Holiday Rentals in Siena

2351 available vacation rental offers

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Siena holiday rentals
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Siena holiday rentals: compare the best deals

Best family friendly Siena holiday rentals

Among the 2351 accommodations in Siena, here are the 4 best family friendly rentals

2860 M² Villa ∙ 5 Bedrooms ∙ 11 Guests - Siena
No reviews

2860 M² Villa ∙ 5 Bedrooms ∙ 11 Guests

house, Siena
This Tuscan villa is located in the countryside near Siena, offering expansive views towards the Val d'Orcia and Mount Amiata, just a few kilometres from the city.
This spacious villa, covering 2860 square metres, accommodates up to 11 guests with 5 bedrooms and 5 bathrooms, featuring a pool, covered terrace for 12, and a billiard room with foosball and ping pong.
Emilia's Home - Siena
8.7 149 reviews

Emilia's Home

apartment, Siena
This apartment is conveniently located in Siena, a short walk from the National Picture Gallery and the famous Piazza del Campo, offering easy access to the city's vibrant heart. It consistently receives excellent ratings for its location, cleanliness, and overall user experience.
The apartment has three bedrooms and two bathrooms, comfortably accommodating up to six guests. It features modern amenities like air conditioning, free Wi-Fi, a fully equipped kitchen, and a terrace with city views, perfect for enjoying relaxing evenings or morning coffee.
Finestra Su Siena 16, Emma Villas - Siena
9.0 2 reviews

Finestra Su Siena 16, Emma Villas

house, Siena
This spacious 8-bedroom villa, located 11.4km from Piazza del Campo and 8.5km from Palazzo Chigi-Saracini in the Siena countryside, offers easy access to Siena's historical centre.
The 450 square metre property boasts a private pool, Jacuzzi, spa, and extensive garden, alongside a fully equipped kitchen, eight bathrooms (each with a hot tub and bidet), and ample parking, sleeping up to sixteen guests.
Palazzo Pannilini-historical Residence - Siena
10 141 reviews

Palazzo Pannilini-historical Residence

apartment, Siena
This apartment is situated in the heart of Siena's Historical Centre, just a short walk from the Accademia Musicale Chigiana, Piazza del Campo, and Siena Cathedral. It has excellent user, location, and cleanliness ratings.
The property offers 360 square metres of space, with four bedrooms, three bathrooms, and a capacity of eight guests. Amenities include a fully equipped kitchen, a washing machine, a fireplace, a balcony, a garden, and parking.

Best Siena holiday rentals with parking

Palazzo Del Papa Country Suites - Siena
9.6 331 reviews

Palazzo Del Papa Country Suites

apartment, Siena
Palazzo del Papa Country Suites, a family-friendly apartment, is situated 3.1km from Piazza del Campo in Siena, offering a peaceful countryside location yet convenient access to the city's historical centre.
This 65 square metre property features a kitchen with dishwasher, air conditioning, a terrace, garden, parking, and Wi-Fi; additional amenities include outdoor play equipment and allergy-free options.
Il Palmento Open Space - Siena
No reviews

Il Palmento Open Space

apartment, Siena
This Tuscan-style flat, ideal for couples or business travellers, is situated just a 10-minute drive from Siena's historic centre, offering a peaceful retreat with complimentary on-site parking.
Featuring an open-space layout, this one-bedroom flat accommodates two guests and includes air conditioning, free high-speed Wi-Fi for smart working, and a kitchen equipped with a fridge, microwave, and dishwasher.
Samsara City Apartment - Siena
No reviews

Samsara City Apartment

apartment, Siena
This Siena flat is situated in the Ravacciano district, just outside the historic walls, offering convenient access to the city centre and proximity to attractions such as Casalvento's Wines and Terra di Seta, with Enoteca Italiana also nearby.
This 62 square metre apartment provides accommodation for two guests, featuring two bedrooms, one bathroom, air conditioning, a fully equipped kitchen, a dedicated remote working station with fast Wi-Fi, and private indoor parking.
La Porta Accanto 2.0 - Siena
9.9 223 reviews

La Porta Accanto 2.0

apartment, Siena
This Siena apartment, ideally located in the historic centre, is a five-minute walk from Siena Cathedral and 0.6km from Piazza del Campo.
The self-catering flat offers one bedroom, one bathroom, sleeps three, and features a fully equipped kitchen, Smart TVs with Netflix, and free Wi-Fi.

