Holiday houses in San Giovanni Valdarno

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

Casa al Gianni - The Simignano Barn

Transformed from a former barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living room, and a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit, and an outdoor kitchen. Ideal for those seeking a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, complete with relaxation in the hot tub and al fresco dining. A memorable getaway awaits you in this slice of paradise!

Farmhouse Fattoria La Parita

Provencal-style apartment nestled between vineyards and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 km from the highway. The song of jays and cuckoos will be the soundtrack to the stay while the roe deer graze among the olive trees. A basic Italian breakfast is included (coffee, tea, milk, biscuits, etc.), but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 from 5 to 15 years, free under 5 years). EV wallbox available.

Museum Suite - Luxurious unit with a River View -

After 13 wonderful years of hosting on Airbnb, the time has come to close this incredible chapter and embrace the next. These upcoming 7 months will be the final season for MuseumSuite, in Jan 2027, the property will be sold and transformed into a private family residence. It has been an absolute honor and a privilege to welcome guests from all walks of life. Each of you has deeply enriched my journey, and I hope that MuseumSuite has left a beautiful, lasting impression on your lives as well.

San Giovanni Guest House

Con questo alloggio in centro, la tua famiglia sarà vicina a tutto. Ubicato a San Giovanni Valdarno, cela il suo punto forte nella posizione: a soli 35 km da Arezzo, 45 km da Firenze, 50 km da Siena, è un punto di appoggio comodissimo per godersi le meraviglie toscane e aggirarsi nel borghi del Chianti classico come Greve in Chianti, Montefioralle, Montepulciano, San Gimignano, Val d’Orcia. Una meravigliosa finestra sulle colline del Chianti! Ideale per famiglie, gruppi di amici o coppie.

Luxurious Medieval Tower & Private Concierge

It’s rare to find a place that’s not only romantic but also historic & truly one of a kind. La Torretta is part of Toscana a Due—a medieval tower with a huge garden & olive trees, right in the heart of San Quirico, overlooking the Val d’Orcia. The 1000-year-old building has been redesigned as a blend of heritage & antique luxury. With our unique tailored concierge service and a warm welcome into our family’s life, we share our traditions, history, and Tuscany’s hidden treasures with you.

Casa del Borgo: 80sqm Apartment 30' from Florence

Benvenuti a Casa del Borgo, un incantevole rifugio nel centro storico di San Giovanni Valdarno. A soli 2 minuti a piedi dalla stazione, è la base perfetta per visitare Firenze, Arezzo e Siena. Ideale per famiglie e lunghi soggiorni, l'appartamento unisce stile toscano e comfort moderni: Wi-Fi veloce, AC, 2 Smart TV e cucina completa con lavastoviglie. Troverete una spaziosa camera master e un bagno moderno con maxi doccia e lavatrice. Comfort e autenticità per la vostra Dolce Vita!

"Casa ViVe" hospitality in the heart of Tuscany

Casa ViVe is located a short walk from the historic center of San Giovanni Valdarno, the birthplace of Masaccio, a town rich in history, culture and charm. The apartment, completely renovated in 2024, is perfect for those looking for a comfortable stay in a strategic location, ideal for discovering the cities of Florence, Arezzo and Siena and for exploring the beauties of Chianti and the Tuscan Apennines, among picturesque villages, vineyards and authentic flavors.

Apartment|Between Florence and Arezzo | Piano

Gorgeous 130 sq m apartment with a large, bright open space in the pedestrianized historic center of San Giovanni Valdarno, ideal for families and couples. Two bedrooms, a modern bathroom, a fully equipped kitchen, and an upright piano. The perfect base for exploring Florence (30 min by train), Arezzo, the Chianti villages, and The Mall outlet. Train station 5 minutes away. Ideal for romantic weekends, cultural excursions, and food and wine tours in Tuscany.

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.

FREM House between Chianti Arezzo and Florence

Bright ground floor apartment with garden and separate entrance is located in a quiet and quiet area of the city. It is a few minutes walk from the old town, train station and all amenities. The apartment is very spacious and well furnished internally, it also has a nice outdoor space with exclusive loggia and equipped to spend pleasant breakfasts and lunches outdoors in front of the private garden.

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.