
Rockland Key Vacations from $714
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The Latest Rockland Key vacation packages
Price found within the past 48 hours. Click for updated prices.

The Perry Hotel & Marina Key West
Price was $1,030, price is now $714 per person
$714
per person
Aug 1 - Aug 6
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
9.4/10 Exceptional! (1,276 reviews)
Clean, comfortable, friendly, helpful staff. Pool area is convenient and well maintained. Love the shuttle service to and from town
Reviewed on May 20, 2026

Hyatt Vacation Club at Windward Pointe, Key West
Save 100% on your flight
Price was $1,322, price is now $923 per person
$923
per person
Aug 12 - Aug 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
9.4/10 Exceptional! (1,079 reviews)
Great location and hotel!
Reviewed on May 20, 2026

Hyatt Vacation Club at Sunset Harbor, Key West
Old Town Key West
Save 100% on your flight
Price was $1,357, price is now $964 per person
$964
per person
Aug 12 - Aug 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
8.6/10 Excellent! (367 reviews)
Wished we had paid more for a unit that at least had a window other than to a hallway. Room was clean but not spotless. Found at least 3 long hairs in the bathroom area. Staff at desk was quite abrupt and condescending. At check in AND check out. Gave 4 stars but 5 stars could easily be reached with just a little more attention to detail
Reviewed on May 18, 2026

The Gardens Hotel
Old Town Key West
Save 100% on your flight
Price was $1,248, price is now $903 per person
$903
per person
Aug 1 - Aug 6
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
9.8/10 Exceptional! (1,006 reviews)
This is a real gem: very peaceful, great amenities, helpful staff. Cottage 4 felt like a luxury apartment. Convenient to everywhere. Look forward to a return.
Reviewed on May 18, 2026

Amelia Home by Avantstay In Historic Old Town w/ Pool
Old Town Key West
Save 100% on your flight
Price was $3,552, price is now $2,616 per person
$2,616
per person
Jul 5 - Jul 10
found 7 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
10/10 Exceptional! (3 reviews)
The house was amazing, much more than we expected. We loved the pool area and the landscaping, both were maintained beautifully.
The whole place was clean as a whistle!
Reviewed on Oct 7, 2023
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Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$193 nightly
The price is $217 total per night from May 27 to May 28
$217 total
May 27 - May 28
Total with taxes and fees
8.4/10 Very Good! (2,247 reviews)
"Staff waa really kind and helpful."
Reviewed on May 20, 2026

Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$255 nightly
The price is $287 total per night from May 27 to May 28
$287 total
May 27 - May 28
Total with taxes and fees
8.8/10 Excellent! (1,801 reviews)
"Excellent service, highly recommended"
Reviewed on May 19, 2026

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundable
$261 nightly
The price is $294 total per night from Jun 8 to Jun 9
$294 total
Jun 8 - Jun 9
Total with taxes and fees
8.8/10 Excellent! (3,342 reviews)
"Good place"
Reviewed on May 20, 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.
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.



















