The best Airbnbs in Tuscany, Italy range from luxury rentals in Florence to exotic villas, vineyards, and farmhouse accommodations in the countryside. If you’re looking for a unique stay in Tuscany, this article has got you covered with lots of beautiful vacation rentals on VRBO and Airbnb with pools, wineries, and Tuscan scenery.
Ahh Tuscany. A land where time dances to the rhythm of rolling vineyards and golden sunsets. Picture this: ancient olive groves, rustic stone villas, and the distant hum of a Vespa. As a travel blogger, I’ve been fortunate to roam through many corners of our beautiful world, but there’s something magnetic about Tuscany that keeps pulling me back.
Located in the center of Italy, Tuscany is an enchanting region filled with gently rolling hills, historic vineyards, luxury villas, and tasty food. If it’s not already on your bucket list, these Tuscany Airbnbs will surely change your mind.
Stay in a centuries-old castle San Gimignano or an authentic Tuscan farmhouse with farm animals and agriculture. Whether you’re planning a romantic getaway like a honeymoon or a family/group trip, these Tuscany vacation rentals will make your trip to Italy much more authentic and memorable than a traditional hotel. Fly to Italy and you’ll be amazed by what you see in this region.
Here, we’ve ranked some of the coolest Airbnbs in Tuscany, which include Florence, Lucca, Montepulciano, Pienza, Pisa, San Gimignano, Siena, and more. These places don’t just offer a bed for the night, but a gateway into the soul of this timeless landscape. So, pour yourself a glass of Chianti and let’s discover the hidden gems where you can hang your hat and call home. Buon viaggio!
The Coolest Airbnbs in Tuscany: Top Vacation Rentals in 2023
Here are the best Airbnbs in Tuscany by category, taking into account different amenities, trip types, and budgets. The subsequent sections will cover each listing in more detail.
Top Airbnb in Tuscany: Tuscan Villa with Outdoor Pool
Best Luxury Rental Tuscany: Florence Airbnb with Duomo Views
Top Romantic Airbnb in Tuscany: Panoramic Villa with Pool
Best Tuscany Airbnb for Large Groups: Siena Retreat on a Vineyard
Best Cheap Airbnb in Tuscany, Italy: Historic Honeymoon Rental in Tuscany
Coolest Tuscany Villa Airbnb: Unique Tuscany Villa with Private Pool
Best Airbnb Vineyard in Tuscany: Farmhouse Rental with a winery
Best Tuscany Airbnb on the Coast: Boat and Breakfast
Most Unique Airbnb in Tuscany: Unique Italy Treehouse Rental
16 Best Airbnbs in Tuscany, Italy
If Tuscan countryside homes, castle-turned-Airbnbs, romantic villas with pools, and luxury rentals in Florence all sound good to you, get excited! Below are some of the most unique stays in Tuscany:
Note: The properties below are featured on Airbnb, VRBO, Booking and Expedia. For each listing, I’ve only included the link to the website with the cheapest rates.
1. Romantic Treehouse Airbnb in Tuscany
Location: Florence, Tuscany, Italy
Rates from: $303 per night
Accommodates: 2 guests
Experience the magic and allure of Tuscany from this Airbnb treehouse rental in Florence. This luxury treehouse is in a tranquil wooded area and is decked out with a wraparound deck and outdoor furniture for you to get some fresh air while you enjoy some fresh air and fine wines.
The inside of the treehouse is incredibly unique. There are floor-to-ceiling windows everywhere, which adds lots of natural lighting so you can enjoy the view. Also, take advantage of the fireplace, outdoor kitchen and patio, rain shower, air conditioning, private pool, and chalk walls so that you can leave your mark for the next guest. If you’re seeking an Airbnb Tuscany near Florence, it doesn’t get any better than this unique treehouse rental.
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2. Villa Fonteintanata – A Tuscany Airbnb with a Saltwater Pool
Location: Casino di Terra, Toscana, Italy
Rates from: $461 per night
Accommodates: 6 guests
For luxury travelers, it doesn’t get any better than this Airbnb villa in the heart of Tuscany. Located in Casino di Terra, Villa Fonteintanata is a private luxury retreat hidden away in a forest for up to six guests. The interior is truly one of a kind, with eclectic decor and furniture that, when put together, just happens to work! This accommodation exudes character at every turn.
