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Kid-friendly vacation rentals in Province of Siena

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Province of Siena kid-friendly rentals

Kid-friendly house rentals

Guest favorite
A lush green garden is framed by a rustic pergola made of wooden beams. Grassy paths lead deeper into the garden, where vibrant flowers and trees provide a natural backdrop. Rolling hills and a clear blue sky are visible in the distance, creating a serene outdoor setting.
Home in Castellina in Chianti
4.98 out of 5 average rating, 110 reviews

StageROOM03 -Chianti Idillic Country living

ElizaRating, 5 stars1 month ago
Breathtaking location with views that are exactly what you want in the Chianti region. It was a beautiful place and was very nicely setup. Extremely responsive and helpful host. He provided recommendations and was quick to respond to questions. The house is centered nicely within the region and allows access to many different villages, wineries, and restaurants. An amazing experience and I highly recommend!
Superhost
A spacious bedroom features a large bed with a neutral bedspread and decorative pillows. A wooden headboard complements the light-coloured walls. A turquoise wardrobe stands against the wall, with a small table and lamp positioned nearby. Natural light fills the room, highlighting the terracotta flooring.
Home in Pievescola
4.93 out of 5 average rating, 106 reviews

Antico Borgo Ripostena – n. 9 Frantoio

DanielRating, 5 stars2 weeks ago
Martina’s entire estate is very peaceful and extremely beautiful. Just remember that it is really off the beaten path. She was so passionate about the property and making people feel right at home. It was one of the more beautiful places we stayed in all of Italy. Make sure to bring food up there with you before going. It is at least 35 min to town, but this is one of those places it is almost not worth leaving. Wish we had more time to stay there.
Top guest favorite
A view from the window reveals a serene landscape of rolling hills and valleys bathed in soft morning light. The garden below is adorned with colorful flowers and greenery, enhancing the tranquil atmosphere of the Tuscan countryside.
Home in San Quirico d'Orcia
4.99 out of 5 average rating, 207 reviews

Alma Vignoni - Vignoni Val d'Orcia - Bagno Vignoni

HildeRating, 5 stars3 weeks ago
If you are looking for a little piece of heaven look no further. Vignoni Alto is peaceful and incredibly beautiful. Stefano met us and showed us everything about the apartment and the historic hamlet. His instructions and recommendations were very helpful. The apartment is not far from the restaurants in Bagno Vignoni. Stefano really is a perfect host—responsive, friendly and proactive. Our only regret was that after a week we had to leave.
Top guest favorite
The aerial view captures the historic structure nestled among rolling green hills, framed by tall trees. The stone walls reflect medieval architecture, while a terrace offers an inviting space below. The surrounding landscape showcases farms and cypress trees against a clear blue sky.
Home in Monticchiello
4.98 out of 5 average rating, 180 reviews

"La Lambarda" tower Suite

SimonRating, 5 stars1 week ago
A truly wonderful place, no other place like it. Really worth seeing but only if you are able to handle the 54 step very narrow spiral staircase. The house is on 4 levels linked by the stairs, wouldn’t be suitable for young children or the elderly. Deborah was a great host as was Paula.
Top guest favorite
A spacious outdoor area features a well-maintained garden with a grassy lawn, an olive tree, and a stone patio. A white lounge chair is positioned on the lawn, and a shaded seating area is visible against the house's exterior, which showcases traditional architecture and wooden window shutters.
Home in Siena
4.96 out of 5 average rating, 702 reviews

Oasi verde in centro storico

JanetRating, 5 stars2 weeks ago
Duccios apartment was a tranquil haven and so quiet. The views from the garden were stunning . Able to walk from the apartment into Siena in 5minutes flat Duccio was a superb host, very attentive , thoughtful and gave us lots of information. I would definitely recommend to all friends and family.
Top guest favorite
A spacious bedroom features a large bed with a patterned coverlet. Two open doors lead to a private balcony with a table and chairs. Natural light floods the room, highlighting the scenic view of the surrounding hills and trees.
Home in Villa a Sesta
4.98 out of 5 average rating, 435 reviews

