Apartment vacation rentals in Castellina in Chianti

4.97 out of 5 average rating, 298 reviews

A rustic dining area features a long wooden table set with linens and decorative items. The space is illuminated by a chandelier and has large windows offering views of the surrounding landscape, with a stone fireplace and traditional frescoes adorning the walls.

Apartment in Carmignano

Giglio Blu Charming Loft + Wi-Fi + Netflix

The accommodation is a portion of a historical noble residence dating back to the 14th century, adorned with frescoes and tastefully restored. It is located on the ground floor of a quiet and safe street, with a private and independent entrance and self check-in. The space is cozy, comfortable, and elegant, perfect for guests seeking an authentic Tuscan experience with modern comfort and technology. It is situated just a few kilometers away from Florence, Pisa, Lucca, Vinci, San Gimignano...

LocationFamilyWifi

4.98 out of 5 average rating, 338 reviews

A scenic view captures a lush landscape with rolling hills, vineyards, and olive trees under a colorful sunset. The traditional Tuscan casolare is visible in the background, surrounded by greenery, while the horizon features soft hues of orange and pink.

Apartment in Poggibonsi

Laura Chianti Holidays

Laura Chianti Vacanze is the ideal solution for those seeking peace and tranquility immersed in the Chianti countryside. The apartment is halfway between Florence and Siena, and is conveniently located for quick access to Florence, Siena, San Gimignano, Volterra, as well as the beautiful Chianti hills. The apartment offers private parking, two bedrooms, a fully equipped kitchen, private bathroom, private garden, barbecue, and a wonderful view of the Chianti hills.

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Apartment in Castelnuovo Berardenga

A historic villa is situated amidst lush, rolling hills, surrounded by vineyards. The exterior features a traditional stone facade, large windows, and terracotta roof tiles. Manicured gardens with circular patterns enhance the property's charm, complemented by tall cypress trees framing the serene landscape.

Villa di Geggiano - Perellino Suite

The 700 years old Villa di Geggiano, surrounded by our working vineyard and lovingly maintained gardens, is located in Chianti in Tuscany which is one of the most beautiful regions of Italy. Our guesthouse is located in one of the original garden pavilions of the villa. PLEASE NOTE THAT WE ARE IN THE COUNTRYSIDE WITH VERY FEW PUBLIC TRANSPORT OTHER THAN TAXI SO THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A RENTAL CAR.

ValueLocationBackyard

4.94 out of 5 average rating, 183 reviews

Apartment in Barberino Val d'Elsa

A restored stone mill stands surrounded by trees in a tranquil setting. The building features multi-level architecture with red window accents. A gravel pathway leads to the structure, while a vibrant green lawn and rustic stone borders enhance the natural landscape.

Apartment in Chianti at Mulino dell'Argenna

The apartment of the Roses is located inside the Mulino dell'Argenna guest house. The property was completely restored in 2015. It is an ancient stone mill dating back to 1400, built along the course of the Borro dell'Argenna. The Mill is an enchanting place, surrounded by the greenery of the forest, with a beautiful one-hectare park and a large swimming pool. An ideal place to spend your days in Tuscany in maximum privacy, in full contact with nature.

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4.99 out of 5 average rating, 151 reviews

A heated pool is positioned in a landscaped area, surrounded by greenery. The tranquil setting offers panoramic views of rolling hills and vineyards in the distance, enhancing the peaceful atmosphere.

4.97 out of 5 average rating, 146 reviews

Visit Chianti, Siena, S.Gimignano, Florence

Apartment into Borgo Sicelle Residence, in Chianti area, between Florence, Siena, S.Gimignano. The apartment, 2 people, has a kitchen, sat tv, double bedroom, bathroom with shower. It's on the first floor. Outside, there are shared tables and sun umbrellas. Heated pool until 25 degrees in Spring and Autumn In front of the property there is a restaurant, closed on Wednesday. There is no public transport to reach the property Car is required

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4.85 out of 5 average rating, 350 reviews

Dolce vita in Chianti. Pool and Relaxation

Apartment nestled in the hills of Chianti Classico, in the village of Tregole, 5 km from Castellina in Chianti. Casa Cinzia is a private apartment in a typical Tuscan farmhouse. Suitable for those who want to spend a vacation immersed in nature in complete relaxation and silence. Ideal starting point for visiting the most important places in Tuscany. The apartment is equipped with all comforts. Linen included in the price. Children are welcome

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The lounge features elegant walls adorned with intricate frescoes and moldings. A large mirror reflects the refined decor. Two white armchairs and a colorful sofa provide seating, while a coffee table rests on a patterned rug before a decorative fireplace.

4.98 out of 5 average rating, 113 reviews

Luxury frescoed apartment in the historical center

The Palazzo Pannilini Superior apartment is composed of a bright entrance enriched by an elegant coffered ceiling, a large fully frescoed lounge, a large foyer, a kitchen equipped with a terrace, a dining room topped with a frescoed vault, four bedrooms, three bathrooms, a wardrobe room, and a panoramic terrace where you can sunbathe and relax. The apartment is located at the second floor with no elevator. The apartment has air conditioning.

