Siena

Villas and Vaction Homes in Siena

5983 Villas and Vacation Homes in Siena

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Villa Siena - Siena
9.6Excellent 29 reviews
Siena
1 5
$778/nighttotal: $4668 (6 )

Villa Siena

house - Siena
Located in Siena, this luxury villa is approximately 5 miles from Piazza del Campo and 24 miles from Piazza Matteotti.
This spacious 2910 sq ft holiday home features 5 bedrooms, 5 bathrooms, a private pool, jacuzzi, sauna, and a fitness center, offering an exclusive retreat for your vacation.
Villa Il Principe - Siena
Siena
7 9
$5658/nighttotal: $11316 (2 )

Villa Il Principe

house - Castellina in Chianti
Located in Castellina in Chianti, this exclusive luxury villa is set amidst world-famous Tuscan hills, surrounded by private vineyards and olive groves, offering a rich historical background with ownership by the same noble family since 1920, and is a short drive from Florence and Siena.
This family-friendly holiday home accommodates up to 16 guests with 9 ensuite bedrooms and 10 bathrooms, featuring air conditioning, a sea water swimming pool, an organic garden, and the option for on-site staff for a blend of private home and luxury boutique hotel experience.
La Perla Di Borgo Cignano - Siena
10Excellent 2 reviews
Siena
2 2
$160/nightfor 1 night

La Perla Di Borgo Cignano

house - Castelnuovo Berardenga
Located in the Vagliagli district, this recently renovated holiday home is situated just 10 miles from Piazza del Campo and 18 miles from Piazza Matteotti, offering a tranquil escape in Castelnuovo Berardenga.
This welcoming villa provides comfortable accommodation for up to 7 guests across 650 square feet, featuring 2 bedrooms, 1 bathroom with a Jacuzzi, a well-equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, and a garden with barbecue facilities, all complemented by free WiFi and private parking.
Siena Casa Con Giardino Privato A 300m Dal Centro - Siena
9.7Excellent 69 reviews
Siena
2 2
$94/nighttotal: $282 (3 )

Siena Casa Con Giardino Privato A 300m Dal Centro

apartment - Siena
This 2-bedroom, 1-bathroom villa is located a 15-minute walk from Siena's center, near Hotel Santa Caterina, offering an independent 130m2 outdoor space with a patio and garden.
This holiday home boasts a fully equipped kitchen with a dishwasher and oven, air conditioning, and is suitable for 2 guests seeking a comfortable stay with easy access to Tuscan hills.
Celle Di Lecchi Padronale - Siena
Siena
8 2
$2036/nighttotal: $4072 (2 )

Celle Di Lecchi Padronale

house - Gaiole in Chianti
Located in San Sano, this villa is approximately 16 miles from Piazza del Campo and Piazza Matteotti, and 44 miles from Florence Airport.
This 2150 square foot holiday home offers 2 bedrooms, 3 bathrooms, a kitchen, swimming pool, terrace, garden, and parking for up to 17 guests, with complimentary WiFi.
Villa De Martino - Siena
9.0Excellent 2 reviews
Siena
6 3
$477/nighttotal: $954 (2 )

Villa De Martino

apartment - Siena
This welcoming villa offers an idyllic escape on the outskirts of Siena, providing tranquil green surroundings and convenient car access with complimentary on-site parking, just a short drive from Siena's historical center and attractions.
This spacious 3-bedroom, 3-bathroom apartment comfortably accommodates up to 6 guests and features a fully equipped kitchen, a comfortable living room, and a large garden, ensuring a relaxing stay with all the necessary amenities for a memorable holiday home experience.
Podere Camollia - Siena
9.0Excellent 8 reviews
Siena
2 1
$127/nighttotal: $381 (3 )

Podere Camollia

farm - Siena
Podere Camollia is a family-run agriturismo located in the Tuscan countryside, just 6 miles from Siena's historic center, offering tranquility with convenient access to city amenities and major communication routes.
This welcoming villa provides two apartments, 'La Tinaia' and 'Le Volticine', featuring rustic Tuscan decor, fully equipped kitchens, private parking, and an equipped garden with umbrellas, sun loungers, and a barbecue, serving as an ideal holiday home for exploring Pienza, San Gimignano, and Montalcino.
Garden House - Siena
Siena
7 3
$525/nightfor 1 night

Garden House

house - Siena
Centrally located in Siena, this welcoming villa offers stunning views of the Tuscan hills from its tranquil garden setting, providing a peaceful retreat after exploring the city.
This spacious holiday home accommodates up to 7 guests with 3 bedrooms, each featuring a private bathroom, and includes a fully equipped kitchen and internet access for a comfortable stay.
Casa Pittori - Siena
9.8Excellent 57 reviews
Siena
3 1
$183/nighttotal: $366 (2 )

Casa Pittori

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.
Casa Calise Elegant 1920s Villa With Garage - Siena
9.2Excellent 7 reviews
Siena
3 3
$302/nighttotal: $604 (2 )

Casa Calise Elegant 1920s Villa With Garage

house - Siena
Casa Calise, an elegant 1920s villa, offers a historic ambiance just a 16-minute walk from the National Museum of Etruscan Archaeology and a 15-minute walk from Palazzo Chigi-Saracini, placing you conveniently close to Piazza del Campo in Siena.
This 1300 square foot holiday home comfortably accommodates up to 9 guests with 3 bedrooms and 2 bathrooms, featuring a well-equipped kitchen with a dishwasher, a private balcony, a terrace with an outdoor dining area, and complimentary WiFi and parking.
La Villa Della Brigata Spendereccia! - Siena
10Excellent 12 reviews
Siena
5 3
$1367/nighttotal: $2734 (2 )

La Villa Della Brigata Spendereccia!

