Villas and Vaction Homes in Siena

5983 Villas and Vacation Homes in Siena

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Siena
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Best villa offers in Siena

Villa Santa Virginia - Siena
9.8 74 reviews
Siena
07/22 – 07/25
$2118/nighttotal: $6354 (3 )

Villa Santa Virginia

6 6
house, Siena
Villa Santa Virginia, a 6-bedroom villa, is located 5.6 miles from Siena's historic Piazza del Campo, offering a secluded escape with easy access to the city.
This spacious holiday home boasts 5170 square feet of living space, featuring a private pool, terrace with barbecue, garden, solarium, open-air bath, and complimentary Wi-Fi, with bicycle rentals available for exploring the surrounding area.
62 M² Farmhouse ∙ 1 Bedroom ∙ 2 Guests - Siena
9.6 14 reviews
Siena
07/15 – 07/18
$117/nighttotal: $351 (3 )

62 M² Farmhouse ∙ 1 Bedroom ∙ 2 Guests

1 2
farm, Monteroni d'Arbia
Farm for up to 2 people with an excellent rating of 96% based on 14 reviews. Your accommodation will be located in Monteroni d'Arbia.
Facilities and services: a fridge, a barbecue and a washing machine.
Among The Olive Trees 5 Minutes From Siena: House With Garden & Air Conditioning - Siena
Siena
08/08 – 08/13
$476/nighttotal: $2380 (5 )

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

3 4
house, Siena
Just 5 minutes from Siena's center, this newly renovated apartment, Lo Scosso, offers a peaceful rural retreat with convenient access to cultural landmarks like Santa Maria della Scala and the Museo dell'Opera del Duomo.
This spacious 1180 sq ft holiday home accommodates up to 6 guests with 3 king bedrooms, features a panoramic terrace overlooking the Tuscan landscape, a private garden, eco-friendly solar panels, and ample private parking for 4 cars, making it an ideal villa for exploring the region.
Oliveta Del Verde Appartamento Con Grande Giardino 500mt Dal Centro - Siena
9.8 141 reviews
Siena
07/27 – 08/01
$206/nighttotal: $1030 (5 )

Oliveta Del Verde Appartamento Con Grande Giardino 500mt Dal Centro

1 4
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.
170 M² House ∙ 3 Bedrooms ∙ 6 Guests - Siena
9.5 20 reviews
Siena
08/15 – 08/22
$271/nighttotal: $1897 (7 )

170 M² House ∙ 3 Bedrooms ∙ 6 Guests

3 3
house, Sovicille
Located in the Tuscan countryside, this welcoming villa is situated 13 miles from Siena, offering an ideal base for exploring Florence (80 miles), the Tyrrhenian coast (75 miles), Chianti, Val d'Orcia, and San Gimignano.
This 1830 sq ft holiday home accommodates up to 6 guests across 3 bedrooms and 2 bathrooms, featuring a fully fenced outdoor area with dining facilities, a separate outdoor room with a hob and dishwasher, and a sofa bed in the attic.
Holiday Home Casino Di Lecceto By Interhome - Siena
8.5 2 reviews
Siena
08/15 – 08/22
$460/nighttotal: $3220 (7 )

Holiday Home Casino Di Lecceto By Interhome

4 3
house, Siena
Holiday Home Casino di Lecceto by Interhome is located in Siena, 8 miles from Piazza del Campo and 29 miles from Piazza Matteotti.
This spacious 2690 sq ft villa offers 4 bedrooms and 3 bathrooms, featuring a private swimming pool, garden, terrace, and a fully equipped kitchen with a dishwasher and freezer.
Guesthost - Podere Rural Chic - Garden & Parking - Siena
9.8 32 reviews
Siena
08/15 – 08/22
$655/nighttotal: $4585 (7 )

Guesthost - Podere Rural Chic - Garden & Parking

4 3
house, Siena
This historic 1100s convent offers a unique rural retreat with panoramic views of Siena, located just a 16-minute drive from the city's renowned landmarks.
Spanning 2153 sq ft across two levels, this villa accommodates up to 10 guests with four bedrooms, three bathrooms, a well-equipped kitchen, air conditioning, and exclusive use of a private pool and garden.
Perla Moderna Nella Natura. - Siena
9.4 113 reviews
Siena
08/06 – 08/13
$125/nighttotal: $875 (7 )

Perla Moderna Nella Natura.