This Tuscan villa rental has a living room, full kitchen, three bedrooms, three bathrooms, a dining room, a family room, and an outdoor area with a private pool overlooking the Tuscany mountains. There are also three outdoor areas, including a patio with furniture if you’d rather dine outside! With so much luxury and personality, this private villa is easily among the best Airbnbs in Tuscany.
Read next: Top Airbnb Rentals with a Private Pool
3. Luxury Tuscany Vacation Rental with Infinity Pool
Location: Radicondoli, Toscana, Italy
Rates from: $299 per night
Accommodates: 6 guests
Infinity pools are all the rage because they are incredibly unique and picturesque, and this one in Tuscany is no different. This romantic villa can host six guests and features a private infinity pool overlooking the mountains. Imagine waking up to a sunrise from here!
This Tuscan accommodation is truly enchanting and is fully equipped with luxurious amenities. Take advantage of the two bedrooms, three bathrooms, an outdoor patio with furniture, a full kitchen, a living room, and a dining room. This Tuscany Airbnb is also pet-friendly!
For a romantic stay in Italy, look no further than this exotic Tuscan villa on Airbnb.
4. Traditional Tuscan House
Location: Capannori, Tuscany, Italy
Rates from: $90 per night
Accommodates: 5 guests
This Tuscan House is nestled in the heart of Tuscany, this enchanting abode beckons travelers with its authentic charm and modern amenities. Imagine waking up to the gentle Tuscan sun, stepping out into a lush garden, and taking a refreshing dip in the private swimming pool. This house is not just a place to stay; it’s an experience that evokes the very essence of Tuscany.
The property boasts three cozy bedrooms, accommodating up to five guests. Each room is thoughtfully designed, ensuring a comfortable stay for every traveler. Whether you’re traveling with family or friends, the house offers ample space for everyone. The modern amenities, including air conditioning, a fireplace, and free Wi-Fi, ensure that guests have everything they need for a memorable stay.
Beyond the confines of this beautiful home, the wonders of Tuscany await. A mere 7-minute drive will take you to Villa Grabau, a historic villa that stands as a testament to the region’s rich history. Further afield, the iconic Piazza dell’Anfiteatro and Piazza Napoleone are just 13 and 15 minutes away, respectively.
After a day of exploring, return to the house and unwind on the porch or lanai, perhaps with a glass of local wine in hand. The separate dining area and balcony offer additional spaces to relax and enjoy the serene surroundings.
5. Charming Farmhouse Airbnb in Tuscany with Vineyard Views
Location: Greve in Chianti, Toscana, Italy
Rates from: $182 per night
Accommodates: 5 guests
This charming farmhouse rental in Greve in Chianti is situated inside of a barn, making it one of the coolest places to stay in Tuscany. It can host five guests and looks like something out of a fairy tale and has an incredibly romantic feel.
The home has excellent views of Chianti’s Hills and features a large garden and outdoor area with a grill. The house was recently restored, and while it does have historic remnants throughout, it’s mostly modern now. Guests are encouraged to utilize the garden when they cook, which is filled with cucumbers, tomatoes, and other fresh produce. Is this one of the most beautiful Airbnb villas in Tuscany, Italy? 100%!
Read next: Coolest Wine Regions Worldwide
6. Contemporary Toscana Airbnb Apartment in Florence
Location: Florence, Tuscany, Italy
Rates from: $296 per night
Accommodates: 6 guests
This contemporary Airbnb apartment for rent in Florence can host six guests at a time and is incredibly central. It’s next to both Ponte Vecchio and a train station so guests can easily get around the city. So if you want to see one of Italy’s most beautiful cities up close, you’ll definitely want to stay here.
This Tuscany vacation rental has lots of amenities, including heating, air conditioning, an outdoor patio with great views, and even a treadmill. The décor throughout the home also feels elegant, as there’s a vibrant chandelier in almost every room! If you’re planning the ultimate Tuscany getaway, there’s no better home base to spend at least a couple days than this Toscana Airbnb.
