
Apartment holiday rentals in Castelfiorentino
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Top-rated apartment rentals in Castelfiorentino
Guests agree: These apartments are highly rated for location, cleanliness and more.

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.
4.99 out of 5 average rating, 175 reviews
Laura Chianti Holidays
Laura Chianti Vacanze is the ideal solution for those seeking peace and tranquility in the heart of the Chianti countryside. The apartment is halfway between Florence and Siena, and is 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, an equipped kitchen, a private bathroom, a private garden, a barbecue, and a wonderful view of the Chianti hills.
4.98 out of 5 average rating, 342 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.
4.89 out of 5 average rating, 200 reviews
La Chicchera, ground floor apt with panoramic view
La Chicchera is a recently renovated apartment with attention to 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!
4.92 out of 5 average rating, 149 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.
4.99 out of 5 average rating, 197 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.
4.79 out of 5 average rating, 102 reviews
Poggio Massiccioli
Cozy apartment for 4 people furnished in Tuscan style and with exposed beams nestled among the rolling hills of the Tuscan countryside. Available to guests is an equipped garden, free Wi-Fi, a shared equipped swimming pool, a wood-burning oven and 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.
4.92 out of 5 average rating, 389 reviews
Enjoy a Boutique Penthouse Near the Duomo
Penthouse Apartment situated a few steps from the Duomo. The private terrace offers a stunning view at 360 degrees overlooking the city's historical centre. Interiors are characterised by a modern and elegant design, with great attention to detail. BSL Boutique Suite has nothing to envy to the suites of the most luxurious hotels. The penthouse is located a few steps from the Duomo of Florence—an ideal location to sightsee the city's monuments.
4.98 out of 5 average rating, 286 reviews
House with large terrace in Empoli
Spacious apartment, with kitchen, 3 bedrooms and a large terrace. Quiet neighborhood with numerous businesses, such as pizzerias, ice cream parlors, pastry shops and supermarkets. The apartment is just a 5-minute walk from the station, so it's a central place to visit every city in Tuscany. In addition, the apartment is a short walk from the city's historic center. Linens are washed with ozone.
4.86 out of 5 average rating, 219 reviews
Comfort Apartment in the Chianti Vineyards
Apartment on the upper floor of the structure characterized by a wonderful view of the Chianti hills, olive groves or the patio. Renovated while maintaining the charm of their ancient walls but adding every comfort. It includes a living room, a kitchenette, a double bedroom, a private bathroom with a shower, air conditioning.
4.93 out of 5 average rating, 455 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!!!
4.98 out of 5 average rating, 138 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.
4.87 out of 5 average rating, 136 reviewsPopular amenities for Castelfiorentino apartment rentals
Weekly apartment rentals

Rooftop with Breathtaking Views. Short Walk to The Duomo.
4.96 out of 5 average rating, 399 reviews
Apartment at ground floor with garden
4.97 out of 5 average rating, 184 reviews
Charming Tuscan Retreat | Florence & Siena
4.96 out of 5 average rating, 25 reviews
Il Castro Luxury San Gimignano. Michelangelo Suite
4.81 out of 5 average rating, 64 reviews
Strategic location, relaxation in the Tuscan countryside
4.9 out of 5 average rating, 29 reviews
terrace overlooking tuscan hills
4.94 out of 5 average rating, 36 reviews
Tuscany Hug Holiday Home
4.97 out of 5 average rating, 66 reviews
Casa Billi
5.0 out of 5 average rating, 42 reviewsPrivate apartment rentals

Casa il Castello
4.89 out of 5 average rating, 45 reviews
Historic Fresco Apartment
5.0 out of 5 average rating, 7 reviews
Herons Superior Apartment - Splendid view!
4.99 out of 5 average rating, 93 reviews
Giglio Apartment - Az. Agricola Sotto il Masso
5.0 out of 5 average rating, 7 reviews
Luna Suite at Villa Santa Lucia Nuova
5.0 out of 5 average rating, 29 reviews
Villa i Lecci 2
5.0 out of 5 average rating, 68 reviews
Big Apartment / swimming pool
4.96 out of 5 average rating, 50 reviews
Tuscany jem: The Chianti Farmer's House
4.98 out of 5 average rating, 88 reviewsApartment rentals with a hot tub

Luxury frescoed apartment in the historical center
4.97 out of 5 average rating, 116 reviews
"Red Rose" apartment with view of Siena.
4.94 out of 5 average rating, 288 reviews
Villa di Geggiano - Perellino Suite
4.94 out of 5 average rating, 184 reviews
Healthy Home | Duomo • Jacuzzi & Green Oasis
4.89 out of 5 average rating, 102 reviews
At the top faboulous terrace Florence
4.83 out of 5 average rating, 166 reviews
The Olive Tree Terrace: A Walking Tour of Lucca
4.85 out of 5 average rating, 258 reviews
Apartment with garden and parking
4.89 out of 5 average rating, 370 reviews
The Tower - Pistoia Apartments
4.96 out of 5 average rating, 114 reviewsDestinations to explore
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Piazza del Duomo (Pisa)
- Stazione Santa Maria Novella
- Mugello Circuit
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mercato Centrale
- Spiagge Bianche
- Pisa Centrale Railway Station
- Fortezza da Basso
- Gulf of Baratti
- Uffizi Gallery
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Piazza della Signoria
- Val di Luce
- Pitti Palace
- Boboli's Garden





