
Family-friendly vacation rentals in Siena
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Siena

Total vacation rentals
Explore 560 vacation rentals in Siena

Nightly prices starting at
Siena vacation rentals start at ﺩ.ﺇ 73 per night before taxes and fees

Verified guest reviews
Over 29,110 verified reviews to help you choose

Pet-friendly vacation rentals
Find 200 rentals that welcome pets

Vacation rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
280 properties have a dedicated workspace

Wi-Fi availability
540 of Siena vacation rentals include wi-fi 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.

Casa al Gianni - Oak
Hi, we’re Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism property in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: just the scent of the earth, the song of the birds, and the warmth of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It’s not just a vacation; it’s a return to our roots. This peaceful haven will stay in your soul. We look forward to welcoming you!

Apartment in Tuscan farm house.
Small, cosy apartment with independent access, consisting of charming bedroom with a beautiful view, equipped with ample closet space, a comfortable canopy bed and private bathroom and pretty living room / breakfast area, with sofa-bed. A delicious breakfast is included in the price and from April through October guests also have the option of dining on-site in our traditional farm restaurant. If dates are not available the property includes other rooms in charming cottage also on Airbnb.

Casa Dolce Toscana | Panoramic Suite with a View
CASA DOLCE TOSCANA 🖼️ Hi! I'm Jolanta 😊 Welcome to our beloved Tuscan accommodation, with panoramic views, nestled in the hills of Tuscany. A perfect oasis of peace for those who want to relax and enjoy an authentic experience. Located a few kilometers from Siena and Florence, our accommodation combines rustic charm with all modern comforts. It is located in the heart of the historic center of the famous village of Cetona, below the castle, overlooking the valley and the scent of Tuscany.

SAN DOMENICO LUXURY APARTMENT
Un appartamento luminoso ed accogliente nel cuore di Siena al primo piano di un palazzo storico e curato nei minimi dettagli. Dotato di una cucina, di due camere da letto e di 2 bagni. E' ideale per 4 persone. La zona è ricca di locali, ristoranti e negozi. La casa è vicina al parcheggio dello stadio ed alle stazioni degli autobus di piazza Gramsci e dei taxi di piazza Matteotti Costo per neonati a notte 20€ Check in 15-20 Check-out entro le 10.00 Codice CIN IT052032C2DTDZF9NA

[Luxury Apartment]WiFi-Private Garden-Free Parking
Splendida casa, situata a soli 5 minuti in auto dal centro storico di Siena, dagli spazi ampi e lussuosi. Finemente ristrutturata con utilizzo di materiali pregiati, in questo lussuoso immobile potranno soggiornare fino a 6 ospiti. La sua centralissima posizione, ad appena 5 minuti in auto dal centro storico di Siena, i tantissimi servizi che si trovano intorno alla casa e la zona tranquilla che la circonda, ne fanno la location ideale per un piacevole soggiorno a Siena.

Short-Term Rentals Siena - [DUOMO] In the center of Siena
Comfortable and elegant apartment furnished specifically for travelers from around the world. Located in a super central location 500 meters on foot from the Duomo and Piazza del Campo, you will have a covered parking lot and multiple bus stops in the immediate vicinity of the house about 3 minutes' walk away. There are also various facilities such as shops, restaurants, historic places, and bars. A strategic location whether you are in Siena for business or pure leisure!

Palazzo Casini Piccolomini Apartment
Newly renovated apartment, located on the 2nd floor of the historic Palazzo Casini Piccolomini, in the heart of downtown Siena, 30 meters from the famous Piazza del Campo, equipped with every comfort to offer our guests an unforgettable stay. Renewed apartment, located on the 2nd floor in the historic Casini Piccolomini building, in the heart of downtown Siena, 30 meters from the famous Piazza Del Campo, fully equipped to offer our guests a great stay in our city.

Villa di Geggiano - Perellino Suite
The 700 years old Villa di Geggiano, surrounded by our working vineyard and lovingly maintained gardens, is located in Chianti in Tuscany which is one of the most beautiful regions of Italy. Our guesthouse is located in one of the original garden pavilions of the villa. PLEASE NOTE THAT WE ARE IN THE COUNTRYSIDE WITH VERY FEW PUBLIC TRANSPORT OTHER THAN TAXI SO THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A RENTAL CAR.

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.

The Door Next Door 2.0
Charming apartment in rustic style. It is located in the historic center of Siena in a perfect location for visiting all the historical sites, attractions and shopping area of Siena on foot. In five minutes, you can reach Piazza del Duomo with its museum and the "Santa Maria Assunta" Cathedral. 600 meters away you can reach the enchanting Piazza del Campo where the "Palio", the traditional horse race, takes place on July 2 and August 16.

"Villa Daisy" overlooking Siena
Wonderful villa with independent entrance inside the "Caggiolo" farm, brought to light with careful and thorough renovation that has kept intact the typical features of a Tuscan farm. Beautiful panoramic view of Siena. Located in Ville di Corsano, just 14 km from the city. An ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d'Orcia, Crete Senesi etc).

