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Castellina in Chianti vacation rentals

Search among 99 available vacation rentals in Castellina in Chianti from 50+ providers

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8.4
Great54 reviews
2 adults
1 bedroom
2 beds
Map
2.2 mi from City Center
Located 2.1 miles from Rocca di Castellina in Chianti, villa offers a sauna and an outdoor swimming pool.
FromUS$ 394 /nightSelect
8.8
Great98 reviews
2 adults
1 bedroom
2 beds
Map
2.0 mi from City Center
Boasting a swimming pool, this countryside venue is set in the middle of Castellina in Chianti.
FromUS$ 501 /nightSelect
8.6
Great110 reviews
4 adults
1 bedroom
2 beds
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2.7 mi from City Center
Approximately 28 miles from Mulino di Quercegrossa, the Castello Di Fonterutoli Wine Resort Castellina in Chianti includes 16 rooms.
FromUS$ 258 /nightSelect
8.4
Great90 reviews
4 adults
2 bedrooms
2 beds
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4.3 mi from City Center
Staying at the Agriturismo Casale Dello Sparviero Castellina in Chianti means you will be within 1.9 miles of La Rocca di Staggia, while enjoying a swimming pool onsite.
FromUS$ 129 /nightSelect
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1.8 mi from City Center
FromUS$ 1 054 /nightSelect
8.2
Great52 reviews
9 adults
4 bedrooms
5 beds
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2.7 mi from City Center
Staying at the Querceto Di Castellina Castellina in Chianti means you will be about 15 minutes' drive from Volpaia, while enjoying a swimming pool onsite.
FromUS$ 643 /nightSelect
CollelungoCountry house
8.8
Great21 reviews
8 adults
4 bedrooms
6 beds
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1.0 mi from City Center1.0 mi from Castellina in Chianti
Placed 2 km from the centre of Castellina in Chianti, the property has superb leisure facilities, including a bar, barbeque grills and a swimming pool.
FromUS$ 167 /nightSelect
8.4
Great90 reviews
The largest option:
4 adults
2 bedrooms
3 beds
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3.2 mi from City Center
Situated around 3.8 miles from Castello della Paneretta Agriturismo Cooking Class, the smoke-free Relais Riserva Di Fizzano Castellina in Chianti offers an outdoor swimming pool near a train station.
FromUS$ 262 /nightSelect
8.4
Great127 reviews
4 adults
1 bedroom
2 beds
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1187 yd from City Center1184 yd from Castellina in Chianti
The lovely B&B Villa Godenano - Country Chianti Villa Castellina in Chianti with the outdoor swimming pool is 0.6 miles from Via delle Volte.
FromUS$ 157 /nightSelect
8.2
Great152 reviews
The largest option:
7 adults
4 bedrooms
5 beds
The Borgo Di Pietrafitta Relais Castellina in Chianti sits in a rural area and offers 23 rooms along with the outdoor swimming pool.
FromUS$ 239 /nightSelect
8.2
Great56 reviews
The largest option:
3 adults
2 bedrooms
2 beds
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364 yd from City Center360 yd from Castellina in Chianti
FromUS$ 157 /nightSelect
8.2
Great23 reviews
The largest option:
6 adults
2 bedrooms
3 beds
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3.3 mi from City Center
Rocca di Castellina in Chianti is approximately a 10-minute drive away and Castello Monteriggioni can be reached within 15 minutes by car.
FromUS$ 134 /nightSelect
8.0
Great12 reviews
4 adults
2 bedrooms
2 beds
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990 yd from City Center988 yd from Castellina in Chianti
Situated 3 km from Acheron in Castellina in Chianti, this venue features a seasonal outdoor pool, a patio and a garden.
FromUS$ 145 /nightSelect
6 adults
3 bedrooms
3 beds
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3.6 mi from City Center
Located around 2.8 miles from Mulino di Quercegrossa, the Agriturismo Cignanbianco features the outdoor swimming pool.
FromUS$ 174 /nightSelect
La FiabaCountry house
8.6
Great36 reviews
3 adults
1 bedroom
2 beds
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3.2 mi from City Center
Castello di Monterinaldi is 1.5 miles away and Rocca di Castellina in Chianti can be reached within 15 minutes by car.
FromUS$ 121 /nightSelect
Mea Casa ToscanaApartment
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2.7 mi from City Center
Set about 2.8 miles from Panzano, the rooms in the Mea Casa Toscana Castellina in Chianti have views of garden.
FromUS$ 132 /nightSelect
7.6
Very good4 reviews
The largest option:
3 adults
1 bedroom
2 beds
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3.0 mi from City Center
Rocca di Castellina in Chianti and Ristorante Vallechiara are located 2.8 miles and 0.3 miles from the Residenza Cornino respectively.
FromUS$ 145 /nightSelect
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1.6 mi from City Center
FromUS$ 185 /nightSelect
8.2
Great40 reviews
2 adults
1 bedroom
1 bed
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854 yd from City Center856 yd from Castellina in Chianti
Set about 1.8 miles from Etruscan Tomb at Monte Calvario, the San Martino - Casa Landi Castellina in Chianti offers 10 rooms and an outdoor swimming pool.
FromUS$ 118 /nightSelect
Molino Di BombiFarm stay
8.0
Great19 reviews
6 adults
1 bedroom
3 beds
Map
2.6 mi from City Center
While staying at the Molino Di Bombi you are invited to discover Dievole, set about 3.6 miles away, or Archaeological Museum of the Chianti area, which is around 2.7 miles away.
