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 casa centro storico

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 12th century, the Palazzo del Popolo 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, 248 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

4.91 out of 5 average rating, 188 reviews

Pieve di Caminino Historic Farm

Solo per amanti della natura. L'antica fattoria Pieve di Caminino, biologica, è un importante sito storico: ex pieve medievale sorta all'incrocio di due strade romane, ospitò due santi (la chiesa del XII secolo è oggi un museo privato, visitabile dagli ospiti, su appuntamento). Oggi copre 200 ettari di proprietà privata recintata, posta su una collina panoramica. Sette alloggi condividono una tenuta con piscina (stagionale), due laghetti, un uliveto centenario, vigneto e una foresta di sughere.

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, 263 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 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, 130 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, 159 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!

Two comfortable chairs are positioned on a lush green lawn, complemented by a small wooden table. A basket of vibrant yellow flowers is nearby, set against a backdrop of rolling hills and cypress trees under a clear blue sky.

4.97 out of 5 average rating, 174 reviews

Casa Bonari - a paradise for the eyes

Casa Bonari is a single-level independent apartment inside a villa at the foot of Monticchiello. It consists of 3 bedrooms, 2 bathrooms, an equipped kitchen and a living room. The rooms are bright and furnished in Tuscan style, with old restored family furniture combined with contemporary elements. The kitchen is fully equipped and the apartment is surrounded on all sides by a large garden, so that all rooms boast a beautiful view of the countryside.

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, 123 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

A small wooden table set for two is adorned with fine china cups and a delicate flower vase. The balcony offers a panoramic view of the rolling hills, as the sun sets, casting warm hues over the landscape.

4.93 out of 5 average rating, 269 reviews

I Tramonti di Eramo, Montepulciano city center.

Welcome to Montepulciano, the jewel of the Tuscan hills! Our apartment in the heart of the historic center offers breathtaking views of the surrounding countryside, providing an authentic and unforgettable experience. Step outside and savor the historic atmosphere of Montepulciano. Just a few steps away, you will find the extraordinary Piazza Grande, excellent restaurants, and all kinds of services. Tuscany awaits you for a unique experience.

Popular amenities for San Gimignano apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

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.

4.98 out of 5 average rating, 41 reviews

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, 13 reviews

Elia Apartment with view on the historic Towers

Superhost

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, 79 reviews

Cozy 18th century house

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, 68 reviews

Podere Le Macine – Zafferano 2

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, 39 reviews

The Penthouse of Dreams

4.88 out of 5 average rating, 17 reviews

house with a panoramic view of the vineyards

A spacious terrace features a seating area with comfortable cushions. A bottle of red wine and a glass are placed on a woven table. The view highlights nearby buildings and greenery, framed under a clear blue sky with scattered clouds.

5 out of 5 average rating, 102 reviews

Looking at Chianti

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, 48 reviews

Live Like a Local & Private Concierge Service

Private apartment rentals

5 out of 5 average rating, 19 reviews

Borgo Iesolana Country Retreat Suite with terrace

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, 31 reviews

Casa Billi

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

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

An outdoor infinity swimming pool is surrounded by lush greenery and positioned against a backdrop of trees. Sun loungers and umbrellas are arranged around the pool area, offering a tranquil space for relaxation and enjoyment. The serene landscape enhances the overall ambiance.

4.94 out of 5 average rating, 33 reviews

The Bel Nido in Mommialla

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.

4.97 out of 5 average rating, 29 reviews

Air Suite at Villa Santa Lucia Nuova

A charming terrace features a small table surrounded by comfortable chairs, offering a breathtaking view of the rolling Tuscan hills. Tall cypress trees frame the landscape, and natural light floods the space, creating a peaceful atmosphere for relaxation.

4.84 out of 5 average rating, 77 reviews

Charming Tuscan Home with Splendid Terrace

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, 52 reviews

La Torretta, The Tuscan Bellavista

Apartment rentals with a hot tub

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.

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, 597 reviews

House of Delights - The Medici private leisure house

A private jacuzzi pool is set in a garden surrounded by greenery. A bottle of champagne and two glasses are placed nearby on a table. Comfortable loungers, with soft cushions, are positioned close to the pool, creating a relaxing outdoor space.

4.81 out of 5 average rating, 296 reviews

Pepi Garden Loft with Jacuzzi Pool

Superhost

4.85 out of 5 average rating, 233 reviews

The Olive Tree Terrace: a walking tour of Lucca

4.82 out of 5 average rating, 472 reviews

Nadja's Home with hot tub - perfect for couples

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

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.

4.98 out of 5 average rating, 104 reviews

Luxury frescoed apartment in the historical center

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.