Villas and Holiday homes in Siena

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Siena holiday homes
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257 Villa rentals in Siena

Browse Holiday Homes near the Historic Centre in Siena

Stay seconds away from superb independent eateries and iconic sights with central holiday homes in Siena.

Casa Lella - Siena
10 1 review

Casa Lella

house, Siena
Casa Lella is a two-bedroom, two-bathroom flat situated in Siena's historic centre, a mere 5-minute walk from Piazza del Campo.
This Siena accommodation sleeps four guests and offers two independent suites, each with a private entrance and en-suite bathroom, plus a fully equipped kitchen in one suite for self-catering.
Casa Santa Caterina Pieno Centro - Siena
9.6 31 reviews

Casa Santa Caterina Pieno Centro

house, Siena
The Santa Caterina House, a two-bedroom apartment in Siena's historic centre, offers easy access to major landmarks within walking distance.
This family-friendly dwelling sleeps six, boasting a fully renovated interior with a traditional Tuscan kitchen, modern amenities, and a living room featuring original ancient arches; parking is available.
Casa Tecla Alle Mura Della Città - Siena
10 169 reviews

Casa Tecla Alle Mura Della Città

house, Siena
This Siena apartment, near Porta Fontebranda, offers easy access to Siena's historic centre and public transport.
The two-bedroom, one-bathroom flat sleeps four guests, boasting a fully equipped kitchen, air conditioning, Wi-Fi, a private terrace, and parking.
Agriturismo Le Grondaie - Siena
9.2 15 reviews

Agriturismo Le Grondaie

farm, Siena
Agriturismo Le Grondaie is situated just outside Siena's city centre, a short 1.4-mile drive from the famous Piazza del Campo, offering a peaceful escape from the city's hustle and bustle. The farm stay has received excellent user ratings and enjoys a very good cleanliness rating.
The accommodation comprises a single bedroom and bathroom, suitable for up to two guests. The farm boasts a private garden and terrace, free parking, and a modern bathroom with a bidet and hairdryer.

Best family friendly Siena villas and holiday home

Among the 257 accommodations in Siena, here are the 4 best family friendly villas and holiday homes

Villa Dans Un Domaine à 5 Km. De Sienne - Siena
10 26 reviews

Villa Dans Un Domaine à 5 Km. De Sienne

house, Siena
Villa Colombaio, a four-bedroom property sleeping eight, is situated in the Tuscan countryside, a short drive (approximately 10-15 km) from Siena and within a 1-2 hour drive of other major tourist attractions.
This self-catering villa boasts a large living room, spacious kitchen opening onto a garden, a long portico with outdoor dining, a first-floor lounge with table tennis, a shared swimming pool 100 metres away, and parking; it offers comfortable accommodation with wonderful views of the surrounding hills.
Agriturismo "Crocino In Chianti" - Siena
9.1 243 reviews

Agriturismo "Crocino In Chianti"

farm, Gaiole in Chianti
Agriturismo "Crocino in Chianti" is located in Gaiole in Chianti, 22.5 kilometres from Piazza del Campo in Siena and 27 kilometres from Piazza Matteotti in Gaiole, offering a tranquil escape in the rolling hills of Chianti. The property consistently receives excellent ratings for its location, cleanliness and overall guest experience.
The accommodation provides a peaceful rural setting with a range of facilities including a swimming pool, a jacuzzi, a terrace, a garden, a restaurant, a fitness centre and free parking. Guests can enjoy a delicious Italian or vegetarian breakfast, complimentary bike rentals, free Wi-Fi and room service.
Casa Riccardi - In Pieno Centro Storico - Siena
No reviews

Casa Riccardi - In Pieno Centro Storico

house, Siena
This apartment is situated in Siena's Contrada della Giraffa, a mere 100 metres from the main street and 300 metres from Piazza del Campo, offering views of Piazza di Provenzano and the Collegiata from its second-floor position within a 16th-century palace.
This renovated two-room property accommodates up to two guests and includes a fridge, freezer, and dishwasher, making it suitable for those seeking a well-located base with essential amenities for exploring Siena.
(Chianti Classico)villa With Private Pool - Siena
9.6 24 reviews

(Chianti Classico)villa With Private Pool

house, Castelnuovo Berardenga
Villa Il Cerretaccio, a 13th-century watchtower-incorporated villa in the Chianti Classico region, is situated 12 km from Siena and within 15 km of Gaiole, Castellina, and Brolio Castle.
This seven-bedroom, six-bathroom property sleeps fourteen guests and boasts a private swimming pool (open May 1st to October 1st), a 27-hectare estate with olive groves and vineyards, an on-site Tuscan restaurant, and offers yoga and cooking classes.

