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 Manori - Raffinato E Accogliente Bilocale - Siena
10 102 reviews

Casa Manori - Raffinato E Accogliente Bilocale

house, Siena
This Siena apartment, located in the Viale Cavour district, is a seven-minute walk (approximately 0.6km) from Siena's historic city walls and close to the train station and bus routes.
The one-bedroom flat, sleeping two guests, offers a fully equipped kitchen with dishwasher, free Wi-Fi, air conditioning, and free parking on Viale Cavour, within a renovated building with lift access.
Casa Beccafumi: Siena Centro Con Vista Panoramica - Siena
10 6 reviews

Casa Beccafumi: Siena Centro Con Vista Panoramica

house, Siena
This residence, Casa Beccafumi, is located in Siena's historic centre, within the Contrada della Tartuca, a short walk from the Duomo and Piazza del Campo, and housed in a 16th-century building formerly owned by Renaissance artist Domenico Beccafumi.
This one-bedroom flat for two guests offers air conditioning, a fully equipped kitchen with a microwave and dishwasher, and panoramic views of the botanical garden and surrounding hills.
Appartamento Del Campo - Siena - Siena
9.9 8 reviews

Appartamento Del Campo - Siena

apartment, Siena
Appartamento del Campo is a holiday flat located just 200 metres from Siena's historic centre and Piazza del Campo, with Siena Train Station 4.2 kilometres away.
This 95 square metre holiday flat offers accommodation for up to 10 guests, featuring 2 bedrooms, 1 bathroom, a kitchen with a microwave and dishwasher, and complimentary WiFi.
Oliveta Del Verde Appartamento Con Grande Giardino 500mt Dal Centro - Siena
9.8 141 reviews

Oliveta Del Verde Appartamento Con Grande Giardino 500mt Dal Centro

house, Siena
The Oliveta del Verde Appartamento con Grande Giardino 500mt dal Centro is a charming house just a short walk from Siena's main attractions, including Piazza del Campo and Palazzo Chigi-Saracini, offering a peaceful retreat from the bustling city centre. This property enjoys excellent ratings for location, cleanliness and user experience.
The house has one bedroom and one bathroom, comfortably accommodating up to four guests. Enjoy a relaxing outdoor space with a private garden and terrace, a fully equipped kitchenette, free private parking, and a concierge service to assist with any needs during your stay.

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

Da Simone Podere Santi Lucia E Pietro - Siena
9.7 403 reviews

Da Simone Podere Santi Lucia E Pietro

house, Sovicille
Da Simone podere santi Lucia e Pietro is a rural retreat located in the countryside near Sovicille, 11.4 kilometres from Piazza del Campo in Siena and 8.5 kilometres from Palazzo Chigi-Saracini. This two-bedroom country house offers a private hot tub, a terrace, a garden, and barbecue facilities, perfect for families or groups seeking a relaxing escape in the Tuscan countryside.
Villa Torre Among The Hills Of Siena - Siena
No reviews

Villa Torre Among The Hills Of Siena

house, Siena
This historic country tower, part of a 160-hectare organic Chianti wine estate, is situated approximately 10 kilometres from Siena's historic centre, a 15-minute drive away, offering panoramic views of the Tuscan countryside and Siena's medieval towers.
This family-friendly villa, ideal for up to 11 guests, features 6 bedrooms, 5 bathrooms, air conditioning, Wi-Fi, a private swimming pool, a garden, and parking, with on-request services including wine tastings and cooking classes available on the estate.
La Perla Di Borgo Cignano - Siena
9.3 9 reviews

La Perla Di Borgo Cignano

house, Castelnuovo Berardenga
La Perla di Borgo Cignano, situated in Vagliagli, offers a 60 square metre house rental near Castelnuovo Berardenga, 16km from Siena's Piazza del Campo and 50km from The Mall luxury outlet.
This two-bedroom property sleeps seven, boasting a fully equipped kitchen, Jacuzzi, private garden with barbecue, free Wi-Fi, and parking; ideal for families or groups exploring Tuscany.
230 M² Villa ∙ 5 Bedrooms ∙ 10 Guests - Siena
No reviews

230 M² Villa ∙ 5 Bedrooms ∙ 10 Guests

house, Siena
Villa Porri, a luxurious five-bedroom property, is situated in the hills above Siena, offering breathtaking panoramic views of the Chianti and Val d'Orcia regions.
This 230 square metre villa boasts a private pool, spa with sauna and hot tub, a fully equipped kitchen, and ample parking, comfortably accommodating up to ten guests.

