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
Bucine
This holiday home has been inspected and evaluated according to country-specific criteria. The award was given by a tourism organisation. Depending on the equipment and service, the accommodation is awarded one to five stars - from simple to first-class.
THE HEART OF TUSCANY: A RELAXING HOLIDAY IN CHIANTI BETWEEN SIENA AND AREZZO
- 2 Bedroom(s) (+1)
- • 2 Bathroom(s)
- • Max. 1 guests
- • 40 m²
- Wi-fi 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 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.
Characteristic, cozy vacation home for 2 people, in a quiet, secluded location, in the middle of the rolling hills of the Chianti Classico.
- 1 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 2 guests
- • 80 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.
Villa Marioli is an agritourism complex in the heart of Tuscany: a unique terrace overlooking the Chianti countryside.
- 1 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 3 guests
- • 70 m²
- TV available
- Pets & dogs not 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
Why stay here?
Nestled in Bucine of the Tuscan region, this farmhouse is suitable for a small group of friends and families.
- 2 Bedroom(s)
- • 2 Bathroom(s)
- • Max. 5 guests
- • 90 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.
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.
Villa Marioli is an agritourism complex in the heart of Tuscany: a unique terrace overlooking the Chianti countryside.
The ancient buildings are locate...
- 1 Bedroom(s) (+1)
- • 1 Bathroom(s)
- • Max. 3 guests
- • 45 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.
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
An optional utilities and service fee of EUR 220,00 will be charged before your arrival. Details are given below. This magnificent farmhouse is located ...
- 4 Bedroom(s)
- • 4 Bathroom(s)
- • Max. 8 guests
- • 180 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
Discover this charming three‑bedroom villa in Asciano, set across two levels with a private terrace and 40 m² garden.
- 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
Why stay here?
This family-friendly farmhouse has a swimming pool to relax and rejuvenate while you holiday in Tuscany.
- 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 100,00 will be charged before your arrival. Details are given below. Tranquil Farmhouse Amid Tuscan Hills
S...
- 3 Bedroom(s)
- • 2 Bathroom(s)
- • Max. 5 guests
- • 80 m²
- TV available
- Pets & dogs not allowed
- barrier-free
- 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.
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 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.
The holiday home has 3 bedrooms and can accommodate 7 people easily. Ideal for families, this home has a swimming pool, private terrace and garden.
...
- 3 Bedroom(s) (+1)
- • 3 Bathroom(s)
- • Max. 7 guests
- • 140 m²
- Wi-fi available
- TV available
- Pets & dogs allowed
- 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
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
A cosy mansion perched in the hills amid lush greenery awaits you in Siena and has 1 bedroom which can accommodate 4 people, ideally a family with child...
- 1 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 2 guests
- • 40 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.
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.
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.
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?