Frequently asked questions about villa rentals in Siena

  • What are the must-see attractions in Sienne?

    You absolutely must see the Piazza del Campo, the heart of Siena, and the magnificent Duomo with its stunning facade and intricate details. Don't miss the Torre del Mangia for panoramic views of the city.
  • What are the best holiday homes in Siena?

    Among the holiday homes in Siena, Wine Resort Dievole, Casa Di Campagna In Toscana and Ripostena are the most popular ones.

  • What indoor activities for families are available in Sienne on rainy days?

    The Museo Civico, located in the Palazzo Pubblico, is a great option for a rainy day. You can also visit the Museo dell'Opera del Duomo, which houses a collection of art and artefacts related to the Duomo. For a more interactive experience, the Santa Maria della Scala museum offers a glimpse into the city's history.
  • What are the best holiday homes with a pool in Siena?

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

  • What are the best activities in Sienne?

    Besides visiting the Piazza del Campo and the Duomo, you should definitely take a cooking class to learn how to make traditional Sienese dishes like pici pasta and ribollita. You can also enjoy a guided walking tour to discover hidden gems and learn about the city's rich history.
  • What are the best holiday homes with a jacuzzi in Siena?

    The best holiday homes with a jacuzzi in Siena are Casa Di Campagna In Toscana, Pieve Marsina & Borgo Argenina and Antica Fonte Residenza Di Siena.

  • What are the advantages of renting a house or a villa in Sienne

    Renting a villa offers the privacy and space to relax and unwind after a day of exploring the city. You'll also enjoy the convenience of having a fully equipped kitchen, allowing you to prepare meals using fresh local ingredients. Many villas have beautiful gardens or terraces where you can enjoy a meal al fresco.
  • What are the best holiday homes for families and kids in Siena?

    The best holiday homes for families and kids in Siena are Wine Resort Dievole, Casa Di Campagna In Toscana and Ripostena.

  • What exclusive experiences are available when visiting Sienne?

    You can take a private tour of the Duomo's hidden areas, including the Piccolomini Library, with its stunning frescoes by Pinturicchio. If you're interested in the history of the Palio, you can arrange a visit to the Contrada museums, which showcase the history and traditions of each of the 17 contrade (districts) of Siena.
  • What are the best pet friendly holiday homes in Siena?

    The best pet friendly holiday homes in Siena are Wine Resort Dievole, Casa Di Campagna In Toscana and Ripostena.

  • Which part of Sienne would be ideal for a villa rental?

    The hills surrounding Siena, particularly the areas of Castellina in Chianti, Gaiole in Chianti, and Radda in Chianti, are perfect for a villa rental. They offer stunning views of the Tuscan countryside, are close to vineyards and wineries, and offer a peaceful escape from the city.
  • What are the best holiday homes with parking in Siena?

    Wine Resort Dievole, Casa Di Campagna In Toscana and Ripostena are the best holiday homes with parking in Siena.

Popular destinations

Best Siena villas and holiday homes with a garden

Casanova Di Campriano - Siena
10 202 reviews

Casanova Di Campriano

house, Monteroni d'Arbia
This holiday home in Casanova di Campriano, Lupompesi, is situated approximately 21-24 kilometres from Siena's Piazza del Campo and Palazzo Chigi-Saracini.
The property boasts a swimming pool, private open-air bath, free Wi-Fi, and free parking; each air-conditioned unit includes a fully equipped kitchenette and features such as bed linen and towels are provided.
Living Siena - Appartamento "Chiantigiana" - Siena
9.9 18 reviews

Living Siena - Appartamento "Chiantigiana"

house, Siena
This Siena apartment, part of the 'Living Siena Apartment' complex, offers a convenient base for exploring the Tuscan city, though its precise location within Siena and distance to specific landmarks is unspecified.
The self-catering flat, sleeping two guests, features a modern design, a fully equipped kitchen including a dishwasher, air conditioning, and a private garden, plus parking; registration number IT052032B4O6N4XTWR.
Villa Montelisi - Siena
9.6 5 reviews

