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Vacation Homes in Ossaia

Our top choices for Ossaia vacation homes

Villa il Giuggiolo, ancient country house with pool at Azienda Fontelunga
Outdoor pool

Villa il Giuggiolo, ancient country house with pool at Azienda Fontelunga

9.8 out of 10, Exceptional, (6)
"The villa was so comfortable and lovely. Michele was very responsive and helpful. 10/10 experience."
Villa il Giuggiolo, ancient country house with pool at Azienda Fontelunga
INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING
Interior

INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING

9.6 out of 10, Exceptional, (79)
"Fantastic house, great location, clean and tidy. Perfect for families."
INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING
Villa with swimming pool and garden- San Feliciano, Trasimeno lake
Pool

Villa with swimming pool and garden- San Feliciano, Trasimeno lake

8.4 out of 10, Very Good, (45)
"We had a great Family Holiday there. We enjoyed the pool so much and the nice terrasse, where we had all our meals and sat in the evenings to watch the Sunset on the lake. We liked the dogs visiting us and Massimo was always helpful."
Villa with swimming pool and garden- San Feliciano, Trasimeno lake
Agriturismo Nestore
Seasonal outdoor pool

Agriturismo Nestore

9.8 out of 10, Exceptional, (6)
"Foi tudo bem. Lugar simples mas muito agradável. "
Agriturismo Nestore
Podere Casorbica with free parking, large garden, private pool.
Exterior

Podere Casorbica with free parking, large garden, private pool.

9.4 out of 10, Exceptional, (15)
"The property was lovely. Wifi was intermittently availble throughout our stay."
Podere Casorbica with free parking, large garden, private pool.
Casa Bacco - private house with a remarkable garden in the centre of Cortona
Outdoor dining

Casa Bacco - private house with a remarkable garden in the centre of Cortona

10.0 out of 10, Exceptional, (8)
"This is a lovely property. Plenty of room. Well equipped with everything you need. The courtyard is a beautiful place for breakfast in the morning and wine in the evening. The flowers planted in the courtyard are beautiful. Please be aware that you must be able to walk up steep hills to get to this property. Of course, pretty much anywhere you go in Cortona is a hill."
Casa Bacco - private house with a remarkable garden in the centre of Cortona
houses / villas - 6 rooms - 7/11 persons
Outdoor pool

houses / villas - 6 rooms - 7/11 persons

9.8 out of 10, Exceptional, (47)
"A lovely property, with lots of charm. We had a great stay and the hosts were very helpful. "
houses / villas - 6 rooms - 7/11 persons
La Dolce Collina
Aerial view

La Dolce Collina

La Dolce Collina
Villa with private pool near Castiglion Fiorentino
Pool

Villa with private pool near Castiglion Fiorentino

8.8 out of 10, Excellent, (3)
"We had great stay. Host was excellent."
Villa with private pool near Castiglion Fiorentino
PROMOTION - Taggiasca-Le Gorghe di Valmarino in Umbria Pool WIFI
A heated pool

PROMOTION - Taggiasca-Le Gorghe di Valmarino in Umbria Pool WIFI

9.8 out of 10, Exceptional, (6)
"Bellissima esperienza: posto molto ben curato e caratteristico, sia negli esterni che negli arredi, panorama magnifico e tranquillità. Siamo stati molto bene, grazie anche alla gentilezza e disponibilità del proprietario Sig. Giuliano."
PROMOTION - Taggiasca-Le Gorghe di Valmarino in Umbria Pool WIFI
Tuscany Dream - Two Bedroom House, Sleeps 3
Interior

Tuscany Dream - Two Bedroom House, Sleeps 3

Tuscany Dream - Two Bedroom House, Sleeps 3
La Fattoria, a farmhouse in Cortona with a panoramic view of Lake Trasimeno
Pool

La Fattoria, a farmhouse in Cortona with a panoramic view of Lake Trasimeno

7.4 out of 10, Good, (3)
"Fascinating site, beautiful nature. Once obviously a well designed location, now somehow run down. Several things in the house and the surrounding are lft behind and broken.Its better to bring with you all you need in case you won't drive the car too often. The accsess takes time and needs a careful driver Communication with agency was always very prompt. Bring toilett paper, dish towels and soap with you....kitchen is small for more than 6 people in case you like to cook not only pasta. I...
La Fattoria, a farmhouse in Cortona with a panoramic view of Lake Trasimeno
Holiday Home in Umbria with Pool
Pool

