Italy Gay friendly Vacations
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Flight and Gay friendly hotel deals in Italy
Price found within the past 48 hours. Click for updated prices.
Uptown Palace
Milan Centre
Price was CA $2,855, price is now CA $1,960 per person
CA $1,960
per person
Jun 2 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Milan (MXP)
8.6/10 Excellent! (1,006 reviews)
Overall a very nice hotel. The room was stylish and comfortable, but we'd have preferred more drawer space. Our other grumble is the paper cups for hot drinks.
Reviewed on Apr 2, 2026
Parco dei Principi Grand Hotel & SPA - Preferred Hotels & Resorts
Pinciano
Price was CA $5,335, price is now CA $3,732 per person
CA $3,732
per person
Jul 13 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Rome (FCO)
9/10 Wonderful! (859 reviews)
This is my favorite hotel
Reviewed on Apr 28, 2026
ROMEO Napoli
Naples City Centre
Price was CA $5,269, price is now CA $4,165 per person
CA $4,165
per person
Jun 5 - Jun 11
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Naples (NAP)
8.8/10 Excellent! (773 reviews)
Great hotel and team. Very well appointed with terrific artworks. The restaurant and the service is exceptional. The location is not great but it is pretty central and good for a base for visiting Pompei etc.
Reviewed on Apr 21, 2026
5* Gay friendly holidays in Italy
Price found within the past 48 hours. Click for updated prices.
Parco dei Principi Grand Hotel & SPA - Preferred Hotels & Resorts
Pinciano
Price was CA $5,335, price is now CA $3,732 per person
CA $3,732
per person
Jul 13 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Rome (FCO)
9/10 Wonderful! (859 reviews)
This is my favorite hotel
Reviewed on Apr 28, 2026
ROMEO Napoli
Naples City Centre
Price was CA $5,269, price is now CA $4,165 per person
CA $4,165
per person
Jun 5 - Jun 11
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Naples (NAP)
8.8/10 Excellent! (773 reviews)
Great hotel and team. Very well appointed with terrific artworks. The restaurant and the service is exceptional. The location is not great but it is pretty central and good for a base for visiting Pompei etc.
Reviewed on Apr 21, 2026
3 Night Gay friendly holidays in Italy
Price found within the past 48 hours. Click for updated prices.
Uptown Palace
Milan Centre
Price was CA $1,731, price is now CA $1,348 per person
CA $1,348
per person
Jun 5 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milan (MXP)
8.6/10 Excellent! (1,006 reviews)
Overall a very nice hotel. The room was stylish and comfortable, but we'd have preferred more drawer space. Our other grumble is the paper cups for hot drinks.
Reviewed on Apr 2, 2026
4 Night Gay friendly holidays in Italy
Price found within the past 48 hours. Click for updated prices.
Parco dei Principi Grand Hotel & SPA - Preferred Hotels & Resorts
Pinciano
Price was CA $2,128, price is now CA $1,602 per person
CA $1,602
per person
Jun 5 - Jun 8
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Rome (FCO)
9/10 Wonderful! (859 reviews)
This is my favorite hotel
Reviewed on Apr 28, 2026
Uptown Palace
Milan Centre
Price was CA $2,665, price is now CA $2,168 per person
CA $2,168
per person
Jun 24 - Jun 27
found 19 hours ago
Roundtrip flight included
Calgary (YYC) to Milan (MXP)
8.6/10 Excellent! (1,006 reviews)
Overall a very nice hotel. The room was stylish and comfortable, but we'd have preferred more drawer space. Our other grumble is the paper cups for hot drinks.
Reviewed on Apr 2, 2026
ROMEO Napoli
Naples City Centre
Price was CA $3,116, price is now CA $2,642 per person
CA $2,642
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Naples (NAP)
8.8/10 Excellent! (773 reviews)
Great hotel and team. Very well appointed with terrific artworks. The restaurant and the service is exceptional. The location is not great but it is pretty central and good for a base for visiting Pompei etc.
Reviewed on Apr 21, 2026
Gay friendly Hotels in Italy
Grand Hotel Timeo, A Belmond Hotel, Taormina
Via Teatro Greco 59 Taormina ME
The price is CA $2,796 per night from May 1 to May 2
CA $2,796
CA $3,091 total
May 1 - May 2
includes taxes & fees
Book a stay at this luxury hotel in Taormina. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
Villa Sant'Andrea, A Belmond Hotel, Taormina Mare
Via Nazionale, 137 Taormina ME
The price is CA $2,476 per night from May 8 to May 9
CA $2,476
CA $2,740 total
May 8 - May 9
includes taxes & fees
Book a stay at this luxury hotel in Taormina. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
Bosco Verde Camping
Viale John Fitzgerald Kennedy, Versilia Viareggio LU
Book a stay at this family-friendly campground in Viareggio. Enjoy free parking, an outdoor pool, and a garden. Popular attractions Viareggio Beach and Parco ...
8/10 Very Good! (45 reviews)
Bare Bones Cabin
Very disappointed that towels were extra and they charged for air conditioning. This should be publisized on the site. Oh yeah, wifi is not included in the cabin either and lots of misquitos. Stayed for the beach which was nice and fun area if you truly are camping not passing through.
Reviewed on Jun 29, 2017
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.
