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Family-friendly holiday rentals in San Gimignano

Find and book unique family-friendly homes on Airbnb

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
Flat in San Gimignano
4.96 out of 5 average rating, 239 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.
Flat 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.
Flat in San Gimignano
4.98 out of 5 average rating, 153 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
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, 139 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, 293 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.

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, 201 reviews

casa del giardino

"Casa del giardino" ......un oasi in fiore tra le mura medievali.. I proprietari Mario e Donella , vorrebbero offrirvi una vacanza irripetibile a San Gimignano. Potrete godere del meraviglioso giardino, straordinaria oasi di pace e silenzio, nel centro città, ad uso esclusivo di chi affitta l'appartamento. Così, leggere un libro, rilassarsi al sole, sorseggiare un ottimo calice di Chianti o fare colazione immersi nel verde e tra i fiori di questo giardino sarà un'esperienza memorabile!

Top guest favourite
A rustic farmhouse is nestled in the Chianti hills, surrounded by lush, well-maintained greenery. The gentle slope of the landscaped garden leads towards the distant rolling hills, creating a serene rural landscape under a clear blue sky.
Farm stay in Greve in Chianti
4.98 out of 5 average rating, 397 reviews

Colonica con piscina nel Chianti

Agriturismo Il Colle is located on one of the Chianti hills. The structure has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence just 35 minutes by car The apartment is on the first floor of the main farmhouse, with independent access and garden with trees. The rustic furnishings in the classic Tuscan style, with wooden beam ceilings and terracotta floors give a characteristic touch to the environment.

Guest favourite
The image showcases the exterior of an ancient stone building within the historical walls of San Gimignano. Sunlight illuminates the textured facade, highlighting the charming architectural details, including windows and balconies. A quiet pathway leads to the entrance, surrounded by greenery.
Home in San Gimignano
4.97 out of 5 average rating, 100 reviews

Casa Maurino

"Casa Maurino”, nel centro storico di San Gimignano, è un delizioso appartamento incastonato nelle antiche mura di cinta della città. Luogo ideale in cui trascorrere brevi soggiorni, immergendosi nella suggestiva atmosfera del borgo medioevale. Situato in posizione tranquilla e silenziosa con terrazzo panoramico sulle colline toscane per concedersi romantici momenti di relax. Ingresso indipendente da caratteristica scalinata in pietra, terrazzo panoramico. Adatto per coppie.

Top guest favourite
An aerial view of the property reveals a charming red house surrounded by lush greenery. Tall cypress trees and vibrant bushes create a tranquil landscape, while an expansive lawn features relaxing loungers, inviting guests to enjoy the serene atmosphere of the Tuscan countryside.
Home in Gambassi Terme
5 out of 5 average rating, 202 reviews

Il Fienile, Luxury Apartment in the Tuscan Hills

‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

Top guest favourite
A historical square is depicted, featuring a tall stone tower and an ancient church with a circular window. Steps lead up to the church entrance, surrounded by visitors enjoying the open space. Blue sky provides a bright backdrop to the scene.
Apartment in San Gimignano
4.96 out of 5 average rating, 306 reviews

Cozy Apt overlooking the Duomo, San Gimignano

Super central apartment located right in the main Piazza of San Gimignano overlooking the Duomo. Great location in the vibrant heart of the town with all services at your doorstep: chemist, cafés, restaurants, groceries, museums, tourist information office.. Walking out through Porta San Giovanni you'll find the Coop supermarket and the bus stop to Poggibonsi railway station (12km away). Car parks are also located outside the city walls just a few minutes' walk away.

Top guest favourite
A rustic building is seen under a starry night sky, with a partial roof providing shelter. Soft light glows from the interior, illuminating the entrance. Lush greenery and trees surround the scene, adding depth to the serene nighttime landscape.
Farm stay in Simignano
4.91 out of 5 average rating, 235 reviews

Casa al Gianni - Capanna

Ciao, siamo Cristina & Carmelo! Vi invitiamo a vivere un’esperienza autentica nel nostro agriturismo “Casa al Gianni” situato 20 min da Siena. Il nostro marchio è la vita semplice a stretto contatto con la natura e gli animali della nostra fattoria. Immerso tra i boschi e la splendida campagna toscana trascorrerai una vacanza indimenticabile. Questo angolo di paradiso ti rimarrà nel cuore!

Top guest favourite
A spacious living area features a light-colored sofa with a decorative throw, complemented by wooden beams overhead. The open kitchen with modern appliances is visible in the background, alongside large windows that provide natural light and a view of the exterior.
Holiday home in Peccioli
4.9 out of 5 average rating, 215 reviews

Michelangelo: entire space in the heart of Tuscany

Come and take a vacation at our beautiful apartment in Peccioli, Tuscany! Enjoy a renovated space, beautifully decorated, with new appliances and furniture, Air conditioner in all spaces, high-speed internet, and all you need to enjoy your time in Italy. Peccioli is a gem in the heart of Tuscany, near all the big cities and touristic attractions.

Popular amenities for San Gimignano family-friendly rentals

When is the best time to visit San Gimignano?

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Avg. price$219 SGD$210 SGD$219 SGD$226 SGD$240 SGD$246 SGD$274 SGD$272 SGD$255 SGD$202 SGD$192 SGD$223 SGD
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Quick stats about holiday rentals that are family-friendly in San Gimignano

  • Total holiday rentals

    Explore 530 holiday rentals in San Gimignano

  • Nightly prices starting at

    San Gimignano holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 14,510 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 210 rentals that welcome pets

  • Holiday rentals with a pool

    340 properties feature pools

  • Rentals with dedicated workspaces

    160 properties have a dedicated workspace

  • Wifi availability

    510 of San Gimignano holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across San Gimignano rentals

  • 4.7 Average rating

    San Gimignano stays receive an average rating of 4.7 out of 5 from guests

Destinations to explore

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  2. Italy
  3. Tuscany
  4. Siena
  5. San Gimignano
  6. Family-friendly rentals