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Apartment vacation rentals in Castelfiorentino

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Top-rated apartment rentals in Castelfiorentino

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Top guest favorite
Apartment in Gambassi Terme
4.95 out of 5 average rating, 292 reviews

Casa Giulia on Via Francigena

Apartment in the historic center on the 1st floor, 54 square meters on Via Francigena and near the Thermal Baths. Kitchen, bathroom, double bedroom is connected to a living room with a 2-seater sofa bed. Free Wi-Fi, individual heating and fireplace. English description available. Within walking distance you can reach everything (URL HIDDEN) restaurants, pizzerias, bars, ice cream shops, shops to buy food and non-food items, the municipal park ideal for children, the thermal baths of Via Francigena. Free parking 150 meters from the house

Top guest favorite
A spacious living area features a comfortable seating arrangement and a sleek entertainment unit. A round dining table for four is displayed beside large windows that allow natural light, while a potted plant adds a touch of greenery.
Apartment in Florence
4.98 out of 5 average rating, 116 reviews

Dream House Scialoia

Appartamento di 55 mq ristrutturato e arredato con gusto e dalle stile raffinato e ricercato. La struttura è composta da un ampio soggiorno, una cucina attrezzata, una camera da letto, un bagno confortevole ed un balcone. Può ospitare comodamente 2 persone. I servizi aggiuntivi includono la connessione WI-FI ad alta velocità, una smart tv ( Netflix gratuito). Aria condizionata. Parcheggio a pagamento in strada e gratuito la notte e nel week end. I dispositivi di sicurezza sono attivi.

Top guest favorite
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, 248 reviews

Giglio Blu Charming Loft

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...

Top guest favorite
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, 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.

Guest favorite
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, 130 reviews

La Chicchera, ground floor apt with panoramic view

La Chicchera è un appartamento recentemente rinnovato e curato nei minimi dettagli in una via molto tranquilla del centro di Montespertoli, un paesino nel cuore del Chianti e a breve distanza da Firenze e da tutte le altre città d'arte della Toscana. Facilmente raggiungibili a piedi minimarket, bar, farmacie, ristoranti, negozi, banche; a pochi passi anche le fermate dell’autobus. Saremo felici di accogliervi e poter far parte del vostro soggiorno in Toscana con consigli e suggerimenti!

Top guest favorite
The rustic exterior of the stone cottage features a traditional red-tiled roof and large arched windows. Lush greenery and flowering plants surround the building, while the rolling hills of Tuscany are visible in the background under a clear sky.
Apartment in Poggibonsi
4.92 out of 5 average rating, 107 reviews

San Martino Cottage with large panoramic terrace

45 sqm apartment in San Martino ai Colli, located along Via Cassia and surrounded by beautiful Tuscan countryside. Perfect for those who want to visit the attractions of the area: San Gimignano, Monteriggioni, Chianti, Siena (20 min.), Florence (30 min.), Volterra (40 min.). 2 minutes from the Florence-Siena highway junction and close to the urban center of Poggibonsi and Barberino-Tavarnelle. The house has a large terrace where you can relax and admire the Chianti hills.

Guest favorite
A modern wooden staircase is observed, surrounded by light grey walls. To the side, a dining area is visible with two high chairs at a small table. Natural wood flooring adds warmth to the space.
Apartment in Scandicci
4.94 out of 5 average rating, 286 reviews

M4 BLACK Modern and Functional Studio

Renovated 35 sqm studio apartment, on the 2nd floor (without elevator), bright and perfectly connected to the center of Florence and Chianti. A well-kept and functional environment, designed for a comfortable and relaxing stay. Perfect for: 👩‍💻 Tourists and remote workers – with fast Wi-Fi and 2 LAN stations. 🛋️ Those looking for comfort and convenience – well-organized and separate spaces. 🏠 Those who love to feel at home – everything you need, ready for you.

Guest favorite
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.
Apartment in Castelnuovo Berardenga
4.93 out of 5 average rating, 169 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.

Top guest favorite
A restored stone mill stands surrounded by trees in a tranquil setting. The building features multi-level architecture with red window accents. A gravel pathway leads to the structure, while a vibrant green lawn and rustic stone borders enhance the natural landscape.
Apartment in Barberino Val d'Elsa
4.99 out of 5 average rating, 139 reviews

Apartment in Chianti at Mulino dell'Argenna

The apartment of the Roses is located inside the Mulino dell'Argenna guest house. The property was completely restored in 2015. It is an ancient stone mill dating back to 1400, built along the course of the Borro dell'Argenna. The Mill is an enchanting place, surrounded by the greenery of the forest, with a beautiful one-hectare park and a large swimming pool. An ideal place to spend your days in Tuscany in maximum privacy, in full contact with nature.

Guest favorite
An outdoor dining table is set up, featuring bowls of fresh fruit, including watermelon and grapes. Colorful plates and cups are arranged, with a jar of jam visible. Wooden shutters on the house provide a rustic backdrop against a sunny, serene setting.
Apartment in Empoli
4.86 out of 5 average rating, 207 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.

Top guest favorite
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, 125 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!!!

Guest favorite
A private outdoor area features comfortable seating with beige cushions around a glass table. Decorative elements, such as a fruit bowl and wine glasses, are placed on the table. Lush greenery and a cascading fountain enhance the tranquil ambiance.
Apartment in Santo Spirito
4.99 out of 5 average rating, 573 reviews

Romantic spring in the secret garden

"A relaxing bath in the spectacular freestanding bathtub enjoying the tranquility and beauty of Boboli' s garden ..." Welcome to Relais il Ronco a luxurious and quiet apartment with large garden located in the center of Florence in the district of San Frediano in a secluded and exclusive street.

Popular amenities for Castelfiorentino apartment rentals

Quick stats about apartment rentals in Castelfiorentino

  • Nightly prices starting at

    Castelfiorentino vacation rentals start at G$14,650 GYD 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!