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Family-friendly holiday rentals in Siena

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Siena

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

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Guest favourite
A spacious courtyard bordered by terracotta tiles features several potted plants, including palm trees and shrubs. The walls are painted in warm yellow tones, with green shutters framing the windows. A historic building can be seen in the background, adding to the serene ambiance.
Flat in Siena
4.87 out of 5 average rating, 463 reviews

Bilocale in ex convento a due passi dal centro

CHECK IN NON PRIMA DELLE 16.00 NON ADATTO AI BAMBINI AL DI SOTTO DEI 12 ANNI NON E' POSSIBILE LASCIARE IL BAGAGLIO PRIMA DEL CHECK-IN IL PARCHEGGIO NON È ADATTO A CARAVANS O VETTURE TIPO FURGONE Il mio appartamentino ,si trova in un condominio che per secoli è stato un convento costruito intorno ad un cortile medievale : molto vicino al centro storico è ideale per scoprire Siena. In 10/ 15 minuti sarete nella Piazza del Campo cuore della città. Anche la campagna è facile da raggiungere

Top guest favourite
A handwritten note expressing gratitude is placed on a white surface, accompanied by a set of keys with a heart-shaped keychain. A ceramic vase is partially visible in the background, contributing to a serene and welcoming scene.
Flat in Siena
4.95 out of 5 average rating, 371 reviews

Siena centro storico, "I Pellegrini"

Una piccola e graziosa nicchia all'interno di imponente e bellissimo palazzo storico vicino a Piazza del Campo. Affacciandovi potete scorgere il tramonto sulla grande Chiesa di San Domenico. I punti di forza sono la posizione, la luminosità e il silenzio pur essendo in pieno centro storico, l'attenzione alla funzionalità e alla pulizia. Molte scale, ma basse, ampie e bellissime, infatti sono tutelate come monumento. Per chi vuole immergersi nella magica atmosfera del centro storico medievale🤍

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 spacious balcony is lined with arches, providing a panoramic view of the rooftops and distant cathedral of Siena. Terracotta tiles cover the floor, while potted plants add a touch of greenery. Sunlight floods the area, enhancing the architectural features and scenic outlook.
Apartment in Siena
4.88 out of 5 average rating, 173 reviews

Panoramic attic in old town of Siena

We are pleased to propose a top floor apartment in a historic building located in front of the Cathedral of San Domenico, in the heart of the historic center of Siena, a few steps from Piazza del Campo and the Duomo. The area is equipped with every service: shops, cafes, bars, restaurants. Composed of a large living room, kitchen, two double bedrooms, bathroom and terrace with panoramic views of the city. Very bright, it is equipped with every service to make your holiday enjoyable

Guest favourite
The modern living area features a sleek gray sofa, positioned beneath large windows that allow ample natural light. Local artwork adorns the walls, and a stylish wooden rack is present for hanging clothes. A minimalist lamp contributes to the clean aesthetic.
Apartment in Siena
4.92 out of 5 average rating, 144 reviews

[NUOVO] Moderno Monolocale Centrale con posto auto

Benvenuti nel mio nuovo moderno monolocale situato a pochi passi dal centro di Siena. La posizione centrale dell'appartamento e il parcheggio privato per la vostra automobile rappresenta la soluzione perfetta che ti permetterà di scoprire e visitare tutte le meraviglie Senesi a piedi e in pochi minuti. Super confortevole e ideale per vivere e visitare il cuore pulsante della città di Siena e dintorni, essendo anche a pochi km dall’ autostrada. Non vedo l'ora di darvi il benvenuto!

Top guest favourite
A doorway opens to a warm, inviting space featuring a cozy bedroom with a spacious bed dressed in light linens. The room includes wooden ceiling beams and a small table with chairs in the background, complemented by natural light filtering through the window.
Flat in Siena
4.94 out of 5 average rating, 195 reviews

Casa Fusari - Apartment next to the Duomo

! Please check the house rules before booking ! Completely renovated apartment with fine finishes located in a building of 1746, one minute walk from Piazza del Duomo and two minutes from Piazza del Campo. Strategic position in the heart of the historic center, very convenient raised ground floor from which you can see part of the Duomo, next to the apartment you will find two great restaurants. A few steps away you will also find the escalator to the parking lot Santa Caterina.

