Castelnuovo Berardenga Rentals
- From $256 per night (USD)
VRBO
Mastro 3, San Sano, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
An authentic Chianti village, San Sano allows you to immerse yourself in the charm and character of Tuscan life. Origina ...
From $256 per night (USD)VRBO
- From $270 per night (USD)
Expedia
Sangiovese all'Aia, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Sangiovese all'Aia is a delightful villa and a fine choice if you are a family of four or a couple seeking just a little ...
From $270 per night (USD)Expedia
- From $98 per night (USD)
VRBO
Farmhouse in the Chianti \"La Foresta 1\" with swimming pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Two-room apartment, renovated for 2-3 people with typical Tuscan furnishings Agriturismo La Foresta is a restored farmh ...
From $98 per night (USD)VRBO
- From $571 per night (USD)
Expedia
Villa San Michele, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
It’s no surprise to discover that the wealthy landowners who once ruled over much of this area chose this villa as their ...
From $571 per night (USD)Expedia
- From $228 per night (USD)
VRBO
L'Oliveta, Montebuoni, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Once a wine and olive oil producing estate, Montebuoni's original stone buildings have been restored into cottages and a ...
From $228 per night (USD)VRBO
- From $247 per night (USD)
Expedia
Villa Giacinto, San Regolo in Brolio, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
San Regolo in Brolio is a lovely modern hamlet of villas, located on the edge of the village of San Regolo. It’s within ...
From $247 per night (USD)Expedia
- From $181 per night (USD)
VRBO
Mietitore, Montefiorile, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
A Chianti Classico hillside resort, Montefiorile's cottages are nestled on a south bank with magnificent views across ro ...
From $181 per night (USD)VRBO
- From $153 per night (USD)
Expedia
Il Portico, Montefienali, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Deep in the upland forests of the Chianti on an ancient Roman road, the 13th century Montefienali resort sits on a ridge ...
From $153 per night (USD)Expedia
- From $174 per night (USD)
VRBO
Casa della Nonna A, Montefienali, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Deep in the upland forests of the Chianti on an ancient Roman road, the 13th century Montefienali resort sits on a ridge ...
From $174 per night (USD)VRBO
- From $195 per night (USD)
Expedia
Raffaello, Montefienali, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Deep in the upland forests of the Chianti on an ancient Roman road, the 13th century Montefienali resort sits on a ridge ...
From $195 per night (USD)Expedia
- From $236 per night (USD)
VRBO
Il Fienile di Montefienali, Montefienali, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Deep in the upland forests of the Chianti on an ancient Roman road, the 13th century Montefienali resort sits on a ridge ...
From $236 per night (USD)VRBO
- From $204 per night (USD)
Expedia
Scorpione, Montefiorile, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
A Chianti Classico hillside resort, Montefiorile's cottages are nestled on a south bank with magnificent views across ro ...
From $204 per night (USD)Expedia
- From $145 per night (USD)
VRBO
Villa Fiorella, San Regolo in Brolio, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
San Regolo in Brolio is a lovely modern hamlet of villas, located on the edge of the village of San Regolo. It’s within ...
From $145 per night (USD)VRBO
- From $278 per night (USD)
Expedia
La Rana, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Perfect for small groups of friends or a family of four who favour both privacy and proximity to local village life, thi ...
From $278 per night (USD)Expedia
- From $183 per night (USD)
VRBO
Villa Violetto, San Regolo in Brolio, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
San Regolo in Brolio is a lovely modern hamlet of villas, located on the edge of the village of San Regolo. It’s within ...
From $183 per night (USD)VRBO
- From $215 per night (USD)
Expedia
La Vigna, Montebuoni, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Once a wine and olive oil producing estate, Montebuoni's original stone buildings have been restored into cottages and a ...
From $215 per night (USD)Expedia
- From $207 per night (USD)
VRBO
Pesci, Montefiorile, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
A Chianti Classico hillside resort, Montefiorile's cottages are nestled on a south bank with magnificent views across ro ...
From $207 per night (USD)VRBO
- From $169 per night (USD)
Expedia
Il Sole, Montefiorile, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
A Chianti Classico hillside resort, Montefiorile's cottages are nestled on a south bank with magnificent views across ro ...
From $169 per night (USD)Expedia
- From $190 per night (USD)
VRBO
La Chiocciola, Montefienali, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Deep in the upland forests of the Chianti on an ancient Roman road, the 13th century Montefienali resort sits on a ridge ...
