
Holiday rentals in Tuscany
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Top-rated holiday rentals in Tuscany
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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.

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 or barbecue for all the guests of our 4 apartments, after 7pm if booked large in advance Large free parking area 100 mt away

House with a breathless view in Tuscany
Halfway between Pisa and Florence this house comes with a large panoramic terrace, equipped with sunchairs and a large table for outdoor dining. Below, an hanging garden on the property overlooks one of the most striking views in Tuscany. The location is strategic, in the beating heart of an ancient medieval village, now home to an open-air contemporary art museum. Peccioli is a great starting point for those who want to visit the art cities of Tuscany, or immerse yourself in local life,

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.

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.

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!

Poggio Bicchieri Holiday Farm - Poesia apartment
Overlooking the Val d 'Orcia, our holiday farm consists of 2 apartments each with a kitchen, bedroom, and bathroom. Large equipped garden. Surrounded by silence, close to Pienza, Montalcino, Bagno Vignoni, and the natural thermal baths of Bagno San Filippo. Getting here is very easy; the last km of the road is unpaved but accessible for all.

Suite in Castello di Valle
A unique experience in a historical dwelling located in the Chianti region. This medieval castle is situated in a strategic position, surrounded by the major Tuscan touristic attractions. The suite is at the entrance floor level: double bedroom with bathroom, sofa bed for two people, kitchenette, fireplace.
Popular amenities for Tuscany holiday rentals
Other great holiday rentals in Tuscany

Luxury Medieval Tower - Penthouse

AnticaVista, Luxury Apartment with Tower Views

Romantic House in Tuscany with jacuzzi

Design loft with private SPA in Tuscany

The Arches of Corsanello | Apt "Siena" x 3

Casavecchia Agritourism, le Margherite

Wine Loft in the vineyards

Panoramic view & outdoor jacuzzi - Pienza
All about Tuscany
Just at the mention of its name, Tuscany conjures up images of stunning Renaissance art and rolling hills dotted with cypresses. Its historic towns of Florence, Pisa, and Siena are not to be missed, but the region is also home to hilltop medieval towns, sprawling vineyards, and towering mountains. From farmhouse stays to city apartments, and remote villas, this area of Italy offers scenic bike rides, time-honoured osterias, and some of the best gelato in the world. Watch medieval festivals in packed town squares, marvel at Florence’s majestic Duomo, or sample some of the area’s world-famous olive oil at harvest time.
From Pisa’s famous tower to walled settlements and lush pastures that haven’t changed for centuries, Tuscany is a visual masterpiece — and that’s before you’ve even seen the treasure troves of art and sculpture, whether on display at museums or preserved on the walls of secluded chapels in remote villages.
What are the top things to do in Tuscany?
San Filippo hot springs
Named after a hermit who headed here from Florence in the 13th century, San Filippo is nestled between Mount Amiata and the valley of Orcia. Choose from five hot springs and get the benefits of their rich magnesium, calcium, and sulphur content. Your skin will thank you later! The main draw here are the striking stalactites above the Fosso Bianco.
Have adventures in the Apuan Alps
The produce of this breathtaking area is second to none, with the forest providing a bounty of delicate chestnuts for traditional Tuscan crepes, fragrant porcini mushrooms prized by locals and visitors alike, and glossy honey. Explore the mountain trails and admire secluded farmhouses and the verdant valleys below.
Elba
A well-known 18th century French general was famously exiled on this island six miles from the mainland, and though not in exile, locals like to get away to Elba too. During the summer months, catch one of the many ferries crisscrossing the sea and enjoy fresh fish, scenic hikes, and a diving session to admire Formiche della Zanca’s caves. Or just hang out in the idyllic harbour with its pastel-hued waterfront cafes.
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