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Villa vacation rentals in Castellina in Chianti

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Quick stats about villa rentals in Castellina in Chianti

  • Nightly prices starting at

    Castellina in Chianti vacation rentals start at ﺩ.ﺇ 367 per night before taxes and fees

  • Verified guest reviews

    Over 150 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Castellina in Chianti rentals

  • 4.5 Average rating

    Castellina in Chianti stays receive an average rating of 4.5 out of 5 from guests

Top-rated villa rentals in Castellina in Chianti

Guests agree: these villas are highly rated for location, cleanliness, and more.

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Guest favorite
Villa in Montepulciano
4.85 out of 5 average rating, 153 reviews

Montepulciano Central Villa – Sauna & Jacuzzi

Self checkin Get used to the Italian country lifestyle in this renovated, classic home. Turn on the fireplace to warm up in evenings or take a dip in the JACUZZI after an excursion. Maybe even invite friends for a nice dinner and then an evening SAUNA session. AIR CONDITIONER in each room In the heart of the historic center of Montepulciano, a stone's throw from Piazza Grande, we offer a unique and prestigious building of about 250 square meters. The unit is spread over three levels above ground with a splendid cave with shower and sauna in the basement. LOCATION: The building has an independent entrance, and is located in one of the most beautiful and evocative streets in all of Montepulciano. Montepulciano stands on the ridge that divides the Val d'Orcia from the Val di Chiana, and is located on a limestone hill. This beautiful Renaissance village, with a medieval layout, is set in a postcard landscape, which in any direction you look at refers to the most classic and widespread idea of ​​the Tuscan countryside, the one where waves of hills and golden fields dotted with cypresses chase each other. The Montepulciano area, with its excellent vineyards, is considered one of the best wine regions in the world and is certainly one of the most loved and visited tourist destinations in Tuscany Accesso autonomo con chiave in locker fuori al portone ( a richiesta ). Palazzetto nel centro storico interamente e finemente ristrutturato. Potrai accendere il camino durante le fredde serate, fare una SAUNA oppure immergerti nella JACUZZI Le camere hanno ARIA CONDIZIONATA The house 'was renovated with details of great luxury. You can turn on the fireplace to warm your evenings or take a jacuzzi tub on your return from your excursions or even find a moment to relax in the sauna together with your friends or relatives Nearby the famous spas of Chianciano, the charming and romantic Pienza, the surreal little town of Bagni Vignone with thermal water pools, Monticchiello where you step back in time and then Siena, Montalcino, San Gimignano, Cortona and Arezzo yet Florence ....... and all the beautiful Tuscany around you! The house is built on several levels. On the ground floor a large living room with fireplace, the spacious fully equipped kitchen, laundry room and a bathroom. The first-floor suite with a private bathroom and the second double room with bathroom. Even more on the attic floor with 2 other beds and small bathroom. In the basement, cellar compartment with showers and sauna. Guests will have the whole house I will be at your disposal for any request ..... There is no place more evocative in Tuscany, this charming village of Chianti, situated on a hill high m.650, rich in vineyards and ancient cellars. Nearby the famous spas of Chianciano, the charming and romantic Pienza, the surreal little town of Bagni Vignone with thermal water pools, Monticchiello where you step back in time and then Siena, Montalcino, San Gimignano, Cortona and Arezzo yet Florence ....... and all the beautiful Tuscany around you! The church of San Biagio, the Dome of Montepulciano, pound shops with local crafts ...... if you look for handmade things ..... you'll be in the right place! :-) The house is very large and articulated on four levels. In the basement there are sauna (for 3/4 people) and a shower. In the ground floor, the living room with dining table and living room with fireplace and TV, large kitchen, laundry room and a bathroom. On the first floor, the master bedroom with private bath and jacuzzi and double room with bathroom and shower, on the top floor there is a master bedroom, and a loft with sofa bed and pullout bed. Experience Montepulciano's small town magic with quaint food and drink options. Feel transported back to the 1500s, while exploring secret basements, old convents with vaulted ceilings, or ancient excavations, which can be found all over town. Montepulciano, once again this year, is ready to host all visitors who want to fully experience in the magical local atmosphere. Don’t forget a romantic walk through the streets of the charming historic center, the glimpses of the Val d'Orcia and the extraordinary excellences. food and wine of the area: pici, Tuscan and Cinta Senese salami, tagliata and Florentine di Chianina, pecorino cheese, typical pasta to be enjoyed with traditional sauces and of course the Vino Nobile di Montepulciano DOCG. Of note is the Civic Museum which since 1954 has been based in Via Ricci, in the fourteenth-century Palazzo Neri Orselli. Various cultural initiatives are held in this evocative location and recently the attribution to Caravaggio of a portrait from the collection has aroused strong interest in this museum. For those who stop for several days in Montepulciano, within 30 minutes by car there is no shortage of extraordinary places to visit such as the cities of Pienza and Cortona, Sarteano and the Etruscan Museum of Chiusi, the medieval villages of Montefollonico, Bagno Vignoni and Monticchiello. And among the Sienese hills of Sant’Albino, about 3 km from Montepulciano, are the Terme di Montepulciano, a modern health, wellness and beauty center characterized by the exclusivity of the thermal waters that flow from over 130 meters deep. With your car, you can comfortably in less than 40 minutes, reach multiple sites and charming locality of Tuscany if you have small children, is also the high chair and cot for baby

