Vacation Rentals in Siena

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Siena holiday rentals
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2351 Holiday rentals and Airbnb in Siena

Outstanding Family Holiday Rentals in Siena, Italy

Compare family holiday rentals in Siena, Italy with space and amenities for all.

Villa Capannina With Private Pool, Wi-fi And Air Conditioning - Siena
10 1 review

Villa Capannina With Private Pool, Wi-fi And Air Conditioning

house, Siena
Villa Capannina, a detached villa near Siena, is situated in Vico d’Arbia, 10 kilometres south of the city, offering easy access to landmarks such as Porta Camollia and San Spirito.
This family-friendly villa for 8 guests features 4 bedrooms, 3 bathrooms, air conditioning, a kitchen with a fridge, microwave and dishwasher, a swimming pool open from May to October, a garden, and parking, with a dedicated workspace and opportunities for cycling in the surrounding Tuscan countryside.
Podere Il Pero - Siena
9.6 365 reviews

Podere Il Pero

B&B, Siena
Podere Il Pero is a guesthouse situated 1.9km outside Siena's historic centre, a 10-minute drive from Siena railway station and 39km from San Gimignano.
This family-friendly establishment offers air-conditioned rooms with private bathrooms, free Wi-Fi, a terrace, garden, parking, and room service; guests can enjoy a peaceful countryside setting with easy access to the city.
Residenza Granato - Siena
8.9 26 reviews

Residenza Granato

apartment, Siena
Residenza Granato is a centrally located apartment in Siena, situated an 8-minute walk from Piazza del Campo and a 10-minute walk from the National Art Gallery of Siena, offering easy access to key attractions such as San Cristoforo Church and the Etruscan National Archaeological Museum. This family-friendly property spans 73 square meters, providing accommodation for up to 7 guests with 2 bedrooms, 1 bathroom, air conditioning, Wi-Fi, and a kitchen equipped with a fridge and microwave.
San Prospero - Spaziosa Con Parcheggio Privato - Siena
9.0 20 reviews

San Prospero - Spaziosa Con Parcheggio Privato

apartment, Siena
This spacious Siena apartment is conveniently located near San Cristoforo Church and the National Museum of Etruscan Archaeology, just 1.3 kilometres from Piazza del Campo.
This family-friendly property offers 125 square metres of living space, accommodating up to nine guests with two bedrooms and two bathrooms, featuring a garden, private parking, and a fully equipped kitchen with a dishwasher.

Best Siena holiday rentals with parking

115 M² Apartment ∙ 2 Bedrooms ∙ 8 Guests - Siena
No reviews

115 M² Apartment ∙ 2 Bedrooms ∙ 8 Guests

apartment, Siena
This Siena apartment is located on the fourth floor of an elegant building, offering easy access to the city centre via public transport with bus stops directly outside, and essential amenities such as supermarkets and pharmacies within 500 metres.
This spacious 115 square metre residence accommodates up to 8 guests across two bedrooms, featuring a well-equipped kitchen with a dishwasher, air conditioning, a swimming pool, a gym, tennis courts, a garden, and private parking, with a large terrace providing panoramic views.
Casa Del Nano - Siena
9.8 117 reviews

Casa Del Nano

house, Siena
This Siena apartment is situated near Siena's central train station, a 15-minute walk (approximately 1.2km) from the Piazza del Campo.
The self-catering flat offers a modern, well-furnished interior with one bedroom, one bathroom, and sleeps two guests, boasting a private terrace, garden access, parking, and air conditioning.
Perla Moderna Nella Natura. - Siena
9.3 123 reviews

Perla Moderna Nella Natura.

chalet, Siena
This Siena hillside chalet, located a few hundred metres from Siena's commercial area and 0.05km from a bus stop for easy city access, offers stunning panoramic views.
Sleeping four, this newly built self-catering cottage boasts a modern kitchen with dishwasher, air conditioning, a private garden, and a comfortable double sofa bed; guests can enjoy the spacious American-style kitchen table.
Locanda Castellini-private Parking - Siena
8.7 41 reviews

Locanda Castellini-private Parking

apartment, Siena
Locanda Castellini, a family-friendly apartment in Siena, is situated a 2.7km walk from Piazza del Campo and 40km from Piazza Matteotti.
This 72 square metre dwelling boasts two bedrooms, two bathrooms, and sleeps nine, featuring a fully equipped kitchen with dishwasher, air conditioning, free Wi-Fi, and free private parking.

