When many people think of Tuscany, Florence immediately comes to mind. Yet, many other wonderful places in Tuscany are worth exploring, including Sienna. Located near Val d’orcia in Southern Tuscany, Siena is a beautiful hilltop city with a rich history. Known for its medieval architecture, Siena has become Italy’s newest go-to destination.

It’s also the perfect place to kickstart your Italian vacation. To taste the authentic Italian experience, nothing compares to staying in a luxury villa in the Tuscan countryside. And best of all, some of the region’s best Tuscany villas are located near Siena. From cozy getaways to luxury estates, here are the ten best villas in Tuscany for rent.

Best Villas in Siena for Rent

Live la Bella Vita at Borgo la Chiusa   

From its romantic villa to its immaculate grounds, Borgo la Chiusa is one of Tuscany’s best vacation rentals. Combining modern luxury amenities and classic Tuscan charm, Borgo la Chiusa is one of the most impressive homes you will find in the region. Situated only 3.7 miles from the city centre, Borgo la Chiusa is just far enough away from the city to get away from the crowds, but close enough where you don’t feel isolated.

The property features a gorgeous private pool with underwater lights–perfect for swimming either day or night. The lounge side seating makes the pool a perfect place to gather. There’s also outdoor seating under a pergola and an outdoor fireplace perfect for chilly nights. 

You will find charming Tuscan features inside the home, including a spiral staircase, brick archways, wooden beams, and chandeliers. This large villa has 5 bedrooms, 5 bathrooms, and can sleep up to 10 people. The home features a gourmet kitchen, a spacious dining room, and a large gathering room. Or have dinner and wine under the pergola to taste la bella vita. 

Find Tranquility at Palazzo del Papa Country Suites

well-lit villa with garden at palazzo del papa
Palazzo Del Papa Country Suites. Credit: Booking.com

Finding the perfect Siena villa looks different for everyone. For some, it’s surrounded by vineyards and olive groves miles from the city. For others, it’s being at the heart of the action in Siena. There’s Palazzo del Papa Country Suites for those searching for a home away from home.

Located just over 2 miles from the city center, Palazzo del Papa Country Suites offers tranquil, airy apartments for a more laidback villa experience. Enjoy a barbeque on the outdoor terrace and take in some of the area’s most spectacular views. Palazzo del Papa is perfect for solo travelers, couples, or families who want a taste of the familiar while vacationing in Italy.

Ideally located less than 5 minutes from Siena, Palazzo del Papa is the perfect compromise between being in the city and being isolated in the Tuscan countryside. Some amenities include Wifi, a flat-screen TV, daily housekeeping, free parking, and room service.

Rejuvenate at Ca’ Bianca  

fresh blue and clean pool water at Ca' Bianca
Ca’ Bianca. Credit: Booking.com

From its luxury amenities to its stunning grounds, Ca’ Bianca raises the standard of Tuscany vacation rentals. Located just 50 miles from the Florence Airport, Ca’ Bianca is a contemporary villa featuring nearly every luxury you could ever imagine. From the moment you drive up to the entrance, you will feel like you have been transported into another world where rest are your top priorities. Take a stroll through the pristine gardens or explore the property’s extensive grounds.

Even when you travel with a large group, you will have no problem finding seclusion in this beautiful villa. The property also features tons of extras, including a recreational room, a bocce ball court, a tennis court, and a resort-style pool. Beyond Ca’ Bianca’s extensive grounds, this bed and breakfast is the perfect place to bike through the Tuscan countryside. After a long day, open a bottle of wine and watch the sunset from the pool. You’ll remember why you’ve traveled to beautiful Tuscany.  

Gather the Family at Villa Larniano  

With its stunning gardens and classic vineyards, Villa Larniano sets the standard for Siena villa rentals. Located just over 3 miles from Siena, Villa Larniano is part of the Tenuta Larnianone wine estate, known for its Chianti wine and olive oil. Nestled within the winery’s extensive grounds, this elegant property features 10 bedrooms, 5 bathrooms, and accommodates up to 11 guests. Swim in the private pool or stroll the grounds to see fabulous views of Siena.

