Siena

Villas and Holiday Homes in Siena

5983 Villas and Holiday Homes in Siena

2 1
  • airbnb
  • booking
  • vrbo
  • hometogo
  • sykescottages
  • expedia
  • belvilla
  • villanovo
  • interhome
Search for your holiday home
Price per night
Rating

Best villa offers in Siena

Casa Alfredo - Siena
10Excellent 15 reviews
Siena
4 1
£191/nighttotal: £573 (3 )

Casa Alfredo

house - Siena
Casa Alfredo is a welcoming villa situated on the outskirts of Siena, located 10.5 kilometres from the iconic Piazza del Campo and 6.5 kilometres from the National Museum of Etruscan Archaeology.
This 90 square metre holiday home offers one bedroom and two bathrooms, featuring a well-equipped kitchen, free WiFi, free private parking, and a garden with a children's playground for family entertainment.
55 M² Farmhouse ∙ 1 Bedroom ∙ 3 Guests - Siena
8.9Very good 3 reviews
Siena
1 1
£187/nighttotal: £2992 (16 )

55 M² Farmhouse ∙ 1 Bedroom ∙ 3 Guests

farm - Monteriggioni
Just a short drive from Monteriggioni's iconic medieval walls, Agriturismo "La Farneta" offers a serene countryside setting with easy walking access to public transport. This welcoming farm stay, a superb villa rental, boasts 55 square meters of floor area, accommodating up to 3 guests in 1 bedroom and 1 bathroom, and features a private swimming pool, air conditioning, and a well-equipped kitchen, alongside on-site production of local specialities like saffron, oil, and wine.
Spacious Villa With Stunning Pool, Luscious Gardens - Siena
Siena
4 6
£1340/nighttotal: £18760 (14 )

Spacious Villa With Stunning Pool, Luscious Gardens

house - Siena
Just 5 minutes from Siena, this expansive villa rental offers easy access to the Duomo and shopping on Via Montanini, set within 9 hectares of grounds with orchards and close to Val di Merse.
This luxurious holiday home accommodates 12 guests across 6 bedrooms and 6 bathrooms, boasting a large floor area of 550 square meters, a swimming pool, and on-site dining featuring estate produce.
500 M² Farmhouse ∙ 1 Bedroom ∙ 14 Guests - Siena
10Excellent 3 reviews
Siena
2 1
£655/nighttotal: £20305 (31 )

500 M² Farmhouse ∙ 1 Bedroom ∙ 14 Guests

farm - Siena
Accommodation for up to 14 people with an excellent rating of 100% based on 3 reviews. You will be based in Siena.
Facilities and services include free parking, a dish washer and a fridge. This accommodation also has a terrace!
Grande Casa Immersa Nella Natura - Siena
9.4Excellent 51 reviews
Siena
4 4
£466/nighttotal: £932 (2 )

Grande Casa Immersa Nella Natura

house - Siena
Strategically located in a green area just 500 meters from Siena's train station, supermarkets, pharmacies, hospital, and city centre, this 4-bedroom villa offers convenient access to all essential services and attractions.
This Sienese-style holiday home, designed for families, comfortably accommodates 8 guests with a fully equipped kitchen, a living room, and a dedicated upper floor for privacy, ensuring a relaxing stay.
Family Friendly Villa With Private Garden, 30 Min Walk To City Centre - Siena
9.8Excellent 37 reviews
Siena
6 3
£228/nighttotal: £2508 (11 )

Family Friendly Villa With Private Garden, 30 Min Walk To City Centre

house - Siena
This spacious villa in Siena offers an exclusive retreat, situated just 2 kilometres from the main railway station and 2.5 kilometres from Porta Camollia and the historic city centre, providing excellent transport links. Guests can enjoy a generous private garden with outdoor dining, a real wood BBQ, and a dedicated children's and teens' playing area, alongside a fully equipped kitchen, home office space, and Wi-Fi, accommodating up to 6 people across 3 bedrooms and 2 bathrooms.
Annina's Family-friendly House In Siena - Siena
9.6Excellent 17 reviews
Siena
4 4
£146/nighttotal: £1168 (8 )

