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Top Ossaia hotels

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Via del Salvatore Cortona AR
Fully refundableReserve now, pay when you stay
$325 nightly
The price is $366 total per night from Jun 28 to Jun 29
$366 total
Jun 28 - Jun 29
Total with taxes and fees
A full-service spa and an indoor pool are featured at this luxury hotel. Enjoy the hot tub and free perks like full breakfast and WiFi in public areas. You'll ...
"We had a marvelous stay with unbelievable staff experiences. They went above and beyond to make our stay wonderful. One of your staff made dinner reservations for us in a very popular restaurant that was the highlight of our time in Cortona. And we very much enjoyed relaxing by the pool. Again the ..."

Reviewed on Jun 15, 2026

Opens in a new windowMonastero di Cortona Hotel & Spa
Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

5 out of 5
Localita Piazzano, C.P. 6 Cortona AR
$640 nightly
The price is $713 total per night from Jul 10 to Jul 11
$713 total
Jul 10 - Jul 11
Total with taxes and fees
This hotel features an outdoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and airport ...
"The Villa is not only one of the most beautiful places on earth but also comfortable warm and inviting. The accommodations are gorgeous and the food is magnificent! The staff is a dream~ so kind and personable. I highly recommend as it will be a trip of a lifetime !!!!"

Reviewed on Jun 9, 2026

Opens in a new windowVilla di Piazzano - Small Luxury Hotel of the World
Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

Via Grazianella 5 Montepulciano SI
$312 nightly
The price is $348 total per night from Jun 22 to Jun 23
$348 total
Jun 22 - Jun 23
Total with taxes and fees
An attached winery and an outdoor pool are featured at this smoke-free country house. Traveling on business? Take advantage of the business center and free WiFi ...
"Quiet and beautiful house in the valley. Bright and big rooms with stylish decoration. Like the breakfast a lot and staff really helpful."

Reviewed on Jun 11, 2026

Opens in a new windowRelais Villa Grazianella - UNA Esperienze
Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Via Poggio alla Sala 10 Montepulciano SI
Fully refundableReserve now, pay when you stay
$554 nightly
The price is $617 total per night from Jul 11 to Jul 12
$617 total
Jul 11 - Jul 12
Total with taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Family-friendly amenities include a playground and in-room childcare. ...
"What a nice place to stay and enjoying Tuscany region!! Lovely place and atmosphere!! We definitely love to come back and stay more time for next visit!!"

Reviewed on Jun 13, 2026

Opens in a new windowPrecise Tale Poggio Alla Sala
Agriturismo La Sovana

Agriturismo La Sovana

Via di Chiusi 37 Sarteano SI
$280 nightly
The price is $313 total per night from Jun 25 to Jun 26
$313 total
Jun 25 - Jun 26
Total with taxes and fees
This luxury farm stay features an attached winery, 2 outdoor tennis courts, and a restaurant. Families will appreciate the playground, onsite laundry facilities, ...
"I have nothing but rave reviews for this resort!! I came with my 2 sisters for a special birthday trip and the second we arrived there our jaws were on the ground when we saw how beautiful this place was. Seriously the pictures online don’t do it justice! When we arrived Fiorella greeted us and immediately ..."

Reviewed on May 27, 2026

Opens in a new windowAgriturismo La Sovana
Nuovo Etruria Resort

Nuovo Etruria Resort

Via di S. Martino snc Montepulciano SI
Fully refundable
$104 nightly
The price is $119 total per night from Jun 21 to Jun 22
$119 total
Jun 21 - Jun 22
Total with taxes and fees
A seasonal outdoor pool is featured at this hotel, along with free WiFi in public areas and a garden. A communal living room is also provided.
"An excellent stay in Montepulciano. The property is walking distance to the walled city and a close drive to neighboring towns and vineyards. The pool is great for those hot Tuscan days,. The breakfasts offered a good variety for all diets. I highly recommend this property."

Reviewed on Jun 16, 2026

Opens in a new windowNuovo Etruria Resort
Borgo Dei Conti Resort Relais & Chateaux

Borgo Dei Conti Resort Relais & Chateaux

5 out of 5
Località Montepetriolo, 26 Perugia PG
$861 nightly
The price is $955 total per night from Jul 5 to Jul 6
$955 total
Jul 5 - Jul 6
Total with taxes and fees
A full-service spa, 2 restaurants, and an outdoor tennis court are all featured at this luxury hotel. Family-friendly amenities include a playground and kid-friendly ...
"Great place to relax and heal"

Reviewed on May 19, 2026

Opens in a new windowBorgo Dei Conti Resort Relais & Chateaux
Il Gentiluomo Hotel & SPA

Il Gentiluomo Hotel & SPA

4 out of 5
Via Raccordo Autostradale, 1/a Arezzo AR
Fully refundableReserve now, pay when you stay
$64 nightly
The price is $77 total per night from Jun 21 to Jun 22
$77 total
Jun 21 - Jun 22
Total with taxes and fees
This hotel features a full-service spa and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self ...
"Nice hotel, well maintained. The staff was very helpful getting a pizza ordered despite our late arrival. Cozy rooms with clean sheets and pillows, nice shower too."

