Ready to bed down in the best Airbnbs in Tuscany? From magical villas to gorgeous penthouses, these are the top spots. 

Tuscany is the enchanting region of Central Italy that needs no introduction, from its rolling hills to the ancient towns that are full of history. Finding somewhere idyllic to stay here is *pretty much* guaranteed… if you do your research right. 

These gorgeous properties are perfect for a Tuscan retreat – from elegant condos in Florence to charming countryside villas, have these Airbnbs in Tuscany on your radar. 

PS: While Airbnb offers a wide variety of properties I prefer using a cool alternative called Plum Guide, which offers individually-vetted properties by experts. I’ve included properties from both portals in this guide. 

Best Airbnbs in Tuscany: At a Glance 

Best Airbnb in Tuscany  – Top Picks Vacation Rental 
Best Overall Airbnb TuscanyChianti Breeze
Best Airbnb Tuscany Villa with PoolPrivate Retreat in Tuscan Countryside
Best Tuscan Airbnb for Smaller Groups Chianti Breeze 
Eco-Friendly Tuscan Airbnb The Magic of Tuscany

Best Tuscany Airbnbs

Chianti Breeze

Chianti Breeze

Perched upon a hilltop, surrounded by lush rolling hills that turn golden in the evening light, this 400-year-old Airbnb Tuscany farmhouse is set up to deliver the perfect trip to Italy. 

When I say all you need, I really mean it. A gym? Check. A huge infinity pool? Check. Bicycles to explore the local area? Check. 

Style-wise, Chianti Breeze really is a delight – think contemporary chic with rustic touches that complement the stone structure.

There are five bedrooms, so the villa can sleep up to 10 people if needed. Plus, there’s a pizza oven, a BBQ grill and a 12-person dining table, so you can cook up and share a feast. 

Location: Gaiole in Chianti 

  • Surrounded by forest-clad countryside, you’ve got complete privacy here. 

Grape & Vines

Grapes & Vines

Situated amidst the vineyards of a local winery, this two-bedroom Airbnb in Lucca, Tuscany, is straight up dolce vita goals. How can you not fall in love with this farmhouse once you see its rustic-yet-elegant interior decor and stunning garden?

Let’s set the scene. You spend the afternoon exploring Lucca (which is one of my favourite destinations in Tuscany), only to return and take a dip in the pool then dry off in the warmth of the Tuscan sun. 

After that it’s a matter of cooking up a storm in the fully-equipped kitchen, which has everything from a juicer to a dishwasher (or popping to one of Lucca’s several stellar restaurants instead).

End your day by sinking into a comfy bed, reading your favourite book, and enjoying the countryside air. 

Location: Lucca

  • Enjoy wine tastings, visit Lucca’s Puccini Museum, or take a day trip to Viareggio Beach within 20 minutes of the house. 

The Magic of Tuscany

The Magic of Tuscany

Don’t let the fact that this is an apartment put you off The Magic of Tuscany, each apartment of the four in the complex boasts ample space and an extensive private terrace. 

There’s a lot to love here, especially its eco-friendly credentials. This beautiful space is a love letter to Mother Nature, boasting things like vegan toiletries and a (shared) natural pool. You can’t help but appreciate it all, whether you’re enjoying a meal in the private garden or drinking in the countryside views.

Just because your host cares about sustainability doesn’t mean they neglect the mod-cons either. You still have air conditioning, Wi-Fi, a TV,  and a dishwasher. 

Location: Certaldo

  • This property is minutes from Fiano, where you can stroll around and grab some delicious produce.

casaBARTHEL Treehouse


Take a break from the bustle of Florence by immersing yourself in the Tuscan landscape at this delightful one-bedroom treehouse. I know what you’re thinking, a treehouse?! – but it’s not like that.  

This is a fantastic glamping experience, with modern amenities like air conditioning, Wi-Fi, and a comfy queen-sized bed. The elevated bedroom offers fantastic views of the natural surroundings, such as olive trees and rolling hills.

This Airbnb would be idyllic in summer, as the property has access to a swimming pool, a tennis court, a BBQ grill, and a hammock.  

