Italy Luxury Vacations
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Top Luxury vacation packages in Italy
Price found within the past 48 hours. Click for updated prices.
Villa Tolomei Hotel & Resort
Oltrarno
Price was ￥389,362, price is now ￥337,689 per person
￥337,689
per person
Apr 29 - May 3
found 18 hours ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
8.8/10 Excellent! (403 reviews)
Staff is wonderful and kind, very accommodating. We stayed here with a lot of family members for our wedding, we got a beautiful spacious suite with the best courtyard views. The rooms are so beautifully designed, the whole villa is just dreamy and true Tuscany. Breakfast is amazing with so many options and so fresh, so delicious! Service is great too. Overall cannot beat the location. We also held our wedding reception dinner here and the food and service and spaces we used were amazing. They even gave us complimentary bottle of champagne and homemade cookies in our room with a lovely note. Overall, we hope to be back!
Reviewed on Nov 25, 2025
Bernini Palace
Historic Centre of Florence
Save 100% on your flight
Price was ￥722,642, price is now ￥506,594 per person
￥506,594
per person
May 12 - May 17
found 1 day ago
Roundtrip flight included
Osaka (OSA) to Florence (FLR)
9.8/10 Exceptional! (1,000 reviews)
Professional, kind staff. Cleanest hotel I have ever stayed at! Perfectly located!
Reviewed on Mar 1, 2026
Helvetia & Bristol Firenze – Starhotels Collezione
Historic Centre of Florence
Save 100% on your flight
Price was ￥811,948, price is now ￥603,830 per person
￥603,830
per person
May 12 - May 17
found 1 day ago
Roundtrip flight included
Osaka (OSA) to Florence (FLR)
9.2/10 Wonderful! (556 reviews)
Absolutely wonderful hotel. Perfect location. Everything was spotlessly clean. The staff were so friendly and accommodating. The spa was out of this world. The breakfast had so much variety. Will definitely be staying there again.
Reviewed on Feb 9, 2026
Palazzo Dama
Rome City Centre
Price was ￥773,594, price is now ￥593,466 per person
￥593,466
per person
May 21 - May 25
found 15 hours ago
Roundtrip non-stop flight included
Osaka (KIX) to Rome (FCO)
8.8/10 Excellent! (171 reviews)
Wonderful stay at the Palazzo Dama for my husband’s 40th. We had a junior suite which was a good size, very comfortable and immaculate. Great location and friendly, professional staff. Lovely to stay in a boutique hotel with such unique features. Felt very luxe!
Reviewed on Feb 15, 2026
Palazzo Montebello
Historic Centre of Florence
Price was ￥438,681, price is now ￥371,612 per person
￥371,612
per person
May 12 - May 17
found 1 day ago
Roundtrip flight included
Osaka (OSA) to Florence (FLR)
9.2/10 Wonderful! (1,000 reviews)
The hotel exceeded expectations. The rooms were clean, beautiful and aromatic. Upon arrival, we were upgraded to a suite, and the staff were exceptionally attentive and helpful. Thank you for a wonderful stay.
Reviewed on Jan 24, 2026
5* Luxury vacations in Italy
Price found within the past 48 hours. Click for updated prices.
Bernini Palace
Historic Centre of Florence
Save 100% on your flight
Price was ￥722,642, price is now ￥506,594 per person
￥506,594
per person
May 12 - May 17
found 1 day ago
Roundtrip flight included
Osaka (OSA) to Florence (FLR)
9.8/10 Exceptional! (1,000 reviews)
Professional, kind staff. Cleanest hotel I have ever stayed at! Perfectly located!
Reviewed on Mar 1, 2026
Helvetia & Bristol Firenze – Starhotels Collezione
Historic Centre of Florence
Save 100% on your flight
Price was ￥811,948, price is now ￥603,830 per person
￥603,830
per person
May 12 - May 17
found 1 day ago
Roundtrip flight included
Osaka (OSA) to Florence (FLR)
9.2/10 Wonderful! (556 reviews)
Absolutely wonderful hotel. Perfect location. Everything was spotlessly clean. The staff were so friendly and accommodating. The spa was out of this world. The breakfast had so much variety. Will definitely be staying there again.
