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Condo holiday rentals in San Gimignano

Find and book unique condos on Airbnb

Top-rated condo rentals in San Gimignano

Guests agree: These condos are highly rated for location, cleanliness and more.

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Top Guest favourite
Condo in San Gimignano
4.9 out of 5 average rating, 114 reviews

Residence "La Porta Verde"

Studio apartment of about 40 square meters near the historic center, a short walk from Porta S. Matteo. Recently renovated, it is equipped with Wi-Fi and air conditioning. Entrance into the living room where we find the dining room and sofa/bed. A piece of furniture separates the sleeping area with a double bed. Kitchen with microwave, oven, dishwasher and washer-dryer. Bathroom with shower, toilet and a small closet. Parking is available nearby. Great for families! Very happy and honored to welcome you Patrizia

Top Guest favourite
An aerial view captures Podere Vergianoni nestled in the Chianti hills, surrounded by lush vineyards. The property features a clear blue pool, shaded terraces, and carefully landscaped gardens. Rolling hills and rows of grapevines create a serene backdrop, highlighting the natural beauty of the Tuscan countryside.
Condo in Noce
5 out of 5 average rating, 327 reviews

Podere Vergianoni nestled in Chianti with a pool

Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

Guest favourite
A spacious living area combines a dining table with six chairs and a rustic kitchen featuring wooden cabinetry. Natural light enters through multiple windows, highlighting the warm tones of the walls and flooring. Exposed wooden beams add character to the ceiling.
Condo in San Gimignano
4.91 out of 5 average rating, 149 reviews

Apartment in the historical center

The apartment in the historic center of San Gimignano consists of two large double rooms, one of which also has a single bed, a rustic kitchen in masonry and a beautiful living room with fireplace that will help you magically return back in time. There is also an inner courtyard with water well and red fish. From the windows of the apartment we overlook the piazza of Sant'Agostino with the well in the centre, and on the sides the Churches of St. Augustine and St Peter. a fantastic experience.

Top Guest favourite
A lush garden surrounds the farmhouse, featuring a winding brick pathway lined with vibrant greenery and colorful flowers. Mature trees provide shade, and a variety of plants contribute to a serene atmosphere, enhancing the natural beauty of the outdoors.
Condo in Strada In Chianti
4.95 out of 5 average rating, 406 reviews

Chianti Apartment in 12th Century Tuscan farmhouse

Your separate apartment in our secluded 12th century farmhouse has its own entrance and is on two levels; kitchen and sitting area is on the first floor, beds and bath are upstairs. The large fireplace in the kitchen is very typical in these old houses. In the sleeping rooms we have air conditioning. The garden is unique , a place to relax and enjoy. If there is no available date check out our second new listing, same property, "Chianti Patio Apartment" Pleased to welcome you!

Top Guest favourite
Condo in Gambassi Terme
4.99 out of 5 average rating, 119 reviews

Cosy Tuscan Home near Florence & San Gimignano

UN NIDO ACCOGLIENTE dove tradizione e confort moderno s'incontrano. Perfetto per chi desidera rallentare, rilassarsi e vivere la Toscana più autentica, lontano dal caos. Immagina di svegliarti nel cuore di un borgo toscano, affacciarti sulla piazza e iniziare la giornata con la tranquillità e I ritmi locali. L'appartamento completamente ristrutturato e arredato con gusto, si trova nel centro storico di Gambassi Terme, un punto strategico per eslorare le meraviglie della Toscana.

Top Guest favourite
An aerial view captures the property nestled in a scenic landscape, surrounded by rolling hills and cultivated fields. Olive groves line the winding road, with cypress trees dotting the surroundings, showcasing the natural beauty of the Tuscan countryside.
Condo in Asciano
4.96 out of 5 average rating, 342 reviews

Green – The meadows in Tuscany

Apartment consisting of 1 double bedroom, fully equipped kitchen, large living room, and bathroom. TV, BBQ, (we provide the washing machine from 9 a.m. to 8 p.m. which is in our laundry room to those who request it). We recommend a car as we live in the countryside, both to be independent and to visit the magnificent Tuscany. You will like the outdoor environment because it is magical by day and at night Free parking and WiFi Convenient location to visit both Tuscany and Umbria.

