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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
Flat in Gambassi Terme
4.95 out of 5 average rating, 290 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 favourite
Flat in San Gimignano
4.96 out of 5 average rating, 239 reviews

Casa Irene

Casa Irene is a delightful Tuscan-style apartment, located on the second and top floor of a building just a 5-minute walk from the center, 50 meters to Porta San Matteo and another 50 meters to Via Francigena. Given the secluded location, it is easily reached by car to park in the immediate free parking. The apartment equipped with WiFi and air conditioning is divided into an open space living room/kitchen, bedroom and bathroom with shower and a large terrace overlooking the walls of San Gimignano

Top guest favourite
The image showcases a view of the Torre del Diavolo framed by lush greenery. Two bottles of wine are positioned in the foreground, enhancing the peaceful garden setting. Historic buildings with textured stone facades are visible, complementing the charming medieval atmosphere.
Flat in San Gimignano
4.98 out of 5 average rating, 153 reviews

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.Possibility of parking in a private box for a fee at a cost of €8.00 x day.

Top guest favourite
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.
Flat in Carmignano
4.97 out of 5 average rating, 231 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 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 in San Miniato
4.99 out of 5 average rating, 158 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 favourite
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.
Flat in Montespertoli
4.91 out of 5 average rating, 129 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 favourite
A spacious bedroom features a comfortable bed adorned with neatly arranged white linens and yellow accents. Large windows allow natural light to fill the room, complemented by soft pink walls. A cozy seating area is visible, along with decorative elements that enhance the ambiance.
Flat in Lastra a Signa
5 out of 5 average rating, 120 reviews

home&love low-cost Florence (by car)

Stai per organizzare una vacanza a Firenze e dintorni e il tuo mezzo di trasporto è l'auto ? Borgo 23 è l appartamento giusto per te! un bilocale di 38 mq ideale per una coppia che vuole visitare Firenze, Pisa , Siena, Chianti , Val d 'Orcia La sera riposerete avvolti dal massimo comfort, passando una piacevole serata romantica! La mia accoglienza vi stupirà e il calore dell'arredo vi farà vivere un indimenticabile soggiorno. contattami per il tuo soggiorno speciale

Top guest favourite
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.
Flat in Poggibonsi
4.92 out of 5 average rating, 106 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.

Top guest favourite
A scenic view captures a lush landscape with rolling hills, vineyards, and olive trees under a colorful sunset. The traditional Tuscan casolare is visible in the background, surrounded by greenery, while the horizon features soft hues of orange and pink.
Flat in Poggibonsi
4.99 out of 5 average rating, 303 reviews

Laura Chianti Holidays

Laura Chianti Vacanze is the ideal solution for those seeking peace and tranquility immersed in the Chianti countryside. The apartment, halfway between Florence and Siena, is conveniently located for quick access to Florence, Siena, San Gimignano , Volterra, as well as the beautiful Chianti hills. The apartment offers private parking, two bedrooms, a fully equipped kitchen, private bathroom, private garden, barbecue, and a wonderful view of the Chianti hills.

Guest favourite
A tranquil outdoor pool is surrounded by well-maintained gardens and olive trees. Sun loungers are positioned along the poolside, providing space for relaxation. The stone-clad building in the background complements the landscape, contributing to the serene environment.
Flat in La Presura
4.92 out of 5 average rating, 160 reviews

Country house 9 km to Florence-2+1g,free parking

We are a Farmhouse at only 9 km from Florence in the beautiful Chianti hills with gorgeous pool and free private parking We are a small organic farm producing our own wine Chianti Classico and extra virgen olive oil Only 1 hour driving to the most important city of Tuscany such as Pisa, Siena, San Gimignano, Pienza, Monteriggioni, Lucca and Arezzo. Public transportation to Florence and Greve in Chianti (bus stop at only 200 mt from us)

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 in Palaia
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.

Guest favourite
A spacious living area features exposed wooden beams and warm, neutral tones. Comfortable seating is arranged around a light coffee table, with decor including a magazine and a small centerpiece. A fully equipped kitchen is visible in the background, complemented by natural light from nearby windows.
Flat in Peccioli
4.88 out of 5 average rating, 110 reviews

Da Vinci: entire space in the heart of Tuscany

Come and take a vacation at our beautiful apartment at Peccioli, Tuscany! Enjoy a renovated space, with A/C in the center if a medieval town next to bars, restaurants and shops. Beautifully decorated, with new appliances and furniture, high-speed internet, and all you need to enjoy your time in Italy. Peccioli is a gem in the heart of Tuscany, near all the big cities and touristic attractions.

Popular amenities for Castelfiorentino apartment rentals

Quick stats about flat rentals in Castelfiorentino

  • Nightly prices starting at

    Castelfiorentino holiday rentals start at $91 SGD per night before taxes and fees

  • Verified guest reviews

    Over 160 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!

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