Villa Montelisi

house, Siena
This detached villa is situated 5 kilometres outside Siena, offering a peaceful retreat while remaining conveniently close to the city's historic centre, with its iconic landmarks like the Piazza del Campo and the Duomo. The 310 square metre property features four bedrooms, four bathrooms, and a shared seasonal outdoor pool, perfect for families or groups of up to ten guests.
Agriturismo La Torretta - Siena
8.6 4 reviews

Agriturismo La Torretta

house, Siena
This property, a house, is situated in Siena, within 5 kilometres of the Pinacoteca Nazionale, Siena Cathedral, and Piazza del Campo, offering convenient access to these key attractions.
Guests can enjoy a unique Tuscan experience with an attached winery, multiple swimming options including an outdoor pool, complimentary WiFi in public areas, on-site barbecue grills, and functional interiors featuring showers and desks.

Best Siena villas and holiday homes with parking

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.
Exclusive Villa Mami - Siena
10 1 review

Exclusive Villa Mami

house, Siena
Exclusive Villa Mami, a large house in Siena, is situated 7.6km from Piazza del Campo and 5.5km from the National Museum of Etruscan Archaeology.
This 300 square metre property boasts six bedrooms, six bathrooms, and can accommodate up to 24 guests, offering a private pool, garden, parking, and Wi-Fi; à la carte breakfast and airport shuttle are available.
Beautiful  Villa For 10 Guests With Pool, Wifi, Tv And Pets Allowed - Siena
No reviews

Beautiful Villa For 10 Guests With Pool, Wifi, Tv And Pets Allowed

house, Siena
This Tuscan villa, situated 11km from Siena and 45km from Montalcino, offers easy access to both cities and the surrounding hills, providing a convenient base for exploring Tuscany.
This 350 square metre property boasts five en-suite bedrooms, sleeping up to 12 guests, a private swimming pool (open May 1st to October 31st), a fully equipped kitchen, and parking; optional cooking classes and bespoke tours are also available.
Casa Di Campagna In Toscana A Siena - Siena
9.8 41 reviews

Casa Di Campagna In Toscana A Siena

house, Monteriggioni
This Siena countryside property, 3km from Siena and midway between Siena and Monteriggioni, offers a peaceful retreat near the Via Francigena.
The one-bedroom, one-bathroom house sleeps two, features a private garden, covered parking, air conditioning, and a spacious terrace with panoramic views; a fridge and internet access are also provided.

Handpicked Holiday Houses with a Swimming Pool in Siena

Having pool access at your city holiday home makes a proper swim in the heart of Siena a delightful daily highlight.

Private Villa With A Beautiful Pool Near Siena - Siena
No reviews

Private Villa With A Beautiful Pool Near Siena

house, Monteriggioni
Montechiaro Torre In Siena, Tuscany - Siena
9.6 295 reviews

Montechiaro Torre In Siena, Tuscany

house, Siena
400 M² Villa ∙ 6 Bedrooms ∙ 11 Guests - Siena
No reviews

400 M² Villa ∙ 6 Bedrooms ∙ 11 Guests

house, Siena
Finestra Su Siena 16, Emma Villas - Siena
9.0 2 reviews

Finestra Su Siena 16, Emma Villas

house, Siena

Compare Luxury Holiday Homes in Siena

For those seeking excellence, a high-end holiday home in Siena provides a superior standard of luxury and comfort throughout your visit.

Villa Bucciano, Casa Il Fienile - Siena
9.2 15 reviews

Villa Bucciano, Casa Il Fienile

house, Siena

Check Out Holiday Houses with a Jacuzzi in Siena

Whether you prefer a jacuzzi or a hot tub, these holiday homes in Siena feature private facilities for a soak after a busy day.

350 M² Farmhouse ∙ 7 Bedrooms ∙ 17 Guests - Siena
No reviews

350 M² Farmhouse ∙ 7 Bedrooms ∙ 17 Guests

farm, Sovicille
Villa Cerreto - Villa Cerreti - Siena
No reviews

Villa Cerreto - Villa Cerreti

house, Castelnuovo Berardenga
La Villa Della Brigata Spendereccia! - Siena
10 27 reviews

La Villa Della Brigata Spendereccia!

house, Siena
550 M² Villa ∙ 8 Bedrooms ∙ 16 Guests - Siena
No reviews

550 M² Villa ∙ 8 Bedrooms ∙ 16 Guests

house, Castelnuovo Berardenga
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