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Vacation rentals in San Giovanni Valdarno

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Top-rated vacation rentals in San Giovanni Valdarno

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Guest favorite
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, 304 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 favorite
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
4.98 out of 5 average rating, 189 reviews

Casa al Gianni - The Simignano Barn

Converted from an old barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large fully equipped kitchen, a spacious living room, 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 looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, including relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this slice of paradise!

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Top guest favorite
A charming outdoor dining area features a round table set with delicate dishware and a pink tablecloth. Surrounding the table are intricately designed white chairs. A gazebo provides shade, and lush greenery is visible in the background, creating a serene setting for leisurely meals.
Farm stay in Ruscello
4.99 out of 5 average rating, 519 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.

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Guest favorite
Townhouse in Scandicci
4.88 out of 5 average rating, 337 reviews

Florence Sunset Hills • Giogoli

Escape to the peaceful hills of Giogoli where authentic Tuscan charm meets breathtaking views of Florence.Just 15 minutes from the city center and the Chianti countryside, this elegant home is the perfect base for exploring Tuscany while enjoying quiet mornings, unforgettable sunsets, and the beauty of the surrounding landscape. Surrounded by nature but close to the region's most iconic spots, it's the ideal retreat for anyone looking for comfort, tranquility, and a genuinely Tuscan experience

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Guest favorite
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
4.95 out of 5 average rating, 88 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.

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Guest favorite
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, 21 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!

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Top guest favorite
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, 87 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 favorite
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, 224 reviews

The Castle of 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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Superhost
Apartment in San Giovanni Valdarno
4.88 out of 5 average rating, 16 reviews

Ground Zero

Enjoy a stylish vacation in this apartment in the heart of Tuscany. Conveniently located between Siena, Florence and Arezzo, it is the ideal starting point to explore the region in all its beauty. The city has a train station that allows you to reach Florence and Arezzo in less than an hour. In addition to its rich historical heritage, it offers numerous medieval sites that can be visited for free, perfect for immersing yourself in the atmosphere of the past.

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Top guest favorite
Condo in San Giovanni Valdarno
5 out of 5 average rating, 18 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.

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Top guest favorite
A charming stone building surrounded by lush greenery features a wooden terrace with a parasol and flower pots. Two loungers are placed on the well-maintained lawn, providing a relaxing outdoor space.
Farm stay in Greve in Chianti
4.99 out of 5 average rating, 475 reviews

Old hayloft on the Chianti hills

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.

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Guest favorite
A table is set outdoors with two large wine glasses filled with red wine, accompanied by a bottle of Chianti. A plate of fresh salad and another plate featuring sliced meats are arranged nearby, with a scenic view of green hills in the background.
Home in San Giovanni Valdarno
4.97 out of 5 average rating, 123 reviews

FREM House between Chianti Arezzo and Florence

Bright apartment on the ground floor with garden and independent entrance is located in a quiet and quiet area of the city. It is a few minutes walk from the historic center, the train station and all the comforts. 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 alfresco lunches in front of the private garden.

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