16 Best Airbnbs in Tuscany, Italy: Luxury Villas, Cottages + More

by Jon Miksis
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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!

Top Airbnb vacation rentals in Tuscany Italy

The Coolest Airbnbs in Tuscany: Top Vacation Rentals in 2025

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.

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:

Before you book anything, don’t miss these deals 👇

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. Casabarthel Treehouse

  • 📍 Location: Florence, Italy
  • 💵 Price Per Night: $460/night
  • 🛏️ Sleeps: 2 guests
  • 🔥 Unique Features: Private outdoor terrace, rain & outdoor showers, valley and park views
  • 🌟 Perfect For: Couples 💕, artists 🎨, nature lovers 🌳, peaceful getaways 🧘‍♀️
An Airbnb treehouse Italy in the heart of Tuscany
Credit: Airbnb
Gorgeous interior décor inside the Tuscany vacation rental
Credit: Airbnb

Welcome to Casabarthel – a dreamy treehouse escape tucked into the Tuscan countryside, just 15 minutes from Florence’s Duomo. This romantic hideaway features a queen bed, a kitchenette, and a private terrace with views of olive trees and rolling hills.

You’ll have both a relaxing rain shower indoors and a refreshing outdoor shower on your terrace. The shared grounds include a swimming pool, tennis court, dining porch, and gardens where you can unwind among a friendly community of artists and travelers.

Nearby, stroll through Galluzzo Village’s local markets, visit the Certosa Monastery, or explore the culture of Florence and Siena. Wi-Fi is available only in shared spaces, inviting you to disconnect and savor the slow Tuscan life.

2. The Frantoio

  • 📍 Location: Tuscany, Italy
  • 💵 Price Per Night: $2,019/night
  • 🛏️ Sleeps: 12 guests
  • 🔥 Unique Features: Restored olive mill, saltwater pool, chef-designed kitchen
  • 🌟 Perfect For: Family reunions 👨‍👩‍👧‍👦, luxury retreats 🧘‍♀️, destination weddings 💍
Living area
Credit: Vrbo
Terrace/patio area with stunning view
Credit: Vrbo

The Frantoio is a restored 6-bedroom villa set on a private 9-acre olive estate between Lucca and Florence. This historic property once operated as an olive mill and now blends rustic Tuscan charm with refined luxury.

Inside, you’ll find en-suite bedrooms with plush linens, two inviting living rooms, a wine cellar, and dual kitchens—including a chef-designed space for culinary adventures.

Spend your days exploring Lucca, Pisa, or Florence, or enjoy wine tasting and coastal day trips. You can also opt for private chefs, yoga sessions, or in-house massages to elevate your stay.

Whether celebrating a special occasion or simply soaking in the Tuscan sun, The Frantoio provides an unforgettable Italian getaway.

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3. Villa Masoni

  • 📍 Location: Casale, Italy
  • 💵 Price Per Night: $663/night
  • 🛏️ Sleeps: 6 guests
  • 🔥 Unique Features: Infinity pool, breathtaking valley views, well-kept garden with sundeck
  • 🌟 Perfect For: Relaxation seekers 🌄, nature lovers 🌿, wine and food enthusiasts 🍷🍝
An Airbnb Tuscany villa with pool.
Credit: Airbnb
Cozy and inviting house for rent in Tuscany
Credit: Airbnb

Villa Masoni is a beautifully restored Tuscan villa overlooking the Valdarno Valley. This peaceful retreat is ideally positioned for visits to nearby historic towns and landmarks.

The open-plan interior features a cozy fireplace, a modern kitchen with a sleek steel island, and two bright bedrooms with private bathrooms—perfect for privacy and comfort.

Step outside to unwind in the tranquil garden, stretch out on the sundeck, or cool off in the luxurious infinity pool treated with eco-friendly hydrolysis.

Enjoy exclusive access to the villa and its amenities, including a washing machine and free parking. Loro Ciuffenna, Florence, Siena, and the Prada outlet in Levanella are all just a short drive away, making this an ideal base for exploring Tuscany.

4. Typical Tuscan House

  • 📍 Location: Capannori, Tuscany
  • 💵 Price Per Night: $396/night
  • 🛏️ Sleeps: 5 guests
  • 🔥 Unique Features: Private swimming pool, enclosed garden, panoramic views
  • 🌟 Perfect For: Couples 💑, small families 👨‍👩‍👧, culture & nature lovers 🎨🌿
Tuscan house rental with outdoor pool
Credit: VRBO
Comfortable living room to relax while watching TV
Credit: VRBO

Stay in this lovingly restored Tuscan farmhouse set in the hills above Lucca, where original wooden beams and stone walls create a warm, rustic feel.

