Siena

Villas and Holiday Homes in Siena

5983 Villas and Holiday Homes in Siena

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Best villa offers in Siena

139 M² Villa ∙ 9 Bedrooms ∙ 16 Guests - Siena
Siena
13 9
£789/nighttotal: £5523 (7 )

139 M² Villa ∙ 9 Bedrooms ∙ 16 Guests

house - Castellina in Chianti
Set within the Chianti Classico region, this authentic Tuscan stone farmhouse offers stunning countryside views and is conveniently located approximately 30 kilometres from Siena, 50 kilometres from Volterra, and 60 kilometres from Florence.
This expansive villa rental, covering 139 square meters, accommodates up to 16 guests across 9 bedrooms and 6 bathrooms, boasting a private swimming pool, garden, and an on-site SPA facility with a sauna and Turkish bath available at an additional cost, alongside opportunities for wine tastings and vineyard tours.
Casa Vacanze Castelvecchio Affittasi ! - Siena
9.0Excellent 130 reviews
Siena
3 1
£159/nightfor 1 night

Casa Vacanze Castelvecchio Affittasi !

apartment - Siena
Situated in Siena's most ancient district, this apartment is just a few minutes' walk from the iconic Duomo and the famous Piazza del Campo, offering prime access to historical sites.
This welcoming apartment sleeps up to 4 guests, featuring a well-equipped kitchen and secure garage facilities, with assistance available for navigating the ZTL for car arrivals, providing a convenient base for exploring this Tuscan gem which is not a typical holiday home.
Casa Pittori - Siena
9.8Excellent 57 reviews
Siena
3 1
£138/nighttotal: £276 (2 )

Casa Pittori

apartment - Siena
Centrally located in Siena's historic centre, Casa Pittori is situated directly opposite the House of Santa Caterina and just 200 meters from Piazza San Domenico, offering views of the Duomo and Torre del Mangia.
This recently renovated 1-bedroom apartment, ideal for up to 4 guests, features an open-plan living area with a sofa bed, a fully equipped kitchen including a dishwasher and washer-dryer, and a bathroom with a spacious shower, providing an excellent base for exploring Siena, much like a convenient villa rental.
100 M² House ∙ 2 Bedrooms ∙ 4 Guests - Siena
Siena
4 2
£661/nightfor 1 night

100 M² House ∙ 2 Bedrooms ∙ 4 Guests

house - Castelnuovo Berardenga
Located in Castelnuovo Berardenga, this villa is just a 10-minute drive from the historic city of Siena, offering a prime Tuscan base for exploration.
This welcoming 90 square metre holiday home accommodates up to 4 guests in 2 bedrooms, boasting amenities such as Wi-Fi, a dishwasher, and access to shared gardens with a swimming pool and barbecue, with truffle hunting and riding lessons available locally.
Villa Piccolomini - Siena
9.1Excellent 13 reviews
Siena
7 3
£720/nighttotal: £1440 (2 )

Villa Piccolomini

house - Siena
Perfectly situated for exploring Siena's historic centre, this spacious 3-bedroom villa rental is located 3.6 kilometres from Palazzo Chigi-Saracini and 4.7 kilometres from Piazza del Campo.
This allergy-free, non-smoking holiday home accommodates up to 14 guests across 130 square meters, featuring air conditioning, a fully equipped kitchen with a fridge and dishwasher, complimentary WiFi, a garden, and a terrace for your enjoyment.
Garden House - Siena
Siena
5 3
£402/nighttotal: £2010 (5 )

Garden House

apartment - Siena
Centrally located in Siena, this welcoming villa offers a tranquil retreat with stunning views of the Tuscan hills, situated within easy reach of the city's main attractions.
This holiday home comfortably accommodates up to 7 guests across 3 bedrooms, each with a private bathroom, and features a beautiful garden for a peaceful escape.
[Siena]villa Storica Con Piscina E Parco + Parking - Siena
10Excellent 6 reviews
Siena
10 1
£1724/nighttotal: £5172 (3 )

[Siena]villa Storica Con Piscina E Parco + Parking

house - Monteroni d'Arbia
Located in the Tuscan countryside, this historic villa offers a journey through time with original frescoes and antique furnishings, situated just 20 kilometres from Siena.
This expansive holiday home boasts ten bedrooms and nine bathrooms, a private pool with views of Siena, extensive Italian and French gardens, and ample parking, accommodating up to 16 guests.
Villa Liberty In Centro - No Ztl - Siena
9.9Excellent 14 reviews
Siena
5 2
£354/nighttotal: £1770 (5 )

Villa Liberty In Centro - No Ztl

apartment - Siena
Located in Siena's historic centre, this elegant Liberty style villa offers immediate access to key sights, situated directly opposite a public paid parking facility.
This welcoming villa rental accommodates up to 6 guests across two bedrooms and two bathrooms, featuring air conditioning, a private terrace, and a spacious living area for a comfortable stay.
Casa Monelli - Siena
8.1Very good 142 reviews
Siena
2 1
£91/nighttotal: £182 (2 )

