Apartment holiday rentals in Castelfiorentino

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

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.

4.91 out of 5 average rating, 595 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!

4.98 out of 5 average rating, 117 reviews

Case nell'aia Arco, apartment in Chianti and pool

L'appartamento Arco si trova in un tipico borgo toscano tra vigneti e oliveti. Appartamento arredato in stile rustico toscano, accogliente per farvi rilassare e visitare la zona. L'appartamento si affaccia sulla grande terrazza dove potete fare pranzi e cene all'aperto o aperitivi. Cucina, divano e punto TV, wifi, due camere matrimoniali, bagno, terrazza, piscina. Parcheggio auto nella proprietà . Ideale come punto di partenza per visitare Siena, Firenze, San Gimignano, sia in auto che in bici.

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.

4.97 out of 5 average rating, 258 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...

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.

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.

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.

4.92 out of 5 average rating, 131 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!

A charming Tuscan farmhouse is set against a scenic backdrop, featuring multiple arches and a terracotta roof. A neatly maintained garden with vibrant pink flowers lines the driveway, while olive trees and rolling hills are visible in the distance.

4.93 out of 5 average rating, 132 reviews

Podere agli Arrighi

In the beautiful Tuscan hills, a wonderful apartment in a finely restored farmhouse, with independent access, consisting of a large living room-kitchen on the ground floor, a double bedroom, a bedroom with two single beds and a large bathroom on the first floor, and another double bedroom with private bathroom on the second floor. All surrounded by olive trees and vineyards and a beautiful swimming pool! The property is equipped with an electric charging station available for guests.

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.

4.94 out of 5 average rating, 173 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.

A tranquil landscape is captured at sunrise, with the sun rising above a misty valley. Soft golden light filters through layered clouds, illuminating the distant hills. The scene conveys a sense of peace and natural beauty, set against a backdrop of serene fog.

4.93 out of 5 average rating, 121 reviews

Apartment with panoramic garden in San Gimignano

Located close to the walls of San Gimignano, the apartment is surrounded by nature with every desirable comfort and an amazing panoramic view. The apartment consists of 1 kitchen, 1 double bedroom, 1 living-dining room, panoramic garden and reserved parking next to the house. - 2 minutes' walk from the city center, surrounded by nature - panoramic view - every desirable comfort -private parking - 1 kitchen, 1 bedroom, 1 bathroom, 2 living rooms

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.

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.

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.

4.98 out of 5 average rating, 126 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!!!

Aerial view of a countryside villa surrounded by lush green hills and vineyards. The outdoor swimming pool is visible alongside a well-kept garden. Olive trees and various plants create a natural landscape, reflecting the serene environment of the property.

4.83 out of 5 average rating, 115 reviews

Beautiful medieval tower in Chianti

This is a lovely flat in an ancient farm, restored, in the heart of Chianti Classico , with an amazing panoramic view on the hills, surrounded by our vineyards as well as olive trees, where you will have an unforgettable holiday discovering Tuscany. CINIT048021B5LTBDVFE3

Popular amenities for Castelfiorentino apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

The exterior landscape features gently rolling vineyards under a bright blue sky. A garden with colorful flowers and greenery borders a gravel pathway, inviting guests into the tranquil countryside. The natural scenery provides a serene backdrop for relaxation.

4.93 out of 5 average rating, 28 reviews

Tuscany Hills View 1

A rectangular swimming pool is surrounded by a tiled patio, featuring a diving board at one end. Lush greenery and distant hills are visible, providing a serene countryside backdrop under a clear blue sky.

4.97 out of 5 average rating, 39 reviews

Big Apartment / swimming pool

A serene outdoor space features a weathered wooden bench and a round table with a plate, surrounded by lush greenery. Large arched windows provide a view into the brightly lit interior, complemented by colorful flower pots, enhancing the garden-like setting.

4.93 out of 5 average rating, 87 reviews

Chianti Patio Apartment

A serene terrace space is presented, featuring a round glass table surrounded by white iron chairs. Greenery and blooming flowers are placed in terracotta pots, complemented by a trellis above providing shade. A charming view of terracotta rooftops and clear blue sky is visible in the background.

5 out of 5 average rating, 46 reviews

Live Like a Local & Private Concierge Service

A pathway stretches along a row of tall, slender cypress trees, flanked by lush greenery. The clear blue sky overhead enhances the serene atmosphere, inviting peaceful walks through the countryside.

4.86 out of 5 average rating, 36 reviews

Montebello, The Tuscan Bellavista

A hot tub is positioned on a wooden deck in a landscaped garden, surrounded by greenery and olive trees. In the background, a hillside captures a glimpse of the countryside, with a gently sloping lawn and planted rows, under an evening sky.

5 out of 5 average rating, 10 reviews

Apt in the Florentine hills with view and terrace

5 out of 5 average rating, 9 reviews

A Dream in Tuscany

A panoramic view captures a sunlit jacuzzi surrounded by lush greenery, with palm trees and verdant hills in the background. A glimpse of distant San Gimignano can be seen, offering a serene and inviting atmosphere for relaxation.

