Apartment holiday rentals in Castelfiorentino

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Top-rated apartment rentals in Castelfiorentino

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Top Guest favourite

The image showcases a view of the Torre del Diavolo framed by lush greenery. Two bottles of wine are positioned in the foreground, enhancing the peaceful garden setting. Historic buildings with textured stone facades are visible, complementing the charming medieval atmosphere.

Apartment in San Gimignano

4.97 out of 5 average rating, 181 reviews

Apartment at ground floor with garden

A refined and very central setting, between Piazza della Cisterna and Piazza del Duomo. The house has the rare value of combining a comfortable ground floor, with independent entrance, to a stunning view of the famous Devil's tower.The exclusive garden, equipped to dine outdoors, read or stay between flowers and towers, is an extraordinary oasis of peace and silence, just around the corner of the two lively main squares.Parking available in a private garage at a cost of €9.00 per day,6 min walk.

ValueLocationGetting around

Top Guest favourite

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

4.97 out of 5 average rating, 297 reviews

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...

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Top Guest favourite

A terrace showcases a small table set with glasses and a bottle, complemented by two chairs. A scenic view of the Tuscan countryside can be seen in the background, revealing rolling hills and traditional rooftops under a bright sky.

Apartment in San Miniato

4.99 out of 5 average rating, 173 reviews

San Miniato - Panoramic terrace in the historic center

Brand new apartment in the historic center of San Miniato. Recently renovated, it is ideal for those seeking tranquility in the heart of the city, with a beautiful view of the Tuscan countryside thanks to the panoramic terrace perfect for a breakfast in the sun or a special aperitif. Immersed in the historic part of the city, typical restaurants, shops and all the beauties of San Miniato can be easily reached on foot. Thanks to its central location, it is ideal for visiting all of Tuscany.

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Top Guest favourite

Apartment in San Casciano In Val di Pesa

4.89 out of 5 average rating, 199 reviews

Timeless Beauty in Chianti | 20 min da Firenze AC

Experience the Tuscan dream in this restored Casa Colonica. Surrounded by a private olive grove with panoramic views of San Casciano, you’re just 20 min from Florence. The Space: Bright 2BR apartment with silent AC, fast Wi-Fi, and a full kitchen. Ideal for families or remote work. Outdoor Living: Relax under our grape pergola or explore the olive trees. Logistics: Includes secure gated parking (perfect for rentals) and easy bus/car access to Florence, Siena, and Chianti.

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Guest favourite

A dining area is illuminated by natural light pouring through an open window. A wooden table is set for four, surrounded by white chairs. Scenic hills are visible through the window, enhancing the inviting atmosphere of the space.

Apartment in Montespertoli

4.92 out of 5 average rating, 145 reviews

La Chicchera, ground floor apt with panoramic view

La Chicchera is an apartment recently renovated and cared for in every detail in a very quiet street in the centre of Montespertoli, a village in the heart of Chianti and a short distance from Florence and all the other cities of art in Tuscany. Mini-markets, bars, pharmacies, restaurants, shops, banks are within easy walking distance; bus stops are also within walking distance. We look forward to welcoming you and being part of your stay in Tuscany with tips and tricks!

LocationFamilyView

Top Guest favourite

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

4.98 out of 5 average rating, 337 reviews

Laura Chianti Holidays

Laura Chianti Vacanze is the ideal solution for those seeking peace and quiet in the heart of the Chianti countryside. The apartment is halfway between Florence and Siena, in a strategic position for quickly reaching Florence, Siena, San Gimignano, Volterra, as well as the wonderful Chianti hills. The apartment has ample private parking, two bedrooms, a fully equipped kitchen, a private bathroom, a private garden, a barbecue, and a wonderful view of the Chianti hills.

ValueFamilyLaundry

Top Guest favourite

A bright living area features a light wooden dining table surrounded by four white chairs. A dark blue sofa is positioned against the wall, and two windows allow natural light to enhance the space. The view outside includes hints of greenery.