From $190 per night (USD)VRBO
- From $281 per night (USD)
Expedia
Casa Isabella, San Sano, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
An authentic Chianti village, San Sano allows you to immerse yourself in the charm and character of Tuscan life. Origina ...
From $281 per night (USD)Expedia
- From $620 per night (USD)
VRBO
Chianti Estate - Il Cipresso
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 10
In the heart of the Chianti Classico region, this hillside estate offers a tranquil, classic Tuscan experience. Il Cipr ...
From $620 per night (USD)VRBO
- From $103 per night (USD)
Expedia
Apartment \"La Magione\" in the Chianti Region
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The apartment is part of an old farm house located in a small village situated in the beautiful hills of the Chianti reg ...
From $103 per night (USD)Expedia
- From $620 per night (USD)
VRBO
villa rental chianti - Vacation villa chianti
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
In the heart of the Chianti Classico region, this large hillside working estate offers a tranquil, classic Tuscan experi ...
From $620 per night (USD)VRBO
- From $398 per night (USD)
Expedia
Bellosguardo, Castellina in Chianti, Siena and Chianti
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Fancy immersing yourself in Chianti Classico country? Then look no further than Bellosguardo, the ideal choice for a fam ...
From $398 per night (USD)Expedia
- From $829 per night (USD)
VRBO
Poggio Landi, Bucine, Arezzo and Cortona
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Poggio Landi is simply breathtaking. If you have a special occasion in mind for extended family or a large group of frie ...
From $829 per night (USD)VRBO
- From $214 per night (USD)
Expedia
Villa Rosabella, San Regolo in Brolio, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
San Regolo in Brolio is a lovely modern hamlet of villas, located on the edge of the village of San Regolo. It’s within ...
From $214 per night (USD)Expedia
- From $183 per night (USD)
VRBO
Vinaio, Montefiorile, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
A Chianti Classico hillside resort, Montefiorile's cottages are nestled on a south bank with magnificent views across ro ...
From $183 per night (USD)VRBO
- From $161 per night (USD)
Expedia
Casa della Nonna C, Montefienali, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Deep in the upland forests of the Chianti on an ancient Roman road, the 13th century Montefienali resort sits on a ridge ...
From $161 per night (USD)Expedia
- From $183 per night (USD)
VRBO
Villa Mimosa , San Regolo in Brolio, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
San Regolo in Brolio is a lovely modern hamlet of villas, located on the edge of the village of San Regolo. It’s within ...
From $183 per night (USD)VRBO
- From $201 per night (USD)
Expedia
Casa del Vignaiolo, San Sano, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
An authentic Chianti village, San Sano allows you to immerse yourself in the charm and character of Tuscan life. Origina ...
From $201 per night (USD)Expedia
- From $324 per night (USD)
VRBO
La Fontanella, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Set on a slight rise, with extensive views of undulating vineyards, Fontanella has a relaxed feel inside and out. At the ...
From $324 per night (USD)VRBO
- From $76 per night (USD)
VRBO
Al Castellare: ancient farmhouse in the heart of Chianti
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
This stone farmhouse is part of the ancient Castellare estate, surrounded by vineyards and olive groves, in the Chianti ...
From $76 per night (USD)VRBO
- From $76 per night (USD)
VRBO
Le Macine - farmhouse with pool in Chianti
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The millstones is an apartment for 2 people located in the forest farm, completely independent and separate from the oth ...
From $76 per night (USD)VRBO
- From $143 per night (USD)
VRBO
Spacious cottage in the heart of Chianti with wonderful views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Vinaio is a spacious cottage located on the ground floor inside the pretty village of Montefiorile. It is ideal as a bas ...
From $143 per night (USD)VRBO
- From $142 per night (USD)
VRBO
Comfortable cottage in the heart of Chianti
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Reaper cottage is a private home with all modern comforts; it is located on the side of the large central house of B ...
From $142 per night (USD)VRBO
- From $195 per night (USD)
VRBO
Farmhouse in chianti with swimming pool \" Foresta 2\"
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Agriturismo La Foresta is a restored farmhouse located on a hill, in the heart of the Chianti Classico region, in Tuscan ...