FromUS$ 188 /nightSelect
Casina Di CorniaFarm stay
2 adults
1 bedroom
1 bed
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3.0 mi from City Center
Set in Castellina in Chianti, this self-catering property features a terrace and a fully equipped kitchen.
FromUS$ 112 /nightSelect
10 adults
2 bedrooms
3 beds
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384 yd from City Center381 yd from Castellina in Chianti
Via delle Volte is set 700 feet from the Palazzo Bianciardi Attico.
FromUS$ 142 /nightSelect
NittardiFarm stay
6 adults
3 bedrooms
3 beds
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3.2 mi from City Center
Featuring a seasonal outdoor swimming pool and 6 rooms, this venue is located 3.5 km from Chiesa di San Miniato.
FromUS$ 378 /nightSelect
The largest option:
5 adults
2 bedrooms
3 beds
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3.9 mi from City Center
Situated 7 km from the centre of Castellina in Chianti, the apartment with a view over the garden offers a terrace.
FromUS$ 138 /nightSelect
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1.4 mi from City Center
Featuring a terrace along with 2 bedrooms, this villa is set 1.2 miles from Via delle Volte.
FromUS$ 270 /nightSelect
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253 yd from City Center250 yd from Castellina in Chianti
Situated near Via delle Volte, the villa has 4 bedrooms and 4 bathrooms.
FromUS$ 424 /nightSelect
4 adults
2 bedrooms
2 beds
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3.7 mi from City Center
Circuito di Siena and Castello di Fonterutoli are located 1.9 miles and 1.1 miles from the Salto Di Gatto Castellina in Chianti respectively.
FromUS$ 111 /nightSelect
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2.5 mi from City Center
FromUS$ 1 239 /nightSelect
7.8
Very good14 reviews
4 adults
2 bedrooms
2 beds
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1501 yd from City Center1501 yd from Castellina in Chianti
Featuring a swimming pool and 18 rooms, the Villa Casalta Agriturismo Castellina in Chianti is 3.9 miles from Centro Storico.
FromUS$ 180 /nightSelect
The largest option:
4 adults
1 bedroom
2 beds
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3.5 mi from City Center
While staying at the Il Granaio you are invited to discover Fountain of Fate, set approximately 3.9 miles away, or Palazzo Malaspina, which is about 3.9 miles away.
FromUS$ 165 /nightSelect
Podere SagnaApartment
9.2
Perfect3 reviews
The largest option:
6 adults
3 bedrooms
3 beds
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1.9 mi from City Center
The Podere Sagna is set about 3.1 miles from Circuito di Siena and 25 minutes' walk from Via delle Volte.
FromUS$ 139 /nightSelect
4 adults
2 bedrooms
2 beds
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2.7 mi from City Center
FromUS$ 134 /nightSelect
CipressiniVilla
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1.4 mi from City Center
This property lies 1.4 miles from the city center and offers a sunbathing terrace, an outdoor pool and loungers to its guests.
FromUS$ 313 /nightSelect
10.0
Perfect1 review
4 adults
2 bedrooms
2 beds
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3.5 mi from City Center
This is a 2-bedroom villa, set in proximity to Tenuta Casanova.
FromUS$ 172 /nightSelect
Stageroom03 - ChiantiCountry house
4 adults
2 bedrooms
2 beds
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4.3 mi from City Center
Set 4.1 miles from Via delle Volte, the rooms in the Stageroom03 - Chianti Castellina in Chianti have views of garden.
FromUS$ 772 /nightSelect
4 adults
2 bedrooms
2 beds
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2.0 mi from City Center
The Agriturismo Piemaggino is set within 3.1 miles of Giglio and 1.6 miles from Osservatorio Polifunzionale del Chianti.
FromUS$ 190 /nightSelect
Casa DuiliaApartment
6 adults
2 bedrooms
3 beds
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155 yd from City Center159 yd from Castellina in Chianti
The Casa Duilia Castellina in Chianti with garden views lies approximately a 10-minute stroll from Tumulo di Montecalvario.
FromUS$ 138 /nightSelect
Molino Di CognoApartment
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3.2 mi from City Center
FromUS$ 197 /nightSelect
4 adults
2 bedrooms
2 beds
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2.1 mi from City Center
Located 2.5 miles from Etruscan Tomb at Monte Calvario, this villa offers barbeque and a garden together with 2 bathrooms.
FromUS$ 208 /nightSelect
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2.1 mi from City Center
Church of Saint Saviour is 2.4 miles from this villa that offers 2 bedrooms along with a full kitchen.
FromUS$ 446 /nightSelect
6 adults
2 bedrooms
3 beds
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4.1 mi from City Center
Fattoria Casaloste is 3.3 miles from the Casa Degli Ulivi - Cottage With Swimming Pool Castellina in Chianti and Badia a Passignano is 15 minutes away by car.
FromUS$ 226 /nightSelect
La PergolaApartment
4 adults
2 bedrooms
2 beds
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1.9 mi from City Center
The La Pergola has the outdoor swimming pool with views of mountain.
FromUS$ 138 /nightSelect
6 adults
3 bedrooms
3 beds
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3.7 mi from City Center
La Rocca di Staggia is 3.8 miles from this villa that offers 3 bedrooms along with an equipped kitchen.
