Villas and Vaction Homes in Siena

5983 Villas and Vacation Homes in Siena

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Siena
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Villa Mami: A Tuscan Retreat Of Elegance And Charm - Siena
10 1 review
Siena
09/17 – 09/18
$5083/nightfor 1 night

Villa Mami: A Tuscan Retreat Of Elegance And Charm

6 4
house, Siena
This luxurious villa in Siena offers convenient onsite parking and is a short 11-minute drive to Piazza del Campo and 9 minutes to Santa Maria della Scala.
With 6 bedrooms and 6 bathrooms, this expansive holiday home accommodates up to 14 guests and features a full kitchen, air conditioning, WiFi, a swimming pool, and a garden for a comfortable stay.
Camera In Centro A Siena - Siena
9.0 18 reviews
Siena
08/15 – 08/16
$151/nightfor 1 night

Camera In Centro A Siena

1 2
house, Siena
Directly against Siena's ancient city walls, this 1-bedroom, 1-bathroom house offers prime access to the central city district, placing you within easy walking distance of historic attractions and amenities, eliminating the need for a car.
This welcoming holiday home accommodates up to 2 guests and features essential amenities like internet and a kitchen, alongside a garden and parking, providing an authentic Sienese urban experience perfect for exploring the city on foot.
Case Vacanza "La Fornace" - Siena
9.0 17 reviews
Siena
05/21 – 05/22
$237/nightfor 1 night

Case Vacanza "La Fornace"

2 2
house, Castelnuovo Berardenga
Located in Vagliagli, this vacation home is situated 7 miles from Piazza del Campo and 20 miles from Piazza Matteotti.
This exclusive villa offers a pool with a view, a hot tub, a sun terrace, and a garden, alongside a fully equipped kitchen, making it an ideal holiday home for families with children and disabled guests, with outdoor play equipment and bicycle rental available for exploring the surroundings.
Attic Room With Exposed Beams, Rustic Tuscan Style - Siena
Siena
08/14 – 08/16
$226/nighttotal: $452 (2 )

Attic Room With Exposed Beams, Rustic Tuscan Style

1 4
apartment, Siena
Enjoy outdoor relaxation with a garden and firepit at this welcoming apartment located in Siena, just a 5-minute drive from Val di Merse and an 8-minute drive from Santa Maria della Scala.
This apartment accommodates up to 4 guests with 1 bedroom and 1 bathroom, featuring a fully equipped kitchen with an oven, refrigerator, and cookware, plus complimentary WiFi and onsite parking.
Casa Berto - Siena
9.8 11 reviews
Siena
04/07 – 04/15
$107/nighttotal: $856 (8 )

Casa Berto

2 2
house, Siena
Casa Berto, a house in Siena, is conveniently located 4.3 miles from the National Museum of Etruscan Archaeology and 5.7 miles from Siena Train Station, with Piazza del Campo just 6.5 miles away.
This welcoming holiday home offers 650 square feet of living space, featuring 2 bedrooms, 1 bathroom, a fully equipped kitchen with a dining area, free WiFi, and private parking, complemented by a tranquil garden with outdoor seating and play equipment.
Magione 10 - Siena
9.8 56 reviews
Siena
04/04 – 04/06
$535/nighttotal: $1070 (2 )

Magione 10

2 5
house, Siena
This recently renovated villa, Magione 10, is centrally located in Siena, just a 14-minute walk from the iconic Piazza del Campo and 25 miles from Piazza Matteotti.
Offering 700 square feet of living space, this family-friendly holiday home features 2 bedrooms, a fully equipped kitchen with a fridge and dishwasher, air conditioning, and concierge services, accommodating up to 11 guests with on-site parking and a mini-market for convenience.
Limonaia - Siena
9.8 9 reviews
Siena
04/04 – 04/06
$167/nighttotal: $334 (2 )

Limonaia

1 2
house, Castelnuovo Berardenga
Limonaia is a welcoming villa located in Castelnuovo Berardenga, 7.3 miles from Piazza del Campo and 28 miles from Piazza Matteotti.
This 750 sq ft holiday home accommodates up to 4 guests with 1 bedroom and 1 bathroom, featuring a fully equipped kitchen, outdoor swimming pool, garden with barbecue, and complimentary Wi-Fi.
[Villa With Park] Free Parking And Wi-fi - Siena
9.9 169 reviews
Siena
07/24 – 08/06
$468/nighttotal: $6084 (13 )