Frequently asked questions about holiday rentals in Siena

  • What should a first-time visitor not miss in Sienne?

    You absolutely must visit the Piazza del Campo, the main square in Siena, it's a real beauty. The Duomo, Siena's cathedral, is also a must-see, you'll be amazed by its stunning architecture. And don't forget to take a stroll through the charming streets of the historic centre.
  • What are the best Airbnb and vacation rentals in Siena?

    Appartamento Del Campo, Villa Il Borghetto and Wonderful View Apartment In The City Center are the most popular Airbnb and vacation rentals in Siena among travelers.

  • Which neighborhood in Sienne should you consider for a vacation rental?

    The historic centre, known as the 'Centro Storico', is the perfect place to stay. It's close to all the main attractions and has a wonderful atmosphere. You can find a good selection of vacation rentals in the areas around Piazza del Campo, Via di Città, and Via Banchi di Sopra.
  • What are the most popular Airbnbs in Siena?

  • What are the top family-friendly attractions in Sienne?

    The Botanical Garden, Orto Botanico, is a great spot for families. It's a peaceful oasis with beautiful plants and a playground. The Museo di Palazzo pubblico, the city's civic museum, also has a dedicated children's section with interactive exhibits.
  • What are the best vacation rentals with a pool in Siena?

    Wine Resort Dievole, Casa Di Campagna In Toscana and Ripostena are the best vacation rentals with a pool in Siena.

  • When is the best time to book a vacation rental in Sienne?

    It really depends on what you're looking for. If you want to experience the famous Palio horse race, you'll need to book well in advance, as it takes place twice a year in July and August. If you prefer a quieter time, book for spring or autumn.
  • What are the best rentals for families and kids in Siena?

    The best rentals for families and kids in Siena are Appartamento Del Campo, Villa Il Borghetto and Wine Resort Dievole.

  • What are the best budget-friendly activities in Sienne?

    Take a picnic lunch to the beautiful gardens of the Fortezza Medicea, the city's fort. Explore the free museums, like the Museo Archeologico, which houses a collection of Etruscan artefacts. Or simply wander through the charming streets and soak up the atmosphere.
  • What are the best rentals or Airbnbs with a jacuzzi in Siena?

    The best vacation rentals or Airbnb with a jacuzzi in Siena are Villa Il Borghetto, Casa Di Campagna In Toscana and Pieve Marsina & Borgo Argenina.

  • What are the best restaurants with local dishes in Sienne?

    For traditional Tuscan cuisine, try Osteria Le Logge, known for its pici pasta with wild boar sauce. Trattoria Sostanza is another favourite, serving classic dishes like ribollita and bistecca alla fiorentina. And for a more modern take on local flavours, visit La Taverna di San Giuseppe.
  • What are the best walking or cycling routes in Sienne?

    A walk around the city walls, known as the 'Cinta Muraria', offers stunning views of the surrounding countryside. For a more challenging cycle, try the route from Siena to the nearby town of Monteriggioni, known for its medieval fortress.
  • Are there pet-friendly attractions in Sienne?

    Yes, many parks and gardens in Siena are pet-friendly, including the Orto Botanico and the Giardini della Lizza. You can also find pet-friendly restaurants and cafes in the city centre.
  • What are the benefits of choosing a vacation rental in Sienne?

    Vacation rentals offer more space and privacy than a hotel, and often come with a kitchen, allowing you to prepare your own meals. They can also be a more cost-effective option, especially for families or groups.
  • What are the top sports attractions and facilities in Sienne?

    Siena has a strong sporting tradition, particularly in horse riding. The city is home to the prestigious Siena Riding School, which offers lessons and performances. The Stadio Artemio Franchi is the city's main football stadium, hosting matches for the local team, AC Siena.

