Family-friendly vacation rentals in Castellina in Chianti

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Top-rated family-friendly rentals in Castellina in Chianti

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Guest favorite

Villa in Castellina in Chianti

4.93 out of 5 average rating, 166 reviews

The Villino Farmhouse

Entire upper floor of the newly renovated Villa Padronale in traditional Tuscan style. High ceilings with exposed beams make it cozy and perfect for families or groups of friends. In the house there are two functional large fireplaces(in the living room and kitchen). Private accommodation, not shared. The house has a large covered terrace,garden with sofas,bbq,firepit, private parking. The pool among the olive trees and vineyards is ideal for relaxing and has a private access to the shared area

Apr 13 – 20

R11,669 ZAR per night

Guest favorite

Cottage in Geggiano

4.99 out of 5 average rating, 108 reviews

Villa di Geggiano - Guesthouse

The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idilic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa. PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR.

Feb 27 – Mar 6

R9,513 ZAR per night

Guest favorite

Home in Vaiano

5.0 out of 5 average rating, 198 reviews

The MOONLIT & SUNNY COTTAGE near Florence

IL COLLE DI FALTUGNANO: immersed in an olive grove on a Tuscan hills and with an amazing view of the valley, the stone cottage has been remarkably recovered a few months ago, a caravanserai a few century ago. In a strategic position close to Florence is a good base for exploring Tuscany and be independent at the same time with supermarkets and restaurants just a few minutes away. Close to a farmhouse you can buy fresh local organic ingredients, such as bio vegetables, eggs or cheese.

Jan 26 – Feb 2

R3,232 ZAR per night

Superhost

Apartment in Castellina in Chianti

4.81 out of 5 average rating, 256 reviews

Relax Chianti. Apartment with pool and garden

Apartment nestled in the Chianti Classico hills, in the Borgo di Tregole, 5 km from Castellina in Chianti. Casa Cinzia is a private apartment inside a typical Tuscan farmhouse. Suitable for those who want to spend a vacation immersed in nature full of relaxation and silence. Ideal starting point for visiting the most important places in Tuscany. The apartment is equipped with all comforts. Linen is included in the price. Children are welcome

Apr 4 – 11

R2,108 ZAR per night

Guest favorite

Guest suite in Greve in Chianti

4.94 out of 5 average rating, 380 reviews

Selvabella in Chianti B&B. Suite Lo Scricciolo

Lo Scricciolo is located in the tower, the highest building of the house. By a separate entrance from the main house, through a loggia overlooking the Tuscan countryside, you access the first floor. Here are the living room with wooden ceiling and a small bathroom. From the living room, an old stone staircase leads to the upper floor where there is a large double bedroom. Lo Scricciolo has an efficient system of heating for the cold season.

Oct 13 – 18

R2,342 ZAR per night

Guest favorite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 310 reviews

Typical Tuscan country house

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence. This apartment is one level, totally independent with private garden. Restored and furnished with great care to make the guest's stay as comfortable and relaxing as possible, in the full respect of the Tuscan rural style.

Nov 30 – Dec 7

R3,044 ZAR per night

Guest favorite

Villa in Ambra

4.98 out of 5 average rating, 107 reviews

Chianti Villa in Tuscany near Siena & Arezzo

Villa with 5bedrooms and 10sleeps in Chianti . Land of wine, good food and old traditions. Distances from the villa to:Siena 25km,Arezzo 35km,Florence 60km,villa with swimming pool obtained from the careful restoration of an ancient stone farmhouse

Dec 16 – 23

R16,497 ZAR per night

Guest favorite

Apartment in Monticchiello

4.99 out of 5 average rating, 298 reviews

Romantic Tower's dating 1200

The residence "Il Torrino" is a panoramic apartment obtained from the restauration of an ancient tower belonging to the boundaries of the medieval suburb Monticchiello. The apartment has an incredible view on the Val d'Orcia. You can't imagine ...

Dec 21 – 28

R4,527 ZAR per night

Guest favorite

Farm stay in Pari

4.98 out of 5 average rating, 225 reviews

TUSCANY farm house SWIMMING POOL

Our little farm is a beautiful location for a relaxing vacation with a private swimming pool. We are close to the naturally occurring hot springs of Petriolo and 30 km. far from Siena. We are only two km. from Pari, an ancient medieval village.

Apr 23 – 30

R1,897 ZAR per night

Guest favorite

Apartment in Castellina in Chianti

4.92 out of 5 average rating, 167 reviews

Casa Tatini your house in Chianti

Casa Tatini is situated in San Martino near Castellina in Chianti in the territory of the Chianti Gallo Nero. We make of our Guests an apartment composed by a bedroom with a kink size bed, by a kitchen-living room and by a bathroom with shower.

Nov 4 – 11

R1,756 ZAR per night

Guest favorite

Farm stay in Greve in Chianti

4.86 out of 5 average rating, 178 reviews

La Capanna delle Bartaline

L'appartamento si trova all'interno della nostra azienda agricola ad 1 Km. da Panzano. E' di nuova ristrutturazione e ben curato nei dettagli, confortevole e luminoso, adatto per ogni tipo di soggiorno. Vista mozzafiato sulle colline toscane.

Apr 18 – 25

R2,388 ZAR per night

Guest favorite

Farm stay in Siena

4.97 out of 5 average rating, 231 reviews

Authentic Tuscan Country House WITH A/C

L'appartamento "Pergola" (75 mq), è una delle due unità abitative indipendenti che compongono l'agriturismo Terra Rossa, situato nel cuore della campagna senese a pochissimi minuti di macchina dal centro storico.

Jan 29 – Feb 5

R2,262 ZAR per night