
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 $85 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, 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.
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Giglio Blu Charming Loft + Air Conditioning
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...
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Piazza Grande Boutique Apartment
Overlooking the most beautiful square in the historic center of Arezzo, where the re-enactment of the Giostra del Saracino takes place, the Piazza Grande Boutique Apartment is located on the second floor of a medieval building, overlooking the beautiful palaces and the Vasari Loggias and is a unique location of its kind. The decor, the work of Countess Cesaroni Venanzi, was created with beautiful antique furniture reinterpreted in a modern way and enriched with contemporary influences.
ValueFamilyNearby

Stuart White Tea Central Panoramic & Garden
Offering ample space, the apartment features two double bedrooms, two full bathrooms, and a living room with a kitchen. The bedroom balconies offer stunning views of the valley and natural light. Its proximity to all town amenities ensures convenience, while a delightful café downstairs provides a delectable gourmet breakfast. It has also access to a secluded, terraced backyard garden. It provides a comfortable retreat perfect for long term stays. A public parking is available nearby.
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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.
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At Paola's in Chianti
My apartment is located in the village of Villa a Sesta, on the ground floor with direct access to the garden, has two bedrooms, one double, the other with bunk beds, two bathrooms, a large kitchen and a living room. The outdoor space is very large and the garden has a large table and armchairs for relaxation, the car can be parked at home, we have a private parking space, arriving in the village you access the house from a small white road (30mt).
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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. Casa Cinzia is a private apartment inside 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 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.
LocationFamilyWi-Fi

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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Terrace on the walls of Siena - Casa Laura
Elegant apartment in the center of Siena with a large terrace, 600 m from the stadium and 1 km from Piazza del Campo. Located on the 4th floor (elevator up to the 3rd), it offers 2 double bedrooms, 2 bathrooms, an equipped kitchen, air conditioning in every room and a beautiful panoramic terrace above the historic walls. In the limited traffic zone. Perfect for experiencing Siena in comfort!
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Villa Mocarello "IL LECCIO"
This romantic apartment is located on the second floor of a 19th century Leopoldinian Villa. The independent entrance can be reached walking through the lush garden surrounding the house. The Villa is located in a strategic position in the middle of Tuscany, close to Florence, Siena and San Gimignano. the bus station is about ten minutes on foot, the train station about fifteen minutes,
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Duomo Flat Amazing view in Florence
Elegant apartment of about 90 m² in the heart of Florence, on Via Portinari. Completely renovated with passion, style, and design. The apartment is cozy, comfortable, and located in an ideal position: 100 meters from Piazza Duomo, in the very center of Florence. Unmatched panoramic view from the private terrace. Third floor without an elevator (55 low and regular steps).
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Popular amenities for Castellina in Chianti apartment rentals
Weekly apartment rentals

Apartment in Chianti at Mulino dell'Argenna
LocationFamilyBarbecue

Visit Chianti, Siena, San Gimignano, Florence
LocationFamilyBarbecue

Casa Guardiavigna | Chianti Hills Vineyard Retreat
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Museum Suite - Luxurious unit with a River View -
LocationValueLong stay

Apartment with panoramic garden in San Gimignano
ValueLocationSleep quality

Terrace with a view of Siena
FamilyValueCleanliness

In the centre of Florence near the Duomo
LocationValueLong stay

Under the sunset, Montepulciano
FamilyLocationAmenities
Private apartment rentals

The source
LocationFamilyComfort

Design & Vista Unica {Large Window}
LocationFamilyIndoor spaces

Chianti Patio Apartment
LocationCleanlinessLaundry

"Gardenia" Apartment
ValueLocationSleep quality

Apartment T4
ValueLocationView

Lorenzo Charme in Chianti
LocationFamilyCondition

Casa Mirella in Chianti
FamilyValueIndoor spaces

Tuscany jem: The Chianti Farmer's House
FamilyLocationBreakfast
Apartment rentals with a hot tub

Modern Design + Jacuzzi in Central Siena
FamilyLocationLaundry

The Tower - Pistoia Apartments
LocationFamilyCheck-in

Fully renovated exclusive apartment in Villa
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Villa'Colombaiolo di Marciano', 28
ValueFamilyQuiet

At the top faboulous terrace Florence
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Duomo FillYourHomeWithLove Design Apartment
LocationValueQuiet

Apartment with garden and parking
FamilyValueKitchen

.2 La Casa sui Tetti dell 'Oltrarno
ValueLocationBiking
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 | $203 AUD | $209 AUD | $229 AUD | $246 AUD | $233 AUD | $243 AUD | $243 AUD | $240 AUD | $240 AUD | $220 AUD | $215 AUD | $199 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
- Family-friendly 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
- Apartment rentals Italy
- Lake Trasimeno
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Piazza del Duomo (Pisa)
- Basilica of Santa Maria Novella
- Mugello Circuit
- Cala Violina
- Stazione Santa Maria Novella
- Pisa Centrale Railway Station
- Mercato Centrale
- Spiagge Bianche
- Uffizi Gallery
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Fortezza da Basso
- Parco delle Cascine
- Piazza della Repubblica
- Del Chianti
- Piazzale Michelangelo
- Piazza della Signoria
- Palazzo Vecchio
- Pitti Palace
- Boboli's Garden





