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.

Secret Garden Siena - Siena
10 235 reviews

Secret Garden Siena

house, Siena
Secret Garden House is located in a quiet residential area, just 600 metres from Piazza del Campo, Siena’s main square. This charming property has received excellent ratings for its location, cleanliness and overall experience.
The house has two bedrooms and covers 100 square metres. It offers a fully equipped kitchen, a private garden, air conditioning, free Wi-Fi and a dedicated outdoor dining area, perfect for relaxing after a day exploring Siena.
Casa Nobile Vicino Centro Siena - Siena
9.6 14 reviews

Casa Nobile Vicino Centro Siena

house, Siena
This Tuscan farmhouse apartment is situated in the countryside, a short 500-meter walk from Siena's historic centre, offering proximity to the city's artistic and cultural sites.
This 3-bedroom, 2-bathroom residence accommodates up to 5 guests, featuring a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, alongside internet access and on-site parking.
Casa Grassi-few Steps From Piazza Del Campo - Siena
9.7 14 reviews

Casa Grassi-few Steps From Piazza Del Campo

house, Siena
This centrally located flat in Siena offers immediate access to the city's main attractions, placing you within walking distance of the Piazza del Campo and the Siena Cathedral.
This 3-bedroom, 2-bathroom residence accommodates up to 5 guests and features air conditioning, Wi-Fi, and a fully equipped kitchen including a fridge, freezer, microwave, and dishwasher.
La Maison Dolympie - Siena
9.9 167 reviews

La Maison Dolympie

house, Siena
Olympia's House, a two-bedroom, two-bathroom apartment in Siena, is ideally located an 8-minute walk from the San Cristoforo Church and within easy walking distance of Piazza del Campo and Palazzo Chigi-Saracini, approximately 4.2km from Siena Train Station.
This 18-square-metre self-catering flat offers free Wi-Fi, a dishwasher, washing machine, air conditioning, parking, and a shared lounge; sleeping up to four guests comfortably.

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

Agriturismo Podere Camollia - Siena
9.6 264 reviews

Agriturismo Podere Camollia

farm, Siena
Agriturismo Podere Camollia is located in the Tuscan countryside, just 5 miles from Siena and a 50-minute drive from Florence, offering a peaceful escape from the city. The farm has received excellent ratings for its location, cleanliness, and overall experience.
The property features self-catering apartments with a rustic charm, allowing guests to enjoy a more independent experience. The farm also offers a garden with a BBQ, free Wi-Fi, free parking, and a fitness centre, providing a range of amenities for a comfortable stay.
Rinidia Siena Centro - Siena
9.5 383 reviews

Rinidia Siena Centro

B&B, Siena
This apartment is situated in Siena's city centre, just a short walk from Piazza del Campo and the National Museum of Etruscan Archaeology, offering a peaceful escape from the bustling tourist crowds. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The apartment features a well-equipped kitchen and a dedicated seating area, perfect for relaxing after a day of exploring Siena. You’ll also enjoy modern amenities such as air conditioning, a flat-screen TV, and free Wi-Fi.
Villa Montelisi, With The Most Unique View On Siena (6km) - Siena
10 68 reviews

Villa Montelisi, With The Most Unique View On Siena (6km)

house, Siena
This luxurious Tuscan villa, situated 6km from Siena's city centre, offers a secluded yet convenient base for exploring the region, a short drive from supermarkets and within easy reach of San Gimignano, Florence, and Montepulciano.
The 400 square metre property boasts four bedrooms each with en-suite bathrooms, sleeping up to 10 guests, and features a private pool, jacuzzi, tennis court, and on-site wine and olive oil tasting, alongside organised activities such as Palio experiences and truffle hunting.
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.

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

Villa Montecastello - Siena
9.1 145 reviews

Villa Montecastello

farm, Monteriggioni
Villa Montecastello is located in Monteriggioni, just 19 kilometres from San Gimignano and a 30-minute drive from Siena, offering a peaceful retreat in the heart of Tuscany. The property consistently receives excellent ratings for its location, cleanliness, and overall experience.
Each apartment features a fully equipped kitchen, allowing guests to enjoy the flexibility of preparing their own meals. The farm also offers a range of amenities and activities, including a swimming pool, a terrace, a garden, and a fitness centre, ensuring a comfortable and enjoyable stay.
Castello Di Meleto - Siena
8.7 1315 reviews