Popular destinations

Best Siena holiday rentals with a balcony

La Casa Dei Nonni - Siena
8.2 61 reviews

La Casa Dei Nonni

apartment, Siena
La casa dei nonni is a three-bedroom apartment in Siena, conveniently located within walking distance of San Cristoforo Church and Piazza del Campo, and 1.8km from Palazzo Chigi-Saracini.
This 100 square metre dwelling offers two bathrooms, a fully equipped kitchen, air conditioning, private terrace, parking, and free Wi-Fi, comfortably sleeping five guests.
Villa Liberty Townhouse - Siena
9.4 100 reviews

Villa Liberty Townhouse

apartment, Siena
Villa Liberty TownHouse is a centrally located apartment in Siena, a short walk from the National Picture Gallery and within easy reach of historical sites such as Piazza del Campo and San Cristoforo Church, with Florence Airport 75 kilometres away.
This 170-square-metre residence accommodates up to 13 guests across two bedrooms and two bathrooms, featuring air conditioning, a fully equipped kitchen with a dishwasher and microwave, a terrace with outdoor dining, and complimentary WiFi.
Farmhouse Colombaiolo Apartment Marta With Swimming Pool - Siena
9.8 167 reviews

Farmhouse Colombaiolo Apartment Marta With Swimming Pool

apartment, Siena
This charming rural cottage is located just outside Siena, a short drive from the city centre and within easy reach of the Santa Maria alle Scotte Polyclinic and the Terra di Seta and Casalvento's Wines. It boasts excellent user, location, and cleanliness ratings, making it a top choice for travellers seeking a relaxing and comfortable stay.
The two-bedroom cottage spans 75 square metres and comfortably accommodates up to four guests. It features a private pool, a spacious garden with barbecue facilities, and a terrace or balcony for enjoying the Tuscan sunshine.
Apartment In Piazza Del Campo Area 3 Bedrooms 2 Bathrooms - Siena
No reviews

Apartment In Piazza Del Campo Area 3 Bedrooms 2 Bathrooms

apartment, Siena
This spacious Siena flat is situated just 100 metres from the iconic Piazza del Campo, placing you within easy walking distance of historical sites such as Fonte Gaia and the Loggia della Mercanzia, as well as natural attractions like Orto de' Pecci.
This top-floor property offers 160 square metres of living space with three bedrooms and four bathrooms, accommodating up to seven guests, and includes essential amenities such as Wi-Fi and air conditioning, with the added benefit of dedicated free parking at the Medicea Fortress.

Best Siena holiday rentals with air conditioning

Guesthost - Porta Romana Studio With Parking - Siena
9.9 20 reviews

Guesthost - Porta Romana Studio With Parking

apartment, Siena
This Siena studio apartment is situated in a historic district 1.3km from Piazza del Campo and Siena's historic centre, offering easy access to major attractions.
The ground-floor flat sleeps three, features a kitchenette with a Lavazza coffee machine and microwave, a private parking space, air conditioning, and unlimited Wi-Fi.
Agriturismo Il Poggiarello - Siena
9.0 294 reviews

Agriturismo Il Poggiarello

farm, Siena
Agriturismo Il Poggiarello is located in the Tuscan countryside, just 10 kilometres from Siena's historic centre and 3 kilometres from the village of San Rocco a Pilli. It has received very good user reviews and excellent ratings for its location and cleanliness.
The accommodation options include both rooms and apartments, all decorated in a rustic style. Guests can enjoy a swimming pool, a terrace, a garden, free parking, and free Wi-Fi, as well as a fully equipped kitchen in the apartments.
Gest Short Rent Siena 4 - Siena
8.0 2 reviews

Gest Short Rent Siena 4

apartment, Siena
Apartment with a good rating of 80% based on 2 reviews. This accommodation is based in Siena.
Facilities and services include an iron, a fridge and a swimming pool. Take advantage of the air conditioning in this apartment in Siena.
Magione 10. Siena, Camollia, Old Town, 2 Bedrooms - Siena
10 70 reviews

Magione 10. Siena, Camollia, Old Town, 2 Bedrooms

apartment, Siena
This Siena apartment, situated in the Contrada dell'Istrice district, offers direct ground-floor access and is conveniently located 0.9km from Piazza del Campo and 0.4km from Siena railway station.
The two-bedroom, one-bathroom property sleeps six, features a modern kitchen with dishwasher, a private garden, parking, and a dedicated laundry/storage room in the basement.