Oliveto Vacations from ￥279,606

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The Latest Oliveto Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Eurostars Florence Boutique

Eurostars Florence Boutique

4 out of 5
Historic Centre of Florence
per person
Sep 6 - Sep 13
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
8.6/10 Excellent! (464 reviews)
Nice hotel, very clean, a little far from main attractions, but in general I really like it

Reviewed on Jul 14, 2025

Grand Hotel Cavour

Grand Hotel Cavour

4 out of 5
Historic Centre of Florence
per person
Aug 16 - Aug 21
found 1 hour ago
Roundtrip non-stop flight included
Tokyo (HND) to Florence (FLR)
9.2/10 Wonderful! (1,003 reviews)
A wonderful hotel in an excellent location, right in the historic heart of Florence. The rooftop bar is stunning, and the staff were friendly and helpful.

Reviewed on Jul 12, 2025

Collegio alla Querce - Auberge Resorts

Collegio alla Querce - Auberge Resorts

5 out of 5
Le Cure
Save 100% on your flight
per person
Aug 16 - Aug 21
found 1 hour ago
Roundtrip non-stop flight included
Tokyo (HND) to Florence (FLR)
10/10 Exceptional! (1 review)
Hotel Miceli - Civico 50

Hotel Miceli - Civico 50

3 out of 5
Historic Centre of Florence
per person
Sep 6 - Sep 13
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
8.8/10 Excellent! (185 reviews)
There was no staff on-site when we arrived, but we had been in touch with the hotel via WhatsApp all day, and they were super helpful and friendly! Entering the building was very easy, but the 3-person elevator was just a little squished. The room was as expected - the only downside was that the shower was only cold water (after running it for a few minutes) and the sink in the bathroom was only hot water! The room was warm when we entered, but we turned the air conditioning up and it was perfect by the time we arrived back for bed. All-in-all, it was a good stay overnight!

Reviewed on Jun 22, 2025

Palazzo Firenze by Baglioni Hotels & Resorts

Palazzo Firenze by Baglioni Hotels & Resorts

5 out of 5
Historic Centre of Florence
per person
Aug 16 - Aug 21
found 1 hour ago
Roundtrip non-stop flight included
Tokyo (HND) to Florence (FLR)
9.4/10 Exceptional! (228 reviews)
Great service esp Fillippo and Daniel at the breakfast service

Reviewed on Jul 6, 2025

Find the Best Oliveto Vacation Packages

Oliveto Hotel Deals

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
The price is ￥86,166 per night from Jul 21 to Jul 22
￥86,166
￥96,162 total
Jul 21 - Jul 22
includes taxes & fees
9.6/10 Exceptional! (212 reviews)
"Would definitely come back! The Italian garden at the property is beautiful."

Reviewed on Jul 9, 2025

Villa di Piazzano - Small Luxury Hotel of the World
Castello di Spaltenna- Small Luxury Hotels of the World
Castello di Spaltenna- Small Luxury Hotels of the World
5 out of 5
Via Spaltenna 13, Gaiole in Chianti, SI
Fully refundableReserve now, pay when you stay
9.4/10 Exceptional! (233 reviews)
"We stayed here as a family of six, including our two 3-year-olds, and it was by far our favorite place during our time in Italy! The kids absolutely loved swimming in the pools and running around the beautiful property. It felt peaceful, safe, and perfect. The breakfast was lovely each morning—fresh, ..."

Reviewed on Jun 28, 2025

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Castello di Spaltenna- Small Luxury Hotels of the World
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 ￥48,143 per night from Jul 27 to Jul 28
￥48,143
￥54,337 total
Jul 27 - Jul 28
includes taxes & fees
9.8/10 Exceptional! (218 reviews)
A hidden gem
"Excellent service, very nice hotel"

Reviewed on Jul 10, 2025

Monastero di Cortona Hotel & Spa
See all 5,235 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.

Discover the most popular places to visit in Oliveto

Memorial of the Massacre

You can learn about the history of Civitella in Val di Chiana with a visit to Memorial of the Massacre. Discover the area's countryside and wineries.

Memorial of the Massacre

What to do in Oliveto

Tasting with Private Walk in a Cellar in Tuscany

Tasting with Private Walk in a Cellar in Tuscany

￥4,237
per adult
Tasting with Private Walk in a Cellar in Tuscany
The art of the Italian Aperitivo with a Cesarina in Arezzo

The art of the Italian Aperitivo with a local in Arezzo

￥17,797
per adult
The art of the Italian Aperitivo with a local in Arezzo
Wine Tasting: a SYRAH that makes you fall in love

Wine Tasting: a SYRAH that makes you fall in love

￥5,085
per adult
Wine Tasting: a SYRAH that makes you fall in love
See all activities in Oliveto

Frequently asked questions

How much does an Oliveto vacation package cost?
You'll find cheap prices from ￥279,606 on Expedia for your Oliveto getaway. However, a range of factors like the length of stay, hotel choice and season will influence how much your vacation to Oliveto costs.
What are the cheapest months to go to Oliveto?
Travel in the low or shoulder season and you're likely to find cheap Oliveto vacation packages. Remember that school vacation periods and local events and festivals can impact prices, so do some research before you go.
How many days is enough for Oliveto?
With a well-planned itinerary, you can easily hit the most popular Oliveto attractions in a handful of days. But if you want to discover hidden gems or go on day tours, consider booking your Oliveto vacation for longer.
How to find the best Oliveto package deals?
Start your search for an Oliveto package deal by entering your preferred trip dates and destination under our "Packages" tab. Then select a few filters, like "Property type" and "Popular locations," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the perfect Oliveto package deal right away, just play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Oliveto getaway off to a flying start.
Is it cheaper to book an Oliveto vacation as a package?
You can enjoy significant savings on your Oliveto getaway by booking a tailored vacation package. Check the "Package" heading, then enter your travel dates and destination to view the best hotel prices and airfares. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Oliveto?
If you have your Oliveto travel dates locked in, book as early as you can to score some awesome deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are ideal for setting off on a whim.
How to plan a trip to Oliveto?

  1. Choose when to travel: Check your diary and pack your bags. Your favorite season and the activities on offer will also help you decide when to escape to Oliveto.
  2. Set your budget: Consider expenses like flights, meals and transportation when calculating how much to put aside for your trip to Oliveto. Then, choose a hotel that fits your budget, whether that's an affordable option or a more luxurious retreat.
  3. Decide your trip length: Consider how much time you want to spend discovering Oliveto. Plan your days so you can get to all the experiences and attractions you're interested in without rushing.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to pick an Oliveto vacation package that brings all your bookings together.

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