From $195 per night (USD)VRBO
- From $4348 per night (USD)
VRBO
Villa Saffo: A charming three-story villa surrounded by meadows and by green hills, with Free WI-FI.
- Bedrooms:
- 9
- Bathrooms:
- 9
- Sleeps:
- 20
Villa Saffo is a charming three-story villa surrounded by meadows and by green hills. It sleeps 20 people. From Villa Sa ...
From $4348 per night (USD)VRBO
- From $206 per night (USD)
VRBO
Apartment \"Pieve\" - Chianti as you've always dreamed of it
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The 70 m² apartment with private garden, for pleasant outdoor breakfasts or relaxing al fresco dinners on summer evening ...
From $206 per night (USD)VRBO
- From $320 per night (USD)
VRBO
Near Siena (6 km), in Chianti, swimming pool and terrace, Wi-fi, A \/ C
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Splendid 18th century mansion with typical Sienese architecture. It is situated next to the historical village of Bascia ...
From $320 per night (USD)VRBO
- From $1938 per night (USD)
VRBO
Villa Borgo Gerlino by Fantasia Villas
- Bedrooms:
- 9
- Bathrooms:
- 9
- Sleeps:
- 19
Villa Borgo Gerlino, built in stone according to ancient Tuscan tradition, stands out above the surrounding valley on a ...
From $1938 per night (USD)VRBO
- From $119 per night (USD)
VRBO
Podere In The Crete With Amazing And Relaxing View Only 15 Min From Siena
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This unique portion of the Podere Le Splandole is located in the centre of the relaxing Sienese countryside the 'Crete S ...
From $119 per night (USD)VRBO
- From $153 per night (USD)
VRBO
Best Location. Heart of Tuscany; Still offering 2023 pricing!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
We continue to provide an oustanding location and beautiful home at reasonable rates. This is a perfect location for a ...
From $153 per night (USD)VRBO
- From $113 per night (USD)
VRBO
Chianti: farm 4 forest with swimming pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
farmhouse in the chianti with swimming pool; ok animals; sale of oil, wifi and TV nice living-dining room with fireplac ...
From $113 per night (USD)VRBO
- From $3110 per night (USD)
VRBO
Selvamaggio In Bucine, Tuscany
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 16
Property for exclusive use This large villa is part of a farm in the hills which overlook the valley of the river Ambra, ...
From $3110 per night (USD)VRBO
- From $853 per night (USD)
VRBO
Molino del Chianti In Bucine, Tuscany
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Property for exclusive use Villa Molino del Chianti is located at the foot of the hills, along the valley where the Ambr ...
From $853 per night (USD)VRBO
- From $882 per night (USD)
VRBO
Montechiaro Capanna In Siena, Tuscany
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 10
Property for exclusive use The Montechiaro Capanna farmhouse is part of a large estate belonging to an ancient family si ...
From $882 per night (USD)VRBO
- From $130 per night (USD)
VRBO
Apartment \"Oak\" - the Chianti as you've always dreamed of
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
ur little gem of 55 sqm with private entrance and outdoor area for breakfasts and dinners to 'open and pleasant evening ...
From $130 per night (USD)VRBO
- From $199 per night (USD)
Expedia
Chianti for Four with view, Pool & Jacuzzi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Villa Marioli is a farmhouse complex in the heart of Tuscany: a unique terrace overlooking the Chianti countryside. The ...
From $199 per night (USD)Expedia
- From $166 per night (USD)
VRBO
Nest in Chianti with Pool, Jacuzzi and View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Villa Marioli is a farmhouse complex in the heart of Tuscany: a unique terrace overlooking the Chianti countryside. The ...
From $166 per night (USD)VRBO
- From $199 per night (USD)
Expedia
Under the Chianti Sun. View, Pool & Jacuzzi for your Family
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Villa Marioli is a farmhouse complex in the heart of Tuscany: a unique terrace overlooking the Chianti countryside. The ...
From $199 per night (USD)Expedia
- From $199 per night (USD)
VRBO
Romantic with Chianti Panorama, Pool & Jacuzzi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Villa Marioli is a farmhouse complex in the heart of Tuscany: a unique terrace overlooking the Chianti countryside. The ...
From $199 per night (USD)VRBO
- Click For Pricing
VRBO
Stunning Siena villa with 4 bedrooms only 3 km to the city. Pool and Wi-Fi
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Villa Le Tolfe is so close to Siena you can almost touch it (only 3 kilometres away). With stunning views and beautiful ...
