
Family-friendly holiday rentals in Gaiole in Chianti
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Top-rated family-friendly rentals in Gaiole in Chianti
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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!

Casa di Lyndall - Entire house with exclusive pool
Welcome to “Casa di Lyndall” My home is located in the medieval village of Lecchi in Chianti, set in rolling hills, castles, vineyards & olive groves, & provides a view that extends nearly 50 kms. It’s a perfect choice for a family or group of four people. My home is built in typical Tuscan style with exposed chestnut beams, fireplace, and a well appointed kitchen. The 8 metre pool is private & located on the top terrace of the olive grove, has a child proof fence, and 4 sun lounges.

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.

Gaiole in Chianti Poggio Casabianca
We invite you in the heart of Chianti area. Poggio Casabianca is a little family homestead located in the Chianti Classico region exactly in the hearth of Tuscany. The owners live here and they offer at their guests an apartment with a big living room-kitchen with a big door that open directly to the garden, a bathroom with shower and a confortable doublebed room. Outside in the garden ther is a pool, shared with the owner, where you can refreshing and relaxing during the summer.

Charming estate with views
The estate finely restored in 2016 is accessorized with all the confort you need for an holiday dedicated to the relax or to excursions The Breathtaking view on the Chianti Classico's vineyards give to the estate a unique feature perfect for a romantic holiday, small group of friend or a little family. The estate is provided of external Jacuzzi, private garden and we can arrange for you bike or hike excursions. The Village of Gaiole in Chianti is just 5 minutes away by car.

Casa Martini in Historic Chianti
Apartment with garden and private parking in Gaiole in Chianti, a stone's throw from the historic center where you will find numerous bars, restaurants and the small supermarket (coop). The accommodation is ideal for holidays with animals because it has a fully fenced garden. Tourist tax is required (€2 per person per night for the first seven nights) minors under 14 years excluded (read the complete regulation on the website of the Municipality of Gaiole in Chianti)

Old hayloft on the Chianti hills
Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.

At Paola's in Chianti
My apartment is located in the village of Villa a Sesta, on the ground floor with direct access to the garden, has two bedrooms, one double, the other with bunk beds, two bathrooms, a large kitchen and a living room. The outdoor space is very large and the garden has a large table and armchairs for relaxation, the car can be parked at home, we have a private parking space, arriving in the village you access the house from a small white road (30mt).

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!

Albertina's House
Lovely house on two floors furnished with every comfort, with spacious terrace, garden and private parking. Ideal for a relaxing vacation in a typical Tuscan village surrounded by countryside. Generous welcome package offered upon arrival.

Raffaella's House in Chianti
Rent apartment with great view in the hills of Chianti, with air conditioning, wifi, sat tv, garage for motorcycles and bicycles and private parking. Breakfast in a beautiful veranda. Will welcome you the friendly Raffaella.
Popular amenities for Gaiole in Chianti family-friendly rentals
Family-friendly home rentals with a hot tub

"Red Rose" apartment with view of Siena.

Amazing Tuscany Villa, FREE parking

Torretta Apartment

San Giovanni in Poggio, villa Meriggio 95mq

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

Villa di Geggiano – Guesthouse

Nada Home

Fontarcella, H&R- mediterranean home with jacuzzi
Family- and pet-friendly home rentals

Farmhouse of '500 near Florence

The charming cottage in Tuscany with breathtaking views

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

Sperone: two floors apartment with pool

Countryside Cottage With View - Le Rondini apt

il Fienile - (Typical Tuscan rural accommodation)

Vittoria Chianti Vacations 🍇🍷
Tuscan Counrtry Detached House. Wi-Fi Free
Family-friendly home rentals with a pool

Cercis - La Palmierina

Relax Chianti. Apartment with pool and garden

Podere Guidi

Siena Country Loft Hideway

Montemarcoli

loft in the heart of Tuscan Chianti

Wonderful Loft in Villa with Pool in Chianti

Villa Isabella
Quick stats about holiday rentals that are family-friendly in Gaiole in Chianti

Total holiday rentals
Explore 10 holiday rentals in Gaiole in Chianti

Nightly prices starting at
Gaiole in Chianti holiday rentals start at $130 SGD per night before taxes and fees

Verified guest reviews
Over 170 verified reviews to help you choose

Holiday rentals with a pool
10 properties feature pools

Wifi availability
10 of Gaiole in Chianti holiday rentals include wifi access

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

4.6 Average rating
Gaiole in Chianti stays receive an average rating of 4.6 out of 5 from guests
Destinations to explore
- Rentals with pools Gaiole in Chianti
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- Family-friendly rentals Siena
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- Santa Maria Novella
- Piazzale Michelangelo
- Lake Trasimeno
- Duomo di Firenze
- Basilica of Santa Maria Novella
- Ponte Vecchio
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mercato Centrale
- Uffizi Gallery
- Fortezza da Basso
- Piazza della Repubblica
- Pitti Palace
- Parco delle Cascine
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- The Boboli Gardens
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Mugello Circuit
- Spiaggia Marina di Cecina
- Palazzo Vecchio
- Stadio Artemio Franchi
- Basilica di Santa Croce
- Castiglion del Bosco Winery
- Golf Club Toscana