The ground floor offers a spacious living room with a ventilated fireplace and a fully equipped kitchen, while upstairs you’ll find a double bedroom, a single bedroom, and a bathroom with a shower.

Outside, the fenced garden includes a 3.5 x 5 m swimming pool, sun loungers, and a dining area for meals under the Tuscan sky.

Explore nearby attractions like the historic city of Lucca, Villa Mansi, and Pisa—all within easy reach for a perfect blend of relaxation and discovery.

5. Torre San Pietro

  • 📍 Location: Tuscany, Italy
  • 💵 Price Per Night: $1,983/night
  • 🛏️ Sleeps: 12 guests
  • 🔥 Unique Features: 13th-century medieval tower, heated pool, panoramic rooftop terrace
  • 🌟 Perfect For: Historic getaways 🏰, destination weddings 💍, family gatherings 👨‍👩‍👧‍👦
Torre San Pietro exterior design
Credit: Vrbo
Kitchen area
Credit: Vrbo

Torre San Pietro is a rare Tuscan estate combining a 13th-century tower with a graceful 19th-century villa. The property is steeped in history yet filled with modern comforts.

The villa features six comfortable bedrooms with A/C, designer bathrooms, and spacious living areas, including two home offices for guests mixing work with leisure.

Outdoors, lounge by the heated pool, rinse off in the stone shower, or enjoy sunset dinners on the 150 sqm stone piazza, in the gazebo, or from the panoramic balconies.

Located just 20 minutes from Florence, with Pratolino, Fiesole, and Mugello close by, Torre San Pietro is an unforgettable setting for weddings, reunions, or a historic Tuscan escape.

6. Villa La Torricella

  • 📍 Location: Tuscany, Italy
  • 💵 Price Per Night: $2,045/night
  • 🛏️ Sleeps: 13 guests
  • 🔥 Unique Features: Medicean villa, panoramic countryside views, elevator
  • 🌟 Perfect For: Family reunions 👨‍👩‍👧‍👦, weddings 💒, Tuscan getaways 🍷
Swimming pool area
Credit: Vrbo
Living area
Credit: Vrbo

Villa La Torricella is a historic Medicean villa set among olive groves and rolling hills in Chianti, just 20 minutes from Florence. With space for 13 guests, it’s ideal for large families or milestone celebrations.

The home spans three floors, connected by an elevator, and features antique furnishings, three living rooms, a formal dining room, and a fully stocked kitchen. Bedrooms are air-conditioned for extra comfort.

Step outside to the private pool area with gazebos and loungers, or enjoy an al fresco meal under the shaded dining terrace with seating for 14 guests.

Whether you’re hosting a wedding, marking a special occasion, or simply unwinding in Tuscany, Villa La Torricella offers a one-of-a-kind experience.

7. Villa Le Colline

  • 📍 Location: Tuscany, Italy
  • 💵 Price Per Night: $1,793/night
  • 🛏️ Sleeps: 14 guests
  • 🔥 Unique Features: 16th-century villa, en-suite bedrooms, private fenced pool
  • 🌟 Perfect For: Large families 👨‍👩‍👧‍👦, weddings 💍, Tuscan getaways 🌿
Living area
Credit: Vrbo
Cozy bedroom with views
Credit: Vrbo

Villa Le Colline is a sprawling 16th-century estate just 15 minutes from Florence, set among olive groves and cypress trees on a peaceful hillside.

Inside, the villa boasts 7 bedrooms, each with en-suite bathrooms and A/C. Elegant lounges feature antique fireplaces, and there’s a fully equipped kitchen plus a pizza oven for authentic Italian meals.

Head outdoors to enjoy the fenced private pool or relax in the lush garden with panoramic views. There’s even a gym and TV lounge for extra amenities.

Close to the Chianti wine region, this villa is ideal for weddings, family reunions, or relaxing getaways with up to 40 guests.