FromUS$ 144 /nightSelect
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805 yd from City Center802 yd from Castellina in Chianti
FromUS$ 115 /nightSelect
Il MeloApartment
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1.9 mi from City Center
FromUS$ 103 /nightSelect
TregoleApartment
The largest option:
5 adults
2 bedrooms
2 beds
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2.5 mi from City Center
The Tregole is set within a 10-minute drive of Necropolis of Poggino and about 10 minutes' drive from Rocca di Castellina in Chianti.
FromUS$ 696 /nightSelect
4 adults
2 bedrooms
3 beds
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2.9 mi from City Center
Located 2.9 miles from Tumulo di Montecalvario, this villa features a saltwater pool.
FromUS$ 173 /nightSelect
6 adults
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4.6 mi from City Center
Located 8 km from the center of Castellina in Chianti, this hotel features ping pong, tennis and billiards in the area and a lounge bar onsite.
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12 adults
6 bedrooms
6 beds
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3.5 mi from City Center
Set in Castellina in Chianti, this countryside property features a terrace and an open plan kitchen.
FromUS$ 1 181 /nightSelect
4 adults
2 bedrooms
2 beds
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1246 yd from City Center1246 yd from Castellina in Chianti
FromUS$ 115 /nightSelect
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1.4 mi from City Center
Featuring a sunny patio along with 2 bedrooms, this villa is set 1 miles from Necropolis of Poggino.
FromUS$ 199 /nightSelect
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3.6 mi from City Center
Castello Monteriggioni is 3 miles from this villa that offers 2 bedrooms along with a kitchen.
FromUS$ 85 /nightSelect
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4.1 mi from City Center
This villa is located 1 miles from Chianti Observatory and offers 1 bedrooms together with a seasonal outdoor swimming pool.
FromUS$ 312 /nightSelect
Casa CinziaApartment
7.6
Very good1 review
4 adults
2 bedrooms
2 beds
Map
2.4 mi from City Center
The 2-bedroom apartment entices guests with an outdoor pool and a terrace.
FromUS$ 135 /nightSelect
4 adults
2 bedrooms
2 beds
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1246 yd from City Center1246 yd from Castellina in Chianti
Set 0.8 miles from Rocca di Castellina in Chianti, this apartment has a fully-fitted kitchen and 2 bathrooms.
FromUS$ 160 /nightSelect
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1.5 mi from City Center1.5 mi from Castellina in Chianti
FromUS$ 265 /nightSelect
Macia VivaVilla
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1.2 mi from City Center1.2 mi from Castellina in Chianti
Riserva naturale del Bosco di Sant'Agnese is 2.2 miles from this villa that offers 2 bedrooms along with a kitchen.
FromUS$ 775 /nightSelect
8 adults
4 bedrooms
4 beds
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4.1 mi from City Center
Palazzo Malaspina is around 1.8 miles from the Casa Antico Roseto With Swimming Pool Castellina in Chianti, while San Donato In Poggio is approximately 1.8 miles away.
FromUS$ 637 /nightSelect
2 adults
1 bedroom
1 bed
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1246 yd from City Center1246 yd from Castellina in Chianti
Featuring a kitchenette, the venue is only 0.8 miles from San Salvatore.
FromUS$ 108 /nightSelect
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2.5 mi from City Center
FromUS$ 140 /nightSelect
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2.0 mi from City Center
Via delle Volte is around 2 miles from the Il Poggetto Di Castellina Castellina in Chianti that has restaurants and entertainment including entertainment activities and barbeque grills.
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1.9 mi from City Center
FromUS$ 276 /nightSelect
4 adults
2 bedrooms
2 beds
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1246 yd from City Center1246 yd from Castellina in Chianti
Placed 1.6 miles from Azienda Agricola Casamonti, the property consists of 2 bedrooms, 2 bathrooms and a fully equipped kitchen.
FromUS$ 193 /nightSelect
10 adults
5 bedrooms
5 beds
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4.1 mi from City Center
Located about 1.5 miles from Chianti Observatory, the vacation home offers accommodation for 10 guests.
FromUS$ 543 /nightSelect
4 adults
3 bedrooms
3 beds
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707 yd from City Center703 yd from Castellina in Chianti
Giglio is 20 minutes by foot from the Locazione Turistica Olivo By Interhome Castellina in Chianti and Via delle Volte is within 700 feet away.
FromUS$ 283 /nightSelect
CasanovinaVilla
8 adults
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1310 yd from City Center1308 yd from Castellina in Chianti
Set within walking distance of Necropolis of Poggino, this vacation home includes 4 bedrooms and a kitchen for guests' convenience.
FromUS$ 662 /nightSelect
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4.1 mi from City Center
Composed of 4 bedrooms and 2 bathrooms, this villa is set only 0.2 miles from Buondonno Winery.
FromUS$ 227 /nightSelect
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3.6 mi from City Center
This villa is located 3 miles from Castello Monteriggioni and offers 2 bedrooms together with a swimming pool.