1 4
chalet, Siena
Experience breathtaking panoramic views of Siena, including the Duomo and Torre del Mangia, from this exclusive new-build chalet, just a few hundred meters from the city's commercial district and 50 meters from a bus stop offering direct access to the city center.
This luxurious holiday home features one bedroom and one bathroom, accommodating up to four guests with amenities like air conditioning, Wi-Fi, a fully equipped kitchen, and a washing machine, all set within a secluded hillside location with a garden and parking.
The Barn - Siena
9.4 86 reviews
Siena
08/14 – 08/16
$275/nighttotal: $550 (2 )

The Barn

1 2
apartment, Siena
Idyllically situated amidst a beautiful olive grove in the Chianti region, this apartment is just a short drive from Siena, offering an exclusive escape for those seeking an unforgettable holiday home experience.
This welcoming villa boasts a capacity for 3 guests with 1 bedroom and 1 bathroom, featuring high-level finishes, air conditioning, a garden, fitness center, and parking, while providing reliable Wi-Fi and the option of a cot for a small child.
Terratetto Premium Nel Cuore Di Siena - Via Camollia - Siena
Siena
06/10 – 06/16
$306/nighttotal: $1836 (6 )

Terratetto Premium Nel Cuore Di Siena - Via Camollia

2 2
house, Siena
Just a 15-minute walk from Piazza del Campo, this air-conditioned vacation home offers convenient access to Siena's central landmark, with Piazza Matteotti located 25 miles away.
This 1290 sq ft holiday home accommodates up to 7 guests with 2 bedrooms and 3 bathrooms, featuring complimentary WiFi, a fully equipped kitchen, and a flat-screen TV.
Holiday Home Relais La Costa By Interhome - Siena
Siena
05/30 – 06/02
$3484/nighttotal: $10452 (3 )

Holiday Home Relais La Costa By Interhome

11 10
house, Monteriggioni
Located in Fungaia, this luxury villa is 7.8 miles from Piazza del Campo and 27 miles from Piazza Matteotti.
This expansive holiday home offers 11 bedrooms, 14 bathrooms, and accommodates up to 47 guests, boasting a fully equipped kitchen with a dishwasher, air conditioning, a swimming pool, jacuzzi, sauna, and 7530 square feet of floor area.
Casa Regina - Siena
8.4 14 reviews
Siena
07/21 – 07/24
$307/nighttotal: $921 (3 )

Casa Regina

3 4
house, Siena
Located in Val di Pugna, this welcoming villa is just 3.1 miles from Siena's iconic Piazza del Campo and 48 miles from Florence Airport.
This spacious holiday home offers 1290 square feet of living space with 3 bedrooms and 2 bathrooms, accommodating up to 17 guests with a private pool, garden, and Wi-Fi.

Villas and Vacation Homes with Pool in Siena

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

Villa Mami: A Tuscan Retreat Of Elegance And Charm - Siena
10 1 review
Siena
09/14 – 09/15
$5116/nightfor 1 night

Villa Mami: A Tuscan Retreat Of Elegance And Charm

6 2
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.
Villa In San Giovanni With 8 Bedrooms Sleeps 14 - Siena
Siena
08/15 – 08/22
$3663/nighttotal: $25641 (7 )

Villa In San Giovanni With 8 Bedrooms Sleeps 14

8 3
house, Castelnuovo Berardenga
This villa is located in Castelnuovo Berardenga, offering expansive views of Siena and the Chianti hills, just 5.3 miles from the historic city of Siena and its UNESCO World Heritage sites.
Boasting a floor area of 43,060 square feet, this exclusive holiday home accommodates up to 14 guests with 8 bedrooms and 7 bathrooms, featuring a saltwater swimming pool, a private vegetable garden, and a cinematic driveway famously seen in Bernardo Bertolucci's 'Stealing Beauty'.
Villa Colombaio - Siena
9.7 15 reviews
Siena
08/09 – 08/13
$1066/nighttotal: $4264 (4 )

