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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
$290 nightly
The price is $329 total per night from Jun 10 to Jun 11
$329 total
Jun 10 - Jun 11
Total includes 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 property and amazing staff. Highly recommend"

Reviewed on May 16, 2025

Monastero 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
Fully refundableReserve now, pay when you stay
$634 nightly
The price is $706 total per night from May 30 to May 31
$706 total
May 30 - May 31
Total includes 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 ...
"Villa di Piazzano is amazing! we had an amazing time and the staff is incredible. peaceful, enjoyable and the food amazing!"

Reviewed on May 22, 2025

Villa di Piazzano - Small Luxury Hotel of the World
Nuovo Etruria Resort

Nuovo Etruria Resort

Via di S. Martino snc, Montepulciano, SI
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $121 total per night from Jun 5 to Jun 6
$121 total
Jun 5 - Jun 6
Total includes 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.
"They accomodated our last minute booking and were very friendly. Everything was nice and clean but a bit flimsy like a squeaky door. It also was too hot, maybe from the towel warmer. A free bottle of wine after our stay was a nice touch."

Reviewed on May 1, 2025

Nuovo Etruria Resort
Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

Via Grazianella 5, Via delle tre berte, Montepulciano, SI
$275 nightly
The price is $307 total per night from Jun 17 to Jun 18
$307 total
Jun 17 - Jun 18
Total includes 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 ...
"Beautiful and clean. Definitely would recommend."

Reviewed on May 20, 2025

Relais Villa Grazianella - UNA Esperienze
Villa Svetoni Wine Resort

Villa Svetoni Wine Resort

Via Umbria 65, Montepulciano, SI
Fully refundable
$283 nightly
The price is $316 total per night from Jun 3 to Jun 4
$316 total
Jun 3 - Jun 4
Total includes taxes and fees
This resort features an attached winery, a full-service spa, and a restaurant. Enjoy the seasonal outdoor pool and free perks like continental breakfast and ...
"Absolutely incredible property on a quiet piece of land. Staff are very attentive and professional. Had a wonderful stay!"

Reviewed on May 20, 2025

Villa Svetoni Wine Resort
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
$545 nightly
The price is $606 total per night from Jun 5 to Jun 6
$606 total
Jun 5 - Jun 6
Total includes 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. ...
"This is a beautiful location and the facilities are stunning. Really everything is picture perfect and you are only 20 minutes from Montepulciano and 30 minutes from Pienza. Both are amazing to explore and offer excellent dining options. The concierge recommended Tuscan Sweet Dreams to take us to ..."

Reviewed on Apr 8, 2025

Precise Tale Poggio Alla Sala
Albergo San Biagio

Albergo San Biagio

3 out of 5
Via San Bartolomeo 2, Montepulciano, SI
Fully refundableReserve now, pay when you stay
$78 nightly
The price is $91 total per night from Jun 2 to Jun 3
$91 total
Jun 2 - Jun 3
Total includes taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Enjoy the a rooftop terrace and perks like free self parking ...
Europe 2025
"We were at this hotel in 2022 so we decided to stay again. dinner at the restaurant was great and also breakfast the next day was also very good"

Reviewed on May 20, 2025

Albergo San Biagio
B&B Hotel Arezzo

B&B Hotel Arezzo

3 out of 5
Via Einstein, 4, Arezzo, AR
Fully refundableReserve now, pay when you stay
$64 nightly
The price is $78 total per night from Jun 23 to Jun 24
$78 total
Jun 23 - Jun 24
Total includes 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. ...
Nice hotel.
"Nice hotel. Well located near Arezzo."

Reviewed on Feb 1, 2025

B&B Hotel Arezzo
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
$68 nightly
The price is $79 total per night from May 29 to May 30
$79 total
May 29 - May 30
Total includes 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. ...
"Had a spa with massage. The Jacuzzi wasn't very warm."

Reviewed on May 25, 2025

Hotel Villa Ricci
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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 $78. 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 5,202 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