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Apartment holiday rentals in Castelfiorentino

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Top-rated apartment rentals in Castelfiorentino

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Top guest favourite
An aerial view captures the agriturismo surrounded by lush green fields and a neatly arranged row of tall cypress trees. The inviting pool reflects the serene landscape, and the winding dirt road leads towards the property, nestled amid the picturesque Crete Senesi.
Flat
4.97 out of 5 average rating, 162 reviews

Loggia 1 in farmhouse with shared pool

Apartment for 2 people in the Santa Lucia farmhouse (farmhouse DIVIDED IN 7 APARTMENTS) in the Crete Senesi, 10 km from Siena. Located on the second floor with a private table in front of the windows of the entrance loggia. It consists of a double bedroom (two single beds joined to form a double bed), a bathroom with shower and a living room with functional kitchen. Outdoor space with table and chairs available on the ground floor. AIR CONDITIONING in the room FOR A FEE according to consumption.

Superhost
The luxurious bedroom features a stunning ceiling adorned with a captivating fresco. A spacious bed is placed in the center, accompanied by a state-of-the-art TV nearby. A hydromassage tub situated at the foot of the bed complements the elegant decor, with soft lighting and decorative elements enhancing the ambiance.
Flat
4.91 out of 5 average rating, 592 reviews

House of Delights - The Medici private leisure house

La Casa di Delizie, a luxurious retreat nestled in a historic guard tower dating back to the Middle Ages, once cherished by the Medici family. Adorned with the exquisite fresco "Caduta di Icaro," this exclusive apartment seamlessly blends rich history with contemporary luxury. Ideally located on Via Orti Oricellari, just 150 meters from the main train station, it provides effortless access to Florence's treasures. Indulge in bespoke experiences and refined amenities for an unforgettable escape!

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.
Flat
4.99 out of 5 average rating, 162 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.

Top guest favourite
A corner of a cozy living area is presented, featuring a small dining table by the window. The view showcases the dome of the Duomo, with a bright blue sky in the background. Decorative cushions in warm tones add comfort to the space.
Flat
4.95 out of 5 average rating, 341 reviews

Florentine Charm and Comfort with "Bellissima" View

WELCOME TO FLORENCE! HAPPY TO MEET YOU! Fully renovated in 2015 further to a VEGAN design & SUSTAINABLE approach, Casa Colonna is a cozy two bedrooms property, inside the UNESCO Site, in a quiet area of the historic Center closed to the famous Piazza's open air Museum of SS Annunziata and at a walkind distance from all of the city's most famous monuments as well as from restaurants, bar or from the famous ORGANIC food market of Sant'Ambrogio, a top place to buy local delicacies.

Guest favourite
A spacious bedroom features a black metal bed frame with a red and beige patterned bedspread. An antique wardrobe made of dark wood stands against an orange-hued wall. A bedside table and decorative rug add warmth to the space, with natural light illuminating the room.
Flat
4.91 out of 5 average rating, 163 reviews

Casa Mosaico

Nice portion of a larger apartment. Independent entrance, large bedroom and bathroom, complete privacy and autonomy for the guest. This mini apartment is in a very quiet and peaceful area, but within walking distance of museums, craft shops and restaurants. Lovely portion of a larger apartment in a historic building. Private entrance, large bedroom and bathroom, in a very peaceful area of the city, a five-minute walk to the center of town, museums, restaurants and artisan shops

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.
Flat
5 out of 5 average rating, 117 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.

Top guest favourite
A historic villa is situated amidst lush, rolling hills, surrounded by vineyards. The exterior features a traditional stone facade, large windows, and terracotta roof tiles. Manicured gardens with circular patterns enhance the property's charm, complemented by tall cypress trees framing the serene landscape.
Flat
4.94 out of 5 average rating, 171 reviews

Villa di Geggiano - Perellino Suite

The 700 years old Villa di Geggiano, surrounded by our working vineyard and lovingly maintained gardens, is located in Chianti in Tuscany which is one of the most beautiful regions of Italy. Our guesthouse is located in one of the original garden pavilions of the villa. PLEASE NOTE THAT WE ARE IN THE COUNTRYSIDE WITH VERY FEW PUBLIC TRANSPORT OTHER THAN TAXI SO THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A RENTAL CAR.

Guest favourite
Flat
4.84 out of 5 average rating, 140 reviews

L'Usignolo Vacation Home - Gambassi Terme (Tuscany)

News 2026: tea and coffee boiler News 2025: washing machine, iron and iron board News 2024: new furnitures and super WIFI Holiday Apartment Casa Vacanze L'Usignolo - Location: Montignoso - Gambassi Terme (Tuscany, Italy) - The apartment is located inside the Borgo la Fornace. Apartment for 4 people. King bed plus sofa bed. Equipped kitchen, Fireplace, private garden with table and chairs. Outdoor swimming pool, free Parking place. ---- Wi-Fi ----

Top guest favourite
Flat
4.99 out of 5 average rating, 211 reviews

Ponte Vecchio Suite with balcony on Arno river

The suite is about 592 square feet with a wide living and a lovely balcony facing Arno River. It has an amazing view of the Ponte Vecchio as well as the Ponte Santa Trinita. The living room is open to a dining area and a fully equipped kitchen. The bedroom has a queen size bed and 2 closets. A large bathroom with 2 windows, double sinks and a walk-in shower, is connected with the bedroom. Wi-Fi and air conditioning system are provided.

Top 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.
Flat
4.96 out of 5 average rating, 124 reviews

Podere Le Murella "Sunset"

A cozy retreat for two, set among the green Tuscan hills. Enjoy a private 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.

Superhost
A terrace offers an outdoor dining area with a wooden table and several cushioned chairs. Lush greenery frames the view, which includes historic rooftops and distant mountains under a clear sky.
Flat
4.78 out of 5 average rating, 152 reviews

Ponte Vecchio Apt with View

The apartment is located just minutes from Ponte Vecchio, on the first floor of a building without elevator. The apartment is about 70 square meters and has a double bedroom, a kitchen, a bathroom, a living room with sofa bed, a loft with single bedroom and a panoramic terrace where you can eat and enjoy the beauty of the city. From the apartment you can walk to all the main monuments of Florence.

Guest favourite
A softly lit living area is presented, featuring a plush sofa adorned with orange and patterned cushions. A round coffee table displays an assortment of fruits, and a floor lamp stands beside a decorative wall mirror. Natural light filters through a window with white drapes.
Flat
4.95 out of 5 average rating, 131 reviews

Casa Clarabella

Enjoy a stylish experience in this charming apartment in the historic center of Lucca, a stone's throw from the walls, the botanical garden, and the Cathedral of San Martino. Elegant and equipped with all comforts, it will welcome you after a day around the beautiful city. You can relax on the bouclée sofa, after refreshing in the magnificent shower that will amaze you.

Popular amenities for Castelfiorentino apartment rentals

Quick stats about flat rentals in Castelfiorentino

  • Nightly prices starting at

    Castelfiorentino holiday rentals start at £52 per night before taxes and fees

  • Verified guest reviews

    Over 170 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Castelfiorentino rentals

  • 4.8 Average rating

    Castelfiorentino stays are highly rated by guests – averaging 4.8 out of 5!