Raffaella's House nel Chianti

AnnemarieRating, 5 stars1 week ago
Raffaella deserves an extra star on the reviews. She is a wonderful host, very welcoming and very responsive. She went out of her way to make dinner reservations for us, at two wonderful restaurants - both in walking distance from her airbnb. The apartment was quiet, clean, with beautiful views. We did a lovely bike ride from town and enjoyed the beauty and quiet at Raffaella’s place. And her regional breakfast was such a treat!!! We hope to come back!
Top guest favorite
Home in Siena
4.99 out of 5 average rating, 178 reviews

Podere Piazza casa con vista panoramica

NicoleRating, 5 stars1 month ago
Can’t say enough about how great this house was! The views! The house is absolutely adorable! From a story book! Outdoor space was incredible! Loved making dinner in the kitchen (kinda made from local market which Sophia recommended which was amazing! I wish I could stay there for a week!!!
Guest favorite
A modern kitchen area features sleek red cabinetry and a compact cooking space. A wooden dining table is surrounded by red chairs, while a television and microwave are positioned on the countertop. Natural light enters through two windows, enhancing the warm atmosphere.
Home in Siena
4.87 out of 5 average rating, 660 reviews

Charming Apartment in City Center

MarineRating, 5 stars1 week ago
L’appartement était encore mieux que sur la description ! Nous nous y sommes sentis tout de suite très bien. L appartement est adorable , très bien agencé , mignon , au calme et très propre . La cuisine super accueillante . Les lits très confortables . Paolo a été très réactif. Toutes ses explications étaient très détaillées pour nous faciliter la venue. L appartement est très bien placé. À moins de 10 minutes de la place centrale et 4 minutes d’une artère qui propose de nombreux restaurants ! En bref tout était parfait !

Kid-friendly apartment rentals

Guest favorite
An outdoor dining area is surrounded by lush greenery and flowering plants, featuring a circular table with four elegant wrought iron chairs. A cozy blanket is draped over one chair, and a scenic view of rolling hills extends in the background under a muted sky.
Apartment in Monteroni d'Arbia
4.96 out of 5 average rating, 247 reviews

Appartamento "Red Rose" con vista su Siena.

AudreyRating, 5 stars6 days ago
Magnifique endroit qui nous a tout de suite charmé, avec vue splendide sur la toscane et sur Sienne qui fait rêver. L’accueil était chaleureux et tout était très beau et très propre. Nous reviendrons!
Top guest favorite
A serene outdoor pool area is surrounded by well-maintained gardens, featuring lounge chairs and umbrellas for shade. The historic farmhouse is visible in the background, with trees and colorful flowering plants enhancing the landscape under a clear blue sky.
Apartment in Laviano
4.94 out of 5 average rating, 131 reviews

Farmhouse with swimming pool with wonderful view

StephanieRating, 5 stars3 days ago
Wowww , nous sommes déçu de ne pas avoir réserver plus longtemps , le spot est parfait pour visite la toscane( avec une voiture bien sûr ) Les journée plus chaude nous avons fait de la piscine , leur déjeuner étais excellent !!! C’était exceptionnelle !!!
Guest favorite
An outdoor terrace offers seating for four, featuring a table and chairs. The view captures the skyline illuminated against a twilight backdrop, showcasing notable landmarks such as the Torre del Mangia and the Duomo in the distance.
Apartment in Siena
4.89 out of 5 average rating, 129 reviews

Attico con vista su Siena

IrynaRating, 5 stars6 days ago
This penthouse in Siena completely stole our hearts! It was so spacious, peaceful, and beautifully designed—we truly didn’t want to leave. The views from the windows and terrace were absolutely breathtaking. I honestly think this is the best spot in all of Siena if you’re looking for stunning views of the city and countryside. The host was incredibly responsive and flexible, which made a huge difference for us. We were traveling with our two-year-old, and they went out of their way to accommodate his sleep schedule and make our check-in seamless. We’re so grateful for that extra care—it made our stay feel even more special. If you’re heading to Siena, don’t think twice—this place is pure magic.
Top guest favorite
A rolling landscape showcases neat rows of lush green vineyards under a softly lit sky. A charming village, featuring a prominent clock tower, is nestled among the trees and hills in the background. The tranquil atmosphere highlights the area's natural beauty.
Apartment in San Gusmè
4.99 out of 5 average rating, 377 reviews

Bellissimo borgo medievale!!!