Casa Monelli

house - Siena
Casa Monelli, a welcoming holiday home in Siena, is located a 9-minute walk from Piazza del Campo and a 12-minute walk from San Cristoforo Church, with Siena Train Station 5.8 kilometres away.
This 50 square meter house offers accommodation for up to 5 guests, featuring 1 bedroom, a living room, 1 bathroom, and a fully equipped kitchen with a dishwasher and microwave, all complemented by free WiFi.
Villa In Vagliagli With 52 Bedrooms Sleeps 100 - Siena
Siena
14 49
£33165/nighttotal: £66330 (2 )

Villa In Vagliagli With 52 Bedrooms Sleeps 100

house - Castelnuovo Berardenga
Located in Castelnuovo Berardenga, Villa Nero Scopeti offers unparalleled panoramic views of Siena, including the Torre del Mangia and Siena Cathedral, from this historic estate formerly owned by the noble Sozzini family.
This expansive villa rental boasts 5400 square meters of floor area, accommodating up to 100 guests across 49 elegantly appointed rooms and suites, featuring a wellness centre with sauna and Turkish bath, and offering exclusive experiences such as private dining with a starred chef and bespoke Tuscan cooking classes.
Podere Piazza Casa Dell'arcivescovo - Siena
9.5Excellent 37 reviews
Siena
2 3
£90/nighttotal: £540 (6 )

Podere Piazza Casa Dell'arcivescovo

house - Siena
Podere Piazza Casa dell'Arcivescovo is a welcoming villa situated in Siena, just 2.6 kilometres from Piazza del Campo and Palazzo Chigi-Saracini, offering free private parking and complimentary WiFi.
This expansive holiday home, covering 105 square metres, accommodates up to seven guests with three bedrooms and features a fully equipped kitchen, a private patio, a garden with outdoor dining and barbecue facilities, and play equipment for families, alongside opportunities for local cycling activities.
Villa Torre - Siena
9.6Excellent 280 reviews
Siena
10 5
£830/nighttotal: £1660 (2 )

Villa Torre

house - Siena
Just 9.8 kilometres from Siena's Piazza del Campo and San Cristoforo Church, this expansive villa offers a luxurious Tuscan escape with exceptional ratings for location, cleanliness, and user experience.
This 280 square metre holiday home boasts five bedrooms, a well-equipped kitchen, air conditioning, a swimming pool, a terrace, a garden, a bar, and a tennis court, alongside on-site activities like table tennis and fitness classes, with free private parking and WiFi included.

Villas and Holiday Homes with Pool in Siena

Among the 5983 villas in Siena here are the 8 best villas with pool

Ancient Villa - Hills Of Tuscany - Siena
10Excellent 13 reviews
Siena
13 8
£1042/nighttotal: £7294 (7 )

Ancient Villa - Hills Of Tuscany

house - Monteroni d'Arbia
Villa Giusterna, an 18th-century villa, is strategically positioned in the Tuscan hills near Monteroni d'Arbia, offering easy access to Siena and Florence.
This expansive holiday home accommodates 16 guests across 8 en-suite bedrooms, featuring a magnificent terrace, a park of 800 square meters, and a large room suitable for therapeutic groups and corporate events.
Agriturismo "La Farneta" With Private Pool, Private Terraces And Wi-fi - Siena
10Excellent 2 reviews
Siena
2 1
£191/nighttotal: £2483 (13 )

Agriturismo "La Farneta" With Private Pool, Private Terraces And Wi-fi

farm - Monteriggioni
Located in Monteriggioni, this agriturismo is conveniently situated within walking distance of public transport and offers easy access to local wineries such as Casalvento's Wines and Terra di Seta, as well as attractions like Frateria di Padre Eligio and Siena Circuit.
This 55 square meter farm stay offers accommodation for up to 3 guests with 1 bedroom and 1 bathroom, featuring a seasonal swimming pool, garden, barbecue facilities, air conditioning, and on-site production of local products including saffron, olive oil, and wine, alongside two dedicated parking spaces.
Villa Montelisi, With The Most Unique View On Siena (6km) - Siena
10Excellent 136 reviews
Siena
4 4
£957/nighttotal: £2871 (3 )

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

house - Siena
Set within a 340-acre wine estate in the Sienese countryside, this villa is located just 6 kilometres from Siena's historic city centre, offering an authentic Tuscan experience with stunning views of the Sienese hills and iconic towers.
This spacious 400 square meter holiday home, accommodating up to 10 guests, features 4 bedrooms and 4 bathrooms, with exclusive use of a shared swimming pool from May to September and opportunities for wine tastings, horse riding, and truffle hunting on the estate.
Celle Di Lecchi Padronale - Siena
Siena
7 2
£1518/nighttotal: £4554 (3 )

Celle Di Lecchi Padronale

house - Gaiole in Chianti
Located in San Sano, Celle di Lecchi Padronale is approximately 25.7 kilometres from Piazza del Campo and Piazza Matteotti, offering a tranquil retreat in the Tuscan countryside.
This expansive 200 square metre villa rental boasts 2 bedrooms, 3 bathrooms, and sleeps up to 17 guests, featuring a fully equipped kitchen, a swimming pool, a terrace with garden views, and complimentary private parking with free WiFi, making it an ideal holiday home for exploring the Gaiole in Chianti region.
Villa ∙ 7 Bedrooms ∙ 14 Guests - Siena
Siena
13 12
£2221/nighttotal: £15547 (7 )