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

Borgo Dei Fondi - Siena
9.7 151 reviews

Borgo Dei Fondi

house, Siena
This Siena countryside property, Borgo dei Fondi, is located in Tognazza, a 12km drive from Siena and 10km from the Chianti Classico wine region.
The self-catering villa boasts a private pool, terrace, garden, and parking, plus a fully equipped kitchen, one bathroom, and free Wi-Fi; it's perfect for families and welcomes pets.
La Grotta Di Montecchino App Mais - Siena
9.2 30 reviews

La Grotta Di Montecchino App Mais

house, Siena
This Agriturismo La Grotta di Montecchino rental is located in Tuscany, 5-6 kilometres from Siena's city centre and 2-3 kilometres from the nearest town, offering a prime Tuscan location for exploring regional sites.
This 60 square metre apartment sleeps four guests and features two bedrooms, one bathroom, a living/dining room with kitchenette, a garden area with seating, and shared access to a swimming pool and BBQ facilities, with tennis courts 300 metres away and horseback riding 2 kilometres distant.
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.
300 M² Villa ∙ 4 Bedrooms ∙ 8 Guests - Siena
No reviews

300 M² Villa ∙ 4 Bedrooms ∙ 8 Guests

house, Siena
Villa Capannina is a renovated former stable located in Vico d'Arbia, approximately 10 kilometres from Siena, offering a rural retreat with convenient access to the city and surrounding Tuscan attractions.
This family-friendly villa spans 300 square metres, featuring 4 bedrooms and 3 bathrooms to accommodate up to 8 guests, and includes a private outdoor swimming pool operational from May to October, air conditioning in bedrooms, and Wi-Fi.

Best Siena villas and holiday homes with parking

Casa Ely (Siena) - Siena
No reviews

Casa Ely (Siena)

house, Siena
Casa Ely is a detached house situated in the Coroncina district, offering a 10-minute walk to Siena's historic centre and immediate immersion in the Sienese hills. This property accommodates up to five guests across three bedrooms, each with a private bathroom, and features internal parking, WiFi, and a garden with panoramic views.
Among The Olive Trees 5 Minutes From Siena: House With Garden & Air Conditioning - Siena
No reviews

Among The Olive Trees 5 Minutes From Siena: House With Garden & Air Conditioning

house, Siena
Lo Scosso, a newly renovated apartment in the Lo Scosso district, is situated just 3km from Siena's historic centre, offering easy access to the city's attractions.
This 110 square metre property boasts three king-size bedrooms (convertible to twins), two bathrooms, a fully equipped kitchen, private garden, parking for four cars, and a terrace with panoramic views; accommodating up to six guests.
Villa Capanna, Private Pool, Breathtaking Views - Siena
9.8 304 reviews

Villa Capanna, Private Pool, Breathtaking Views

house, Siena
This restored barn, situated in the Chianti region, 6km from Siena's historic centre, offers stunning panoramic views of the Tuscan countryside and is part of a historic wine estate.
Sleeping up to 10 guests in 6 bedrooms and 5 bathrooms, this property boasts a private swimming pool, extensive garden, BBQ, fireplace, Wi-Fi, parking, and optional services including a private chef and wine tasting.
Chiara Luxury Country Home - Siena
9.8 50 reviews

Chiara Luxury Country Home

house, Monteriggioni
Chiara Luxury Country Home is situated in Monteriggioni, a short distance from the Palasport Mens Sana and the Basilica di San Domenico, offering a peaceful countryside setting. This property has received excellent user ratings.
This spacious villa has six bedrooms, two living rooms, and seven bathrooms, making it ideal for large groups. The property features a range of amenities, including a swimming pool, jacuzzi, spa, fitness centre, and a garden, ensuring a comfortable and enjoyable stay.

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.

Villa Con Piscina A Siena - Siena
9.8 71 reviews

Villa Con Piscina A Siena

house, Siena
Villa Torre - Siena
9.6 291 reviews

Villa Torre

house, Siena
Tenuta D'arbia, Siena - Siena
9.7 105 reviews

Tenuta D'arbia, Siena

farm, Monteroni d'Arbia
Podere La Strega - Siena
9.2 554 reviews

Podere La Strega

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 In Siena With 6 Bedrooms Sleeps 11 - Siena
No reviews

Villa In Siena With 6 Bedrooms Sleeps 11

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.

Borgo A Monti Di Sotto - Siena
9.7 175 reviews

Borgo A Monti Di Sotto

house, Gaiole in Chianti
La Dimora Di Teresa: Ambiente Unico E Riservato. - Siena
9.0 2 reviews

La Dimora Di Teresa: Ambiente Unico E Riservato.

house, Sovicille
Antica Fonte Residenza Di Siena - Siena
9.3 518 reviews

Antica Fonte Residenza Di Siena

house, Siena
La Fonte Di Santa Regina 8, Emma Villas - Siena
9.4 2 reviews

La Fonte Di Santa Regina 8, Emma Villas

house, Siena
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