3 holiday houses and holiday apartments for your holiday in Gaiole in Chianti
List View
Map View
Ancient tower in a medieval castle complex near Siena in Chianti, panoramic view, 3 bedrooms, 2 bathrooms, garden, pool, air conditioning, satellite TV,...
- 3 Bedroom(s)
- • 2 Bathroom(s)
- • Max. 6 guests
- • 120 m²
- Wi-fi available
- TV available
- Pets & dogs not allowed
- pool available
- dishwasher available
Quick Responder
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
Beautiful villa with swimming pool, located in the countryside of Gaiole in Chianti.
- 6 Bedroom(s) (+5)
- • 5 Bathroom(s)
- • Max. 12 guests
- • 400 m²
- Pets & dogs not allowed
- pool available
- dishwasher available
- washing machine available
- Smoking not allowed
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
7% Discount from 30.09. - 31.12.2025
7% Discount from 30.09. - 31.12.2025
Holiday in the heart of Chianti Classico in Gaiole in Chianti. Authentic and charming holiday home surrounded by a garden where the view is lost in roll...
- 4 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 10 guests
- • 196 m²
- Wi-fi available
- TV available
- Pets & dogs allowed
- barrier-free
- pool available
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
Further accommodations in the area of Gaiole in Chianti
20% Discount from 19.12. - 10.01.2026
20% Discount from 19.12. - 10.01.2026
Well-maintained, quiet holiday apartment located between Siena and Arezzo. An ideal starting point for excursions. A small paradise for relaxation and d...
- 2 Bedroom(s)
- • 2 Bathroom(s)
- • Max. 6 guests
- • 75 m²
- Wi-fi available
-
charging station e-car available
- TV available
- Pets & dogs on request
- washing machine available
Quick Responder
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
The property of the Rocca is immersed in the green Chianti hills, 480 meters above sea level, and is an authentic terrace overlooking Tuscany.
- 2 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 6 guests
- • 60 m²
- TV available
- Pets & dogs not allowed
- pool available
- Smoking not allowed
Quick Responder
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
20% Discount from 19.12. - 10.01.2026
20% Discount from 19.12. - 10.01.2026
Perfect holiday paradise in the heart of Chianti. Tranquility, panoramic terrace, cozy living atmosphere for relaxation and dolce far niente...
- 1 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 3 guests
- • 50 m²
- Wi-fi available
-
charging station e-car available
- TV available
- Pets & dogs on request
- pool available
Quick Responder
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
Apartment in Country House, up to 7 persons with AC, Wi-fi, terrace, garden, pool. Siena 6 km away
- 3 Bedroom(s)
- • Max. 7 guests
- • 140 m²
- Wi-fi available
- TV available
- Pets & dogs on request
- pool available
- dishwasher available
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
7% Discount from 30.09. - 31.12.2025
7% Discount from 30.09. - 31.12.2025
This 2-bedroom farmhouse situated in Radda in Chianti is suitable for a small group or family. Resting in Tuscany, Italy, it can accommodate 4 people.
- 2 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 4 guests
- • 80 m²
- Wi-fi available
- TV available
- Pets & dogs allowed
- barrier-free
- pool available
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
7% Discount from 30.09. - 31.12.2025
7% Discount from 30.09. - 31.12.2025
This lovely holiday home is situated in Bucine. Ideal for a family, it can accommodate 3 guests and has 1 bedroom.
- 1 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 3 guests
- • 50 m²
- Wi-fi available
- TV available
- Pets & dogs allowed
- barrier-free
- pool available
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
Fantastic villa with dependance, infinity pool and garden in Fonterutoli, in the Chianti countryside, just half an hour from Siena.
- 7 Bedroom(s) (+6)
- • 6 Bathroom(s)
- • Max. 16 guests
- • 270 m²
- Pets & dogs on request
- dishwasher available
- washing machine available
- Smoking not allowed
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
Gorgeous villa with pool, hot tub and gym, located in the Tuscan countryside, halfway between Monteriggioni and Siena.
- 6 Bedroom(s) (+7)
- • 7 Bathroom(s)
- • Max. 14 guests
- • 800 m²
- Pets & dogs on request
- dishwasher available
- washing machine available
- Smoking not allowed
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
Villa Marioli is an agritourism complex in the heart of Tuscany: a unique terrace overlooking the Chianti countryside.
- 2 Bedroom(s)
- • 2 Bathroom(s)
- • Max. 6 guests
- • 55 m²
- TV available
- No information on pets and dogs
- pool available
- washing machine available
- Smoking allowed
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
The Rocca estate is nestled in the green Chianti hills, 480 meters above sea level and is an authentic terrace overlooking Tuscany.
- 2 Bedroom(s) (+1)
- • 1 Bathroom(s)
- • Max. 5 guests
- • 140 m²
- TV available
- Pets & dogs allowed
- pool available
- dishwasher available
- Smoking not allowed
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
Villa Marioli is an agritourism complex in the heart of Tuscany: a unique terrace overlooking the Chianti countryside.