Location: Florence

  • Located in a small community called Galluzzo, just 20 minutes outside Florence.

The Enchantment of Civita 

L'Incanto di Civita

With its exquisite views and antique furnishings, The Enchantment of Civita will have you feeling like you’re in a medieval fairytale. It’s certainly not a dusty Airbnb Tuscany castle, though, as it has a modern bathroom, Wi-Fi, and a flat-screen TV. 

There’s also a spacious bedroom with loads of natural lighting that leads out to one of the best vistas of the Tiber Valley. Here, you can enjoy delicious meals made from local produce, whether a hearty pasta or quick breakfast.

This is the perfect place to escape crowds of tourists, as it’s in a very quaint town, and your host, Chiara, is responsive and helpful.  

Location: Bagnoregio

  • This ancient village has fantastic restaurants, like Alma and La Cantina di Arianna.

Private Retreat in Tuscan Countryside

Private Retreat

Ever seen Under the Tuscan Sun? After staying at this gorgeous three-bedroom villa, you may even want to buy your own Italian villa. 

Villa Fonteintanata dates back to the 17th century, but this Airbnb in Tuscany with a pool is not dated. It’s the ideal spot for a group trip, as it’s got a massive kitchen, three bedrooms with en-suite bathrooms, a pool table, and a saltwater pool. 

That’s certainly not all — you’ve also got access to a wood-burning oven, a BBQ grill, and organic fruit and vegetables from their garden. Need I say any more? 

Location: Casino di Terra

  • Surrounded by forests and fields, you’ve got complete privacy in this 205-acre property.

Boutique Penthouse Near the Duomo

Boutique Penthouse

Now, we head to Florence for this stunning two-bedroom penthouse. With magnificent views of the Duomo from the private balcony, it’s one of the best Airbnbs in Florence

The interiors are equally as elegant, with pops of blues and cool white walls. The opulence continues as your host provides Salvatore Ferragamo toiletries, a BOSE speaker, and a welcome package of local wine and sweet treats. 

Lastly, enjoy a fantastic night’s rest in hotel-quality bedding on a comfy queen bed. The only caveat is you will have to walk up a flight of stairs, but Lorenzo is more than willing to help with luggage. 

Location: Florence

  • This penthouse is in Florence’s historical centre, so it’s great for sightseeing. 

Idyllic Siena Retreat

Idyllic Siena

At this six-bedroom Airbnb Tuscany villa, you’ll witness sunsets resembling impressionist paintings. No, I’m not exaggerating; this spot is truly out of this world. 

It’s also massive, so it’s the perfect excuse to get all your friends together to celebrate a momentous occasion or experience the magic of an Italian summer. That’s because there is space for up to 11 guests, it’s on a wine estate, and there’s a huge swimming pool. 

With its high ceilings and wooden beams, tiled floors, and a roomy kitchen, this house is built for dinner parties. Prefer not to cook? Fear not, the Airbnb Italian villa’s host can organise a private chef on request. 

Location: Siena

  • This Airbnb in Tuscany with a vineyard is just outside Siena, among the Tuscan rolling hills. 

Eye of Iris

Live like a local at this two-bedroom apartment by enjoying a morning cappuccino on the balcony overlooking the busy street and Vasari Corridor below. This apartment is adorable, from the simple colour scheme to the folded towels on the beds. 

Kick your days off with a delicious alfresco meal from the kitchen or grab some products from Antico Salumificio Anzuini – just downstairs from you. End the night with a movie on the TV or grab a drink during the aperitivo hour. 

Location: San Giovanni

  • Located just three minutes from the Uffizi Gallery, this area’s perfect for art lovers.

Practical Tips to Consider Before Booking Your Airbnb in Tuscany 

  • When looking for where to stay in Tuscany, consider what you want to do most. Want to enjoy wine? Base yourself Chianti or Siena. Love checking out art galleries? Go to Florence.
  • I recommend booking accommodation well in advance, especially when visiting between April and June and September and October.

Airbnb Tuscany: Map

Airbnb Tuscany

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