Compare villa rentals in Siena from 100+ providers!

257 available villa offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Siena villas
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

257 Villa rentals in Siena

Discover Central Vacation Homes in Siena

Live like a local by renting central vacation homes in Siena, putting downtown restaurants right outside your door.

Casa Bruna - Siena
9.5 17 reviews

Casa Bruna

house, Siena
This Siena condo offers an exclusive experience in the city center, located just steps from Piazza del Campo on Via Banchi di Sotto, providing walkable access to all historical attractions.
This recently renovated apartment accommodates up to 4 guests with two bedrooms and two bathrooms, featuring a fully furnished kitchen with a fridge and dishwasher, and an elevator accessible after 40 steps.
Casa Dei Nonni: 3 Beds, Free Parking, Central - Siena
9.4 7 reviews

Casa Dei Nonni: 3 Beds, Free Parking, Central

house, Siena
This recently renovated 3-bedroom, 1-bathroom apartment in Siena offers excellent user, location, and cleanliness ratings, featuring abundant natural light, breathtaking views, and complimentary Wi-Fi and air conditioning.
Located in a quiet, safe area just a short walk from the historic center, this spacious dwelling provides free parking and a fully equipped kitchen, accommodating up to 5 guests.
Magione 10 - Siena
9.9 63 reviews

Magione 10

house, Siena
Magione 10 is a recently renovated vacation home in Siena, just a short walk from Piazza del Campo and a 25-mile drive from Piazza Matteotti. The property has received excellent ratings for its location, cleanliness, and overall experience.
The 700-square-foot home comfortably accommodates up to six guests in its two bedrooms and one bathroom. Magione 10 offers a range of amenities, including air conditioning, a fully equipped kitchen, free Wi-Fi, and a concierge service to arrange airport transfers, bike rentals, and sightseeing tours.
Casa Fontebranda - Siena
10 15 reviews

Casa Fontebranda

house, Siena
Casa Fontebranda is a 3-bedroom apartment located in Siena's Fontebranda district, 100 feet from the Sanctuary of Santa Caterina and within a half-mile walk of Piazza del Campo and the Duomo.
This accommodation sleeps up to six guests and features air conditioning, Wi-Fi, a kitchen, and is situated near local restaurants and bars, offering convenient access to the city center via escalators.

Best family friendly Siena villas and beach houses

Among the 257 accommodations in Siena, here are the 4 best family friendly villas and beach houses

Villa La Strega - Siena
8.9 31 reviews

Villa La Strega

house, Siena
Villa La Strega is a luxurious villa located just 2.3 miles outside of Siena's historical center, offering a peaceful escape while still being close to the city's attractions like Piazza del Campo and San Cristoforo Church. This property has received excellent ratings for its cleanliness, location, and overall user experience.
This spacious villa offers 7 bedrooms and 5 bathrooms, perfect for large families or groups of friends. Guests can enjoy features like a private pool, garden, terrace, and a fully equipped kitchen, along with modern amenities like Wi-Fi, a washing machine, and bicycle rentals for exploring the surrounding countryside.
Villa Siena - Siena
9.6 15 reviews

Villa Siena

house, Siena
This Siena villa is located in the countryside, just 3.4 miles from Piazza del Campo and 24 miles from Piazza Matteotti, offering a peaceful escape while still being close to the city's attractions. It has earned excellent ratings for its location, cleanliness, and overall user experience.
The 5-bedroom villa spans 2910 square feet and offers plenty of space for families or groups. Guests can enjoy a private pool, garden, spa, tennis court, and other amenities, making it a perfect choice for a luxurious and relaxing vacation.
Gli Ulivi Di Siena - Siena
No reviews

Gli Ulivi Di Siena

house, Siena
House. You will stay in Siena.
Services and facilities include a wheelchair friendly access, a fridge and a kitchen. Take advantage of the Free Parking with this accommodation.
Casa Rebecca [Piazza Del Campo] Ac.-netflix-wifi - Siena
9.7 218 reviews

Casa Rebecca [Piazza Del Campo] Ac.-netflix-wifi

house, Siena
This Siena apartment rental is ideally located a two-minute walk from Piazza del Campo, Siena's main public square, placing you in the heart of the historic city center.
The one-bedroom unit sleeps four, features a fully equipped kitchen with a fridge, freezer, and dishwasher, air conditioning, and a modern design, offering self-catering convenience for couples or families.

Frequently Asked Questions about villa rentals in Siena

  • What are the must-see attractions in Sienne?

    You absolutely have to see the Piazza del Campo, the main square in Siena, which is a UNESCO World Heritage Site. The Siena Cathedral, also known as the Duomo, is another must-see. It's a stunning example of Romanesque and Gothic architecture. And don't forget to visit the Palazzo Pubblico, which houses the city's historical archives and art collections.
  • What are the best villa rentals in Siena?

