Ossaia Vacation Rentals

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Vacation Rentals in Ossaia

Abbadia Sicille Relais
4.0 star property
8.8 out of 10, Excellent, (148)
"It was good"
The price is CA $169
CA $191 total
includes taxes & fees
Oct 2 - Oct 3
Abbadia Sicille Relais
Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)
10.0 out of 10, Exceptional, (106)
"Staying in this stunning apartment in Arezzo was an absolute delight. From the moment we arrived, Stefano (and his gorgeous dog Spritz) made us feel completely at home. The apartment is beautifully designed, blending modern comforts with classic Italian charm. Every detail was thoughtfully considered, from the elegant decor to the stunning bathrooms and fully equipped kitchen, making it a perfect retreat after a day of exploring Arezzo and nearby cities and towns (Florence, Pienza,...
Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)
Residenza Fabroni
8.8 out of 10, Excellent, (74)
"Amazing views!!! Great communications on directions and processes for check in and check out. "
The price is CA $145
CA $162 total
includes taxes & fees
Oct 27 - Oct 28
Residenza Fabroni
House with garden and panoramic view over Lake Trasimeno
9.8 out of 10, Exceptional, (43)
"Beautiful location, very handy for the lake (swimming, pedelos etc) and with some lovely restaurants and gelatos in the local town! Views from the property are amazing, it is very quiet and peaceful"
House with garden and panoramic view over Lake Trasimeno
Traditional stone cottage in rural, tranquil and quiet location built in 1799
9.8 out of 10, Exceptional, (39)
"John & Dianne were utterly lovely and made every effort for us. The listing is very clear and if you're looking for peace and quiet in a serene valley, you couldn't do better. The track should be driven with care but after the first time accompanied by John, it's not too bad. I wouldn't bring a car with low clearance though. John and Dianne are in their home next door which was nice to know. They very much left us to it and didn't mind us playing our music by the pool. Otherwise we didn't see...
Traditional stone cottage in rural, tranquil and quiet location built in 1799
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
9.8 out of 10, Exceptional, (60)
"Nice location with easy access. Terrace great but only early morning when cool. Missed my air conditioner but fans helped . Plenty of room for 2. Quiet and comfortable."
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
Big house
7.8 out of 10, Good, (11)
"The house and location are perfect for a family holiday, the pool is lovely and there are plenty of covered areas in the garden in which to relax when the sun gets too hot! The proprietors are very accommodating and fixed any issues (washing machine failed during our stay) immediately. The only thing to be aware of is that the region near the lake does suffer from mosquitoes which come out in the evening - so take repellent with you as it’s expensive in Italy!"
Big house
Villa Scopetello with Pool and Tennis court near Montepulciano and Siena
10.0 out of 10, Exceptional, (100)
"A wonderful setting, terrific location and ideal large house for our 3 generation group of extended family members. The 8 children under 11ys had a fantastic time playing with their cousins enjoying the grounds, pool area, tennis court and football goalposts. Sonja was a great host - relaxed but responsive and a thoughtful cook for the two prepared meals she made for us"
Villa Scopetello with Pool and Tennis court near Montepulciano and Siena
"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
10.0 out of 10, Exceptional, (61)
"Firstly, the property was absolutely perfect. It was big, all air conditioned (when it’s so hot outside it needs to be) and really felt like a home from home. All the bedrooms are big and the shutters make it super dark at nighttime for sensitive sleepers. It had everything that we needed and more, with lots of different areas to sit and relax. The pool was beautiful, larger than I was expecting and a great infinity effect as you look over at Cortona. The location was great. Close enough to...
"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
Castello di Gargonza
3.0 star property
9.0 out of 10, Wonderful, (36)
"I had the best experience here. I had come here with a group 22 years ago at age 13. I had wanted to relive and reminisce being at the castle and my experience was just as it was 22 years later at age 35!! I adored the staff and their attention and care to me as a solo traveling female. I felt like they became more than staff during my time, but friends. They showed me the inside of the room I stayed in with my grandparents as a little girl. It was really special to walk though. I always felt...
The price is CA $285
CA $319 total
includes taxes & fees
Oct 7 - Oct 8
Castello di Gargonza
Casa Campau by Interhome
9.0 out of 10, Wonderful, (2)
Casa Campau by Interhome
Magnificent stone farmhouse in the heart of Tuscany
10.0 out of 10, Exceptional, (31)
"It was a bit large for us of a family of three, but Franco the greeter was super sweet. The screens on the windows were great to let fresh air in. They were generous to supply paper towels and plenty of toilet paper. Very old rustic. Bathrooms pretty clean. AC units good too.Main issue was multiple entries, one which wasn't super secure as we were victims of thieves. Very isolated so you get a false sense of security. Everything was tossed out of our bags, as they were looking for money, but...
Magnificent stone farmhouse in the heart of Tuscany
Cortona Umbria / family lake view villa near Tuscany + large salted pool
10.0 out of 10, Exceptional, (88)
"The house and grounds were lovely for our group of 7. Plenty of space to relax after a day of touring the countryside. Barbara was always available to help with any issues."
Cortona Umbria / family lake view villa near Tuscany + large salted pool
Farmhouse in the hills with panoramic view and swimming pool
9.6 out of 10, Exceptional, (64)
"We stayed for 10 days recently and had a great time, the house was easy to find and the host answered our queries straight away, he also visited the property every other day to water the plants and check that everything was ok. We had a problem with the dishwasher one day and an electrician turned up within 30 minutes. The photos of the house are true to life and the views from the shaded terrace are amazing. The pool was used almost every day and was cleaned regularly usually early before we...
Farmhouse in the hills with panoramic view and swimming pool
Il Tosco
10.0 out of 10, Exceptional, (95)
"Il Tosca was a very nice property centrally located. Elena was very communicative from before we arrived and provided clear instructions on how to find the property. Angelina was incredibly helpful when we checked in and throughout our stay. Elena’S mother made the most delicious baked goods. We look forwarded to coming back to Montepulciano and staying at Il Tosco again."
The price is CA $439
CA $486 total
includes taxes & fees
Oct 27 - Oct 28
Il Tosco
Villa Mulinello, secluded, panoramic view over Montepulciano valley.
10.0 out of 10, Exceptional, (33)
"Authentic farmbouse with stunning Tuscany views. Peaceful beautiful region of Tuscany. Montefollonico had a decent small friendly grocery store and pharmacy is a short drive away. There are lots of towels and blankets. It was cold upon arrival and took a while to warm up the house as the heat was off likely for a few days at least. There is a charge for heat and hydro and the caretaker actually comes back out to read the meters and inspect the house. This was a bit of surprise and had never...
Villa Mulinello, secluded, panoramic view over Montepulciano valley.
Charming Stone House in Castiglion Fiorentino: Your perfect Tuscan Getaway!
Charming Stone House in Castiglion Fiorentino: Your perfect Tuscan Getaway!
Podere Casorbica with free parking, large garden, swimming pool.
9.4 out of 10, Exceptional, (12)
"The property was lovely. Wifi was intermittently availble throughout our stay."
Podere Casorbica with free parking, large garden, swimming pool.
Idyllic guest house in Tuscan country house style with swimming pool
10.0 out of 10, Exceptional, (16)
"We had a lovely stay in the Tuscan countryside. The house was well-appointed and Ms. Flaks and her family were excellent hosts. We enjoyed taking a dip in the pool after exploring nearby towns. We also were happy to be greeted by the dogs."
Idyllic guest house in Tuscan country house style with swimming pool
Cottage " I due Pini"
10.0 out of 10, Exceptional, (35)
"Beautiful location in a natural environment. Wonderful hosts, and I especially liked their dog Akila who is very friendly."
Cottage " I due Pini"
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Other types of properties in Ossaia you may be interested in

