Villas and Vacation Homes in Siena

8524 Villas and Vacation Homes in Siena

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Siena
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Best villa offers in Siena

Luxury villas in Siena

Restored medieval estates, aristocratic farmhouses, and high-end countryside retreats define Luxury villas in Siena. Perched among rolling Tuscan hills near historic landmarks like the Piazza del Campo and the Duomo, compare premier listings to secure an exclusive Italian sanctuary.

Perla Moderna Nella Natura - Siena
7.8 6 reviews

Perla Moderna Nella Natura

chalet, Siena
This chalet offers a tranquil garden setting just 3.2-3.6 miles from Siena's Piazza del Campo and key attractions like Palazzo Chigi-Saracini and the National Museum of Etruscan Archaeology.
Enjoy a comfortable stay in this family-friendly holiday home, featuring a fully equipped kitchen, free Wi-Fi, and private parking, perfect for up to 4 guests exploring the Tuscan countryside.
Casa Dell' Onda 25 - Siena
9.9 96 reviews

Casa Dell' Onda 25

house, Siena
Prime location in Siena's historic center places this 1-bedroom, 1-bathroom house just 100 meters from Piazza del Campo and 350 meters from the Duomo, offering convenient access to restaurants and shops.
This welcoming villa accommodates up to 4 guests and features a renovated interior with panoramic city views, a well-equipped kitchen with a fridge and freezer, and both cooling fans for summer and efficient heating for winter, with nearby parking available at Porta Tufi.
70 M² Farmhouse ∙ 2 Bedrooms ∙ 5 Guests - Siena
9.5 74 reviews

70 M² Farmhouse ∙ 2 Bedrooms ∙ 5 Guests

farm, Monteriggioni
Farm for 5 people with an excellent rating of 95% based on 74 reviews. You will be located in Monteriggioni.
Facilities and services include a tennis court, a barbecue and event friendly rooms. Take advantage of the pool in this accommodation.
Il Nido Dell'oca - Loft Giardino - Siena
8.6 22 reviews

Il Nido Dell'oca - Loft Giardino

house, Siena
Located just 200 yards from Siena's city center, this house is a 3-minute walk to the iconic Piazza del Campo and steps from the National Museum of Etruscan Archaeology and San Cristoforo Church.
This 650 square foot villa offers a private garden and terrace for outdoor relaxation, comfortably accommodating up to 4 guests with a fully equipped kitchen and complimentary Wi-Fi.

Villas in Siena with pool

A private swimming pool offers a tranquil haven to cool off on your own schedule after a day exploring Chianti vineyards or medieval hill towns. Filter by price, layout, and amenities across top booking platforms to find your ideal poolside retreat surrounded by olive groves and cypress trees.

Tuscany Villa Cardella Siena - Siena
No reviews

Tuscany Villa Cardella Siena

house, Siena
Villa Cardella offers a serene retreat in Siena, Italy, with the National Museum of Etruscan Archaeology just 2.3 miles away and Piazza del Campo 3.6 miles distant.
This 4-bedroom, 2-bathroom villa, accommodating up to 13 guests, features a fully equipped kitchen with an oven and fridge, complimentary WiFi, a fireplace, and a garden with a terrace, all set on a spacious 2030 square feet of floor area.
Villa Le Gallozzole - Siena
9.0 12 reviews

Villa Le Gallozzole

house, Monteriggioni
Villa Le Gallozzole is located in Quercegrossa, 10 miles from Piazza del Campo and 37 miles from Florence Airport.
This spacious 5-bedroom villa offers 2150 sq ft of living space for up to 19 guests, featuring a private pool, tennis court, garden, terrace, and a well-equipped kitchen with a dishwasher and refrigerator, providing an exclusive holiday home experience.
200 M² Villa ∙ 6 Bedrooms ∙ 10 Guests - Siena
No reviews

200 M² Villa ∙ 6 Bedrooms ∙ 10 Guests

house, Siena
Located on a panoramic hill within the Municipality of Siena, this estate offers stunning Tuscan views and is situated approximately 6 miles from Siena's historic center, the city of the Palio.
This renovated former barn, a 2150 sq ft holiday home, boasts 6 air-conditioned bedrooms, 5 bathrooms, and accommodates up to 10 guests, featuring an exclusive private pool open May–October, a large garden with barbecue, free Wi-Fi, and parking within a historic winery estate.
Villa In Siena With 6 Bedrooms Sleeps 11 - Siena
No reviews

