Apartment holiday rentals in San Gimignano

A vibrant square is depicted, featuring medieval buildings with distinct stone facades. Several people are seen walking through the area, with tables and umbrellas set up for outdoor dining. The historical architecture, including tall towers and archways, forms a significant backdrop.

4.95 out of 5 average rating, 113 reviews

San Gimignano house old town

The apartment, located in the heart of the historic center of San Gimignano, overlooks the main square of the Duomo, where the three most important medieval buildings overlook. The Collegiate Cathedral of Santa Maria Assunta, the Old Palazzo del Podestà and the Palazzo del Com The Collegiate Church built in the twelfth century, The People's Palace from the picturesque courtyard that preserves works of considerable importance. We also see the main tower.Winter period the cost of heating is extra

4.96 out of 5 average rating, 245 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

4.98 out of 5 average rating, 117 reviews

Flat in Poggibonsi

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.

4.97 out of 5 average rating, 261 reviews

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

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 dining area features a round wooden table surrounded by four wooden chairs. The table is set with bright orange placemats and dishes. A small TV stands in the corner beside a fan, and kitchen cabinets are visible in the background.

4.97 out of 5 average rating, 101 reviews

La Casa di Elio

Located within the walls of San Gimignano, La Casa di Elio is the perfect solution for exploring and getting to know the City of Towers. Apartment suitable for families or couples who want to relax and enjoy the artistic and historical beauties of the medieval town. La Casa di Elio is located in the heart of San Gimignano, a stone's throw from the town's main squares, Piazza Duomo and Piazza della Cisterna, surrounded by the best bars and restaurants. Parking nearby

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.

5 out of 5 average rating, 129 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.

A serene bedroom is showcased with a queen-size bed neatly covered with a light quilt. A bedside lamp is positioned on a simple nightstand. The room features exposed brick walls, wooden beams, and soft lighting, creating a cozy and tranquil ambiance.

4.79 out of 5 average rating, 158 reviews

Stunning 4 people apt in the center - SanGimignano

Bright apartment completely renewed with 2 bathrooms!! In the heart of the historical center of San Gimignano medieval village. 100% Quiet and safe area with many nice restaurants and shops in the immediate nearby! Fast Wifi always at your free disposal. Ideal for people traveling by transportation or by car too! A payment parking area is less then 5 minute walking. There are also other cheaper parking areas around the village. You can walk everywhere here!

Flat in Castelnuovo Berardenga

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 wooden table set on a small balcony is adorned with two glasses of water and a striped table runner. In the background, a view of ancient towers is visible against a partly cloudy sky, framed by greenery and flowers.

4.95 out of 5 average rating, 180 reviews

Il Balcone di Rina su San Gimignano

Apartment built in the early '900, with a romantic balcony projected towards the towers! Completely renovated, furnished with the maximum comfort criteria, to accommodate 2/4 persons. Double bedroom, bathroom with shower, kitchen with dishwasher, induction hob, small electric oven, toaster, coffee maker. Living room with satellite TV, sofa bed. Quiet location, close to the Bagnaia parking, just outside the walls of the center, really comfortable!

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, 122 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.

4.98 out of 5 average rating, 160 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.

4.98 out of 5 average rating, 127 reviews

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.

Flat in Certaldo

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!!!

Popular amenities for San Gimignano apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

4.98 out of 5 average rating, 40 reviews

A panoramic view reveals rolling hills adorned with vineyards and olive groves, stretching under a dramatic sky. The tan-coloured buildings of the property are nestled among lush greenery, while a serene pool reflects the surrounding landscape.

Flat in Quercegrossa

Tuscany jem: The Chianti Farmer's House

A corner of the apartment showcases a wooden chair next to a bedside table adorned with a stylish lamp. A window is open, revealing a view of the historic towers of San Gimignano and the surrounding architecture. Warm light fills the space, enhancing its inviting atmosphere.