4.95 out of 5 average rating, 37 reviews

Breathtaking view of San Gimignano - jacuzzi&pool

Private apartment rentals

A bright and spacious living room features a large marble coffee table and a pair of elegant chaise lounges. A striking painting hangs above a contemporary white sofa adorned with colorful cushions. Antique furnishings and a patterned rug enhance the room's sophisticated ambiance.

4.94 out of 5 average rating, 354 reviews

Museum Suite - Luxurious unit with a River View -

A cozy living area features a plush sofa adorned with decorative cushions. Natural light enters through large glass doors that open to a garden view. A stone fireplace adds a classic touch, while decorative plants and flowers create a serene atmosphere.

4.84 out of 5 average rating, 32 reviews

Luxury Apartment with Private Garden inside Lucca

A spacious outdoor pool surrounded by deck chairs offers a serene view of the countryside. Thatched umbrellas provide shade, while the warm hues of sunset illuminate the rustic buildings in the background, emphasizing the tranquility of the setting.

4.93 out of 5 average rating, 45 reviews

Michelangelo apt ~ wild Tuscany Hills ~ Le Fraine

The image features a historic brick facade of a building, showcasing a large wooden door framed by stone archways. Tall walls topped with battlements rise above, while small windows add character. A clear blue sky enhances the sense of history and architectural significance.

4.72 out of 5 average rating, 188 reviews

TOWER HOUSE TUSCANY - CASA TORRE

A serene garden area is depicted, featuring a swimming pool surrounded by lush greenery. A stone planter filled with colorful flowers adds a pop of color, while a chair and a lounge area invite relaxation under the shade of a tree.

4.77 out of 5 average rating, 87 reviews

Simona delightful studio apartment with pool view

A cozy sleeping area features a spacious bed with white bedding. An orange wall is adorned with a sunburst design and a round mirror. A bedside table holds a lamp and a stack of books, alongside a small vase with flowers.

5 out of 5 average rating, 35 reviews

Orange House with panoramic terrace

A swimming pool is surrounded by a vibrant garden featuring blooming red roses and tall cypress trees. Two umbrellas provide shade over lounge chairs situated beside the pool. A panoramic view of the Tuscan countryside is visible in the background under a clear blue sky.

4.96 out of 5 average rating, 53 reviews

S. Gimignano charming & traditional - Apt. Garden

A cozy living area features a soft leather sofa and a stylish lounge chair, inviting relaxation. A rustic fireplace with a decorative mantle is positioned nearby. The space is adorned with subtle art pieces and shelves, contributing to a warm and homey feel.

4.9 out of 5 average rating, 51 reviews

La Torretta, The Tuscan Bellavista

Apartment rentals with a hot tub

A spacious living area features a beautifully frescoed ceiling above elegant furnishings. A white sectional sofa and black leather seating provide ample seating options. Large windows allow natural light to fill the room, complemented by a dining table and a sleek television setup.

4.87 out of 5 average rating, 227 reviews

Incredible Frescoed Apartment next to Uffizi

A serene sleeping area features a spacious bed adorned with soft linens and decorative pillows. Natural light enters through an open window, showcasing views of the surrounding landscape. Two bedside tables hold lamps, and textured wall decor adds a touch of charm.

4.98 out of 5 average rating, 217 reviews

"Sunflower" apartment with view of Siena

An open living area is shown, featuring a spacious wooden dining table surrounded by light-colored chairs. The modern kitchen, equipped with sleek appliances, is visible in the background. The space is enhanced by wooden beams on the ceiling and a large window allowing natural light.

4.79 out of 5 average rating, 766 reviews

.2 La Casa sui Tetti dell'Oltrarno

The modern studio features a spacious bed with soft linens, flanked by bedside shelves. A minimalist kitchenette is visible in the background, complemented by light-colored cabinetry. Natural light filters in through the window, highlighting the tasteful green accent wall.

4.86 out of 5 average rating, 136 reviews

Japan Apartment Port Area with Balcony and Jacuzzi

4.85 out of 5 average rating, 229 reviews

The Olive Tree Terrace: a walking tour of Lucca

The spacious living area features a dining table set for four, surrounded by wooden chairs. A cozy seating arrangement of two light-colored couches is visible, with decorative pillows. The elegant archway above connects the living space to the mezzanine, enhancing the open layout.

4.91 out of 5 average rating, 139 reviews

Penthouse in Siena near Piazza del Campo and Palio

A rectangular swimming pool with a shallow and deep end is surrounded by a stone patio and lush greenery. A villa sits on a hillside in the background, featuring a terrace with windows and shutters. Poolside lights are placed around the pool for evening ambiance.

4.91 out of 5 average rating, 139 reviews

Villa'Colombaiolo di Marciano', 28

The bathroom features a modern design with a spacious jacuzzi tub and a sleek, dark stone accent wall. A large mirror reflects natural light, while potted greenery adds a touch of freshness. The area is equipped with a bidet and ample storage space beneath the sink.