Best Airbnbs in Siena: Luxury, Historic & Characterful Stays

This is a curated list of the best Airbnbs and holiday apartments in Siena – 12 properties across the Centro Storico, ranging from romantic one-bedroom apartments overlooking the Piazza del Campo to larger penthouses suited to groups, all within walking distance of Siena’s main sights.

A note before you start: not all of these are listed on Airbnb. Some of the strongest options are on Booking.com or VRBO, which is where the best Siena properties often end up – I’ve included them all here because Airbnb is the term most people use when searching for a holiday apartment.

Located in the heart of Tuscany, a stop in Siena should form part of any Tuscan Road trip. While popular as a day trip from Florence, to really appreciate Siena you should try to factor in a night or two in order to bask in its wonderfully medieval ambience.

Take in its most popular historical sites, such as the Piazza del Campo, the Palazzo Pubblico, the Torre del Mangia and Siena’s magnificent Duomo.

Every property on this list is within walking distance of Siena’s main sights. Many are in former palazzos, and they range from traditionally Tuscan – frescoed, terracotta-tiled and atmospheric – to contemporary and sleek.

Best Airbnbs in Siena: Quick Overview

Best Airbnb Siena Italy for couples

First up are a few small, well-located apartments in Siena that are ideal for couples or travel companions. I’ve included a variety of accommodation to suit different tastes, from traditional Tuscan buildings to more modern industrial styles.

DOMUS NANNINI SPA-Loggia Belvedere-Palazzo Nannini

These absolutely exquisite, historical Siena luxury apartments are situated on the top floor of a 15th century palace.

With 6m tall frescoed walls, a mezzanine bedroom and some spectacular, panoramic views from its windows, this Airbnb in Siena Centro Storico is perfect for someone who appreciates the finer things in life.

Offering two apartments that can be combined, the location of this Siena lodging is just in front of Piazza Salimbeni, which places you at the top of Banchi di Sopra, the main shopping street of Siena placing you at the top of Banchi di Sopra, Siena’s main shopping street – central without being on top of the Campo.

Area: Piazza Salimbeni, Centro Storico

Sleeps: 4 guests · 1 bedroom · 2 beds · 1 bathroom

Palazzo del Taja

This modern Airbnb listing has to be one of the best apartments in Siena, Italy. With its minimalist design and refined aesthetic, it’s perfect for anyone looking for a sophisticated base from which to explore the city.

Located in the historic centre, on one of Siena’s most important streets, both the Piazza del Campo and the Duomo are reachable on foot in a couple of minutes.

Complete with a jacuzzi bath, the host also offers guests robes and slippers, and a bottle of sparkling wine in the fridge upon arrival, making it the perfect choice for those seeking out modern, luxurious Siena holiday rentals in the Centro Storico.

Area: Centro Storico

Sleeps: 4 guests · 1 bedroom · 2 beds · 2 bathrooms

Palazzo Lenzi

When it comes to location, places to stay in Siena don’t get much better than this!

With windows opening directly onto the Piazza del Campo, this romantic Siena rental, complete with traditional terracotta floors, is the perfect bolthole for a couple seeking to soak up the atmosphere and sights of the Centro Storico.

With more traditional interiors, this apartment might not be one for the modern design-led traveller, but they are perfectly in keeping with the apartment’s location and are part of its charm.

Inside, you’ll have everything you need, with a small, fully equipped kitchen, ample seating space, and that beautiful window onto Siena’s iconic main square.

Area: Piazza del Campo, Centro Storico

Sleeps: 4 guests · 1 bedroom · 2 beds · 1 bathroom

IL Loft di Cri 

This Siena apartment breaks away from the typical Tuscan style, offering loft-style living with an industrial edge. Located just outside the Centro Storico, this holiday rental is a two-minute walk from Porta Pispini, which is the oldest gate to the city.

Its location just outside of the historic centre means that it’s a little quieter, but still only a 10-minute walk to Piazza del Campo.

The apartment contains a mezzanine bedroom with a king-sized bed, a free parking space (which is a rarity in Siena, so great for those driving) and a lovely outdoor courtyard area which offers beautiful views of the Tuscan countryside.

Area: Porta Pispini, Siena

Sleeps: 4 guests · 1 bedroom · 2 beds · 1 bathroom

Villa Bonelli – La Rosa Apartment

Villa Bonelli is a historic Sienese villa, located just outside the walls of Siena city centre at Porta Pispini.

Set amidst blooming gardens, this accommodation is perfect for those searching for luxury apartments in Siena with a little more outdoor space, as the property features a terrace and seating area from which you can dine al fresco.

Inside, you can expect barrel vaulted ceilings, exposed Tuscan red brick and contemporary upgrades that are sympathetic to this villa’s medieval Sienese roots.

This well-appointed apartment in Siena includes all the essentials, from a full kitchen and WiFi to central heating and air conditioning. You’ll also have access to free covered car park during your stay.

While I’ve included La Rosa in this list as a pad that is perfect for two, there is also a larger, two bedroomed apartment listed that would be perfect for a family.

Area: Porta Pispini, Siena

Sleeps: 4 guests · 1 bedroom · 2 beds · 1 bathroom

Best Airbnb in Siena Italy for groups

This next set of Siena rentals features hand-picked apartments that are suited to groups, ranging from smaller groups of four people to larger groups of eight.

Prestigious top-floor apartment in Bichi Borghese Palace

Located slap bang in the middle of the historical centre of Siena, this tasteful and prestigious top-floor apartment is an incredible choice for travellers seeking out luxury holiday apartments in Siena.