Reviewed on Feb 9, 2026
Palazzo Dama
Rome City Centre
Price was ￥773,594, price is now ￥593,466 per person
￥593,466
per person
May 21 - May 25
found 15 hours ago
Roundtrip non-stop flight included
Osaka (KIX) to Rome (FCO)
8.8/10 Excellent! (171 reviews)
Wonderful stay at the Palazzo Dama for my husband’s 40th. We had a junior suite which was a good size, very comfortable and immaculate. Great location and friendly, professional staff. Lovely to stay in a boutique hotel with such unique features. Felt very luxe!
Reviewed on Feb 15, 2026
3 Night Luxury vacations in Italy
Price found within the past 48 hours. Click for updated prices.
Sina Palazzo Sant'Angelo
Venice City Center
Price was ￥512,257, price is now ￥367,308 per person
￥367,308
per person
Apr 27 - Apr 29
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Venice (VCE)
9.6/10 Exceptional! (1,000 reviews)
The place was beautiful and clean. I wish i had a room update. I had champagne bottle as a welcome gift.
Reviewed on Feb 4, 2026
4 Night Luxury vacations in Italy
Price found within the past 48 hours. Click for updated prices.
Hotel L'Orologio Venezia
Venice City Center
Price was ￥532,774, price is now ￥421,802 per person
￥421,802
per person
May 30 - Jun 3
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Venice (VCE)
9.6/10 Exceptional! (1,000 reviews)
One of the best locations ever i have been , we enjoyed so much, staff always trying to make your experience a top of the line , highly recomendable 8 minutes away walking from Rialto ,
Reviewed on Feb 26, 2026
Palazzo Dama
Rome City Centre
Price was ￥773,594, price is now ￥593,466 per person
￥593,466
per person
May 21 - May 25
found 15 hours ago
Roundtrip non-stop flight included
Osaka (KIX) to Rome (FCO)
8.8/10 Excellent! (171 reviews)
Wonderful stay at the Palazzo Dama for my husband’s 40th. We had a junior suite which was a good size, very comfortable and immaculate. Great location and friendly, professional staff. Lovely to stay in a boutique hotel with such unique features. Felt very luxe!
Reviewed on Feb 15, 2026
Bernini Palace
Historic Centre of Florence
Price was ￥543,788, price is now ￥469,550 per person
￥469,550
per person
Apr 29 - May 3
found 18 hours ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
9.8/10 Exceptional! (1,000 reviews)
Professional, kind staff. Cleanest hotel I have ever stayed at! Perfectly located!
Reviewed on Mar 1, 2026
Top Luxury Italy Hotels
Hotel Ai Reali di Venezia
Campo della Fava, 5527, Castello Venice VE
The price is ￥52,243 per night from Mar 11 to Mar 12
￥52,243
￥59,112 total
Mar 11 - Mar 12
includes taxes & fees
Hotel Ai Reali di Venezia is a Venice luxury 4.5-star boutique property where you can treat yourself to down comforters, flat-screen TVs, and more. The spa, ...
9.6/10 Exceptional! (1,003 reviews)
Staff and wrong fire alarm.
Reviewed on Feb 28, 2026
Golden Tower Hotel & Spa
Piazza Strozzi 11r Florence FI
The price is ￥44,618 per night from Mar 6 to Mar 7
￥44,618
￥52,001 total
Mar 6 - Mar 7
includes taxes & fees
Treat yourself to some luxurious accommodations at Golden Tower Hotel & Spa, where you can enjoy amenities like 24-hour room service, premium mattresses, and ...
9.6/10 Exceptional! (965 reviews)
This hotel is absolutely fantastic and takes every box the staff especially Daniel are wonderful. It’s worth the money. Anybody with half a brain would love this hotel.
Reviewed on Mar 5, 2026
Hotel Principe Di Savoia
Piazza Della Repubblica 17 Milan MI
The price is ￥82,178 per night from Mar 16 to Mar 17
￥82,178
￥94,779 total
Mar 16 - Mar 17
includes taxes & fees
Hotel Principe Di Savoia is a Milan luxury 5-star boutique property where you can treat yourself to 24-hour room service, plush bedding, and more. The spa, indoor ...
9.6/10 Exceptional! (1,000 reviews)
The hotel was nice, the thing I had that disheartened me was indeed i booked on a very busy period, my room rate was very high and expected, though being charge a surplus for continental breakfast , given the nightly rate I had, should not have been done, doesn't make sense, this left a sour taste ...
Reviewed on Feb 16, 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.
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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.
