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.
Lovely stone cottage in the heart of the Chianti region, with air conditioning and large swimming pool.
- 1 Bedroom(s) (+1)
- • 2 Bathroom(s)
- • Max. 6 guests
- • 120 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.
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. 4 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.
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 Bathroom(s)
- • Max. 6 guests
- • 80 m²
- TV available
- Pets & dogs allowed
- pool 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.
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.
The property of the Rocca is immersed in the green Chianti hills, 480 meters above sea level, and is an authentic terrace overlooking Tuscany.
- 1 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 4 guests
- • 50 m²
- TV available
- Pets & dogs not allowed
- 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.
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 Bathroom(s)
- • Max. 6 guests
- • 75 m²
- TV available
- No information on pets and dogs
- 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.
Detached luxury villa, big garden, heated pool, sauna, extra kitchen, big pizza oven and barbecue at the pool, AC, sat-TV, WIFI, Sonos-Sound, Polo 1km
- 5 Bedroom(s)
- • 5 Bathroom(s)
- • Max. 14 guests
- • 350 m²
- Wi-fi available
- TV available
- Pets & dogs 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.
Guest House in Villa with pool, terrace, walks, 10 minutes from Siena, Chianti area.
- 1 Bedroom(s) (+2)
- • 1 Bathroom(s)
- • Max. 4 guests
- • 80 m²
- Wi-fi available
- TV available
- 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.
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
An optional utilities and service fee of EUR 95,00 will be charged before your arrival. Details are given below. This farmhouse in Bucine has 1 bedroom ...
- 1 Bedroom(s) (+1)
- • 1 Bathroom(s)
- • Max. 3 guests
- • 35 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.
Charming holiday apartment with pool, on the ground floor of a farmhouse, in Chianti Monteriggioni, Siena, Florence, San Gimignano
- 3 Bedroom(s) (+1)
- • 3 Bathroom(s)
- • Max. 8 guests
- • 140 m²
- Wi-fi available
- Pets & dogs allowed
- barrier-free
- 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.
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.
7% Discount from 30.09. - 31.12.2025
7% Discount from 30.09. - 31.12.2025
Surrounded by the scenic hills of the Crete Senesi, this charming farmhouse in Castelnuovo Berardenga offers a tranquil escape in the heart of Tuscany.
- 3 Bedroom(s)
- • 2 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.
7% Discount from 30.09. - 31.12.2025
7% Discount from 30.09. - 31.12.2025
This apartment for 6 in Pergine Valdarno is situated on an estate in one of the annexes of a castle on a splendid hilltop location.
- 3 Bedroom(s)
- • 2 Bathroom(s)
- • Max. 6 guests
- • 100 m²
- Wi-fi available
- Pets & dogs allowed
- barrier-free
- 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
An optional utilities and service fee of EUR 100,00 will be charged before your arrival. Details are given below. Escape to this charming farmhouse nest...
- 3 Bedroom(s) (+1)
- • 3 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
An optional utilities and service fee of EUR 110,00 will be charged before your arrival. Details are given below. Set amidst the rolling hills of Chiant...
- 2 Bedroom(s)
- • 2 Bathroom(s)
- • Max. 4 guests
- • 90 m²
- Wi-fi available
- Pets & dogs allowed
- pool 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
This pet-friendly holiday home in Tuscany has 2 bedroomsfor accomodating 4 people.Perfect for families it comes with free wifi, a swimming pool with a g...
- 2 Bedroom(s) (+1)
- • 1 Bathroom(s)
- • Max. 4 guests
- • 110 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
An optional utilities and service fee of EUR 110,00 will be charged before your arrival. Details are given below. Set in the heart of Tuscany's renowned...
- 2 Bedroom(s)
- • 2 Bathroom(s)
- • Max. 4 guests
- • 90 m²
- Wi-fi available
- Pets & dogs allowed
- pool 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.
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
Set in the tranquil hills of Arbia Asciano, this pet-friendly farmhouse offers a cozy escape for up to four guests.
- 2 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 4 guests
- • 54 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.
Beautiful estate in a quiet, secluded location, large pool + garden. Suitable for large (up to 12 people) and small (from 4 people) family groups.
- 6 Bedroom(s) (+3)
- • 6 Bathroom(s)
- • Max. 12 guests
- • 350 m²
- Wi-fi available
- TV available
- Pets & dogs on request
- 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.
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?