7. Siena Airbnb Retreat in the Heart of Tuscany
Location: Siena, Tuscany, Italy
Rates from: $545 per night
Accommodates: 10 guests
Located in Siena, this stunning Tuscan accommodation is one that you won’t want to overlook. This villa can host ten guests at a time, making it an ideal place to stay at if you are traveling around Italy with a larger group.
The home was built in the 18th century and is nestled in an area where a family has been growing grapes and olive trees for ten generations and counting. Guests will have access to a private pool, private wine tasting at the winery, private parking, and can even request private chefs or butlers if needed during their stay. The excellent location coupled with the stunning villa views makes this among the coolest Tuscany Airbnbs in Siena.
8. Cottage in the Vineyard by the Sea
Location: Monte Argentario, Tuscany, Italy
Rates from: $99 per night
Accommodates: 5 guests
Picture yourself waking up to the gentle lull of waves, the scent of vineyards wafting through the air, and the promise of another day in paradise. This is what awaits you at this enchanting cottage nestled amidst the vineyards, with the vast expanse of the sea as its backdrop.
The cottage offers two cozy bedrooms, each adorned with twin beds, ensuring a restful night’s sleep after a day of Tuscan adventures. Modern amenities like free Wi-Fi, air conditioning, and a well-equipped kitchen ensure that your stay is as comfortable as it is memorable. But it’s the outdoor space that truly steals the show. Whether you’re sipping on a glass of local wine on the deck or patio or soaking in the hot tub under a canopy of stars, the beauty of Tuscany surrounds you.
Venture out, and you’ll find the pristine Cala Grande just a 14-minute walk away. Dive into its crystal-clear waters, or simply lounge on its shores, letting the Tuscan sun kiss your skin. For those seeking more beach adventures, Cala Piccola Beach and Cala del Gesso are a short drive away, offering their own unique coastal charms.
In essence, the Cottage in the Vineyard is not just an accommodation; it’s an invitation to experience the magic of Tuscany in its purest form. Whether you’re a beach lover, a wine enthusiast, or simply in search of serenity, this cottage promises a journey you’ll cherish forever.
9. Historic Apartment Vacation Rental in Bagnoregio – One of the Best Honeymoon Airbnbs in Tuscany
Location: Bagnoregio, Lazio, Italy
Rates from: $182 per night
Accommodates: 2 guests
Looking for a romantic Airbnb rental for a honeymoon in Tuscany? This vacation rental in Bagnoregio, a popular day trip from Tuscany, is incredibly unique and will make you feel like your staying in your very own Airbnb Tuscany castle.
The interior is one of a kind and features exposed stone walls everywhere, exuding the accommodation’s vast history. You’ll truly feel like you are living inside of a castle!
This house for rent is in a historic village and is filled with unique amenities. Guests will have access to a private outdoor terrace, a luxury bathroom, and more. If you are looking for a unique place to stay in and around Tuscany, this historic apartment rental has got you covered.
10. Boat & Breakfast Accommodation – Top Airbnb on the Tuscany Coast
Location: La Spezia, Italy
Rates from: $351 per night
Accommodates: 8 guests
During your next visit to Italy, consider staying on a boat. This one in La Spezia, right on the border between Liguria and Tuscany, is incredibly unique that the host even calls it a ‘boat and breakfast’! Eight guests can stay here at a time, so it’s much bigger than it looks!
Guests will have epic views of the water and access to a full kitchen and a Bose speaker system so they can jam to music while taking in the windswept coastlines. There’s no better way to wake up every morning than to the sound of the waves outside your window. In many ways, Italy’s maritime heritage can be just as impressive as its viticulture, so you’ll want to experience them both during a visit to Tuscany and Liguria.
Read next: Coolest Luxury Yacht Airbnb Rentals
11. Agriturismo La Roggiola
Location: Monticiano, Tuscany, Italy
Rates from: $33 per night
Accommodates: 3 guests
Tucked away in the picturesque landscapes of Tuscany, Agriturismo La Roggiola promises a retreat that’s both serene and invigorating. As a traveler, the allure of this rustic abode is undeniable. With its traditional Tuscan architecture and the surrounding verdant landscapes, it’s a haven for those seeking an authentic Italian countryside experience.
