Book Hotels in Rockland Key, FL
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Top Rockland Key hotels
The Laureate Key West
3444 N Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$314 nightly
The price is $353 total per night from Apr 20 to Apr 21
$353 total
Apr 20 - Apr 21
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 ...
Very well equipped
Reviewed on Mar 22, 2026
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
$369 nightly
The price is $415 total per night from Apr 14 to Apr 15
$415 total
Apr 14 - Apr 15
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. ...
The poolside and the staff were very friendly.
Reviewed on Mar 23, 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$318 nightly
The price is $357 total per night from Mar 30 to Mar 31
$357 total
Mar 30 - Mar 31
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 ...
Not a great stay. Our shower was broken and there was significant water damage on the ceiling of the bedroom. No fans in the bathroom meant peeling paint and nothing ever dried. Old appliances, old TV, most food was from the on-site food truck, which again wasn’t great. Wouldn’t stay here again.
Reviewed on Mar 24, 2026
Parrot Key Hotel & Villas
2801 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$339 nightly
The price is $382 total per night from Apr 12 to Apr 13
$382 total
Apr 12 - Apr 13
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, ...
My fiancé enjoyed staying here the last four times we’ve been in Key West. The staff is amazing and the rooms is so clean. Thank you! Rick & Pam
Reviewed on Mar 23, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$351 nightly
The price is $395 total per night from Apr 20 to Apr 21
$395 total
Apr 20 - Apr 21
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 ...
The worst experience I have ever had in any resort. The staff needs some lessons in manners! I wasn’t even asked how my day was when I was checking out! The room was the worst experience bathroom handle falling off every time I open the door. Noisy elevator sounds old, worn out furniture, just a ...
Reviewed on Mar 24, 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$368 nightly
The price is $414 total per night from Apr 13 to Apr 14
$414 total
Apr 13 - Apr 14
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 ...
Shuttle times are extremely accurate. Beautfil place with friendly staff. Only wish checkout time was a bit later. Elevators were out our entire stay. We were on third floor. The staff did offer to help carry our luggage up.
Reviewed on Mar 22, 2026
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
Fully refundableReserve now, pay when you stay
$544 nightly
The price is $612 total per night from Apr 5 to Apr 6
$612 total
Apr 5 - Apr 6
Total with taxes and fees
A private beach, a full-service spa, and 2 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off ...
Outside building was great. Could improve with room maintenace. Our room was ocean view, but toilet fil valve was broken, and takes 30 minutes wait to flush. Window frame paint was peeling. Otherwise its a great place.
Reviewed on Mar 20, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$310 nightly
The price is $349 total per night from Apr 19 to Apr 20
$349 total
Apr 19 - Apr 20
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 an arcade/game room, and families will appreciate ...
Room wasn’t ready for over a hour after the 4:00 check in time
Reviewed on Mar 24, 2026
Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$266 nightly
The price is $299 total per night from Mar 25 to Mar 26
$299 total
Mar 25 - Mar 26
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 ...
The food was great at the Stoned Crab. The beach was tiny, the rooms were clean, but dated and furnished with cheap furniture. The bathroom was tiny and needed repaired. It was 3 mikes from Duval street and right beside the highway.
Reviewed on Mar 23, 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
Blue Flamingo Resort Key West
3 out of 5
Posted 1 hour ago
Travelocity Verified Review
"Room wasn’t ready for over a hour after the 4:00 check in time"
A verified traveler stayed at Blue Flamingo Resort Key West
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