Villas and Vaction Homes in Siena

5983 Villas and Vacation Homes in Siena

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Siena
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Appartamento Palazzo Casini Piccolomini - Siena
9.8 256 reviews
Siena
08/09 – 08/14
$430/nighttotal: $2150 (5 )

Appartamento Palazzo Casini Piccolomini

2 5
apartment, Siena
Located just 30 meters from Siena's Piazza del Campo, this newly renovated apartment is housed within the historic Palazzo Casini Piccolomini, offering an exceptional base for exploring the city.
This family-friendly apartment sleeps up to 5 guests, featuring 2 bedrooms, 2 bathrooms, air conditioning, and a full kitchen, providing a comfortable holiday home experience with excellent ratings for location, cleanliness, and user satisfaction.
[Duomo - Piazza Del Campo] Nel Centro Di Siena - Siena
9.4 294 reviews
Siena
07/01 – 07/03
$235/nighttotal: $470 (2 )

[Duomo - Piazza Del Campo] Nel Centro Di Siena

1 2
apartment, Siena
Located in the historic Piazza San Domenico, this apartment is only a 5-minute walk from major Siena landmarks like Piazza del Campo and the Duomo, offering convenient access to the city's rich history and culture.
This welcoming villa comfortably accommodates up to 4 guests with two bedrooms, a fully equipped kitchen featuring a Nespresso machine, and two bathrooms, ensuring a comfortable stay with modern amenities and exclusive privacy.
Perla Moderna Nella Natura - Siena
Siena
07/01 – 07/03
$256/nighttotal: $512 (2 )

Perla Moderna Nella Natura

1 2
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.
Old Peasant House In A Small Hamlet 10 Minutes From The Center Of Siena. - Siena
Siena
08/30 – 09/19
$209/nighttotal: $4180 (20 )

Old Peasant House In A Small Hamlet 10 Minutes From The Center Of Siena.

2 2
farm, Siena
Located in the Certano district just outside Siena, this historic villa offers stunning views of Eremo di Lecceto and the Tuscan countryside, with the ancient Romanesque church of Certano visible nearby.
This 2-bedroom, 1-bathroom holiday home accommodates up to 4 guests and features a kitchen with a fridge, a garden, parking, and on-site production of organic Chianti wine and olive oil with tasting opportunities.
Liberty Siena Flat 1 - Siena
9.5 448 reviews
Siena
07/06 – 07/08
$127/nighttotal: $254 (2 )

Liberty Siena Flat 1

1 2
apartment, Siena
This newly renovated apartment is located on the first floor of a historic, notified Sienese building, offering a charming stay within walking distance of Siena's main attractions.
This welcoming apartment accommodates up to 3 guests and features a fully equipped kitchen with a fridge, freezer, and dishwasher, along with a dedicated laundry area and a wide bathroom for modern comforts.
Affitti Brevi Siena - Vicino A Piazza Del Campo - Siena
9.4 18 reviews
Siena
06/23 – 06/25
$146/nighttotal: $292 (2 )

Affitti Brevi Siena - Vicino A Piazza Del Campo

1 2
apartment, Siena
Located in Siena's historic center, this apartment offers a prime central and strategic position, just a few minutes' walk from the Duomo and a mere 150 meters from Piazza del Campo, making it an ideal villa for exploring the city's rich heritage.
This welcoming holiday home accommodates up to 4 guests with flexible sleeping arrangements, featuring a queen-size bed, a single bed, and a sofa bed, complemented by a full kitchen, internet, and a self check-in process for a stress-free arrival.
Appartamento 2 Camere E Due Bagni - Siena
9.7 59 reviews
Siena
08/24 – 08/27
$296/nighttotal: $888 (3 )

Appartamento 2 Camere E Due Bagni

1 5
apartment, Siena
This apartment offers a tranquil escape on the outskirts of Siena, set within 4 hectares of gardens and olive groves, with the historic center just a 20-25 minute walk or a 5-minute drive away, and convenient access to Siena's train station and largest supermarket.
This family-friendly, ground-floor apartment sleeps 5 guests, featuring two double bedrooms with en-suite bathrooms, a well-equipped kitchen integrated into the living area, air conditioning, and a private garden, making it an ideal holiday home for exploring the region.
Casamia - Siena
9.9 147 reviews
Siena
08/13 – 08/17
$770/nighttotal: $3080 (4 )

