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Check prices for these dates

Next weekend
14 Feb - 16 Feb
In two weeks
21 Feb - 23 Feb
In one month
7 Mar - 9 Mar
In two months
4 Apr - 6 Apr

Compare 1043 Apartments in Ossaia with updated reviews, rates, and availability.

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

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

10.0 out of 10, Exceptional, (112)
"We were in awe! So beautiful, comfortable and peaceful. Best sleep ever on vacation. Stefano is an amazing host, very responsive and helpful. Great recommendations and knowledge of area made our visit even more special. Location is walking distance to the Grande Piazza, restaurants, groceries and a lovely bakery right across the street. His dog, Spritz will steal your heart. I could go on and on…..see other reviews, you will not be disappointed. We did not want to leave! I highly...
Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)
LA CASINA CANTINI - Panoramic apartment in Montepulciano in the historic center
Exterior

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

9.6 out of 10, Exceptional, (38)
"My wife and I had a wonderful stay in this great little apartment. It is clean and comfortable for two people. We loved being able to cook at home for a change after traveling for the past month. We were able to buy fresh pasta from the market down the road so that was perfect. The host was fantastic with communication and made an excellent dinner recommendation which is literally next door. Finally the view from the kitchen is gorgeous! It’s great to be able to open the window in the...
LA CASINA CANTINI - Panoramic apartment in Montepulciano in the historic center
Appartamento Loggetta
View from room

Appartamento Loggetta

Appartamento Loggetta
Right in central Montepulciano. Apartment with view and garden
Room

Right in central Montepulciano. Apartment with view and garden

10.0 out of 10, Exceptional, (39)
"Giacomo and Giovanna were the perfect hosts. Our Black Tea unit had a magnificient view and the apartment was very clean and nicely decorated. We would recommend this property to everyone-very close to beautiful walking town, great restaurants and fun shops. Also very convenient, Giacomo's excellent coffee shop just steps from or door!"
Right in central Montepulciano. Apartment with view and garden
La Finestra sul Teatro
Interior

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 AED 495
AED 747 total
includes taxes & fees
27 Feb - 28 Feb
La Finestra sul Teatro
Dell'Erbe Apartment - Attic
Terrace/patio

Dell'Erbe Apartment - Attic

10.0 out of 10, Exceptional, (34)
"The 4 nights we spent in Montepulciano in the Dell'Erbe apartment were the favourite part of our 2.5 week trip. We loved being in the historic city centre. Parking in the P6 lot was fairly convenient for doing day trips. We found so many good restaurants in Montepulciano that we could easily walk to. Francy was very responsive and helpful. All in all it was a fabulous experience. We hope to return!"
Dell'Erbe Apartment - Attic
Appartamento Il Buonumore. Balcone con Vista
Room

Appartamento Il Buonumore. Balcone con Vista

10.0 out of 10, Exceptional, (2)
"The apartment is large. Basically 3 separate rooms. 2 on the second floor and 1 on the 3rd floor. I would not recommend for someone that cannot do steps, especially the third floor bedroom, as the bathroom has 3 steps to get down to it. It was a beautiful bathroom but just be aware. I cannot say enough about the host, Syed! He bent over backward to transport us to where we wanted to go. (We did a cooking class about 15 minutes from the city! I highly recommend.) I was even texting Syed for...
Appartamento Il Buonumore. Balcone con Vista
Fratta Orchidee, Cortona, Italy
Shared pool

Fratta Orchidee, Cortona, Italy

Fratta Orchidee, Cortona, Italy
GRANAIO-Poggio delle Robinie-Ceppeto 136 -M.S.Savino
Outdoor dining

GRANAIO-Poggio delle Robinie-Ceppeto 136 -M.S.Savino

10.0 out of 10, Exceptional, (1)
"Gastvrije ontvangst, prachtige plek en sfeervol appartement met gebruik van zwembad. Super uitzicht op Monte San Savino en terras met privacy aanwezig."
GRANAIO-Poggio delle Robinie-Ceppeto 136 -M.S.Savino
Gorgeous apartment in Tuoro sul Trasimeno
pool

Gorgeous apartment in Tuoro sul Trasimeno

10.0 out of 10, Exceptional, (1)
Gorgeous apartment in Tuoro sul Trasimeno
Madone 4, large apartment in agriturismo. Pool, WiFi, tennis
Terrace

Madone 4, large apartment in agriturismo. Pool, WiFi, tennis

10.0 out of 10, Exceptional, (13)
"Our stay at Casamaggiore was perfect. The property was traditionally and simply styled, well supplied and met all our needs. The facilities were as advertised and we delighted in using the pool and tennis courts. The property is perfectly situated for day trips to explore the region. The balcony was our favourite spot for a glass of wine at the end of a busy day. Our stay was an absolute highlight in our exploration of Italy. Thankyou Gisella for your kind hosting."
Madone 4, large apartment in agriturismo. Pool, WiFi, tennis
Apartment with Garden
Exterior

