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 $839, price is now CA $617 per person
CA $617
per person
Jul 28 - Jul 30
found 8 hours ago
Roundtrip flight included
Thira (JTR) to Milan (MXP)
8.6/10 Excellent! (1,005 reviews)
This is one of my favorite hotels. To start with, the staff are very friendly; the cleanliness is excellent, and the breakfasts are great. The location is perfect—you can walk Duomo and galleria , and if you need to do some shopping, there is a pharmacy, a grocery store, a gelato shop, and restaurants all less than a minute away. I highly recommend it; it’s perfect.
Reviewed on Jun 17, 2026
Parco dei Principi Grand Hotel & SPA - Preferred Hotels & Resorts
Pinciano
Price was CA $4,647, price is now CA $3,191 per person
CA $3,191
per person
Jul 28 - Aug 1
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Rome (FCO)
9/10 Wonderful! (871 reviews)
Room was looking at the back of the hotel with no views whatsoever. There was a park in front of the hotel, which was good. Other than that, you would have to walk at least 30 minutes to get anywhere.
Reviewed on Jun 25, 2026
ROMEO Napoli
Naples City Centre
Price was CA $4,130, price is now CA $3,577 per person
CA $3,577
per person
Aug 31 - Sep 5
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Naples (NAP)
8.8/10 Excellent! (779 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
Villa Sant'Andrea, A Belmond Hotel, Taormina Mare
Mazzaro
Price was CA $12,038, price is now CA $11,751 per person
CA $11,751
per person
Sep 5 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Catania (CTA)
9.4/10 Exceptional! (142 reviews)
Incredible experience!
Reviewed on Jun 5, 2026
Grand Hotel Timeo, A Belmond Hotel, Taormina
Taormina City Centre
Price was CA $10,983, price is now CA $10,724 per person
CA $10,724
per person
Sep 5 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Catania (CTA)
9.8/10 Exceptional! (214 reviews)
Éste Hotel es verdaderamente una experiencia hermosa, propiedad hermosa, vista, gran atención, el mejor Spot en Taormina , nos llevamos los mejores recuerdos
Reviewed on Jun 13, 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 $4,647, price is now CA $3,191 per person
CA $3,191
per person
Jul 28 - Aug 1
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Rome (FCO)
9/10 Wonderful! (871 reviews)
Room was looking at the back of the hotel with no views whatsoever. There was a park in front of the hotel, which was good. Other than that, you would have to walk at least 30 minutes to get anywhere.
Reviewed on Jun 25, 2026
ROMEO Napoli
Naples City Centre
Price was CA $4,130, price is now CA $3,577 per person
CA $3,577
per person
Aug 31 - Sep 5
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Naples (NAP)
8.8/10 Excellent! (779 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
Villa Sant'Andrea, A Belmond Hotel, Taormina Mare
Mazzaro
Price was CA $12,038, price is now CA $11,751 per person
CA $11,751
per person
Sep 5 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Catania (CTA)
9.4/10 Exceptional! (142 reviews)
Incredible experience!
Reviewed on Jun 5, 2026
3 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 $2,129, price is now CA $1,841 per person
CA $1,841
per person
Aug 15 - Aug 17
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Rome (FCO)
9/10 Wonderful! (871 reviews)
Room was looking at the back of the hotel with no views whatsoever. There was a park in front of the hotel, which was good. Other than that, you would have to walk at least 30 minutes to get anywhere.
Reviewed on Jun 25, 2026
Uptown Palace
Milan Centre
Price was CA $2,860, price is now CA $2,016 per person
CA $2,016
per person
Sep 4 - Sep 6
found 15 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Milan (MXP)
8.6/10 Excellent! (1,005 reviews)
This is one of my favorite hotels. To start with, the staff are very friendly; the cleanliness is excellent, and the breakfasts are great. The location is perfect—you can walk Duomo and galleria , and if you need to do some shopping, there is a pharmacy, a grocery store, a gelato shop, and restaurants all less than a minute away. I highly recommend it; it’s perfect.
Reviewed on Jun 17, 2026
4 Night Gay friendly holidays in Italy
Price found within the past 48 hours. Click for updated prices.
Uptown Palace
Milan Centre
Price was CA $1,482, price is now CA $1,201 per person
CA $1,201
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Milan (MXP)
8.6/10 Excellent! (1,005 reviews)
This is one of my favorite hotels. To start with, the staff are very friendly; the cleanliness is excellent, and the breakfasts are great. The location is perfect—you can walk Duomo and galleria , and if you need to do some shopping, there is a pharmacy, a grocery store, a gelato shop, and restaurants all less than a minute away. I highly recommend it; it’s perfect.
Reviewed on Jun 17, 2026
Parco dei Principi Grand Hotel & SPA - Preferred Hotels & Resorts
Pinciano
Price was CA $2,618, price is now CA $2,174 per person
CA $2,174
per person
Aug 14 - Aug 17
found 1 day ago
Roundtrip flight included
Fort McMurray (YMM) to Rome (FCO)
9/10 Wonderful! (871 reviews)
Room was looking at the back of the hotel with no views whatsoever. There was a park in front of the hotel, which was good. Other than that, you would have to walk at least 30 minutes to get anywhere.
Reviewed on Jun 25, 2026
ROMEO Napoli
Naples City Centre
Price was CA $5,408, price is now CA $5,153 per person
CA $5,153
per person
Jul 28 - Jul 31
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Naples (NAP)
8.8/10 Excellent! (779 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 $3,501 per night from Jul 23 to Jul 24
CA $3,501
CA $3,868 total
Jul 23 - Jul 24
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 ...
9.8/10 Exceptional! (214 reviews)
"Éste Hotel es verdaderamente una experiencia hermosa, propiedad hermosa, vista, gran atención, el mejor Spot en Taormina , nos llevamos los mejores recuerdos"
Reviewed on Jun 13, 2026
Villa Sant'Andrea, A Belmond Hotel, Taormina Mare
Via Nazionale, 137 Taormina ME
The price is CA $3,469 per night from Jun 29 to Jun 30
CA $3,469
CA $3,832 total
Jun 29 - Jun 30
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 ...
9.4/10 Exceptional! (142 reviews)
"Incredible experience!"
Reviewed on Jun 5, 2026
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 Passeggiata ...
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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