Looking for a holiday of complete freedom in Chianti? A vacation home in Chianti will grant you great privacy and freedom, so you'll never be in a hurry for having to follow some kind of schedule. You will have at your disposal your own home in Chianti, one of the most beautiful and famous areas of Tuscany, amidst the wonderful countryside between Florence and Siena.

14 Properties found

Direct contact
Write directly to the owner, get the best offer!

Online booking
Check availability & Book Online

Romitorio di SerelleAdd to
Favorites
Remove
from Favorites
Direct
contact

  • Apartments: 15
  • Sleeps: 45
  • Location: Barberino Tavarnelle (Countryside)
  • Daily price: From € 123 to € 330

Set in a former hermitage dating back to the Middle Ages, these suggestive holiday accommodations offer comfortable apartments completely restored preserving their original rustic look. Located on top of a hill offers beautiful views over Chianti.

View details


Borgo della MelianaAdd to
Favorites
Remove
from Favorites
Direct
contact

  • Apartments: 22
  • Sleeps: 100
  • Location: Gambassi Terme (Countryside)
  • Daily price: From € 86
  • Weekly price: From € 590

Surrounded by the best Tuscan scenery, Borgo della Meliana vacation apartments & villa rental are the ideal base for your holidays. Vineyards, spacious gardens, a double pool, spa & playgrounds: it is perfect for families, couples & destination weddings

View details


Villa StolliAdd to
Favorites
Remove
from Favorites
Direct
contact

  • Rooms: 4
  • Sleeps: 10
  • Location: Figline Valdarno (Countryside)
  • Weekly price: From € 1600 to € 3600

This 4 bedroom villa vacation rental for up to 10 persons is ideal positioned in the picturesque landscape of Tuscany. Features a luxury decor, swimming pool & easy access to small quaint towns & restaurants.

View details


Villa Le TorriAdd to
Favorites
Remove
from Favorites
Special
offers
Direct
contact

  • Apartments: 9
  • Sleeps: 26
  • Location: Montespertoli (Countryside)
  • Weekly price: From € 530 to € 1220

Typical country holiday home in the hills of Chianti, 20 km from Florence. The villa offers 9 apartments in Tuscan rustic style and a beautiful swimming pool set in a large Mediterranean garden.

View details


Tenuta QuadrifoglioAdd to
Favorites
Remove
from Favorites
Direct
contact

  • Apartments: 14
  • Rooms: 5
  • Location: Gambassi Terme (Countryside)
  • Daily price: From € 100 to € 320
  • Weekly price: From € 1400 to € 2150

This Tuscany farmhouse is located nearby the characteristic villages of San Gimignano and Volterra. It offers comfortable rooms and apartments provided with all modern facilities, two outdoor pools and a perfect location for weddings and meetings.

View details


Chianti ApartmentsDirect
contact

  • Apartments: 2
  • Rooms: 6
  • Sleeps: 12
  • Location: Greve in Chianti (Countryside)
  • Weekly price: From € 1900 to € 2000

Situated near Greve and Florence, this typical Tuscan farmhouse features two spacious apartments with private garden areas including access a panoramic swimming pool

View details


Montrogoli Holiday HomeDirect
contact

  • Rooms: 6
  • Sleeps: 12
  • Location: San Casciano in Val di Pesa (Countryside)
  • Weekly price: From € 670 to € 4000

Spacious and luminous vacation rental only a short distance from Florence promises beautiful views, comfortable rooms, garden & BBQ space as well as a delightful experience. Montrogoli is close to everything you want to see in Tuscany.

View details


Residenza Le Sante MarieDirect
contact

  • Apartments: 2
  • Sleeps: 8
  • Location: Impruneta (Countryside)
  • Daily price: From € 50 to € 70
  • Weekly price: From € 280 to € 420

This residence in Chianti offers 2 vacation rental apartments strategically located about 12km from Florence. The apartments are surrounded by Chianti vineyards and pine woods, with its own spacious garden and can be rented together for a family.

View details


La Casa di San Donato in PeranoDirect
contact

  • Apartments: 1
  • Sleeps: 6
  • Location: Gaiole in Chianti (Countryside)

View details


Residence Il GavillaccioOnline
booking

Powered by $powered_by_booking_com_w

  • Rooms: 8
  • Sleeps: 34
  • Location: Figline Valdarno (Countryside)
  • Daily price: From € 100 to € 180
  • Weekly price: From € 580 to € 1025

The 8 vacation rental apartments at Residence il Gavillaccio have been restored in a typical Tuscan decor, providing a tranquil area for a relaxing family vacation, group events & parties, as well as a special space for destination weddings.

View details


Art Rebus TowerOnline
booking

Powered by $powered_by_booking_com_w

  • Rooms: 2
  • Sleeps: 6
  • Location: Radda in Chianti (City)
  • Daily price: From € 89 to € 153

View details


Osservatorio di MontignosoOnline
booking

Powered by $powered_by_booking_com_w

  • Apartments: 2
  • Sleeps: 11
  • Location: Gambassi Terme (Countryside)

The villa's two apartments for 5 or 6 guests each can be rented exclusively or separately, with spacious gardens, swimming pool and fully equipped kitchens to make your stay relaxing and comfortable. A great base to explore the best of Tuscany!

View details


Agriturismo I PoggiOnline
booking

Powered by $powered_by_booking_com_w

  • Rooms: 7
  • Location: Impruneta (Countryside)
  • Daily price: From € 85 to € 300

Situated at a stone's throw from Florence and the Chianti area, this vacation home offers rustic, independent apartments and villas, the perfect holiday accommodation for exploring the renowned wine area and tasting the typical local products.

View details


Villa La MediceaOnline
booking

Powered by $powered_by_booking_com_w

  • Sleeps: 12
  • Location: Impruneta (Countryside)

Elegant Renaissance villa in the hills of Chianti, surrounded by a beautiful landscaped park. The villa is tastefully furnished with an outdoor pool & stunning views over the Chianti countryside while being just 7 km from Florence.

View details


Full screen Map

We also suggest

tagmap

Click on Florence's main areas

FiesoleScandicciCampo di MartePeretola AirportSouth FlorenceNorth FlorencePiazza della LibertàFlorence Porta al PratoSan NiccolòPiazzale MichelangeloFlorence Poggio ImperialeFlorence Fortezza da BassoFlorence Via BologneseFlorence Piazza BeccariaSettignanoCertosa-GalluzzoDuomoTrain StationSan LorenzoSan MarcoPonte VecchioPiazza della SignoriaSanta CroceSanto SpiritoPalazzo PittiSan FredianoPorta RomanaUffizi MuseumCareggiPian dei Giullari
Booking.com
Exclusive Hotel Deals with Instant Confirmation

Home Sweet Home

Vacation Homes and apartments in Chianti are surrounded by a unique and unforgettable landscape, made of sunny hills, vineyards, olive groves, winding country roads, suggestive isolated rural homes and much more.

Vacation homes are often part of agriturismo or villas, and are completely equipped to make your stay very comfortable.

Having their own kitchen and outdoors spaces, these lodgins are particularly suitable for families with children and for all wishing to enjoy a totally relaxing and peaceful vacation, far from the chaos and worries of everyday life.

Our Network

  • DiscoverTuscany.com
  • VisitFlorence.com
  • Chianti.com
  • Tuscany Accommodation.com
  • Florence Accommodation.com