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 favourite

Rental unit in Castellina in Chianti

4.97 out of 5 average rating, 102 reviews

Visit Chianti, Siena, S.Gimignano, Florence

Apartment into Borgo Sicelle Residence, in Castellina in Chianti area, between Florence, Siena, S.Gimignano. The apartment has a kitchen, sat tv, double bedroom, bathroom with shower. It's on the first floor. Outside, on the ground floor, 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 (Osteria Uscio e Bottega), closed on Wednesday. There is no public transport to reach the property Car is required

Guest favourite

Villa in Castellina in Chianti

4.93 out of 5 average rating, 196 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

Guest favourite

Cottage in Geggiano

4.99 out of 5 average rating, 122 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.

Guest favourite

Rental unit in Montepulciano

4.97 out of 5 average rating, 365 reviews

A view from the top

A View From the Top is an apartment in the most peaceful part of Montepulciano. The house with Ac is 250 metres from the piazza and the main street, and has 2 double rooms, 2 bathrooms with shower and a large kitchen-living room with a small terrace overlooking the hills From summer 2024 our wine tasting will be available in the new garden and we have a young private chef for cooking class at home ,not in the weekend. Guests will park close the apartment,in the street 50 mt away.

Guest favourite

Condo in Panzano In Chianti

4.83 out of 5 average rating, 174 reviews

Gorgeous apartment with terrace in a castle

Located at the top of the village of Panzano in Chianti, this beautiful castle offers breathtaking views over world-renown vineyards and olive groves, and is located just a few minutes walk from top restaurants, local gourmet shops and wine bars. It’s a perfect location for your Tuscan holiday, enabling you to feel like you're immersed in the countryside, yet in a non-isolated setting, as it’s located on the edge of the village close to all the town's amenities.

Guest favourite

Castle in Ferrano

4.99 out of 5 average rating, 182 reviews

The Castle of Ferrano - Castle in Tuscany

Try the experience to stay in a real Castle! Il Castello di Ferrano offers to his hosts the chance of doing an unforgettable experiece:you will be the only guests in the castle and everythig will be for you (private pool from June to September, gardens ecc.)Historical building, surrounded by nature, finely decorated, frescoes/moulding on the ceiling, ample terrace w/ stone and terracotta floor, private outdoor pool.. Good position. Preferably come by car.

Guest favourite

Rental unit in Carpineto

4.96 out of 5 average rating, 157 reviews

Tuscany Countryside, Peace & Relax 10 min from Siena

Our accommodation is close to Siena, so to the nightlife, the city center but also to the small airport of Ampugnano, the parks, and public transport. You'll love our place because of the light, the comfort of the bed, the kitchen, the intimacy, and the high ceilings. Our place is good for couples, sole adventurers, business travelers, families (with kids), and furry friends (pets).

Guest favourite

Farm stay in Simignano

4.88 out of 5 average rating, 159 reviews

Casa al Gianni - Hut

Hi, we are Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our brand is simple living in close contact with the nature and animals of our farm. Nestled in the woods and the beautiful Tuscan countryside you will spend an unforgettable holiday. This corner of paradise will remain in your heart!

Guest favourite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 358 reviews

Old hayloft on the Chianti hills

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. Hayloft completely independent on two floors connected by an internal staircase. Private garden of 300 mq sorrounded by secolar oaks.

Guest favourite

Home in Poggibonsi

4.9 out of 5 average rating, 238 reviews

Tuscan Counrtry Detached House. Wi-Fi Free

Do you want to spend your holiday in a typical Tuscan barn? This is your place! Charming renovated barn for families / groups. Located in the heart of the Tuscan countryside at 2km from Poggibonsi. Ideal for a relaxing holiday and in a great location for visiting San Gimignano (13km), Siena (25km), Florence (35km).

Guest favourite

Rental unit in Castellina in Chianti

4.89 out of 5 average rating, 112 reviews

Casa Tatini your house in Chianti

Casa Tatini is in the heart of Chianti just 500 meters from Castellina in Chianti in the middle of the vines and nature, to relax in the greenery. The house, equipped with swimming pool, consists of a double bedroom, living room with kitchen and private bathroom.