The property’s interior is authentic Tuscany, with beamed ceilings, wood-burning fireplaces, archways, and tile floors. There is even a recreational room where you can play table football, ping pong, or pool–a perfect activity during cold nights or the low season. You can even take on-site cooking lessons with Tenuta Larnianone’s onsite chef! The only thing better than authentic Italian food is making it yourself. 

Located just a short drive from Siena, you can also enjoy the city’s sights. The property also has many amenities, including Wifi, television, heating, a fireplace, and parking. It is also handicap accessible. For a family vacation to remember, there’s no better place than Villa Larniano.  

Enjoy the Finer Things at Villa Santa Virginia  

When many people think of Siena villa rentals, certain images include grand estates, private pools, beautiful vineyards, and rolling hills. Villa Santa Virginia checks all boxes and more for dream Siena vacation rentals. The sister property of Villa Larniano, Villa Santa Virginia is part of the Tenuta Larnianone wine estate, located just outside of Siena. With its breathtaking views and stunning grounds, it’s easy to be swept up in the romanticism of Tuscany living in this luxury villa.

This property has 6 bedrooms and 7 bathrooms and sleeps up to 12 guests. This villa is perfect for families and large groups of friends. Go dip in the private swimming pool or wander the grounds to explore the property’s vineyards. To truly soak in the splendor of Tuscan living, open a bottle of wine and sit out in the gardens, where you will find jaw-dropping mountain views of some of Tuscany’s most beautiful countryside. 

Inside the home, classic Tuscan architecture includes original archways, a wood-burning fireplace, and tile floors. Some of the property’s amenities include Wifi, parking, an onsite washer and dryer, a fully equipped kitchen, and more. From its grounds to its decor, Villa Santa Virginia embodies luxury living in the heart of Tuscany.

Be at the heart of everything in Palazzo Lenzi 

well-lit room with blue curtains at Palazzo Lenzi
Palazzo Lenzi. Credit: Booking.com

If you love being in the middle of the action, there’s no better place to spend your holiday than Palazzo Lenzi. Located in the heart of the city centre, Palazzo Lenzi is an elegant Queen Anne property with breathtaking views and elegant decor. This elegant one-bedroom apartment features original wood floors, sweeping ceilings, and tons of natural light, providing guests with an airy, welcoming feeling when they arrive.

The apartment features a dining room, a fully equipped kitchen, and a coffee and snack bar for guests. While the apartment is beautiful, one of its best features is its location. If you want to be in the heart of everything–this is it! You can see Piazza del Campo right out your windows! It doesn’t get any closer than this. Palazza Lenzi is also within walking distance of Torre del Mangia, Duomo di Siena, the Rinnovati Theater, and tons of restaurants and bars. 

Palazzo Lenzi also includes free Wifi, air conditioning, heating, daily housekeeping, and an elevator along with its unrivaled location. If you love city living, this is the place for you. 

Enjoy a city villa in Il giardino di Pantaneto Residenza D’Epoca  

Il giardino di Pantaneto Residenza D’Epoca. Credit: Booking.com

When many travelers are trying to decide on Siena villas, one of the biggest struggles that comes to mind is whether they want to be in Tuscany’s countryside or if they want to stay in the heart of the city. Each property has its benefits and drawbacks. If you stay in the countryside, you will typically need a car. If you would rather be in the city, you will be in the heart of the action, but you will typically miss out on the tranquility a Tuscan villa typically offers. Is it possible to have both? It is in Il giardino di Pantaneto Residenza D’Epoca.

Nestled in the heart of Sienna, Il Giardino di Pantaneto Residenza D’Epoca is a Tuscan bed and breakfast located just steps from the city center. Ideal for single travelers, couples, families, and large groups of friends, Il Giardino di Pantaneto Residenza D’Epoca is located within walking distance of some of Siena’s most iconic landmarks, including Piazza del Campo, Torre del Mangia, and Duomo di Siena.

