Search Apartments in Ossaia

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
2 Jum. I - 4 Jum. I
In two weeks
9 Jum. I - 11 Jum. I
In one month
23 Jum. I - 25 Jum. I
In two months
20 Jum. II - 22 Jum. II

Compare 1253 Apartments in Ossaia with updated reviews, rates, and availability.

LA CASINA CANTINI - Panoramic apartment in Montepulciano in the historic center
Point of interest

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

9.6 out of 10, Exceptional, (40)
"Wonderful home away from home!"
LA CASINA CANTINI - Panoramic apartment in Montepulciano in the historic center
Charming House in the heart of Montepulciano
Fridge, microwave, oven, stovetop

Charming House in the heart of Montepulciano

10.0 out of 10, Exceptional, (57)
"We really enjoyed our stay in this home. It was conveniently located for parking and taking your luggage. The owners were very responsive to any questions we had. It was very clean and was a great weekend. Our stay was short but we enjoyed it very much. Would recommend staying here."
Charming House in the heart of Montepulciano
Classic Stunning 3 Bedroom Apartment in Montepulciano with Air Conditioning,
Exterior

Classic Stunning 3 Bedroom Apartment in Montepulciano with Air Conditioning,

10.0 out of 10, Exceptional, (33)
"Very spacious. Superbly located. Exceptional views. "
Classic Stunning 3 Bedroom Apartment in Montepulciano with Air Conditioning,
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
Outdoor dining

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

9.8 out of 10, Exceptional, (65)
"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.
La Querceta, Tyypillinen Asuinpaikka. Viime Hetken Tarjous
Pool

La Querceta, Tyypillinen Asuinpaikka. Viime Hetken Tarjous

9.8 out of 10, Exceptional, (57)
"What a lovely find. Great location, very clean and well presented. We were treated to fruit and goodies in the fridge on arrival and lovely home cooking. Loredana is so lovely and made us feel very welcome."
La Querceta, Tyypillinen Asuinpaikka. Viime Hetken Tarjous
House with garden in a stone farmhouse
Outdoor pool

House with garden in a stone farmhouse

9.8 out of 10, Exceptional, (38)
"It was a beautiful apartment within a gorgeous country house. Everything we needed ++! Luigi was a fantastic host and a great communicator. Unforgettable time🍷🇮🇹"
House with garden in a stone farmhouse
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, (116)
"We could not have asked for a better property, location, or host! Stefano greeted us at the train station and helped us get settle in - we felt at home from the minute we arrived! There was a fire going, wine available and the atmosphere was perfect! The pictures do not do it justice - it is even more impressive and spectacular in person. We thoroughly enjoyed getting to know our host and the city of Arezzo - both are gems. From the quaint bakery across the street where we enjoyed a...
Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)
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, (28)
"We rented this apartment for 9 nights, with a goal of getting some idea of what it would be like to live in an ancient Italian hilltop villiage. It didn't disappoint. The apartment is simple, but spacious. There's an absolutely gorgeous view out the kitchen window, and it's located in the heart of Montepulciano. After walking up two flights of stairs, you find a spacious apartment with elevated ceilings. The kitchen is well-appointed and the master bedroom is nice. The air conditioning was...
Charming And Well Decorated Apartment In The Centre Of The Town, Amazing View !
CHARMING HOUSE IN HISTORIC TOWN CENTRE - ART-STUDIO In Cerca D'Autore
Property grounds

CHARMING HOUSE IN HISTORIC TOWN CENTRE - ART-STUDIO In Cerca D'Autore

10.0 out of 10, Exceptional, (71)
"Our first time in Italy, we loved our three night stay in Montepulciano and the apartment made it so much more special, the home had everything you need and is located in a perfect spot with amazing views and an easy walk to everywhere in the village. Host was great and spent some time with us at check in, showing us the best restaurants to eat in and other villages to visit that were close by. We will definitely stay again if we go back to Italy. Highly recommend! "
CHARMING HOUSE IN HISTORIC TOWN CENTRE - ART-STUDIO In Cerca D'Autore
Casale Cardini
View from property

Casale Cardini

9.2 out of 10, Wonderful, (15)
"DO NOT STAY HERE!!!! This place is running a SCAM!!!! I stayed here 2 nights with my family and it has been an absolute nightmare! First of all, upon “check in” we realized that there is no reception. We met the property managers in the parking lot and they brought us to our apartment. Then after checking in, bringing in our bags and dogs, the man insisted to come in our apartment to “controllare” our stuff and see our dogs. He opened up the bedroom door and completely violated our privacy. He...
The price is SAR 465
SAR 520 total
includes taxes & fees
7 May - 8 May
Casale Cardini
La Finestra sul Teatro

La Finestra sul Teatro

9.8 out of 10, Exceptional, (32)
"We loved staying here. It was so convenient for walks in town, restaurants, shopping, yet was so quiet and comfy for relaxing. Rossana was the perfect host. We will be back!"
The price is SAR 618
SAR 912 total
includes taxes & fees
27 Apr - 28 Apr
La Finestra sul Teatro
Elegant apartment in the heart of the historical area
Dining