    Among the villa rentals in Siena, Wine Resort Dievole, Casa Di Campagna In Toscana and Ripostena are the most popular ones.

  • What indoor activities for families are available in Sienne on rainy days?

    If the weather isn't cooperating, head to the Museo dell'Opera del Duomo, which houses a collection of sculptures and paintings from the Siena Cathedral. The Museo di Palazzo Chigi Saracini is also a great option, showcasing a collection of art and furniture from the 14th to 19th centuries. And for a fun and interactive experience, check out the Santa Maria della Scala, a former hospital that now houses a museum and a multimedia exhibit.
  • What are the best villa rentals with a pool in Siena?

    Wine Resort Dievole, Casa Di Campagna In Toscana and Ripostena are the best villa rentals with a pool in Siena.

  • What are the best activities in Sienne?

    Siena is a city you can explore on foot. Take a stroll through the historic center and admire the medieval architecture. You can also visit the various museums, including the Museo dell'Opera del Duomo and the Pinacoteca Nazionale. And of course, no trip to Siena is complete without attending the Palio, the famous horse race that takes place twice a year in the Piazza del Campo.
  • What are the best villa rentals with a jacuzzi in Siena?

    The best villa rentals with a jacuzzi in Siena are Casa Di Campagna In Toscana, Pieve Marsina & Borgo Argenina and Antica Fonte Residenza Di Siena.

  • What are the advantages of renting a house or a villa in Sienne

    Renting a villa in Siena gives you the freedom to cook your own meals and enjoy a more relaxed pace of life. You'll also have more space and privacy than you would in a hotel. Plus, many villas come with amenities like a private pool and garden, which can be a real treat, especially in the summer.
  • What are the best villa rentals for families and kids in Siena?

    The best villa rentals for families and kids in Siena are Wine Resort Dievole, Casa Di Campagna In Toscana and Ripostena.

  • What exclusive experiences are available when visiting Sienne?

    For a truly unique experience, consider taking a cooking class at a local farm or attending a private wine tasting at a historic winery. You can also arrange a private tour of the Duomo with a local guide or a guided walk through the city's hidden alleyways and secret gardens.
  • What are the best pet friendly villa rentals in Siena?

    The best pet friendly villa rentals in Siena are Wine Resort Dievole, Casa Di Campagna In Toscana and Ripostena.

  • Which part of Sienne would be ideal for a villa rental?

    The hills surrounding Siena, especially the areas of Monteriggioni and San Gimignano, are popular for villa rentals. These areas offer stunning views of the Tuscan countryside and are close enough to Siena to easily visit the city center. If you prefer to be closer to the city, the area of Fontebranda is a good option. It's a quiet residential neighborhood with easy access to the Piazza del Campo.
  • What are the best villa rentals with parking in Siena?

    Wine Resort Dievole, Casa Di Campagna In Toscana and Ripostena are the best villa rentals with parking in Siena.

Popular destinations

Best Siena houses with a garden

Typical Tuscan Country House With A/c - Siena
10 289 reviews

Typical Tuscan Country House With A/c

gîte, Siena
Fienile is a one-bedroom, two-bathroom gîte located in the Tuscan countryside, just a short drive from Siena's historic center and the Piazza del Campo. This cozy rental features a private garden, Wi-Fi, a fireplace, and a washing machine, perfect for a couple looking for a peaceful retreat near the city.
100 M² House ∙ 2 Bedrooms ∙ 5 Guests - Siena
8.8 1 review

100 M² House ∙ 2 Bedrooms ∙ 5 Guests

house, Castelnuovo Berardenga
This Tuscan villa is located in Castelnuovo Berardenga, a short 10-minute drive from Siena, offering easy access to Tuscany's historical attractions.
The 1,165-square-foot property features two bedrooms, one bathroom, and sleeps five, boasting a private pool, garden, and parking, plus amenities like a full kitchen and a welcome basket; optional activities include horseback riding and truffle hunting (available from October 2024).
Agriturismo Siena With Pool - Siena
No reviews

Agriturismo Siena With Pool

house, Siena
This Agriturismo Siena with pool is located in Sant'Andrea a Montecchio, 3.7 miles from the National Museum of Etruscan Archaeology and 5.6 miles from Piazza del Campo.
This vacation home offers 650 square feet of living space with 2 bedrooms, 1 bathroom, and a capacity for 7 guests, featuring a kitchen with an oven, free WiFi, a garden with barbecue, and a swimming pool.
La Campesa - Siena
8.8 39 reviews

La Campesa

house, Castelnuovo Berardenga
La Campesa, located in Vagliagli, offers a secluded country house experience 8.7 miles from Siena's Piazza del Campo, providing easy access to other Tuscan destinations.
This 650-square-foot (approximately 60-square-meter) vacation rental boasts two bedrooms, one bathroom, and accommodates four guests, featuring a Jacuzzi, garden, free Wi-Fi, parking, and complimentary welcome amenities.

