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Apartment holiday rentals in San Gimignano

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Top-rated apartment rentals in San Gimignano

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Top guest favourite
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.
Flat in San Gimignano
4.95 out of 5 average rating, 110 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

Guest favourite
Flat in San Gimignano
4.96 out of 5 average rating, 244 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

Top guest favourite
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.
Flat in San Gimignano
4.98 out of 5 average rating, 156 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.Possibility of parking in a private box for a fee at a cost of € 9.00 x day.

Guest favourite
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.
Flat in San Gimignano
4.89 out of 5 average rating, 344 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:)

Top guest favourite
The rustic exterior of the stone cottage features a traditional red-tiled roof and large arched windows. Lush greenery and flowering plants surround the building, while the rolling hills of Tuscany are visible in the background under a clear sky.
Flat in Poggibonsi
4.92 out of 5 average rating, 107 reviews

San Martino Cottage with large panoramic terrace

45 sqm apartment in San Martino ai Colli, located along Via Cassia and surrounded by beautiful Tuscan countryside. Perfect for those who want to visit the attractions of the area: San Gimignano, Monteriggioni, Chianti, Siena (20 min.), Florence (30 min.), Volterra (40 min.). 2 minutes from the Florence-Siena highway junction and close to the urban center of Poggibonsi and Barberino-Tavarnelle. The house has a large terrace where you can relax and admire the Chianti hills.

Top guest favourite
A private terrace features a bar-like ledge with two woven chairs and a bottle of wine placed between two glasses. The view captures the iconic Duomo and Florence's rooftops, framed by a bright blue sky dotted with clouds.
Flat in Centro Storico
5 out of 5 average rating, 103 reviews

Your Terrace Duomo view - Cellini Project

Welcome to Benvenuto Cellini's birthplace. One of the foremost artists of the 16th century. With gold and silver, he sculpted dreams. The paintings adorning the apartment will narrate tales of his timeless masterpieces and his bold, contentious spirit. From the living room window, you can marvel at the Duomo and Florence's iconic monuments, or let inspiration wash over you from your private terrace. From here, Florence will surely etch itself into your heart forever.

Top guest favourite
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.
Flat in San Gimignano
5 out of 5 average rating, 108 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.

Top guest favourite
A scenic view captures a lush landscape with rolling hills, vineyards, and olive trees under a colorful sunset. The traditional Tuscan casolare is visible in the background, surrounded by greenery, while the horizon features soft hues of orange and pink.
Flat in Poggibonsi
4.99 out of 5 average rating, 312 reviews

Laura Chianti Holidays

Laura Chianti Vacanze is the ideal solution for those seeking peace and tranquility immersed in the Chianti countryside. The apartment, halfway between Florence and Siena, is conveniently located for quick access to Florence, Siena, San Gimignano , Volterra, as well as the beautiful Chianti hills. The apartment offers private parking, two bedrooms, a fully equipped kitchen, private bathroom, private garden, barbecue, and a wonderful view of the Chianti hills.

Top guest favourite
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.
Flat in San Gimignano
4.95 out of 5 average rating, 179 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!

Top guest favourite
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.
Flat in San Gimignano
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

Top guest favourite
A modern bedroom is presented with a metal frame bed dressed in a textured blanket. Warm light from a bedside lamp casts a gentle glow. A window with wooden shutters allows natural light, enhancing the airy feel of the space. A small nightstand completes the setup.
Flat in San Gimignano
4.88 out of 5 average rating, 224 reviews

D!Mora - New, Modern, Central and WiFi 100mbs free

Apartment WITHOUT KITCHEN (it is possible to request it extra at a cost of € 10 per day, connecting room) recently renovated in a modern style in the heart of the town. Rooms equipped with all comforts, very large, bright and quiet to enjoy a relaxing holiday in the most beautiful town in Tuscany! There is no parking. For details see the section "Location" - "Getting around" It is not possible to bring bicycles inside the apartment.

Top guest favourite
A spacious bedroom features a large bed with light bedding and a decorative pillow. Natural light fills the room through open doors leading to a balcony with scenic views. A bedside lamp and a TV add functional elements, while calming yellow walls create a relaxing ambiance.
Flat in San Gimignano
4.92 out of 5 average rating, 108 reviews

Apartment with balcony and countryside view

Apartment located on the ground floor consisting of a kitchen, a double bedroom and a bathroom with shower. The kitchen is complete with all the dishes, a coffee maker, and an oven. A balcony where you can enjoy a beautiful view of the Tuscan countryside. Free private parking and possibility of independent entrance.

Popular amenities for San Gimignano apartment rentals

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Avg. price$139 SGD$131 SGD$145 SGD$163 SGD$166 SGD$169 SGD$178 SGD$176 SGD$171 SGD$169 SGD$164 SGD$183 SGD
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Quick stats about flat rentals in San Gimignano

  • Total holiday rentals

    Explore 370 holiday rentals in San Gimignano

  • Nightly prices starting at

    San Gimignano holiday rentals start at $38 SGD per night before taxes and fees

  • Verified guest reviews

    Over 13,280 verified reviews to help you choose

  • Family-friendly holiday rentals

    210 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 170 rentals that welcome pets

  • Holiday rentals with a pool

    180 properties feature pools

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wifi availability

    340 of San Gimignano holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across San Gimignano rentals

  • 4.8 Average rating

    San Gimignano stays are highly rated by guests – averaging 4.8 out of 5!

Destinations to explore

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