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Holiday houses in Matassino

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Top-rated holiday rentals in Matassino

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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, 300 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
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, 152 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.

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Top Guest favourite
Home in Greve in Chianti
5 out of 5 average rating, 17 reviews

Original Tuscan Experience in the Heart of Chianti

Exclusive historic estate in the heart of Chianti Classico, where luxury meets authentic Tuscan charm. Nestled among centuries-old vineyards and breathtaking hills, this 16th-century property offers an unforgettable experience for discerning guests. Three masterfully restored bedrooms and contemporary comforts of the highest standard. Just 30 minutes from Florence and Siena, the estate is the perfect retreat for those seeking absolute privacy, timeless beauty and the purest essence of Tuscany.

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Top Guest favourite
A modern kitchen is featured with wooden cabinetry and stainless steel appliances. A dining table with transparent chairs is positioned nearby. Exposed wooden beams complement the brick accents on the walls. A television is mounted on the wall, displaying Netflix.
Apartment in Figline e Incisa Valdarno
4.95 out of 5 average rating, 40 reviews

[Central Historical Duplex] Garage Wifi A/C

Experience the perfect blend of Tuscan tradition and modern comfort in this beautifully restored two-bedroom, two-bathroom apartment set within a historic building in the heart of Figline Valdarno. With its authentic architectural details, top-notch amenities, and exclusive private parking, this is the perfect retreat for travelers looking to explore Tuscany. 10-minute walk to the train station to reach Florence in 30 minutes. Less than 30 minutes from the Chianti region and 50 from Siena.

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Guest favourite
A charming villa is framed by lush greenery and a gravel pathway leading to the entrance. The building features a blend of traditional architecture with ivy climbing the exterior, and a series of steps leading up to a spacious porch.
Villa in Figline Valdarno
4.98 out of 5 average rating, 47 reviews

Il Castellaccio di Figline

L'alloggio si trova al PRIMO PIANO di una villa immersa nel verde denominata “Il Castellaccio”, che deve il suo nome alla vicinanza con le rovine del vecchio castello appartenuto alla famiglia degli Uberti. La casa gode di una magnifica vista sulla campagna circostante ed è ideale per una vacanza rilassante per famiglie o gruppi di amici, con la possibilità di visitare città d’arte e godere degli splendidi paesaggi del Chianti, nonché delle specialità enogastronomiche della zona.

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Top Guest favourite
An open window reveals a captivating view of Piazza Marsilio Ficino, featuring historic buildings and a clock tower. The square is lined with parked cars and inviting outdoor seating, creating a vibrant atmosphere in the heart of Figline Valdarno.
Condo in Figline e Incisa Valdarno
4.99 out of 5 average rating, 83 reviews

[Beatrice's Dream] Luxury & Design Penthouse 5*

Charming Luxury and Design Penthouse located in the Heart of Figline Valdarno with stunning views of the Square. ✔ Suitable for hosting up to 4 PEOPLE ✔ 5 minutes walk from Figline Valdarno station and 30 minutes drive from Florence ✔ Professional Welcome Book with recommendations on restaurants and places to visit ✔ 2 double beds, 2 bathrooms, Jacuzzi ✔ Cinema Room with Smart TV 4K 55", Fiber Wifi ✔ Underfloor heating on the ground floor, air conditioning system with Fan Coil

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Top Guest favourite
The exterior of the castle is showcased at sunset, with vibrant orange and purple skies providing a dramatic backdrop. Stone towers rise from the landscape, surrounded by greenery and colorful flora, reflecting the historic charm of the property.
Castle in Ferrano
4.99 out of 5 average rating, 218 reviews

Il Castello di Ferrano - Castle in Tuscany

Try the experience of staying in a real Castle! Il Castello di Ferrano offers to its hosts the chance of living an unforgettable experience: you will be the only guests in the castle, and everything will be for you (private pool from June to September, gardens etc..). Historical building, surrounded by nature, finely decorated, frescoes/moulding on the ceiling, ample terrace w/ stone and terracotta floor, private outdoor pool.. Good position. Preferably come by car.

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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, 426 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.

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Top Guest favourite
The historic tower-penthouse villa is surrounded by lush greenery and trees. The three-story structure is characterized by its earthy facade and wooden shutters. Well-maintained gardens with various plants create a serene outdoor environment, enhancing the villa's tranquil charm and historical significance.
Castle in Bagno A Ripoli
4.96 out of 5 average rating, 133 reviews

Tower Penthouse in small castle near Florence

900 year old tower-penthouse apartment in Chianti Villa, spacious & super-scenic historical home that combines magical atmosphere with space, light, character, convenience. Painting-like 360° views of Tuscan Hills all the way to Florence; sun-filled, private grounds. Perfect location for an unforgettable family stay. Ample private property (including forest). Walking distance from village shops. Convenient location, Florence in sight.

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Guest favourite
Holiday home in Reggello
4.89 out of 5 average rating, 203 reviews

Barrel Suite Tuscany • Hot Tub • Vineyard View

Sleep inside a wine barrel in Tuscany — one of the largest in the world (3.5 m × 8 m) — nestled in an olive grove in Reggello, with panoramic views over the hills and vineyard. Private bathroom, kitchenette, veranda, private courtyard and exclusive hot tub: everything for a total escape from the world. 40 min from Florence, with Siena, Arezzo, The Mall Luxury Outlet and Vallombrosa all within easy reach. Free private parking included.

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Guest favourite
Apartment in Figline e Incisa Valdarno
4.9 out of 5 average rating, 10 reviews

Casa Margherita

A soli 20 metri dalla piazza centrale di Figline Valdarno, questo elegante appartamento al 4° piano (senza ascensore) unisce charme rustico e spazi generosi. Perfetto per vivere il centro a piedi tra ristoranti e negozi, e ideale come base per esplorare in auto il Chianti e Firenze. Luminoso, accogliente e autentico: il punto di partenza perfetto per un soggiorno indimenticabile in Toscana.

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Guest favourite
A shaded outdoor patio is framed by greenery, providing a peaceful retreat. Comfortable seating is arranged around a small table, while sun loungers are positioned nearby. The surrounding landscape showcases hills and trees, enhancing the serene environment of the private garden.
Farm stay in Cavriglia
4.9 out of 5 average rating, 210 reviews

Chianti La Pruneta, Caravaggio apartment

A Jewel of an apartment in the heart of Tuscany. Stunning views over cypress and olive trees. Beamed ceilings, marble floors, all recently refurbished. The apartment includes an antique wooden bed and Venetian lights. You can relax and eat 'Al Fresco' in your own private garden where sun loungers a BBQ and a shaded eating area are all provided, enjoying the beautiful views.

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