3 holiday houses and holiday apartments for your holiday in Gaiole in Chianti
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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.
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
Renino is a lovingly renovated natural stone house with 2 living units, ideal for 2 families. It comes with a large garden with a private pool.
- 4 Bedroom(s) (+2)
- • 2 Bathroom(s)
- • Max. 10 guests
- • 100 m²
- Wi-fi available
- TV available
- Pets & dogs on request
- barrier-free
- pool available
Quick Responder
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A detached, comfortable cottage on a beautiful property 12 km southwest of Siena. Enjoy a relaxing time.
- 1 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 4 guests
- • 60 m²
- Wi-fi available
- TV available
- Pets & dogs allowed
- barrier-free
- pool available
Quick Responder
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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
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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. 2 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.
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.
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.
20% Discount from 10.01. - 21.03.2026
20% Discount from 10.01. - 21.03.2026
Top-Listing
Tuscany: beautiful villa surrounded by meadows and olive trees, 12 km from Siena and 2 km from the nearest town (good shopping facilities + restaurant)....
- 3 Bedroom(s) (+1)
- • 2 Bathroom(s)
- • Max. 6 guests
- • 200 m²
- Wi-fi available
- Pets on request, dogs allowed
- dishwasher available
- washing machine available
- Smoking not allowed
Quick Responder
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If you're looking for deceleration, tranquility, and relaxation, this is the perfect place. La Loggia is situated in a very quiet location with a fantas...
- 1 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 3 guests
- • 40 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.
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
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.
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.
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.
Villa Di Castellina is an elegant country house in the charming village of Castellina in Chianti in the heart of Chianti Classico.
Lined with oaks and...
- 4 Bedroom(s)
- • 3 Bathroom(s)
- • Max. 8 guests
- • 260 m²
- TV available
- Pets & dogs allowed
- pool available
- 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.
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.
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.
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.
The scent of cypresses and lavender is in the air and you can relax in the beautiful orchard between vines and olive groves.
- 2 Bedroom(s) (+2)
- • 2 Bathroom(s)
- • Max. 5 guests
- • 90 m²
- Wi-fi available
- Pets & dogs not allowed
- 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.
An optional utilities and service fee of EUR 85,00 will be charged before your arrival. Details are given below. Along a picturesque road leading to the...
- 2 Bedroom(s) (+1)
- • 2 Bathroom(s)
- • Max. 5 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.
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.
Escape to this charming ground-floor villa in Armaiolo (Rapolano Terme), Tuscany, where comfort meets rustic elegance.
- 1 Bedroom(s)
- • 1 Bathroom(s)
- • Max. 2 guests
- • 45 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.
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.
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