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If you’re trawling through page after page, trying to find the perfect place in Siena, Italy, and still coming up short, allow me to help. This curated guide pulls together what I consider to be the best Airbnb Siena has to offer—charming, comfortable flats in standout locations, so you can spend less time scrolling and more time soaking up the city.
To walk the streets of the Centro Storico of Siena is akin to stepping back in time. Perfectly preserved, its labyrinth of russet-hued streets is one great, big, open-air medieval museum.
There is no better way to experience Siena than to live in its streets and soak up its enduring heritage. This list of the best Airbnb in Siena, Italy, has been carefully curated, to offer you the best luxury vacation rentals that are located in the most historical parts of Siena.
Related reading | The Perfect Way To Spend A Day In Siena, Italy
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.
This list of the most luxurious Siena apartment rentals includes only those properties that place you within walking distance of all of Siena’s main sites. Many are located in former palazzo, and they range from being traditionally Tuscan, frescoed and elegant, to contemporary and sleek in their designs.
This collection includes some of the best places to rent in and around Siena, Italy. You’ll find apartments suited to couples looking for charm and convenience, as well as larger properties in the city centre, perfect for groups wanting to explore together.
Before you begin
This list has been designed to help you find the best possible holiday rentals in Siena. I’ve gone through a number of different booking platforms and featured the best properties I found on this list.
This list, therefore, is not composed exclusively of Airbnbs in Siena, but includes apartments found on other booking engines. I have used the term ‘Airbnb’ generically throughout this post to mean Siena holiday rentals more generally, too.
If you genuinely are looking for the ‘best’ Airbnb in Siena, especially luxury Siena vacation rentals, then you’ll find that there may be better apartments in Siena found elsewhere – Airbnb is not your only option!
So keep an open mind and consider some other, more premium booking websites (like Plum Guide) where the standard of properties is higher.
Kudos to Airbnb for killing it with their marketing and essentially dominating the vacation rental market worldwide.
But it means that people often overlook better websites and better properties because Airbnb is the first name that comes to mind when you’re searching for a holiday apartment. Allow me to show you some alternatives!
TOP 3 recommendationS
1 | Siena Apartment with panoramic terrace
Rustic Tuscan Airbnb in Siena’s historic centre with modern touches, bright interiors, and a tranquil ambience.
2 | Palazzo Lenzi
Traditional Siena apartment with terracotta floors and windows overlooking Piazza del Campo, ideal for romantic getaways.
3 | Prestigious top-floor apartment in Bichi Borghese Palace
Luxurious Siena vacation rental with outdoor roof terrace, offering panoramic views of landmarks and Val d’Orcia.
In short: the best luxury vacation rentals in Siena, Italy
If you’re tight on time or don’t feel like scrolling through this entire post (though I recommend browsing the full list, there are some real gems!), here are a few standout stays in Siena, based on your theme:
- Best all-round luxury accommodation in Siena: DOMUS NANNINI SPA & Modern Luxury Penthouse in Centro Storico
- Most romantic apartment rentals in Siena, Italy for couples: Palazzo Lenzi & DOMUS NANNINI SPA
- Best Siena, Italy apartment rentals for design-conscious travellers: Palazzo del Taja
- Best holiday apartments Siena, Italy for large groups: Attico con Altana
- Best Siena vacation rental with a view: Penthouse in Siena near Piazza del Campo and Palio
- Best accommodation Siena, Italy for families: Villa Bonelli
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 – so location-wise, is perfect if you want to be right in the middle of the action!
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 in your hunt for luxury Siena holiday rentals. 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
I absolutely love this quirky yet distinctly Tuscan Airbnb, tucked away in Siena’s historical centre. Nestled under the rafters of a building located only 200 metres from Piazza del Campo, this large penthouse really ticks a lot of boxes.
Not only does it boast a wonderful location, but 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. A fabulous pick in the quest to find the best Siena holiday apartments!
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.
As Siena apartments go in Italy, this one is exceptionally well-equipped. 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?
While there are plenty of charming properties scattered through the Tuscan hills just beyond the city, to fully immerse yourself in Siena’s rhythm, history, and everyday life, I’d recommend finding a base right in the heart of the city itself.
For your stay in Siena, I would place myself right in the heart of the Centro Storico, ideally in a medieval building so you can soak up that medieval atmosphere!
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
Related reading for Tuscany
And there you have it! Please do let me know if you end up booking one of these Airbnbs – would love to know how you get on. Also, if you do use any of my recommendations I’d love to hear about it – tag me on Instagram over on @culturedvoyages!
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