Apartment with Garden

Apartment with Garden
ALE HOUSE MONTEFALCO Apartment
Living area

ALE HOUSE MONTEFALCO Apartment

The price is AED 438
AED 568 total
includes taxes & fees
28 Feb - 1 Mar
ALE HOUSE MONTEFALCO Apartment
Holiday apartment Magione for 1 - 2 persons with 1 bedroom - Holiday apartment
Exterior

Holiday apartment Magione for 1 - 2 persons with 1 bedroom - Holiday apartment

10.0 out of 10, Exceptional, (1)
"Very nice place good apartment, wonderful wiew from balcony, lovely garden with nice clean pool - very clean around the house and fine place too parking"
Holiday apartment Magione for 1 - 2 persons with 1 bedroom - Holiday apartment
La Torretta - downtown Cortona, on the second floor of a noble palazzo
Room

La Torretta - downtown Cortona, on the second floor of a noble palazzo

10.0 out of 10, Exceptional, (4)
"Very roomy, well equipped, and a really good location. Would stay again!"
La Torretta - downtown Cortona, on the second floor of a noble palazzo
Charming House in the heart of Montepulciano
City Hall Castle

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
Ciliano 16
Private kitchen

Ciliano 16

10.0 out of 10, Exceptional, (3)
"Our hosts were very communicative for our pre-arrival, ensuring we understood the closest and easiest parking. We arrived and parked in P1: free 05/11-06/03. Easy walking distance to the townhouse. The home is beautifully decorated with the owner’s travels. All things necessary are here and at your disposal: cooking, laundry, and relaxing vistas. Several meals were prepared here with ease. The dishwasher made quick work of cleanup. Should there be a need, your host is a text message away and...
Ciliano 16
Elegante Villa sul Lago Trasimeno - Gelsomino
Pool

Elegante Villa sul Lago Trasimeno - Gelsomino

9.6 out of 10, Exceptional, (45)
"Tolle Lage für entspannte Stunden zu zweit oder mit der Familie ! Perfekter Ausgangspunkt auch für Perugia, Siena, Cortona etc. ! Haben uns sehr wohl gefühlt ..alles Da was man braucht ! Kommen gerne wieder"
Elegante Villa sul Lago Trasimeno - Gelsomino
Belvedere - Country House Rental in Valdichiana, Tuscany
Scenic View

Belvedere - Country House Rental in Valdichiana, Tuscany

9.6 out of 10, Exceptional, (22)
"My husband and his friends stayed here days before our wedding. It was the perfect size for 7-10 people, a beautiful property, and very private! The check in was easy and the place was a huge hit! "
Belvedere - Country House Rental in Valdichiana, Tuscany
Cozy apartment in Monticchiello with Wi-Fi
outside

Cozy apartment in Monticchiello with Wi-Fi

10.0 out of 10, Exceptional, (2)
"This large apartment was incredibly beautiful in so many ways. The owners have done an incredible renovation to modernize the experience without sacrificing the charm you hope to experience in this ancient town. it was clean and the linens were top notch. I think I'll install a towel warmer at home after experiencing this luxury. My only advice to future renters is to make sure you arrive at a time where the owner can meet you in person. There are nuances about appliances, lights, power,...
Cozy apartment in Monticchiello with Wi-Fi
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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Other property types in Ossaia

Residenza Fabroni
Interior

Residenza Fabroni

8.8 out of 10, Excellent, (79)
"This is a very large apartment in a 500 year old well maintained building. It is in the beautiful historic area. Do be aware that this is a VERY hilly area and you will have to walk up and down steep streets everywhere you go. That includes from the parking area. Cars are restricted from the area around the apartment without a permit. "
The price is AED 326
AED 373 total
includes taxes & fees
10 Feb - 11 Feb
Residenza Fabroni
Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)
Interior

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

10.0 out of 10, Exceptional, (112)
"We were in awe! So beautiful, comfortable and peaceful. Best sleep ever on vacation. Stefano is an amazing host, very responsive and helpful. Great recommendations and knowledge of area made our visit even more special. Location is walking distance to the Grande Piazza, restaurants, groceries and a lovely bakery right across the street. His dog, Spritz will steal your heart. I could go on and on…..see other reviews, you will not be disappointed. We did not want to leave! I highly...
Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)
Il Tosco
Living room

Il Tosco

10.0 out of 10, Exceptional, (103)
"Wonderful total experience! Kind and generous service, available but not intrusive, perfect morning breakfast, beautiful linens in rooms and breakfast area. One couldn’t ask for more from hostess and owners! "
The price is AED 1,002
AED 1,117 total
includes taxes & fees
1 Mar - 2 Mar
Il Tosco
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 361 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?
Listed below are some of the favorite apartments in the area: Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany): Situated in Arezzo, 17.4 mi/28 km from the heart of Ossaia. Includes free WiFi, private patios, and fireplaces. LA CASINA CANTINI - Panoramic apartment in Montepulciano in the historic center: It’s located in Montepulciano, 14.9 mi/24 km away. Sun-Soaked Private View Terrace in the Historical Centre of Cortona.: Located 3.1 mi/4.9 km away in Cortona. Amenities include private balconies. Access to a terrace is available 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.