Holiday Home in Umbria with Pool

Holiday Home in Umbria with Pool
Apartment in Tuoro Near Lake Trasimeno
Apartment | Pool | Outdoor pool

Apartment in Tuoro Near Lake Trasimeno

Apartment in Tuoro Near Lake Trasimeno
Farmhouse in the hills with panoramic view and swimming pool
Pool

Farmhouse in the hills with panoramic view and swimming pool

9.6 out of 10, Exceptional, (71)
"We‘ve spent two wonderful weeks with our two year old daughter and our dog. The house is beautifully located in the hills with no direct neighbours. The view is fantastic and we felt immediately at home in this beautiful house. We had a wonderful time and our hosts were just lovely. (We cannot say anything about the pool - except that it is huge - because we were there out of season in March when the pool was closed.)"
Farmhouse in the hills with panoramic view and swimming pool
A MAGICAL HOLIDAY IN TUSCANY
4 bedrooms, desk, iron/ironing board, travel crib

A MAGICAL HOLIDAY IN TUSCANY

9.8 out of 10, Exceptional, (6)
"It was great, right in the main area of town. We had 2 full families of 4 and it worked out really well for us."
A MAGICAL HOLIDAY IN TUSCANY
Il Rifugio, a farmhouse in Cortona with a panoramic view of Lake Trasimeno
Pool

Il Rifugio, a farmhouse in Cortona with a panoramic view of Lake Trasimeno

10.0 out of 10, Exceptional, (1)
"Wir haben einen wunderschönen, erholsamen Urlaub in dieser liebevoll gestalteten Villa verbracht. Einziges Manko: die Handtücher wurden zwar gestellt, aber nie gewechselt. Ansonsten war es perfekt!!!"
Il Rifugio, a farmhouse in Cortona with a panoramic view of Lake Trasimeno
Agriturismo Borgo Spagnoli
Romantic Suite, 1 Queen Bed, Kitchen, Courtyard View (Torchio) | Private kitchen | Fridge, oven, stovetop, coffee/tea maker

Agriturismo Borgo Spagnoli

8.8 out of 10, Excellent, (11)
"Hostess very kind and engaging. Had nice map of the area with suggested places to visit."
Agriturismo Borgo Spagnoli
Il Roseto - Special prices for 2024-25! ! Get a quote ! ! "Plan your dream"
Outdoor dining

Il Roseto - Special prices for 2024-25! ! Get a quote ! ! "Plan your dream"

9.8 out of 10, Exceptional, (55)
"The location of Il Roseto made for a comfortable stay near all of the important venues and activities in Cortona."
Il Roseto - Special prices for 2024-25! ! Get a quote ! ! "Plan your dream"
Beautiful private villa for 4 people with WIFI, TV, pets allowed and parking
Microwave, oven, toaster, highchair

Beautiful private villa for 4 people with WIFI, TV, pets allowed and parking

10.0 out of 10, Exceptional, (1)
"The property was lovely and the communication was great. It’s a tough uphill walk with luggage but totally worth it."
Beautiful private villa for 4 people with WIFI, TV, pets allowed and parking
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Ossaia Hotel Reviews

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"Este hotel es excepcionalmente bello, unico y perfecto para unas vacaciones en la Toscana. La propiedad esta impecable al igual que las habitaciones, super limpias, cómodas y A/C super fuerte (no muy comunes en Europa) Staff fue muy amable y la cena espectacular. Es un deleite caminar la propiedad. Literalmente en cada metro puede tomarte una foto de ensueños. Recomendamos este hotel 200%. Esta a solo minutos de Cortona una linda ciudad para visitar. Villa de Piazzano te dejara en shock con su belleza desde que vienes por la carretera entre una hilera interminable de pinos cipreses. Simplemente Stunning."
Madeline 1-night trip
Posted 2 weeks ago
Villa di Piazzano - Small Luxury Hotel of the World