8. Vineyard by the Sea

  • 📍 Location: Monte Argentario, Tuscany
  • 💵 Price Per Night: $127/night
  • 🛏️ Sleeps: 5 guests
  • 🔥 Unique Features: Outdoor spa tub, three terraces, vineyard setting
  • 🌟 Perfect For: Nature lovers 🌿, couples or small families 👨‍👩‍👧‍👦, those seeking tranquility🍷
Beautiful aerial shot of the Monte Argentario cottage rental
Credit: VRBO
Relaxing view from the terrace
Credit: VRBO

Vineyard by the Sea is a charming cottage nestled among olive, fig, and grape trees near Monte Argentario. It’s perfect for a quiet retreat close to the Mediterranean coast.

Indoors, the home features a comfortable living area with German TV channels, a well-equipped kitchen, and two restful bedrooms with ceiling fans.

Step outdoors to unwind in the outdoor spa tub or relax on one of three terraces surrounded by peaceful vineyard views. Fast fiber-optic Wi-Fi lets you stay connected if you wish.Nearby, visit Cala Piccola Beach, hike to Cala del Gesso, or sample local Tuscan cuisine along the coast.

9. The Enchantment of Civita

  • 📍 Location: Bagnoregio, Italy
  • 💵 Price Per Night: $244/night
  • 🛏️ Sleeps: 3 guests
  • 🔥 Unique Features: Large private terrace, historic tuff stone architecture, valley views
  • 🌟 Perfect For: Couples ❤️, solo travelers 👤, history 📜 and architecture 🏛️ lovers
A luxury Tuscany villa with sweeping views of vineyards and hills
Credit: Airbnb
Stay at this Tuscany Airbnb that resembles a castle
Credit: Airbnb

Stay in Civita di Bagnoregio, one of Italy’s most enchanting villages, at this cozy stone cottage called The Terrace. Cross the iconic pedestrian bridge to reach this special spot.

The home features a comfortable double bedroom, a fully equipped kitchen, and rustic stone walls with exposed beams that create an old-world feel.

Spend your mornings or evenings on the private terrace overlooking the Valle dei Calanchi, sipping wine and enjoying the views.

Wander through the village’s narrow streets or explore the Lazio countryside, rich in history and charm.

10. Boat & Breakfast La Spezia

  • 📍 Location: La Spezia, Liguria
  • 💵 Price Per Night: $236/night
  • 🛏️ Sleeps: 8 guests
  • 🔥 Unique Features: Four double cabins, private boat mooring, Bose sound system
  • 🌟 Perfect For: Couples ❤️, groups 👥, sea lovers 🌊, adventure seekers ⛵
Stay at a boat rental, which is one of the coolest Airbnbs in Tuscany on the coast
Credit: VRBO
Expansive interior cabin.
Credit: VRBO

Experience life at sea aboard Boat & Breakfast La Spezia, a charming houseboat moored at the Mirabello port, just minutes from La Spezia’s historic center and Cinque Terre.

The boat features four double cabins, two bathrooms, and a cozy lounge with a Bose sound system that plays indoors and on deck.

Start your day with breakfast on the cockpit deck, or take an optional sailing trip to Portovenere, Cinque Terre, or Lerici.

Dine at local favorites like Pepe Nero or enjoy a drink at Shamrock Pub. Whether you’re relaxing dockside or heading out on an adventure, this stay is truly unforgettable.

11. Agriturismo La Roggiola

  • 📍 Location: Monticiano, Tuscany
  • 💵 Price Per Night: $57/night
  • 🛏️ Sleeps: 3 guests
  • 🔥 Unique Features: Wood-burning oven, half-hectare garden, pet-friendly
  • 🌟 Perfect For: Couples ❤️, nature lovers 🌿, food and wine enthusiasts 🍷
Airbnb rental on the land of Monticiano, Tuscany
Credit: VRBO
Cozy bedroom for three guests
Credit: VRBO

Find your countryside escape at Agriturismo La Roggiola, a charming independent cottage surrounded by a half-hectare private garden in a protected nature zone. This peaceful hideaway is perfect for couples or small families craving a rustic Tuscan retreat.

The home offers a simple and cozy setup with a combined bedroom and living space, a bathroom, and a kitchenette for preparing local produce or your favorite meals. A wood-burning oven adds to the authentic countryside experience.

Located just 30 km from Siena and San Gimignano, and 4 km from the Abbey of San Galgano, the cottage offers easy access to riding trails, wineries, and olive oil tastings. After exploring, unwind in the garden and enjoy the peaceful setting.