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4.86 out of 5 average rating, 275 reviews

A serene pool area is highlighted by lounge chairs set along a stone terrace. The water reflects a golden sunset, providing a tranquil atmosphere. Surrounding greenery adds to the natural beauty, creating a peaceful environment for relaxation.

Apartment in La Presura

Countryhouse 9 kms to Florence-3+2,free park, wine

We are a Farmhouse at only 9 km from Florence in the beautiful Chianti hills with gorgeous pool and free private parking We are a small organic farm producing our own wine Chianti Classico and extra virgen olive oil Only 1 hour driving to the most important city of Tuscany such as Pisa, Siena, San Gimignano, Pienza, Monteriggioni, Lucca and Arezzo. Public transportation to Florence and Greve in Chianti (bus stop at only 200 mt from us)

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4.92 out of 5 average rating, 386 reviews

An aerial view reveals the rustic stone farmhouse surrounded by lush greenery and vineyards. The inviting pool is set within a well-maintained garden, complemented by outdoor seating and barbecue areas, offering a peaceful retreat in the heart of the Tuscan countryside.

Apartment in Gavignano

Poggio Massiccioli

Cozy apartment for 4 people furnished in Tuscan style and with exposed beams immersed in the rolling hills of the Tuscan countryside. Guests have access to a furnished garden, free Wi-Fi, a shared swimming pool, a wood-burning oven, a barbecue, and a washing machine. The apartment was converted from a charming 19th-century stone farmhouse recently renovated according to Tuscan tradition and divided into three comfortable apartments.

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4.99 out of 5 average rating, 118 reviews

A spacious terrace features a seating area with comfortable cushions. A bottle of red wine and a glass are placed on a woven table. The view highlights nearby buildings and greenery, framed under a clear blue sky with scattered clouds.

Apartment in Panzano

Looking at Chianti

"Guardo al Chianti" is a completely new apartment for 4 people, furnished in Tuscan style. It has a beautiful terrace overlooking the famous "Conca d'Oro in Panzano." Panzano is famous for its wines: Chianti Classico and Super Tuscan. There are 22 farms a few kilometers away that offer visits to the cellars and tastings of their wines and oil. The apartment is a short walk from the Coop Supermarket, Pharmacy and town center.

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Apartment in Badia a Passignano

A large shared pool is set against a backdrop of rolling hills and open skies. Several lounge chairs are arranged around the pool, offering a space for relaxation. The clear turquoise water reflects the surrounding landscape and clouds above.

Chianti, Country house with pool

Peace and relax in the heart of Chianti between Florence and Siena, close to Badia a Passignano (4 km dirt road not too much easy if you drive a sportive car) . In an old farmhouse complex, the apartment "Sangiovese" was recently restored by retrieving the characteristics of the Tuscan rural tradition. Large shared pool (01/05 - 30/09) .

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4.92 out of 5 average rating, 141 reviews

A clear swimming pool reflects the sky, surrounded by lounge chairs and sun umbrellas, set against the backdrop of a rustic stone building. Lush greenery completes the serene outdoor space.

4.91 out of 5 average rating, 140 reviews

Casa Tatini your house in Chianti

Casa Tatini is in the heart of Chianti just 500 meters from Castellina in Chianti in the middle of the vines and nature, to relax in the greenery. The house, equipped with swimming pool, consists of a double bedroom, living room with kitchen and private bathroom.

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Popular amenities for Castellina in Chianti apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

Apartment in Greve in Chianti

Aerial view of a countryside villa surrounded by lush green hills and vineyards. The outdoor swimming pool is visible alongside a well-kept garden. Olive trees and various plants create a natural landscape, reflecting the serene environment of the property.

Beautiful medieval tower in Chianti

LocationFamilySleep quality

4.83 out of 5 average rating, 127 reviews

4.98 out of 5 average rating, 128 reviews

A welcoming entryway features a mural depicting a serene landscape framed by arches. Built-in shelves display decorative items and books. Natural light illuminates the wood flooring, while a small globe and a vase with dried plants add subtle warmth to the space.

Apartment in San Gusmè

Casa Guardiavigna | Chianti Hills Vineyard Retreat

FamilyLocationLayout

A well-equipped kitchen features wooden cabinetry and exposed beams. Copper pots are hung on a rack, complementing tile countertops. A doorway opens to outdoor views, allowing natural light to illuminate the space.

4.87 out of 5 average rating, 75 reviews

Apartment T4

FamilyLocationAccuracy

A scenic balcony features a small table, adorned with bottles of wine and a dish of fresh green grapes. The view showcases rolling hills and vineyards under a clear blue sky, emphasizing the tranquil surroundings.

