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Family-friendly holiday rentals in San Gimignano

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in San Gimignano

  • Total holiday rentals

    Explore 510 holiday rentals in San Gimignano

  • Nightly prices starting at

    San Gimignano holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 14,940 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 240 rentals that welcome pets

  • Holiday rentals with a pool

    310 properties feature pools

  • Rentals with dedicated workspaces

    180 properties have a dedicated workspace

  • Wifi availability

    500 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!

Top-rated family-friendly rentals in San Gimignano

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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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, 152 reviews

Il Sogno Toscano-moderno in centro a San Gimignano

Il Sogno Toscano, appartamento esclusivo nel centro storico di San Gimignano! Questo appartamento di 100 m²,situato a pochi passi dalle celebri torri medievali, è la base ideale per esplorare il borgo patrimonio UNESCO. L’appartamento dispone di ampi spazi luminosi, una cucina completamente attrezzata, soggiorno con vista panoramica sui colli toscani, due camere da letto eleganti e due bagni spaziosi. Godetevi una vista spettacolare e rilassatevi al tramonto con un buon bicchiere di vino locale.

Top guest favourite
Apartment in San Gimignano
4.9 out of 5 average rating, 116 reviews

Dimora”La Porta Verde”

Monolocale di circa 40 mq vicino al centro storico ,a pochi passi da Porta S.Matteo. Di recente ristrutturazione è dotato di Wi-Fi e climatizzatore. Ingresso nel soggiorno dove troviamo la sala da pranzo e divano/letto. Un mobile separa la zona notte con letto matrimoniale. Cucina con microonde, forno, lavastoviglie e lava-asciuga. Bagno con doccia, servizi ed un piccolo ripostiglio. Possibilità di parcheggio nelle vicinanze. Ideale per famiglie! Molto lieta ed onorata di accogliervi Patrizia

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, 172 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.Parking available in a private garage at a cost of €9.00 per day,6 min walk.

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, 114 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

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.
Apartment in San Gimignano
4.91 out of 5 average rating, 153 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 bright bedroom features a spacious bed with crisp white linens and a decorative pillow. A vivid landscape painting hangs above, while a window with wooden frames reveals a scenic view of the Tuscan hills, complemented by soft natural light filtering through sheer curtains.
Holiday home in San Gimignano
4.98 out of 5 average rating, 152 reviews

Respira la Toscana: vista a 180° sulle Colline

Please note that the second bedroom is divided from the hallway by a curtain and not by a door. inVivi la tua esperienza a San Gimignano con una splendida vista sulle colline toscane! Nel cuore di San Gimignano, vivi la città con ingresso indipendente, primo piano e panorama mozzafiato sulle colline toscane. Disponibile su richiesta il posto auto privato. Ingresso, salotto, 2 camere matrimoniali, cucina e ampio bagno. city tax da aggiungere al prezzo, 2,5€ per ogni persona per ogni notte.

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.
Apartment in Noce
5 out of 5 average rating, 336 reviews

Podere Vergianoni immerso nelChianti con piscina

Podere Vergianoni è un antica e autentica casa colonica risalente al 1600 situata nelle splendide colline del Chianti in Toscana . L'appartamento è arredato in perfetto stile tradizionale locale dell'antica Toscana : antiche travi in legno, pavimenti in cotto e arredamenti unici. Nel grande cortile esterno troverete a vostra disposizione una grande piscina con terrazza panoramica che si affaccia su una valle con vista mozzafiato su vigneti e oliveti dove godersi tramonti spettacolari.

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, 363 reviews

CASA DEL MEDIOEVO

The entire apartment and the external courtyard is for the exclusive use of the single guest. L'appartamento è stato ristrutturato rispettando tutti i valori del tempo vissuto. Si trova al centro, circondato dalle alte torri. Avrete un meraviglioso cortile all’aperto con vista sulle torri a vostro esclusivo uso per una straordinaria cena all’aperto o gustare in tutta tranquillità un bicchiere di vino. Troverete con facilità: Ristoranti, bar e gelaterie. Noi vi aspettiamo :)

Top guest favourite
Farm stay in Sovicille
4.92 out of 5 average rating, 216 reviews

Casa al Gianni - Leccio

Ciao, siamo Cristina e Carmelo! Vi aspettiamo a "Casa al Gianni", il nostro agriturismo tra i boschi della Montagnola Senese a soli 20 minuti da Siena. Qui la vita rallenta: Solo il profumo della terra, il canto degli uccelli e la simpatia dei nostri animali. È un invito a riscoprire la bellezza delle piccole cose, immersi nel verde della Toscana più vera. Non è solo una vacanza, è un ritorno alle origini. Questo angolo di pace vi resterà nell'anima. Vi aspettiamo!

Top guest favourite
A charming garden area features a round table surrounded by four wrought iron chairs. Vibrant flowers bloom in planters, and lush greenery adds to the tranquil environment. A rustic stone wall and traditional rooftops provide a picturesque backdrop, enhancing the sense of privacy.
Home in San Gimignano
4.99 out of 5 average rating, 209 reviews

Romantic Garden in Historic San Gimignano

Enjoy a romantic stay in the heart of San Gimignano, inside the medieval walls.The apt features a private garden, a rare and peaceful corner where you can have breakfast, relax after exploring the town or enjoy a glass of wine in the evening. Perfect for couples looking for charm, history and quiet retreat in one of Tuscany's most beautiful villages.

Top guest favourite
Apartment in San Gimignano
4.84 out of 5 average rating, 282 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

Top guest favourite
The image captures the twelfth-century towers of San Gimignano, framed by lush greenery. The buildings exhibit a blend of rustic stone and earthy tones, with various trees partially obscuring the view, offering a glimpse of the historic skyline of the UNESCO World Heritage Site.
Holiday home in San Gimignano
4.81 out of 5 average rating, 112 reviews

San Gimignano. Tuscany

Set inside the walls of historic San Gimignano, this medieval (but fully refurbished) apartment will stir your senses. San Gimignano is right at your door. Step out into a World Heritage City 45 minutes from Florence, 35 minutes from Siena. Enjoy

Popular amenities for San Gimignano family-friendly rentals

When is the best time to visit San Gimignano?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$255 SGD$244 SGD$226 SGD$222 SGD$236 SGD$241 SGD$269 SGD$267 SGD$250 SGD$239 SGD$213 SGD$262 SGD
Avg. temp7°C8°C11°C14°C18°C23°C25°C25°C21°C16°C11°C7°C

Destinations to explore

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  2. Italy
  3. Tuscany
  4. Siena
  5. San Gimignano
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