A Big Dream in a Little Tower.
The Tower was created in the late 1800s by an illustrious Englishman, Sir John Temple Leader, in one of the oldest and most important stone quarries belonging to the Medici family. From the same quarry were extracted many important works such as the columns of the Medici chapels, the steps of the Laurenziana library .. all just 5 km from the historic center of Florence.
Popular amenities for Siena family-friendly rentals
Family-friendly home rentals with a hot tub

From Simone, podere santi Lucia and Pietro

LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA

Il Fienile, Cottage in the country with Jacuzzi

Amazing Tuscany Villa, FREE parking

Domus Nannini - L'Arco di Matteotti Spa

Luxury frescoed apartment in the historical center
Wp Relais Villa Vignalunga

Villa'Colombaiolo di Marciano', 28
Family- and pet-friendly home rentals

Tuscan cottage with an heavenly view

A barn in Chianti

Elegant fine home 400 m away from Piazza del Campo

I Tramonti di Eramo, downtown Montepulciano.

Panoramic attic in old town of Siena

Podere Piazza house with panoramic view

Borgo Ripostena – No. 8 Casa Vecchia

Monteriggioni Castello, holiday house in Tuscany
Family-friendly home rentals with a pool

Infinity pool in Chianti area

Private Chianti Cottage, Garden & Vineyard Views

Podere La Castellina - No. 3 JUNIPER

Luxury 4BR Chianti Tuscany Home Pool Ensuite Baths

Authentic Italian Apartment in Historic Farmhouse

Podere Tignano, 4-bedroom villa in the Chianti!

Ancient 17th-century farm in Chianti, Tuscany

Orgiale Charme Residenz Castle
When is the best time to visit Siena?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 551 | ﺩ.ﺇ 477 | ﺩ.ﺇ 580 | ﺩ.ﺇ 584 | ﺩ.ﺇ 599 | ﺩ.ﺇ 654 | ﺩ.ﺇ 632 | ﺩ.ﺇ 635 | ﺩ.ﺇ 635 | ﺩ.ﺇ 617 | ﺩ.ﺇ 533 | ﺩ.ﺇ 584 |
| Avg. temp | 5°C | 6°C | 9°C | 12°C | 16°C | 21°C | 23°C | 24°C | 19°C | 14°C | 9°C | 5°C |
Destinations to explore
- Provence Vacation rentals
- Rome Vacation rentals
- Milan Vacation rentals
- Nice Vacation rentals
- Venice Vacation rentals
- Florence Vacation rentals
- Francavilla al Mare Vacation rentals
- Naples Vacation rentals
- Marseille Vacation rentals
- Italian Riviera Vacation rentals
- Cannes Vacation rentals
- Bologna Vacation rentals
- Rentals with a hot tub Siena
- Cottage rentals Siena
- Apartment rentals Siena
- Rentals with breakfast Siena
- Bed and breakfasts Siena
- House rentals Siena
- Rentals with a fireplace Siena
- Rentals with a fire pit Siena
- Rentals with pools Siena
- Rentals with a washer and dryer Siena
- Condo rentals Siena
- Villa rentals Siena
- Pet-friendly rentals Siena
- Rentals with a patio Siena
- Serviced apartment rentals Siena
- Boutique hotels Siena
- Rentals with outdoor seating Siena
- Fitness-friendly rentals Siena
- Rentals with an EV charger Siena
- Vacation home rentals Siena
- Hotel rooms Siena
- Smoking-friendly rentals Siena
- Family-friendly rentals Siena
- Family-friendly rentals Tuscany
- Family-friendly rentals Italy
- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Stazione Santa Maria Novella
- Lake Trasimeno
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Cala Violina
- Mercato Centrale
- Fortezza da Basso
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Piazza della Repubblica
- Uffizi Gallery
- Mugello Circuit
- Del Chianti
- Piazzale Michelangelo
- Pitti Palace
- Palazzo Vecchio
- Spiagge Bianche
- Boboli's Garden
- Parco delle Cascine
- Gulf of Baratti
- Basilica of Santa Croce
- Medici Chapel
- Things to do Siena
- Nature and outdoors Siena
- Tours Siena
- Food and drink Siena
- Art and culture Siena
- Sightseeing Siena
- Things to do Siena
- Sports activities Siena
- Nature and outdoors Siena
- Sightseeing Siena
- Art and culture Siena
- Food and drink Siena
- Tours Siena
- Things to do Tuscany
- Nature and outdoors Tuscany
- Sightseeing Tuscany
- Art and culture Tuscany
- Food and drink Tuscany
- Entertainment Tuscany
- Tours Tuscany
- Sports activities Tuscany
- Things to do Italy
- Entertainment Italy
- Food and drink Italy
- Wellness Italy
- Nature and outdoors Italy
- Art and culture Italy
- Sightseeing Italy
- Tours Italy
- Sports activities Italy







