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

Charming Relais In Siena At The Gates Of Chianti - Siena
10 7 reviews

Charming Relais In Siena At The Gates Of Chianti

apartment, Siena
This three-bedroom Siena apartment, ideal for families or groups of up to four, is situated near Casalvento Wines and Terra di Seta (within 2km) and less than 5km from the Palasport Mens Sana and Siena Stadium.
The property boasts a private patio, a fully equipped kitchen including a fridge and microwave, air conditioning, free Wi-Fi, and a fitness centre, offering guests a comfortable and convenient stay with easy access to both the Tuscan countryside and Siena's sporting venues.
Alfredo's House - Siena
9.0 1780 reviews

Alfredo's House

apartment, Siena
Casa di Alfredo Affittacamere, a guest house in Siena, is located 1.4 kilometres from Piazza del Campo, Siena's main square, and 40 kilometres from Piazza Matteotti.
This B&B offers allergy-free and soundproof units with flat-screen TVs, desks, and shared bathrooms, alongside complimentary WiFi, a shared kitchen, a garden with seating, and the option of packed lunches.
Tenuta D'arbia, Siena - Siena
9.8 118 reviews

Tenuta D'arbia, Siena

farm, Monteroni d'Arbia
Tenuta d'Arbia, in the Monteroni d'Arbia district, is conveniently located 18km from Siena's Piazza del Campo and Palazzo Chigi-Saracini.
This one-bedroom, one-bathroom farmhouse boasts an infinity pool, tennis court, restaurant, and offers yoga classes and bicycle rentals, alongside free Wi-Fi and parking.
Villa Piccolomini - Siena
8.6 24 reviews

Villa Piccolomini

house, Siena
Villa Piccolomini, near Siena, offers a spacious 130 square metre (approximately 1400 square feet) property, 3.7 kilometres from Palazzo Chigi-Saracini and 4.7 kilometres from Piazza del Campo.
This three-bedroom, two-bathroom house sleeps up to 14 guests and boasts a fully equipped kitchen, terrace, garden, private parking, and free Wi-Fi; recent renovations ensure it is allergy-free.

Best Siena holiday rentals with parking

Lapparita Del Peruzzi, Avec Piscine - Siena
10 21 reviews

Lapparita Del Peruzzi, Avec Piscine

house, Siena
L'Apparita, a 16th-century villa designed by Baldassarre Peruzzi and a designated national treasure, is situated 5.7km from Piazza del Campo in Siena's Tuscan countryside.
This six-bedroom, six-bathroom property sleeps eleven guests and boasts stunning Pietro Porcinai gardens, a hillside theatre with Siena views, an extensive library, a swimming pool (June-September), and parking, offering a blend of historical charm and modern comfort.
Affittibrevi Siena-con Posto Auto Vicino Al Centro - Siena
9.9 35 reviews

Affittibrevi Siena-con Posto Auto Vicino Al Centro

apartment, Siena
This Siena apartment is situated a five-minute walk from a city gate, offering easy access to Siena's historic centre, close to the train and bus stations.
The self-catering flat, located in a renovated historic cinema building, features a modern open-plan living area with a well-equipped kitchen, a double bedroom, a bathroom, and private parking – a rare find in such a central location, sleeping up to two guests.
Modern Bright Loft+free Parking - Siena
9.8 48 reviews

Modern Bright Loft+free Parking

apartment, Siena
This Siena apartment offers excellent proximity, being a 4-minute walk to the city centre and 14 minutes to Piazza del Campo, with the significant advantage of private parking.
This modern flat sleeps four guests across two bedrooms, featuring air conditioning throughout, a well-equipped kitchen with an induction hob and oven, and a spacious terrace, ensuring a comfortable stay with convenient access to all amenities.
Cozyscacciapensieri Wifi, Free Parking, Ac, Garden - Siena
10 2 reviews

Cozyscacciapensieri Wifi, Free Parking, Ac, Garden

apartment, Siena
This spacious and bright apartment is ideally situated just 600 meters from Siena's city centre, the hospital, and the train station.
This property offers two double bedrooms, two bathrooms, and a double sofa bed for six guests, featuring air conditioning, Wi-Fi, a fully equipped kitchen, and a garden, with complimentary parking provided.