- 1 Bedroom(s) (+1)
- • 1 Bathroom(s)
- • Max. 3 guests
- • 60 m²
- TV available
- Pets & dogs allowed
- pool available
- washing machine available
- Smoking allowed
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
7% Discount from 30.09. - 31.12.2025
7% Discount from 30.09. - 31.12.2025
Located in Asciano, this luxurious farmhouse features 3 bedrooms for 6 people. Suitable for a group of friends or families, guests can take a refreshing...
- 3 Bedroom(s)
- • 2 Bathroom(s)
- • Max. 6 guests
- • 120 m²
- Wi-fi available
- TV available
- Pets & dogs not allowed
- barrier-free
- pool available
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
7% Discount from 30.09. - 31.12.2025
7% Discount from 30.09. - 31.12.2025
Charming farmhouse, nestled in the peaceful countryside of Castelnuovo Berardenga, offers sweeping views of the Tuscan hills and a warm, rustic ambience.
- 2 Bedroom(s)
- • 2 Bathroom(s)
- • Max. 4 guests
- • 70 m²
- Wi-fi available
- TV available
- Pets & dogs not allowed
- barrier-free
- pool available
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
7% Discount from 30.09. - 31.12.2025
7% Discount from 30.09. - 31.12.2025
Located in the scenic countryside of Bucine, this charming farmhouse is an ideal retreat for a family or group of four.
- 1 Bedroom(s) (+1)
- • 1 Bathroom(s)
- • Max. 4 guests
- • 60 m²
- Wi-fi available
- TV available
- Pets & dogs allowed
- barrier-free
- pool available
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
7% Discount from 30.09. - 31.12.2025
7% Discount from 30.09. - 31.12.2025
Set in the rolling hills of Arbia Asciano, this pet-friendly farmhouse offers a serene retreat for up to eight guests, combining rustic charm with moder...
- 4 Bedroom(s)
- • 2 Bathroom(s)
- • Max. 8 guests
- • 100 m²
- Wi-fi available
- Pets & dogs allowed
- barrier-free
- pool available
- washing machine available
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
7% Discount from 30.09. - 31.12.2025
7% Discount from 30.09. - 31.12.2025
Situated in Radda In Chianti, Tuscany, Italy, this 2-bedroom farmhouse is ideal for families and groups with pets.
- 2 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 6 guests
- • 80 m²
- Wi-fi available
- TV available
- Pets & dogs allowed
- barrier-free
- pool available
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
This villa with a private swimming pool and tennis court is located in the heart of the Chianti Classico region in Tuscany.
- 4 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 10 guests
- • 300 m²
- Wi-fi available
- TV available
- Pets & dogs allowed
- pool available
- dishwasher available
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
7% Discount from 30.09. - 31.12.2025
7% Discount from 30.09. - 31.12.2025
Located in the scenic village of Armaiolo, this charming pet-friendly villa accommodates up to 8 guests and offers free Wi-Fi.
- 4 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 8 guests
- • 180 m²
- Wi-fi available
- TV available
- Pets & dogs allowed
- barrier-free
- pool available
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
This villa with a private swimming pool and tennis court is located in the heart of the Chianti Classico region in Tuscany.
- 4 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 6 guests
- • 300 m²
- Wi-fi available
- TV available
- Pets & dogs allowed
- pool available
- dishwasher available
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
7% Discount from 30.09. - 31.12.2025
7% Discount from 30.09. - 31.12.2025
Why stay here?_x000D_
This holiday home in Bucine is ideal for a getaway with your group. It has a shared swimming pool with deckchairs and a parasol to...
- 4 Bedroom(s)
- • 3 Bathroom(s)
- • Max. 8 guests
- • 135 m²
- Wi-fi available
- TV available
- Pets & dogs allowed
- barrier-free
- pool available
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
indipendent stone-house in panoramic position, private pool, garden; close to Siena, Florence, Arezzo etc.
- 3 Bedroom(s)
- • 2 Bathroom(s)
- • Max. 6 guests
- • 90 m²
- Wi-fi available
- TV available
- Pets & dogs on request
- pool available
- Smoking allowed
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
Welcome to this beautifully restored farmhouse in the picturesque region of Asciano, a perfect sanctuary for families or groups of up to six guests.
- 3 Bedroom(s) (+1)
- • 2 Bathroom(s)
- • Max. 6 guests
- • 120 m²
- Wi-fi available
- TV available
- Pets & dogs not allowed
- pool available
- dishwasher available
Searches without a travel time period will show costs including mandatory incidental costs at an occupancy of 7 nights. The price may vary according to the season and the number of persons.
Please create a free account in order to use the wishlist. This will allow you to save your favorite listings permanently and to share your list with your friends and family.
Create free account Already have an account?