Ossaia Holidays

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Top Flight + Hotel Deals in Ossaia

Price found within the past 48 hours. Click for updated prices.
Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
per person
1 Oct - 6 Oct
found 1 day ago
Return direct flight included
Tirana (TIA) to Florence (FLR)
7.6/10 Good! (1,007 reviews)
Great location. Few minutes away from train station. Not so quiet. You could hear people from outside even the windows closed. If you are staying for a few days, it’s a great location.

Reviewed on 14 Aug 2025

Eurostars Florence Boutique

Eurostars Florence Boutique

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
1 Oct - 6 Oct
found 1 day ago
Return direct flight included
Tirana (TIA) to Florence (FLR)
8.6/10 Excellent! (468 reviews)
Great little hotel. Everything is within walking distance. The view from the terrace was amazing.

Reviewed on 6 Aug 2025

Villa Tolomei Hotel & Resort

Villa Tolomei Hotel & Resort

5 out of 5
Oltrarno
Save 100% on your flight
per person
1 Oct - 6 Oct
found 1 day ago
Return direct flight included
Tirana (TIA) to Florence (FLR)
8.8/10 Excellent! (388 reviews)
Great place to stay near Florence, it’s quite and relaxing. The pool is great.

Reviewed on 31 Jul 2025

Palazzo Lorenzo Hotel Boutique & Spa

Palazzo Lorenzo Hotel Boutique & Spa

4 out of 5
San Lorenzo
Save 100% on your flight
per person
1 Oct - 6 Oct
found 1 day ago
Return direct flight included
Tirana (TIA) to Florence (FLR)
9.4/10 Exceptional! (569 reviews)
Everything about the property was wonderful from the cleanliness to the staff's helpfulness. The only thing that could be improved is the gym area, it only contains a treadmill, ab machine, and three sets of dumbbells that range in weight from 3-10lbs.

Reviewed on 10 Aug 2025

Floren Hotel

Floren Hotel

5 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
1 Oct - 6 Oct
found 1 day ago
Return direct flight included
Tirana (TIA) to Florence (FLR)
9.4/10 Exceptional! (163 reviews)
Room was very comfortable

Reviewed on 13 Aug 2025

Top hotels in Ossaia

A Point Arezzo Park Hotel

A Point Arezzo Park Hotel

4 out of 5
Loc. Battifolle, 36/T, A1 exit Arezzo, Arezzo, AR
Fully refundableReserve now, pay when you stay
7.6/10 Good! (141 reviews)
"It is very close to autostrada,which is good if you have car. The Breakfast was excellant,with a wonderful hostess. This lady is a big bonus to this hotel.The air-conditioning is building controlled,which would not suit everyone.The cleaner for our area had poor attention to detail. The lead cleaner ..."

Reviewed on 24 Sep 2024

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A Point Arezzo Park Hotel
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
The price is €297 per night from 24 Aug to 25 Aug
€297
24 Aug - 25 Aug
includes taxes & fees
9.8/10 Exceptional! (229 reviews)
"Beautiful property, magical, great friendly staff, fantastic breakfast. Everything was perfect"

Reviewed on 7 Aug 2025

Monastero di Cortona Hotel & Spa
Il Casale Di Manuele 12, Emma Villas

Il Casale Di Manuele 12, Emma Villas

Montepulciano
10/10 Exceptional! (2 reviews)
Tuscany with Freinds
"We loved this home - everything was perfect and it was easy to find and enjoy. I highly recommend the next time you are wanting to stay in Tuscany!"

Reviewed on 16 Jun 2025

Get rates
Il Casale Di Manuele 12, Emma Villas
See all 5,292 properties in Ossaia
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.

Popular places to visit

Farneta Abbey

Find out about the history of Farneta when you take a trip to Farneta Abbey. While you're here, you can savour the wineries.

Farneta Abbey

What to do in Ossaia

Cortona

Cortona Private Guided Tour

€260
per traveller
Cortona Private Guided Tour
For your personal cooking class in Tuscany

Amazing four courses cooking class in Tuscany

€265
per adult
Amazing four courses cooking class in Tuscany
3 Regions in 1 Day from Rome with Tuscany Wine Tasting & Lunch

From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch

€114
per adult
100% of travellers recommend
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
See all activities in Ossaia

Frequently asked questions

How much does an Ossaia holiday package cost?
You can snap up a holiday package to this top destination from €606 on Expedia. However, how much your holiday to Ossaia costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Ossaia?
You can typically find reduced prices and better availability in January, February and March. Take a look at our cheap Ossaia holiday packages and you could score some great off-season deals.
How many days is enough for Ossaia?
With a well-planned itinerary, you can easily hit the top Ossaia sights in a handful of days. But if you want to venture off the beaten track or go on day trips, think about booking your Ossaia holiday for longer.
How to find the best Ossaia package deals?
Begin your search for an Ossaia package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply some filters, like "Property type" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Ossaia package deal right away, simply tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Ossaia adventure underway.
Is it cheaper to book an Ossaia holiday as a package?
You can enjoy significant savings on your Ossaia retreat by booking a personalised holiday package. Click on the "Package" heading, then select your destination and travel dates to see some great flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a holiday package to Ossaia?
If you have your Ossaia holiday dates confirmed, book as early as you can to snap up some incredible deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Ossaia?

  1. Pick your travel dates: The things you want to do in Ossaia and your preferred season can help you decide when to go.
  2. Budget wisely: On top of the cost of your accommodation, you should consider other expenses too. These include flights, food and transportation. Also, put aside some extra funds for unexpected costs that may crop up during your trip to Ossaia.
  3. Work out your trip length: Think about how much time you'd like to spend exploring Ossaia. Plan your itinerary so you can get to all the activities and attractions you're interested in without rushing.
  4. Combine your airfare and accommodation: Once you've settled on your trip dates and duration, lock in the perfect Ossaia holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.