[Villa With Park] Free Parking And Wi-fi

3 7
apartment, Siena
Located in the Tuscan hills, this welcoming villa is just a 10-minute drive from Siena's historic center, offering easy access to attractions and amenities.
This family-friendly apartment comfortably sleeps 7 guests with 3 bedrooms and 2 bathrooms, featuring a full kitchen, air conditioning, a garden with barbecue, and a dedicated smart working area with terrace views.
Casa Alfredo - Siena
10 16 reviews
Siena
05/09 – 05/16
$149/nighttotal: $1043 (7 )

Casa Alfredo

1 2
house, Siena
Casa Alfredo is a welcoming holiday home in Siena, located 4.1 miles from the National Museum of Etruscan Archaeology and 6.5 miles from Piazza del Campo.
This 970 square foot vacation home offers one bedroom, two bathrooms, a full kitchen, and includes complimentary private parking and free WiFi, with a children's playground and garden for outdoor enjoyment.
Farmhouse In The Hills Of Siena, Exclusive Use With Pool, Large Garden, A/c, 8p - Siena
Siena
03/20 – 03/22
$625/nighttotal: $1250 (2 )

Farmhouse In The Hills Of Siena, Exclusive Use With Pool, Large Garden, A/c, 8p

4 3
farm, Sovicille
Located in Sovicille, this farm stay offers a welcoming retreat close to cultural landmarks such as Santa Maria della Scala, just a short distance away.
This spacious property boasts 4 bedrooms and 4 bathrooms, accommodating up to 9 guests with amenities like air conditioning, a private pool, a terrace, a garden, and a tennis court, making it an ideal villa for a memorable holiday home experience.
Porta Romana Elegant House With Private Parking! - Siena
8.8 3 reviews
Siena
07/05 – 07/12
$304/nighttotal: $2128 (7 )

Porta Romana Elegant House With Private Parking!

3 2
house, Siena
Just a 5-minute walk from Porta Romana, this Siena villa offers convenient access to the city's historic center and attractions like the Basilica di Santa Maria dei Servi, located a mere 10-minute walk away.
This 970 sq ft holiday home accommodates up to 6 guests with 3 bedrooms and 2 bathrooms, featuring a fully equipped kitchen with a microwave and dishwasher, plus onsite parking.
Casa Pittori - Siena
9.8 59 reviews
Siena
03/29 – 04/03
$150/nighttotal: $750 (5 )

Casa Pittori

1 3
apartment, Siena
Centrally located in Siena's historic center, this apartment is directly opposite Santa Caterina's House and a short walk from Piazza San Domenico, offering views of the Duomo and Torre del Mangia.
This recently renovated one-bedroom apartment accommodates up to four guests and features a fully equipped kitchen, a sofa bed, laundry facilities, and a walk-in closet, providing a comfortable stay with easy access to attractions like Piazza del Campo and the Duomo, making it an ideal holiday home for exploring the city.

Villas and Vacation Homes with Pool in Siena

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

100 M² Farmhouse ∙ 3 Bedrooms ∙ 5 Guests - Siena
9.7 36 reviews
Siena
05/24 – 05/27
$271/nighttotal: $813 (3 )

100 M² Farmhouse ∙ 3 Bedrooms ∙ 5 Guests

3 4
farm, Asciano
Farm listing for 5 guests with an excellent rating of 97% based on 36 reviews. Your accommodation will be located in Asciano.
Facilities and services: a washing machine, an iron and a fridge. Take advantage of the garden in this accommodation in Asciano.
Exclusive Villa 5 Km From Siena - Siena
10 42 reviews
Siena
08/13 – 08/16
$1320/nighttotal: $3960 (3 )