Casamia

1 8
house, Siena
Casamia is a welcoming villa located in Siena, just 1.9 miles from Piazza del Campo and 24 miles from Piazza Matteotti, offering a prime location for exploring the city's attractions.
This family-friendly holiday home features four spacious bedrooms, a fully equipped kitchen with a dishwasher, air conditioning, a Jacuzzi, and a terrace, ensuring a comfortable and convenient stay with high-speed WiFi and an elevator for easy access.
Modern Design + Jacuzzi In Central Siena - Siena
9.7 117 reviews
Siena
06/28 – 06/29
$217/nightfor 1 night

Modern Design + Jacuzzi In Central Siena

1 2
apartment, Siena
Located within Siena's historic city walls, this apartment offers exclusive access to the city's renowned historical sites, just an 800-meter walk from a reserved parking area outside the ZTL.
This welcoming apartment, ideal for two guests, features a private in-room hot tub, air conditioning, and a fully equipped kitchenette, providing a comfortable stay near Siena's attractions.
Appartamento Incantevole Con Loggia Sui Tetti - Siena
9.7 144 reviews
Siena
09/16 – 09/19
$183/nighttotal: $549 (3 )

Appartamento Incantevole Con Loggia Sui Tetti

1 3
apartment, Siena
Located in Siena's historic center, this apartment is within a limited traffic zone and offers convenient access to city landmarks, with public parking available just steps away.
This 4-guest apartment features a frescoed living room, a separate dining room with a sofa bed, a master bedroom, a full kitchen, and a bathroom, though it is not air-conditioned.
[Duomo 8 Min. Walk]  Luxury Home • Self Check-in - Siena
9.8 352 reviews
Siena
08/13 – 08/14
$265/nightfor 1 night

[Duomo 8 Min. Walk] Luxury Home • Self Check-in

1 2
apartment, Siena
Centrally located in Siena, this newly renovated apartment is an 8-minute walk from the Siena Cathedral and Piazza del Campo, offering prime access to luxury boutiques and amenities.
This 980 sq ft, three-level apartment comfortably accommodates up to 8 guests, featuring a brand-new kitchen, a dedicated Smart Working corner with super-fast WiFi, and luxurious bathrooms with walk-in showers, making it an ideal holiday home for exploring this historic Italian city.
Elegant Hotel Suite - No Ztl - Siena
9.9 14 reviews
Siena
07/12 – 07/14
$158/nighttotal: $316 (2 )

Elegant Hotel Suite - No Ztl

1 3
B&B, Siena
San Prospero Heritage, a B&B with a welcoming garden, is located in Siena's San Prospero district, a scenic walk from the historic center.
This elegant suite accommodates up to 3 guests and features a king-size bed, a luxurious travertine bathroom, fast Wi-Fi, a smart TV with Netflix, and a balcony with scenic views, offering a perfect holiday home experience near Siena's attractions.

Villas and Vacation Homes with Pool in Siena

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

Villa L’avvenire – Villa Lusso Con Piscina A Siena - Siena
Siena
06/30 – 07/03
$3312/nighttotal: $9936 (3 )

Villa L’avvenire – Villa Lusso Con Piscina A Siena

1 12
house, Siena
Just minutes from Siena's city center, this exclusive 19th-century villa offers a serene escape within the Tuscan countryside, providing a private and authentic atmosphere.
This spacious holiday home accommodates up to 16 guests with 8 bedrooms and 1 bathroom, featuring a seasonal swimming pool, ancient park, private parking, and optional concierge services for a luxurious stay.
Finestra Su Siena 16, Emma Villas - Siena
8.5 2 reviews
Siena
07/06 – 07/12
$2398/nighttotal: $14388 (6 )