house - Siena
Located in the Tolfe district of Siena, this luxurious villa offers breathtaking views of Siena and the Chianti hills, just a five-minute drive from the historic city center and its renowned landmarks.
This exceptional holiday home accommodates up to 6 guests in 3 bedrooms with en-suite bathrooms, featuring a professional kitchen, a covered indoor swimming pool with hydromassage and counter-current swimming, a grand living room with vaulted ceilings and a fireplace, and a large private park with ancient oak trees and an olive grove.
B&b Il Castelletto Siena - Siena
9.3Excellent 13 reviews
Siena
2 1
$189/nightfor 1 night

B&b Il Castelletto Siena

house - Castelnuovo Berardenga
Located in Montaperti, this peaceful retreat is just 8.9 miles from Siena's Piazza del Campo and Piazza Matteotti, offering convenient access to historical sites.
This welcoming 1-bedroom holiday home, spanning 650 square feet and accommodating up to 3 guests, features a full kitchen, a fireplace, and an outdoor seating area, with bicycle rentals available for exploring the Tuscan countryside.

Villas and Vacation Homes with Pool in Siena

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

Il Boschetto An Oasis Of Peace And Nature In Siena - Siena
9.9Excellent 153 reviews
Siena
3 5
$836/nighttotal: $2508 (3 )

Il Boschetto An Oasis Of Peace And Nature In Siena

house - Siena
Conveniently located in a rural setting near Siena, this family-friendly villa is a mere 4-minute drive from Porta Camollia and a 6-minute drive from Piazza del Campo, offering easy access to outdoor activities like cycling and horse riding.
This spacious holiday home boasts 3230 square feet of living space with 5 bedrooms and 3 bathrooms, accommodating up to 10 guests with amenities including a swimming pool, jacuzzi, tennis court, and on-site parking.
Exclusive Villa Mami - Siena
10Excellent 11 reviews
Siena
7 6
$3218/nightfor 1 night

Exclusive Villa Mami

house - Siena
Offering breathtaking panoramic views of olive groves and Siena's skyline, including the Torre del Mangia, this design villa is located just 3 miles from Siena.
This exclusive 6-bedroom villa accommodates up to 11 guests and features a 15x4m swimming pool, a panoramic garden, a courtyard, and a spacious living area with a fireplace, providing a tranquil Tuscan getaway with modern comforts.
Nuovo - Casa In Campagna Podere Scorno Con Piscina - Siena
9.9Excellent 20 reviews
Siena
2 2
$153/nightfor 1 night

Nuovo - Casa In Campagna Podere Scorno Con Piscina

apartment - Sovicille
Discover this authentic Tuscan stone country house, a recently renovated villa steeped in centuries of history, located in the serene Sienese countryside near Sovicille.
This welcoming holiday home offers 2 bedrooms and 2 bathrooms, accommodating up to 3 guests with a private garden featuring a swimming pool (open June-September), orchard, olive grove, vineyard, and vegetable garden, plus dedicated facilities for cyclists exploring the surrounding 'Bike-friendly area'.
Limonaia - Siena
9.9Excellent 9 reviews
Siena
2 1
$573/nightfor 1 night

Limonaia

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.
Vacation Home "Casalino" With Shared Pool, Shared Garden & Wi-fi - Siena
Siena
3 2
$1203/nightfor 1 night

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

apartment - Castelnuovo Berardenga
Located in Castelnuovo Berardenga, this villa is just 10 miles from Siena and surrounded by the natural beauty of the Chianti region, offering proximity to attractions like the Chianti Sculpture Park and All'Orto de' Pecci.
This welcoming holiday home features 1080 square feet of living space, accommodates up to 4 guests in 2 bedrooms, and boasts a shared fenced pool, hot tub, garden with barbecue, and high-speed Wi-Fi, with unique local activities like truffle hunting available.
Retreat In Siena S Countryside - Siena
9.5Excellent 2 reviews
Siena
3 3
$238/nighttotal: $1666 (7 )

Retreat In Siena S Countryside

house - Siena
Set in the tranquil Siena countryside, this spacious 3-bedroom villa is just 2.8 miles from the National Museum of Etruscan Archaeology and approximately 4.1 miles from San Cristoforo Church and Piazza del Campo, offering a peaceful escape with convenient access to local attractions.
This welcoming holiday home boasts 1510 square feet of living space, accommodating up to 13 guests with 3 bedrooms and 3 bathrooms, and features a fully equipped kitchen, free WiFi, a private garden with barbecue facilities, a swimming pool, and a terrace perfect for enjoying the scenic surroundings.
Casa Di Luca Eroica, Pool - Siena
Siena
10 4
$1156/nighttotal: $4624 (4 )

Casa Di Luca Eroica, Pool

house - Castelnuovo Berardenga
Located in Castelnuovo Berardenga, this villa is situated directly on the Eroica cycling route, offering convenient access just 11 miles from Siena's Piazza del Campo and 23 miles from Piazza Matteotti.
This expansive 1720 sq ft holiday home accommodates 19 guests across 4 bedrooms and 3 bathrooms, featuring a private swimming pool, garden, indoor play area, and a pool table for entertainment.
Holiday Home "Limonaia" With Shared Pool, Communal Garden And Wi-fi - Siena
10Excellent 2 reviews
Siena
2 1
$620/nightfor 1 night

Holiday Home "Limonaia" With Shared Pool, Communal Garden And Wi-fi

apartment - Castelnuovo Berardenga
Located in Castelnuovo Berardenga, Tuscany, this villa offers exclusive access to the region, just a 10-mile drive from the historic city of Siena.
This welcoming 750 sq ft holiday home accommodates up to 2 guests and features a shared fenced pool, garden, barbecue, and high-speed Wi-Fi, with a hot tub available upon request.

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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