Holiday houses in Ossaia

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Top-rated holiday rentals in Ossaia

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Top Guest favourite

Tower in Tuoro sul Trasimeno

4.94 out of 5 average rating, 431 reviews

Historic Tower with Views of the Lake and Countryside

Take in the stunning view over Lake Trasimeno. Nestled in the Umbrian and Tuscan countryside, in a protected area known for its natural scenic beauty, this tower built using reclaimed materials features a private garden, barbecue, and pergola. The swimming pool is open from 15 May to 30 September and it is shared with other our guests. The tower is created out of the restoration of an old abandoned stable situated in the centre of a small countryside hamlet called Sanguineto. This place takes its name from the famous bloody battle of 217 BC fought between the Roman army and the Carthaginian army (led by Hannibal). Today this area is classified as one of outstanding natural beauty, where traditional farming methods are still very much in evidence, the major crops being olives and wine grapes. The property have been luxuriously finished using traditional building methods and materials combined with the latest technology. It has its own independent liquid propane gas (LPG) central-heating system, with the boiler located outside the building, as well as its own electricity. A pergola, and a private garden giving out onto the surrounding landscape, offering a magnificent view over Lake Trasimeno, complete the building. The tower has two floors, one bedroom, a living room with kitchenette, one bathroom, private garden, and pergola. Swimming-pool. The tower and the private garden with sun loungers, barbecue, pergola with table and chairs, reserved parking space. The pool is shared with the other guests of Borgo Sanguineto. The area of Lake Trasimeno offers the opportunity to visit many medieval villages. It is also close to several historical cities, such as Siena, Perugia, Arezzo, Assisi, Cortona, Rome, and Florence. The tower has a private parking. is advisable to have a means of transport available to move.

Top Guest favourite

Apartment in Cortona

4.99 out of 5 average rating, 169 reviews

Cortona’s Rooftop Nest

L’appartamento è sito in pieno centro storico proprio di fronte alla meravigliosa chiesa di San Francesco e a pochi passi dalla piazza principale.Arredato in stile country chic e dotato di tutti i comfort.Ospita 4 persone.Ventilatori nelle camer The apartment is located in the historic center right in front of the wonderful church of San Francesco and a few steps from the main square. Furnished in a country chic style and equipped with all comforts. It can host up to 4 people. Fan in the rooms.

Top Guest favourite

Apartment in Montepulciano

4.96 out of 5 average rating, 112 reviews

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

Top Guest favourite

Guesthouse in Macciano

4.97 out of 5 average rating, 186 reviews

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.

Top Guest favourite

Condo in Asciano

4.97 out of 5 average rating, 309 reviews

Green – The meadows in Tuscany

Apartment consisting of 1 double bedroom, equipped kitchen, large living room and bathroom TV, BBQ, (we provide the washing machine from 9 a.m. to 8 p.m. which is in our laundry room for those who request it). We recommend the car as we live in the countryside, both to be independent and to visit the magnificent Tuscany You'll like the outdoor environment because it's magical, day and night Free parking and wifi Strategic location for visiting Tuscany and Umbria.

Guest favourite

Condo in Cortona

4.98 out of 5 average rating, 184 reviews

Chicca: bright and panoramic in the historic center

Bright, delightful and welcoming apartment located right in the heart of the historic center of Cortona with an unforgettable view: the town hall on one side and Lake Trasimeno and the Valdichiana on the other. The apartment has been recently renovated and consists of a living room with sofa bed, a small kitchen, a double bedroom and two bathrooms. The apartment has WiFi, heating and air conditioning, a washing machine, oven, microwave, hairdryer and flat iron.

Guest favourite

Holiday home in Cortona

4.94 out of 5 average rating, 269 reviews

La casina sulle Mura (with garden and spa jacuzzi)

La Casina è situata nella parte alta di Cortona, nella zona denominata "il Poggio". Si puo' giungere in auto fino al suo ingresso. Il Centro citta' e' raggiungibile a piedi in pochi minuti, percorrendo strade e vicoli caratteristici. Gode di una splendida vista su Cortona e la Valdichiana. E' facile parcheggiare nelle vicinanze. Gli ospiti che giungono in treno in una delle stazioni vicine, su richiesta, possono essere prelevati e accompagnati a destinazione.

Top Guest favourite

Home in Prato

4.99 out of 5 average rating, 128 reviews

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

Guest favourite

Apartment in Cortona

4.97 out of 5 average rating, 174 reviews

CasaNella: bright, central and panoramic

Cozy, elegant and delightful apartment in the center of Cortona, with an enchanting view that sweeps from Lake Trasimeno to Valdichiana. Carefully furnished, it is the ideal place to spend a few days in this wonderful town. A short walk from the main road, but in a quiet and panoramic location. Free parking is a short distance away. Equipped with heating and air conditioning. High speed WiFi available. Great for smart working.

Top Guest favourite

Home in Cortona

4.94 out of 5 average rating, 205 reviews

Casa del Passerino

Apartment located inside a historic building in Cortona, dating back to the 1500s, overlooking the city's main square... Our property, while condemning the war, dissociates itself from all racist behavior towards the Russian and Belarusian population. At Casa del Passerino, people of these nationalities are welcome and will be treated the same as everyone else. We look forward to seeing you in Tuscany!

Top Guest favourite

Apartment in Cortona

4.97 out of 5 average rating, 382 reviews

Cortona Shabby Chic House (independent & balcony)

Cortona Shabby Chic con balcone privato e totale privacy, perfetto relax. Il mio alloggio è situato in pieno centro storico a soli pochi passi dalle piazze e vie principali. Questo grazioso appartamento è di recente ristrutturazione e può ospitare fino a 3 persone. Appartamento indipendente con entrata singola tutto in un solo piano. Arredato con cura e dotato di tutti i comfort

Top Guest favourite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 418 reviews

Old hayloft on the Chianti hills

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence. Hayloft completely independent on two floors connected by an internal staircase. Private garden of 300 mq sorrounded by secolar oaks.