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25 Jul - 27 Jul
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Apartments in Ossaia

Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
Outdoor dining

Sun-Soaked Private View Terrace in the Historical Centre of Cortona.

9.6 out of 10, Exceptional, (69)
"This was our second year staying in same apartment. It was so easy and perfectly located, we did not want to risk another location. The hot water has challenges but once I messaged them, they were over in minutes to help. If you have a rental car, this could not be more perfect as the parking is adjacent to the home. Incredible location. Best view of our trip. "
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
Castello di Modanella
Property entrance

Castello di Modanella

7.6 out of 10, Good, (14)
"Property is closing and looks like it. Very unfortunate, I was there 30 years ago with fond memories! Obviously I should have done more homework!! Very sad."
Castello di Modanella
Casina in authentic Tuscany
Exterior

Casina in authentic Tuscany

9.8 out of 10, Exceptional, (64)
"This is a charming house in a small town outside Cortona. Easily located near all the things you would want to see in the area. The host treated us like family and had homemade treats and wine waiting for our arrival. The house is perfectly suited for 4 people to stay and had a lot of charm. If you are looking to escape the hustle of daily life and relax this is the perfect location. "
Casina in authentic Tuscany
La Folaga del Trasimeno
Superior Apartment, 2 Bedrooms | Lake view

La Folaga del Trasimeno

10.0 out of 10, Exceptional, (5)
"It was perfect. Location. Property and hoste. "
La Folaga del Trasimeno
Cortona Skyline Retreat
Outdoor dining

Cortona Skyline Retreat

10.0 out of 10, Exceptional, (1)
"We loved our stay. The house was very clean and had everything we could want. The location provides great access to the city and parking. And the host was very helpful with recommendations."
Cortona Skyline Retreat
Appartamento Loggetta
Apartment, 1 Bedroom | View from room

Appartamento Loggetta

Appartamento Loggetta
Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)
Fridge, microwave, oven, stovetop

Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)

10.0 out of 10, Exceptional, (126)
"Warm; clean; comfortable; well-located to everything—including parking. Quiet street-level apt with great caffe-Pasticceria a stone’s throw from front door. We very much enjoyed our stay there for 1 wk."
Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)
LA CASINA CANTINI - Panoramic apartment in Montepulciano in the historic center
Interior

LA CASINA CANTINI - Panoramic apartment in Montepulciano in the historic center

9.6 out of 10, Exceptional, (48)
"Property was in an amazing location. Kitchen view was spectacular. Walking distance to every main attraction. "
LA CASINA CANTINI - Panoramic apartment in Montepulciano in the historic center
Beautiful Residence in the Old Town
Dining

Beautiful Residence in the Old Town

10.0 out of 10, Exceptional, (49)
"Great apartment and we became friends with the owner! Would definitely stay there again."
Beautiful Residence in the Old Town
Charming And Well Decorated Apartment In The Centre Of The Town, Amazing View !
Exterior

Charming And Well Decorated Apartment In The Centre Of The Town, Amazing View !

9.8 out of 10, Exceptional, (29)
"Charming rental in an old world setting! Everything we needed for our stay. Excellent restaurants and shopping all within walking "
Charming And Well Decorated Apartment In The Centre Of The Town, Amazing View !
Prestigious apartment with panoramic terrace, located in the center of Cortona.
Fridge, microwave, oven, dishwasher

Prestigious apartment with panoramic terrace, located in the center of Cortona.

9.8 out of 10, Exceptional, (9)
"Magnificent stay in a beautiful home. Perfect location for a few days in Cortona. Highlight of our trip"
Prestigious apartment with panoramic terrace, located in the center of Cortona.
Tina's House
Dining

Tina's House

10.0 out of 10, Exceptional, (4)
"We loved the location and the size. It was very cozy and the owner was so gracious and communicative. I haven't had a better host even in the states. Would come back for sure to this same place. "
Tina's House
Ciliano 16
Fridge, microwave, oven, stovetop

Ciliano 16

10.0 out of 10, Exceptional, (6)
"An excellent experience! Property is at the bottom of town, close to restaurants and grocery store. Villa was very clean and well stocked and had a beautiful view. Beds were firm but comfortable. Free Parking was a few streets away downhill. A perfect place to stay in Montepulciano. "
Ciliano 16
Villa Ceppeto, Best Of Tuscany at Brand New Arches
Fridge, microwave, oven, stovetop

