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Family-friendly holiday rentals in Siena

Find and book unique family-friendly homes on Airbnb

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 29,110 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 200 rentals that welcome pets

  • Holiday rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    280 properties have a dedicated workspace

  • Wifi availability

    540 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!

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
Home in Asciano
4.96 out of 5 average rating, 131 reviews

Palazzo Monaci - Piscina nelle crete Senesi

Benvenuti a Palazzo Monaci ! Un' oasi di natura e bellezza unica, nel cuore delle Crete Senesi, in Toscana. Un residence con piscina e vista mozzafiato sulle crete senesi. Perfetta per coppie o famiglie in cerca di una vacanza rilassante. La posizione è perfetta per esplorare le zone limitrofe. Potrete fare escursioni nella campagna toscana, visitare i borghi medievali caratteristici, assaggiare i vini locali prelibati e immergervi nella cultura e nella storia di questa affascinante regione.

Top guest favourite
A charming outdoor dining area features a round table set with delicate dishware and a pink tablecloth. Surrounding the table are intricately designed white chairs. A gazebo provides shade, and lush greenery is visible in the background, creating a serene setting for leisurely meals.
Farm stay in Ruscello
4.99 out of 5 average rating, 498 reviews

Agriturismo Fattoria La Parita

Appartamento in stile provenzale immerso tra il vigneto e gli olivi. Godrete della tranquillità della campagna a 10 km dalla città e 4 dall'autostrada. Il canto di ghiandaie e cucù faranno da colonna sonora al soggiorno mentre i caprioli brucano tra gli olivi. E' inclusa una colazione base all'italiana (caffè, tè, latte, biscotti ecc.), se invece preferite una colazione più ricca e servita al tavolo il costo è 15€ a persona (10€ da 5 a 15 anni, gratis meno di 5 anni). Disponibile wallbox EV.

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
4.93 out of 5 average rating, 214 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.

Top guest favourite
Flat in Siena
4.97 out of 5 average rating, 206 reviews

Siena UpTown | Sabrina's Cozy Apartment

Cozy Apartment: Renovated studio of approximately 35 sqm in the heart of Siena, with a living area, kitchinette, and bathroom. Round King Size bed (220x220cm). Loft bed available for a third guest. Private parking included and located outside the ZTL. Bright, well-maintained, and fully equipped for a comfortable stay. Piazza del Campo in !5 minutes on foot. Quite and well served area, romantic and relaxing atmoshere. Wi-Fi included. Flexible check-in on request. Perfect stay.

Top guest favourite
The countryside property is nestled among lush greenery, featuring rustic architecture and terracotta roofs. Surrounded by rolling hills and trees, the natural landscape creates a peaceful setting. A gravel path leads to the house, enhancing the connection to the serene outdoor environment.
Farm stay in Sovicille
4.94 out of 5 average rating, 179 reviews

Casa al Gianni - Olmo

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 view captures a historic building in Siena, displaying its rustic architecture and multiple arched windows. In the foreground, trees bloom with pink flowers, while green vegetation adds a touch of nature. The iconic tower of Siena is visible in the background under a clear blue sky.
Apartment in Siena
4.97 out of 5 average rating, 218 reviews

La porta Accanto 2.0

Grazioso appartamento in stile rustico. Si trova nel centro storico di Siena in una posizione perfetta per visitare a piedi tutti i siti storici, le attrazioni e la zona dello shopping di Siena. In cinque minuti è possibile raggiungere la Piazza del Duomo con il suo museo e la Cattedrale "Santa Maria Assunta". A 600 meti é possibile raggiungere l'incantevole Piazza del Campo dove il 2 luglio e il 16 agosto si svolge il "Palio", la tradizionale corsa di cavalli.

Top guest favourite
Villa in Monteroni d'Arbia
4.94 out of 5 average rating, 163 reviews

"Villa Daisy" con vista su Siena

Meravigliosa villa con ingresso indipendente all'interno del podere "Caggiolo", riportato alla luce con curata e profonda ristrutturazione che ha mantenuto intatti i lineamenti tipici di un podere toscano. Splendida vista panoramica su Siena. Situato alle Ville di Corsano, a soli 14 km dalla città. Luogo ideale per trascorrere giorni in totale relax e godere delle meraviglie che questa zona offre (Chianti, Val d'Orcia, Crete Senesi..).

Superhost
Apartment in Siena
4.84 out of 5 average rating, 236 reviews

Emilio's home

Casa Emilio is located in the heart of Siena, close to Piazza del Campo and from the major points of interest of the city. It is composed by two bedrooms, one master bedroom and one single bedroom, a bathroom, a full furnished kitchen, a large living room and a computer room. The total area is about 90 s.m. It's a lovely place for the family, for couples and for who travels for a work.

Top guest favourite
A terrace table is set with two glasses of sparkling wine and a plate of cookies, overlooking the rooftops of the city. The distant bell tower is visible against a clear blue sky, framed by the balcony's railing.
Flat in Siena
4.95 out of 5 average rating, 407 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.

Guest favourite
A spacious sleeping area is featured, with a plush bed covered in crisp white linens and multiple decorative pillows. Natural light streams through a large window, framed by soft curtains. A stylish round table stands beside the bed, offering a modern touch to the room.
Home in Siena
4.91 out of 5 average rating, 104 reviews

Domus Nannini - Loggia Incrociata Spa

Appartamento appena ristrutturato composto da un salotto, moderna cucina open space completamente attrezzata con sala da pranzo, due camere e due bagni.  Interamente rivestito con un pregiato pavimento in parquet di Olmo, originale e restaurato, che conferisce un'atmosfera calda e accogliente.

Top guest favourite
A spacious living area features high ceilings with decorative beams. Comfortable sofas are arranged near a television. Natural light floods through large windows, illuminating the hardwood floor. A small plant adds a touch of greenery, while artwork adorns the walls, contributing to the refined atmosphere.
Apartment in Siena
4.96 out of 5 average rating, 397 reviews

Palazzo Bichi Ruspoli-Historical Home-Very Central

Historical Home Palazzo Bichi Ruspoli is situated on the elegant main street, in the heart of Siena. Located in a beautiful and ancient medieval building, the house is on the third floor with elevator and has a stunning view on the city.

Top guest favourite
A shaded outdoor terrace features a wooden pergola draped with green vines. A round table is set with a potted plant at its center, surrounded by several chairs. Stone paths lead to the entrance of the house, framed by blooming flowerbeds.
Home in Siena
4.98 out of 5 average rating, 213 reviews

Secret Garden Siena

A beautiful house located inside the city walls of Siena. The house develops on two floors has three bedrooms and two toilets. The real strong point of this location is the private garden. Walking distance to all the main attractions.

Popular amenities for Siena family-friendly rentals

When is the best time to visit Siena?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$193 SGD$167 SGD$203 SGD$204 SGD$209 SGD$229 SGD$221 SGD$222 SGD$222 SGD$216 SGD$186 SGD$204 SGD
Avg. temp5°C6°C9°C12°C16°C21°C23°C24°C19°C14°C9°C5°C

Destinations to explore

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