12. Castle of Volognano

  • 📍 Location: Tuscany, Italy
  • 💵 Price Per Night: $1,888/night
  • 🛏️ Sleeps: 14 guests
  • 🔥 Unique Features: 11th-century castle, vineyard setting, antique billiard table
  • 🌟 Perfect For: Large families 👨‍👩‍👧‍👦, weddings 💍, wine lovers 🍷, history buffs 🏰
Exterior design
Credit: Vrbo
Living area
Credit: Vrbo

Experience the grandeur of the Castle of Volognano, a beautifully restored 11th-century estate nestled in Tuscany’s Chianti region. Just 10 miles from Florence, this historic castle blends medieval architecture with modern-day comfort.

The castle offers six bedrooms, a full kitchen, a formal dining space, and a cozy lounge on the top floor complete with an antique billiard table and TV for relaxed evenings with family or friends.

Outside, unwind in the 6x12m private pool, partially sheltered within the old lemon house, or stroll through the classic Italian garden. The pool area includes a changing room, a shower, and lounge spaces perfect for sunny afternoons.

Beyond the castle grounds, enjoy wine tasting in the Chianti Hills, shop luxury outlets at The Mall, or explore Florence’s museums and historic sites. Be it a celebration or a relaxing escape, this castle promises an unforgettable stay.

13. Charming Traditional Stone Cottage

  • 📍 Location: Palazzo del Pero, Tuscany
  • 💵 Price Per Night: $117/night
  • 🛏️ Sleeps: 4 guests
  • 🔥 Unique Features: Historic stone cottage (built 1799), private pool, stone pizza oven
  • 🌟 Perfect For: Couples ❤️, small families 👨‍👩‍👧‍👦, history lovers 🏛️, nature seekers 🌳
Historic cottage rental in the heart of Palazzo Del Pero
Credit: VRBO
Scenic view from the pool
Credit: VRBO

Discover a piece of history at this charming 1799 stone cottage, a converted chapel lovingly restored using traditional Tuscan materials. This rustic retreat includes a double bedroom with an en-suite bath, a reading room, and a cozy kitchen with dining space.

Through the double doors, you’ll find a private garden featuring a secluded pool, a stone pizza oven, BBQ, and a gazebo—the perfect setup for afternoons under the Tuscan sun.

Located just 25 km from Arezzo, the cottage is close to small towns like Palazzo del Pero and offers easy day trips to Cortona, Montepulciano, and San Gimignano for sightseeing, dining, and wine tasting.

14. Bell’Estate

  • 📍 Location: Lucca, Tuscany
  • 💵 Price Per Night: $1,888/night
  • 🛏️ Sleeps: 16 guests
  • 🔥 Unique Features: 19th-century hilltop villa, seven-acre private estate, expansive pool
  • 🌟 Perfect For: Large families 👨‍👩‍👧‍👦, cultural travelers 📚, Tuscany dreamers 🍷
First Floor Living Room
Credit: Vrbo
Dining room
Credit: Vrbo

Escape to Bell’Estate, an elegant 8-bedroom villa perched on a peaceful hilltop just minutes from Lucca. This 19th-century estate is surrounded by seven acres of private grounds, perfect for a relaxed Tuscan getaway.

The villa’s 7,500 sq ft of living space includes cozy reading nooks, a grand dining room, and a fully stocked kitchen. Shelves of curated family books add warmth and personality to each room.

Outdoors, stroll through olive groves, dine beneath a centuries-old oak tree, or unwind by the pool with views of the Tuscan hills. As the sun sets, watch fireflies light up the wisteria arbor, creating a magical evening atmosphere.

Nearby, explore Lucca’s historic streets, shop at local markets, or take day trips to Florence, Pisa, Cinque Terre, and the coast. Whether relaxing or sightseeing, Bell’Estate provides a quintessential Tuscan experience.

15. La Casetta

  • 📍 Location: Mulazzo, Tuscany
  • 💵 Price Per Night: $138/night
  • 🛏️ Sleeps: 4 guests
  • 🔥 Unique Features: 13th-century stone farmhouse, enclosed garden, BBQ & veranda
  • 🌟 Perfect For: Couples 💑, families 🧺, nature lovers 🌳, cultural explorers 🏛️
Unique house rental with mountain view in Tuscany, Italy
Credit: VRBO
View inside the Villa in Mulazzo
Credit: VRBO

La Casetta is a lovingly restored 13th-century stone farmhouse nestled in the green hills of Lunigiana. It’s the perfect place to unwind in nature while still being close to Tuscany’s cultural highlights.

Inside, the home features a warm living room with a wood-burning fireplace, a fully equipped kitchen, two comfortable bedrooms, and two bathrooms—blending historic charm with modern convenience.