Castello Di Meleto

house, Gaiole in Chianti
The Castello Di Meleto Wine Destination is located 2 kilometres from the town of Gaiole in Chianti, on a hill overlooking the Massellone Valley, offering stunning views of the Tuscan countryside. The property has received very good user ratings, with an excellent location rating and very good cleanliness rating. The Castello Di Meleto offers a range of accommodation options, including rooms and apartments, all furnished in a traditional Tuscan style. The property boasts a swimming pool, a terrace, a garden, a restaurant, a bar, a fitness centre, and parking, as well as a concierge service and room service.
400 M² Villa ∙ 6 Bedrooms ∙ 11 Guests - Siena
No reviews

400 M² Villa ∙ 6 Bedrooms ∙ 11 Guests

house, Siena
This luxurious Tuscan barn conversion is located in the Sienese countryside, offering panoramic views of Siena's historic centre and the Torre del Mangia, with the city centre just a short drive away.
This 400 square meter villa sleeps 11 guests across 6 bedrooms, featuring a large kitchen, air conditioning, a swimming pool, a garden, and Wi-Fi, making it ideal for families and groups seeking a countryside escape near Siena.
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.

Best Siena villas and holiday homes with parking

Antico Borgo Poggiarello - Siena
9.1 558 reviews

Antico Borgo Poggiarello

house, Monteriggioni
Antico Borgo Poggiarello is located in the Chianti Hills, a short distance from Siena and Monteriggioni, surrounded by woods and vineyards. The property has received excellent ratings for location, cleanliness, and user experience.
The accommodation is set within a 17th-century village, featuring an ancient 9th-century tower with stunning views. Guests can enjoy a swimming pool, a spa, a restaurant, a bar, a fitness centre, and a thermal bath, as well as a range of other amenities and activities.
Villa Colombaio - Siena
9.5 14 reviews

Villa Colombaio

house, Siena
Villa Colombaio is a spacious house located in Siena, just 7 kilometres from both the Piazza del Campo and San Cristoforo, providing easy access to the city's historic centre.
This 300 square metre property features four bedrooms, three bathrooms, and a private swimming pool, comfortably accommodating up to 17 guests and offering a range of amenities including a fully equipped kitchen, table tennis, and the opportunity to explore the surrounding area on horseback.
Il Villino Farmhouse - Siena
9.2 46 reviews

Il Villino Farmhouse

house, Castellina in Chianti
Il Villino Farmhouse is a recently renovated holiday home situated in Castellina in Chianti, just 19 kilometres from Piazza del Campo in Siena.
This self-catering property features a private garden with barbecue facilities, an outdoor fireplace, and a fully equipped kitchen, perfect for families or groups of up to [insert capacity].
Villa Caprera - Siena
8.4 10 reviews

Villa Caprera

house, Siena
Villa Caprera is located in the Tuscan countryside, just a short drive from Siena's historic centre, Piazza del Campo, and the National Museum of Etruscan Archaeology. The villa has received excellent ratings for its cleanliness, location, and overall user experience.
The property features a comfortable living space with a sofa and flat-screen TV, perfect for relaxing after a day of exploring. Guests can enjoy modern amenities such as air conditioning, a washing machine, and a hairdryer, and can also take advantage of the free bikes provided to explore the surrounding countryside.

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.

180 M² Villa ∙ 4 Bedrooms ∙ 8 Guests - Siena
No reviews

180 M² Villa ∙ 4 Bedrooms ∙ 8 Guests

house, Siena
Casa Minuccia - Siena
9.9 31 reviews

Casa Minuccia

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

La Villa Della Brigata Spendereccia!

house, Siena
Case Vacanza "La Fornace" - Siena
8.5 38 reviews

Case Vacanza "La Fornace"

house, Castelnuovo Berardenga

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.

Tenuta Di Monaciano - Siena
9.2 184 reviews

Tenuta Di Monaciano

farm, Castelnuovo Berardenga

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.

La Villa Col Fienile Della Brigata Spendereccia! - Siena
No reviews

La Villa Col Fienile Della Brigata Spendereccia!

farm, Siena
Villa Porri  By Mmega - Siena
No reviews

Villa Porri By Mmega

house, Siena
Villa Cerreti Stunnin Luxury Villa Former Tuscan Farm Close To Siena - Siena
No reviews

Villa Cerreti Stunnin Luxury Villa Former Tuscan Farm Close To Siena

house, Castelnuovo Berardenga
Novelleto - Siena
9.3 150 reviews

Novelleto

farm, Monteriggioni
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