Apartment holiday rentals in San Gimignano

4.96 out of 5 average rating, 251 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

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, 171 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.Parking available in a private garage at a cost of €9.00 per day,6 min walk.

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, 607 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!

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, 280 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, 167 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 vintage chair with patterned upholstery is positioned next to a small round table, featuring a decorative surface. In the background, a decorative iron bed frame is visible, highlighting the room's inviting ambiance with soft lighting.

4.89 out of 5 average rating, 362 reviews

HOUSE OF THE MIDDLE AGES

The entire apartment and the external courtyard are for the exclusive use of the single guest. The apartment has been renovated respecting all the values of the time lived. It is located in the center, surrounded by tall towers. You will have a wonderful outdoor courtyard with views of the towers for your exclusive use for an extraordinary outdoor dinner or enjoy a glass of wine in peace. You will easily find: Restaurants, bars and ice cream parlors. We look forward to seeing you:)

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, 111 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, 150 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, 163 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!

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, 186 reviews

Rina's Balcony overlooking 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, 126 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 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, 129 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!!!

Popular amenities for San Gimignano apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly 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.

4.94 out of 5 average rating, 280 reviews

"Red Rose" apartment with view of Siena.

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.

4.96 out of 5 average rating, 27 reviews

Elia Apartment with view on the historic Towers

An outdoor seating area is framed by a pergola, offering a table surrounded by green chairs. Lush foliage and trees provide a natural backdrop, with a paved stone floor enhancing the space. The tranquil setting is ideal for relaxation and enjoying nature.

4.97 out of 5 average rating, 34 reviews

Large apartment for couples or families

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, 35 reviews

Casa Billi

4.97 out of 5 average rating, 35 reviews

Romantic Secret Nest in San Gimignano

An inviting outdoor patio is displayed, featuring a wooden table adorned with a vase of tulips and a glass of juice. Colorful fruits are arranged on the table, while relaxing seating and lush greenery frame the entrance leading to the exterior space.

4.84 out of 5 average rating, 19 reviews

Design Apartment in Historic Building + Free Park

Historic architecture is prominently displayed in the square, featuring stone buildings with arched doorways and textured walls. A clock is visible near a stone pillar, while people gather in the space, enjoying the atmosphere under a partly cloudy sky.

5 out of 5 average rating, 40 reviews

The Penthouse of Dreams

4.93 out of 5 average rating, 27 reviews

Terrace overlooking the vineyards

Private apartment rentals

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, 81 reviews

Cozy 18th century house

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.

4.94 out of 5 average rating, 47 reviews

CoZy House San Gimignano in the heart of Tuscany

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.

4.96 out of 5 average rating, 71 reviews

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.

4.85 out of 5 average rating, 73 reviews

Podere Le Macine – Zafferano 2

A covered terrace is furnished with a cozy seating area, featuring a light-colored sofa and a wooden coffee table. Large glass doors open to reveal an unobstructed view of the Basilica di Santa Croce and the surrounding architecture, framed by vibrant red curtains.

4.93 out of 5 average rating, 71 reviews

The Santa Croce Terrace

The expansive property features a rustic Tuscan farmhouse surrounded by lush greenery and rolling hills. A well-maintained swimming pool is situated nearby, with sun loungers and umbrellas arranged around its perimeter. Cypress trees provide a natural border, enhancing the serene landscape.

4.94 out of 5 average rating, 36 reviews

Casa Renai in San Gimignano (7)

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, 53 reviews

Live Like a Local & Private Concierge Service

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

Apartment rentals with a hot tub

A modern kitchen area is featured, complete with sleek cabinets and a dining table for four. A Smart TV with Netflix is positioned in the corner, while large windows provide natural light. The marble floor adds an elegant touch to the space.

4.96 out of 5 average rating, 118 reviews

Iris apartment [5 min downtown] Suite with Jacuzzi

4.93 out of 5 average rating, 463 reviews

Casa Gori - Palazzo Vecchio - Piazza della Signoria

A tranquil pool area is surrounded by lush vegetation and stone pathways, inviting relaxation during the evening hours. The soft illumination from surrounding lights reflects off the water, highlighting the pool's inviting turquoise hue and enhancing the calm ambiance of the property.

4.89 out of 5 average rating, 142 reviews

Apartment Alex - Tuscany Charme

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.

4.81 out of 5 average rating, 151 reviews

At the top faboulous terrace Florence

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, 413 reviews

Suite Michelangelo with Terrace

4.85 out of 5 average rating, 242 reviews

The Olive Tree Terrace: a walking tour of Lucca

The living area features a stylish design with a dark gray sofa and two deep red armchairs. A round glass table sits on a marble floor, enhanced by natural light from the two windows with light curtains. A decorative mirror and elegant light fixtures adorn the walls.

4.98 out of 5 average rating, 106 reviews

Domus Nannini - L'Arco di Matteotti Spa

The lounge features elegant walls adorned with intricate frescoes and moldings. A large mirror reflects the refined decor. Two white armchairs and a colorful sofa provide seating, while a coffee table rests on a patterned rug before a decorative fireplace.