
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.

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.
ValueFamilyKitchen
4.97 out of 5 average rating, 183 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.
FamilyValueBreakfast
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.
LocationFamilyComfort
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.
FamilyValueAmenities
4.89 out of 5 average rating, 199 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!
ValueLocationAmenities
4.92 out of 5 average rating, 148 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.
LocationValueAccess
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.
FamilyLocationParking
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.
ValueFamilyCleanliness
4.92 out of 5 average rating, 389 reviews
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) .
FamilyValuePool
4.92 out of 5 average rating, 141 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.
FamilyValueTV
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!!!
LocationFamilyAir conditioning
4.98 out of 5 average rating, 138 reviews
Medieval Village Apt btwn Florence Siena
WiFi Historical Apt with 2 Double Bedrooms, 2 Bathrooms, large Living Area and Double Sofa Bed. The apartment, completely renovated, is entirely located on the ground floor of an ancient Building in the heart of the old town of Certaldo! Free Parking
LocationValueBreakfast
4.81 out of 5 average rating, 226 reviewsPopular amenities for Castelfiorentino apartment rentals
Weekly apartment rentals

Countryhouse 9 kms to Florence-3+2,free park, wine
LocationValueOutdoor spaces
4.86 out of 5 average rating, 275 reviews
House with large terrace in Empoli
FamilyValueNearby
4.86 out of 5 average rating, 219 reviews
Podere Le Murella "Sunset"
LocationPetsLaundry
4.95 out of 5 average rating, 141 reviews
"Il Magnifico" Medici apartment
FamilyLocationPool
4.98 out of 5 average rating, 100 reviews
[200m Uffizi] The Florentine Dream – Art and Comfort
ValueLocationBathroom
4.84 out of 5 average rating, 118 reviews
Charming Tuscan Retreat | Florence & Siena
FamilyLocationDecor
4.96 out of 5 average rating, 25 reviews
Tuscany Hug Holiday Home
LocationFamilyHospitality
4.97 out of 5 average rating, 66 reviews
Il Castro Luxury San Gimignano. Michelangelo Suite
LocationFamilyKitchen
4.81 out of 5 average rating, 64 reviewsPrivate apartment rentals

Private Courtyard | 3BR/3BA | Garage
LocationFamilyWalkability
5.0 out of 5 average rating, 15 reviews
Casa Billi
FamilyLocationLayout
5.0 out of 5 average rating, 42 reviews
Villa i Lecci 2
LocationFamilyGetting around
5.0 out of 5 average rating, 67 reviews
La Casa di Madina – Flo Apartments
FamilyLocationBarbecue
5.0 out of 5 average rating, 10 reviews
Tuscany jem: The Chianti Farmer's House
LocationFamilyBreakfast
4.98 out of 5 average rating, 87 reviews
Big Apartment / swimming pool
LocationFamilyCheck-in
4.96 out of 5 average rating, 50 reviews
Casa il Castello
ValueLocationSleep quality
4.89 out of 5 average rating, 44 reviews
Iris Apartment - Az. Agricola Sotto il Masso
FamilyLocationLaundry
5.0 out of 5 average rating, 10 reviewsApartment rentals with a hot tub

Luxury frescoed apartment in the historical center
LocationFamilyAccuracy
4.97 out of 5 average rating, 116 reviews
"Red Rose" apartment with view of Siena.
FamilyValueNearby
4.94 out of 5 average rating, 288 reviews
At the top faboulous terrace Florence
LocationFamilyShared spaces
4.83 out of 5 average rating, 165 reviews
Villa di Geggiano - Perellino Suite
LocationFamilyGetting around
4.94 out of 5 average rating, 184 reviews
The Tower - Pistoia Apartments
ValueLocationAccuracy
4.96 out of 5 average rating, 113 reviews
Fully renovated exclusive apartment in Villa
LocationValueParks
4.99 out of 5 average rating, 102 reviews
Apartment with garden and parking
ValueLocationBreakfast
4.89 out of 5 average rating, 370 reviews
The Olive Tree Terrace: A Walking Tour of Lucca
LocationValueWalkability
4.85 out of 5 average rating, 258 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





