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
$184 nightly
The price is $207 total per night from Jun 14 to Jun 15
$207 total
Jun 14 - Jun 15
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 ...
"Although I only stayed for one night and did not get to use the amenities so I can’t comment on that. I can comment on the horrible check in process… I obviously booked in advance and my credit card was charged even before my arrival, however upon my arrival and check in, I was told I needed to not ..."
Reviewed on Jun 10, 2026

Hyatt Centric Key West Resort and Spa
601 Front St Key West FL
Fully refundableReserve now, pay when you stay
$265 nightly
The price is $298 total per night from Jun 21 to Jun 22
$298 total
Jun 21 - Jun 22
Total with taxes and fees
This smoke-free resort features a full-service spa, a marina, and a restaurant. Enjoy the outdoor pool and perks like free WiFi. Enjoy the 24-hour gym and unwind ...
"Cleannroom"
Reviewed on Jun 9, 2026

Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$214 nightly
The price is $240 total per night from Jun 29 to Jun 30
$240 total
Jun 29 - Jun 30
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 ...
"Very much enjoyed our stay at havana cabana. The room had some minor esthetic issues but nothing that causes major concerns. The shuttle drivers and bar staff were all excellent. I would recommend this hotel to anyone looking for a relaxing time in Key West."
Reviewed on Jun 10, 2026

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
$269 nightly
The price is $302 total per night from Jun 29 to Jun 30
$302 total
Jun 29 - Jun 30
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 ...
"Best location! Right near Duval street. Easy to walk to everything."
Reviewed on Jun 10, 2026

Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$285 nightly
The price is $321 total per night from Jun 14 to Jun 15
$321 total
Jun 14 - Jun 15
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 ...
"Very nice Employees at the margaritaville beach house ."
Reviewed on Jun 9, 2026

Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
Fully refundableReserve now, pay when you stay
$283 nightly
The price is $319 total per night from Jun 18 to Jun 19
$319 total
Jun 18 - Jun 19
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 ...
"No robe in the room"
Reviewed on Jun 10, 2026

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$175 nightly
The price is $197 total per night from Jun 14 to Jun 15
$197 total
Jun 14 - Jun 15
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 ...
"Great experience"
Reviewed on Jun 10, 2026

DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$164 nightly
The price is $185 total per night from Jun 22 to Jun 23
$185 total
Jun 22 - Jun 23
Total with taxes and fees
This resort features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public ...
"Room was clean, staff were friendly and helpful. Hotel was a little further from attractions than I expected but was still a great place to stay."
Reviewed on Jun 9, 2026

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$132 nightly
The price is $149 total per night from Jun 21 to Jun 22
$149 total
Jun 21 - Jun 22
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an outdoor pool, and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public ...
"Staff was great and extremely helpful."
Reviewed on Jun 10, 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
31 properties
Recent Rockland Key hotel reviews by fellow wanderers

Casa Marina Key West, Curio Collection by Hilton
5 out of 5
Posted 7 hours ago
Travelocity Verified Review
"No robe in the room"
A verified traveler stayed at Casa Marina Key West, Curio Collection by Hilton
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