al 1 piano composto da 2 camere (possibilità di fare letti singoli o matrimoniali a richiesta ) bagno, soggiorno, cucina attrezzata per cucinare . ( lavatrice a disposizione dalle 9 alle 20 nella lavanderia ) Parcheggio e wifi gratuiti Posizione strategica per visitare i centri turistici della Toscana. Noi siamo in campagna , nel cuore delle Crete Senesi , è consigliata l'auto per essere indipendenti e visitare la magnifica campagna toscana

Top guest favourite
An aerial view captures the agriturismo's lush green landscape, featuring neatly arranged cypress trees lining the path. A sparkling swimming pool glimmers amidst the foliage, while sprawling fields extend into the background under a clear sky, showcasing the beauty of the Tuscan countryside.
Cottage in Buonconvento
4.89 out of 5 average rating, 100 reviews

Tuscan Barn Apartment for 6 with panoramic pool

Panoramic Tuscan apartment converted from an old barn, with direct access to the garden and a shared panoramic swimming pool overlooking the Senese hills. Ideal for families or small groups of friends looking to enjoy for an authentic rural experience, privacy and relax. The apartment features three double bedrooms each with private bathroom, air-conditioning and WI-FI. A perfect place to enjoy nature, silence and unforgettable Tuscan sunsets.

Popular amenities for Monterongriffoli holiday rentals