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
Casa Valle consists of 2 houses that can be rented individually or together. Absolute secluded location, private pool; a place to relax and enjoy.
- 5 Bedroom(s) (+1)
- • 3 Bathroom(s)
- • Max. 12 guests
- • 203 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.
Cosy+very quiet holiday flat in a Tuscan country house with garden/pool; very centrally located for trips, whether cultural or landscape .. dolce vita
- 1 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 2 guests
- • 48 m²
- Wi-fi available
- TV available
- Pets & dogs on request
- pool available
- 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.
- 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.
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.
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
Well maintained property with much silence + fantastic panoramic view, between Siena + Arezzo... just a piece of paradise
- 1 Bedroom(s) (+1)
- • 1 Bathroom(s)
- • Max. 4 guests
- • 65 m²
- Wi-fi available
-
charging station e-car available
- TV available
- Pets & dogs allowed
- barrier-free
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.
Independent house with private pool and huge garden. Perfect for families and Groups. Calm, central and just wonderful. between Siena and Arezzo
- 9 Bedroom(s)
- • 8 Bathroom(s)
- • Max. 20 guests
- • 450 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.
Delightful villa with private garden and pool, located in the countryside of Pergine Valdarno, in the heart of Valdambra.
- 5 Bedroom(s) (+3)
- • 3 Bathroom(s)
- • Max. 9 guests
- • 250 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.
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.
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.
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.
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.
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.
7% Discount from 30.09. - 31.12.2025
7% Discount from 30.09. - 31.12.2025
Welcome to this charming cottage in Asciano, your perfect getaway for a small family looking to unwind in serene surroundings.
- 1 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 2 guests
- • 55 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
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.
A Cozy Retreat in Siena’s Countryside
Surrounded by the rolling hills of Siena, this WiFi-equipped holiday home offers a peaceful escape for up to eight...
- 4 Bedroom(s)
- • 2 Bathroom(s)
- • Max. 8 guests
- • 140 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
Resting in Radda In Chianti, Tuscany, Italy, this 7-bedroom farmhouse can host a family or group of 14.
- 6 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 16 guests
- • 270 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
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.
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?