Siena Rentals
From $113 per night (USD)VRBO
Lovely apartment in villa for 4 people with pool, WIFI, TV, terrace, pets allowed and parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Property Summary The charming country house, "Giuggiolo", is a holiday rental nestled among lush trees and vineyards in ...
From $113 per night (USD)VRBO
From $215 per night (USD)Expedia
Beautiful apartment in villa for 4 guests with WIFI, pool, TV, terrace and parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Property Summary Agriturismo "Bardeggiano" offers a unique vacation rental experience in Tuscany. This two-story propert ...
From $215 per night (USD)Expedia
From $124 per night (USD)VRBO
Beautiful apartment in villa for 2 people with pool, WIFI, TV, patio and parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Property Summary Agriturismo "Bardeggiano" offers a unique vacation rental experience in Tuscany. This two-story propert ...
From $124 per night (USD)VRBO
From $184 per night (USD)Expedia
Beautiful apartment in villa for 4 guests with WIFI, pool, TV, terrace, panoramic view and parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Property Summary Agriturismo "Bardeggiano" offers a unique vacation rental experience in Tuscany. This two-story propert ...
From $184 per night (USD)Expedia
From $170 per night (USD)VRBO
MiniApartment 2km From City Centre out of No traffic Area - Parking Included
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This Mini One Bedroom Apartment offers travellers the comfort and convenience so often required when travelling away fro ...
From $170 per night (USD)VRBO
From $219 per night (USD)Expedia
Lovely apartment in villa with A\/C, WIFI, pool, TV, patio, pets allowed, panoramic view and park...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Property Summary Country House "Cignanbianco" is a picturesque property nestled amidst fields and vineyards in Castelli ...
From $219 per night (USD)Expedia
From $197 per night (USD)VRBO
Lovely apartment in villa for 4 guests with pool, WIFI, TV, terrace and parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Property Summary Agriturismo "Bardeggiano" offers a unique vacation rental experience in Tuscany. This two-story propert ...
From $197 per night (USD)VRBO
From $142 per night (USD)Expedia
Cosy apartment in villa for 2 guests with pool, WIFI, TV, terrace and parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Property Summary Agriturismo "Bardeggiano" offers a unique vacation rental experience in Tuscany. This two-story propert ...
From $142 per night (USD)Expedia
From $171 per night (USD)VRBO
Beautiful apartment in villa for 4 guests with WIFI, pool, TV, terrace and parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Property Summary Agriturismo "Bardeggiano" offers a unique vacation rental experience in Tuscany. This two-story propert ...
From $171 per night (USD)VRBO
From $192 per night (USD)Expedia
Lovely apartment in villa with pool, WIFI, TV, patio, pets allowed, panoramic view and parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Property Summary: The "Cellole" country house is a detached property offering six apartments for rent, nestled among tre ...
From $192 per night (USD)Expedia
From $160 per night (USD)VRBO
Nice apartment in villa with pool, WIFI, TV, patio, pets allowed, panoramic view and parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Property Summary: The "Cellole" country house is a detached property offering six apartments for rent, nestled among tre ...
From $160 per night (USD)VRBO
From $146 per night (USD)Expedia
Lovely apartment in villa for 2 guests with pool, WIFI, TV, terrace and parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Property Summary Agriturismo "Bardeggiano" offers a unique vacation rental experience in Tuscany. This two-story propert ...
From $146 per night (USD)Expedia
From $223 per night (USD)VRBO
Beautiful apartment in villa with A\/C, WIFI, pool, TV, patio, pets allowed, panoramic view, parking
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 9
Property Summary Country House "Cignanbianco" is a picturesque property nestled amidst fields and vineyards in Castelli ...
From $223 per night (USD)VRBO
From $105 per night (USD)Expedia
Nice apartment in villa with WIFI, pool, A\/C, TV, patio, pets allowed, panoramic view and parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Property Summary Country House "Cignanbianco" is a picturesque property nestled amidst fields and vineyards in Castelli ...
From $105 per night (USD)Expedia
From $201 per night (USD)VRBO
Lovely apartment in villa with pool, WIFI, TV, patio, pets allowed, panoramic view and parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Property Summary: The "Cellole" country house is a detached property offering six apartments for rent, nestled among tre ...