5.0 out of 5 average rating, 29 reviews

Edera

LocationFamilyDecor

4.95 out of 5 average rating, 56 reviews

Casa Mirella in Chianti

ValueLocationAir conditioning

4.88 out of 5 average rating, 33 reviews

The Farmhouse in Chianti-IlVillinoFarmhouse

LocationFamilyLong stay

Apartment in Quercegrossa

A panoramic view reveals rolling hills adorned with vineyards and olive groves, stretching under a dramatic sky. The tan-coloured buildings of the property are nestled among lush greenery, while a serene pool reflects the surrounding landscape.

Tuscany jem: The Chianti Farmer's House

FamilyLocationKitchen

4.98 out of 5 average rating, 84 reviews

5.0 out of 5 average rating, 6 reviews

Farmhouse with pool Godenano di Mezzo

LocationCleanlinessNearby

Private apartment rentals

Apartment in Barberino Val d'Elsa

Lorenzo Charme in Chianti

LocationFamilyIndoor spaces

5.0 out of 5 average rating, 23 reviews

Superhost

A tranquil swimming pool is framed by a stone border, reflecting the clear blue sky above. Lounge chairs are positioned around the pool, offering an inviting area for relaxation amidst lush greenery in the background.

4.65 out of 5 average rating, 49 reviews

Apartment in the heart of Chianti

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Apartment in San Gimignano

The image presents an aerial view of a rustic villa surrounded by rolling hills and vineyards. A rectangular swimming pool is situated in the foreground, and the greenery of the surrounding gardens enhances the serene landscape. The property showcases traditional architecture with terracotta roofs.

Il Castro Luxury San Gimignano. Michelangelo Suite

ValueFamilyLaundry

4.81 out of 5 average rating, 64 reviews

4.95 out of 5 average rating, 40 reviews

Apartment in Cavriglia

Apartment Comfort | Quiet Escape in Tuscany

LocationValueComfort

4.86 out of 5 average rating, 22 reviews

Apartment in Asciano

Incredible Views & Pool in the Tuscan Hills

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4.94 out of 5 average rating, 49 reviews

A well-equipped kitchen features a large wooden dining table surrounded by white chairs. Decorative tiles add a touch of character to the walls, with ample counter space and vintage kitchenware displayed. Natural light enters through charming windows, enhancing the functional layout.

Apartment in Poggibonsi

Large Tuscan Chianti Tower suite Apartment

FamilyLocationIndoor spaces

5.0 out of 5 average rating, 18 reviews

Pool Escape Just Outside Siena

FamilyLocationNearby

A cozy bedroom is highlighted by a black metal bed frame with a white bedspread, complemented by two folded towels. A vintage lamp casts soft light, while a mirrored cabinet and a decorative piece hang on the walls, enhancing the warm ambiance.

4.97 out of 5 average rating, 36 reviews

apartment 5

LocationFamilyOutdoor spaces

Apartment rentals with a hot tub

Apartment in Monteroni d'Arbia

An outdoor dining area is surrounded by lush greenery and flowering plants, featuring a circular table with four elegant wrought iron chairs. A cozy blanket is draped over one chair, and a scenic view of rolling hills extends in the background under a muted sky.

"Red Rose" apartment with view of Siena.

ValueFamilyCleanliness

4.94 out of 5 average rating, 287 reviews

4.83 out of 5 average rating, 164 reviews

An expansive terrace features a large table surrounded by black chairs, offering a panoramic view of the city. Bright green lounge chairs provide a spot for relaxation. Decorative tiles enhance the visual appeal against a backdrop of historic architecture and blue skies.

Apartment in Florence

At the top faboulous terrace Florence

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A rectangular swimming pool with a shallow and deep end is surrounded by a stone patio and lush greenery. A villa sits on a hillside in the background, featuring a terrace with windows and shutters. Poolside lights are placed around the pool for evening ambiance.

4.9 out of 5 average rating, 146 reviews

Villa'Colombaiolo di Marciano', 28

FamilyLocationBathroom

4.99 out of 5 average rating, 101 reviews

A living area is presented with a light-colored sofa and a glass coffee table on a patterned rug. Walls are adorned with framed artwork, and a large television is positioned in a wooden cabinet. Double doors lead to an outdoor space, enhancing natural light.

Apartment in Florence

Fully renovated exclusive apartment in Villa

FamilyLocationAir conditioning

The living area features a stylish design with a dark gray sofa and two deep red armchairs. A round glass table sits on a marble floor, enhanced by natural light from the two windows with light curtains. A decorative mirror and elegant light fixtures adorn the walls.

4.98 out of 5 average rating, 107 reviews

Domus Nannini - L'Arco di Matteotti Spa

LocationFamilyComfort

Superhost

Apartment in San Marco

Duomo FillYourHomeWithLove Design Apartment

ValueLocationAmenities

4.79 out of 5 average rating, 141 reviews

4.85 out of 5 average rating, 147 reviews

A spacious living area features a white leather sofa, a large ottoman, and a decorative chandelier. Exposed stone walls and wooden floors create a warm ambiance. Natural light filters in through two open windows, complemented by a large flat-screen television and decorative shelves.

Apartment in Centro

Executive Apartment City Center

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