
Apartment holiday rentals in Castellina in Chianti
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Quick stats about apartment rentals in Castellina in Chianti

Total holiday rentals
Explore 20 holiday rentals in Castellina in Chianti

Nightly prices starting at
Castellina in Chianti holiday rentals start at $84 AUD per night before taxes and fees

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Over 660 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Wi-Fi availability
20 of Castellina in Chianti holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Castellina in Chianti rentals

4.8 Average rating
Castellina in Chianti stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated apartment rentals in Castellina in Chianti
Guests agree: These apartments are highly rated for location, cleanliness and more.

Timeless Beauty in Chianti | 20 min da Firenze AC
Experience the Tuscan dream in this restored Casa Colonica. Surrounded by a private olive grove with panoramic views of San Casciano, you’re just 20 min from Florence. The Space: Bright 2BR apartment with silent AC, fast Wi-Fi, and a full kitchen. Ideal for families or remote work. Outdoor Living: Relax under our grape pergola or explore the olive trees. Logistics: Includes secure gated parking (perfect for rentals) and easy bus/car access to Florence, Siena, and Chianti.
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Laura Chianti Holidays
Laura Chianti Vacanze is the ideal solution for those seeking peace and quiet in the heart of the Chianti countryside. The apartment is halfway between Florence and Siena, in a strategic position for quickly reaching Florence, Siena, San Gimignano, Volterra, as well as the wonderful Chianti hills. The apartment has ample private parking, two bedrooms, a fully equipped kitchen, a private bathroom, a private garden, a barbecue, and a wonderful view of the Chianti hills.
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Apartment in Chianti at Mulino dell'Argenna
The apartment of the Roses is located inside the Mulino dell'Argenna guest house. The property was completely restored in 2015. It is an ancient stone mill dating back to 1400, built along the course of the Borro dell'Argenna. The Mill is an enchanting place, surrounded by the greenery of the forest, with a beautiful one-hectare park and a large swimming pool. An ideal place to spend your days in Tuscany in maximum privacy, in full contact with nature.
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La dolce vita in Chianti. Swimming pool and relaxation
Apartment nestled in the hills of Chianti Classico, in the village of Tregole, 5 km from Castellina in Chianti. Private apartment in a typical Tuscan farmhouse. Suitable for those who wish to spend a holiday immersed in nature in complete relaxation and silence. Ideal starting point for visiting the most important places in Tuscany. The apartment is equipped with all comforts. Linen and final cleaning are included in the price. Children are welcome
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Poggio Massiccioli
Cozy apartment for 4 people furnished in Tuscan style and with exposed beams nestled among the rolling hills of the Tuscan countryside. Available to guests is an equipped garden, free Wi-Fi, a shared equipped swimming pool, a wood-burning oven and barbecue, and a washing machine. The apartment was converted from a charming 19th-century stone farmhouse recently renovated according to Tuscan tradition and divided into three comfortable apartments.
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Visit Chianti, Florence, Siena, San Gimignano
The apartment into Borgo Sicelle Residence, in Castellina in Chianti area, between Florence and Siena. It's 55 sqm, 4 guests, it has a small kitchen with sat tv, 2 double bedroom, a bathroom with shower (not bidet). It’s on the first floor. Outside there are shared tables. Heated pool up to 25°degrees in printemps and automne. In front of the property there is a restaurant, closed on Wednesday. Not public transport to reach the property
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Luxury frescoed apartment in the historical center
The Palazzo Pannilini Superior apartment is composed of a bright entrance enriched by an elegant coffered ceiling, a large fully frescoed lounge, a large foyer, a kitchen equipped with a terrace, a dining room topped with a frescoed vault, four bedrooms, three bathrooms, a wardrobe room, and a panoramic terrace where you can sunbathe and relax. The apartment is located at the second floor with no elevator. The apartment has air conditioning.
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"Red Rose" apartment with view of Siena.
Caggiolo is a completely renovated farm consisting of several apartments, each with an independent entrance and private garden, with a panoramic view of Siena. Located in Ville di Corsano, just 14 km from the city. An ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d'Orcia, Crete Senesi etc).
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Chianti, Country house with pool
Peace and relax in the heart of Chianti between Florence and Siena, close to Badia a Passignano (4 km dirt road not too much easy if you drive a sportive car) . In an old farmhouse complex, the apartment "Sangiovese" was recently restored by retrieving the characteristics of the Tuscan rural tradition. Large shared pool (01/05 - 30/09) .
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Comfort Apartment in the Chianti Vineyards
Apartment on the upper floor of the structure characterized by a wonderful view of the Chianti hills, olive groves or the patio. Renovated while maintaining the charm of their ancient walls but adding every comfort. It includes a living room, a kitchenette, a double bedroom, a private bathroom with a shower, air conditioning.
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Casa Guardiavigna | Chianti Hills Vineyard Retreat
The Casa Guardiavigna apartment offers the opportunity to enjoy a unique and extraordinary experience, full of emotions and happiness. Located a stone's throw from the small medieval village of San Gusme' and surrounded by beautiful vineyards, woods and flowery meadows. Free indoor parking with an automatic gate.
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Casa Tatini your house in Chianti
Casa Tatini is in the heart of Chianti just 500 meters from Castellina in Chianti in the middle of the vines and nature, to relax in the greenery. The house, equipped with swimming pool, consists of a double bedroom, living room with kitchen and private bathroom.
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Popular amenities for Castellina in Chianti apartment rentals
Weekly apartment rentals

Wonderful house with garden
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The Tuscan Dream-modern in the center of San Gimignano
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Villa di Geggiano - Perellino Suite
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Countryhouse 9 kms to Florence-3+2,free park, wine
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Terrace with a view of Siena
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Apartment T4
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CORBEZZOLO
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Casa Mirella in Chianti
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Private apartment rentals

Farmhouse with swimming pool Godenano di Mezzo
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Lorenzo Charme in Chianti
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Casa Bruna – Cipresseta del Chianti
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The Chianti Cabin
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Apartment in the heart of Chianti
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Apartment Comfort | Quiet Escape in Tuscany
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apartment 5
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Casavecchia Agritourism, Le Camelie
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Apartment rentals with a hot tub

Fully renovated exclusive apartment in Villa
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At the top faboulous terrace Florence
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Villa'Colombaiolo di Marciano', 28
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Apartment with garden and parking
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Duomo FillYourHomeWithLove Design Apartment
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Stylish Downtown Apartment
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Executive Apartment City Center
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The Tower - Pistoia Apartments
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When is the best time to visit Castellina in Chianti?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $202 AUD | $208 AUD | $227 AUD | $244 AUD | $232 AUD | $241 AUD | $241 AUD | $239 AUD | $239 AUD | $219 AUD | $213 AUD | $198 AUD |
| Avg. temp | 7°C | 8°C | 11°C | 14°C | 18°C | 23°C | 25°C | 25°C | 21°C | 16°C | 11°C | 7°C |
Destinations to explore
- House rentals Castellina in Chianti
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- Pet-friendly rentals Castellina in Chianti
- Cottage rentals Castellina in Chianti
- Villa rentals Castellina in Chianti
- Rentals with pools Castellina in Chianti
- Apartment rentals Tuscany
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- Lake Trasimeno
- 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
- Cala Violina
- 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
- Pitti Palace
- Boboli's Garden