Frequently asked questions about holiday rentals in Siena

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

    To secure the best deals and availability, it's recommended to book your vacation rental in Siena at least 6 months in advance, especially if you're planning to visit during peak season, which runs from June to August. If you're flexible with your travel dates, you might find better deals outside of peak season.
  • What are the best Airbnb and holiday rentals in Siena?

    Wonderful View Apartment In The City Center, Villa Il Borghetto and Wine Resort Dievole are among the best Airbnb and holiday rentals in Siena.

  • What events or festivals should visitors check out in and around Sienne?

    The Palio di Siena, a thrilling horse race held twice a year in July and August, is a must-see event. The Siena Jazz Festival, held in July, features world-class musicians. And in September, the Siena International Film Festival showcases independent and experimental films.
  • What are the most popular Airbnbs in Siena?

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

    Strolling through the historic centre and exploring the many churches and museums is free. You can also enjoy a picnic lunch in the Piazza del Campo, surrounded by the vibrant atmosphere of the city. For a unique experience, take a free walking tour led by local guides.
  • What are the best holiday rentals with a pool in Siena?

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

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

    For authentic Tuscan cuisine, try Osteria Le Logge, known for its traditional dishes like pici cacio e pepe and ribollita. Taverna di San Giuseppe offers a more modern take on local flavours, with dishes like pappardelle with wild boar ragù and grilled lamb. And for a casual yet delicious meal, head to La Taverna di San Giuseppe, famous for its delicious pasta dishes and local wines.
  • What are the best rentals for families and kids in Siena?

    The best rentals for families and kids in Siena are Villa Il Borghetto, Wine Resort Dievole and Casa Di Campagna In Toscana.

  • What are the best walking or cycling routes in Sienne?

    For a scenic walk, follow the Via Francigena, a historic pilgrimage route that passes through Siena. You can also explore the city walls, offering stunning views of the surrounding countryside. For a more active experience, rent a bike and cycle along the Via Cassia, a scenic road that leads out of Siena.
  • What are the best rentals or Airbnbs with a jacuzzi in Siena?

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

  • Are there pet-friendly attractions in Sienne?

    The Orto Botanico, Siena's botanical garden, is pet-friendly and offers a relaxing space for you and your furry friend to enjoy. Many of the city's parks and gardens are also pet-friendly, so you can enjoy a leisurely stroll with your dog.
  • What are the top sports attractions and facilities in Sienne?

    Siena is home to the Stadio Artemio Franchi, a multi-purpose stadium that hosts football matches and other events. The city also has several sports clubs, including the Siena Rugby Club and the Siena Tennis Club, offering opportunities to participate in various sports.

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Top-Rated Holiday Rentals with a Balcony in Siena, Italy

Browse holiday rentals with balconies in Siena, Italy and enjoy sweeping city views from your own space.

Appartamenti Leccino E Moraiolo - Siena
8.8 17 reviews

Appartamenti Leccino E Moraiolo

apartment, Siena
Appartamenti Leccino e Moraiolo, a self-catering apartment in Sant'Andrea a Montecchio, Siena, is situated 7.9km from Piazza del Campo and 47km from Piazza Matteotti.
This one-bedroom property sleeps seven, boasting a fully equipped kitchen, private bathroom, air conditioning, Wi-Fi, a swimming pool, garden, terrace, parking, and is suitable for families with children thanks to its outdoor play equipment and baby safety gate.
100 M² Apartment ∙ 3 Bedrooms ∙ 5 Guests - Siena
9.3 6 reviews

100 M² Apartment ∙ 3 Bedrooms ∙ 5 Guests

apartment, Monteriggioni
This three-bedroom apartment, sleeping five, is situated in the Tuscan countryside near Monteriggioni, within walking distance of the medieval town walls.
The 100 square metre property boasts two bathrooms, a fully equipped kitchen including a dishwasher, air conditioning, a private terrace, access to a shared garden, and parking; nearby hiking trails and wineries offer additional activities.
Serenità A Due Passi Dal Centro - Siena
No reviews

