
Family-friendly holiday rentals in Castellina in Chianti
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Top-rated family-friendly rentals in Castellina in Chianti
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The Farmhouse Cottage
Entire upper floor of the newly renovated Manor House in traditional Tuscan style. High ceilings with exposed beams make the place cozy and perfect for families or groups of friends. In the house, there are two large functional fireplaces (in the living room and kitchen). Private, non-shared accommodation. The house has a large covered terrace, garden with sofas, BBQ, fire pit, private parking. The swimming pool among the olive trees and vineyards is ideal for relaxation and has private access to the shared area

Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

Old Farmhouse near Panzano Castle Abbacìo
The Abbacio apartment is part of an old farmhouse that has been restored respecting the original structure and style. Its location is just on the top of the hill, facing the valley. Surronded by vineyards and olive trees, but also attached to the village. From the house you can easily reach by feet wineries, farms and restaurants. Panzano is halfway between Florence and Siena, easily reached with car. By bus there is a good service from and to Florence, not from and to Siena. A very quiet spot!

Leonardo - Chianti/Siena, Firenze, San Gimignano.
Ancient stone house from the 15th century in a small renovated medieval hamlet, in the heart of the Chianti Classico, located on top of a hill between Florence, Siena and San Gimignano. TENNIS COURT - SWIMMING POOL Splendid view over the valley. Independent entrance; On the ground floor: large living room with two sofas, dining area and open kitchen. On the 1st floor: 2 bedrooms and bathroom with shower; Private garden with terrace - table and chairs for eating under the gazebo and sun loungers.

Farmhouse with pool in Chianti
Agriturismo Il Colle is located on one of the Chianti hills. The structure has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence just 35 minutes by car The apartment is on the first floor of the main farmhouse, with independent access and garden with trees. The rustic furnishings in the classic Tuscan style, with wooden beam ceilings and terracotta floors give a characteristic touch to the environment.

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, on the ground floor,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), only for dinner, closed on Wed. There is no public transport to reach the property Car is required

Monteriggioni Castello, holiday house in Tuscany
Il nostro alloggio è un edificio storico che risale alla costruzione del castello. È stato recentemente restaurato e arredato con cura in tutti i dettagli. È molto accogliente e dispone di tutti i più moderni servizi. I turisti che decideranno di essere nostri ospiti, avranno il vantaggio di vivere nell' ambiente medievale del castello, usufruendo di tutti i confort. Si sentiranno coccolati e avranno l'opportunità di tornare indientro vivendo un' esperienza unica e indimenticabile.

Relax Chianti. Apartment with pool and garden
Apartment nestled in the Chianti Classico hills, 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 vacation surrounded by nature in complete relaxation and silence. Ideal starting point for visiting the most important places in Tuscany. The apartment is equipped with all the comforts of home. Linens are included in the price. Children are welcome

Casa al Gianni - Capanna
Hi, we're Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our hallmark is simple life in close contact with nature and the animals of our farm. Immersed in the woods and the beautiful Tuscan countryside, you will spend an unforgettable vacation. This slice of paradise will remain in your heart!

Casa Al Poggio & Chianti view
Casa al Poggio is a typical country house of Chianti area is spread in 145 square meters on two floors, the ground floor is a large living area, with kitchen and sofa ,fireplace ,up stairs there is 2 large double bedrooms and a sofa bed in the middle open room , always setable as 2 singles or a double bed bed and a relaxing bathroom with shower and bath with Chianti view.

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.

Stunning Tuscan apartment for 2
This apartment - tucked away privately and enjoying a stunning view from its terrace - is part of an 'agriturismo' farm which produces organic Chianti Classico. Spacious and light, it has 1 double bedroom, 1 sitting room, 1 bathroom and a kitchen.
Popular amenities for Castellina in Chianti family-friendly rentals
Family-friendly home rentals with a hot tub

Amazing Tuscany Villa, FREE parking

Torretta Apartment

"Sunflower" apartment with view of Siena

Beautiful renovated barn in Tuscany

Agriturismo La Villa - L'Olivo, Pool & Hot Tub

Charming estate with views

Il Fienile di Tigliano (former barn in Vinci-Florence)

Villa di Geggiano – Guesthouse
Family- and pet-friendly home rentals

Farmhouse of '500 near Florence

House for the Coast

Country house 9 km to Florence-2+1g,free parking

Sperone: two floors apartment with pool

Countryside Cottage With View - Le Rondini apt

La Dimora del Luca

Apartment in Tuscan farm house.

Green – The meadows in Tuscany
Family-friendly home rentals with a pool

Infinity pool in Chianti area

Cercis - La Palmierina

Stone House with Exclusive Pool Codilungo in Chianti

The Porchereccia delle Bartaline

Explore nature in the center of Vigneti Chianti

Countryside Dream farm in Tuscany

Casa di Lyndall - Entire house with exclusive pool

Cipressini 2 - pool and amazing views
When is the best time to visit Castellina in Chianti?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $162 SGD | $169 SGD | $187 SGD | $217 SGD | $219 SGD | $247 SGD | $234 SGD | $271 SGD | $243 SGD | $196 SGD | $160 SGD | $174 SGD |
| 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 |
Quick stats about holiday rentals that are family-friendly in Castellina in Chianti

Total holiday rentals
Explore 40 holiday rentals in Castellina in Chianti

Nightly prices starting at
Castellina in Chianti holiday rentals start at $65 SGD per night before taxes and fees

Verified guest reviews
Over 590 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
40 of Castellina in Chianti holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Castellina in Chianti rentals

4.7 Average rating
Castellina in Chianti stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Rentals with a fireplace Castellina in Chianti
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- Rentals with a washing machine and dryer Castellina in Chianti
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- Flat rentals Castellina in Chianti
- Villa rentals Castellina in Chianti
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- Cottage rentals Castellina in Chianti
- Rentals with pools Castellina in Chianti
- Family-friendly rentals Tuscany
- Family-friendly rentals Italy
- Santa Maria Novella
- Piazzale Michelangelo
- Lake Trasimeno
- Duomo di Firenze
- Basilica of Santa Maria Novella
- Ponte Vecchio
- Cala Violina
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mercato Centrale
- Piazza del Duomo (Pisa)
- Uffizi Gallery
- Fortezza da Basso
- Piazza della Repubblica
- Pitti Palace
- Parco delle Cascine
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- The Boboli Gardens
- Spiagge bianche
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Mugello Circuit
- Spiaggia Marina di Cecina
- Palazzo Vecchio
- Stadio Artemio Franchi