Guest favourite
A charming street scene captures a sunny day in an urban area. An orange vehicle is parked, and cyclists are seen maneuvering along the cobblestone path. The yellow-brown building features green shutters and decorative elements, and the surrounding architecture showcases historical characteristics.
Apartment in Siena
4.86 out of 5 average rating, 418 reviews

My home in the centre of the city 2

Very central renovated studio flat, complete with every accessory, bright, in a quiet area a few steps from Piazza del Campo in the heart of the historic center full of many treasures, a UNESCO World Heritage Site which boasts a perfectly preserved medieval structure. Despite being in the Limited Traffic Zone, it is easily accessible from the main free or paid parking lots. Possibility to leave your luggage in the free deposit before check-in and after check-out

Top guest favourite
An open living area is shown with a dining table surrounded by black and white chairs. The ceiling displays decorative beams, and light enters through a window, illuminating the space. A fireplace is positioned against one wall, with artwork adorning the surrounding walls.
Flat in Siena
4.96 out of 5 average rating, 289 reviews

Renovated flat 50 meters from Piazza del Campo

Apartment in the historic center of Siena, just 50 meters from Piazza del Campo. The accommodation was completely renovated in 2019. The restoration was carried out trying to keep its main features intact, but adding all the necessary equipment to today's way of life. The apartment is an ideal place for those who want to visit and experience the city; In fact, all the monuments and attractions of the historic center can be reached on foot in a few minutes.

Guest favourite
A serene outdoor area features a swimming pool surrounded by landscaped gardens. A wooden deck with seating overlooks the pool, while a large umbrella provides shade. The two-story villa is positioned above, framed by vibrant greenery and a clear blue sky.
Flat in Carpineto
4.94 out of 5 average rating, 183 reviews

Campagna Toscana, pace e relax a 10 min da Siena

Il nostro alloggio è vicino a Siena, quindi alla vita notturna, al centro città ma anche al piccolo aeroporto di Ampugnano, ai parchi, e al trasporto pubblico. Vi piacerà il nostro alloggio per la luce, la comodità del letto, la cucina, l'intimità e i soffitti alti. Il nostro alloggio è adatto a coppie, avventurieri solitari, a chi viaggia per lavoro, alle famiglie (con bambini) e amici pelosi (animali domestici).

Top guest favourite
A bright living area features a modern white sectional sofa and a white entertainment unit with a flat-screen TV. Stylish decor includes a potted plant and black accents against light walls and exposed wooden beams, creating a spacious and uncluttered environment.
Apartment in Siena
4.96 out of 5 average rating, 112 reviews

Olympia's House

A few steps from the wonders of Siena, this apartment combines comfort and refinement. Two bedrooms, two bathrooms, studied lights, careful design and tastefully chosen materials. Outside the ZTL but close to the center, with convenient parking and escalators 500 meters away. A contemporary retreat where you can feel at home and live the authentic soul of the city, between history, beauty and harmony.

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 panoramic view showcases the charming rooftops of the city, with terracotta tiles and historic buildings. The Torre del Mangia stands prominently in the background, alongside lush greenery and the distant valley. The cloudy sky adds depth to this serene urban landscape.
Flat in Siena
4.96 out of 5 average rating, 381 reviews

La terrazza sui tetti

Luminoso ed accogliente appartamento di mq 95 situato al 4º piano senza ascensore di un palazzo notificato nel cuore della città a pochi passi da Piazza del Campo , il Duomo e le maggiori attrazioni della città. Una splendida vista che domina sui tetti farà da cornice al vostro appartamento da cui potrete vedere la Torre del mangia, la Basilica dei Servi e la meravigliosa Val d'Orcia.

Popular amenities for Siena family-friendly rentals

When is the best time to visit Siena?

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Avg. price$168 SGD$148 SGD$189 SGD$207 SGD$212 SGD$232 SGD$224 SGD$225 SGD$225 SGD$207 SGD$172 SGD$177 SGD
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Quick stats about holiday rentals that are family-friendly in Siena

  • Total holiday rentals

    Explore 560 holiday rentals in Siena

  • Nightly prices starting at

    Siena holiday rentals start at $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 28,180 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 210 rentals that welcome pets

  • Holiday rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    300 properties have a dedicated workspace

  • Wifi availability

    530 of Siena holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Siena rentals

  • 4.8 Average rating

    Siena stays are highly rated by guests – averaging 4.8 out of 5!

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