
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

Verified guest reviews
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.

Villa di Geggiano - Perellino Suite
The 700 years old Villa di Geggiano, surrounded by our working vineyard and lovingly maintained gardens, is located in Chianti in Tuscany which is one of the most beautiful regions of Italy. Our guesthouse is located in one of the original garden pavilions of the villa. PLEASE NOTE THAT WE ARE IN THE COUNTRYSIDE WITH VERY FEW PUBLIC TRANSPORT OTHER THAN TAXI SO THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A RENTAL CAR.
4.94 out of 5 average rating, 184 reviews
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.
4.99 out of 5 average rating, 154 reviews
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
4.85 out of 5 average rating, 354 reviews
Visit Chianti, Siena, San Gimignano, Florence
Apartment into Borgo Sicelle Residence, in Chianti area, between Florence, Siena, S.Gimignano. The apartment, 2 people, has a kitchen, sat tv, double bedroom, bathroom with shower. It's on the first floor. Outside, there are shared tables and sun umbrellas. Heated pool until 25 degrees in Spring and Autumn In front of the property there is a restaurant, closed on Wednesday. There is no public transport to reach the property Car is required
4.97 out of 5 average rating, 147 reviews
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.
4.92 out of 5 average rating, 389 reviews
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.
4.97 out of 5 average rating, 116 reviews
"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).
4.94 out of 5 average rating, 288 reviews
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) .
4.92 out of 5 average rating, 141 reviews
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.
4.93 out of 5 average rating, 455 reviews
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.
4.98 out of 5 average rating, 129 reviews
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.
4.91 out of 5 average rating, 141 reviews
The house of Love
Amazing apartment in the heart of Florence, offering stunning views of the Cathedral and of the whole town. Excellent prices for weekly and monthly stays.
4.85 out of 5 average rating, 387 reviewsPopular amenities for Castellina in Chianti apartment rentals
Weekly apartment rentals

Loggia 1 in farmhouse with shared pool
4.97 out of 5 average rating, 188 reviews
Enjoy a Boutique Penthouse Near the Duomo
4.98 out of 5 average rating, 286 reviews
Rooftop with Breathtaking Views. Short Walk to The Duomo.
4.96 out of 5 average rating, 399 reviews
Apartment T4
4.87 out of 5 average rating, 79 reviews
Edera
4.97 out of 5 average rating, 30 reviews
Tuscany jem: The Chianti Farmer's House
4.98 out of 5 average rating, 88 reviews
Casa Mirella in Chianti
4.95 out of 5 average rating, 57 reviews
The Farmer's House in Chianti-IlVillinoFarmhouse
4.88 out of 5 average rating, 33 reviewsPrivate apartment rentals

The Chianti Cabin
4.95 out of 5 average rating, 65 reviews
Lorenzo Charme in Chianti
5.0 out of 5 average rating, 27 reviews
Casa Bruna – Cipresseta del Chianti
4.82 out of 5 average rating, 50 reviews
Borgo Iesolana Country Retreat Suite with terrace
5.0 out of 5 average rating, 36 reviews
Villino Ersilia Music, the charm of Chianti
5.0 out of 5 average rating, 4 reviews
Large Tuscan Chianti Tower suite Apartment
4.94 out of 5 average rating, 49 reviews
Luna Suite at Villa Santa Lucia Nuova
5.0 out of 5 average rating, 29 reviews
Historic Fresco Apartment
5.0 out of 5 average rating, 7 reviewsApartment rentals with a hot tub

Villa'Colombaiolo di Marciano', 28
4.91 out of 5 average rating, 148 reviews
At the top faboulous terrace Florence
4.83 out of 5 average rating, 166 reviews
Apartment with garden and parking
4.89 out of 5 average rating, 370 reviews
Fully renovated exclusive apartment in Villa
4.99 out of 5 average rating, 102 reviews
Duomo FillYourHomeWithLove Design Apartment
4.8 out of 5 average rating, 146 reviews
Nadja's Home with hot tub - perfect for couples
4.82 out of 5 average rating, 495 reviewsExecutive Apartment City Center
4.85 out of 5 average rating, 147 reviews
AJ Luxury Duomo View
4.9 out of 5 average rating, 234 reviewsWhen 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 | $242 AUD | $242 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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- Apartment rentals Tuscany
- Apartment rentals Italy
- 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