Annina's Family-friendly House In Siena

house - Siena
Conveniently situated in Siena, this family-friendly house offers easy access to key landmarks, being 4.6 kilometres from Piazza del Campo and 40.2 kilometres from Piazza Matteotti.
This spacious villa rental, boasting 106 square metres of floor area, comfortably accommodates up to 11 guests across its four bedrooms and three bathrooms, featuring a fully equipped kitchen with a dishwasher and microwave, air conditioning, and private on-site parking.
Vignano40 - Siena
9.7Excellent 105 reviews
Siena
2 2
£113/nighttotal: £226 (2 )

Vignano40

house - Siena
Offering a serene garden and barbecue facilities, this villa is situated approximately 6.7 kilometres from Siena's Piazza del Campo and 43.5 kilometres from Piazza Matteotti.
This comfortable holiday home, spanning 75 square metres, features two bedrooms, two bathrooms, a well-equipped kitchen with a dishwasher and microwave, free WiFi, and private parking, with a private entrance providing enhanced privacy.
Casa Indipendente A 600 M Dal Duomo (Siena Centro Storico) - Siena
9.8Excellent 307 reviews
Siena
5 3
£215/nighttotal: £430 (2 )

Casa Indipendente A 600 M Dal Duomo (Siena Centro Storico)

house - Siena
Centrally located in Siena, this apartment is just an 8-minute walk from Siena Cathedral and Piazza del Campo.
This recently renovated, family-friendly apartment offers 91 square meters of living space with 3 bedrooms, 2 bathrooms, and a capacity for 8 guests, featuring a fully equipped kitchen and a dedicated Smart Working corner with super-fast WiFi, making it a superb villa rental for exploring the historic city.
Podere Piazza Siena - Siena
9.8Excellent 228 reviews
Siena
6 3
£241/nighttotal: £723 (3 )

Podere Piazza Siena

house - Siena
Located approximately 4.3 kilometres outside Siena's immediate city centre, Podere Piazza Siena offers a secluded retreat, just 4.3 kilometres from Piazza del Campo and the San Cristoforo Church.
This spacious 120 square metre holiday home boasts 3 bedrooms, 2 bathrooms, a well-equipped kitchen with a dishwasher, and a terrace with mountain views, alongside a garden, tennis court, and barbecue facilities, making it an excellent choice for families and cyclists exploring the region.
Casa Monelli - Siena
Siena
1 1
£80/nighttotal: £320 (4 )

Casa Monelli

house - Siena
House. This accommodation is based in Siena.
Services and facilities include a dish washer, a fridge and a washing machine.
70 M² Farmhouse ∙ 2 Bedrooms ∙ 5 Guests - Siena
9.5Excellent 74 reviews
Siena
5 2
£114/nighttotal: £342 (3 )

70 M² Farmhouse ∙ 2 Bedrooms ∙ 5 Guests

farm - Monteriggioni
Farm rental for 5 people with an excellent rating of 95% based on 74 reviews. You will be in Monteriggioni.
Services and facilities: free parking, rooms suitable for events and a kitchen. This accommodation is ideal for families.

Villas and Holiday Homes with Pool in Siena

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

Vacation Home "Limonaia" With Shared Pool, Shared Garden & Wi-fi - Siena
10Excellent 2 reviews
Siena
2 1
£547/nighttotal: £1094 (2 )

Vacation Home "Limonaia" With Shared Pool, Shared Garden & Wi-fi

house - Castelnuovo Berardenga
Set in Castelnuovo Berardenga, Tuscany, this welcoming villa rental offers a relaxing getaway just 10 kilometres from the historic city of Siena.
This holiday home, with a floor area of 70 square meters and a guest capacity of 2, features a shared outdoor area with a fenced pool, garden, barbecue, and a hot tub available upon request, plus high-speed Wi-Fi.
Appartamento Villa L'ulivo - Siena
9.2Excellent 16 reviews
Siena
2 2
£176/nighttotal: £352 (2 )