Click For PricingVRBO
- From $175 per night (USD)
VRBO
Chianti View, Garden for your small Family, Pool & Jacuzzi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Villa Marioli is a farmhouse complex in the heart of Tuscany: a unique terrace overlooking the Chianti countryside. The ...
From $175 per night (USD)VRBO
- From $150 per night (USD)
VRBO
Taglialegna apartment in Montefiorile
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Taglialegna is a spacious, comfortable and well-equipped cottage. It is ideal for a couple who wants to spend time toget ...
From $150 per night (USD)VRBO
- From $678 per night (USD)
VRBO
Montechiaro Capannina In Siena, Tuscany
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Property for exclusive use The Capannina was the former granary of this large estate situated in the Siena countryside. ...
From $678 per night (USD)VRBO
- From $882 per night (USD)
VRBO
Montechiaro Torre In Siena, Tuscany
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Property for exclusive use This farmhouse is situated on a large estate in the vicinity of a tiny hamlet in the countrys ...
From $882 per night (USD)VRBO
- From $245 per night (USD)
VRBO
Podere Lucignano Secondo - La Mangiatoia
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
In the very heart of the charming Tuscan countryside, among the smooth hills of Sienese Chianti and the fragrance of its ...
From $245 per night (USD)VRBO
- From $532 per night (USD)
Expedia
Podere Lucignano Secondo - La Villa
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
In the very heart of the charming Tuscan countryside, among the smooth hills of Sienese Chianti and the fragrance of its ...
From $532 per night (USD)Expedia
- From $363 per night (USD)
VRBO
Podere Lucignano Secondo - Le Logge
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
In the very heart of the charming Tuscan countryside, among the smooth hills of Sienese Chianti and the fragrance of its ...
From $363 per night (USD)VRBO
- From $107 per night (USD)
Expedia
Vrbo Property
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Farm stay in Monteriggioni with spa tub A spa tub and barbecue grills are available at this smoke-free farm stay. Guest ...
From $107 per night (USD)Expedia
- From $1492 per night (USD)
VRBO
Villa Stroncoli 16, Emma Villas
- Bedrooms:
- 11
- Bathrooms:
- 8
- Sleeps:
- 16
This rate includes: -Utilities: Electricity, water, gas for cooking purposes, heating - weekly linen, initial and final ...
From $1492 per night (USD)VRBO
- From $829 per night (USD)
Expedia
Beautiful villa for 12 people with A\/C, private pool, WIFI, TV, patio, panoramic view and parking
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Podere Le Muricce is located 8 km (5 mi) from Siena, Italy and only 34 km (21 mi) from San Gimignano in the tourist area ...
From $829 per night (USD)Expedia
- From $3450 per night (USD)
VRBO
Villa in Montebenichi with 7 bedrooms sleeps 16
- Bedrooms:
- 8
- Bathrooms:
- 7
- Sleeps:
- 16
Magnificent Medicean villa, nestled among pastures and vineyards, situated near Bucine, in the province of Arezzo. The p ...
From $3450 per night (USD)VRBO
- From $391 per night (USD)
Expedia
Cosy private home in Medieval Village, with large terrace, pool and garden
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
OVERVIEW The house situated on the outskirts of the medieval hamlet of Montebenichi is the perfect place to relax & exp ...
From $391 per night (USD)Expedia
- From $161 per night (USD)
VRBO
Capannino
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Ancient barn situated right outside Siena city center (only 3,5 km away). This property has been recently restored and t ...
From $161 per night (USD)VRBO
- From $245 per night (USD)
Expedia
Pastore, Montefiorile, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A Chianti Classico hillside resort, Montefiorile's cottages are nestled on a south bank with magnificent views across ro ...
From $245 per night (USD)Expedia
- From $1752 per night (USD)
VRBO
Villa in San Vincenti with 7 bedrooms sleeps 16
- Bedrooms:
- 10
- Bathrooms:
- 7
- Sleeps:
- 16
La Maccinaia is a beautiful and comfortable villa and dependance with a private heated, salt-water system swimming pool, ...
From $1752 per night (USD)VRBO
- From $1870 per night (USD)
Expedia
Beautiful villa for 16 guests with A\/C, private pool, WIFI, TV, patio, panoramic view and parking
- Bedrooms:
- 10
- Bathrooms:
- 7
- Sleeps:
- 16
La Maccinaia 14 is a beautiful stone building (650 sq m) with private pool, air conditioning and WiFi internet. The pro ...