From $201 per night (USD)VRBO
From $181 per night (USD)Expedia
Beautiful apartment in villa with WIFI, pool, TV, patio, pets allowed, panoramic view and parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Property Summary: The "Cellole" country house is a detached property offering six apartments for rent, nestled among tre ...
From $181 per night (USD)Expedia
From $87 per night (USD)VRBO
Lovely apartment in villa for 5 guests with WIFI, pool, TV, patio, pets allowed and parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Property Summary The charming country house, "Giuggiolo", is a holiday rental nestled among lush trees and vineyards in ...
From $87 per night (USD)VRBO
From $155 per night (USD)Expedia
Cosy apartment in villa for 2 people with WIFI, pool, TV, terrace and parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Property Summary Agriturismo "Bardeggiano" offers a unique vacation rental experience in Tuscany. This two-story propert ...
From $155 per night (USD)Expedia
From $2128 per night (USD)VRBO
Belvilla by OYO Villa Le Buche
- Bedrooms:
- 26
- Bathrooms:
- 13
- Sleeps:
- 26
This beautiful holiday home in Bucine is equipped with all conveniences. Relax in the hot tub, shed some calories in the ...
From $2128 per night (USD)VRBO
From $1537 per night (USD)Expedia
Belvilla by OYO Villa Aiola
- Bedrooms:
- 10
- Bathrooms:
- 5
- Sleeps:
- 12
Stay comfortably and feel completely at home with loved ones in this great holiday home with a private swimming pool, a ...
From $1537 per night (USD)Expedia
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Villa Capannuccia \/ Locanda La Capannuccia
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 9
Villa Capannuccia (Locanda La Capannuccia) is a construction from the 1600s. Located in the Chianti Classico area in the ...
Click For PricingVRBO
From $225 per night (USD)Expedia
Morellino - Il Casale di Villore, Poggibonsi, Siena, Tuscany
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
A private external staircase leads to this cozy apartment, ideal for two guests. The country kitchen with its antique ma ...
From $225 per night (USD)Expedia
From $830 per night (USD)VRBO
Extremely panoramic villa with private swimming pool, large, well-equipped outdoor area, terrace wit
- Bedrooms:
- 9
- Bathrooms:
- 8
- Sleeps:
- 18
19th C. farmhouse surrounded by woods, olive groves and vineyards. A very attractive villa deriving from the complete re ...
From $830 per night (USD)VRBO
From $397 per night (USD)Expedia
Typical villa with private pool in a panoramic position in southern Tuscany, a few kilometres from t
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 14
Old farmhouse with the typical Tuscan architectural features. Il Poggiarone is a splendid farmhouse with typical Tuscan ...
From $397 per night (USD)Expedia
From $265 per night (USD)VRBO
Cottage with private swimming pool, Jacuzzi and air conditioning. Extremely panoramic position, surr
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The holiday house Casa Cervognano, is plunged into a splendid landscape of silver olive groves and rows of vineyards, si ...
From $265 per night (USD)VRBO
From $123 per night (USD)Expedia
superior ground floor apartment with pool view
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Rental basis: Entire house or apartment Number of bedrooms: 1; Number of other rooms with beds: 0 Number of bathrooms: 1 ...
From $123 per night (USD)Expedia
From $398 per night (USD)VRBO
Rent villa San Giovanni d\\'Asso
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
La Cavallo is a delightful two-story house right inside the little hilltown of San Giovanni d’Asso, not far from Siena. ...
From $398 per night (USD)VRBO
From $1123 per night (USD)Expedia
Villa to rent in San Giovanni d\\'Asso
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
In the beautiful Tuscan countryside of Val d\'Orcia lays Villa San Giovanni, an ancient stone farmhouse that was complet ...
From $1123 per night (USD)Expedia
From $328 per night (USD)VRBO
Podere Gioia by Interhome
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
Podere Gioia consists of two independent housing units. Our offer includes three apartments, two of which are in the sam ...
