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.
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.
Detached, cozy holiday home with 2 bedrooms and shared pool use. Quiet location in the heart of the Chianti area, in the heart of Tuscany.
- 2 Bedroom(s)
- • 2 Bathroom(s)
- • Max. 4 guests
- • 140 m²
- Wi-fi available
- TV available
- Pets & dogs not allowed
- dishwasher 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.
Typical estate in Chianti, completely secluded, private pool, bocce court, outdoor chess field, playground, sauna, barbecue - for up to 24 people.
- 12 Bedroom(s) (+2)
- • 11 Bathroom(s)
- • Max. 24 guests
- • 467 m²
- Wi-fi available
- TV available
- Pets & dogs on request
- dishwasher 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.
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.
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.
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.
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.
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.
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.
Stunning villa with private garden and pool, immersed in the Chianti countryside, near Radda in Chianti.
- 6 Bedroom(s) (+4)
- • 4 Bathroom(s)
- • Max. 12 guests
- • 400 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
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
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
This magnanimous villa in Pergine Valdarno has perched on the top the Tuscan hills. 7 enormous rooms fill up the house and can be a comfortable home to ...
- 7 Bedroom(s) (+2)
- • 4 Bathroom(s)
- • Max. 15 guests
- • 190 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
Located in Pergine Valdarno, this charming holiday home is ideal for couples on a romantic getaway or a family with kids.
- 2 Bedroom(s) (+1)
- • 1 Bathroom(s)
- • Max. 3 guests
- • 80 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
Located in Asciano, this luxurious farmhouse features 1 bedroom for 3 people. Ideal for a small group or a couple, guests can take a refreshing dip in t...
- 1 Bedroom(s) (+1)
- • 1 Bathroom(s)
- • Max. 3 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
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
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.
7% Discount from 30.09. - 31.12.2025
7% Discount from 30.09. - 31.12.2025
An optional utilities and service fee of EUR 105,00 will be charged before your arrival. Details are given below. Set in the heart of Tuscany in the hil...
- 2 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 6 guests
- • 75 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 2-bedroom farmhouse in Radda in Chianti is ideal for a small family with kids. Located in Tuscany, Italy, it can host 4 people.
- 2 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 6 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
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.
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?