Rockland Key Vacation Packages
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Top Rockland Key Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Fitch Lodge - Key West Historic Inns
Key West Historic District
Price was CA $1,208, price is now CA $918 per person
CA $918
per person
Aug 2 - Aug 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Key West (EYW)
8.8/10 Excellent! (624 reviews)
I have stayed in many places in key west, this was by far the cleanest, reliable, friendly and spacious place we have stayed yet.
Reviewed on Apr 30, 2026
The Key West Hotel
Key West Historic District
Price was CA $2,743, price is now CA $1,906 per person
CA $1,906
per person
Aug 2 - Aug 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Key West (EYW)
9.2/10 Wonderful! (559 reviews)
We loved staying here and highly recommended it. Only thing that people might not like is the solo musicians play till 11pm every night. We didn’t mind it since we are not early birds.
Reviewed on Jun 7, 2026
Coconut Beach Resort
Old Town Key West
Price was CA $2,386, price is now CA $1,768 per person
CA $1,768
per person
Aug 2 - Aug 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Key West (EYW)
8.8/10 Excellent! (195 reviews)
Clean room, helpful staff, good suggestions about local restaurants and areas to visit that you may not find on regular trip forums or AI.
Beach view was not pretty due to sea weed deposits and smell of dead seaweed, but that’s seasonal.
Reviewed on Jun 22, 2026
Rockland Key Hotel Deals
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $178 per night from Jun 28 to Jun 29
CA $178
CA $280 total
Jun 28 - Jun 29
includes taxes & fees
8.4/10 Very good! (2,437 reviews)
"Lugar limpio y acogedor, la piscina excelente"
Reviewed on Jun 23, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $269 per night from Jul 7 to Jul 8
CA $269
CA $406 total
Jul 7 - Jul 8
includes taxes & fees
8.8/10 Excellent! (3,406 reviews)
"Great property at a great location. The plunge pool was a hit with the kids. The property management was amazing, super helpful and responsive."
Reviewed on Jun 24, 2026
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
The price is CA $167 per night from Jul 7 to Jul 8
CA $167
CA $228 total
Jul 7 - Jul 8
includes taxes & fees
8/10 Very good! (1,245 reviews)
"it was nice"
Reviewed on Jun 21, 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.
