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 1 to Jun 2
$207 total
Jun 1 - Jun 2
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 ...
"Clean room and great staff"
Reviewed on May 28, 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$215 nightly
The price is $242 total per night from Jun 21 to Jun 22
$242 total
Jun 21 - Jun 22
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 ...
"This was such a fun hotel to stay in with an awesome pool and a shuttle to downtown so I didn't have to worry about finding parking. I especially loved the DJ at the pool every day spinning great tropical tunes combined with 80's dance music, and shots at 2PM daily! I wish I had stayed an extra night ..."
Reviewed on May 27, 2026
La Concha Key West, Autograph Collection
430 Duval St Key West FL
Fully refundableReserve now, pay when you stay
$284 nightly
The price is $320 total per night from Jun 10 to Jun 11
$320 total
Jun 10 - Jun 11
Total with taxes and fees
This smoke-free hotel includes 3 restaurants, an outdoor pool, and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas, express ...
"Great location and friendly staff"
Reviewed on May 27, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$268 nightly
The price is $302 total per night from Jun 10 to Jun 11
$302 total
Jun 10 - Jun 11
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 hotel/resort was large yet the pool had 11 umbrella and many thirty loungers to use. It was almost impossible to get a seat in shade. The rooms had one chair in it that was extremely low to the floor and difficult to get in and out of. We did love the access to downtown shuttles. Next time I ..."
Reviewed on May 27, 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
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 ...
"I liked the room and the resort , the pool was great , I think for me a few times it was just other guests that was a turn off in one way or another. P.S. add a smoking section somewhere , would t be a bad idea . Over all was great stay !!"
Reviewed on May 27, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$184 nightly
The price is $207 total per night from May 31 to Jun 1
$207 total
May 31 - Jun 1
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 ...
"Excelente lugar a la entrada de Key West, muy cómo, excelente atención del personal que domina varios idiomas, la habitación super limpia y ordenada."
Reviewed on May 28, 2026
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
Fully refundableReserve now, pay when you stay
$280 nightly
The price is $315 total per night from Jun 3 to Jun 4
$315 total
Jun 3 - Jun 4
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 ...
"Amazing view beautiful property"
Reviewed on May 26, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$173 nightly
The price is $194 total per night from Jun 3 to Jun 4
$194 total
Jun 3 - Jun 4
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 ...
"Staff and amenities were great. The hotel needs to be cleaned and updated, especially the bathrooms."
Reviewed on May 27, 2026
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$148 nightly
The price is $166 total per night from Jun 15 to Jun 16
$166 total
Jun 15 - Jun 16
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 ...
"The pool side bar was great finger foods were very good. Breakfast was kind of expensive. For what they offer. One outstanding was the rooms. Staff looked very over worked."
Reviewed on May 27, 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
Blue Flamingo Resort Key West
5 out of 5
Posted 4 hours ago
Travelocity Verified Review
"Excelente lugar a la entrada de Key West, muy cómo, excelente atención del personal que domina varios idiomas, la habitación super limpia y ordenada."
A verified traveler stayed at Blue Flamingo Resort Key West
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