
Vacation rentals in Tuscany
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Tuscany
Guests agree: these stays are highly rated for location, cleanliness, and more.

Podere Vergianoni immerso nelChianti con piscina
Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

Palazzo Monaci - Pool in the Crete Senesi
Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

The Chianti Classico Sunset
Se cercate una location idilliaca nel cuore del Chianti classico, immersi nei vigneti e oliveti delle splendide colline toscane, nel podere di una Villa storica del ‘500, allora venite nel nostro fienile!! Ha una posizione dominante con una vista strepitosa, dove è possibile godersi tramonti mozzafiato. La totale indipendenza della casa, l'accogliente giardino, il grande loggiato permettono di trascorrere soggiorni in totale tranquillità. Le nostre recensioni sono la vostra migliore garanzia.

Luxurious Medieval Tower & Private Concierge
It’s rare to find a place that’s not only romantic but also historic & truly one of a kind. La Torretta is part of Toscana a Due—a medieval tower with a huge garden & olive trees, right in the heart of San Quirico, overlooking the Val d’Orcia. The 1000-year-old building has been redesigned as a blend of heritage & antique luxury. With our unique tailored concierge service and a warm welcome into our family’s life, we share our traditions, history, and Tuscany’s hidden treasures with you.

Il Fienile, Luxury Apartment in the Tuscan Hills
‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

Your Tuscan oak tree house, enchanting Val d'Orcia
The house enjoys a rare and enchanting view of the Val d’Orcia and Monte Amiata, ensuring maximum privacy. The interiors mirror the charm of the Tuscan style, with antique furniture and finishes made by local artisans. It is equipped with a double bedroom, a large living room with a big table, a fully equipped kitchenette, a double sofa bed in front of the fireplace, in the living room. Outside, the patio will allow you to eat with the colors of the sunset as a backdrop.

Villa di Geggiano - Perellino Suite
The 700 years old Villa di Geggiano, surrounded by our working vineyard and lovingly maintained gardens, is located in Chianti in Tuscany which is one of the most beautiful regions of Italy. Our guesthouse is located in one of the original garden pavilions of the villa. PLEASE NOTE THAT WE ARE IN THE COUNTRYSIDE WITH VERY FEW PUBLIC TRANSPORT OTHER THAN TAXI SO THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A RENTAL CAR.

Il Castello di Ferrano - Castle in Tuscany
Try the experience to stay in a real Castle! Il Castello di Ferrano offers to his hosts the chance of doing an unforgettable experiece:you will be the only guests in the castle and everythig will be for you (private pool from June to September, gardens ecc.)Historical building, surrounded by nature, finely decorated, frescoes/moulding on the ceiling, ample terrace w/ stone and terracotta floor, private outdoor pool.. Good position. Preferably come by car.

Old hayloft on the Chianti hills
Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.

The Enchantment of Civita (The Terrace)
L'Incanto di Civita is located inside the ancient village of Civita di Bagnoregio. After leaving your car at the parking lot, you will need to walk along the bridge, the only way to access our "tufo pearl". L'Incanto di Civita is located in the ancient village of Civita di Bagnoregio. After leaving your car at the parking lot you will need to walk along the bridge, the only way to access our "tufo pearl".

Casa al Gianni - Hut
Hi, we're Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our hallmark is simple life in close contact with nature and the animals of our farm. Immersed in the woods and the beautiful Tuscan countryside, you will spend an unforgettable vacation. This slice of paradise will remain in your heart!

Romantic apartment in the Tuscan village
The house is located in an ancient medieval village that has been completely renovated while maintaining the charm of its history. In the village you will find two swimming pools, a restaurant, many gardens and much more... It is in a strategic position to be able to reach the main attractions such as the Chianti Region, Florence, Arezzo and Siena!
Popular amenities for Tuscany vacation rentals
Family friendly vacation rentals in Tuscany

Belforti Tower

Farmhouse Fattoria La Parita

Esplora la natura al centro di Vigneti Chianti

Agriturismo I Gelsi

Mafuccio Farmhouse - "Casa di Rigo"

Apartment in Tuscan farm house.

Selvabella in Chianti B&B. Lo Scricciolo Suite

Terra Delle Sidhe, Seggiano, Tuscany, Italy
House rentals in Tuscany

StageROOM03 - Idyllic Chianti cottage near Siena

Infinity pool in Chianti area
Gorgeous Villa with Postcard Views in Historical Florence

Alma Vignoni - Vignoni Val d 'Orcia - Bagno Vignoni

Secret Garden Siena

Garden House

Montalcino Townhouse with Private Garden & Spa

Cottage in Toscana in antica Villa con giardino
Apartment rentals in Tuscany

Casa Le Contesse

Podere La Quercia

Giglio Blu Charming Loft

"Red Rose" apartment with view of Siena.

Loggia 1 in farmhouse with shared pool

Open Heart Apartment sea view

Beautiful medieval village!!!