AliRating, 5 stars5 days ago
Wow what a fabulous stay ! San Gusme and its surrounding area is beautiful and we felt so lucky to be able to stay in San Gusme itself . Elvira was super helpful and had great local recommendations for wine tasting etc .
Top guest favorite
A cozy sleeping area features a spacious bed with a patterned comforter. A small seating area with a gray sofa is visible nearby, while a light-colored dresser and shelving unit add functional storage. Warm tones are created by wooden ceiling beams.
Apartment in Siena
4.94 out of 5 average rating, 139 reviews

Luce in Provenzano

OwenRating, 5 stars1 week ago
Amazing host in a beautiful area of Siena! Easy access to the main squares; Laura is very quick to respond when needed; the apartment has everything you need. We also had a special Sienese festival for our district just outside each night which was great to be a part of in the evenings. Overall brilliant experience!
Guest favorite
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.
Apartment in Siena
4.95 out of 5 average rating, 352 reviews

La terrazza sui tetti

CarolineRating, 5 stars4 days ago
Gorgeous terrace and charming apartment in the heart of Siena! You are a minute's walk to a street of great restaurants and within 5 minutes to key sites. It is a beautiful apartment and I look forward to staying again. My communications with Valentina were fast and very helpful. As noted in the description, there are four flights of stairs, so it's good to be ready for that. This apartment is a true gem in Siena!
Guest favorite
The bright bedroom features a spacious bed topped with blue and white linens. Natural light floods in through a large, arched window adorned with light curtains. A small bedside lamp and a plant add a touch of warmth, complemented by a decorative painting on the wall.
Apartment in Siena
4.88 out of 5 average rating, 182 reviews

Casa Rebecca [Piazza del Campo] AC.-Netflix-Wifi

MadeleineRating, 5 stars2 weeks ago
Perfect place for a few days in Siena! Close to the action but tucked away on a quieter street. The apartment was spotless and spacious - in a character building but a beautiful renovation to modernize the inside. Host was very responsive and helpful! Definitely recommend staying here!
Guest favorite
A small wooden table set for two is adorned with fine china cups and a delicate flower vase. The balcony offers a panoramic view of the rolling hills, as the sun sets, casting warm hues over the landscape.
Apartment in Montepulciano
4.94 out of 5 average rating, 191 reviews

I Tramonti di Eramo , Montepulciano centro.

TanyaRating, 5 stars1 week ago
Spectacular view. Relaxing after a long trip thru wineries. Town was very cute and comfortable

Kid-friendly condo rentals

Guest favorite
A spacious living area features a large window with elegant curtains, allowing natural light to illuminate the room. A comfortable sofa adorned with a cozy blanket is positioned facing a wooden coffee table, while a television and decorative elements add to the ambiance.
Condo in San Gimignano
4.93 out of 5 average rating, 118 reviews

Luxury Medieval Tower - Penthouse

RussRating, 5 stars1 month ago
We stayed for 5 night and enjoyed this large, well appointed two story apartment. The place was warm and inviting and was an authentic home to be a unique setting. My family enjoyed the surroundings and there was plenty of restaurants to close from. Be prepared to tackle the 52 steps to the apartment door which my 90 year old mother managed twice a day. Keeps you healthy.
Guest favorite
A dining area features a modern table set with plates and glasses, accompanied by stylish chairs. Soft light from a nearby lamp illuminates the space, complemented by pink curtains and decorative candle arrangements. Framed artwork adorns the wall, enhancing the cozy atmosphere.
Condo in Siena
4.9 out of 5 average rating, 112 reviews