Top Guest favourite
A charming outdoor seating area is set against a backdrop of rolling green hills. Two green metal chairs and a matching table are surrounded by flowering plants, with cypress trees rising in the distance under a partly cloudy sky.
Condo in Pienza
5 out of 5 average rating, 144 reviews

Mascagni Farmhouse in Val d'Orcia, Pienza

Climb the iconic Tuscan hills to Mascagni Organic Farm, an organic farm where your new home awaits: a finely restored 16th-century barn nestled among olive trees and wheat fields. Relax with a cup of tea, pick rosemary and lavender in the garden with breathtaking views of the Val d'Orcia. Rediscover your true nature among the pristine fields and olive trees: here, walks and bike rides have no limits! Ready to create memories that will last a lifetime?

Top Guest favourite
Condo in Florence
4.99 out of 5 average rating, 304 reviews

The View of Sangiorgio

In the heart of the historic center of Florence, stands this magnificent 90 m2 apartment. Thanks to the location and the splendid view overlooking Florence, you will immediately feel part of the city. The apartment is a stone's throw from the Ponte Vecchio and therefore close to every attraction in Florence. N.b. The apartment is located in an elevated position and to reach it there is a climb and two flights of stairs to climb

Top Guest favourite
A compact kitchen area features a sink and counters adorned with decorative tiles. Natural light filters through an open window, providing a view of the city rooftops and the dome of the cathedral in the distance.
Condo in Florence
4.98 out of 5 average rating, 198 reviews

The roof terrace

The roof terrace is located on the third and top floor, without a lift (where the brave dare) of a small building in the lively Sant'Ambrogio neighborhood, just steps from all the city's major attractions. From the terrace, you can enjoy views of the city's rooftops, including Brunelleschi's dome and the synagogue's dome. The apartment was completely renovated in the summer of 2022 to offer you the best possible accommodation.

Top Guest favourite
A modern kitchen area is featured with wooden beams overhead and a large window offering views. Kitchen appliances include a stovetop, microwave, and coffee maker. A dining table with four chairs is positioned beside the window, enhancing the space's functionality.
Condo in San Gimignano
4.97 out of 5 average rating, 127 reviews

Roberta apartment 100 m from San Gimignano

The apartment was renovated in 2018 with excellent quality finishes, located on the first floor of a building which is located about 100 meters from the walls of San Gimignano. The Roberta apartment has 1 large bedroom, kitchen and a large bathroom where there is a washer-dryer and is equipped with 2 TVs. The apartment is equipped with WiFi. THE TOURIST TAX OF € 2.50 IS NOT INCLUDED SEE MORE INFORMATION IN THE INFORMATION

Top Guest favourite
A dining table is set with elegant glassware and dinnerware, positioned on a terrace. The view reveals the skyline of Florence, with its historic buildings and rolling hills in the background. Greenery frames the scene, enhancing the outdoor dining experience.
Condo in Santo Spirito
5 out of 5 average rating, 110 reviews

Exclusive Florence Penthouse with city views

The truly Florentine soul of this exquisite apartment and its panoramic terrace sets the stage for an unforgettable stay. From this privileged vantage point above the rooftops, you can almost touch Florence’s monuments as you sip a sunset aperitivo, or greet the morning beneath the pergola with a leisurely breakfast while the city awakens in golden light.

Top Guest favourite
Condo in San Gimignano
4.84 out of 5 average rating, 277 reviews

Historic centre - cozy apartment

Beautifully renovated apartment located in the heart of the historic center , near the Porta San Matteo. The apartment consists of: fully equipped kitchen, double bedroom with air conditioner, bathroom and small terrace. Free wi fi Many parkings are nearby

Popular amenities for San Gimignano condo rentals

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Avg. price$200 NZD$195 NZD$195 NZD$231 NZD$221 NZD$243 NZD$246 NZD$238 NZD$248 NZD$214 NZD$197 NZD$195 NZD
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Quick stats about condo rentals in San Gimignano

  • Total holiday rentals

    Explore 70 holiday rentals in San Gimignano

  • Nightly prices starting at

    San Gimignano holiday rentals start at $85 NZD per night before taxes and fees

  • Verified guest reviews

    Over 3,960 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    70 of San Gimignano holiday rentals include Wi-Fi 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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