Finestra Su Siena 16, Emma Villas

8 2
house, Siena
This spacious 8-bedroom villa in Siena offers a luxurious retreat, located 8.8 miles from the historic Piazza del Campo and 5.5 miles from the National Museum of Etruscan Archaeology.
Boasting 4840 square feet of living space, this holiday home features a private pool, hot tub, spa, and garden, perfect for relaxation and enjoying the Tuscan surroundings with complimentary Wi-Fi and parking.
Holiday Home Montechioccioli-2 By Interhome - Siena
8.9 27 reviews
Siena
09/07 – 09/14
$150/nighttotal: $1050 (7 )

Holiday Home Montechioccioli-2 By Interhome

2 2
house, Gaiole in Chianti
Holiday Home Montechioccioli-2 in Gaiole in Chianti is conveniently located 19 miles from Piazza Matteotti and Piazza del Campo, offering a tranquil base for exploring the Chianti region.
This welcoming villa provides a fully equipped kitchenette, a living room with a fireplace, a garden, and a seasonal outdoor pool, along with modern amenities like free Wi-Fi and an electric vehicle charging station.
Farmhouse ∙ 3 Bedrooms ∙ 6 Guests - Siena
Siena
06/18 – 06/21
$319/nighttotal: $957 (3 )

Farmhouse ∙ 3 Bedrooms ∙ 6 Guests

3 4
farm, Monteroni d'Arbia
Located in Ville di Corsano, this Tuscan farmhouse offers an authentic experience within the province of Siena, serving as a strategic base for exploring the region.
This welcoming villa boasts 3 bedrooms, accommodating up to 6 guests with 3 bathrooms, a fully equipped kitchen, a private garden with lake views, and access to a shared panoramic swimming pool, all complemented by complimentary WiFi and a shared BBQ area.
70 M² House ∙ 2 Bedrooms ∙ 4 Guests - Siena
Siena
06/18 – 06/21
$237/nighttotal: $711 (3 )

70 M² House ∙ 2 Bedrooms ∙ 4 Guests

2 4
house, Monteroni d'Arbia
Enjoy panoramic Tuscan countryside views from this welcoming villa, 'Caggiolo', located in the peaceful surroundings of Monteroni d'Arbia, just a short drive from Siena.
This 750 sq ft, 2-bedroom house comfortably accommodates 4 guests with amenities like air conditioning, a dishwasher, and a washing machine, plus an outdoor terrace, garden, and barbecue for al fresco dining.
Nido Blu Loft - Siena
Siena
07/01 – 07/03
$133/nighttotal: $266 (2 )

Nido Blu Loft

1 2
apartment, Siena
This 387 sq ft studio apartment in Siena, Italy, offers a private garden with barbecue and is located within reach of a shared outdoor swimming pool, perfect for those seeking a relaxing getaway.
Enjoy a pet-friendly stay with high-speed Wi-Fi and a well-equipped kitchen in this peaceful accommodation, ideal for up to three guests looking for a comfortable holiday home.
Green Apartment Siena - Siena
9.3 3 reviews
Siena
07/12 – 07/17
$229/nighttotal: $1145 (5 )

Green Apartment Siena

2 4
apartment, Siena
Offering an excellent user and location rating, this apartment in Siena provides convenient access to the historic city center and is ideally situated for day trips to Florence and Arezzo, just a short drive away.
This pet-friendly, 2-bedroom apartment accommodates up to 4 guests, featuring a private garden, terrace with barbecue, shared swimming pool (June-September), and on-site parking, making it a perfect holiday home for exploring Tuscany.
Holiday Home 'Fienile' With Shared Pool, Garden And Wi-fi - Siena
8.0 1 review
Siena
08/28 – 08/31
$537/nighttotal: $1611 (3 )

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

2 2
apartment, Castelnuovo Berardenga
Located in the Tuscan countryside, this holiday home in Castelnuovo Berardenga is a convenient 10-minute drive from Siena, offering easy access to the historic city.
This spacious 1080 sq ft apartment comfortably accommodates up to 5 guests in 2 bedrooms and features a fully equipped kitchen with a dishwasher, high-speed internet, and shared outdoor amenities including a fenced swimming pool and garden.

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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