Villa Colombaio

5 4
house, Siena
Located 5.5 miles from Siena's Piazza del Campo, Villa Colombaio offers a tranquil retreat outside the city center, perfect for exploring the Tuscan countryside.
This spacious 3230 sq ft villa accommodates up to 17 guests across 4 bedrooms and 3 bathrooms, featuring a well-equipped kitchen, two living rooms, a stunning pool with a view, solarium, barbecue, and on-site yoga sessions.
Civico108 Vacation Home, Pool, Castellina In Chianti - Siena
Siena
07/21 – 07/24
$377/nighttotal: $1131 (3 )

Civico108 Vacation Home, Pool, Castellina In Chianti

2 4
house, Castellina in Chianti
Civico108 Vacation Home is located in Castellina in Chianti, 15 miles from Piazza del Campo and Piazza Matteotti, and 30 miles from Piazzale Michelangelo.
This 1130 square foot holiday home offers 2 bedrooms, 2 bathrooms, and accommodates up to 7 guests with amenities including air conditioning, a private pool, garden, tennis court, and parking.
Independent Villa Up To 18 Guests. Pool, Tennis, Fitness And Wellness Area. - Siena
Siena
08/15 – 08/22
$4063/nighttotal: $28441 (7 )

Independent Villa Up To 18 Guests. Pool, Tennis, Fitness And Wellness Area.

9 3
house, Monteroni d'Arbia
Located in Monteroni d'Arbia, this expansive villa is a short distance from cultural sites like Santa Maria della Scala and the Santa Maria della Scala Museum Complex, and family-friendly attractions such as the Fisiocritici Onlus Academy Natural History Museum.
This 35-hectare estate offers a unique rural experience with a 9-bedroom, 7-bathroom layout accommodating up to 18 guests, featuring a large swimming pool, tennis court, five-a-side football pitch, gym, sauna, and on-site production of olive oil and cinta senese pigs.
Villa Le Tortore Privata Lusso Piscina Relax Siena - Siena
9.9 148 reviews
Siena
09/27 – 10/02
$796/nighttotal: $3980 (5 )

Villa Le Tortore Privata Lusso Piscina Relax Siena

3 2
house, Siena
Located in Siena, this luxury villa is a 17-minute walk from Piazza del Campo and close to San Cristoforo Church and Palazzo Chigi-Saracini.
This 1080 sq ft holiday home features 3 bedrooms, 2 bathrooms with hot tubs, a well-equipped kitchen, air conditioning, a swimming pool, Jacuzzi, garden, and tennis court, offering on-site massage services and a free shuttle.
Farmhouse ∙ 3 Bedrooms ∙ 6 Guests - Siena
Siena
05/28 – 05/29
$323/nightfor 1 night

Farmhouse ∙ 3 Bedrooms ∙ 6 Guests

3 3
farm, Monteroni d'Arbia
Just 3 miles outside Ville di Corsano, this authentic Tuscan farmhouse offers an exclusive retreat in the Siena province, surrounded by vineyards and olive groves, with easy access to historic villages.
This welcoming 3-bedroom villa, accommodating up to 6 guests, features a fully equipped kitchen with a dishwasher, a garden, parking, and a shared swimming pool located 400 meters away.
Terra Di Siena 14, Emma Villas - Siena
9.3 3 reviews
Siena
08/15 – 08/22
$3075/nighttotal: $21525 (7 )

Terra Di Siena 14, Emma Villas

7 3
house, Castelnuovo Berardenga
Terra di Siena, a historic 15th-century villa formerly a monastery, offers an exclusive Tuscan countryside experience on 2.5 hectares of vineyards and olive groves near Castelnuovo Berardenga.
This luxury holiday home boasts 7 bedrooms accommodating 14 guests, featuring a private tennis court, heated swimming pool, billiards room, and a wine tasting room, all within easy reach of Chianti towns like San Gimignano.

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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