Villa Ceppeto, Best Of Tuscany at Brand New Arches

10.0 out of 10, Exceptional, (1)
"Super neue Ferienwohnung mit tollem Blick auf Monte San Savino. Alle Wohnräume haben riesige Fenster mit toller Aussicht. Pool auf der Anlage vorhanden. Viele Sitz Möglichkeiten im gesamten Garten. "
Villa Ceppeto, Best Of Tuscany at Brand New Arches
Lovely apartment for 6 people with WIFI, pool, TV and parking
Outdoor dining

Lovely apartment for 6 people with WIFI, pool, TV and parking

10.0 out of 10, Exceptional, (5)
"Un séjour enchanteur avec un lieu merveilleux pour découvrir les beautés de la Toscane et de l Ombrie. Une pensée particulière pour Piero et Louisa qui ont contribué par leur gentillesse, leur écoute à faire de notre séjour un moment que nous n oublieront pas. Mille Grazie Valerie Olivier Richard Carole [English translation courtesy of Easy Reserve] An enchanting stay in a wonderful place to discover the beauties of Tuscany and Umbria. A special thought for Piero and Louisa who contributed...
Lovely apartment for 6 people with WIFI, pool, TV and parking
Elegant villa on Lake Trasimeno - Papavero
Outdoor pool

Elegant villa on Lake Trasimeno - Papavero

9.6 out of 10, Exceptional, (15)
"Wir haben mit unseren zwei kleinen Kindern den Aufenthalt sehr genossen. Absolut empfehlenswert. Die Erfrischung in dem sehr gepflegten Pool war überaus angenehm. Tolle Lage für Exkursionen."
Elegant villa on Lake Trasimeno - Papavero
Apartment With View - Right in City Center
Interior

Apartment With View - Right in City Center

10.0 out of 10, Exceptional, (3)
"We loved the comfort and the views! Getting to eat breakfast in Lalma cafe, which is downstairs and run by our host, was an extra delight!"
Apartment With View - Right in City Center
Appartamento Il Buonumore. Balcone con Vista
Exterior detail

Appartamento Il Buonumore. Balcone con Vista

10.0 out of 10, Exceptional, (2)
"Excellent location. Wonderful host. Perfect for family stay Loved it and would definitely return"
Appartamento Il Buonumore. Balcone con Vista
Historic Frescoed Apartment with garden in the center of Arezzo
Smart TV, fireplace, books, stereo

Historic Frescoed Apartment with garden in the center of Arezzo

10.0 out of 10, Exceptional, (2)
"What an Amazing home and Apartments. The History, restoration, attention to detail and the bend of old world charm and modern amenities made this place and town magical.By far the best Antique fair anywhere in Europe! We return again for this experience again."
Historic Frescoed Apartment with garden in the center of Arezzo
Appartamento La Piazzetta
Exterior

Appartamento La Piazzetta

9.8 out of 10, Exceptional, (9)
"Beautiful, magical, would do it again in a heartbeat!"
Appartamento La Piazzetta
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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Frequently asked questions

What's it like to stay at an apartment in Ossaia?
You'll find plenty of places to stay with in Cortona, with 1316 lodging choices including 357 apartments.
How do you know if an apartment is a good option for you?
An apartment is often more spacious than a traditional hotel room and comes equipped with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home, and also for couples looking for something with a more local feel.
What's a favorite apartment I should consider for a stay in Ossaia?
Below is a top apartment in the area: Castello di Modanella: Located in Rapolano Terme, 17.1 mi/27.6 km away. Includes sofa beds. Free parking and meeting rooms are on site.
How many apartments can I expect to find in Ossaia?
Expedia has 6 apartments to book in Ossaia.
What can I expect from the weather when I travel to Ossaia?
Though weather is just one factor, it can really affect your travel plans, especially if you're planning an extended stay in Ossaia. The hottest months are usually August and July with an average temp of 71°F, while the coldest months are January and February with an average of 42°F. Average annual precipitation for Ossaia is 36 inches.
What should I see and do in Ossaia?
Explore the area and family-friendly sights such as Arezzo Equestrian Centre, or get out into nature at a spot like Isola Maggiore. In the larger area, you'll find Villa Bramasole and Piazza della Repubblica.
What's the best way to get to and around Ossaia?
Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Sant Egidio Airport (PEG), which is located 26.9 mi (43.3 km) away from the city center. If you'd like to venture out around the area, you may want a rental car for your journey.