Elegant apartment in the heart of the historical area

10.0 out of 10, Exceptional, (25)
"Great everything! location was great, the host was very accommodating and readily available. the place was very cozy and clean. I would look for this apartment again!"
Elegant apartment in the heart of the historical area
3BR luxury apt, walk to downtown Cortona, and amazing view over the town hall
Exterior

3BR luxury apt, walk to downtown Cortona, and amazing view over the town hall

9.8 out of 10, Exceptional, (10)
"One of a kind experience"
3BR luxury apt, walk to downtown Cortona, and amazing view over the town hall
Apartment dell 'Erbe with panoramic terraces
Property grounds

Apartment dell 'Erbe with panoramic terraces

10.0 out of 10, Exceptional, (36)
"Our stay here was fabulous! Francesca met us a few hours earlier than our check-in, and we were fortunately able to check in early. She proceeded to help us with our bags up the flights of stairs to the apartment, which is absolutely adorable. The rooftop deck is such a bonus, we were right in the heart of the village close to everything. She gave us recommendations for dinner, wine bars, and anything else you could think of! She was an amazing host and I can’t give enough stars here! We cannot...
Apartment dell 'Erbe with panoramic terraces
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, (7)
"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.
SIGNORELLI HOUSE soundproofed apartment in the historic center
Fridge, microwave, oven, stovetop

SIGNORELLI HOUSE soundproofed apartment in the historic center

10.0 out of 10, Exceptional, (8)
"Romina is an exceptional owner who goes above and beyond to ensure your stay at her beautiful and spacious property goes perfectly. You can't get a better location right in the heart of old Cortona! Parking is only a short walk away. We will certainly stay here again!"
SIGNORELLI HOUSE soundproofed apartment in the historic center
La Folaga del Trasimeno
Superior Apartment, 2 Bedrooms | Lake view

La Folaga del Trasimeno

10.0 out of 10, Exceptional, (5)
"Excellent stay with a fabulous host "
La Folaga del Trasimeno
Apartment in the heart of Cortona
View from property

Apartment in the heart of Cortona

10.0 out of 10, Exceptional, (3)
"Very convenient location. Great views. But the stairs are bit of a challenge for fat people like myself. But we made it work. "
Apartment in the heart of Cortona
Right in central Montepulciano. Apartment with view and garden
Terrace/patio

Right in central Montepulciano. Apartment with view and garden

10.0 out of 10, Exceptional, (41)
"View spectacular. Close to main square and restaurants. Easy walk to all restaurants and wine bars"
Right in central Montepulciano. Apartment with view and garden
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.
Don't see what you're looking for?
See all available properties in Ossaia
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Ossaia

Abbadia Sicille Relais
View from room

Abbadia Sicille Relais

4.0 star property
8.8 out of 10, Excellent, (158)
"An amazing place with a luxury feel. Comfy, welcoming and peacefully relaxing "
The price is SAR 476
SAR 537 total
includes taxes & fees
27 Apr - 28 Apr
Abbadia Sicille Relais
Il Tosco
Property entrance

Il Tosco

10.0 out of 10, Exceptional, (106)
"What a spectacular stay! My family chose this place as home base for our week in Tuscany and it’s literally one of the most incredible places we have ever stayed- the building has an amazing history- the rooms were beautiful and furniture stunning- lots of hot water- very clean- high quality linens etc The breakfasts prepared by the owner were over the top good- and she always lefts many cakes- desserts and snacks for my family - as well as fruit- treats and drinks - there are many restaurants...
The price is SAR 1,181
SAR 1,316 total
includes taxes & fees
2 May - 3 May
Il Tosco
Residenza Fabroni
Lobby

Residenza Fabroni

8.8 out of 10, Excellent, (84)
"Great little bed and breakfast feel, with a lovely view from the terrace. The breakfast voucher is for a great little cafe right nearby and we really enjoyed that added touch. We had the 'green' room and didn't really need the 2nd space with the 2 smaller beds, but it was nice to have so much space, including the kitchen and sitting areas. Very clear instructions on how to find them, especially parking! The video was very helpful "
The price is SAR 340
SAR 391 total
includes taxes & fees
12 May - 13 May
Residenza Fabroni
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.

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 1291 lodging choices including 358 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?
Here are some of the more popular apartments in the area: Sun-Soaked Private View Terrace in the Historical Centre of Cortona.: Located in Cortona, 3.1 mi/4.9 km from the heart of Ossaia. Includes private balconies. Onsite laundry facilities and a terrace are on site. Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany): Located 17.4 mi/28 km away in Arezzo. Free WiFi, private patios, and fireplaces are included. Classic Stunning 3 Bedroom Apartment in Montepulciano with Air Conditioning,: Located in Montepulciano, 14.6 mi/23.5 km away. Includes laundry facilities and separate dining areas. Access to onsite laundry facilities is available on site. CHARMING HOUSE IN HISTORIC TOWN CENTRE - ART-STUDIO In Cerca D’Autore: Located 14.8 mi/23.9 km away in Montepulciano. Private balconies, fireplaces, and sofa beds are included. Access to onsite laundry facilities is available on site. LA CASINA CANTINI - Panoramic apartment in Montepulciano in the historic center: It’s located in Montepulciano, 14.9 mi/24 km from Ossaia. Includes free WiFi.
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.