Holiday houses in San Sisto

4.96 out of 5 average rating, 165 reviews

Guesthouse in Macciano

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.

4.95 out of 5 average rating, 219 reviews

Villa in Montepulciano

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

Apartment in Canonica, Todi

4.86 out of 5 average rating, 7 reviews

App. Dickens, with pool - Borgo Bianchini, Todi

A bright apartment, with a large open space to stay together and light a nice fire in the colder months. When the days extend, the light coming in from the windows provides beautiful natural light that transforms the living room. The apartment is named after the writer Charles Dickens. It can accommodate up to 4 people and measures 60 square meters divided into two floors, with a double bedroom, the living area with sofa bed and two bathrooms, one with shower and the other with bathtub.

4.82 out of 5 average rating, 152 reviews

"Palazzaccio Todi Estate" hideaway

from 15th JULY to 31st AUGUST - Bookings should start on a Saturday and be a minimum of 7 nights or multiples. Nestled in the hills opposite Todi lies our centuries old estate. A 3 bedrooms stone house with fireplace, 18 mt infinity pool, kids' pool and playground, surrounded by 40 hectares of private oak wood and olive orchard. Perfect place for a family holiday, friends get together or couple getaway. We have put our love and sweat to make this place like no other.

4.98 out of 5 average rating, 133 reviews

Home in Prato

Tofanello Orange Luxury and Modern Comfort 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 turquoise apartment. Turquoise: https://www.airbnb.com/rooms/plus/9430389.

4.99 out of 5 average rating, 123 reviews

Guesthouse in Perugia

Ethical house in Umbria

It is a 60 sqm annex suitable for couples who want to visit our region. We don't have a swimming pool but we have the truffle ground, the stream, the roe deer, porcupines, wild boars, our cats and the little dog Moti. In the garden, you will find herbs, fruit, and garden produce. Inside the cottage we rent, you will have our olive oil and helichrysum liqueur that we produce. We also produce saffron, but we sell it! Of course, pets are welcome!

Condo in Castelnuovo dell’Abate

4.91 out of 5 average rating, 288 reviews

La Casetta di Brunello, very panoramic with terrace

STIAMO LAVORANDO PER VOI! ... WE ARE WORKING FOR YOU! The house is completely renovated and furnished in 2018 with classic-Tuscan style furniture. The colors are warm and enveloping to better rest during your holiday of peace and relaxation. In addition to the two double bedrooms, you have a kitchen with an equipped kitchenette, fridge, induction cooker and a furnished terrace with a beautiful view of the surrounding countryside.

4.97 out of 5 average rating, 66 reviews

House in a beautiful location with infinity pool

Villa Campi di Sotto is a beautiful 18th century stone-built farmhouse with a stunning infinity pool and breathtaking views. Situated in the heart of the Umbrian countryside, an area of outstanding natural beauty and cultural heritage. just a few miles from Todi, perfect location from which to explore this delighful part of Italy famed for its cultural and historical attractions such as the towns of Assisi, Spoleto and Orvieto.

5 out of 5 average rating, 7 reviews

Apartment in Todi

I 5 Gelsi di Petroro family apartment

Relax with family and friends in this ancient farmhouse surrounded by nature. If they wish, guests of the family apartment will be able to interact with the other guests of the farmhouse or with their guests in the outdoor areas, shaded by the 5 mulberry trees that give the farmhouse its name, with the only constraint of mutual respect and avoiding disturbing noises

5 out of 5 average rating, 101 reviews

Apartment in Orvieto

Casa Teatro

Casa teatro is an elegant apartment located inside a prestigious building in the heart of Orvieto's historic center, a few steps from Piazza del Popolo and the city's most important tourist sites. The apartment is stylishly furnished, bright, characterized by ceilings and walls with frescoes attributed to the famous 19th-century painter Andrea Galeotti.

Farm stay in Campiglia D'orcia

4.94 out of 5 average rating, 414 reviews

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.

4.97 out of 5 average rating, 183 reviews

Apartment in Spello

Spello Nunnery Apartment

This beautiful 2bedroom- accomodation is located in the upper part of the historical centre of Spello in the second Nunnery dedicated in times to Saint Claire. Offering all comforts, services and a breathtaking outside space, it is perfect for who is searching for a reenergizing romantic base from which to explore the umbrian valley.

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Other great holiday rentals in San Sisto

4.68 out of 5 average rating, 38 reviews

Stone Tower with garden and pool

NicolaRating, 5 stars9 months ago

A stunning property within outstanding beauty. We had a wonderful 2 weeks and we shall be back !!! Its a home from home. Gratzie mille Nicola & Daniel xx

5 out of 5 average rating, 74 reviews

Townhouse in Collepino

The Abbot's House near Spello / Assisi

MaryannRating, 5 stars2 weeks ago

Our stay at La Casa dell Abate was truly wonderful and memorable and I would highly recommend it to anyone who enjoys beauty and comfort off the beaten path. From the moment we arrived, Allesio was welcoming, friendly, showed us around the home and offered tips on what to do. He will also offer you the opportunity for a pasta class or gourmet dinner which is prepared by their friend Francesco, in the private garden/outdoor kitchen. We really enjoyed this experience. Their home is beautifully decorated yet maintains the charm of the 16th century in which the village was built. We slept great in the peaceful surroundings and the comfortable beds with nice linens. One of our best Airbnb experiences! Thank you Allesio.

5 out of 5 average rating, 5 reviews

Olea - Vacation home Todi Umbria

StefaniaRating, 5 starstoday

Relaxing and pleasant vacation, too bad it didn't last long!! Wonderful setting. Flavia and Andrea are super kind and very hospitable. I highly recommend this experience!!

4.78 out of 5 average rating, 139 reviews

Home in Acquasparta

Il Casaletto

MalteRating, 5 stars4 weeks ago

Amazing old country house with a beautiful Olive Garden in the middle of nature. Wonderfully quiet and peaceful.

Villa in Todi

4.94 out of 5 average rating, 31 reviews

Tiber Valley’s spectacular view - jacuzzi & pool

OlafRating, 5 stars1 week ago

We had an amazing time at this house! It’s super comfortable and in a really quiet and peaceful area – perfect for relaxing. The place had everything we needed, and the whole vibe was just great. Would definitely recommend it if you’re looking to unwind and enjoy the beautiful surroundings!

4.88 out of 5 average rating, 110 reviews

Villa in San Venanzo

country house

DariaRating, 5 stars3 weeks ago

We loved staying at Lorenzo’s house, it was very quiet and peaceful location, but still, easy to access. The area is beautiful - we keep coming back here

4.96 out of 5 average rating, 23 reviews

Villa in Canonica

Villa Lavanda Todi, Casale Umbria wt private pool

NicolasRating, 5 stars1 month ago

Very responsive to the few minor issues we had - even went so far as to pay for our lunch via bank transfer at a local Fattoria (farm) that only took bank transfer which was incredibly kind! The house is really special and secluded, epic pool and a pizza oven that was pretty special. I would recommend getting a nice big car to get there/get around in Umbria - some of the roads/tracks are pretty interesting (for a city mouse like me) but it's the price you pay to really be in nature. The kids loved the hammocks and Luca made sure we had a great time.