Rockland Key Vacations from $1,152

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The Latest Rockland Key vacation packages

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Windward Pointe, Key West
The Key West Hotel
Southernmost Beach Resort and Guesthouses
Oceans Edge Key West Resort, Hotel & Marina
Hyatt Vacation Club at Beach House, Key West
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Rockland Key Hotel Deals

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundable
$530 nightly
The price is $596 total per night from Feb 8 to Feb 9
$596 total
Feb 8 - Feb 9
Total with taxes and fees
8.6/10 Excellent! (3,047 reviews)
Always our favorite spot. Staff is wonderful. Can’t beat the views and amenities.

Reviewed on Feb 1, 2026

Southernmost Beach Resort and Guesthouses
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd Key West FL
$389 nightly
The price is $437 total per night from Mar 8 to Mar 9
$437 total
Mar 8 - Mar 9
Total with taxes and fees
8/10 Very Good! (2,071 reviews)
Great ppl that work there!

Reviewed on Feb 5, 2026

Ibis Bay Beach Resort
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
$418 nightly
The price is $471 total per night from Feb 9 to Feb 10
$471 total
Feb 9 - Feb 10
Total with taxes and fees
8.8/10 Excellent! (1,790 reviews)
Very clean room. Amazing view. Wonderful property!! Would absolutely stay here again!!!

Reviewed on Jan 30, 2026

Oceans Edge Key West Resort, Hotel & Marina
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.

Find the Best Rockland Key Vacation Packages

Rockland Key Essential Information

Language
English
Currency
U.S dollars

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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.