
Holiday rentals in Castello di Cintoia
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Castello di Cintoia
Guests agree: these stays are highly rated for location, cleanliness and more.

Relaxation and charm in the Chianti hills
Beautiful stone farmhouse, detached, surrounded by olive trees and the Chianti hills, with private garden and panoramic swimming pool. Ground floor with large living rooms, antique fireplace and wood-burning oven, bright living room and fully equipped kitchen. On the first floor, three suites consisting of a bedroom, study and private bathroom. Access via gate and white road on private property just 500 meters from the village of Strada in Chianti. Ideal for peace and relaxation. Convenient location for visiting Tuscany.
LocationFamilyTV
4.99 out of 5 average rating, 115 reviews
Beautiful villa in Chianti with a panoramic garden
“DIMORA BADIA IN PASSIGNANO” You will enjoy a wonderful and restful stay in the heart of Chianti Classico. You will stay in an old stone barn that has been completely restored, with a large fenced garden and an old gazebo, suitable for large groups and families. The rooms are comfortable and spacious, accommodating 8 people. The renovation was carried out with great care, taking into account every last aesthetic detail so that you can experience the ancient Tuscan tradition blended with comfortable modernity.
LocationFamilyComfort
4.96 out of 5 average rating, 47 reviews
The Barn of Pie Vecchia
Surrounded by Chianti Classico vineyards, olive trees and woods. The house consists of three bedrooms and two bathrooms, one with a hot tub, a full kitchen, a living room with a fireplace and a dining table. Outside large canopy with another table and armchairs overlooking a private garden. The large swimming pool is shared with the other house of the same complex. Free and unrestricted parking. It is a 15-minute drive from Greve in Chianti, 40 minutes from Florence, and 60 minutes from Siena.
LocationFamilyAir conditioning
4.96 out of 5 average rating, 28 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
LocationValueLaundry
4.88 out of 5 average rating, 342 reviews
Divinae Cintoia
In the heart of Chianti, just 20 minutes from Florence and 10 minutes from Greve, at an altitude of 400 meters above sea level, is the Castello di Cintoia. In the medieval settlement of the 11th century, completely renovated over the years and accessible by paved road, we have rebuilt what was once the village chapel. We are located on the Via Chiantigiana, also known as the Wine Route, as it crosses the Chianti Classico production area. National Identification Code (CIN): IT048021C25OKSQ9C5
FamilyLocationAir conditioning
4.93 out of 5 average rating, 44 reviews
Chianti Craft House Badia a Passignano
Ancient house in the historic village of Badia a Passignano, completely and finely restored in 2022. The house is located exactly in the center of the village of Badia a Passignano, overlooking the abbey castle and the Chianti vineyards. The house consists of 2 bedrooms air-conditioned: 1 double bedroom with service bathroom and 1 with 2 single beds and the possibility of a third with sofa chair; a full bathroom with shower, a full kitchen with washing machine and dishwasher, dining area
LocationValueAccuracy
5.0 out of 5 average rating, 123 reviews
Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is a family-run, historic property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany. Our family can arrange a private shuttle and local experiences directly. The apartment is available for 2 adults with the option of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace overlooking the castle and vineyards with unique sunsets.
FamilyLocationComfort
5.0 out of 5 average rating, 352 reviews
Il Vichiaccio: Florence Villa with Jacuzzi
Cozy Chianti Villa close to Florence. This 135sqm stone house has a rustic kitchen with a fireplace. It sleeps 9 guests in 3 rooms, but for groups of 11, a 4th bedroom is included. Smaller groups can add it for extra comfort (extra fee). Enjoy the private garden with a covered dining area, a patio with armchairs and parking. The ground floor is fully wheelchair-friendly (kitchen, bedroom, bath). Plus, A/C and a private Jacuzzi (extra fee) for relaxing under the stars!
LocationFamilyOutdoor spaces
4.95 out of 5 average rating, 202 reviews
Podere Tignano, 4-bedroom villa in the Chianti!
Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.
LocationValueNearby
4.98 out of 5 average rating, 107 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.
ValueLocationParks
4.99 out of 5 average rating, 432 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, history, convenience. (AC throughout). 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.
ValueFamilyKitchen
4.96 out of 5 average rating, 139 reviews
Il Fienile, Cottage in the country with Jacuzzi
Surrounded by wineyards, close to Florence, a charming accomodation in a cozy cottage with heated jacuzzi at your exclusive use. Perfect starting point to discover Florence and Siena. Kitchen, wide living room, bathroom, two double bedroom (one with an extra single bed). In the living room a sofa bed for other 2 people. Tasteful furniture, Air Conditioning, barbecue, private parking. Partnership for: bike rental, private chef, private driver
ValueFamilyHot tub
4.96 out of 5 average rating, 198 reviewsPopular amenities for Castello di Cintoia holiday rentals
Other great holiday rentals in Castello di Cintoia

Villa with a swimming pool in the heart of Chianti | Florence
FamilyViewOutdoor spaces
5.0 out of 5 average rating, 4 reviews
Il Fienile, amazing villa in the heart of Tuscany.
FamilyLocationComfort
4.97 out of 5 average rating, 60 reviews
Put down your luggage, this is just the beggining!
LocationFamilyWifi
4.89 out of 5 average rating, 99 reviews
Luna Suite at Villa Santa Lucia Nuova
LocationFamilyPool
5.0 out of 5 average rating, 29 reviews
Historic residence 30 minutes from Florence
LocationFamilyAir conditioning
5.0 out of 5 average rating, 90 reviews
Relaxation and comfort in the hills of Florence
LocationFamilyComfort
4.98 out of 5 average rating, 89 reviews
Tuscan Farmhouse – Private Pool & Chianti Views
ValueFamilyNearby
5.0 out of 5 average rating, 57 reviews
Villa La Poggerina, private pool and amazing view
LocationFamilyAir conditioning
4.98 out of 5 average rating, 53 reviewsDestinations to explore
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Piazza del Duomo (Pisa)
- Stazione Santa Maria Novella
- Mugello Circuit
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mercato Centrale
- Spiagge Bianche
- Pisa Centrale Railway Station
- Fortezza da Basso
- Uffizi Gallery
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Piazza della Signoria
- Val di Luce
- Pitti Palace
- Boboli's Garden
- Porta Elisa





