Apartment holiday rentals in Castelfiorentino

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 sitting room features ornate wooden beams on the ceiling and rich golden walls. A shell-shaped sofa is positioned prominently, surrounded by decorative wooden furnishings and a bookshelf. A classic rug covers the floor, adding warmth. Wooden accents infuse the space with historical charm.

5 out of 5 average rating, 562 reviews

Renaissance Apartment Touch the Dome

Inspired by the most fascinating artistic era in human history, the Renaissance, each of my homes is a tribute to the elegance, harmony, and craftsmanship that defined that golden age. Step inside and be transported. You’ll not only see the Renaissance — you’ll feel it in the atmosphere, in the light, and in the soul of each space. Discover also The Renaissance & Baroque apartment: https://www.airbnb.it/rooms/30229178?guests=1&adults=1&s=67&unique_share_id=c0087742-7346-4511-9bcd-198bbe23c1b4

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, 260 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

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.

4.97 out of 5 average rating, 159 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.

A large shared pool is set against a backdrop of rolling hills and open skies. Several lounge chairs are arranged around the pool, offering a space for relaxation. The clear turquoise water reflects the surrounding landscape and clouds above.

4.92 out of 5 average rating, 134 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) .

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

A window offers a scenic view of the rolling hills and lush greenery of the Tuscan countryside. A round wooden table is set with plates and glasses, complemented by wicker placemats, creating an inviting dining area under soft morning light.

5 out of 5 average rating, 29 reviews

Casa Billi

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

The historic villa is surrounded by lush greenery, featuring well-maintained gardens and numerous trees. The architecture reflects centuries of history, with a stone tower visible in the background. The structure incorporates large windows that enhance the natural light entering the home.

4.98 out of 5 average rating, 65 reviews

Penthouse in small medieval castle near Florence

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

An aerial view showcases a 16th-century estate surrounded by lush, rolling hills, Chianti vineyards, and olive groves. Neatly arranged cypress trees line the property, while a serene pool is visible among the vibrant greenery, contributing to the tranquil setting.

4.96 out of 5 average rating, 27 reviews

Air Suite at Villa Santa Lucia Nuova

An open-concept living area is presented, featuring a hanging chair and stylish black furnishings. Arched doorways lead to the dining space, which is brightened by natural light. Potted plants add greenery to the environment, alongside a cozy rug on the tiled floor.

4.99 out of 5 average rating, 74 reviews

Herons Superior Apartment - Splendid view!

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, 37 reviews

Montebello, The Tuscan Bellavista

4.97 out of 5 average rating, 29 reviews

Charming cottage 48 sqm kitchen pool and garden

Private apartment rentals

An outdoor dining area is surrounded by lush greenery and flowering plants, featuring a circular table with four elegant wrought iron chairs. A cozy blanket is draped over one chair, and a scenic view of rolling hills extends in the background under a muted sky.

4.95 out of 5 average rating, 275 reviews

"Red Rose" apartment with view of Siena.

A loggia area features a rustic wooden table set for dining, surrounded by four chairs. Sheer white curtains gently frame the open space, while an expansive view of the green countryside and distant hills is visible through the railing.

4.92 out of 5 average rating, 89 reviews

LATORRE. AN EAGLE NEST ABOVE THE TUSCANY LANDSCAPE

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

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, 37 reviews

Orange House with panoramic terrace

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 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 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

The image presents an aerial view of a rustic villa surrounded by rolling hills and vineyards. A rectangular swimming pool is situated in the foreground, and the greenery of the surrounding gardens enhances the serene landscape. The property showcases traditional architecture with terracotta roofs.

4.79 out of 5 average rating, 57 reviews

Il Castro Luxury San Gimignano. Michelangelo Suite

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 spacious living area features a white leather sofa, a large ottoman, and a decorative chandelier. Exposed stone walls and wooden floors create a warm ambiance. Natural light filters in through two open windows, complemented by a large flat-screen television and decorative shelves.

4.85 out of 5 average rating, 143 reviews

Executive Apartment City Center

A bright living area features large windows with soft curtains, allowing natural light to fill the space. A light-colored sofa is positioned against a wall, complemented by wooden chairs and a small dining table. A decorative shelf adds a touch of character to the room.

4.97 out of 5 average rating, 408 reviews

Suite Michelangelo with Terrace

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.

4.91 out of 5 average rating, 596 reviews

House of Delights - The Medici private leisure house

Superhost

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.