Top guest favorite
A charming house is depicted, surrounded by a well-maintained garden. Green shutters frame large glass doors that open to the outdoor space. A pathway leads through grass and flower beds, with trees providing shade, enhancing the tranquil setting.
Villa in Impruneta
4.99 out of 5 average rating, 137 reviews

Enchanted Garden

Description of the apartment The apartment is 85 square meters big and is accessible through a vast internal yard. It has all the facilities and is well furnished. The kitchen has a dishwasher and a microwave. Each of the 2 rooms has a bathroom with a shower and tall windows that give luminosity to the interior. A windowed door of the living room leads to a beautiful private garden that has a barbecue grill. At the back of the garden there's a verandah where's placed a washing machine. The apartment is provided with heating, air conditioner, wi-fi internet, satellite tv and a dvd player. The location Il Giardino incantato (The enchanted garden) is situated in Certosa, Florence, at the entrance to the city, and is surrounded by green and peaceful tuscan hills and a vast garden of about 5000 square meters. The city centre is conveniently reachable by bus. We are close to the Certosa monastery that is famous for its history as well as for its art, in particular the works of the italian painter Pontormo. Besides, we are just few kilometers away from the center of Imprunetta, a town famous for its terracotta art. There are also some important sights to visit for example the Sanctuary of Santa Maria Maggiore. Imprunetta is an area of olive trees plantations and wine yards so there you can find locally produced wine and olive oil of the finest quality. How to reach us The Giardino incantato (the enchanted garden) is happily located just 100 meters away from the A1 highway (exit Florence-Certosa) and from the entrance to the Florence-Siena road. At about 150 meters there's a bus stop of the line 37 that goes directly to the Florence main railway station Santa Maria Novella as well as of the intercity buses that will take you straight to Siena and Grosseto. The airport of Florence Peretola is easily reachable by highway A1 (20 min. ride). Finally in our staff there is an official turistic guide of Florence, wich offers its services to guests at special rates.

Guest favorite
A spacious kitchen showcases a large stone fireplace with a wooden mantle as its centerpiece. Light streams through the window, illuminating the wooden beams overhead. A dining table is set for a meal, while traditional utensils adorn the walls, enhancing the inviting ambiance.
Villa in Castellina in Chianti
4.93 out of 5 average rating, 253 reviews

Manor House - IlVillinoFarmhouse

Entire upper floor of the newly renovated Manor House in traditional Tuscan style. High ceilings with exposed beams make the place cozy and perfect for families or groups of friends. In the house, there are two large functional fireplaces (in the living room and kitchen). Private, non-shared accommodation. The house has a large covered terrace, garden with sofas, BBQ, fire pit, private parking. The swimming pool among the olive trees and vineyards is ideal for relaxation and has private access to the shared area

Top guest favorite
A charming stone villa is set amidst a lush green lawn. The building features wooden window shutters and a terracotta tile roof. A covered porch, adorned with flower pots, offers a welcoming outdoor space, complemented by a backdrop of blooming plants and trees.
Villa in Barberino Tavarnelle
4.97 out of 5 average rating, 105 reviews

CasaDiManuela:TotallyPrivateChiantiVilla withTub

CasaDiManuela:TotallyPrivateVilla in Chianti withTub Jacuzzi The villa, immersed in the Chianti countryside, was obtained from an old farmhouse and then renovated with extreme care and attention to detail. Original terracotta floors and ceilings with ancient exposed beams, old traditional Tuscan furniture, flowery fabrics that dress beds and armchairs, paintings, antique china and lived objects recovered from markets and junk dealers will frame your living room. Nothing here is by chance.

Guest favorite
Villa in Monteriggioni
4.97 out of 5 average rating, 173 reviews

Villa of the 2 Olive Trees (Abbadia Isola)

FULLY AIR CONDITIONED, modern 6BR/4BA VILLA on Via Francigena: an enchanted paradise for friends & families with kids (trampoline, basketball area, soccer & volley/beach tennis nets, fossball, table tennis) & w. pets (fenced garden). Located in the small village Abbadia Isola in the shadow of the medieval castle of Monteriggioni, right on the path the ancient road & pilgrim route running from France to Rome (via Francigena) A.k.A FAMILY GROUPS KIDS FRIENDS dream VILLA Siena 12mn (ABB)

Top guest favorite
A historic tower rises prominently against a blue sky dotted with fluffy clouds. Surrounding greenery complements the stone structure, with trees and small buildings visible along the hillside, collectively conveying a sense of tranquility.
Villa in Montecatini Val di Cecina
4.99 out of 5 average rating, 137 reviews

Belforti Tower

Torre dei Belforti is the perfect place for people who love beauty, nature and art. Sleeping at the Tower is like traveling trough the time, between knights and princesses. The wonder of this place is enriched by a big garden, with its swimming pool, the cypresses alleys and the olive trees. The village is also a magic place well preserved and still alive. We are Emilia and Luca, we live here and our mission is to give the best to our guests, to fully enjoy this marvelous place.