Step outside to a 1600 sqm fenced garden where pets and kids can roam freely. Relax on the covered veranda, enjoy al fresco meals at the outdoor table, or fire up the BBQ for laid-back evenings under the stars.

Located near Cinque Terre, Versilia beaches, and historic towns like Lucca and Florence, La Casetta offers both peaceful seclusion and easy access to Tuscany’s best day trips.

16. Farmhouse Villa Lean

  • 📍 Location: Lucca, Tuscany
  • 💵 Price Per Night: $617/night
  • 🛏️ Sleeps: 10 guests
  • 🔥 Unique Features: XII-century architecture, private chef, pool with vineyard views
  • 🌟 Perfect For: Food lovers 🍝, multigenerational families 👨‍👩‍👧‍👦, history buffs 🏛️
Front face at sunset
Credit: Vrbo
The barn
Credit: Vrbo

I wouldn’t dream of making a Tuscany list without this gem near Lucca. This XII-century farmhouse has cinematic roots and postcard views over the Tuscan hills. It sleeps up to 10 between two connected wings, with cozy bedrooms, a large kitchen, and an original stone fireplace that gives the place soul.

What really makes this stay shine is Monica, your on-site host and private chef. She’ll cook authentic Tuscan meals with ingredients from her own garden, and maybe share a story or two over wine.

You’re just 15 minutes from Lucca’s famous walls, but ask about Giovanni’s local mountain tour. He’ll take you through hidden hamlets, forest trails, and even a canyon swim at Orrido di Botri if the weather calls for it.

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:

  1. 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.
  2. 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.
  3. 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.
  4. 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.
  5. 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.
  6. 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.
  7. 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:

  1. 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.
  2. 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.
  3. Local Interaction: Airbnb hosts often provide invaluable local insights, from recommending hidden gem restaurants to guiding guests to lesser-known attractions.
  4. 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.
  5. Cultural Immersion: Staying in local neighborhoods or countryside settings allows travelers to immerse themselves in the region’s culture, traditions, and daily life.
  6. 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:

  1. Accommodation: Luxury villas, upscale hotels, and renowned resorts in Tuscany can be pricey, especially during peak tourist seasons.
  2. Dining: Tuscany is known for its exquisite cuisine and fine wines. Dining in high-end restaurants, especially in tourist-heavy areas, can be costly.
  3. Tours and Activities: Guided tours, wine tastings in prestigious vineyards, and other curated experiences can add to your expenses.
  4. Transportation: If you’re renting a car, costs can add up, especially when considering insurance, fuel, and tolls.

How Tuscany Can Be Affordable:

  1. Accommodation: There are plenty of budget-friendly options like agriturismos (farm stays), B&Bs, hostels, and affordable Airbnbs.
  2. 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.
  3. 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.
  4. Public Transport: Using regional trains and buses can be a cost-effective way to travel around Tuscany.
Most unique Airbnb rentals in Tuscany Italy.
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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

Jon Miksis

About Jon Miksis

Award-winning Travel Writer • Founder of Global Viewpoint • 70+ countries visited • 10 Million+ readers

Since 2017, I’ve traveled 3–6 months a year, sharing detailed guides that have helped over 10 million readers travel smarter, deeper, and better. My work blends firsthand experiences — from U.S. road trips and cold-plunge cabins to Michelin-starred dining and business-class flights — with honest, independent reviews.

I’ve been hired by leading tourism boards in 7 countries across Europe, North America, and South America, as well as international travel brands. My travel tips and insights have been featured in Forbes, HuffPost, Yahoo Travel, and The Boston Globe. I’ve personally reviewed 500+ hotels, retreats, and flight experiences — and I never recommend a place I wouldn’t return to myself.

I also save $5–10K per year on airfare using flight tools and 10+ travel credit cards, and I’ve invested over $100K into personal development through transformational retreats and coaching since 2021.

When I’m not road-tripping across the Northeast or writing guides for Global Viewpoint, you’ll find me cold plunging in local lakes, sipping espresso in quiet cafes in Vienna, or chasing fall foliage across New England. I split my time between exploring the world and soaking up life in Boston, my lifelong home base. Some of my favorite places I keep going back to? Switzerland, Spain, Iceland, Italy, Greece, the Faroe Islands, Guatemala, California, Montana, Vermont, and coastal Maine in autumn.

See my latest adventures on Instagram and TikTok.

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