FromUS$ 128 /nightSelect
4 adults
2 bedrooms
2 beds
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1388 yd from City Center1387 yd from Castellina in Chianti
The Holiday Home Cellole - Valluccia By Interhome is set 0.9 miles from Archaeological Museum of the Chianti area and within 1.6 miles of Azienda Agricola Casamonti.
FromUS$ 161 /nightSelect
Piazzale 1Apartment
4 adults
2 bedrooms
2 beds
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2.9 mi from City Center
The property is fitted with a year-round outdoor pool and is situated less than 3.1 km from Osservatorio Polifunzionale del Chianti.
FromUS$ 181 /nightSelect
Piazzale 2Apartment
4 adults
2 bedrooms
2 beds
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2.9 mi from City Center
The property is fitted with an outdoor swimming pool and is situated less than 4.4 km from Azienda Agricola Casamonti.
FromUS$ 143 /nightSelect
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1339 yd from City Center1342 yd from Castellina in Chianti
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3.6 mi from City Center
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3.4 mi from City Center
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BibbianoVilla
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3.9 mi from City Center
Situated 3 km from the centre of Staggia, the apartment with a view over the garden offers an own patio.
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4 adults
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2.9 mi from City Center
Located just off Sant'Agnese Farm, this well-equipped property features 3 bedrooms, 2 bathrooms and a private swimming pool.
FromUS$ 287 /nightSelect
LauroApartment
The largest option:
2 adults
1 bedroom
1 bed
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2.0 mi from City Center
Archaeological Museum of the Chianti area is approximately 2 miles from the Lauro Castellina in Chianti, while Tumulo di Montecalvario is about 1.8 miles away.
FromUS$ 124 /nightSelect
9 adults
5 bedrooms
5 beds
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1495 yd from City Center1499 yd from Castellina in Chianti
You can relax by a swimming pool in the Casale Cipressi, located 0.8 miles from Via delle Volte.
FromUS$ 564 /nightSelect
12 adults
6 bedrooms
6 beds
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1.5 mi from City Center
Situated 12 miles from Porta Romana, Siena, this property features a private pool, a patio and a garden.
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6 adults
2 bedrooms
3 beds
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2.1 mi from City Center
Rooms of the Casa Fioraie By Posarellivillas Castellina in Chianti face the garden and there is also a private pool on the premises.
FromUS$ 448 /nightSelect
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4.1 mi from City Center
This villa is located 4.2 miles from Castello Monteriggioni and offers 3 bedrooms together with a private pool.
FromUS$ 361 /nightSelect
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1.1 mi from City Center1.1 mi from Castellina in Chianti
Located 1.2 miles from Church of Saint Saviour, this villa features a seasonal outdoor swimming pool.
FromUS$ 2 297 /nightSelect
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1.1 mi from City Center1.1 mi from Castellina in Chianti
Rooms of the Cottage San Bartolomeo Castellina in Chianti face the mountain and there is also a swimming pool on the premises.
FromUS$ 2 256 /nightSelect
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499 yd from City Center495 yd from Castellina in Chianti
FromUS$ 156 /nightSelect
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3.4 mi from City Center
FromUS$ 248 /nightSelect
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803 yd from City Center799 yd from Castellina in Chianti
FromUS$ 132 /nightSelect
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4.1 mi from City Center
FromUS$ 625 /nightSelect
A Casa Dell'IdaCountry house
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1.3 mi from City Center
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890 yd from City Center887 yd from Castellina in Chianti
FromUS$ 239 /nightSelect
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1.3 mi from City Center
FromUS$ 450 /nightSelect
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920 yd from City Center917 yd from Castellina in Chianti
FromUS$ 865 /nightSelect
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915 yd from City Center913 yd from Castellina in Chianti
FromUS$ 563 /nightSelect
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921 yd from City Center918 yd from Castellina in Chianti
FromUS$ 171 /nightSelect
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910 yd from City Center907 yd from Castellina in Chianti
FromUS$ 298 /nightSelect
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2.0 mi from City Center
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255 yd from City Center256 yd from Castellina in Chianti
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1.8 mi from City Center
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1.0 mi from City Center1.0 mi from Castellina in Chianti
FromUS$ 1 948 /nightSelect
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3.5 mi from City Center
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FAQs about Castellina in Chianti vacation rentals