From $328 per night (USD)VRBO
From $164 per night (USD)Expedia
Comfortable apartment with garden in an old farmhouse with swimming pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Living room with fireplace and sofa bed, dining room/kitchen, a triple bedroom (one double and one single bed or three s ...
From $164 per night (USD)Expedia
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Tuscany, rentals, villas, Italian, rent a villa, Italian villa rentals, short term rentals in Tuscany
- Bedrooms:
- 11
- Bathrooms:
- 11
- Sleeps:
- 24
Villa "La Contessa" is a perfect venue for an unforgettable stay in the heart of Tuscany. Located 35 kms south of Siena ...
Click For PricingVRBO
From $1704 per night (USD)Expedia
My Rental Homes - Villa la Foresta with private swimming pool and garden
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 14
Villa La Foresta is a beautiful property located between Val d’Orcia and Val di Chiana, a spectacular location for those ...
From $1704 per night (USD)Expedia
From $4716 per night (USD)VRBO
My Rental Homes - Villa Torre del Chianti with hited pool, Gym and wellness center
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 10
Villa Torre del Chianti is a unique property in the heart of the Chianti reagion in Tuscany, a step away from Radda in C ...
From $4716 per night (USD)VRBO
From $98 per night (USD)Expedia
\"Sunflower 4\" Romantic for two
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
40sqm + 15sqm of private garden and patio. Private entrances on the ground floor, table for outdoor dining, bench and ro ...
From $98 per night (USD)Expedia
Click For PricingVRBO
Villa rental in Pianella near Siena - Pianella vacation villa
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
In the heart of the Chianti Classico region, this hillside estate offers a tranquil and classic Tuscan experience. Par ...
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Click For PricingExpedia
Best location Chianti Villa, private pool, beautiful garden, fully equipped
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Splendid 18th century mansion with typical Sienese architecture. It is situated next to the historical village of Bascia ...
Click For PricingExpedia
From $127 per night (USD)VRBO
Small town Tuscan living at Casa Delle Campane
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Situated in the charming and historic city center of Chiusi, Casa Delle Campane is the perfect location to experience sm ...
From $127 per night (USD)VRBO
From $720 per night (USD)Expedia
Palazzo Pannilini-Historical residence
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Furnished apartment of about 360 square meters, located on the second floor of a noble sixteenth-century building, of hi ...
From $720 per night (USD)Expedia
From $115 per night (USD)VRBO
Apartment in the castle, with restaurant and swimming pool, pink
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This stunning large apartment of 80 sqm for 5 people is located in the medieval castle, near the restaurant and the rece ...
From $115 per night (USD)VRBO
From $182 per night (USD)Expedia
Superb holiday home with private terrace, panoramic swimming pool and wi-fi wi-fi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This apartment is located in a beautiful Tuscan farmhouse called "Podere Scopeto", recently renovated and consists of 9 ...
From $182 per night (USD)Expedia
From $107 per night (USD)VRBO
Villa Mocarello - the Holm Oak -
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This romantic apartment is located on the second floor of a 19th century Leopoldinian Villa. The independent entrance ca ...
From $107 per night (USD)VRBO
From $242 per night (USD)Expedia
The House of Alice, charm and relaxation
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Once in Montalcino, turn around a roundabout depicting the God of Bacchus and head for Castelnuovo dell'Abate. We arrive ...
From $242 per night (USD)Expedia
From $172 per night (USD)VRBO
villa Mocarello - l'Ulivo -
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This romantic apartment is located on the second floor of a 19th century Leopoldinian Villa. The independent entrance ca ...
From $172 per night (USD)VRBO
From $128 per night (USD)Expedia
Wisdom Apartment - Old Town
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Small apartment in the historic center of Siena, near the Piazza del Campo is located in the pedestrian area is easily a ...
From $128 per night (USD)Expedia
From $150 per night (USD)VRBO
Casa Laura in the countryside of San Gimignano
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Casa Laura is a nice and comfortable apartment located in a residencial hamlet with free parking and shared pool. The ap ...
From $150 per night (USD)VRBO
From $117 per night (USD)Expedia
Casale between Siena and the Chianti hills
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Casale La Querce, a typical building of Tuscany, was built at the end of the eighteenth century by the peasants of princ ...