Best Siena houses with parking

Agriturismo Siena With Pool - Siena
No reviews

Agriturismo Siena With Pool

house, Siena
This Agriturismo Siena is situated in Sant'Andrea a Montecchio, 3.7 miles from the National Museum of Etruscan Archaeology and 5.6 miles from Piazza del Campo.
This 650-square-foot villa offers three bedrooms, one bathroom, and accommodates up to 11 guests with a shared kitchen, barbecue facilities, and an on-site swimming pool, plus complimentary WiFi.
Agriturismo Cetamura - Siena
9.4 85 reviews

Agriturismo Cetamura

farm, Castelnuovo Berardenga
Agriturismo Cetamura, a family-friendly farmhouse in Castelnuovo Berardenga, Tuscany, is located 15 miles from Siena's Piazza del Campo and within 30 miles of other Tuscan attractions like Piazza Grande and The Mall Luxury Outlet.
This pet-friendly rural lodging offers fully equipped kitchens, private gardens, free parking, and features like coffee makers and terraces with garden views in select units; bed linens and towels are provided.
Villa Capanna: A Window Onto Tuscany - Siena
No reviews

Villa Capanna: A Window Onto Tuscany

house, Siena
This renovated barn, part of a historic winery estate dating back to 1760, offers a taste of Chianti history and peaceful country life just 6 miles from Siena's old town, providing breathtaking panoramic views of Siena and the surrounding Tuscan countryside.
This family-friendly villa accommodates up to 10 guests with 6 bedrooms and 5 bathrooms, featuring air conditioning, a kitchen with a fridge, microwave, and dishwasher, complimentary Wi-Fi, on-site parking, a garden with barbecue facilities, a terrace, and an exclusive swimming pool open from May to October.
Agriturismo La Corte Del Sole - Siena
9.6 154 reviews

Agriturismo La Corte Del Sole

farm, Siena
Agriturismo La Corte del Sole is located near Siena, just 3.9 miles from Piazza del Campo and 29 miles from Piazza Matteotti, offering a peaceful countryside setting away from the city bustle. The property has excellent user, location, and cleanliness ratings, making it a great choice for travelers. Each unit features a fully equipped kitchen, dining area, and private bathroom, providing guests with privacy and convenience. Amenities include air conditioning, flat-screen TVs with streaming services, free Wi-Fi, and barbecue facilities, as well as access to outdoor activities like cycling, hiking, and walking tours in the beautiful Tuscan countryside.

Best Holiday Houses with Swimming Pool in Siena

Having a pool at your vacation home in Siena lets you enjoy a proper swim in the city without any extra planning.

Agriturismo Poggio Salvi - Siena
9.5 61 reviews

Agriturismo Poggio Salvi

farm, Sovicille
Rinidia Bio - Siena
9.2 372 reviews

Rinidia Bio

house, Sovicille
Il Palazzetto - Siena
9.3 499 reviews

Il Palazzetto

house, Siena
Mulino Di Quercegrossa - Siena
9.0 583 reviews

Mulino Di Quercegrossa

farm, Castelnuovo Berardenga

Check Out Luxury Vacation Homes in Siena

Luxury vacation homes in Siena feature high-end finishes and prime locations. Enjoy designer decor in a carefully considered private stay.

60 M² Farmhouse ∙ 2 Bedrooms ∙ 4 Guests - Siena
9.5 74 reviews

60 M² Farmhouse ∙ 2 Bedrooms ∙ 4 Guests

farm, Monteriggioni

Choose the Right Vacation Homes with a Hot Tub in Siena

These vacation homes in Siena include a private hot tub, perfect for a secluded soak at the end of a city day.

Pensieri Di Cavatina - Siena
9.2 616 reviews

Pensieri Di Cavatina

farm, Castelnuovo Berardenga
Castel Pietraio Wineresort - Siena
8.5 412 reviews

Castel Pietraio Wineresort

farm, Monteriggioni
Luxury Serviced Cottage In A Historical Chianti Borgo - Siena
10 143 reviews

Luxury Serviced Cottage In A Historical Chianti Borgo

house, Castellina in Chianti
Holiday Home Relais La Costa By Interhome - Siena
No reviews

Holiday Home Relais La Costa By Interhome

house, Monteriggioni
©2026 cozycozy.com