The property offers a cozy bedroom that comfortably sleeps three, making it an ideal getaway for couples or small families. Modern amenities like air conditioning ensure a comfortable stay, while the fireplace adds a touch of warmth and romance. The kitchenette is perfect for whipping up a quick meal, and the separate dining area provides a quaint setting for intimate dinners.
Step outside, and the charm of Tuscany envelops you. The outdoor space is accentuated with a barbecue grill, perfect for those alfresco dining experiences. The garden, with its lush greenery, is the perfect spot to relax with a book or simply soak in the beauty around.
Just a stone’s throw away is the Val di Merse, a mere 1-minute walk from the property. This natural wonder is a testament to Tuscany’s untouched beauty. For those keen on exploring historical sites, the Eremo di Montesiepi and the iconic Abbazia di San Galgano are just a short drive away, offering a deep dive into the region’s rich history.
12. San Lorenzo Villa Airbnb in Tuscany with Jacuzzi
Location: Monticchiello, Toscana, Italy
Rates from: $424 per night
Accommodates: 6 guests
Looking for a cool Airbnb in Tuscany with a Jacuzzi and pool? This epic villa in Monticchiello can host six guests and has been recently renovated and refurbished with lavish amenities. It truly embodies the beauty of Italy in every possible way.
This UNESCO Heritage accommodation boasts unique architecture, looking like something out of a fairytale. It has three bedrooms, three bathrooms, an outdoor pool, jacuzzi, full kitchen, living room, and dining room.
The outdoor space at this villa is what makes it well worth the price. It’s overgrown yet well taken care of, so there’s beautiful greenery and flowers everywhere you look. Plus, there are spectacular views out of every window. What more could you want in a top Tuscany Airbnb rental?
13. Traditional Stone Cottage
Location: Palazzo Del Pero, Italy
Rates from: $80 per night
Accommodates: 4 guests
Tuscany, with its rolling hills, vineyards, and historic charm, is a dream destination for many. And nestled in its heart is the Traditional Stone Cottage, a relic from 1799, offering a blend of rustic charm and modern comforts.
Imagine waking up in a tranquil setting, where the only sounds are those of nature. This cottage, with its stone walls and wooden beams, exudes an old-world charm that’s hard to find. The bedroom, adorned with a plush queen bed, promises restful nights, while the living room, equipped with a twin bed, offers additional sleeping space.
Modern amenities like a washer, dryer, and free Wi-Fi ensure that guests have all the comforts of home. The outdoor space is a real treat, with a pool that beckons for a refreshing dip and a garden that’s perfect for leisurely strolls.
The kitchen, with its traditional design, is perfect for whipping up Tuscan delicacies. And the outdoor shower adds a touch of luxury, allowing guests to bask in nature.
For those looking to delve deeper into Tuscany’s offerings, a visit to nearby attractions in Arezzo, such as the masterpieces of Piero della Francesca, might be a worthwhile excursion. Additionally, the Tuscan countryside surrounding Palazzo del Pero is likely dotted with vineyards, historic sites, and scenic vistas, making it a perfect base for explorations.
14. Charming Airbnb Tuscany Villa with Pool
Location: Castiglion Fiorentino, Tuscany, Italy
Rates from: $279 per night
Accommodates: 8 guests
This Airbnb Tuscany villa with pool in Castiglion Fiorentino is incredibly spacious, accommodating eight guests. There are four bedrooms, three bathrooms, a unique dining room, fully equipped kitchen, and a living room. Plus, there’s a private outdoor pool that overlooks the rolling Tuscan countryside, olive trees, and vineyards.
Amenities are abundant and include a fireplace, outdoor dining table, coffee machine, hot tub, free parking, and more. For a classic Tuscan getaway, this villa is truly the perfect place to experience the best of this rustic countryside. In just a short drive, guests can get to some nearby villages that sell authentic Italian food. However, after stepping foot inside this Tuscany Airbnb on a vineyard, it will be hard to leave!