From $117 per night (USD)Expedia
From $91 per night (USD)VRBO
The Pomegranate - San Quirico d'Orcia
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
This property, located in the upper part of San Quirico d Orcia, consists of two apartments: the owners live on the uppe ...
From $91 per night (USD)VRBO
From $213 per night (USD)Expedia
Independent house in the historic center
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Detached house 105 sqm, townhouse,, ground floor: living room, kitchen, bathroom; floor 1: 2 bedrooms, 1 wardrobe, 1 bat ...
From $213 per night (USD)Expedia
From $119 per night (USD)VRBO
Farmhouse IL PODERUCCIO with views of the Val d'Orcia, for FAMILIES
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
The Poderuccio offers a rich variety of accommodation for a total of eight beds, to meet all kinds of needs. Our accommo ...
From $119 per night (USD)VRBO
From $134 per night (USD)Expedia
Farmhouse in old mill nestled in the beautiful Chianti hills
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
The farmhouse is part of the property called Molino Bianco, an old stone mill documented since the eleventh century. As ...
From $134 per night (USD)Expedia
From $237 per night (USD)VRBO
Prugnolo - Il Casale di Villore, Poggibonsi, Siena, Tuscany
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Apartment Prugnolo encompasses the entire ground floor of the main structure and furnished with a mix of antique and mod ...
From $237 per night (USD)VRBO
From $100 per night (USD)Expedia
Villa Mocarello - The Cypress -
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The apartment, located on the second floor of a Nineteenth-century Leopoldinian Villa, is reached walking through the lu ...
From $100 per night (USD)Expedia
From $167 per night (USD)VRBO
Beautiful studio located in a park with private garden, swimming pool, parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The small house, called 'La Limonaia' is located within a beautiful park of a holiday home in the historic center of Sin ...
From $167 per night (USD)VRBO
From $764 per night (USD)Expedia
Crognole 6, Emma Villas
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
The Price includes: - Utilities: electricity, water, gas for kitchen use - weekly linen, initial and final cleaning - Z ...
From $764 per night (USD)Expedia
From $455 per night (USD)VRBO
Casa Elia 6, Emma Villas
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 6
The Price includes: -Utilities: electricity - water - gas for cooking use - weekly linen, initial and final cleaning - ...
From $455 per night (USD)VRBO
From $451 per night (USD)Expedia
Medieval Tower unusual and atypical accomodation for your holiday
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located on top of a hill staying will give you a stunning view of the Tuscany hillsides from all angles. You can even se ...
From $451 per night (USD)Expedia
From $857 per night (USD)VRBO
La Casa dell'Artista 6, Emma Villas
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
The Price includes: - Utilities: electricity - water - gas for cooking use - weekly linen, initial and final cleaning - ...
From $857 per night (USD)VRBO
From $1040 per night (USD)Expedia
I Sodi di Bibbiano, Spa and private swimming pool
- Bedrooms:
- 8
- Bathrooms:
- 9
- Sleeps:
- 18
Very large villa in the middle of the vineyard of the Bibbiano Chianti Classico estate. This unit has nine double bedroo ...
From $1040 per night (USD)Expedia
From $477 per night (USD)VRBO
Bibbiano - La Limonaia detatched lovely villa with private swimming pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This detatched villa has 2 double bedrooms and 2 bathrooms, a large living area and kitchen. The use of the swimming poo ...
From $477 per night (USD)VRBO
From $147 per night (USD)Expedia
YOUR EXCLUSIVE HOLIDAY BETWEEN VINEYARDS AND CASTLES
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Casa Maria is a wonderful, semi detached, split level villa situated in the Villa A Sesta hamlet. Positioned in the hear ...
From $147 per night (USD)Expedia
From $1123 per night (USD)VRBO
Beautiful private villa for 10 people with WIFI, private pool, A\/C, TV, panoramic view and parking
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 10
Lavacchio 10 is located 12 km (7 mi) from Montalcino, Italy and only 48 km (30 mi) from Montepulciano in the tourist are ...
