
Holiday houses in Sismano
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Sismano
Guests agree: these stays are highly rated for location, cleanliness and more.

Proceno Castle, Loggia Apartment
Apartment of 65 square meters for 2 people, inside the medieval courtyard of the Castle of Proceno, with private entrance, large living room with working historic fireplace and kitchenette, 1 double bedroom placed on a mezzanine from which you dominate the living room, bathroom with shower box, veranda with porch in stone and wood, in typical medieval style, which through the stone stairs leads to the internal courtyard of the Castle, from which guests have access to the village and the rest of the accommodations of the courtyard.

Beautiful villa in Umbria
Welcome to our beautiful Italian villa designed by a famous Italian stage designer. Unobstructed panoramic views over the Umbrian countryside. Enjoy complete relaxation, privacy and peace with friends and family by the 12 meter pool or underneath the 200 year old oak tree. Large farmhouse style kitchen, herb garden, pizza oven and large garden with olive and fig trees. Located in Toscolano, Umbria with two excellent restaurants and food market - perfect for exploring southern Tuscany and Umbria.

Exclusive 10 Acre Estate w/ Pool & Olive Grove!
Enchanting, exclusive 10acres estate on a hill, memorable sunsets; large pool framed by lavender&rosemary, open year-round. New air conditioning, Starlink internet. Very private&peaceful 2 floors, 4bedrooms, 4baths, jacuzzibathtub, 55inch smartTV, well-equipped kitchen, porch & pergola for alfresco dining, Weber barbecue, pizza oven, olive grove, fireplace; 20 min. to Orvieto,Todi,Amelia; 10 minutes drive to train station to Rome/Florence, 5min drive to shops in town. Grounds/pool caretaker

Stylish Umbrian farmhouse in stunning countryside
Welcome to Casale Amerina, an idyllic place to rest, rebalance and revitalise. This is a much-loved Umbrian farmhouse, with stylish contemporary interior, set in wonderful Umbrian countryside. There are two bedrooms with king size beds, a comfy sitting room with a balcony, and a gorgeous kitchen-dining room with Tuscan oak beams and a fireplace. Soak up the sun on our grass lawn, relax in the shade of our olive, walnut and fig trees, or explore the local area with its wonderful hilltop towns.

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.

Casa Dolce Toscana | Panoramic Suite with View
CASA DOLCE TOSCANA 🖼️ Hi! I'm Jolanta 😊 Welcome to our beloved Tuscan accommodation, with panoramic views, nestled in the hills of Tuscany. A perfect oasis of peace for those who want to relax and enjoy an authentic experience. Located a few kilometers from Siena and Florence, our accommodation combines rustic charm with all modern comforts. It is located in the heart of the historic center of the famous village of Cetona, below the castle, overlooking the valley and the scent of Tuscany.

Amazing Tuscany Villa, FREE parking
Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking

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.

I escape to Umbria, the barn
Imagine walking along a short country road through the Umbrian hills, suddenly meeting an old farmhouse nestled among the olive trees, which retains the scents of the countryside of the past, the real one, which is the true synthesis of what to expect from the "Barn". The real Barn, the ancient one, is the structure that you will still find behind the panoramic swimming pool that you will find going up the hill, with a unique panoramic view of the great beauty of Umbria.

Casa Crociani - Amazing Pool & Free Parking
Just 4.7 km from Montepulciano (7 minutes by car), this house is located in a quiet position surrounded by greenery, with a splendid view of the Tuscan hills. The property is equipped with all the necessary amenities to ensure a pleasant stay, perfect for relaxing weekends or vacations. You can relax on the private patio, in the outdoor gardens, or spend unforgettable moments by the pool, enjoying the peace and beauty of the surrounding landscape.

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".

Country Chalet and mini spa
A welcoming and comfortable nest, immersed in the bright colors of the Umbrian countryside, among roses and lavender, in the silent garden that frames it... Live a romantic dream: let yourself be enveloped by the warmth of the hot tub, under a starry sky and in the heart of the magic of our chalet. An oasis of tranquility, but well connected to all the major attractions of the region...
Popular amenities for Sismano holiday rentals
Other great holiday rentals in Sismano

Villa Ardito, a villa with a pool

Todi, delightful flat in period hamlet with pool

(Historic) Panoramic Tower + Jacuzzi + Unique View

Vecchio Frantoio Residenza Moraiolo Holiday Home

rosehip apartment

Apartment with a hot tub

Villa Feronia – Heated Pool & Rooftop Escape

Vintage apartment with three double bedrooms
Destinations to explore
- Lake Trasimeno
- Lake Bracciano
- Lake Bolsena
- Lago del Turano
- Terminillo
- Cascate del Mulino
- Monte Terminilletto
- Lake Martignano
- Avignonesi Winery Fattoria Le Capezzine
- Basilica of St Francis
- Lake Vico
- Terme Dei Papi
- Villa Lante
- Sibillini Mountains National Park
- Olgiata Golf Club
- Mount Subasio
- Farfa Abbey
- Shopping Mall Porta Di Roma
- Rocca Maggiore
- Val di Chiana
- Cathedral of San Lorenzo
- Pozzo di San Patrizio
- Bolognola Ski
- Saturnia Thermal Park




