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Holiday houses in Montaio

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Top-rated holiday rentals in Montaio

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Guest favourite
A shaded garden area features a hammock suspended from a tree and a round table with chairs, set against a backdrop of lush greenery and rolling hills. The panoramic view extends under a partly cloudy sky.
Home in Poggio San Marco
4.97 out of 5 average rating, 305 reviews

Charming converted Hayloft overlooking the Chianti Hills

Inspired by the rustic Tuscan style, this gorgeously refurbished hayloft features ceilings with exposed beams and bricks and thoughtful touches for a stylish and comfortable decor. From the relaxing hammock and the stone made barbecue in a panoramic garden to the cozy fireplace, every space feels open and inviting. Immersed in total peace and tranquillity with a breathtaking view over the Chianti hills, halfway between Florence, Arezzo and Siena, the barn is a perfect homebase to visit Tuscany. The accommodation has 2 floors. The upper floor spaces 2 double bedrooms with wonderful views of the olive trees and a bathroom with window and large masonry shower. On the ground floor a cozy and spacious living area with fireplace and a kitchenette with gas stove a large fridge and oven. The barn has ceilings with exposed beams and bricks. Outside there is a panoramic garden set on its own where, in the shade of a walnut trees, you can relax on a hammock or grill your meal (included an authentic local Fiorentina steak :-) on the stone made barbecue. A garden table is there for romantic dinners 'al fresco'. Immersed in total peace and tranquility halfway between Florence, Arezzo and Siena the barn is a perfect homebase to visit Tuscany. To find the exact location of the house type the following code in GMaps: 8FMHGG25+QV The house is in the countryside. The closest towns are Cavriglia and the small Medioeval villages of Moncioni and Montegonzi. In each town you can find great local restaurants and a small grocery shop. Moncioni is 3 km far away. A big supermarket is located in Montevarchi and you can reach it in 8 minutes by car ( exactly 7 km far away). In Montevarchi you can also find one of the best farmer markets in Tuscany! The station of Montevarchi is 8 km away from the barn. From there you can take train to Florence and Arezzo. Siena can be reached in 30 minutes by car. The easy access to the motorway A1/E35 Milan-Florence-Rome (the Valdarno exit is only at 13 km) allows you to reach numerous interesting spots within a short time, both in Tuscany and Umbria, while few kilometres south of Cavriglia you enter the suggestive territory of the Crete Senesi. Out in the countryside, the home offers an authentic experience of Tuscany. Small towns and villages are a short drive away providing acces to exceptional local restaurants and fantastic farmers markets. A big supermarket is located in Montevarchi (7 km far away). The railway station is 8 km away from the barn. From there you can take train to Florence and Arezzo. Cities of interest like Siena, Montepulciano, Pienza and Monteriggioni can be reached in 40 minutes by car The only way to reach the house is by car. A taxi service is active from Montevarchi You will be provided of blankets and towels. The kitchen is equipped with and kind of pots, pans, bowl, plates and silverware. You are welcome to use them. Free Netflix available

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Top Guest favourite
A two-story house with a warm yellow exterior is framed by a spacious terrace. Potted plants adorn the entrance, while an umbrella provides shade for outdoor seating. The entrance is marked by a gate and a fence, offering privacy and a welcoming ambiance.
Apartment in Cavriglia
4.97 out of 5 average rating, 158 reviews

La casa di Albertina

Our recently refurbished “Casa di Albertina” has two floors and can host up to four people, having two bedrooms respectively with a double bed and two single beds. It is fully equipped with all comforts, provided with dishwasher, washing machine, microwave, electric oven, fridge and other smaller electro domestics, TV. All rooms are provided with air conditioning and heating. The linen is also provided (sheets, blankets, towels, kitchen towels). Free parking is located in the courtyard of the house. Free Internet connection is available. Upon your arrival you will find a welcome pack that includes: tea, coffee, honey, sugar, cookies, biscuits, jam, cereals, mineral water, fruit juices, fresh fruit, milk, yogurt etc.

ValueLocationLong stay

Top Guest favourite
An aerial view showcases the expansive grounds of La settecentesca Villa di Geggiano, surrounded by manicured gardens and lush vineyards. The main villa is prominent, with a circular driveway leading to it, while gentle hills extend into the background.
Cottage in Geggiano
4.99 out of 5 average rating, 155 reviews

Villa di Geggiano - Guesthouse

PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

ValueLocationIndoor spaces

Top Guest favourite
Home in Greve in Chianti
4.99 out of 5 average rating, 112 reviews

Relax e charme tra le colline del chianti

Bellissima colonica in pietra, indipendente, immersa tra gli olivi e le colline del Chianti, con giardino privato e piscina panoramica. Piano terra con ampi saloni, antico camino e forno a legna, soggiorno luminoso e cucina full optional. Al primo piano tre suites composte da camera, studio e bagno privato. Accesso tramite cancello e strada bianca in proprietà privata a soli 500 metri dal paese di Strada in Chianti. Ideale per quiete e relax. Location strategica per visitare la Toscana.

