
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

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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.

Rooftop with Breathtaking Views. Short Walk to The Duomo.
Climb the white marble staircase to the breathtaking rooftop terrace, boasting unforgettable views of the hills surrounding Florence and the historic center. This apartment has been newly renovated, mixing different kinds of architecture and design. In the flat there is plenty of space for your smart-workstation: internet is fast and reliable, accessible from every corner. We take particular care in sanitizing all the critical areas, in particular the space is sanitized by means of ozone generators. The apartment is newly restyled with a very special taste, mixing different styles in the architecture and design. It is a 2 floors apartment at the last floor of a mid 20th century building right outside the historical city center: at the first floor there are the bedrooms (a Suite and a second bedroom) the bathroom and a wardrobe room. The Suite is introduced by an elegant living area with a separè industry in glass and iron dividing it from the double bedroom with balcony and fireplace. The second bedroom has a big wardrobe with mirrors, a fine couch and twin beds to be disposed at one's will. Through an elegant white marble staircase we have access to the brand new rooftop kitchen and the wide terrace with a view on the hills sorrounding Florence and spots of the old buildings of the historic center. The apartment is entirely reserved to our guests, access to it is by the staircase or by elevator with private access to the floor. The rooftop terrace is only for our guests with sole access from inside the apartment by a staircase. At the same floor in a separate flat live the owners, always ready to help! The owner lives next door and is always available if needed. Chez Geraldine is an apartment just outside the historical center. It’s predominantly a residential district, but the cathedral, Galleria dell'Accademia, and Piazza San Marco are a 15-minute walk away. Food stores, restaurants, and bars are close by. AVAILABLE 4 BIKES (adult size) for our guests, included in the price. Please, use it with care and lock it well each and any time you leave them without custody, thank you. IN CASE OF THEFT OR SEVERE DAMAGE DUE TO NEGLIGENCE YOU WILL BE REQUESTED TO PAY THE VALUE OF THE BIKE OF 160€. Thank you WALKING: the city center is at only 15 mins walking. BY BUS: a few steps away from the building there are buses to the city center and the station.
4.96 out of 5 average rating, 397 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, Florence, S.Gimignano
Apartment into Borgo Sicelle Residence, in Castellina inChianti area (between Florence, Siena, S.Gimignano). Two people. It has a kitchen, a double bedroom, a bathroom with shower. It's on the first floor. Outside there are shared tables. Pool heated up to25 degrees in Spring and Autumn In front of the property there is a restaurant (Osteria Uscio e Bottega), closed on Wednesday. There is no public transport to reach the property Car is required
4.94 out of 5 average rating, 206 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

Giglio Blu Loft di Charme+WI-FI+ Netflix
4.97 out of 5 average rating, 298 reviews
Appartamento "Red Rose" con vista su Siena.
4.94 out of 5 average rating, 287 reviews
Casa Guardiavigna | Chianti Hills Vineyard Retreat
4.98 out of 5 average rating, 128 reviews
Beautiful medieval tower in Chianti
4.83 out of 5 average rating, 127 reviews
Terrace with a view of Siena
4.87 out of 5 average rating, 200 reviews
Appartamento con giardino panoramico San Gimignano
4.93 out of 5 average rating, 131 reviews
Appartamento T4
4.87 out of 5 average rating, 75 reviews
Edera
5.0 out of 5 average rating, 29 reviewsPrivate apartment rentals

Al Poggio della Capannina di Castellina in Chianti
4.8 out of 5 average rating, 60 reviews
La Querce at Rocca di Castellina
5.0 out of 5 average rating, 8 reviews
La Capannina del Chianti
4.97 out of 5 average rating, 63 reviews
Casa Bruna - Cipresseta del Chianti
4.82 out of 5 average rating, 50 reviews
Lorenzo Charme nel Chianti
5.0 out of 5 average rating, 23 reviews
Incredible Views & Pool in the Tuscan Hills
4.86 out of 5 average rating, 22 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 reviewsApartment rentals with a hot tub

Villa’Colombaiolo di Marciano',28
4.9 out of 5 average rating, 146 reviews
At the top faboulous terrace Florence
4.83 out of 5 average rating, 164 reviews
Fully renovated exclusive apartment in Villa
4.99 out of 5 average rating, 101 reviews
Duomo FillYourHomeWithLove Design Apartment
4.8 out of 5 average rating, 142 reviews
Domus Nannini - L' Arco di Matteotti Spa
4.98 out of 5 average rating, 107 reviews
Apartment with garden and parking
4.89 out of 5 average rating, 370 reviewsExecutive Apartment City Center
4.85 out of 5 average rating, 147 reviews
AJ Luxury Duomo View
4.9 out of 5 average rating, 233 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