From $1123 per night (USD)VRBO
From $107 per night (USD)Expedia
Double bedroom with private bathroom, private access, garden and swimming pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Large double bedroom (18 sqm) with private bathroom, elegantly furnished with period furniture. The room can be accessed ...
From $107 per night (USD)Expedia
From $85 per night (USD)VRBO
Apartment in Chianciano Terme with panoramic view
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The apartment is located on the ground floor in Chianciano Terme, a step away from the main Piazza Italia and the respec ...
From $85 per night (USD)VRBO
From $186 per night (USD)Expedia
Large apartment with garden in an old farmhouse with swimming pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Living/dining room with fireplace and kitchenette, one double bedroom, one twin bedroom, two bathrooms with shower, full ...
From $186 per night (USD)Expedia
From $324 per night (USD)VRBO
CHARMING FARMHOUSE BETWEEN VALLEYS AND THE MAGIC SENESE HILLS
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Ancient Casale of 800 of 160 square meters. on a hillock at 450 m. which dominates two sides, between Siena, Volterra an ...
From $324 per night (USD)VRBO
From $133 per night (USD)Expedia
Apartment in Farmhouse-House with character
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The beautiful 13th-century stone farmhouse is set on a knoll just 2km from the picturesque medieval hilltown of Cetona ( ...
From $133 per night (USD)Expedia
From $164 per night (USD)VRBO
House with private terrace and exceptional view Crete Senesi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
The apartment is in a Propriétée on the scenic road that leads to the Abbey of Monte Oliveto Maggiore, it is only 2km fr ...
From $164 per night (USD)VRBO
From $313 per night (USD)Expedia
Mantegna, Galenda, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
A Chianti Classico hamlet resort, Galenda's cottages lay on a ridge with magnificent views across rolling hills draped w ...
From $313 per night (USD)Expedia
From $261 per night (USD)VRBO
Il Poggetto a Vescinino, Radda in Chianti, Siena and Chianti
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Tucked away behind trees, yet opening out onto breathtaking hillside views, this charming country villa is an escapist’s ...
From $261 per night (USD)VRBO
From $910 per night (USD)Expedia
Solaria di Santa Maddalena 14, Castelnuovo Berardenga, Siena and Chianti
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 14
Graced with views of hills cloaked in vineyards and olive groves, this generous-sized villa is a well located as well as ...
From $910 per night (USD)Expedia
From $248 per night (USD)VRBO
Lavanda, Castellare in Chianti, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Castellare in Chianti's cottages and apartments are nestled in the woods in the uplands of Gaiole in Chianti 8 Km from t ...
From $248 per night (USD)VRBO
From $382 per night (USD)Expedia
Podere Osteria, Pienza, Siena and Chianti
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
The cypress-lined approach to this property near Montepulciano in Siena hints at its elegant grounds populated by willow ...
From $382 per night (USD)Expedia
From $131 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 $131 per night (USD)VRBO
From $794 per night (USD)Expedia
Casale Cipressi, Castellina in Chianti, Siena and Chianti
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
This is a great option for multi-generational families or friends who want to be spoilt. The beautifully kept Casale Cip ...
From $794 per night (USD)Expedia
From $234 per night (USD)VRBO
Rosmarino, Castellare in Chianti, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Castellare in Chianti's cottages and apartments are nestled in the woods in the uplands of Gaiole in Chianti 8 Km from t ...
From $234 per night (USD)VRBO
From $355 per night (USD)Expedia
Sestuccina, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This romantic contemporary hideaway garners top marks from those who’ve discovered it – including, not surprisingly, a h ...
From $355 per night (USD)Expedia
From $208 per night (USD)VRBO
Peperoncino, Castellare in Chianti, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Castellare in Chianti's cottages and apartments are nestled in the woods in the uplands of Gaiole in Chianti 8 Km from t ...
From $208 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 $394 per night (USD)VRBO
La Casa di Radda, Radda in Chianti, Siena and Chianti
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
A sleek and charming bungalow in the town of Radda in Chianti, La Casa di Radda is a lovely getaway for 5 people. It’s a ...
