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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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Top guest favorite
A rustic building is seen under a starry night sky, with a partial roof providing shelter. Soft light glows from the interior, illuminating the entrance. Lush greenery and trees surround the scene, adding depth to the serene nighttime landscape.
Farm stay in Simignano
4.93 out of 5 average rating, 281 reviews

Casa al Gianni - Hut

Hi, we’re Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism property in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: just the scent of the earth, the song of the birds, and the warmth of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It’s not just a vacation; it’s a return to our roots. This peaceful haven will stay in your soul. We look forward to welcoming you!

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, 87 reviews

San Giovanni Guest House

Your family will be close to everything when you stay at this centrally-located place. Located in San Giovanni Valdarno, its strong point is its location: just 35 km from Arezzo, 45 km from Florence, 50 km from Siena, it is a very convenient base for enjoying the Tuscan wonders and wandering around the villages of Chianti Classico such as Greve in Chianti, Montefioralle, Montepulciano, San Gimignano, Val d'Orcia. A wonderful window on the Chianti hills! Great for families, groups of friends or couples.

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, 516 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 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
5.0 out of 5 average rating, 20 reviews

Casa del Borgo: 80sqm Apartment 30' from Florence

Welcome to Casa del Borgo, a charming retreat in the historic center of San Giovanni Valdarno. Just a 2-minute walk from the station, it is the perfect base for visiting Florence, Arezzo and Siena. Ideal for families and long stays, the apartment combines Tuscan style and modern comforts: fast Wi-Fi, AC, 2 Smart TVs and a full kitchen with a dishwasher. You will find a spacious master bedroom and a modern bathroom with a large shower and washing machine. Comfort and authenticity for your Dolce Vita!

Guest favorite
Townhouse in Scandicci
4.88 out of 5 average rating, 336 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

Top guest favorite
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, 153 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.

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, 223 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.

Top guest favorite
Condo in San Giovanni Valdarno
5.0 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.

Top guest favorite
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, 428 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.

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, 121 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.

Top guest favorite
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, 371 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.

Guest favorite
A bright living area features a wooden ceiling and a cozy atmosphere. A sofa adorned with colorful cushions faces a sleek television on a white media console. Light streams through the windows, while a decorative rug adds texture to the terracotta floor.
Home in San Giovanni Valdarno
4.91 out of 5 average rating, 56 reviews

MamiHouse

Charming rustic-style apartment with single entrance located on the first floor, eat-in kitchen, bathroom with shower, a double bedroom with wardrobe, large living room with sofa bed and a beautiful terrace with table and chairs. A short walk from the historic center of San Giovanni Valdarno and close to major Tuscan tourist attractions such as Florence, Chianti, Arezzo and Siena.

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