15. Villa in Mulazzo
Location: Mulazzo, Tuscany, Italy
Rates from: $117 per night
Accommodates: 4 guests
Tuscany, a region known for its breathtaking landscapes, historic charm, and culinary delights, offers a plethora of accommodations. Yet, this Villa in Mulazzo stands out, promising an experience that’s both authentic and luxurious.
Nestled amidst the verdant landscapes of Mulazzo, this villa is a haven for travelers seeking solace and rejuvenation. The exterior, with its traditional Tuscan architecture, sets the tone for a stay that’s rooted in tradition yet complemented by modern comforts.
The villa boasts two spacious bedrooms, one with a plush double bed and the other with twin beds, ensuring a restful night’s sleep. The two bathrooms, equipped with essential amenities, add to the convenience. The kitchen, with its state-of-the-art appliances, beckons culinary enthusiasts to whip up a Tuscan feast.
Step outside, and the beauty of Tuscany envelops you. The garden, with its lush greenery, is perfect for morning strolls or evening relaxation. The porch or lanai offers a serene spot to enjoy a cup of coffee or a glass of local wine.
While the villa itself is a retreat, its location in Mulazzo offers proximity to some of Tuscany’s iconic attractions. Visitors can explore the medieval Castle of Mulazzo, the birthplace of the famous explorer Amerigo Vespucci. The winding streets, ancient architecture, and surrounding hills offer a picturesque glimpse into traditional Tuscan life.
In essence, this Villa in Mulazzo is not just an accommodation; it’s an experience. Whether you’re a history buff, a nature lover, or someone seeking solace, this villa promises an unforgettable stay.
16. Florence Airbnb Penthouse with Duomo Views
Location: Florence, Toscana, Italy
Rates from: $515 per night
Accommodates: 4 guests
Last but not least on this round-up of the best Tuscany Airbnbs is this penthouse in Florence, which happens to be right next to the Duomo. From the luxury rooftop patio, watch the sunrise or the sunset directly over the Duomo, a view that not many tourists will ever get to experience!
This apartment Airbnb rental in Florence boasts a living room, full kitchen, two bedrooms, one and a half bathrooms, and a dining room in addition to the panoramic views. There is also air conditioning, a sound system, smart TV, and an espresso machine. As such, this is one of the prettiest spots in Florence that every traveler should consider.
With so much charm and stunning views, you won’t find a Tuscany vacation rental quite like this one in Florence!
Read next: Coolest Penthouse Rentals around the World
Frequently asked questions (FAQs) about Best Airbnbs in Tuscany
Looking to dive deeper into how to find an Airbnb in Tuscany? Here are some popular questions you should know about.
Why is Airbnb better than hotels in Tuscany?
Choosing Airbnb over hotels in Tuscany offers several advantages, especially for travelers seeking a more authentic and immersive experience. Here’s why:
- Authentic Experience: Staying in an Airbnb property, whether it’s a rustic farmhouse or a historic villa, provides a genuine taste of Tuscan life. You get to live like a local, even if it’s just for a few days.
- Space and Privacy: Airbnb properties often offer more space than a standard hotel room. This is especially beneficial for families or groups traveling together. You can have multiple bedrooms, a living area, and even a private garden or pool.
- Cost-Effective: For groups or families, renting an entire home can be more cost-effective than booking multiple hotel rooms. Plus, having a kitchen allows you to save money on meals.
- Unique Properties: Airbnb offers a diverse range of accommodations, from centuries-old farmhouses nestled among vineyards to chic apartments in the heart of Florence. This variety ensures a unique and memorable stay.
- Local Insights: Hosts often provide insider tips on the best local restaurants, hidden gems, and off-the-beaten-path attractions. This local knowledge can enhance your travel experience.
- Cultural Immersion: Interacting with your host and neighbors, shopping at local markets, and cooking with regional ingredients allow for a deeper cultural immersion than a typical hotel stay.
- Flexibility: Airbnb properties often offer flexible check-in and check-out times, and the range of available amenities can be broader than what’s found in standard hotels.