Relax with a morning cup of coffee or have breakfast in the breathtaking courtyard. Il Giardino di Pantaneto Residenza D’Epoca gives you the best of both worlds. Some of the property’s amenities include free Wifi, an elevator, a terrace, and family rooms.

Feel at Home at “The Dependence” of Villa il Borghetto  

When living “la bella vita”, there are many ways to live your best life in Central Tuscany. It involves slowing down, taking in the beauty that surrounds you, and enjoying the company you keep. At “The Dependence” of Villa il Borghetto, you will experience Italian living at its finest.

Located 1.4 miles away from Siena, “The Dependence” is a charming, welcoming villa in the heart of Tuscany. With its cozy ambiance and authentic Italian hospitality, you will feel right at home in this historic villa. “The Dependence” is an air conditioned 1,400 square foot villa, featuring 2 bedrooms, 3 bathrooms, and 4 beds, meaning it can accommodate up to 8 guests. Take a stroll through the private garden or relax in the gazebo. From there, you can see awe-inspiring views of the beautiful countryside. 

Some of the property’s amenities include free parking, free Wifi, an onsite washer and dryer, a fully equipped kitchen, and heating. This is also a pet-friendly property, making it a great option for pet owners.

Enjoy Country Living in Montechiaro Torre  

From its awe-inspiring grounds to its elegant charm, few Siena villas capture the imagination quite like Montechiaro Torre. Located in a tiny hamlet 3.8 miles away from Siena, Montechiaro Torre is a luxury farmhouse set on an impressive estate surrounded by olive groves, vineyards, and tilled fields.

Featuring 5 bedrooms and 4 bathrooms, Mantechiaro Torre is the perfect vacation rental for large groups of friends and families, up to 10 guests. Montechiaro Torre features rustic touches, including beamed ceilings, original stone fireplaces, wooden floors, and brick archways.

Each room is truly distinctive, offering a memorable stay for its guests. Take a stroll through the beautiful gardens or enjoy a glass of Chianti wine near the private pool. Mantechiaro Torre offers unparalleled tranquility just minutes from Siena. 

The property also includes two additional farmhouses–each with its swimming pool. Together, all three properties host up to 28 guests. Some amenities include free parking, heating, a fireplace, free Wifi, and television. 

Become a Royal at Castello Delle Quattro Torra

Castello Delle Quattro Torra. Credit: Booking.com

For some of the most breathtaking views of Siena and Tuscany’s rolling hills, look no further than Castello Delle Quattro Torra. Originally a medieval castle, Castello Delle Quattro is now a grand bed and breakfast located just 1.9 miles from the city center.

With its old-world charm, stunning courtyard, and cathedral ceilings, this luxury villa is one of the most romantic destinations in Southern Tuscany. As a bed and breakfast, Castello Delle Quattro can accommodate single travelers, couples, families, and large groups. Stay in the Tower Room, with its panoramic views of the Tuscan countryside, or the Blue Room, with spectacular city views. 

Some villas’ amenities include free parking, free Wifi, large family rooms, a playground, beautiful gardens, and non-smoking rooms. For a taste of royalty in the heart of Tuscany, there’s no better place to stay than Castello Delle Quattro Torra. 

Siena Video Travel Guide


When is the best time of year to visit Siena? 

Tuscany’s peak travel times are from June to August, which means Siena will be the most crowded and expensive. If you want to visit Siena when it’s less crowded while still enjoying beautiful weather, I highly recommend visiting Siena during the spring (April to June) or the early fall (September and October). 

How far is Siena from Florence? 

Siena is just 75km (46.6 miles) from Florence.

How do I get to Siena?

Siena is easily accessible by train or car from anywhere in Italy. If you are traveling by rail, Florence and Pisa are the two most popular routes.

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