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Vacation rentals in Croce Fiorentina

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Top-rated vacation rentals in Croce Fiorentina

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Top guest favorite
An outdoor patio area features rustic furnishings and is framed by gracefully draping curtains. The space is adorned with comfortable seating and a communal dining table, set against a backdrop of tall cypress trees and a clear blue sky, inviting relaxation in a serene environment.
Home in Simignano
4.97 out of 5 average rating, 198 reviews

Casa al Gianni - The Simignano Barn

Converted from an old barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large fully equipped kitchen, a spacious living room, a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit, and an outdoor kitchen. Ideal for those looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, including relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this slice of paradise!

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, 255 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

Guest favorite
Home in Barberino Tavarnelle
4.96 out of 5 average rating, 47 reviews

Beautiful villa in Chianti, panoramic garden

"BADIA A PASSIGNANO DWELLING" You will have a wonderful and restorative stay in the heart of the Chianti Classico area. You will stay in a fully restored old stone barn with a large fenced garden and an old gazebo, suitable for large groups and families. The rooms are comfortable and spacious for 8 people. The renovation was carried out with great care, taking into account every little aesthetic detail to allow you to experience the ancient Tuscan tradition mixed with comfortable modernity.

Top guest favorite
The villa is depicted with a stone exterior, surrounded by olive trees and rolling vineyards. A circular pool is featured in the foreground, offering a tranquil spot for relaxation. Umbrellas provide shade over lounge chairs nearby, enhancing the serene outdoor space.
Villa in Radda in Chianti
5.0 out of 5 average rating, 33 reviews

Villa with pool in Chianti - Castellare Petroso

Located in the heart of the Chianti Classico area, amidst vineyards and woods, Castellare Petroso offers an authentic Tuscan experience, both understated and elegant. The marlstone villa is set in a fenced park covering over 5 hectares, ensuring complete privacy and relaxation. An automatic gate at the main entrance welcomes guests into this unique setting, where the architecture blends into the beautiful, untamed landscape. An exclusive retreat for those looking for the real Tuscany.

Top guest favorite
A lush green garden is framed by a rustic pergola made of wooden beams. Grassy paths lead deeper into the garden, where vibrant flowers and trees provide a natural backdrop. Rolling hills and a clear blue sky are visible in the distance, creating a serene outdoor setting.
Home in Castellina in Chianti
4.99 out of 5 average rating, 137 reviews

Private Chianti Cottage, Garden & Vineyard Views

Set in a picturesque hamlet, overlooking the Chianti hills, this charming country house is just 10 minutes from Siena and Castellina in Chianti. Recently renovated, it blends authentic Tuscan charm with modern comforts. The house features two bedrooms, two bathrooms, a cozy living area and a fully equipped kitchen with a dishwasher, two fridges, and a washing machine. Outside, enjoy a beautiful garden and relax in the outdoor marble hot tub, soaking in the breathtaking views.

Top guest favorite
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.
Apartment in Castellina in Chianti
4.97 out of 5 average rating, 30 reviews

Edera

The apartment is located in the new “CASA VACANZE SQUARCIALUPI” building, 100 meters from the historic center of Castellina in Chianti. Attention to detail, it is finely furnished in marble, with relaxing neutral and natural colors that recall the Provencal style. Very bright and spacious, it has an area of about 45 square meters and also has a loggia. On foot you can reach: restaurants, wine bars, bars, banks, laundry, supermarket, clothing stores, food stores, baker.

Guest favorite
Condo in Castellina in Chianti
4.83 out of 5 average rating, 29 reviews

House in agriturismo with pool Godenano Di Mezzo

Apartment located in an ancient renovated farmhouse just a few minutes from the center of Castellina in Chianti. Surrounded by the Tuscan hills, it offers accommodation in independent apartments finely furnished in the traditional Tuscan style. The apartment on the first floor is equipped with all comforts and a private space outside where to relax and eat in peace. It shares the rest of the garden, the barbecue area and the pool area with two other apartments.

Superhost
A well-appointed villa is situated on an open ridge, surrounded by lush greenery. The private pool, equipped with sun loungers, is framed by vibrant gardens. The structure combines rustic charm with scenic views of the Tuscan landscape, offering a tranquil retreat.
Villa in Castellina in Chianti
4.92 out of 5 average rating, 12 reviews

Casanovina

Casanovina is a beautiful holiday villa in the Chianti region, set on an open ridge with spectacular views over the typical Chianti Classico landscape. Just a few hundred meters away is the renowned winery Castellare di Chianti, and the charming village of Castellina in Chianti can be reached in about 25 minutes on foot. This property is perfect for a large family or a group of friends wanting to spend relaxed days together.

Top guest favorite
Apartment in Castellina in Chianti
4.85 out of 5 average rating, 354 reviews

Dolce vita in Chianti. Pool and Relaxation

Apartment nestled in the Chianti Classico hills, in the village of Tregole, 5 km from Castellina in Chianti. 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 and final cleaning are included in the price. Children are welcome

Guest favorite
An aerial view captures the expansive countryside, dotted with vineyards and olive groves. The large swimming pool is framed by lush greenery, while the villa's garden offers a serene atmosphere. Gentle hills roll in the background under a clear, blue sky.
Villa in Poggibonsi
4.95 out of 5 average rating, 73 reviews

Villa with pool in Chianti Area

Amazing Entire Tuscan apartment in an indipendet part of our family Villa in the Chianti! Panoramic 360° view, independent entrance, parking, private garden with BBQ, big SWIMMING POOL, 4 Bedrooms, large living area with big tuscan fireplace, equipped kitchen and laundry. High speed WIFI. Between Siena and Florence in a strategic position close to the main Chianti roads and many characteristic villages!!

Top guest favorite
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.
Apartment in Quercegrossa
4.98 out of 5 average rating, 87 reviews

Tuscany jem: The Chianti Farmer's House

This wonderful newly renovated apartment retains the charm of the Chianti farmhouses and the comforts of a modern apartment. The house is located within the complex of the Fattoria di Petroio, a Chianti Classico winery. You can enjoy the beauty and tranquility of the Chianti hills, while immersing yourself in the dynamic life of a company dedicated to the production of quality wines.

Guest favorite
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.
Apartment in Castellina in Chianti
4.87 out of 5 average rating, 75 reviews

Apartment T4

On the ground floor there is a well-equipped kitchen, a living room with a fireplace (not active), a spacious dining room and a bathroom. Going up the stairs you enter the first floor, which has two double bedrooms, each with a private bathroom. The T4 apartment boasts a breathtaking view of the Chianti countryside, which can be appreciated thanks to the outdoor gazebo with barbecue.

Popular amenities for Croce Fiorentina vacation rentals