Apartment in San Gimignano

4.99 out of 5 average rating, 187 reviews

The Tuscan Dream-modern in the center of San Gimignano

The Tuscan Dream, an exclusive apartment in the historic center of San Gimignano! This 100 m² apartment, located a few steps from the famous medieval towers, is the ideal base for exploring the UNESCO heritage village. The apartment has large bright spaces, a fully equipped kitchen, a living room with panoramic views of the Tuscan hills, two elegant bedrooms and two spacious bathrooms. Enjoy a spectacular view and relax at sunset with a good glass of local wine.

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Apartment in Montaione

4.79 out of 5 average rating, 98 reviews

Tenuta Collerucci | Poet's House

Tenuta Collerucci is a charming farmhouse located in the heart of the Tuscan countryside, just 4 km from the Etruscan town of Montaione in the Valdelsa area. Set on a beautiful hill, the estate is surrounded by vineyards and olive groves, offering stunning panoramic views of the Tuscan landscape. The farmhouse features four rustic-style apartments and a delightful swimming pool, making it an ideal retreat for relaxation and enjoying the region’s natural beauty.

LocationFamilyAir conditioning

Top Guest favourite

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

4.92 out of 5 average rating, 385 reviews

Poggio Massiccioli

Cosy apartment for 4 people, furnished in Tuscan style with exposed beams, nestled among the rolling hills of the Tuscan countryside. Guests have access to a fully equipped garden, free Wi-Fi, a shared swimming pool with facilities, a wood-fired oven and barbecue, and a washing machine. The apartment is housed in a charming 19th-century stone farmhouse that has recently been renovated in the Tuscan style and divided into three comfortable apartments.

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Guest favourite

An independent building is surrounded by lush greenery, featuring blue shutters and a terracotta patio area. Small tables are set for outdoor seating. The expansive garden includes mature trees and various plants, creating a serene outdoor environment.

Apartment in Palaia

4.95 out of 5 average rating, 138 reviews

Podere Le Murella "Sunset"

A cozy retreat for two, set among the green Tuscan hills. Enjoy a patio for outdoor dining, large garden, free Wi-Fi, fully equipped kitchen, coffee machine, washing machine, dryer, barbecue area, and linens included. Private parking. Ideal for a romantic escape or relaxing stay near Pisa, Florence, Volterra, and charming villages. A perfect base to explore nature, art, and local life—all year round.

LocationComfortCleanliness

Top Guest favourite

An aerial view captures the medieval village of Certaldo, featuring terracotta rooftops and winding streets. The lush greenery surrounding the village adds a natural touch, while historic buildings stand prominently, showcasing varied architectural styles. The placement of the highlighted property is evident within the quaint atmosphere.

Apartment in Certaldo

4.98 out of 5 average rating, 137 reviews

House in a medieval tower with a view in Certaldo

Vacation home located in the heart of the medieval village of Certaldo. Second floor apartment without elevator consisting of kitchen with dining room, bedroom with plasma TV and terrace, bathroom with shower, bedroom with sofa bed, relaxation area and panoramic view. Large garden with barbecue! Sleeps 4. Free Wi-Fi!!!

LocationFamilyWi-Fi

Guest favourite

A charming exterior of a building is presented, featuring a small basketball hoop mounted on the wall. Colorful potted plants adorn the entrance, enhancing the inviting aspect of the facade. An outdoor space is marked by a gravel surface, providing a relaxed atmosphere.

Apartment in Montespertoli

4.88 out of 5 average rating, 133 reviews

La casa del Poggio

New studio apartment, located in a small village in the municipality of Montespertoli among vineyards and olive groves. It is located in a strategic location a short distance from Florence, Pisa, Siena, Volterra and San Gimignano. The tourist accommodation tax is included in the price.

ValueFamilyLaundry