Rockland Key Vacations from $941
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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 Sunset Harbor, Key West
Old Town Key West
$1,181
per person
Nov 17 - Nov 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
8.6/10 Excellent! (415 reviews)
Love staying here. Clean, A/C cold, great coffee maker !!! Comfortable beds. Never disappoints 😁
Reviewed on Sep 5, 2026
Paradise Inn Key West - Adults Only
Old Town Key West
$1,782
per person
Nov 25 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (1,014 reviews)
We loved it. Came in the off season and had a great time enjoying the pool and hanging out with the other guests. Highly recommend.
Reviewed on Sep 6, 2026
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View all tripsRockland Key Hotel Deals
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
$210 nightly
$237 total
Sep 13 - Sep 14
Total with taxes and fees
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$194 nightly
$218 total
Sep 17 - Sep 18
Total with taxes and fees
Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$233 nightly
$262 total
Oct 1 - Oct 2
Total with taxes and fees
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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- Key West Shipwreck Museum
- Duval Street
- Key West National Wildlife Refuge
- Bahama Village Vacations
- Key West Firehouse Museum
- Smathers Beach
- Sombrero Beach
- The Kite House
- Fort Zachary Taylor Historic State Park
- Saint Mary Star of the Sea
- Key West Butterfly and Nature Conservatory
- Key West Historic District Vacations
- Schooner Western Union
- Visit Big Pine Key
- Cow Key Vacations
- Southernmost Point
- Mallory Dock
- Boca Chica Nude Beach
- Sails To Rails Museum at Flagler Station
- Key West Lighthouse and Keeper's Quarters Museum
- Key West Tropical Forest and Botanical Garden
- Jackson Square
- Ernest Hemingway Home and Museum
- San Carlos Institute - Casa Cuba
- Fort East Martello Museum and Gallery
- South Beach
- Waterfront Playhouse
- Tennessee Williams Key West Exhibit
- Stock Island Yacht Club & Marina
- Key West Burlesque Theater
- All inclusive Vacation Packages Key West
- Visit Downtown Key West
- Robbie's
- Museum of Art & History at the Custom House
- Old Town Key West Vacations
- Clarence S. Higgs Memorial Beach Park
- Mallory Square
- Key West Golf Club
- Key West Vacations
- Harry S. Truman Little White House
- Sunset Key Vacations
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
