Book Hotels in Rockland Key, FL
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Top Rockland Key hotels
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$236 nightly
The price is $265 total per night from May 10 to May 11
$265 total
May 10 - May 11
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the hot tub ...
The room was great. We had a king with a pullout sofa bed. Both were comfortable. The room was clean and well stocked!
Reviewed on Apr 12, 2026
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
$289 nightly
The price is $325 total per night from May 10 to May 11
$325 total
May 10 - May 11
Total with taxes and fees
A marina, 6 outdoor pools, and a 24-hour gym are all featured at this smoke-free hotel. Business travelers can take advantage of the free WiFi in public areas. ...
Our once-in-a-lifetime family trip was deeply disappointing because of our experience with the restaurant staff at Oceans Edge Resort & Marina Key West. Their rude and unprofessional behavior had a major negative impact on what should have been a special vacation. We chose to eat most of our meals ...
Reviewed on Apr 11, 2026
Parrot Key Hotel & Villas
2801 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$218 nightly
The price is $245 total per night from May 10 to May 11
$245 total
May 10 - May 11
Total with taxes and fees
This smoke-free hotel features 4 outdoor pools, a gym, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, ...
Was okish. Food could be better
Reviewed on Apr 13, 2026
The Laureate Key West
3444 N Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$244 nightly
The price is $275 total per night from May 4 to May 5
$275 total
May 4 - May 5
Total with taxes and fees
This hotel features an outdoor pool and an indoor pool. If you want to take your pet along, this pet-friendly property offers everything you'll need for your ...
We loved the place.
Reviewed on Apr 10, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
$364 nightly
The price is $409 total per night from May 6 to May 7
$409 total
May 6 - May 7
Total with taxes and fees
This hotel features a full-service spa, 3 outdoor pools, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling ...
Beautiful balcony view
Reviewed on Apr 13, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$302 nightly
The price is $340 total per night from May 13 to May 14
$340 total
May 13 - May 14
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. If you want to take your pet along, this pet-friendly property offers everything you'll ...
Hotel pictures online have not been updated to current condition. All room doors are located outside. Gaps under the door which can let bugs in. After checking into our room, my family brought dinner to the room. After about 15 mins our counter and food was covered in ants. Ants were also in the ...
Reviewed on Apr 8, 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$273 nightly
The price is $307 total per night from Apr 27 to Apr 28
$307 total
Apr 27 - Apr 28
Total with taxes and fees
This smoke-free hotel features a private beach, a marina, and 2 restaurants. Enjoy a day at the beach kayaking, or relax with sun loungers. Unwind with a drink ...
Never responded to calls about the room fan. I got it on but called again to get it turned off. Was totally ignored. House cleaning worked on the adjacent room while we were testing and slammed the door numerous times to let them know we were sleeping. Lobby staff was ok but we were also duped by ...
Reviewed on Apr 13, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$229 nightly
The price is $258 total per night from May 10 to May 11
$258 total
May 10 - May 11
Total with taxes and fees
This hotel features 2 restaurants, 2 outdoor pools, and a 24-hour gym. There's fun for all ages with mini golf and a playground, and families will appreciate ...
Clean room, 2 nice pools, everything has been remodeled. Definitely would stay there again.
Reviewed on Apr 12, 2026
Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$219 nightly
The price is $246 total per night from Apr 16 to Apr 17
$246 total
Apr 16 - Apr 17
Total with taxes and fees
This Art Deco hotel features a private beach, a marina, and a restaurant. Enjoy a day at the beach kayaking, or relax with sun loungers. Enjoy the outdoor pool ...
Area and room were great, breakfast was awesome. Got a beach side room. This property is a about 52 minute walk to the marina where the old town trolley #2 starts at.
Reviewed on Apr 12, 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.
Hotels in Rockland Key with star-rating
Check Rockland Key Hotels by Star Rating
4 Star Hotels
28 properties
Recent Rockland Key hotel reviews by fellow wanderers
Southernmost Beach Resort and Guesthouses
5 out of 5
Posted 1 hour ago
Travelocity Verified Review
"Beautiful balcony view"
A verified traveler stayed at Southernmost Beach Resort and Guesthouses
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