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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
4.95 out of 5 average rating, 110 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

Guest favourite
Flat
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 living area features exposed wooden beams and terracotta flooring. A floral-patterned sofa complements a wooden dining table surrounded by blue and white chairs. Natural light enters through the window adorned with sheer curtains, enhancing the cozy atmosphere of the space.
Flat
4.98 out of 5 average rating, 100 reviews

Bright apartment with terrace and towers view

Lovely Two-roomed apartment (58 mq) with a comfortable terrace for outdoor dinners. Living room, separate kitchen corner, bathroom with shower, bedroom with a charming mezzanin floor from which it is possible to see the towers.Sleeps 2 to 3, double bedroom plus delightful panoramic mezzanine with a single bed. Possibility to park the car in a private garage for a fee (euro 9.00 per day), located just outside the historic walls of the city, a 5-minute walk from the apartment in the centre.

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
4.89 out of 5 average rating, 345 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
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
5 out of 5 average rating, 113 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.

Guest favourite
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.
Flat
4.94 out of 5 average rating, 170 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.

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
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
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
An aerial view of a beautiful countryside property is shown, featuring a stone farmhouse surrounded by lush greenery, gardens, and vineyards. A shared swimming pool is visible, along with outdoor seating areas and well-maintained landscaping that highlights the tranquil rural setting.
Flat
4.91 out of 5 average rating, 325 reviews

holidays with swimming pool in Tuscany

Piccolo e confortevole appartamento per 2 persone arredato in stile toscano e con travi a vista,immerso tra le dolci colline della campagna toscana. A disposizione degli ospiti spazio esterno con tavolo,piscina condivisa,forno a legna e barbecue,piccola lavanderia,wi-fi. L'appartamento è stato ricavato da una graziosa casa colonica in pietra del 1800 recentemente ristrutturata secondo la tradizione toscana e suddivisa in tre comodi appartamenti

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
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.

Superhost
A cozy bedroom features a spacious bed adorned with a neutral-toned blanket. Two side tables with lamps are positioned beside the bed. A piece of colorful artwork hangs above the bed, while soft lighting creates a warm ambiance.
Flat
4.81 out of 5 average rating, 170 reviews

L'orto di Emma - Apartment in the center

Apartment located in the historic center in the Piazza delle Erbe of San Gimignano with a bedroom, kitchen and independent bathroom. The apartment enjoys panoramic views of the city of San Gimignano and the Tuscan countryside and is equipped with a garden, one of the few remaining in the center. The apartment is in the square a short distance from the town's fortress and all tourist attractions.

Top guest favourite
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
4.98 out of 5 average rating, 125 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

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Avg. price£82£78£86£96£98£100£105£104£101£100£97£108
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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 £22 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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