Superhost
The exterior of a charming stone villa is showcased, with a refreshing swimming pool in the foreground. Lush green grass surrounds the pool area, and a shaded gazebo with seating is positioned nearby. Rolling hills and a clear blue sky form a picturesque backdrop.
Villa in Greve in Chianti
4.86 out of 5 average rating, 176 reviews

Villa La Doccia, Greve in Chianti

Villa La Doccia is located about an 8-minute drive from the center of Greve in Chianti, in the area of Casole, in the heart of the beautiful Chianti countryside. The villa is located in a quiet and peaceful area, on a small farm surrounded by vineyards and olive groves, where guests can enjoy nature and the typical Tuscan landscapes. The location is ideal for those who want to relax in the countryside but at the same time be close to the center of Greve in Chianti.

Guest favorite
A heated jacuzzi is situated under a shaded pergola, surrounded by lush greenery and colorful flowers. The serene outdoor space is complemented by a gravel path leading towards vineyards in the background, inviting relaxation and privacy.
Villa in San Casciano In Val di Pesa
4.95 out of 5 average rating, 201 reviews

Il Vichiaccio: Accessible Chianti Villa & Jacuzzi

Cozy Chianti getaway near Florence. This 135sqm stone house has a rustic kitchen with a fireplace. It sleeps 9 guests in 3 rooms, but for groups of 11, a 4th bedroom is included. Smaller groups can add it for extra comfort (extra fee). Enjoy the private garden with a covered dining area, a patio with armchairs and parking. The ground floor is fully wheelchair-friendly (kitchen, bedroom, bath). Plus, A/C and a private Jacuzzi (extra fee) for relaxing under the stars!

Top guest favorite
Bright seating area features two white armchairs and a patterned ottoman, surrounded by large glass arches that open to a lush garden. Natural light floods the space, enhancing the exposed stone walls and wooden ceiling beams, complemented by a large potted plant.
Villa in San Casciano
4.97 out of 5 average rating, 119 reviews

Luxury Villa in the very heart of Chianti

The views, the views, oh my word the VIEWS! Originating in the early 12th century this spectacular home once served as the bakery for the entire village. Now fully renovated, the entrance and ground level have been opened with glass arches allowing natural light to illuminate the exposed walls, 4 large bedrooms, 3 with ensuite baths ( including a jacuzzi ). Only Minutes away from the famous Wineries of Chianti, this is THE Spot for a glass amongst friends.

Top guest favorite
An inviting villa surrounded by lush greenery and vibrant flowers, featuring blooming rose bushes and olive trees. The gravel pathway leads to the entrance, showcasing a two-story structure with balconies. Sunlight highlights the colorful landscape, creating a serene atmosphere.
Villa in Impruneta
5 out of 5 average rating, 184 reviews

The Tower

Ancient Tuscan villa, beautiful, with exclusive private garden, completely renovated, surrounded by the beautiful and gentle Tuscan hills. The villa has a breathtaking view, is very sunny, well furnished and equipped with all amenities, quiet and not isolated. The house is located in Bagnolo, a small hamlet of Impruneta at the gates of Chianti, an area of olive groves, vineyards and peace. The house is about 10 km by car from the center of Florence.

Guest favorite
Villa in Siena
4.89 out of 5 average rating, 305 reviews

Villa Capanna, Private Pool, Breathtaking Views

Ancient restored barn with up to 6 bedrooms and 6 bathrooms, immersed in a historic wine estate, just 6 km from Siena. One of the most beautiful views that the Tuscan panorama can offer, airconditioned bedrooms, exclusive swimming pool, large triple garden, BBQ, poolside table, terrace to enjoy the sunset over the medieval towers on the horizon while sipping the organic wines of the estate, fireplace, parking free, WI-FI internet.

Top guest favorite
A well-maintained garden surrounds a refreshing pool, bordered by manicured grass. A comfortable seating area, featuring two lounger chairs and a shaded umbrella, provides a serene spot for relaxation. Soft greenery and flowering shrubs form a natural backdrop, enhancing the tranquil atmosphere.
Villa in Tignano
4.96 out of 5 average rating, 205 reviews

Villa Isabella

Villa Isabella is a comfortable Tuscan style villa located in the splendid Chianti hills in Tuscany with a large garden and a spectacular breathtaking panoramic swimming pool for exclusive use where you can experience the Tuscan tradition in full local style with the possibility of organizing private shuttles service for reach the property traditional experiences, services and tours only and exclusively for our guests.

Popular amenities for Castellina in Chianti villa rentals