Villa ∙ 7 Bedrooms ∙ 14 Guests

house - Castelnuovo Berardenga
Offering a picturesque countryside setting in the renowned Chianti wine region, this expansive villa is located 4 kilometers from the nearest town with amenities and 10 kilometers from Siena.
This welcoming villa rental provides comfortable accommodation for up to 14 guests, featuring seven bedrooms, five bathrooms, a private pool, expansive gardens, air conditioning, and high-speed internet, with staff and a chef included for a luxurious stay.
Country House / Farm House In Siena With 4 Bedrooms Sleeps 9 - Siena
10Excellent 1 review
Siena
7 4
£865/nighttotal: £2595 (3 )

Country House / Farm House In Siena With 4 Bedrooms Sleeps 9

farm - Castelnuovo Berardenga
Set in the Sienese Chianti region near Castelnuovo Berardenga, this villa offers an idyllic location surrounded by vineyards, directly on the famous L'Eroica cycling and hiking trail, and within a 40-minute drive of Siena.
This spacious holiday home, covering 160 square meters and accommodating up to 10 guests, features a private pool, a substantial 360 square meter terrace, a games room with billiards and table tennis, and barbecue facilities, with bicycles available for rent.
Villa Colombaio, Country-house In Wine Estate 5km From Siena - Siena
10Excellent 30 reviews
Siena
4 5
£671/nighttotal: £2013 (3 )

Villa Colombaio, Country-house In Wine Estate 5km From Siena

house - Siena
Set within a 340-acre family-run wine estate, this villa offers an authentic Tuscan countryside experience, conveniently located just 20 minutes by car from Siena's historic city centre and its iconic Piazza del Campo.
This spacious 330 sqm country house, accommodating up to 8 guests plus 2 children, boasts a large living room with a fireplace, a reading area with a ping-pong table, and access to a shared swimming pool, with on-site activities including wine tastings and truffle hunting.
300 M² Villa ∙ 4 Bedrooms ∙ 8 Guests - Siena
Siena
1 4
£1095/nightfor 1 night

300 M² Villa ∙ 4 Bedrooms ∙ 8 Guests

house - Siena
Located in Vico d'Arbia, this villa offers stunning panoramic views from its position on a hill, just 10 kilometres from Siena and easily accessible to Florence and the coast.
This exclusive holiday home, a renovated former stable, boasts 300 square metres of living space, accommodating up to 8 guests across 4 bedrooms and 3 bathrooms, and features air conditioning, a fully equipped kitchen, and access to an outdoor swimming pool from May to October.

Frequently Asked Questions about Siena

  • What are the must-see attractions to visit in Siena, Italy?

    When visiting Siena, the Piazza del Campo is a definite highlight. This shell-shaped medieval square is famous for the Palio horse race. The Siena Cathedral, also known as the Duomo di Siena, is another essential stop with its stunning facade and interior. Don't miss climbing the Torre del Mangia for panoramic views of the city and surrounding Tuscan landscape.
  • What are the advantages of staying in a villa in Siena, Italy?

    Staying in a villa in Siena, Italy offers more space and privacy compared to a hotel. It provides a home-like atmosphere with amenities like a full kitchen, living areas, and often private gardens or pools. This setup is particularly beneficial for families or groups, allowing for a more relaxed and self-catered experience while still being close to Siena's attractions.
  • How much does it cost to rent a villa in Siena, Italy on average?

    The average cost to rent a villa in Siena, Italy varies significantly based on size, amenities, location, and the time of year. Prices can range from around 800 euros per week for a smaller property in the off-season to several thousand euros per week for larger, more luxurious villas during peak summer months.
  • Are there villas near the city center in Siena, Italy?

    Yes, there are villas located near the city center of Siena, Italy. These properties often offer a blend of tranquility and convenient access to the historic sights. They might be situated on the outskirts of the immediate centro storico or in quieter residential pockets just a short walk or drive from the main squares and attractions.
  • How far in advance should one book a villa in Siena, Italy?

    It is advisable to book a villa in Siena, Italy at least six months in advance, especially if planning a trip during the popular spring and summer months, or around the time of the Palio horse races in July and August. Booking earlier ensures a wider selection of available properties.
  • Are there wineries or food tours near villas in Siena, Italy?

    Many villas in and around Siena, Italy are situated in the Tuscan countryside, which is renowned for its wineries. It's common for villas to be close to vineyards offering wine tastings, and numerous operators provide guided food and wine tours that explore local specialties and the Chianti region, often including visits to producers.
  • Is a car necessary to stay in a villa in Siena, Italy?

    Whether a car is necessary to stay in a villa in Siena, Italy depends on its location. If the villa is within walking distance of the city center or has good public transport links, a car might not be essential. However, for villas located in more rural areas or for exploring the wider Tuscan countryside, a car offers the most flexibility and convenience.

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