From $1870 per night (USD)Expedia
- From $1343 per night (USD)
VRBO
Villa in San Vincenti with 5 bedrooms sleeps 12
- Bedrooms:
- 8
- Bathrooms:
- 5
- Sleeps:
- 12
La Maccinaia is a beautiful and comfortable villa with heated salt-water system swimming pool, located in a very quiet ...
From $1343 per night (USD)VRBO
- From $780 per night (USD)
Expedia
Private Villa with WIFI, private pool, A\/C, TV, patio, panoramic view, parking, close to Siena
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 9
Villa Machiavelli is located , Italy and only 18 km (11 mi) from Siena in the tourist area "Siena And Surroundings". Hol ...
From $780 per night (USD)Expedia
- From $132 per night (USD)
VRBO
Apartment 'Fortilizio Di Campiglia Il Pero' with Shared Pool, Shared Terrace and Wi-Fi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in Rapolano Terme, the holiday apartment "Fortilizio di Campiglia Il Pero" has everything you need for a relaxin ...
From $132 per night (USD)VRBO
- From $1859 per night (USD)
Expedia
San Marcellino, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Immerse yourself in the world of wine at this villa in the grounds of Rocca di Montegrossi, one of the finest wineries i ...
From $1859 per night (USD)Expedia
- From $922 per night (USD)
VRBO
5 Bed Luxury Villa with Pool | Chianti.
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 10
Beautiful stone farmhouse with a private pool and stylish external dining and seating area in the heart of Chianti. ...
From $922 per night (USD)VRBO
- From $966 per night (USD)
Expedia
Villa Montelisi, With The most Unique View On Siena (6km)
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
The Villa belongs to Tenuta Larnianone, a family run wine estate of 340 acres, that counts 8 different Villas and Apartm ...
From $966 per night (USD)Expedia
- From $759 per night (USD)
VRBO
Villa Colombaio, Country-house In Wine Estate 5km from Siena
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
The Villa belongs to Tenuta Larnianone, a family run wine estate of 340 acres, that counts 8 different Villas and Apartm ...
From $759 per night (USD)VRBO
- From $1345 per night (USD)
Expedia
Villa Larniano, With Private Pool And View On Vineyard
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 11
The Villa belongs to Tenuta Larnianone, a family run wine estate of 340 acres, that counts 8 different Villas and Apartm ...
From $1345 per night (USD)Expedia
- From $289 per night (USD)
VRBO
Capanna di Citerna, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Capanna di Citerna sits on the white road between patchwork vineyards producing some of the Ricasoli estates most presti ...
From $289 per night (USD)VRBO
- From $215 per night (USD)
Expedia
Tower- Chiarne Lovely Flat with Panoramic Terrace!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 3
<p>Located in Asciano, this welcoming apartment brings it all within your reach. If you'd like to explore the area, you ...
From $215 per night (USD)Expedia
- From $466 per night (USD)
VRBO
[Little Escape] House with pool and panoramic view
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
<p>Located in Bucine, this welcoming apartment brings it all within your reach. Jump into your car and make short work o ...
From $466 per night (USD)VRBO
- From $3584 per night (USD)
Expedia
Borgo Merlo - Nine Bedroom Villa, Sleeps 22
- Bedrooms:
- 10
- Bathrooms:
- 9
- Sleeps:
- 22
You will find Borgo Merlo in the verdant Chianti hills in the heart of Tuscany. The accommodation here comprises three n ...
From $3584 per night (USD)Expedia
- From $1057 per night (USD)
VRBO
Casale San Vincenti, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
At this luxurious villa in the Chianti hills, you can immerse yourself in a landscape of vines laden with luscious sangi ...
From $1057 per night (USD)VRBO
- From $179 per night (USD)
Expedia
La Luna, Montefiorile, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
A Chianti Classico hillside resort, Montefiorile's cottages are nestled on a south bank with magnificent views across ro ...
From $179 per night (USD)Expedia
- Click For Pricing
VRBO
Farmhouse with private pool in the hills of Siena
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Farm stay in Siena with outdoor pool An outdoor pool and a garden are available at this smoke-free farm stay. Guest acc ...
