
Vacation rentals in Ossaia
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Top-rated vacation rentals in Ossaia
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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.

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.

Apt. Rolando-Tenuta VillaAugusto
La struttura è ubicata in un agglomerato distante 3/4 km dal centro di Cortona. Circondata dal verde, un vero paradiso di tranquillità. Alloggio indipendente e accogliente con ampi spazi arredati con mobili e oggetti d'epoca, cucina attrezzata, camera da letto, biliardo e sala Pianoforte. Ambienti climatizzati. Spazio esterno attrezzato con tavolo, sedie e lettini. Ampio parco con molti spazi ombreggiati e grande piscina (14x7) immersa nel verde, condivisa con gli altri ospiti della tenuta.

Foscolo's Apartment
The apartment is on the second floor of a two-story single-family home, surrounded by land, children's playground and lots of greenery, It is very comfortable, quiet and the rooster of the house wakes you up. Apartment near many strategic points, two km from the Siena-Perugia junction, 30 km from Perugia and 40 km from Siena, 20 from nearby Cortona and also very convenient to reach islands and beautiful Assisi. Relax with the whole family in this quiet accommodation.

Diamante | First floor family apartment (6 persons
The Tuscan estate Terra di Cortona lies in a strategic position between the beautiful Tuscan town of Cortona and the Trasimeno lake. The farmhouse consists of five spacious apartments and has a history that goes back to the late 17th century, when a noble family built it as a holiday residence. Air conditioning is available, as well as satellite television and Internet access. In the garden of the property there is a pool with solarium, barbecue and volleyball field.

Chicca: Cortona's historic centre
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.
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.

Cortona Shabby Chic House - independent & balcony-
Questo è un appartamento curato da una Superhost che vive Cortona ogni giorno. 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, con balcone. Arredato con cura, dotato di tutti i comfort per un totale relax

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!

Il Sasso Apartment
Bright and quiet apartment great for three people. It is surrounded by the greenery of the property's garden and the surrounding fields cultivated with olive groves. The apartment is 50 km from Siena, 20 km from Arezzo, 50 km from Perugia, 20 km from the enchanting Lake Trasimeno. The town is well connected to Florence and Rome by train. The town of Cortona is a 5-minute drive.

Civetta golosa, Charming two-room apartment in the historic center
Cozy and practical two-room apartment on the second floor of a historic building, with an independent entrance and recently renovated. It is equipped with everything even for long stays. It has a comfortable double bedroom, bathroom and kitchen space. View of the city. Just 150 meters from the free parking lot in Piazzale del Mercato.

Villa Patrizia: Tuscany Farmhouse apt1
A spectacular view on the Trasimen lake. A quiete place where you can spend your holiday in Tuscany. The apartment 1 (totally indipendent) with the apartment 2 make up the entire Villa and is situated at the border between Tuscany and Umbria in a point that allows you to reach Rome, Florence, Perugia and a lot of typical boroughs.
Popular amenities for Ossaia vacation rentals
Other great vacation rentals in Ossaia

Hidden gem in Tuscany

La Loggia, farmhouse apartment

Pet friendly home in Cortona with WiFi

Charming Apartment with Small Gardens, Pool Access

The window on the Theater

700 year old restored tuscan home

Sunset on the Lake – Passignano Centro Lake view

Montemelino: House 6
Destinations to explore
- Lake Trasimeno
- Lake Bolsena
- Del Chianti
- Eremo Di Camaldoli
- Cascate del Mulino
- Frasassi Caves
- Avignonesi Winery Fattoria Le Capezzine
- Basilica of St Francis
- Furlo Gorge Nature Reserve
- Mount Subasio
- Santa Maria della Scala
- Palazzo Pubblico
- Siena Cathedral
- Ugolino Golf Club
- Antinori nel Chianti Classico
- Rocca Maggiore
- Castello di Verrazzano
- Abbey of Monte Oliveto Maggiore
- Pozzo di San Patrizio
- Val di Chiana
- Girifalco Fortress
- Terme San Filippo
- Cathedral of San Lorenzo
- Giardini del Frontone




