
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.

Pieve di Caminino Historic Farm
Solo per amanti della natura. L'antica fattoria Pieve di Caminino, biologica, è un importante sito storico: ex pieve medievale sorta all'incrocio di due strade romane, ospitò due santi (la chiesa del XII secolo è oggi un museo privato, visitabile dagli ospiti, su appuntamento). Oggi copre 200 ettari di proprietà privata recintata, posta su una collina panoramica. Sette alloggi condividono una tenuta con piscina (stagionale), due laghetti, un uliveto centenario, vigneto e una foresta di sughere.

Villa di Geggiano – Guesthouse
PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

Under the sunset, Montepulciano
In 2023 my son Guglielmo and I decided to restore the old oratory of a church from the 1600s by creating a two floor apartment: upstairs we have 2 bedrooms equipped with AC and 2 en-suite bathrooms with shower; downstairs a spacious living room with stereo Available a table outside with great view and a nice garden 50 mt away where to have a private wine tasting for all the guests of our 4 apartments We can organize barbecue with paired wines after 7 pm. Large free parking area 100 mt away

Tuscan cottage with an heavenly view
Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

Giglio Blu Charming Loft
The accommodation is a portion of a historical noble residence dating back to the 14th century, adorned with frescoes and tastefully restored. It is located on the ground floor of a quiet and safe street, with a private and independent entrance and self check-in. The space is cozy, comfortable, and elegant, perfect for guests seeking an authentic Tuscan experience with modern comfort and technology. It is situated just a few kilometers away from Florence, Pisa, Lucca, Vinci, San Gimignano...

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.

The Cellar (Palazzo Pallotti)
The apartment is two floors below the square, entirely dug into the tuff. Overlooking the valley, it is isolated from the noises of the street, quiet, private, and very welcoming. The tuff walls give it an ancient vibe to transport you to another time. It can be reached on foot, via a footbridge that takes you directly to the square where the property is located. It is perfect for short stays of complete relaxation, but with the fully equipped kitchen you can make the most of it.

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.

Alma Vignoni - Vignoni Val d'Orcia - Bagno Vignoni
Alma Vignoni is an elegant and exclusive holiday house in Vignoni Alto that recalls Tuscan style and is enriched by unusual and personal details. The house consists of an open-space with fireplace in the center. On the one hand the room with stunning views over the surrounding hills (Pienza, Monticchiello and Montepulciano) on the other the kitchen area. Two cozy rooms overlook the ancient Via Francigena and the Orcia river valley. The bathroom has a large shower.

Farmhouse in Chianti with Swimming Pool
Agriturismo Il Colle is located on one of the Chianti hills. The structure has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence just 35 minutes by car The apartment is located on the ground floor of the main farmhouse, with independent access and private space. The care taken in the restoration and furnishing make the house particularly welcoming, respecting the rural style.

Tofanello Turquoise Luxury with Outdoor Pool
Escape to the rolling hills of Umbria in this updated farmhouse (90 m2 over 2 floors) that retains its original charm. The home features classic beamed vaulted ceilings, original stone finishes, an indoor wood-burning fireplace, private entrance and a private garden terrace. The shared pool has a large sun lounge area. If your favourite dates aren't available anymore take a look at our orange apartment. Orange: https://www.airbnb.com/rooms/plus/9429730

The Tower
Ancient Tuscan villa, beautiful, with exclusive private garden, completely renovated, surrounded by the beautiful and gentle Tuscan hills. The villa has a breathtaking view, is very sunny, well furnished and equipped with all amenities, quiet and not isolated. The house is located in Bagnolo, a small hamlet of Impruneta at the gates of Chianti, an area of olive groves, vineyards and peace. The house is about 10 km by car from the center of Florence.
Popular amenities for Tuscany vacation rentals
Home rentals in Tuscany

Infinity pool in Chianti area

The MOONLIT & SUNNY COTTAGE near Florence

Casa Al Poggio & Chianti view

"La Lambarda" tower Suite

Charming converted Hayloft overlooking the Chianti Hills

Casa Luigi Suite with exclusive pool

The Chianti Classico Sunset

Poggiodoro, your charming villa in Tuscany
Apartment rentals in Tuscany

Panoramic Country Suite Montalcino

"Red Rose" apartment with view of Siena.

Historical mansion in Florence with garden

Beautiful medieval village!!!

I Tramonti di Eramo, Montepulciano city center.

Country house 9 km to Florence-2+1g,free parking

Casa Bonari - a paradise for the eyes

La Dimora del Luca
Other great vacation rentals in Tuscany

Belforti Tower

Amazing Tuscany Villa, FREE parking

Stone farmhouse in the Val d'Orcia

700-year-old restored barn in the hills of Bologna

Poggio Bicchieri Holiday Farm - Poesia apartment

[SAN LORENZO-DUOMO] Prestigious Historic Residence

Mafuccio Farmhouse - "Casa di Rigo"

Wonderful Loft in Villa with Pool in Chianti
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
- Cottage rentals Tuscany
- Rentals with a patio Tuscany
- Rentals with breakfast Tuscany
- Serviced apartment rentals Tuscany
- Luxury rentals Tuscany
- Family-friendly rentals Tuscany
- Bed and breakfasts Tuscany
- Mansion rentals Tuscany
- Vacation home rentals Tuscany
- Private suite rentals Tuscany
- Villa rentals Tuscany
- Rentals with an accessible height toilet Tuscany
- Rentals with outdoor seating Tuscany
- Beach house rentals Tuscany
- Barn rentals Tuscany
- Rentals with beach access Tuscany
- Rentals with lake access Tuscany
- Rentals with an accessible height bed Tuscany
- Castle rentals Tuscany
- Apartment rentals Tuscany
- Boat rentals Tuscany
- Rentals with a hot tub Tuscany
- Fitness-friendly rentals Tuscany
- Rentals with a washer and dryer Tuscany
- Aparthotel rentals Tuscany
- Beachfront rentals Tuscany
- Rentals with a sauna Tuscany
- Rentals with a fireplace Tuscany
- Hostel rentals Tuscany
- Townhouse rentals Tuscany
- Rentals with a balcony Tuscany
- Rentals with a home theater Tuscany
- Condo rentals Tuscany
- House rentals Tuscany
- Pet-friendly rentals Tuscany
- Rentals with an EV charger Tuscany
- Hotel rooms Tuscany
- Chalet rentals Tuscany
- Guesthouse rentals Tuscany
- Boutique hotels Tuscany
- Farmstay rentals Tuscany
- Waterfront rentals Tuscany
- Ski-in/ski-out rentals Tuscany
- Tent rentals Tuscany
- Lakehouse rentals Tuscany
- Campsite rentals Tuscany
- Rentals with a fire pit Tuscany
- Nature eco lodge rentals Tuscany
- Rentals with pools Tuscany
- Smoking-friendly rentals Tuscany
- Earth house rentals Tuscany
- Rentals with a kayak Tuscany
- Bungalow rentals Tuscany
- Tiny house rentals Tuscany
- Resort rentals Tuscany
- Tower rentals Tuscany
- Loft rentals Tuscany
- Cabin rentals Tuscany
- RV rentals Tuscany
- Things to do Tuscany
- Tours Tuscany
- Sightseeing Tuscany
- Food and drink Tuscany
- Entertainment Tuscany
- Nature and outdoors Tuscany
- Art and culture Tuscany
- Sports activities Tuscany
- Things to do Italy
- Wellness Italy
- Art and culture Italy
- Entertainment Italy
- Tours Italy
- Nature and outdoors Italy
- Sightseeing Italy
- Food and drink Italy
- Sports activities Italy