Is Airbnb in Tuscany cheaper than hotels?
Absolutely! On a high-level comparison, Airbnbs in Tuscany tend to be more cost-effective than traditional hotels. The diverse range of Airbnb accommodations, from rustic farmhouses to chic apartments, often provides more value for money. This is especially true when considering the added benefits of kitchen facilities, larger living spaces, and the unique, authentic experience they offer. So, if you’re looking to immerse yourself in the Tuscan charm without breaking the bank, Airbnb in Tuscany is a fantastic option!
Is Tuscany a good place for Airbnb?
Yes, Tuscany is an excellent place for Airbnb for several reasons:
- Authentic Experience: Tuscany is known for its rich history, culture, and picturesque landscapes. Airbnb allows travelers to stay in historic villas, rustic farmhouses, and charming apartments, offering a genuine taste of Tuscan life.
- Diverse Offerings: From vineyard estates in Chianti to chic lofts in Florence, Airbnb in Tuscany offers a wide range of accommodations to suit different tastes and budgets.
- Local Interaction: Airbnb hosts often provide invaluable local insights, from recommending hidden gem restaurants to guiding guests to lesser-known attractions.
- Value for Money: Many Airbnb properties in Tuscany come with added amenities like kitchens, private pools, gardens, and more, often at a price point comparable to or even less than traditional hotels.
- Cultural Immersion: Staying in local neighborhoods or countryside settings allows travelers to immerse themselves in the region’s culture, traditions, and daily life.
- Flexibility: Airbnb properties often offer more flexible check-in and check-out times compared to hotels, and the range of available accommodations can cater to both short and extended stays.
Is Tuscany an expensive vacation destination?
Tuscany, like many popular travel destinations, can be both affordable and expensive depending on how you plan your trip. Here’s a breakdown:
Why Tuscany Might Be Considered Expensive:
- Accommodation: Luxury villas, upscale hotels, and renowned resorts in Tuscany can be pricey, especially during peak tourist seasons.
- Dining: Tuscany is known for its exquisite cuisine and fine wines. Dining in high-end restaurants, especially in tourist-heavy areas, can be costly.
- Tours and Activities: Guided tours, wine tastings in prestigious vineyards, and other curated experiences can add to your expenses.
- Transportation: If you’re renting a car, costs can add up, especially when considering insurance, fuel, and tolls.
How Tuscany Can Be Affordable:
- Accommodation: There are plenty of budget-friendly options like agriturismos (farm stays), B&Bs, hostels, and affordable Airbnbs.
- Dining: Local trattorias, osterias, and markets offer delicious Tuscan food at reasonable prices. Cooking for yourself can also save money, especially if you’re staying in a place with a kitchen.
- Free Attractions: Tuscany is rich in natural beauty. Exploring its rolling countryside, hilltop towns, and scenic vineyards doesn’t cost a thing. Many cities also have free or low-cost attractions and events.
- Public Transport: Using regional trains and buses can be a cost-effective way to travel around Tuscany.
Coolest Airbnbs in Tuscany, Italy: Florence, Siena, San Gimignano + More
Tuscany isn’t just about the rolling vineyards and historic cities. It’s also home to some of the most unique Airbnbs out there. From rustic farmhouses to chic city lofts, these accommodations add a whole new layer to the Tuscan experience.
They’re more than just a place to sleep; they’re a gateway into the region’s soul. So, next time you’re plotting your Tuscan adventure, skip the usual hotel routine and instead, stay in a unique Airbnb in Tuscany.
Have you ever stayed in a unique vacation rental in Tuscany? Let me know in the comments or on Instagram, as I’m always looking to add to this round-up of the best Tuscany Italy Airbnb rentals!
Looking for more unique destinations in Europe? Check out these places:
– Top Airbnb Accommodations in Scotland
– Best Vacation Rentals in Ireland
– Coolest Airbnb Stays in Europe
– Most Unique Hidden Gems in Europe
– Top Airbnbs in the South of France
– Best Airbnb Stays in Switzerland
– Top Unique Vacation Rentals in the World