From $394 per night (USD)VRBO
From $288 per night (USD)Expedia
Venus, Podere di Casalta, Castellina in Chianti, Siena and Chianti
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Sitting on the hillside between Castellina in Chianti (8.5Km distance) and Panzano in Chianti (6.5Km distance) down an a ...
From $288 per night (USD)Expedia
From $568 per night (USD)VRBO
Podere Terrena, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Guests of this attractive stone villa in the heart of Chianti, which is made even more beautiful by climbing roses and p ...
From $568 per night (USD)VRBO
From $806 per night (USD)Expedia
Borratella, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
A luxurious old stone villa set among acres of vines in the heart of Chianti, Borratella is a fabulous holiday home for ...
From $806 per night (USD)Expedia
From $325 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 $325 per night (USD)VRBO
From $218 per night (USD)Expedia
I Cipressi, Vignale, Castelnuovo Berardenga, Siena and Chianti
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Set on a Chianti hillside, Vignale is a beautifully restored collection of original farm buildings, thoughtfully transfo ...
From $218 per night (USD)Expedia
From $883 per night (USD)VRBO
Treccianino 12, Sovicille, Siena and Chianti
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
Ideal for groups of friends or families seeking a touch of luxury, Treccianino is a huge stone villa with a private pool ...
From $883 per night (USD)VRBO
From $417 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 $417 per night (USD)Expedia
From $185 per night (USD)VRBO
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 $185 per night (USD)VRBO
From $162 per night (USD)Expedia
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 $162 per night (USD)Expedia
From $402 per night (USD)VRBO
Capanna Leopoldina 8, Rocca di Castellina, Castellina in Chianti, Siena and Chianti
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
The country resort of La Rocca Castellina could not feel more Tuscan. It's an authentic working vineyard with a warm, ho ...
From $402 per night (USD)VRBO
From $313 per night (USD)Expedia
Capanna di Camporata, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This typical Chianti cottage is ideal for a couple who are looking for a romantic and peaceful hideaway, yet it is also ...
From $313 per night (USD)Expedia
From $539 per night (USD)VRBO
San Gimignano Town Garden - 8 pax
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: ENG San Gimignano Town Garden is a one in a million apartment characterized by a central location and wide inte ...
From $539 per night (USD)VRBO
From $118 per night (USD)Expedia
San Gimignano Apartments Vernaccia free Netflix
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Romantic nest in the heart of San Gimignano ideal for couples. The apartment has an entrance hall with living-dining roo ...
From $118 per night (USD)Expedia
From $305 per night (USD)VRBO
Nicchio, Agriturismo Vinci, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Surrounded by the rolling Chianti hills covered with vineyards and olive groves, this property is wonderfully positioned ...
From $305 per night (USD)VRBO
From $377 per night (USD)Expedia
Athena-Urania, Podere di Casalta, Castellina in Chianti, Siena and Chianti
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Sitting on the hillside between Castellina in Chianti (8.5Km distance) and Panzano in Chianti (6.5Km distance) down an a ...
From $377 per night (USD)Expedia
From $218 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 $218 per night (USD)VRBO
From $520 per night (USD)Expedia
Capanna Leopoldina 10, Rocca di Castellina, Castellina in Chianti, Siena and Chianti
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
The country resort of La Rocca Castellina could not feel more Tuscan. It's an authentic working vineyard with a warm, ho ...
From $520 per night (USD)Expedia
From $930 per night (USD)VRBO
Tenuta Lo Spugno, Radda in Chianti, Siena and Chianti
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
A delicate balance of rustic farmhouse style and modern comfort, Tenuta Lo Spugno is an extraordinary, and thoroughly pr ...
From $930 per night (USD)VRBO
From $176 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 $176 per night (USD)Expedia
From $626 per night (USD)VRBO
Vecchio Frantoio, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Vecchio Frantoio is a beautifully restored two-storey stone-built villa in the hamlet of Casanuova di Ama, surrounded by ...
From $626 per night (USD)VRBO
From $747 per night (USD)Expedia
Valliole, Gaiole in Chianti, Siena and Chianti
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This sprawling 17th-century villa occupies a dreamy position in the heart of rolling Chianti country with views across o ...
From $747 per night (USD)Expedia