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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
The open-plan living area features wooden beams across the ceiling. Natural light filters through multiple windows, illuminating the cozy seating and dining areas. A rustic stone wall adds character, while a wooden table and light-colored chairs provide a functional dining space.
Apartment in San Gimignano
4.97 out of 5 average rating, 235 reviews

Casa Irene

Casa Irene è un delizioso appartamento in stile Toscano, situato al secondo ed ultimo piano di una palazzina a soli 5 minuti a piedi dal centro,50 mt per porta San Matteo ed altri 50 mt per la via Francigena. Data la posizione defilata si raggiunge facilmente in auto per parcheggiare nell'immediato parcheggio libero. L'appartamento dotato di wifi ed aria condizionata si suddivide in sala/cucina openspace,camera e bagno con doccia ed un terrazzo abitabile con affacci sulle mura di San Gimignano

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.
Apartment in San Gimignano
4.95 out of 5 average rating, 110 reviews

San Gimignano casa centro storico

L'appartamento, situato nel cuore del centro storico di San Gimignano, con veduta sulla principale piazza del Duomo, ove si affacciano i tre più importanti edifici medioevali. La Cattedrale Collegiata di Santa Maria Assunta, il Vecchio palazzo del Podestà ed il palazzo del Com La Collegiata costruita nel XII secolo, Il palazzo del Popolo dal pittoresco cortile che conserva opere di notevole importanza. Inoltre vediamo la torre principale. periodo invernale il costo del riscaldamento e' extra

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.
Apartment in San Gimignano
4.98 out of 5 average rating, 149 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 €8.00 x day.

Top Guest favourite
An inviting interior features exposed brick walls and a blend of modern and rustic design elements. A staircase leads to the upper floor, while large doors open to reveal a view of the outdoors. A wooden table and a cozy chair enhance the living space.
Apartment in Montepulciano
4.97 out of 5 average rating, 116 reviews

Under the sunset, Montepulciano

In 2023 my son Guglielmo and I decided to restore the old oratory of a church from the 1600s by creating a two floor apartment: upstairs we have 2 bedrooms equipped with AC and 2 en-suite bathrooms with shower; downstairs a spacious living room with stereo Available a table outside with great view and a nice garden 50 mt away where to have a private wine tasting for all the guests of our 4 apartments We can organize barbecue with paired wines after 7 pm. Large free parking area 100 mt away

Top Guest favourite
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.
Apartment in Carmignano
4.96 out of 5 average rating, 225 reviews

Giglio Blu Loft di Charme

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...

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.
Apartment in Poggibonsi
4.91 out of 5 average rating, 105 reviews

Cottage San Martino con ampia terrazza panoramica

Appartamento di 45 mq a San Martino ai colli, situato lungo la via Cassia e circondato dalla bella campagna toscana. Perfetto per chi ha voglia di visitare le attrazioni della zona: San Gimignano, Monteriggioni, il Chianti, Siena (20 min.), Firenze (30 min.), Volterra (40 min.). A 2 minuti dal raccordo autostradale Firenze-Siena e vicino al centro urbano di Poggibonsi e Barberino-Tavarnelle. La casa è dotata di un'ampia terrazza dove potersi rilassare e ammirare le colline del Chianti.

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.
Apartment in Poggibonsi
4.99 out of 5 average rating, 296 reviews

Laura Chianti Vacanze

Laura Chianti Vacanze è la soluzione ideale per chi cerca pace e tranquillità immerso nelle campagne del Chianti. L'appartamento, a metà strada tra Firenze e Siena, si trova in una posizione strategica per raggiungere velocemente Firenze, Siena, San Gimignano , Volterra, nonché le meravigliose colline del Chianti. L'appartamento dispone di ampio parcheggio privato, due camere, cucina attrezzata, bagno privato, giardino privato, barbecue, ed una stupenda vista sulle colline del Chianti.

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.
Apartment in San Gimignano
4.93 out of 5 average rating, 120 reviews

Appartamento con giardino panoramico San Gimignano

Situato a ridosso delle mura di San Gimignano, l’ appartamento è immerso nella natura con ogni confort desiderabile ed una vista panoramica stupefacente. L’appartamento è composto da 1 cucina, 1 camera da letto matrimoniale, 1 stanza soggiorno-pranzo, giardino panoramico e posteggio auto riservato di fianco alla casa. -2 minutes walk from the city center, surrounded by nature -panoramic view -every desirable confort -private parking -1 kitchen, 1 bedroom, 1 bathroom, 2 living room

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.
Apartment in San Gimignano
4.95 out of 5 average rating, 178 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
An aerial view reveals the rustic stone farmhouse surrounded by lush greenery and vineyards. The inviting pool is set within a well-maintained garden, complemented by outdoor seating and barbecue areas, offering a peaceful retreat in the heart of the Tuscan countryside.
Apartment in Gavignano
4.91 out of 5 average rating, 344 reviews

Poggio Massiccioli

Accogliente appartamento per 4 persone arredato in stile toscano e con travi a vista immerso tra le dolci colline della campagna toscana. A disposizione degli ospiti giardino attrezzato,wi-fi gratuita,piscina condivisa attrezzata,forno a legna e barbecue,lavatrice. 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

Guest favourite
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.
Apartment in San Gimignano
4.81 out of 5 average rating, 163 reviews

L'orto di Emma - Appartamento in centro

Appartamento situato in pieno centro storico nella piazza delle Erbe di San Gimignano dotato di camera e cucina e di servizi indipendenti. L'appartamento gode di vista panoramica sulla città di San Gimignano e le campagne toscane ed è dotato di giardino, uno dei pochi orti rimasti all'interno del centro. L'appartamento si trova in Piazza a poca distanza dalla Rocca del paese e da tutte le attrazioni turistiche.

Top Guest favourite
A cozy living room features two reclined leather chairs and a wooden table, complemented by a decorative rug. A rustic fireplace is positioned against a wall, and framed artworks adorn the space. Natural light streams through two wooden windows, enhancing the warm ambiance.
Apartment in Poggibonsi
5 out of 5 average rating, 122 reviews

Villa Mocarello " IL LECCIO"

This romantic apartment is located on the second floor of a 19th century Leopoldinian Villa. The independent entrance can be reached walking through the lush garden surrounding the house. The Villa is located in a strategic position in the middle of Tuscany, close to Florence, Siena and San Gimignano. the bus station is about ten minutes on foot, the train station about fifteen minutes,

Popular amenities for San Gimignano apartment rentals

Quick stats about apartment rentals in San Gimignano

  • Total rentals

    400 properties

  • Nightly prices starting at

    $15 AUD before taxes and fees

  • Total number of reviews

    14K reviews

  • Family-friendly rentals

    230 properties are a good fit for families

  • Pet-friendly rentals

    170 properties allow pets

  • Rentals with a pool

    220 properties have a pool

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Siena
  5. San Gimignano
  6. Apartment rentals