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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
$247 nightly
The price is $276 total per night from Nov 8 to Nov 9
$276 total
Nov 8 - Nov 9
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 ...
"Excellent staff .. extremely accommodating. Would definitely return."

Reviewed on Oct 7, 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
$623 nightly
The price is $694 total per night from Oct 21 to Oct 22
$694 total
Oct 21 - Oct 22
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 ...
"Stunning property; a real representation of Tuscany with the long driveway of tall trees; staff was amazing; food was excellent; gardens, picturesque! We would highly recommend! Overall amazing !!!"

Reviewed on Oct 5, 2026

Opens in a new windowVilla di Piazzano - Small Luxury Hotel of the World
Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Via Di Poggio Alla Sala, 10 Montepulciano SI
$502 nightly
The price is $558 total per night from Oct 11 to Oct 12
$558 total
Oct 11 - Oct 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. ...
"Great, peaceful place to stay. Gorgeous property with pools and spa. Could use another food option but otherwise excellent."

Reviewed on Oct 7, 2026

Opens in a new windowPrecise Tale Poggio Alla Sala
Nuovo Etruria Resort

Nuovo Etruria Resort

4 out of 5
Via di S. Martino snc Montepulciano SI
Fully refundable
$117 nightly
The price is $133 total per night from Oct 28 to Oct 29
$133 total
Oct 28 - Oct 29
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.
"Beautiful pool with view. Friendly staff members. Town is walkable but there is also a bus stop nearby that does the uphill drive to the top of town. Maybe not the most suitable for those who have proper mobility concerns for getting into town, but for everyone else the location is great"

Reviewed on Oct 4, 2026

Opens in a new windowNuovo Etruria Resort
Best Western Hotel Quattrotorri Perugia

Best Western Hotel Quattrotorri Perugia

4 out of 5
Via Corcianese 260 Perugia PG
Fully refundableReserve now, pay when you stay
$113 nightly
The price is $131 total per night from Oct 18 to Oct 19
$131 total
Oct 18 - Oct 19
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. ...
"Excellent hotel and food is amazing. Staff very helpful. Love this location."

Reviewed on Jul 12, 2026

Opens in a new windowBest Western Hotel Quattrotorri Perugia
Hotel Villa Ricci

Hotel Villa Ricci

3 out of 5
Viale Giuseppe di Vittorio 51 Chianciano Terme SI
Fully refundableReserve now, pay when you stay
$63 nightly
The price is $73 total per night from Oct 18 to Oct 19
$73 total
Oct 18 - Oct 19
Total with taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Families will appreciate the onsite laundry facilities and babysitting. ...
"Personal, muy amable y educado, muy cálida, recepción, lindo hotel. Lo aconsejo para quienes quieran visitar la toscana y sobretodo Montepulciano."

Reviewed on Sep 27, 2026

Opens in a new windowHotel Villa Ricci
B&B Hotel Arezzo

B&B Hotel Arezzo

3 out of 5
Via Einstein, 4 Arezzo AR
Fully refundableReserve now, pay when you stay
$62 nightly
The price is $75 total per night from Nov 8 to Nov 9
$75 total
Nov 8 - Nov 9
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
Opens in a new windowB&B Hotel Arezzo
Hotel Continentale

Hotel Continentale

4 out of 5
Piazza Guido Monaco, 7 Arezzo AR
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $146 total per night from Oct 26 to Oct 27
$146 total
Oct 26 - Oct 27
Total with taxes and fees
This hotel features a gym and a rooftop terrace. Traveling on business? Take advantage of the business center and free WiFi in public areas. There's a bar/lounge ...
Opens in a new windowHotel Continentale
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
$73 nightly
The price is $87 total per night from Oct 11 to Oct 12
$87 total
Oct 11 - Oct 12
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 ...
Opens in a new windowIl Gentiluomo Hotel & SPA
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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 $73. 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 5,098 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

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Posted 21 hours ago
Travelocity Verified Review
"Excellent staff .. extremely accommodating. Would definitely return."
A verified traveler stayed at Monastero di Cortona Hotel & Spa
Monastero di Cortona Hotel & Spa

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