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.
Eurostars Florence Boutique
Historic Centre of Florence
Price was CA $2,707, price is now CA $1,854 per person
CA $1,854
per person
Apr 2 - Apr 8
found 20 hours ago
Roundtrip flight included
Ottawa (YOW) to Florence (FLR)
8.6/10 Excellent! (476 reviews)
The room was clean and the staff very accommodating. The breakfast was quite sufficient and had a good variety. The location is great. It's a short walk from the square, shopping and from restaurants.
Reviewed on Dec 13, 2025
The Moon Boutique Hotel & Spa
Historic Centre of Florence
Price was CA $2,904, price is now CA $1,978 per person
CA $1,978
per person
Apr 2 - Apr 8
found 20 hours ago
Roundtrip flight included
Ottawa (YOW) to Florence (FLR)
9.6/10 Exceptional! (495 reviews)
The spa was wonderful though the jacuzzi could be hotter I think! The only complaint was that the bed wasn’t very comfortable (it was pretty hard) and the pillows were rather flat.
Reviewed on Jan 2, 2026
Grand Hotel Cavour
Historic Centre of Florence
Price was CA $3,731, price is now CA $2,555 per person
CA $2,555
per person
May 6 - May 11
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
9.2/10 Wonderful! (1,002 reviews)
This hotel was the best hotel that we stayed at during our trip to Italy. It is also conveniently located to the Uffizi and the Galeria dell'Accademia. Additionally, we found a laundromat just a block and a half away, where you can wash/dry two loads for just about $20.
Carlo, one of the hotel reception clerks, is a genius for recommending the restaurant "The Divine Comedy Restaurant," a Tuscan steakhouse, which was splendid. The breakfast here was the best breakfast we had at any of hotels we stayed in Italy. The juices and the yogurt-fruit bar with toppings was out of this world. This will be the hotel I stay at if I ever visit Florence again.
Reviewed on Feb 15, 2026
Hotel La Scaletta Al Ponte Vecchio
Historic Centre of Florence
Price was CA $3,148, price is now CA $2,216 per person
CA $2,216
per person
May 6 - May 11
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
8.8/10 Excellent! (939 reviews)
Great staff. Helpful. Clean
Reviewed on Feb 13, 2026
Oliveto Hotel Deals
La Certosa di Pontignano
loc. Pontignano, 5 Castelnuovo Berardenga SI
Fully refundableReserve now, pay when you stay
The price is CA $132 per night from Mar 3 to Mar 4
CA $132
CA $152 total
Mar 3 - Mar 4
includes taxes & fees
9.4/10 Exceptional! (503 reviews)
Remarkable historic monastery well maintained in an extraordinary location. Food: superb Tuscan cuisine.
Reviewed on Jan 2, 2026
Castello di Spaltenna- Small Luxury Hotels of the World
Via Spaltenna 13 Gaiole in Chianti SI
9.4/10 Exceptional! (260 reviews)
All good
Reviewed on Oct 20, 2025
Monastero di Cortona Hotel & Spa
Via del Salvatore Cortona AR
The price is CA $395 per night from Mar 15 to Mar 16
CA $395
CA $441 total
Mar 15 - Mar 16
includes taxes & fees
9.8/10 Exceptional! (260 reviews)
Everything was great! Lovely hotel
Reviewed on Jan 4, 2026
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.
What to do in Oliveto
Oil museum and oil mill in Tuscany: tour and tasting
CA $32
per adult
Private Tasting of Organic Wines in the Cellar in Mugliano
CA $48
per adult
Private Cooking Class in Tuscany | Hand Made Pasta
CA $282
per adult
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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.
