
Apartment holiday rentals in Castellina in Chianti
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Quick stats about flat 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 £44 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Wifi availability
20 of Castellina in Chianti holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi 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.

Giglio Blu Loft di Charme+WI-FI+ Netflix
The accommodation is a portion of a historical noble residence dating back to the 14th century, adorned with frescoes and tastefully restored. It is located on the ground floor of a quiet and safe street, with a private and independent entrance and self check-in. The space is cozy, comfortable, and elegant, perfect for guests seeking an authentic Tuscan experience with modern comfort and technology. It is situated just a few kilometers away from Florence, Pisa, Lucca, Vinci, San Gimignano...
4.97 out of 5 average rating, 298 reviews
Laura Chianti Vacanze
Laura Chianti Vacanze è la soluzione ideale per chi cerca pace e tranquillità immerso nelle campagne del Chianti. L'appartamento è a metà strada tra Firenze e Siena, si trova in una posizione strategica per raggiungere velocemente Firenze, Siena, San Gimignano , Volterra, nonché le meravigliose colline del Chianti. L'appartamento dispone di ampio parcheggio privato, due camere, cucina attrezzata, bagno privato, giardino privato, barbecue, ed una stupenda vista sulle colline del Chianti.
4.98 out of 5 average rating, 338 reviews
Dolce vita nel Chianti. Piscina e Relax
Appartamento immerso nelle colline del Chianti Classico, nel Borgo di Tregole, a 5 km da Castellina in Chianti. Casa Cinzia è un appartamento privato all'interno di un casale tipico Toscano. Adatto a coloro che desiderano passare una vacanza immersi nella natura all'insegna del completo relax e del silenzio. Ideale punto di partenza per visitare i più importanti luoghi della Toscana. L'appartamento è dotato di tutti i comfort. Biancheria inclusa nel prezzo. I bambini sono i benvenuti
4.85 out of 5 average rating, 350 reviews
Appartamento nel Chianti al Mulino dell'Argenna
L’appartamento delle Rose è collocato all’interno della guest house Mulino dell’Argenna. La struttura è stata completamente restaurata nel 2015. Si tratta di un antico Mulino in pietra risalente al 1400, costruito lungo il corso del Borro dell’Argenna. Il Mulino è un luogo incantevole, immerso nel verde del bosco, con un bel parco di un ettaro e una grande piscina. Un posto ideale per trascorrere i vostri giorni in Toscana nella massima privacy, a pieno contatto con la natura.
4.99 out of 5 average rating, 151 reviews
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, 183 reviews
Guardo al Chianti
"Guardo al Chianti" è un appartamento per 4 persone, completamente nuovo arredato in stile toscano. Dispone di una bellissima terrazza con vista della famosa "Conca d'Oro a Panzano". Panzano, è famoso per i suoi Vini: Chianti Classico è Super Tuscan, ci sono 22 aziende Agricole a pochi chilometri che offrono visite delle Cantine e degustazioni dei loro Vini e olio. L’appartamento si trova a pochi passi dal Supermercato Coop, Farmacia e centro del paese.
4.99 out of 5 average rating, 118 reviews
Visit Chianti, Siena, S.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, 146 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.
4.98 out of 5 average rating, 113 reviews
Poggio Massiccioli
Accogliente appartamento per 4 persone arredato in stile toscano e con travi a vista immerso tra le dolci colline della campagna toscana. A disposizione degli ospiti giardino attrezzato,wi-fi gratuita,piscina condivisa attrezzata,forno a legna e barbecue,lavatrice. L'appartamento è stato ricavato da una graziosa casa colonica in pietra del 1800 recentemente ristrutturata secondo la tradizione toscana e suddivisa in tre comodi appartamenti.
4.92 out of 5 average rating, 386 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
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
Casa Tatini la tua casa in Chianti
Casa Tatini si trova nel cuore del Chianti a soli 500 metri da Castellina in Chianti in mezzo alle viti e alla natura, per rilassarsi nel verde. La casa, dotata di piscina, è composta da una camera matrimoniale, soggiorno con cucina e bagno privato.
4.91 out of 5 average rating, 140 reviewsPopular amenities for Castellina in Chianti apartment rentals
Weekly apartment rentals

Beautiful medieval tower in Chianti
4.83 out of 5 average rating, 127 reviews
Casa Guardiavigna | Chianti Hills Vineyard Retreat
4.98 out of 5 average rating, 128 reviews
Appartamento T4
4.87 out of 5 average rating, 75 reviews
Edera
5.0 out of 5 average rating, 29 reviews
Casa Mirella nel Chianti
4.95 out of 5 average rating, 56 reviews
La Casa del Fattore nel Chianti-IlVillinoFarmhouse
4.88 out of 5 average rating, 33 reviews
Tuscany jem: La Casa del Fattore del Chianti
4.98 out of 5 average rating, 84 reviews
Casa in agriturismo con piscina Godenano di Mezzo
5.0 out of 5 average rating, 6 reviewsPrivate apartment rentals

Lorenzo Charme nel Chianti
5.0 out of 5 average rating, 23 reviews
Appartamento nel cuore del Chianti
4.65 out of 5 average rating, 49 reviews
Il Castro Luxury San Gimignano. Michelangelo Suite
4.81 out of 5 average rating, 64 reviews
Apartment Comfort | Quiet Escape in Tuscany
4.95 out of 5 average rating, 40 reviews
Incredible Views & Pool in the Tuscan Hills
4.86 out of 5 average rating, 22 reviews
Large Tuscan Chianti Tower suite Apartment
4.94 out of 5 average rating, 49 reviews
Pool Escape Just Outside Siena
5.0 out of 5 average rating, 18 reviews
apartment 5
4.97 out of 5 average rating, 36 reviewsApartment rentals with a hot tub

Appartamento "Red Rose" con vista su Siena.
4.94 out of 5 average rating, 287 reviews
At the top faboulous terrace Florence
4.83 out of 5 average rating, 164 reviews
Villa’Colombaiolo di Marciano',28
4.9 out of 5 average rating, 146 reviews
Fully renovated exclusive apartment in Villa
4.99 out of 5 average rating, 101 reviews
Domus Nannini - L' Arco di Matteotti Spa
4.98 out of 5 average rating, 107 reviews
Duomo FillYourHomeWithLove Design Apartment
4.79 out of 5 average rating, 141 reviewsExecutive Apartment City Center
4.85 out of 5 average rating, 147 reviews
Apartment with garden and parking
4.89 out of 5 average rating, 370 reviewsWhen is the best time to visit Castellina in Chianti?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £107 | £110 | £120 | £129 | £122 | £127 | £127 | £126 | £126 | £115 | £112 | £104 |
| 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
- Family-friendly rentals Castellina in Chianti
- Chalet rentals Castellina in Chianti
- Pet-friendly rentals Castellina in Chianti
- Cottage rentals Castellina in Chianti
- Villa rentals Castellina in Chianti
- Rentals with pools Castellina in Chianti
- Flat rentals Tuscany
- Flat 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)
- Cala Violina
- Stazione Santa Maria Novella
- Mugello Circuit
- Mercato Centrale
- Spiagge Bianche
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Pisa Centrale Railway Station
- Uffizi Gallery
- Fortezza da Basso
- Piazza della Repubblica
- Parco delle Cascine
- Del Chianti
- Piazzale Michelangelo
- Palazzo Vecchio
- Piazza della Signoria
- Pitti Palace
- Boboli's Garden





