
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.

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.
4.98 out of 5 average rating, 342 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, 153 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
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
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
4.97 out of 5 average rating, 141 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
Countryhouse 9 kms to Florence-3+2,free park, wine
We are a Farmhouse at only 9 km from Florence in the beautiful Chianti hills with gorgeous pool and free private parking We are a small organic farm producing our own wine Chianti Classico and extra virgen olive oil Only 1 hour driving to the most important city of Tuscany such as Pisa, Siena, San Gimignano, Pienza, Monteriggioni, Lucca and Arezzo. Public transportation to Florence and Greve in Chianti (bus stop at only 200 mt from us)
4.86 out of 5 average rating, 275 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 reviewsPopular amenities for Castellina in Chianti apartment rentals
Weekly apartment rentals

Wonderful house with garden
4.98 out of 5 average rating, 275 reviews
The Tuscan Dream-modern in the center of San Gimignano
4.99 out of 5 average rating, 197 reviews
Timeless Beauty in Chianti | 20 min da Firenze AC
4.89 out of 5 average rating, 199 reviews
Villa di Geggiano - Perellino Suite
4.94 out of 5 average rating, 184 reviews
Terrace on the walls of Siena - Casa Laura
5.0 out of 5 average rating, 109 reviews
Apartment T4
4.87 out of 5 average rating, 77 reviews
Edera
4.97 out of 5 average rating, 30 reviews
Casa Mirella in Chianti
4.95 out of 5 average rating, 57 reviewsPrivate apartment rentals

Farmhouse with swimming pool Godenano di Mezzo
5.0 out of 5 average rating, 6 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
The Chianti Cabin
4.95 out of 5 average rating, 65 reviews
Casavecchia Agritourism, Le Camelie
4.95 out of 5 average rating, 73 reviews
Herons Superior Apartment - Splendid view!
4.99 out of 5 average rating, 93 reviews
Large Tuscan Chianti Tower suite Apartment
4.94 out of 5 average rating, 49 reviews
Apartment Comfort | Quiet Escape in Tuscany
4.95 out of 5 average rating, 55 reviewsApartment rentals with a hot tub

At the top faboulous terrace Florence
4.83 out of 5 average rating, 165 reviews
Villa'Colombaiolo di Marciano', 28
4.91 out of 5 average rating, 148 reviews
Fully renovated exclusive apartment in Villa
4.99 out of 5 average rating, 102 reviews
Apartment with garden and parking
4.89 out of 5 average rating, 370 reviews
The Tower - Pistoia Apartments
4.96 out of 5 average rating, 113 reviews
Duomo FillYourHomeWithLove Design Apartment
4.8 out of 5 average rating, 146 reviewsExecutive Apartment City Center
4.85 out of 5 average rating, 147 reviews
Stylish Downtown Apartment
5.0 out of 5 average rating, 121 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 | $228 AUD | $245 AUD | $232 AUD | $242 AUD | $242 AUD | $239 AUD | $239 AUD | $219 AUD | $214 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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- Rentals with pools Castellina in Chianti
- 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