Villa In Siena With 6 Bedrooms Sleeps 11

house, Siena
Just a few miles from Siena, Villa del Mangia offers panoramic views of the Torre del Mangia and is perfectly situated for exploring the Tuscan countryside, with San Gimignano and Florence also within easy reach.
This luxurious 6-bedroom villa, fully renovated in 2024, boasts 4310 square feet of living space, an infinity pool, floor heating and cooling, and accommodates up to 11 guests, making it an ideal holiday home for exploring the region.

Frequently Asked Questions about Siena

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

    The absolute must-sees in Siena are the Piazza del Campo, the shell-shaped main public space, and the Siena Cathedral (Duomo di Siena) with its stunning black and white striped bell tower. Don't miss climbing the Torre del Mangia for incredible views over the city and the surrounding Tuscan countryside. The Palazzo Pubblico, which houses the city's museum, is also a key historical site on the Piazza del Campo.
  • Which district of Siena is best known for its villas?

    While Siena itself is a compact historic city, the areas just outside the city walls, particularly to the north and west, are where you'll find many of the more prominent villas. These districts offer a blend of proximity to the city and the tranquility of the Tuscan countryside. Specific districts are less defined by villas as a primary characteristic, but the outskirts are where they are most common.
  • What are the advantages of staying in a villa in Siena?

    Staying in a villa near Siena offers a more private and spacious experience compared to a hotel. You often get a kitchen, allowing for self-catering, which can be a cost-saver and a way to enjoy local produce. Many villas come with outdoor spaces like gardens or patios, and some even have private pools, providing a relaxing retreat after exploring the city. It's a great way to experience the Tuscan lifestyle.
  • How much does it cost to rent a villa in Siena on average?

    The cost to rent a villa in Siena can vary significantly based on size, amenities, location, and time of year. Generally, you might expect to pay anywhere from $1,500 to $5,000 per week for a comfortable villa. During peak season, like summer, prices will be at the higher end, while shoulder seasons can offer better value.
  • Are there villas near the city center in Siena?

    Yes, there are some villas located within or very close to Siena's historic center, though they are less common and can be more expensive due to their prime location. Many more villas are situated just a short drive or a pleasant walk from the city walls, offering a good balance of convenience and peaceful surroundings.
  • How far in advance should I book a villa in Siena?

    For the best selection and to secure your preferred villa, it's recommended to book at least 6 to 9 months in advance, especially if you're planning to travel during the popular spring or fall seasons, or for a larger group. For last-minute trips, availability might be limited.
  • Are there wineries or food tours near villas in Siena?

    Absolutely. The countryside surrounding Siena is renowned for its wineries, particularly in the Chianti region. Many villas are located within easy reach of vineyards offering wine tastings and tours. Food tours are also readily available, often focusing on local Tuscan specialties like pici pasta and Pecorino cheese, and can frequently be arranged from your villa.
  • Is a car necessary to stay in a villa in Siena?

    If your villa is located in the heart of Siena's historic center, a car is generally not necessary and can even be a hindrance due to ZTL (limited traffic zones) and parking challenges. However, if your villa is situated in the countryside outside the city walls, a car becomes highly beneficial for exploring the surrounding Tuscan towns, wineries, and enjoying the convenience of independent travel.

Villas in Popular Destinations

Pet-friendly villas in Siena

Enjoy total peace of mind with enclosed gardens, ground-floor layouts, and private outdoor spaces that make traveling with dogs seamless. Search pet-friendly villas in Siena so your whole household can explore winding rural trails and scenic countryside paths together.

