Oliveto Vacation Packages

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Your Oliveto Vacation

With all your travel needs organized before you go, our Oliveto vacation packages let you simply focus on vacationing! One place to base yourself in this vibrant city is San Pancrazio, which is great for culture and walking. Ready to explore your new surroundings? Civitella Longobard Castle, Virgin Mary with Child and Praetorian Palace are just three of the top-rated places to visit during your trip to Oliveto. Your dream Oliveto vacation is a few clicks away. Browse hotels, flights and more on Expedia for a trip that's tailored to suit your style.

Top Oliveto Vacation Deals

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

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was CA $2,629, price is now CA $1,589 per person
CA $1,589
per person
Aug 17 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
7.6/10 Good! (1,006 reviews)
Clean, conveniently located hotel with friendly, helpful staff.

Reviewed on Jul 5, 2026

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Price was CA $2,700, price is now CA $1,601 per person
CA $1,601
per person
Sep 28 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
7.4/10 Good! (1,008 reviews)
It was not entirely clean, the staff don't do much. Breakfast is from the day before. Air conditioning excellent.

Reviewed on Jul 3, 2026

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Price was CA $3,315, price is now CA $2,234 per person
CA $2,234
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Florence (FLR)
9.6/10 Exceptional! (147 reviews)
It’s a beautiful property, but be aware that it is secluded and that the restaurant menu is quite limited and after a couple of days, we were happy to go elsewhere. The waiting staff was attentive and nice, front desk not as much (maybe the la guard barrier?)

Reviewed on Jun 19, 2026

Grand Hotel Torre Fara

Grand Hotel Torre Fara

4 out of 5
Price was CA $3,190, price is now CA $2,241 per person
CA $2,241
per person
Sep 7 - Sep 12
found 21 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Pisa (PSA)
9.6/10 Exceptional! (174 reviews)
Wonderful hotel, great location and fantastic staff

Reviewed on Jun 15, 2026

The Poet Hotel

The Poet Hotel

4 out of 5
La Spezia Historic Centre
Price was CA $2,722, price is now CA $1,967 per person
CA $1,967
per person
Aug 16 - Aug 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Pisa (PSA)
9.2/10 Wonderful! (1,006 reviews)
Parking is a huge problem, efen when you book it in advance. There is a long walk and then you have to enter code multiple times. It would be good if the valet takes your car and brings it back.

Reviewed on Jul 7, 2026

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Oliveto Hotel Deals

Fondaco del Moro

Fondaco del Moro

Corso Roma 18 Civitella in Val di Chiana AR
The price is CA $100 per night from Jul 9 to Jul 10
CA $100
CA $110 total
Jul 9 - Jul 10
includes taxes & fees
9.6/10 Exceptional! (52 reviews)
"Hermoso lugar"

Reviewed on Jul 5, 2026

Fondaco del Moro
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

5 out of 5
Strada Comunale 14 Siena - Vagliagli 18 Castelnuovo Berardenga SI
Fully refundableReserve now, pay when you stay
The price is CA $696 per night from Jul 12 to Jul 13
CA $696
CA $781 total
Jul 12 - Jul 13
includes taxes & fees
9.4/10 Exceptional! (209 reviews)
"This hotel is the definition of La Dolce Vita! Starting from the beginning, when first arrived to the hotel, they picked up our bags, showed us around the property and responded any questions that we had. Elisa was amazing! She showed us around the property, he gave us recommendations of where to ..."

Reviewed on Jul 1, 2026

Borgo Scopeto Wine & Country Relais
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
The price is CA $129 per night from Jul 9 to Jul 10
CA $129
CA $152 total
Jul 9 - Jul 10
includes taxes & fees
7.6/10 Good! (165 reviews)
"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

A Point Arezzo Park Hotel
See all 5,028 properties in Oliveto
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
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What to do in Oliveto

Oil museum and oil mill in Tuscany: tour and tasting

Oil museum and oil mill in Tuscany: tour and tasting

CA $32
per adult
Oil museum and oil mill in Tuscany: tour and tasting
Cellar Tour & Wine Tasting

Cellar Tour & Wine Tasting

CA $81
per adult
Cellar Tour & Wine Tasting
See all activities in Oliveto

Frequently asked questions

How much does an Oliveto vacation package cost?
Offering great value package deals from CA $1,589 on Expedia, you'll be surprised at how little a vacation to Oliveto costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Oliveto?
The off-season is the best time to visit Oliveto if you're trying to keep costs down. Another tip for getting cheap Oliveto vacation packages? Try to avoid visiting during public holidays and any major events or festivals.
How many days is enough for Oliveto?
We'd suggest booking an Oliveto vacation for a minimum of 2 days. This will allow you plenty of time to tick off popular sights including Virgin Mary with Child and Civitella Longobard Castle, and explore neighbourhoods like Ciggiano and Tegoleto. You could even slot in a day trip or two outside of Oliveto.
How to find the best Oliveto package deals?
Use Expedia's handy filters to help you find some fabulous Oliveto package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Oliveto package deals in the off-peak season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book an Oliveto vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll generally score a better deal than booking each component individually. And you'll still enjoy the freedom to create a personalized Oliveto vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to Oliveto?
Score fantastic discounts by reserving your flights early with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for an impromptu Oliveto getaway.
How to plan a trip to Oliveto?

  1. Choose when to go: Check your calendar and pack your bags. Your preferred season and the type of activities available will also help you decide when to escape to Oliveto.
  2. Set a budget: Factor in expenses such as flights, meals and transportation when calculating how much to set aside for your trip to Oliveto. Then, select a hotel that matches your budget, whether that's a wallet-friendly option or a swankier getaway.
  3. Decide your trip length: Think about how long you'd like to spend discovering Oliveto. Plan your days so you can get to all the activities and attractions you're interested in without rushing.
  4. Bundle your accommodations and airfare: After you've settled on your travel dates and duration, book the ideal Oliveto vacation package for you.

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