Rather uniquely, this Siena holiday rental features a large outdoor roof terrace that offers incredible panoramic views of Siena and all of its most famous landmarks, as well as the rolling hills of the Val d’Orcia.

Inside, the apartment is decorated beautifully, filled with antiques, books and interesting art throughout.

With a location right beside the Piazza del Campo, you really couldn’t want for more. Availability can be a little limited, so if you like it and it’s available don’t dilly-dally in booking!

Area: Centro Storico, near Piazza del Campo, Siena

Sleeps: 4 guests · 2 bedrooms · 3 beds · 2 bathrooms

Palazzo Bichi Ruspoli

Those seeking out Siena Centro Storico holiday rentals – search no more! Palazzo Bichi Ruspoli is situated on Siena’s main street, right in the heart of the Centro Storico.

Located within a beautiful medieval building, the house is situated on the third floor and the building is complete with an elevator.

This Siena holiday rental is a great choice for those seeking a spectacular view from their Airbnb. The windows of this apartment are portals onto the sprawling rooftops of Siena and the surrounding Tuscan hillsides.

The interiors are spacious and rustic, with the grandeur of this historic building highlighted through its wooden-beamed ceilings.

Area: Corso, Siena

Sleeps: 5 guests · 2 bedrooms · 2 beds · 2 bathrooms

Siena Apartment with panoramic terrace 

This apartment in the centre of Siena, Italy, comes with an incredible terrace that offers sublime views of the Basilica di San Domenico, as well as being a prime location mere metres from the Duomo and the Piazza del Campo.

The interiors of this apartment in Siena’s historical centre are delightfully Tuscan, with rustic features balanced by subtle contemporary touches. The space is bright, quiet and comes equipped with all the household appliances you might need throughout your time in the apartment.

Area: Centro Storico, Siena

Sleeps: 4 guests · 2 bedrooms · 3 beds · 1 bathroom

Penthouse in Siena near Piazza del Campo and Palio

Nestled under the rafters of a building located only 200 metres from Piazza del Campo, this large penthouse really ticks a lot of boxes.

Guests are also spoiled by fantastic views, many interesting pieces of furniture, decorations and antiques, a jacuzzi bath, gorgeous wooden beams and that rather splendid mezzanine level. At 180 sqm, there is also plenty of space for a group visiting Siena.

Area: Leocorno Contrada district, Centro Storico, Siena

Sleeps: 6 guests · 3 bedrooms · 4 beds · 2 bathrooms

Palazzo Giorgi

If you’re searching for apartments for rent in Siena, Italy, that can comfortably cater for a small group and that are actually located right on the Piazza del Campo, then look no further than this Siena holiday rental. Three of its windows overlook the Piazza del Campo, placing you right in the heart of the action!

The apartment is spacious and very well decorated, featuring beautiful contemporary artwork by Claudio Maccari that is available for guests to purchase should they so wish, and which is switched out every few months.

Area: Piazza del Campo, Siena

Sleeps: 4 guests · 2 bedrooms · 3 beds ·2 bathrooms

Attico con altana

This holiday rental with a view is perfect for a larger group of up to 8 people. Its major selling point is its wonderful rooftop terrace, which offers spectacular views over the buildings of Siena.

The apartment is extremely well maintained, finished in a Tuscan style and featuring a sleek, modern bathroom. It’s also located mere steps from the Piazza del Campo.

Area: Centro Storico, Siena

Sleeps: 8 guests · 4 bedrooms · 5 beds · 2.5 bathrooms

Modern luxury penthouse in Centro Storico

This fabulous penthouse apartment is a wonderful choice if you’re seeking out the best of luxury accommodation in Siena.

Situated in a centuries-old building that is protected as a UNESCO World Heritage site, the inside of this apartment has been thoroughly modernised, featuring a lift, a full-size gourmet kitchen and some rather fabulous interiors.

Along with its sympathetically decorated interiors, the apartment also features luxury touches like an underfloor heating/cooling system, a steam shower, a gas fireplace, and some Sky satellite TV.

It’s also located right in the heart of the Centro Storico, making it a real winner for me.

Area: Centro Storico, Siena

Sleeps: 8 guests · 3 bedrooms · 5 beds · 2 bathrooms

Planning your trip to Siena, Italy

Where should I stay in Siena?

Stay in the Centro Storico if you can - ideally in a historic building so the atmosphere is there from the moment you open the door. The hills outside are beautiful, but you lose the evening magic of the city when you're driving in and out of it.

What is there to do in Siena?

There is plenty to do and see in Siena. Siena’s most popular sites include:

• Cathedral of Santa Maria Assunta (the Duomo), the Baptistry & the Biblioteca Piccolomini
• Piazza del Campo
• Palazzo Pubblico
• Torre del Mangia
• Basilica of San Domenico
• Siena National Gallery

Before You Book Your Siena Stay

Siena rewards an overnight stay far more than a day trip. The early mornings and evenings - once the coach groups have gone - are when the city feels most like itself, and no day tripper gets that version of it. 

If you're using one of these properties as a base for a wider Tuscany trip, the posts below cover what to do while you're there and how to plan the route around it.

• For wine tours worth building into your stay: 10 Best Wine Tours in Siena
• For how to spend your time in Siena itself: A Day in Siena
• For structuring a Tuscany road trip with Siena as one of your stops: Tuscany Road Trip: Florence, Chianti, Val d'Orcia & Siena by Car