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 May 25 to May 26
$207 total
May 25 - May 26
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 ...
Staff were great and very accommodating. Everything was clean. Would definitely recommend and stay here again in the future. What a pleasant experience!
Reviewed on May 12, 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$227 nightly
The price is $256 total per night from Jun 8 to Jun 9
$256 total
Jun 8 - Jun 9
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 ...
Awesome experience staying here with free cocktails
Reviewed on May 13, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
$227 nightly
The price is $255 total per night from Jun 10 to Jun 11
$255 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 view from our toom was obsteucted, parking area only. The beach is across the street from the resort, but they do have a fresh water shower at the front to rinse off. The beach area was nice, soft sand when we went for evening walks. They had lounge chairs with umbrellas for guests, not sure ...
Reviewed on May 12, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundable
$305 nightly
The price is $343 total per night from Jun 3 to Jun 4
$343 total
Jun 3 - Jun 4
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 ...
This is a very nice property that has great amenities. The two big pools each have nice bars with them and you can charge what you get to your room so you don't have to take your wallet. They also give you your key card on a wristband so you don't have to worry about taking anything when you go to ...
Reviewed on May 13, 2026
La Concha Key West, Autograph Collection
430 Duval St Key West FL
Fully refundableReserve now, pay when you stay
$208 nightly
The price is $234 total per night from May 27 to May 28
$234 total
May 27 - May 28
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 ...
We've stayed there about 5 times over the years, watched it change with renovations, etc. We've enjoyed our stay every time. I will say that I enjoyed the menu changes. Thanks for an enjoyable stay.
Reviewed on May 13, 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$240 nightly
The price is $270 total per night from May 17 to May 18
$270 total
May 17 - May 18
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 service was amazing. Room clean but set up was uncomfortable. Tv was on opposing wall from the beds so could not see tv. Tub and shower area was huge. Very good water pressure!! Door was damaged.
Reviewed on May 13, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$202 nightly
The price is $227 total per night from Jun 3 to Jun 4
$227 total
Jun 3 - Jun 4
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 ...
Well run and kept. No complaints.
Reviewed on May 14, 2026
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
Fully refundableReserve now, pay when you stay
$335 nightly
The price is $377 total per night from May 25 to May 26
$377 total
May 25 - May 26
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 location with private beach and awesome restaurant. We would definitely stay here again.
Reviewed on May 13, 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 2 to Jun 3
$166 total
Jun 2 - Jun 3
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 was hot as bathtub water and we paid 15 dollars at the bar for a drink and couldn't even drink it
Reviewed on May 13, 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
"Well run and kept. No complaints. "
A verified traveler stayed at Blue Flamingo Resort Key West
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