
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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Podere Vergianoni immerso nelChianti con piscina
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

Wonderful Loft in Villa with Pool in Chianti
Located on the second and top floor of the "Suites le Valline" complex, the Piazzale Michelangelo loft offers a unique style in an ideal location for exploring Tuscany, a 15-minute drive from Florence and San Casciano! Treat yourself to a moment of relaxation on the beautiful panoramic terrace overlooking Florence, or cool off in the bio pool among the olive trees... and remember that all the vegetables from the Valline vegetable garden are at your disposal!

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!

Tenuta Chiudendone in Tuscany
Great place in the middle of Tuscan Hills, you will be sorrounded by nature but close to all the beautiful cities of Tuscany! We rent two apartments, one on the upper floor called Balla and one on the ground floor called Modigliani. Tell us which one you prefer. PLEASE NOTE YOU WILL NEED A CAR DURING YOUR STAY.

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

Infinity pool in Chianti area

Amazing Tuscany Villa, FREE parking

"Sunflower" apartment with view of Siena

San Giovanni in Poggio, villa Meriggio 95mq

La Villa farm stay - L'Olivo, Pool & Hot Tub

Charming estate with views

Villa di Geggiano – Guesthouse

Romantic stay at a bio-agritourism in Florence
Family- and pet-friendly home rentals

Tuscan cottage with an heavenly view

Casa del Giardino

Apartment overlooking Panzano in Chianti

The charming cottage in Tuscany with breathtaking views

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

Michelangelo: entire space in the heart of Tuscany

Countryside Cottage With View - Le Rondini apt

La Dimora del Luca
Family-friendly home rentals with a pool

Stone House with Exclusive Pool Codilungo in Chianti

Explore nature in the center of Vigneti Chianti

Apartment T4

Countryside Dream farm in Tuscany

Casa di Lyndall - Entire house with exclusive pool

Sperone: two floors apartment with pool

Cipressini 1 - Swimming pool and stunning view

Villa Isabella
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 | R2,165 ZAR | R2,252 ZAR | R2,494 ZAR | R2,893 ZAR | R2,927 ZAR | R3,291 ZAR | R2,910 ZAR | R2,997 ZAR | R2,841 ZAR | R2,633 ZAR | R2,131 ZAR | R2,321 ZAR |
| 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 vacation rentals that are family-friendly in Castellina in Chianti

Total vacation rentals
Explore 40 vacation rentals in Castellina in Chianti

Nightly prices starting at
Castellina in Chianti vacation rentals start at R866 ZAR per night before taxes and fees

Verified guest reviews
Over 590 verified reviews to help you choose

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
40 of Castellina in Chianti vacation rentals include wi-fi 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
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- Santa Maria Novella
- Duomo di Firenze
- Lake Trasimeno
- Piazza del Duomo (Pisa)
- Basilica of Santa Maria Novella
- Ponte Vecchio
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Cala Violina
- Mercato Centrale
- Uffizi Gallery
- Fortezza da Basso
- Piazzale Michelangelo
- Piazza della Repubblica
- Pitti Palace
- Parco delle Cascine
- Mugello Circuit
- Spiagge bianche
- The Boboli Gardens
- Avignonesi Winery Fattoria Le Capezzine
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Medici Chapels
- Spiaggia Marina di Cecina
- Stadio Artemio Franchi
- Basilica di Santa Croce