Panoramic loft with terrace near Ponte Vecchio
All about Tuscany
Home to one of the world’s most famous renaissance sculptures, the Leaning Tower of Pisa, and legendary wines, Tuscany is a picturesque region in central Italy bordered by the Tyrrhenian and Ligurian seas and scattered with terracotta rooftops and lush vineyards. South of Cinque Terre and north of Rome, Tuscany is home to diverse, awe-inspiring landscapes, from ancient walled cities to the sugary sands of Cala Violina. You can ski in the northern Apennine Mountain villages, soak in southern Santurnia’s hot springs, swim in eastern Arezzo’s wooded Arno River, or sunbathe on the western beaches of Elba and the Tuscan Isles. Between these borders, there are medieval hill towns to explore, sunflower and poppy fields to cycle alongside, and scenic spots in the verdant countryside for picnics made up of local olives, figs, and cheeses.
Tuscany’s 10 provinces include the cities of Pisa, Siena, and Florence — all World Heritage sites — along with hilltop San Gimignano, which blends ancient towers with contemporary art installations. Visitors are drawn to the region to explore over 100 protected nature reserves, the renowned cultural treasures at the Uffizi gallery, and spectacular churches and cathedrals including the ancient Basilica of San Frediano with its 13th-century Romanesque mosaic exterior. Unforgettable local cuisine includes hearty ribollita soup and cantucci — crunchy almond biscuits — and Florence in particular is a big draw for steak, which is traditionally cooked over embers.
What are the top things to do in Tuscany?
Siena
Centrally located Siena draws visitors to the Italian Gothic Palazzo Pubblico, seat of Siena’s government, while its 13th-century Torre del Mangia — one of the largest secular towers in Italy — is as impressive as the frescoes inside. Restaurants and bars radiate with live music from Piazza del Campo, and you can hop on an electric bike or stroll along the river to join the locals in a sunset passeggiata.
Val d’Orcia
In bucolic Val d’Orcia you can sip world-famous Brunello di Montalcino and sample traditional country cooking while peering down from pretty villages at hills dotted with vineyards and cypress trees. The towers of San Gimignano, the city of Pienza, and Abbazia di Sant'antimo — a Romanesque church where you can still hear Gregorian chants by resident monks — are just some of this area’s treasures.
Pitigliano and Saturnia
Built on hills of volcanic tuff, the ancient town of Pitigliano is home to exposed caves and historic tombs. At certain times of day, the interior of the Pitigliano Cathedral is tinted gold and purple as the sun’s rays reach through colored glass windows, while the narrow streets are lined with shops and restaurants. A half-hour drive will take you to Saturnia, a spa town where you can slide into warm sulphurous waters that pool around cascading waterfalls.
Destinations to explore
- Condo rentals Tuscany
- Fitness-friendly rentals Tuscany
- Smoking-friendly rentals Tuscany
- Villa rentals Tuscany
- Lakehouse rentals Tuscany
- Bungalow rentals Tuscany
- Rentals with a washer and dryer Tuscany
- Nature eco lodge rentals Tuscany
- Campsite rentals Tuscany
- Barn rentals Tuscany
- Rentals with beach access Tuscany
- Rentals with lake access Tuscany
- Private suite rentals Tuscany
- House rentals Tuscany
- Beachfront rentals Tuscany
- Rentals with a sauna Tuscany
- Rentals with outdoor seating Tuscany
- Vacation home rentals Tuscany
- Rentals with a home theater Tuscany
- Boat rentals Tuscany
- Rentals with a hot tub Tuscany
- Apartment rentals Tuscany
- Hostel rentals Tuscany
- Rentals with an EV charger Tuscany
- Rentals with a fireplace Tuscany
- Waterfront rentals Tuscany
- Chalet rentals Tuscany
- Bed and breakfasts Tuscany
- Mansion rentals Tuscany
- Resort rentals Tuscany
- Aparthotel rentals Tuscany
- Tower rentals Tuscany
- Rentals with a fire pit Tuscany
- Pet-friendly rentals Tuscany
- Rentals with a kayak Tuscany
- Townhouse rentals Tuscany
- Hotel rooms Tuscany
- Loft rentals Tuscany
- Cottage rentals Tuscany
- Rentals with a balcony Tuscany
- Tiny house rentals Tuscany
- Tent rentals Tuscany
- Family-friendly rentals Tuscany
- Earth house rentals Tuscany
- Beach house rentals Tuscany
- Cabin rentals Tuscany
- Luxury rentals Tuscany
- Ski-in/ski-out rentals Tuscany
- Rentals with a patio Tuscany
- Rentals with an accessible height bed Tuscany
- Castle rentals Tuscany
- Rentals with pools Tuscany
- Boutique hotels Tuscany
- Farmstay rentals Tuscany
- Rentals with an accessible height toilet Tuscany
- Guesthouse rentals Tuscany
- RV rentals Tuscany
- Serviced apartment rentals Tuscany
- Rentals with breakfast Tuscany
- Things to do Tuscany
- Nature and outdoors Tuscany
- Art and culture Tuscany
- Food and drink Tuscany
- Entertainment Tuscany
- Tours Tuscany
- Sports activities Tuscany
- Sightseeing Tuscany
- Things to do Italy
- Sightseeing Italy
- Food and drink Italy
- Entertainment Italy
- Tours Italy
- Nature and outdoors Italy
- Art and culture Italy
- Wellness Italy
- Sports activities Italy