Exclusive Villa 5 Km From Siena

4 8
apartment, Siena
Offering panoramic views of Siena's iconic Torre del Mangia and Cathedral tower, this enchanting villa is nestled in the Sienese countryside, formerly a refuge for travelers on the Via Francigena.
This family-friendly apartment accommodates up to 8 guests in 4 bedrooms with en-suite bathrooms, featuring a pool table, a grand fireplace, a spacious kitchen, and access to a shared, unheated swimming pool located approximately 0.4 miles away within the estate, with opportunities for wine tastings and cooking lessons on-site.
2400 M² Villa ∙ 5 Bedrooms ∙ 10 Guests - Siena
Siena
08/13 – 08/16
$1144/nighttotal: $3432 (3 )

2400 M² Villa ∙ 5 Bedrooms ∙ 10 Guests

5 8
house, Siena
Offering stunning panoramic views of the Siena hills, Val d'Orcia, and Mount Amiata, this villa is located in the Tuscan countryside, just a few miles from the UNESCO World Heritage site of Siena.
This spacious 25,830 sq ft holiday home features 5 bedrooms and 5 bathrooms, accommodating up to 10 guests with air conditioning, Wi-Fi, a fully equipped kitchen, a garden, and a shared swimming pool perfect for enjoying the Italian landscape.
Poggio Napoleone - Siena
9.1 11 reviews
Siena
04/04 – 04/06
$1272/nighttotal: $2544 (2 )

Poggio Napoleone

7 4
house, Monteroni d'Arbia
Located in Lupompesi, Poggio Napoleone is approximately 12 miles from Siena's renowned Piazza del Campo and the National Picture Gallery Siena, offering a tranquil escape.
This expansive 4310 sq ft house boasts 7 bedrooms, 4 bathrooms, a private swimming pool, and a sun terrace, providing a luxurious holiday home experience with free WiFi and parking.
82 M² Villa ∙ 2 Bedrooms ∙ 4 Guests - Siena
8.0 1 review
Siena
04/04 – 04/06
$194/nighttotal: $388 (2 )

82 M² Villa ∙ 2 Bedrooms ∙ 4 Guests

2 4
house, Poggibonsi
Located in the renowned tourist area of San Gimignano And Surroundings, this villa is just 2 miles from Castellina Scalo and 23 miles from Siena, offering convenient access to local amenities and historic cities.
This 880 sq ft house accommodates up to 4 guests with 2 bedrooms, featuring air conditioning, a shared outdoor pool, a garden with barbecue facilities, and laundry services.
Luxury Serviced Cottage In A Historical Chianti Borgo - Siena
10 135 reviews
Siena
05/19 – 05/23
$741/nighttotal: $2964 (4 )

Luxury Serviced Cottage In A Historical Chianti Borgo

2 2
house, Castellina in Chianti
Located 10 miles from Piazza del Campo in Castellina in Chianti, this country villa is also 18 miles from Piazza Matteotti and 37 miles from Florence Airport.
This welcoming 2-bedroom holiday home offers a private patio with barbecue, an outdoor bath, a pool with hot tub, and an on-site tennis court, perfect for outdoor adventures and relaxation.
Agriturismo "La Farneta" With Private Pool, Private Terraces And Wi-fi - Siena
10 2 reviews
Siena
04/03 – 04/12
$154/nighttotal: $1386 (9 )

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

1 3
farm, Monteriggioni
This agriturismo in Monteriggioni offers a private pool area with a garden, open and covered terraces, and barbecue facilities, providing an exclusive outdoor experience.
This 590 sq ft farm stay accommodates up to 3 guests in 1 bedroom and 1 bathroom, featuring a kitchen with a fridge and microwave, air conditioning, high-speed Wi-Fi, and on-site production of local products like saffron and olive oil, while being conveniently located for exploring renowned local wineries such as Casalvento's Wines and Terra di Seta.
400 M² Villa ∙ 6 Bedrooms ∙ 11 Guests - Siena
Siena
05/30 – 06/02
$3100/nighttotal: $9300 (3 )

400 M² Villa ∙ 6 Bedrooms ∙ 11 Guests

6 2
house, Siena
Offering breathtaking panoramic views of the Sienese countryside and Siena's historic center, including the Torre del Mangia, this converted Tuscan barn is located just a short drive from the city's main attractions.
This luxurious 6-bedroom villa comfortably accommodates up to 11 guests and features a magnificent infinity pool, a multi-level garden, a fully equipped kitchen with garden access, and air conditioning, making it an ideal holiday home.

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.

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