Click For PricingVRBO
- From $300 per night (USD)
Expedia
Belvilla by OYO Villa Le Trappoline
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
This property has been cleaned with chemicals that are effective against Coronavirus. Our staff is following all safety ...
From $300 per night (USD)Expedia
- From $231 per night (USD)
VRBO
Farmhouse with beautiful pool and jacuzzi, panoramic location in chianti
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
<p>You'll find bicycles on site at this pet-friendly vacation home. Jump into your car and make short work of the 27-min ...
From $231 per night (USD)VRBO
- From $271 per night (USD)
Expedia
Federico farmhouse with swimming pool and jacuzzi, panoramic position in Chianti
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
<p>You'll find bicycles on site at this pet-friendly vacation home. Jump into your car and make short work of the 27-min ...
From $271 per night (USD)Expedia
- From $148 per night (USD)
VRBO
Farmhouse Colombaiolo Apartment Marta with swimming pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The Marta apartment is located within the Colombaiolo farm, in Siena, the city of the Palio, near the historic centre. T ...
From $148 per night (USD)VRBO
- From $146 per night (USD)
Expedia
Farmhouse Colombaiolo Apartment Simona with swimming pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The Simona apartment is located within the Colombaiolo farm, in Siena, the city of the Palio, near the historic centre. ...
From $146 per night (USD)Expedia
- From $1333 per night (USD)
VRBO
Tuscan tradition, contemporary style and comfort in the Chianti rolling hills
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
<p>Close to ecotours, cycling, and more, this smoke-free villa brings it all within reach. With convenient covered onsit ...
From $1333 per night (USD)VRBO
- From $666 per night (USD)
Expedia
Beautiful and spacious Tuscan villa with swimming pool.
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Beautiful and spacious Tuscan villa with swimming pool. Enjoy an unforgettable and relaxing vacation in this beautiful ...
From $666 per night (USD)Expedia
- From $205 per night (USD)
VRBO
La Stella, Montefiorile, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
A Chianti Classico hillside resort, Montefiorile's cottages are nestled on a south bank with magnificent views across ro ...
From $205 per night (USD)VRBO
- From $568 per night (USD)
Expedia
Podere San Carlo, Siena, Siena and Chianti
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
The best of all worlds can be enjoyed at this beautiful old stone house. Just 5km from Siena, it's easy to pop into the ...
From $568 per night (USD)Expedia
- From $119 per night (USD)
VRBO
Ginestra-Chianti Cozy Flat with Private Parking!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
<p>Located in Asciano, this welcoming apartment lets you experience it all. Jump into your car and make short work of th ...
From $119 per night (USD)VRBO
- From $111 per night (USD)
Expedia
Lavender-Chianti Studio with Garden&Parking!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
<p>Located in Asciano, this welcoming apartment lets you experience it all. Jump into your car and make short work of th ...
From $111 per night (USD)Expedia
- From $141 per night (USD)
VRBO
Olive Tree-Chianti Charming Flat with Private Parking!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
<p>Located in Asciano, this welcoming apartment lets you experience it all. With convenient onsite parking, you'll be re ...
From $141 per night (USD)VRBO
- From $819 per night (USD)
Expedia
Mulino nel Chianti 10, Emma Villas
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
This rate includes: -Utilities: electricity, water, gas for cooking purposes - weekly linen, initial and final cleaning ...
From $819 per night (USD)Expedia
- From $117 per night (USD)
VRBO
Siena-crete senesi-Val d’orcia
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Rental basis: Entire house or apartment Number of bedrooms: 2; Number of other rooms with beds: 0 Number of bathrooms: 1 ...
From $117 per night (USD)VRBO
- From $112 per night (USD)
Expedia
Vrbo Property
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 4
<p>This apartment lets you experience it all. </p><p>While you're here, you can enjoy all the comforts of home and more, ...
From $112 per night (USD)Expedia
- From $242 per night (USD)
VRBO
San Sano
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Independent house with private pool in the Chianti Classico, in an old hamlet of houses surrounded by vineyards, olive g ...
From $242 per night (USD)VRBO
- From $267 per night (USD)
Expedia
Il Girasole, Castelnuovo Berardenga, Siena and Chianti
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Split-level living is just one of the benefits offered by this cleverly designed villa. With communal areas on both floo ...
From $267 per night (USD)Expedia