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Holiday houses in San Giovanni Valdarno

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Top-rated holiday rentals in San Giovanni Valdarno

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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, 299 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

Top Guest favourite
Farm stay in Ruscello
4.99 out of 5 average rating, 499 reviews

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.

Guest favourite
A modern kitchen space features sleek black and white cabinetry, complemented by stainless steel appliances. A wooden dining table is positioned at the center, surrounded by light-colored chairs. A window allows natural light to brighten the area, showcasing fresh flowers in a vase.
Apartment in San Giovanni Valdarno
4.96 out of 5 average rating, 84 reviews

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.

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
4.93 out of 5 average rating, 308 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

Guest favourite
A modern kitchen is equipped with essential appliances, including an induction hob and a microwave. A dining table with white chairs is positioned nearby, creating a harmonious space. The room features wooden beams overhead and warm lighting, contributing to the overall inviting atmosphere.
Apartment in San Giovanni Valdarno
5 out of 5 average rating, 20 reviews

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!

Top Guest favourite
A lush green garden is framed by a rustic pergola made of wooden beams. Grassy paths lead deeper into the garden, where vibrant flowers and trees provide a natural backdrop. Rolling hills and a clear blue sky are visible in the distance, creating a serene outdoor setting.
Home in Castellina in Chianti
4.98 out of 5 average rating, 131 reviews

Private Chianti Cottage, Garden & Vineyard Views

Set in a picturesque hamlet, overlooking the Chianti hills, this charming country house is just 10 minutes from Siena and Castellina in Chianti. Recently renovated, it blends authentic Tuscan charm with modern comforts. The house features two bedrooms, two bathrooms, a cozy living area and a fully equipped kitchen with a dishwasher, two fridges, and a washing machine. Outside, enjoy a beautiful garden and relax in the outdoor marble hot tub, soaking in the breathtaking views.

Top Guest favourite
A modern kitchen and dining area features a round wooden table surrounded by four green chairs. A sleek black kitchen unit is equipped with an oven and other appliances, complemented by a green accent wall and natural light streaming through the large window.
Condo in San Giovanni Valdarno
5 out of 5 average rating, 34 reviews

"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.

Top Guest favourite
Condo in San Giovanni Valdarno
5 out of 5 average rating, 16 reviews

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.

Top Guest favourite
Home in Barberino Tavarnelle
5 out of 5 average rating, 72 reviews

Live the Tuscany Experience in Our Country House

An amazing experience between nature, flavor and relax in the heart of Chianti. Situated between Barberino Tavarnelle, San Gimignano, Greve in Chianti, and Florence, Belvedere 27/A overlooks the Santa Maria Novella Castle, amidst olive groves and vineyards with an amazing view. A countryside Tuscan home, surrounded by greenery and olive’s fields, equipped with every comfort. Reconnect in this serene, one-of-a-kind stay, for a relaxing and peaceful holiday.

Superhost
Condo in San Giovanni Valdarno
4.87 out of 5 average rating, 45 reviews

Casa Luce - cosy and trendy flat

This cosy first floor apartment is a short walk from the stunning main square and even close to the train station of San Giovanni Valdarno.The apartment has a bedroom with a comfortable double bed and a living room with a double bed sofa , WiFi, 2 bigs TV, hot and cold air conditioning, heating, a fully equipped kitchen, a washing machine, a bathroom with a big shower and hairdryer. The apartment is fully furbished, also with bed linen and towels.

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.

Guest favourite
Holiday home in Reggello
4.89 out of 5 average rating, 202 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.

Popular amenities for San Giovanni Valdarno holiday rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Arezzo
  5. San Giovanni Valdarno