
Vacation rentals in Castel San Gimignano
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Castel San Gimignano
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.

Podere Vergianoni immerso nelChianti con piscina
Podere Vergianoni è un antica e autentica casa colonica risalente al 1600 situata nelle splendide colline del Chianti in Toscana . L'appartamento è arredato in perfetto stile tradizionale locale dell'antica Toscana : antiche travi in legno, pavimenti in cotto e arredamenti unici. Nel grande cortile esterno troverete a vostra disposizione una grande piscina con terrazza panoramica che si affaccia su una valle con vista mozzafiato su vigneti e oliveti dove godersi tramonti spettacolari.

Il Fienile, Luxury Apartment in the Tuscan Hills
‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

Guardia di Badia a Passignano
Guardia di Badia a Passignano is a lovingly restored villa which is ideal for couples or small families. Once a guard’s post, it now offers a peaceful and stylish retreat in the heart of Chianti, surrounded by the renowned vineyards of Antinori, one of Italy’s most respected wine producers. Just a short walk away lies the impressive Badia a Passignano, a thousand-year-old abbey with a Last Supper fresco by Domenico Ghirlandaio.

Casa Verbena - relax nel cuore della Toscana
Casa Verbena is one of the 4 apartments of the complex "La Casina di Manu". It is located in Castel San Gimignano, a small village in the heart of Tuscany, in a strategic position both to visit among the most important centers of our Region (San Gimignano, Volterra, Siena and Florence) both to be able to take paths on foot or by bike, immersed in an enchanted landscape, dotted with olive groves, vineyards and cypresses.

Casa al Gianni - Capanna
Ciao, siamo Cristina & Carmelo! Vi invitiamo a vivere un’esperienza autentica nel nostro agriturismo “Casa al Gianni” situato 20 min da Siena. Il nostro marchio è la vita semplice a stretto contatto con la natura e gli animali della nostra fattoria. Immerso tra i boschi e la splendida campagna toscana trascorrerai una vacanza indimenticabile. Questo angolo di paradiso ti rimarrà nel cuore!

Casa Al Poggio & Chianti view
Casa al Poggio is a typical country house of Chianti area is spread in 145 square meters on two floors, the ground floor is a large living area, with kitchen and sofa ,fireplace ,up stairs there is 2 large double bedrooms and a sofa bed in the middle open room , always setable as 2 singles or a double bed bed and a relaxing bathroom with shower and bath with Chianti view.

Girasole large apartment in a Tuscan village
Cozy and spacious apartment in a small Tuscan village in the municipality of San Gimignano. Casa Girasole is located in Castel San Gimignano, a small and ancient village which is 12 km from San Gimignano, 15 km from Volterra, 30 km from Siena and 50 km from Florence and 50 km from the Tyrrhenian Sea.

"Vernaccia" di Podere la Fonte
Beautiful family-run country house, perfect for visiting the historical villages of the area such as San Gimignano, Volterra, Monteriggioni, and more. At Vernaccia of Podere la Fonte, you can discover the Tuscan countryside with all the necessary comforts for a relaxing and enjoyable vacation.

Adalberto Apartment inside the Manor of Fulignano
Nella campagna di San Gimignano, in antica fortificazione risalente all'anno 1000 ora dimora di campagna, situata su di un colle con veduta panoramica, affittasi bellissimo appartamento di ca. 60mq con vista su San Gimignano e sui vigneti circostanti

Ancient Barn in Chianti with Pool
This is a beautifully renovated and pleasantly furnished old stone barn which is on the outskirts of the medieval village of Barberino Val d'Elsa, located halfway between Florence and Siena. The property is situated in a splendid panoramic position.

Zafferano Rooftop Terrace Tower House
Zafferano is an elegant apartment set in the heart of San Gimignano, made unique by a perfect fusion of ancient and modern. Its panoramic top terrace will make you fall in love even more with the beautiful Tuscan hills and medieval towers.
Popular amenities for Castel San Gimignano vacation rentals
Other great vacation rentals in Castel San Gimignano

Luxury Medieval Tower - Penthouse

Podere Guidi

Charming Barn with Pool - Chianti Area

S. Gimignano charming & traditional - Apt. Garden

15km close to Siena. Independent house with pool

Cipressini 1 - Swimming pool and stunning view

Suite, private apt for 2/4, pool

La Terrazza
Destinations to explore
- Provence Vacation rentals
- Rome Vacation rentals
- Milan Vacation rentals
- Nice Vacation rentals
- Florence Vacation rentals
- Venice Vacation rentals
- Naples Vacation rentals
- Francavilla al Mare Vacation rentals
- Zürich Vacation rentals
- Marseille Vacation rentals
- Italian Riviera Vacation rentals
- Cannes Vacation rentals
- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Strozzi Palace
- Santa Maria Novella
- Ponte Vecchio
- Great Synagogue of Florence
- Basilica Di San Miniato A Monte
- Marina di Cecina
- Del Chianti
- Basilica of Santa Maria Novella
- Mercato Centrale
- Pisa Centrale Railway Station
- Cala Violina
- Eremo Di Camaldoli
- Piazza del Duomo (Pisa)
- Fortezza da Basso
- Spiagge Bianche
- Uffizi Gallery
- Porta Elisa
- Piazza della Repubblica
- Piazzale Michelangelo
- Pitti Palace
- Parco delle Cascine
- Mugello Circuit