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
This welcoming villa in Siena offers a prime location, just a 19-minute walk from Piazza del Campo and 0.9 miles from Palazzo Chigi-Saracini, placing you near the National Museum of Etruscan Archaeology, National Picture Gallery Siena, and San Cristoforo Church.
Enjoy a fully equipped kitchenette with a dishwasher and coffee machine, air-conditioned interiors, a spacious garden, terrace with an outdoor dining area, and complimentary private parking and WiFi, ensuring a comfortable holiday home experience.
Villa Poggiarello - Siena
No reviews

Villa Poggiarello

house, Castelnuovo Berardenga
Villa Poggiarello is a welcoming villa located in Castelnuovo Berardenga, just 9.9 miles from Piazza del Campo and 39 miles from Florence Airport.
This spacious 7-bedroom, 5-bathroom holiday home accommodates up to 19 guests and features a private swimming pool, garden, terrace, barbecue, and free WiFi, making it ideal for families or groups seeking a comfortable stay.
La Taverna - Siena
9.3 65 reviews

La Taverna

house, Gaiole in Chianti
Bell Aria, a spacious holiday home, is located in Gaiole in Chianti, 16 miles from Piazza Matteotti and 18 miles from Piazza del Campo.
This exclusive villa offers a refreshing outdoor swimming pool, a balcony with furniture for enjoying the Tuscan landscape, a fully equipped kitchen, and a cozy seating area with a fireplace, with amenities including air conditioning, internet, and parking.
51 M² Farmhouse ∙ 1 Bedroom ∙ 2 Guests - Siena
9.8 15 reviews

51 M² Farmhouse ∙ 1 Bedroom ∙ 2 Guests

farm, Monteroni d'Arbia
Farm for up to 2 people with an excellent rating of 98% based on 15 reviews. This accommodation is located in Monteroni d'Arbia.
Facilities and services include a washing machine, a freeze and a garden. This accommodation in Monteroni d'Arbia is ideal for families.

Family-friendly vacation homes in Siena

Generous layouts featuring multiple bedrooms, expansive yards, and full kitchens ensure group trips and multi-generational holidays stay comfortable. Whether taking cooking classes, exploring the Val d'Orcia, or taking day trips across Tuscany, compare top vacation homes to book an ideal family base.

Private Villa Near Siena - Exclusive Spa,gym,pool - Siena
9.6 43 reviews

Private Villa Near Siena - Exclusive Spa,gym,pool

house, Monteroni d'Arbia
Located in the Tuscan countryside near Monteroni d'Arbia, this expansive villa offers serene rural views and a dedicated wellness area with a sauna, aromatized wine bath, and Jacuzzi.
This 7100 sq ft luxury villa accommodates up to 12 guests, featuring a professional kitchen in a separate restored annexe ideal for cooking classes, a fitness room with Tecnogym machines, and an enchanting swimming pool with breathtaking countryside views.
Villa Capanna - Siena
9.0 8 reviews

Villa Capanna

house, Siena
Villa Capanna offers a serene escape located outside Siena's city center, approximately 8.6 miles from Piazza del Campo and 28 miles from Piazza Matteotti, providing a convenient base for exploring the Tuscan countryside.
This expansive 3010 square foot holiday home features 6 bedrooms, a fully equipped kitchen, air conditioning, a swimming pool with a view, a garden, and a terrace, with bike rentals available for cycling enthusiasts.
Villa San Bartolomeo - Siena
No reviews

Villa San Bartolomeo

house, Asciano
Villa San Bartolomeo is located in Asciano, 8.7 miles from Piazza del Campo and San Cristoforo Church, and 9.3 miles from Palazzo Chigi-Saracini and Torre del Mangia.
This spacious five-bedroom, four-bathroom villa offers 2370 square feet of living space for up to 15 guests, featuring a private garden, terrace, balcony, air conditioning, and WiFi.
Villa Antico Podere Rota (Cin It052034c29dbjqpyg) - Siena
9.6 38 reviews

Villa Antico Podere Rota (Cin It052034c29dbjqpyg)

house, Sovicille
Overlooking Sovicille, this exclusive villa offers unparalleled peace and privacy on 7000 sqm of green space, just a 5-minute walk to the village and a 10-minute drive to Siena.
This spacious 2480 sq ft holiday home accommodates up to 10 guests across 6 bedrooms and 4 bathrooms, boasting a large eat-in kitchen, a living room, and luxurious outdoor amenities including a private swimming pool and terraces, with direct access to the natural park 'La Montagnola Senese' for hiking and cycling.
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