Serenità A Due Passi Dal Centro

apartment, Siena
This Siena flat is located a 16-minute walk from Piazza del Campo and 1.4 kilometres from San Cristoforo Church, offering easy access to the National Museum of Etruscan Archaeology and Palazzo Chigi-Saracini.
This family-friendly, one-bedroom property accommodates up to 11 guests and features air conditioning, a kitchenette, a washing machine, free WiFi, and a terrace or balcony for outdoor enjoyment.
Scacciapensieri Vicino Al Policlinico E Al Centro Città - Siena
9.4 86 reviews

Scacciapensieri Vicino Al Policlinico E Al Centro Città

apartment, Siena
ScacciaPensieri, a Siena apartment rental, is conveniently located near the Policlinico hospital and city centre, approximately 4.7km from Piazza del Campo.
This 60 square metre flat features one bedroom, one bathroom, sleeps three guests, and includes a fully equipped kitchen with dishwasher, a terrace, garden, parking, and free Wi-Fi.

Best Siena holiday rentals with air conditioning

Villa Piccolomini: 7 People, Patio, Parking - Siena
8.7 6 reviews

Villa Piccolomini: 7 People, Patio, Parking

house, Siena
This villa offers a serene setting amidst greenery, located just moments from Siena's historic walls, with Piazza del Campo accessible via a 5-minute bus ride or a 30-minute walk. This property provides comfortable accommodation for up to 7 guests, featuring a spacious kitchen, air conditioning, Wi-Fi, and a private patio, ideal for those seeking a peaceful retreat near the city.
Siena From The Window - Siena
10 42 reviews

Siena From The Window

apartment, Siena
This Siena apartment, situated in a quiet residential area a 15-minute walk (approximately 1.5km) from Siena's historic centre, offers free private parking and a private garden.
The two-bedroom, one-bathroom flat sleeps four, features a fully equipped kitchen, air conditioning, and stunning skyline views, making it ideal for families or small groups exploring Tuscany.
Palazzo Del Papa - Siena
9.6 496 reviews

Palazzo Del Papa

B&B, Siena
Palazzo del Papa Rooms, a guesthouse in Siena's historic centre, is situated a mere 0.098 km from Piazza del Campo and within 1.6 km of key attractions including the National Museum of Etruscan Archaeology and Siena Cathedral.
This one-bedroom, one-bathroom lodging offers air conditioning, free Wi-Fi, a private bathroom with toiletries, and a flat-screen TV; guests can enjoy the on-site restaurant and bar, and benefit from a strict no-party policy ensuring a peaceful stay.
Apartment 'Il Campo Comfort Apt With Balcony' With Private Terrace, Wi-fi And Air Conditioning - Siena
9.8 7 reviews

Apartment 'Il Campo Comfort Apt With Balcony' With Private Terrace, Wi-fi And Air Conditioning

apartment, Siena
This Siena city centre apartment is superbly located less than 0.5km from Piazza del Campo and the Siena Cathedral, offering easy access to the Accademia Musicale Chigiana and Palazzo Chigi-Saracini.
The 48 square metre flat comprises two bedrooms, one bathroom, and sleeps four, boasting a fully equipped kitchen, washing machine, balcony, free Wi-Fi, and parking; nearby attractions include the Pinacoteca Nazionale.

Top Rated Luxury Holiday Rentals in Siena, Italy

Treat yourself to high-end design, smart home features, and curated artwork at luxury holiday rentals in Siena, Italy.

Elegante Luminoso Attico Centralissimo - Siena
9.6 281 reviews

Elegante Luminoso Attico Centralissimo

apartment, Siena

Top-Rated Downtown Holiday Rentals in Siena, Italy

Find centrally located holiday rentals in Siena, Italy close to attractions and transport.

Central Top Floor - Provenzano - Siena
9.6 60 reviews

Central Top Floor - Provenzano

apartment, Siena
Elehome2 Nel Cuore Della Città - Siena
9.2 12 reviews

Elehome2 Nel Cuore Della Città

apartment, Siena
Craft-nel Cuore Di Siena - Siena
9.0 47 reviews

Craft-nel Cuore Di Siena

apartment, Siena
Cozy Flat. Perfect Location. - Siena
9.6 205 reviews

Cozy Flat. Perfect Location.

apartment, Siena
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