Reviewed on May 30, 2026

Opens in a new windowIl Gentiluomo Hotel & SPA
A Point Arezzo Park Hotel

A Point Arezzo Park Hotel

4 out of 5
Loc. Battifolle, 36/T Arezzo AR
Fully refundableReserve now, pay when you stay
$74 nightly
The price is $88 total per night from Jul 1 to Jul 2
$88 total
Jul 1 - Jul 2
Total with taxes and fees
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center ...
"Well, having travelled extensively for the past 13 years, this Hotel must be the coldest I have ever stayed in. It was December, but there was no heating on in the lobby area or the dining area so everyone had to wear coats or thick jumpers while eating their meals. The showers were not particularly ..."

Reviewed on Dec 3, 2025

Opens in a new windowA Point Arezzo Park Hotel
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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.

Ossaia Hotel & Travel Guide

Ossaia has a broad selection of first-rate hotel possibilities to select from. Travelocity's handy hotel guide features 74 hotels conveniently located within a 6-mile (10-kilometer) distance of central Ossaia.

You can stay at one of Relais La Corte dei Papi and Villa La Mucchia Cortona within a quick stroll of Ossaia's downtown area.

The Hotelito Lupaia can be found 15 miles (25 kilometers) from central Ossaia. If you would prefer another option, the Relais Il Falconiere can be found 4 miles (7 kilometers) away. The Country House Montali as well as the Villa di Piazzano - Residenza d'Epoca are two alternative hotel options around Ossaia.

Do you want to head a little further afield? Tuscany is home to many beautiful attractions. Discover Tuscany's ruins, castles and traditional villages and fall in love with the area's rural landscapes and beaches. Daring visitors can take part in snowboarding, skiing and snow shoeing here.

Spend some time exploring Saint Mary Church and Virgin Mary with Child, which can be found in Civitella in Val di Chiana, 18 miles (29 kilometers) to the northwest of Ossaia. Some Civitella in Val di Chiana places to stay include the Il Fondaco del Moro and Montelucci Country Resort & Agriturismo di Charme. 35 miles (57 kilometers) to the north of Ossaia, you'll also find Bibbiena, home to the La Collina delle Stelle and Relais il Fienile. During your time in Bibbiena, keep a day to explore the Monastery of Camaldoli and Santa Maria of Sasso Sanctuary.

While you are here why not spend some time enjoying the skills of players with lovers of sports at a community sporting fixture. Stadio Artemio Franchi is located 50 miles (84 kilometers) to the northwest of Ossaia. Visitors who like the convenience of booking accommodation close to the game, book in the Four Seasons Hotel Firenze or The St. Regis Florence.

Peretola Airport is a major gateway for flying into Ossaia. You can find it 55 miles (90 kilometers) from the center of the city. For wise travelers who would like to find a Travelocity-listed base nearby, book the Torre di Bellosguardo or Sina Villa Medici.

Frequently asked questions

What are the top kid-friendly hotels in Ossaia?
From carefully considered amenities to larger rooms, kid-friendly hotels are equipped with features that can help transform an everyday family vacation into an awesome one. These Ossaia options make traveling with children a cinch: You're well catered for at Villa Chiara. It comes with a swimming pool, a barbecue grill and a flair for making families feel at home. Otherwise, spend your Ossaia getaway at Villa il Trebbio. Make the most of a swimming pool, a fireplace and more here.
Where can I find cheap hotels in Ossaia?
At Travelocity you'll find really nice hotels in Ossaia at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Ossaia rather than in Ossaia. We may find you even better rates, too.
How do I find the best Ossaia hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Ossaia then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Ossaia?
The cheapest hotel in Ossaia is $77. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Ossaia?
There are 5,169 hotels in Ossaia on Travelocity.
What are the best hotels in Ossaia?
Ossaia has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Ossaia for you!
When is the best time to visit Ossaia?
If you want the joy of a fun-filled trip in peak season, visit Ossaia during April, May and June. If you'd prefer the peace of off-season, book a stay during quieter months, such as October, November and December.
When is the cheapest time to stay in Ossaia?
Based on historic data is usually the cheapest month to visit Ossaia. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Ossaia?
There are multiple hotels in Ossaia that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Ossaia. We have plenty of kid-friendly hotels in Ossaia to choose from on Travelocity!
Why book a hotel in Ossaia through Travelocity?
Because we have the top hotels in Ossaia! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Ossaia on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Ossaia hotel reviews by fellow wanderers

Nuovo Etruria Resort

Nuovo Etruria Resort

5 out of 5
Posted 3 days ago
Travelocity Verified Review
"An excellent stay in Montepulciano. The property is walking distance to the walled city and a close drive to neighboring towns and vineyards. The pool is great for those hot Tuscan days,. The breakfasts offered a good variety for all diets. I highly recommend this property."
A verified traveler stayed at Nuovo Etruria Resort
Nuovo Etruria Resort

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