Oliveto Vacations from $1,162
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The Latest Oliveto Vacation Packages
- Aurum Firenze
Sep 28 - Oct 3Aurum Firenze + Flight
Historic Centre of Florence4 nights4.0 star property7.4/10 - Good (1,009 reviews)Roundtrip • New York (EWR) - Florence (FLR)EWR - FLR • 1 stop FLR - EWR • 2 stops$1,610$1,162found 1 day agoper traveler - Hotel La Scaletta Al Ponte Vecchio
Oct 20 - Oct 25Hotel La Scaletta Al Ponte Vecchio + Flight
Historic Centre of Florence4 nights4.0 star property9.0/10 - Wonderful (1,007 reviews)Roundtrip • Boston (BOS) - Florence (FLR)BOS - FLR • 1 stop FLR - BOS • 2 stops$1,872$1,238found 1 day agoper traveler - Villa Cora
Oct 18 - Oct 23Villa Cora + Flight
Oltrarno4 nights5.0 star property9.8/10 - Exceptional (481 reviews)Roundtrip • New York (NYC) - Florence (FLR)JFK - FCO • Nonstop FCO - EWR • 2 stops - Grand Hotel Cavour
Oct 20 - Oct 25Grand Hotel Cavour + Flight
Historic Centre of Florence4 nights4.0 star property9.2/10 - Wonderful (1,002 reviews)"Beautiful hotel and amazing views from the window! Clean room and the front desk staff were very helpful!"Reviewed August 5, 2026Roundtrip • Boston (BOS) - Florence (FLR)BOS - FLR • 1 stop FLR - BOS • 2 stops$2,042$1,449found 1 day agoper traveler - Precise Tale Poggio Alla Sala
Sep 15 - Sep 19Precise Tale Poggio Alla Sala + Flight
Montepulciano3 nights5.0 star property9.6/10 - Exceptional (156 reviews)"The place it’s an Amazing. Very clean. Is more beautiful than the pictures."Reviewed August 2, 2026Roundtrip • Boston (BOS) - Florence (FLR)BOS - FLR • 1 stop FLR - BOS • 1 stop$3,471$2,497found 1 day agoper traveler
Oliveto Hotel Deals
Fondaco del Moro
Fondaco del Moro"Practical accommodation if you are on your way from Northern Italy to Rome or beyond (10 minutes from the motorway exit). Quiet small place, however no possibility for dining at the location itself. Very easy access to rooms. Room number 7 has a small rooftop terrace which has beautiful views."
"Breakfast great , staff great "
"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 hot either. The room temperature could only go up to 19 Degrees so by the time I left it finally felt warm enough. Don't think I will stay here again... Not in the winter anyhow.."
hotel toscana verde
hotel toscana verde
B&B Country House Poggio del Drago
B&B Country House Poggio del DragoFrequently Asked Questions
How much does an Oliveto vacation package cost?
You'll find cheap prices from $1,162 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?
November, December and January are great times to look for cheap Oliveto vacation packages. Opting to travel in quieter months means you can usually find lower prices on flights and accommodations.
How many days is enough for Oliveto?
The ideal duration for your Oliveto vacation depends on what you'd like to do and see. Typically, a few days to a week will give you enough time to go to all the leading sights and discover some hidden gems along the way.
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.
Does Expedia offer Book Now, Pay Later Oliveto vacation packages?
Secure your perfect escape to Oliveto with Expedia's Book Now, Pay Later vacations. There's no need to save like crazy or hold off until your next payday — we've joined forces with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans mean you can split the cost across 3, 6 or 12 months. With no late payment fees or hidden charges, you can easily stay on budget and snap up cheap deals while they last.