Discover 9 answers from our FAQ and find your perfect vacation rentals in Castellina in Chianti.

What are the finest Castellina in Chianti vacation rentals to stay with pets?

Querceto Di Castellina is the best pet-friendly weekend home in Castellina in Chianti, in which prices start from 177US$.

What are the best cheap vacation rentals to stay in Castellina in Chianti?

Some of the top cheap apartments are:
Chianti from 164US$/night;
Podere Cellole 150S from 97US$/night.
Find out more favored cheap places to stay here.

How much does a 2-bedroom vacation house cost for a week?

A 2-bedroom vacation home costs about 861US$ per week for instance, check Podere Cignanrosso 260S.

How much does a 3-bedroom vacation house cost for a week?

A 3-bedroom house for rent costs approximately 154US$ per week try this popular option — Podere Cignanbianco 241S.

What are the top-ranked vacation rentals with pools in Castellina in Chianti?

To enjoy a swimming pool on site, stay at Villa Saverio, which offers a seasonal outdoor pool, complimentary private parking and free parking.

What are the most popular Castellina in Chianti vacation rentals for a family stay?

Families heading to Castellina in Chianti can stay close to Castello di Monterinaldi by booking Agriturismo Casale Dello Sparviero.

What vacation rentals near Etruscan Tomb at Monte Calvario would you recommend?

If you want to stay not far from Etruscan Tomb at Monte Calvario, book the most popular vacation home - Edera, which features a free private parking lot and a free parking lot.

What are the best Castellina in Chianti vacation rentals with free parking?

If you want to park your car on site, check Lilliano Apartment Sleeps 4, in which prices start from 173US$.

Which vacation rentals near Siena (SAY-Ampugnano) airport would you recommend?

If you're looking for a vacation home near Siena (SAY-Ampugnano) airport, take a look at Residence Podere Olmo or Arianna Apartment apartment.

Castellina in Chianti vacation rentals

Handpicked vacation rentals in Castellina in Chianti

Looking for a place to stay in Castellina in Chianti? Check out 8 vacation apartments near Il Cellese to be right in the thick of the action. In Castellina in Chianti, there are 37 short stay apartments to choose from. Surf available options and reserve the finest accommodation right away!

Exclusive luxury places to stay in Castellina in Chianti

If luxury is your passion, head to Castellina in Chianti, where a large choice of luxury vacations houses are waiting for you. One of the Castellina in Chianti's most popular tourist destinations is Il Cellese, so choose a luxury weekly rental nearby to make the most of your trip. With our assistance, you'll make the most of your stay in Castellina in Chianti.

High graded cheap vacation homes in Castellina in Chianti

A penny saved is a penny earned. Check out 3 cheap villas for your budget friendly journey. For a cheap stay in Castellina in Chianti, check out available dates with our team who will provide you with a list of cheap vacation rentals from our providers. Surf through!

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Vacation rentals in Castellina in Chianti essential information

🏨 Vacation rentals in Castellina in Chianti 99
👛 Lowest price 81 USD
✍️ Vacation rentals Reviews 1 003