Appartamento Villa L'ulivo

house - Castelnuovo Berardenga
Located in Vagliagli, this recently renovated property is 11 kilometres from the renowned Piazza del Campo and 32 kilometres from Piazza Matteotti, offering convenient private parking and access to a fitness room.
This welcoming villa rental boasts a garden with an outdoor fireplace, a fully equipped kitchen, and is family-friendly with amenities like outdoor play equipment and a baby safety gate, with bike rental available nearby.
Holiday Home 'Casale' With Shared Pool, Shared Garden And Wi-fi - Siena
10Excellent 2 reviews
Siena
2 2
£657/nightfor 1 night

Holiday Home 'Casale' With Shared Pool, Shared Garden And Wi-fi

apartment - Castelnuovo Berardenga
Located in the district of Castelnuovo Berardenga, this apartment offers a tranquil Tuscan experience just a 10-kilometre drive from Siena.
This 90 square metre holiday home accommodates up to 4 guests across 2 bedrooms and 2 bathrooms, featuring a shared outdoor area with a fenced pool, garden, barbecue, and high-speed Wi-Fi, with a whirlpool bathtub available on request.
La Villa Della Brigata Spendereccia! - Siena
10Excellent 13 reviews
Siena
6 3
£468/nighttotal: £5148 (11 )

La Villa Della Brigata Spendereccia!

house - Siena
Located in the exclusive Tolfe district, this luxury villa offers breathtaking views of Siena and the Chianti hills, just a 5-minute drive from Siena's historic centre.
This impressive holiday home accommodates up to 6 guests across 3 bedrooms and 4 bathrooms, boasting an indoor swimming pool with hydromassage, a private olive grove, and a well-equipped professional kitchen perfect for outdoor dining.
70 M² Farmhouse ∙ 2 Bedrooms ∙ 4 Guests - Siena
9.5Excellent 74 reviews
Siena
4 2
£96/nighttotal: £288 (3 )

70 M² Farmhouse ∙ 2 Bedrooms ∙ 4 Guests

farm - Monteriggioni
Farm listing for up to 4 people with an excellent rating of 95% based on 74 reviews. Your accommodation will be based in Monteriggioni.
Facilities and services: a barbecue, rooms suitable for events and a swimming pool. This accommodation in Monteriggioni also has a Spa!
Il Boschetto An Oasis Of Peace And Nature In Siena - Siena
9.9Excellent 153 reviews
Siena
2 5
£528/nighttotal: £2112 (4 )

Il Boschetto An Oasis Of Peace And Nature In Siena

house - Siena
Boasting an excellent user and location rating, this spacious 5-bedroom, 3-bathroom villa offers a luxurious retreat in a rural area of Siena, just a 4-minute drive from Porta Camollia and a 6-minute drive to Piazza del Campo. This expansive holiday home, covering 300 square meters, accommodates up to 10 guests and features a well-equipped kitchen, an outdoor swimming pool, a garden, and a tennis court, with nearby opportunities for cycling and horse riding.
Exclusive Villa Mami - Siena
10Excellent 1 review
Siena
5 6
£2164/nighttotal: £8656 (4 )

Exclusive Villa Mami

house - Siena
Exclusive Villa Mami is located in Siena, 7.6 kilometres from the National Museum of Etruscan Archaeology and 7.6 kilometres from Piazza del Campo.
This spacious 6-bedroom villa rental accommodates up to 24 guests and features an infinity pool, a garden, air conditioning, and a fully equipped kitchen, offering an excellent user rating and a memorable stay.
82 M² Villa ∙ 2 Bedrooms ∙ 4 Guests - Siena
8.0Very good 1 review
Siena
2 2
£142/nighttotal: £284 (2 )

82 M² Villa ∙ 2 Bedrooms ∙ 4 Guests

house - Poggibonsi
Nestled in the "San Gimignano And Surroundings" district, this villa rental is conveniently located 2 km from Castellina Scalo and 23 km from Siena, offering easy access to the renowned tourist area of San Gimignano.
This holiday home, featuring 2 bedrooms and a capacity for 4 guests, boasts air conditioning in the kitchen/living area and bedrooms, a shared outdoor swimming pool, and a shared garden with barbecue facilities, all within an 82 square meter floor area.

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.

Villas in Popular Destinations

copyright © 2025 - 2026 villapicker.com