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

Guesthost - Comfortable 91 Sqm Two- Floor Modern Flat (With Internal Spiral Staircase), 5 Min Walk From The Colonna San Marco Stop, Which Connects It To The Historical Centre. With Two Bedrooms, Two Bathrooms And A Living Room, It Can Accommodate 5 Peopl - Siena
No reviews

Guesthost - Comfortable 91 Sqm Two- Floor Modern Flat (With Internal Spiral Staircase), 5 Min Walk From The Colonna San Marco Stop, Which Connects It To The Historical Centre. With Two Bedrooms, Two Bathrooms And A Living Room, It Can Accommodate 5 Peopl

apartment, Siena
This Siena flat is located a 6-minute drive from Piazza del Campo and a 4-minute drive from Fortezza Medicea, offering easy access to cultural sites such as Teatro dei Rozzi and Santa Maria della Scala.
This 91 square metre residence features two bedrooms and two bathrooms, accommodating up to five guests with a fully equipped kitchen, on-site laundry, and Wi-Fi, ideal for exploring local experiences like Casalvento's Wines and Terra di Seta.
Castello Di Grotti - Siena
8.0 7 reviews

Castello Di Grotti

house, Monteroni d'Arbia
This historic building, Castello di Grotti in Corsano, is located in Monteroni d'Arbia, approximately 15.9 kilometres from Piazza del Campo and between 14.0 and 15.0 kilometres from the National Picture Gallery Siena and the National Museum of Etruscan Archaeology.
This pet-friendly, family-friendly property offers one bedroom, a fully equipped kitchen with a dishwasher and microwave, a garden, terrace, balcony, and private parking, with family rooms and private check-in/check-out available.
The Runner House - Siena
8.8 34 reviews

The Runner House

apartment, Monteroni d'Arbia
The Runner House is a holiday let located in Ponte a Tressa, Monteroni d'Arbia, offering convenient access to Siena's attractions, with Siena Train Station 14 kilometres away and Piazza del Campo 14.8 kilometres distant.
This 50 square metre one-bedroom flat sleeps up to three guests and features a kitchen with an oven and fridge, a terrace, complimentary WiFi, and free private parking.
Capannino - Siena
No reviews

Capannino

house, Siena
House listing. You will be in Siena.
Services and facilities include a terrace, a barbecue and a kitchen. Take advantage of the air conditioning in this house in Siena.

Best Siena holiday rentals with air conditioning

Appartamento Nel Centro Di Siena - (Ztl Free) - Siena
9.8 74 reviews

Appartamento Nel Centro Di Siena - (Ztl Free)

apartment, Siena
This Siena apartment, located in the San Prospero district, is a short walk from the historic centre, offering convenient access without being in the heart of the city's bustle.
The self-catering flat sleeps four, comprising one bedroom, one bathroom, a well-equipped kitchen with dishwasher, and a terrace; nearby amenities include supermarkets and public transport.
Borgo A Monti Di Sotto - Siena
9.7 198 reviews

Borgo A Monti Di Sotto

house, Gaiole in Chianti
This detached house is situated in Monti di Sotto, just 18 kilometres from the historic Piazza del Campo in Siena.
The property boasts a private pool with views, an open-air bath, a fully equipped kitchen, a dedicated picnic area, and free Wi-Fi, ideal for a family holiday in the Tuscan countryside.
Casa Arcobaleno - Siena
9.7 626 reviews

Casa Arcobaleno

apartment, Siena
Casa Arcobaleno is a spacious apartment in Siena, just a short walk from the Palasport Mens Sana and a 1.4 mile walk from Piazza del Campo, offering easy access to both the city's sports centre and its historic heart. This apartment has received excellent ratings for its location, cleanliness and overall user experience.
The apartment has three bedrooms, three bathrooms and can accommodate up to 12 guests, making it ideal for families or groups of friends. Casa Arcobaleno features a fully equipped kitchen, a private terrace, a garden, a Jacuzzi, and a barbecue area, offering a comfortable and enjoyable stay in the heart of Siena.
Il Palazzetto - Siena
9.3 492 reviews

Il Palazzetto

house, Siena
Il Palazzetto is located in the Tuscan countryside, just 5 kilometres from the historic city centre of Siena, offering a peaceful escape from the bustling city. The property has consistently received excellent ratings from previous guests for its cleanliness, location and overall experience.
The apartments are spacious, featuring either one or two bedrooms, each with a living/dining room and a fully-equipped kitchenette. Guests can enjoy the shared patio, relax by the private pool, or take advantage of the on-site parking, free Wi-Fi and electric vehicle charging station.
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