
Apartment holiday rentals in Castelfiorentino
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Top-rated apartment rentals in Castelfiorentino
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Rooftop with Breathtaking Views. Short Walk to The Duomo.
Climb the white marble staircase to the breathtaking rooftop terrace, boasting unforgettable views of the hills surrounding Florence and the historic center. This apartment has been newly renovated, mixing different kinds of architecture and design. In the flat there is plenty of space for your smart-workstation: internet is fast and reliable, accessible from every corner. We take particular care in sanitizing all the critical areas, in particular the space is sanitized by means of ozone generators. The apartment is newly restyled with a very special taste, mixing different styles in the architecture and design. It is a 2 floors apartment at the last floor of a mid 20th century building right outside the historical city center: at the first floor there are the bedrooms (a Suite and a second bedroom) the bathroom and a wardrobe room. The Suite is introduced by an elegant living area with a separè industry in glass and iron dividing it from the double bedroom with balcony and fireplace. The second bedroom has a big wardrobe with mirrors, a fine couch and twin beds to be disposed at one's will. Through an elegant white marble staircase we have access to the brand new rooftop kitchen and the wide terrace with a view on the hills sorrounding Florence and spots of the old buildings of the historic center. The apartment is entirely reserved to our guests, access to it is by the staircase or by elevator with private access to the floor. The rooftop terrace is only for our guests with sole access from inside the apartment by a staircase. At the same floor in a separate flat live the owners, always ready to help! The owner lives next door and is always available if needed. Chez Geraldine is an apartment just outside the historical center. It’s predominantly a residential district, but the cathedral, Galleria dell'Accademia, and Piazza San Marco are a 15-minute walk away. Food stores, restaurants, and bars are close by. AVAILABLE 4 BIKES (adult size) for our guests, included in the price. Please, use it with care and lock it well each and any time you leave them without custody, thank you. IN CASE OF THEFT OR SEVERE DAMAGE DUE TO NEGLIGENCE YOU WILL BE REQUESTED TO PAY THE VALUE OF THE BIKE OF 160€. Thank you WALKING: the city center is at only 15 mins walking. BY BUS: a few steps away from the building there are buses to the city center and the station.
4.96 out of 5 average rating, 399 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.
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, 343 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, 198 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 with exposed beams, nestled among the rolling hills of the Tuscan countryside. Guests have access to a well-equipped garden, free Wi-Fi, a shared swimming pool with facilities, a wood-fired oven, a barbecue, and a washing machine. The apartment was created from a charming 19th-century stone farmhouse that was recently renovated in the Tuscan tradition and divided into three comfortable apartments.
4.92 out of 5 average rating, 390 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

Countryhouse 9 kms to Florence-3+2,free park, wine
4.86 out of 5 average rating, 275 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
Tuscany Hug Holiday Home
4.97 out of 5 average rating, 66 reviews
Strategic location, relaxation in the Tuscan countryside
4.9 out of 5 average rating, 30 reviews
country house with a view of the tuscan hills
4.94 out of 5 average rating, 36 reviews
Private Courtyard | 3BR/3BA | Garage
5.0 out of 5 average rating, 15 reviewsPrivate apartment rentals

Casa il Castello
4.89 out of 5 average rating, 46 reviews
Aura Apartment- Your dream stay in Tuscany
5.0 out of 5 average rating, 17 reviews
Villa i Lecci 2
5.0 out of 5 average rating, 68 reviews
Herons Superior Apartment - Splendid view!
4.99 out of 5 average rating, 94 reviews
Big Apartment / swimming pool
4.96 out of 5 average rating, 50 reviews
Luna Suite at Villa Santa Lucia Nuova
5.0 out of 5 average rating, 29 reviews
S. Gimignano charming & traditional - Apt. Garden
4.95 out of 5 average rating, 63 reviews
NEW [Home Gallery] Live Among Art · Gym & Parking
5.0 out of 5 average rating, 15 reviewsApartment rentals with a hot tub

Luxury frescoed apartment in the historical center
4.97 out of 5 average rating, 116 reviews
Villa di Geggiano - Perellino Suite
4.94 out of 5 average rating, 188 reviews
"Red Rose" apartment with view of Siena.
4.94 out of 5 average rating, 288 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, 259 reviews
The Tower - Pistoia Apartments
4.96 out of 5 average rating, 114 reviews
Apartment with garden and parking
4.89 out of 5 average rating, 371 reviewsDestinations to explore
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Piazza del Duomo (Pisa)
- Basilica of Santa Maria Novella
- Stazione Santa Maria Novella
- Mercato Centrale
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mugello Circuit
- Spiagge Bianche
- Pisa Centrale Railway Station
- Fortezza da Basso
- Uffizi Gallery
- Gulf of Baratti
- Piazza della Repubblica
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Parco delle Cascine
- Piazza della Signoria
- Val di Luce
- Pitti Palace
- Boboli's Garden





