Rockland Key Vacation Packages
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Top Rockland Key Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Pier House Resort & Spa
Key West Historic District
Price was CA $2,048, price is now CA $1,456 per person
CA $1,456
per person
Sep 4 - Sep 9
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Key West (EYW)
9/10 Wonderful! (1,180 reviews)
Location is convenient to all the prime locations. Sunsets are the best
Reviewed on Jun 23, 2026
The Key West Hotel
Key West Historic District
Price was CA $4,358, price is now CA $3,179 per person
CA $3,179
per person
Sep 1 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) 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
Brisa Del Mar by Avantstay Communal Pool Gated Community Ocean Front
Price was CA $2,852, price is now CA $2,266 per person
CA $2,266
per person
Aug 2 - Aug 7
found 24 hours ago
Roundtrip flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (3 reviews)
Key west is a vibe! My teenagers had a blast. No complaints. A lot of elders which is fine. I do have teens and they seems less than pleased while at he pool. We didn’t care though! We will be back, can not beat the location .
Reviewed on Mar 26, 2026
Fairfield Inn and Suites by Marriott Key West
New Town
Price was CA $1,234, price is now CA $1,009 per person
CA $1,009
per person
Aug 2 - Aug 7
found 24 hours ago
Roundtrip flight included
Toronto (YTO) to Key West (EYW)
7.8/10 Good! (1,162 reviews)
Not bad at all, but we expected more
Reviewed on Jun 20, 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 $177 per night from Jun 29 to Jun 30
CA $177
CA $279 total
Jun 29 - Jun 30
includes taxes & fees
8.4/10 Very good! (2,436 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 $268 per night from Jul 7 to Jul 8
CA $268
CA $405 total
Jul 7 - Jul 8
includes taxes & fees
8.8/10 Excellent! (3,401 reviews)
"Great stay! Beach access, many pools and fun activities. Staff on site is great. Would recommend!"
Reviewed on Jun 23, 2026
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $153 per night from Jun 30 to Jul 1
CA $153
CA $212 total
Jun 30 - Jul 1
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.