Precise Tale Poggio Alla Sala
5.0 star property
9.4 out of 10, Exceptional, (68)
"One of the best hotels I have stayed in. Absolutely breathtaking grounds and beautiful chic interiors. Everywhere you look just takes your breath away. Luxurious amenities use and generous breakfast. We really appreciated the extra small touches eg mini notes, biscotti in the room and farewell gift bag. Staff were friendly and wonderful. "
The price is CA $559
CA $621 total
includes taxes & fees
Oct 21 - Oct 22
Precise Tale Poggio Alla Sala
Villa di Piazzano - Small Luxury Hotel of the World
5.0 star property
9.8 out of 10, Exceptional, (196)
"Stunning romantic hotel in a beautiful setting. Lovely rooms, gardens, and pool. The food was lovely and the staff amazing. My only complaint was an added charge for any a la carte items in the breakfast which is included in the hotel charge. For the type and cost of the hotel, this should be included."
The price is CA $732
CA $817 total
includes taxes & fees
Oct 19 - Oct 20
Villa di Piazzano - Small Luxury Hotel of the World
Monastero di Cortona Hotel & Spa
5.0 star property
10.0 out of 10, Exceptional, (193)
"Beautiful stay. Location is very walkable to all of Cortona, rooms are pristine, staff is polite and accommodating. The complimentary breakfast is delicious. We loved everything! If you drive, be sure to read the directions and ensure you have a tiny car! "
The price is CA $474
CA $533 total
includes taxes & fees
Oct 27 - Oct 28
Monastero di Cortona Hotel & Spa
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

Are there vacation rentals in Ossaia?

Yes, you can find vacation rentals near top local attractions in Ossaia, or you can select a more remote option if you're looking for a relaxing stay.

What are some of the best vacation home rentals in Ossaia?

Idyllic guest house in Tuscan country house style with swimming pool: This vacation home rental near Ossaia is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a patio and a garden.

How many vacation rentals are there in Ossaia?

With 7 Expedia vacation rentals, you're sure to find just the right place for your Ossaia stay.

What’s there to see and do in Ossaia?

While exploring the area, visit family-friendly sights like Arezzo Equestrian Centre, or get outside and enjoy nature at Isola Maggiore. In the larger area, you’ll find Giuseppe Garibaldi Memorial and Villa Bramasole.

What’s a vacation rental in Ossaia like?

Vacation rentals are private properties where you can stay for a couple of days or more in Ossaia. Vacation rentals offer amenities such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from shared hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for a family trip or a small group gathering.