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Home > travel-blog > Italy > Siena > WHERE TO STAY in and Near SIENA, TUSCANY for 2022
Where to Stay in Siena

WHERE TO STAY in and Near SIENA, TUSCANY for 2022

Sean Finelli Last Updated: November 11, 2021

Siena is a beloved destination by the many who frequent it each year. It is the second-largest city in Tuscany behind Florence which can add some confusion about which neighborhoods are the best. That is why we created this article on what the best neighborhoods and hotels in Tuscany are to help make planning easy!


Our Partnership with Booking.com. If you like our content, please book by clicking on our Booking.com links. The price is the same for you and we get a small commission that helps support our blog. We’ve partnered with Booking.com because they have the most options, great prices, and a solid loyalty program. Just about every hotel is on Booking so our recommendations are not incentivized.

What Area of Siena Should You Stay In?

Before booking a hotel you should consider which area is best for you. You know the saying… location, location, location! The first thing to ask yourself is, “should I stay in the city of Siena or in the countryside?”

Countryside Around Siena (Tuscany)

Siena is located in southern Tuscany which is arguably the most beautiful wine county in Italy and possibly the world. It is not only a city but a province that is a sub-region of Tuscany. The southern borders of Siena touch Umbria and Lazio (Rome) and would take about 90 minutes to drive across.

While there are many beautiful areas in the province of Siena, if you are going to the area to visit “Siena” I recommend staying within 30 minutes of the city and renting a car. This is perfect for people who enjoy wine and would like the option to go to Siena for a few lunches or dinners. If you are a wine connoisseur, consider staying in nearby Montalcino where Brunello is produced.

If you’d like to stay in the countryside, look for “| Southwest Countryside |“ in the below recommendations. I will be recommending mostly properties that are:

  • south
  • southeast
  • southwest of Siena.

Why?

If you are going to stay in this area you should not be settling for anything but epic views. An Epic view should be beautifully curated vineyards as far as the eye can see! If you look at the image, you’ll see Siena outlined in red and three red circles. Outside the red circles are forests colored mostly green which can be beautiful, but are not the reason to go to Tuscany. The camouflage-looking area is comprised of vineyards which are what you want to see.

In the city of Siena

Siena is a medieval hilltop town with tons of character, history, and food. It is a great place for a few night’s stay between Rome and Florence. It is extremely close to some of the world’s best wine regions and has incredible views.

To make the city and area more manageable, I have broken it down into a few areas including different neighborhoods of the city of Siena as well as surrounding wine regions.

  • Piazza del Campo (Torre & Civetta)
  • Aquilla
  • Istrice & Lupa

Look for “| Siena, Aquilla |” and other indicators in the listings below.

Best Countryside Accommodation Near Siena

Borgo Villa Certano

Photo thanks to Borgo Villa Certano

€€ | Agriturismo | Southwest Countryside | On a Vineyard

The photo does not do it justice! This is an amazing property that will cure whatever ales you… at least stress-related! Surrounded by vineyards it is a cluster of castle-like buildings that gives it that Tuscan feel you are looking for!

Location, Photos & Booking

Casavacanze Vesta

Photo thanks to Casavvacanze Vesta

€ | Vacation Rentals | Southeast Countryside | Pool | Family Friendly

This property has nice views and a large pool that your kids will enjoy!

Location, Photos & Booking

San Lorenzo a Linari Resort

Photo thanks to San Lorenzo a Linari Resort

€€ | 3 Star Hotel | Southwest Countryside | Pool & Tennis Courts

A really nice complex just southwest of Siena with a pool, tennis court, and a really cool stone courtyard equipped with a well. Love this style! Definitely click below for more photos.

Location, Photos & Booking

Agriturismo La Roverella

Agriturismo La Roverella
Photo thanks to Agriturismo La Roverella

€€ | Agriturismo | Southern Countryside | Vineyard

This quaint vineyard/agriturismo has a few rooms, great food, and great food. A great option for a night or two stop over on your way through Tuscany.

Location, Photos & Booking

Tours of Chianti & Florence

Top Rated Experience

Chianti Day Trip from Florence with Vineyard Lunch

Want to have an epic experience in Tuscany? Remove the guesswork and logistics by joining us on a day trip to Chianti from Florence including Siena. Transportation, lunch, and lots of wine included!

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SGT Flo 1 Day Combo

Best Selling Tour

Florence in a Day Combo Tour with David & Uffizi

This tour is your best value in Florence. See Michelangelo’s David statue in the Accademia Gallery with a licensed guide and the Uffizi Gallery. It also visits the Florence Cathedral (outside), Baptistry Doors, Ponte Vecchio, and more. All your admissions are included to skip the lines and visit these great museums with an English speaking guide.

(89)

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Best Hotels & Apartments in Siena

Palazzo del Papa B&B

Palazzo del Papa B&B Siena
Photo thanks to Palazzo del Papa

€€ | B&B | Siena, Piazza del Campo | Modern with Rustic Charms

A great little B&B right by Siena’s main square which has modern finishes and comfortable amenities. A great option with excellent reviews.

Location, Photos & Booking

Palazzo Giorgi

Photo thanks to Palazzo Giorgi

€€ | Apartment | Siena, Piazza del Campo | Great Views!

Centrally located apartment in Siena with fantastic views and updated finishes.

Location, Photos & Booking

La Terrazza Sul Campo

La Terrazza Sul Campo
Photo thanks to La Terrazza Sul Campo

€€ | Apartments | Siena, Piazza del Campo | Unbeatable Views

Extremely classy and finely finished apartments right in Siena’s main square which is Piazza del Campo. The photos say it all!

Location, Photos & Booking

Relias degli Angeli Residenza d’Epoca

€€€ | B&B | Siena, Istrice & Lupa | Old-World Charm

This B&B feels more like a castle than anything else! Gorgeous victorian interior with luxury finishes and comfortable amenities.

Location, Photos & Booking

B&B Paolina

B&B Paolina Siena
Photo thanks to B&B Paolina

€€ | B&B | Siena, Aquilla | Countryside Views

Great B&B with excellent reviews, beautifully coffered ceilings, and some rooms even have countryside views!

Location, Photos & Booking

Il Chiostro del Carmine

Il Chiostro del Carmine
Photo thanks to Il Chiostro del Carmine

€€ | B&B | Siena, Aquilla | Classic Medival touches

If you enjoy archways, stonework, and the feeling of a castle then this B&B is for you. Great prices and value here!

Location, Photos & Booking

Other Great Finds!

  • La Terrazza sul Duomo – €€ | Apartment | Siena, Istrice & Lupa | Super cool space! – Location, Photos & Booking

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Cinque Terre Tour with Locally Produced Limoncino Tasting from La Spezia

With a fun and expert tour leader, discover the villages of the breathtaking Cinque Terre. You can also sunbathe on the beach and learn the differences between Limoncino and Limoncello. Decide for yourself which spirit reigns supreme!

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Starting at €49

Top Rated Tour

Cinque Terre Hiking Tour from La Spezia

One of Italy’s most treasured gems and a UNESCO World Heritage Site, Cinque Terre is a Must See on your trip to Tuscany. On this excursion, travel in an air-conditioned private coach directly from central Florence for a truly memorable experience in a small group with an expert tour leader.

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Starting at €55

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About Sean Finelli

Sean is a co-founder and owner of The Tour Guy and its subsidiary The Roman Guy. He studied finance and statistics, but that is his "Dr. Jekyll" side! His "Mr. Hyde" is in love with travel, art, history, and culture. Sean has read libraries of historical text and believes that all internet content should come from books. A practice he follows!

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