4.92 out of 5 average rating, 12 reviews

Elia Apartment with view on the historic Towers

A window draped with light, flowing curtains frames a view of distant hills and town rooftops. A small table holds stacked books, a pair of glasses, and a coffee cup with a cookie, creating a serene reading nook.

4.9 out of 5 average rating, 78 reviews

Cozy 18th century house

4.98 out of 5 average rating, 65 reviews

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.

Flat in Bagno A Ripoli

Penthouse in small medieval castle near Florence

An inviting entrance features wooden double doors that open to the living area. A small round table with two chairs sits outside, accompanied by a potted plant. Stone walls are visible, complemented by natural light and a terracotta floor.

4.88 out of 5 average rating, 67 reviews

Podere Le Macine – Zafferano 2

4.94 out of 5 average rating, 16 reviews

terrace overlooking the Tuscan countryside

Flat in San Casciano In Val di Pesa

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

5 out of 5 average rating, 47 reviews

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.

Flat in Pienza

Live Like a Local & Private Concierge Service

Private apartment rentals

A cozy living area features a round wooden dining table surrounded by light green chairs, complemented by a plush sofa with decorative pillows. A wall-mounted shelf displays small items, while artistic wall decor adds interest to the soft-toned walls.

4.95 out of 5 average rating, 42 reviews

CoZy House San Gimignano in the heart of Tuscany

4.94 out of 5 average rating, 78 reviews

An outdoor terrace is featured with a wooden pergola draped in fabric and illuminated by soft lights. A round table with chairs is set for dining, surrounded by greenery and nearby trees, creating a peaceful setting with views of the rolling hills.

Flat in Vaglia

Tuscan Country Home 1-bedroom apartment (Anforti)

4.92 out of 5 average rating, 104 reviews

A bright living area features large windows dressed with light curtains, offering views of the surrounding greenery. A spacious dining table stands at the center, accompanied by chairs. A comfortable seating area is arranged next to the windows, enhancing the welcoming ambiance.

Flat in Greve in Chianti

Sunny apartment on wine farm

4.96 out of 5 average rating, 24 reviews

Flat in Capannori

Casa Bellavista at Il Borghetto Farmhouse, smart,

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.

4.94 out of 5 average rating, 54 reviews

S. Gimignano charming & traditional - Apt. Garden

5 out of 5 average rating, 6 reviews

A spacious outdoor area features a sun umbrella providing shade over a wooden table and two lounge chairs. The garden is adorned with greenery and rustic stone walls, while a view of the rolling hills is visible in the background, enhancing the peaceful ambiance.

Flat in Montespertoli

La Casa di Madina – Flo Apartments

Rolling hills covered in lush green vineyards are visible, leading up to a scenic view of San Gimignano in the distance. The iconic towers stand against a clear sky, creating a picturesque backdrop to the serene countryside.

4.79 out of 5 average rating, 85 reviews

Pozzo, splendid house for couple

4.67 out of 5 average rating, 6 reviews

Casa Renai in San Gimignano (8)

Apartment rentals with a hot tub

4.85 out of 5 average rating, 143 reviews

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.

Flat in Centro

Executive Apartment City Center

An expansive terrace features a large table surrounded by black chairs, offering a panoramic view of the city. Bright green lounge chairs provide a spot for relaxation. Decorative tiles enhance the visual appeal against a backdrop of historic architecture and blue skies.

4.8 out of 5 average rating, 137 reviews

At the top faboulous terrace Florence

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, 597 reviews

House of Delights - The Medici private leisure house

4.85 out of 5 average rating, 230 reviews

Flat in Lucca

La terrazza degli ulivi, a piedi in giro per Lucca

4.82 out of 5 average rating, 471 reviews

Nadja's Home with hot tub - perfect for couples

4.91 out of 5 average rating, 139 reviews

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.

Flat in Siena

Penthouse in Siena near Piazza del Campo and Palio

4.91 out of 5 average rating, 139 reviews

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.

Flat in Siena

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.