Elegant apartment Siena

MatteoRating, 5 stars6 days ago
Alloggio davvero tra i migliori, se non il migliore nei quali abbiamo alloggiato tramite airbnb. Per quanto riguarda il check in è stato facilissimo, con anche l'aiuto di foto e video nel quale si illustra la modalità di accesso alla struttura. La zona era molto tranquilla, con facilità di parcheggio proprio sulla strada della casa. Non appena effettuato l'accesso siamo stati accolti sia da un profumo buonissimo, sinonimo di pulizia della casa, sia da una bottiglia di vino e pasticcini (il check non è da tutti gli host accogliere così tanto bene i propri ospiti). La casa è ben fornita tra utensili da cucina e condimenti vari. L'unico peccato è che si trova in un seminterrato, però nonostante questo ci siamo trovati davvero benissimo!
Guest favorite
The open-plan living area is illuminated by natural light from the large windows, featuring a dining table surrounded by four chairs. Elegant wooden beams adorn the ceiling. A modern kitchen with sleek cabinetry and a comfortable seating area is presented, creating a functional and inviting space.
Condo in Siena
4.93 out of 5 average rating, 156 reviews

Charming apartment in the heart of Siena

CelineRating, 5 stars1 month ago
Ce très joli appartement décoré avec beaucoup de goût, spacieux, tres confortable, dans le centre de Sienne, avec des petits supermarchés et des restaurants à proximité, a tout pour plaire ! Tatiana est une hôte très serviable et agréable, que dire de plus..? nous ne voulions plus partir.... !!
Guest favorite
An open living space features a wooden shelf with decorative plants, providing a natural touch. A cozy sleeping area is visible through the partition, complemented by a colorful bedspread. A dining table with floral design adds a welcoming element, while modern lights enhance the overall ambiance.
Condo in Chiusdino
4.87 out of 5 average rating, 103 reviews

Appartamento Chiusdino - Centro storico

NicholasRating, 5 stars3 weeks ago
Alloggio ottimo, casa come da foto e descrizione, locata in un piccolo paesino molto carino. Struttura pulita e ordinata, Host sempre disponibile per qualsiasi informazione e gentile.
Top guest favorite
A charming outdoor seating area is set against a backdrop of rolling green hills. Two green metal chairs and a matching table are surrounded by flowering plants, with cypress trees rising in the distance under a partly cloudy sky.
Condo in Pienza
5 out of 5 average rating, 110 reviews

Mascagni Farmhouse in Val d'Orcia Pienza

RosmeryRating, 5 stars2 weeks ago
The place was beautiful and so peaceful. Bianca is a great host. She was very friendly and communicated well and gave us a lot of recommendations. 5 ⭐️
Guest favorite
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.
Condo in Siena
4.87 out of 5 average rating, 366 reviews

My home in the centre of the city 2

ErinRating, 5 stars2 days ago
Laura’s place was absolutely amazing, great location right in town. The coffee, snacks, and added toiletries were a perfect touch! Couldn’t have been a better stay and communication was great
Guest favorite
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.
Condo in Siena
4.87 out of 5 average rating, 159 reviews

Panoramic attic in old town of Siena

AinoaRating, 5 stars1 week ago
Las vistas son impresionantes desde todas las estancias, especialmente desde el balcón, que se convirtió en nuestro rincón favorito. La ubicación es perfecta, a solo unos minutos a pie de los principales puntos de interés. Apartamento super bien equipado, no echamos nada en falta, con todo lo necesario para cocinar. Las habitaciones son amplias y las camas cómodas. Mirko y su familia fueron unos anfitriones excepcionales. Sin duda, un lugar al que q nos encantaría volver!
Guest favorite
A private terrace is visible, adorned with vibrant flowers and a small table set for two. A bottle of wine and two glasses are elegantly placed, inviting relaxation with a view of the terracotta rooftops and the distant landscape under a pastel sky.
Condo in Montepulciano
4.92 out of 5 average rating, 125 reviews

"Dimora Valinda" Montepulciano Piazza Grande +A/C

StefanieRating, 5 stars1 week ago
We had the best time!! The cutest little apartment with a nice little balcony. Loved the exposed beams and the kitchen. It was very walkable to great restaurants and scenic views, also far enough away were you are not worried about noise at night. Host was super responsive and had excellent recommendations on where to eat and what to do!

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