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Top Guest favourite
A large swimming pool surrounded by a brick patio and manicured lawns is highlighted in this image. Sun loungers are positioned along the pool's edge, with lush greenery and trees creating a serene backdrop. The villa's charming structure is visible in the distance under a partly cloudy sky.
Villa in Barberino Tavarnelle
4.98 out of 5 average rating, 104 reviews

Podere Tignano, 4-bedroom villa in the Chianti!

Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.

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Top Guest favourite
A spacious outdoor area features a swimming pool surrounded by lush green lawns and dotted with comfortable sun loungers. Umbrellas provide shade, and the serene landscape is framed by tall trees and gentle hills in the background.
Farm stay in Greve in Chianti
4.99 out of 5 average rating, 429 reviews

Typical Tuscan country house

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence just 35 minutes by car This apartment is one level, totally independent with private garden. Restored and furnished with great care to make the guest's stay as comfortable and relaxing as possible, in the full respect of the Tuscan rural style.

FamilyLocationComfort

Guest favourite
A rustic cottage with traditional stone walls and wooden shutters is set among lush green hedges and olive trees. A clear blue sky filled with fluffy white clouds provides a picturesque backdrop to the charming landscape. The tranquility of the surroundings enhances the natural beauty of the property.
Cottage in Cavriglia
4.87 out of 5 average rating, 86 reviews

Il Fienile, characteristic stone cottage for 2

This quaint cottage was once used as a barn, and still maintains the old stone walls, terracotta floor and exposed beamed ceiling. It has a decidedly rustic character but the period furniture, a family legacy, gives it personality and a certain distinction. Outside it has a covered area surrounded by a hedge, and all the space around - lawn and olive trees - equipped with table, chairs, bbq, umbrella, deckchairs and sun loungers.

LocationFamilyOutdoor spaces

Superhost
A spacious bedroom features a comfortable bed, with natural light flowing in through a window that offers a glimpse of the surrounding greenery. Soft linens and a minimalist decor contribute to a serene and relaxing environment.
Cottage in Massa Sabbioni
4.95 out of 5 average rating, 57 reviews

Private Country House with swimming pool -Chianti

In the heart of Tuscany, at the gateway to Chianti Classico, Amoliv is a private retreat with 5 bedrooms, each featuring en-suite bathrooms and separate entrances. A professional kitchen and living room open onto a panoramic terrace with stunning views of Valdarno and Pratomagno. Surrounded by olive groves and woodlands, the property offers a private pool and BBQ area, ideal for families and groups seeking Tuscany's beauty.

ValueLocationSolo travel

Top Guest favourite
The stone cottage is set amidst lush greenery, featuring a sloped roof and a large glass door that opens onto a sunlit terrace. Sun loungers are positioned nearby, surrounded by flowering plants, with olive trees visible in the background against a clear blue sky.
Farm stay in Cavriglia
4.92 out of 5 average rating, 373 reviews

Chianti La Pruneta, Raffaello Apartment

Stunning apartment in the heart of Tuscany set in the middle of vines and olives trees. The apartment has been totally refurbished keeping the lovely old features, beamed ceilings, marble floors with antique furniture. Patio doors lead to a private terrace with sun loungers for relaxing and space. With table and chairs you can eat 'Al fresco' enjoying the beautiful views.

FamilyLocationAir conditioning

Top Guest favourite
Home in Terranuova Bracciolini
4.97 out of 5 average rating, 159 reviews

Villa Lolù with private heated swimming-pool

Affascinante villa con piscina privata riscaldata, e con vasca idromassaggio all'aperto. Grandissima casa di mq.175 con cucina, sala da pranzo, sala con caminetto, 3 camere matrimoniali, 1 camera con 2 letti singoli , 1 divano letto matrimoniale, 3 bagni di cui uno en suite. Da quest'anno è presente anche una palestra

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Guest favourite
Home in Moncioni
4.9 out of 5 average rating, 30 reviews

Private Tuscan hilltop farmhouse with pool

On a secluded hilltop near picturesque Moncioni this 1700's farmhouse offers all charms of Tuscany with the twist of designer, timeless contemporary interiors, air conditioning ❄️, panoramic pool treehouse and separate renovated barn. The house has been featured in many interior magazines.

ValueFamilyAmenities

Guest favourite
A serene outdoor space features a large, clear swimming pool surrounded by carefully manicured hedges and tall trees. The rustic stone house stands in the background, complemented by a few lounge chairs near the pool, offering a peaceful setting for relaxation.
Home in Cavriglia
4.94 out of 5 average rating, 96 reviews

Wonderful country house

Beautiful antique tuscan country house situated in the Chianti mountains, splendid panorama, swimming pool, garden with secular trees, loggia with varies terraces. Absolutely remote and quiet, but Florence, Arezzo and Siena are just 30 minutes away.

ValueFamilyAccess

Popular amenities for Montaio holiday rentals