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
$171 nightly
The price is $192 total per night from Nov 29 to Nov 30
$192 total
Nov 29 - Nov 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 ...
"The shuttle service is extremely helpful if you don’t have a car given it is quietly away from the heavy tourist area. The pool was wonderful with an array of floats. Nice temperature! Bar service and breakfast were great. Staff was very nice and informative about places to go and eat. They could ..."
Reviewed on Nov 11, 2026
Parrot Key Hotel & Villas
2801 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$193 nightly
The price is $217 total per night from Nov 30 to Dec 1
$217 total
Nov 30 - Dec 1
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, ...
"Nice hotel and room, great location, very helpful and gracious staff….👍"
Reviewed on Nov 11, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$166 nightly
The price is $187 total per night from Nov 16 to Nov 17
$187 total
Nov 16 - Nov 17
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 ...
"We enjoyed our stay here EXCEPT the ridiculous resort fee that doesn’t give you any extra perks. The resort has been updated, but is still an older resort with that type of feel in some areas. I feel like it was overpriced for an older resort. The ocean view room we had you could barely see the ocean ..."
Reviewed on Nov 12, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
$279 nightly
The price is $314 total per night from Nov 30 to Dec 1
$314 total
Nov 30 - Dec 1
Total with taxes and fees
A full-service spa, 3 outdoor pools, and a restaurant are all featured at this hotel. Traveling on business? Take advantage of the 2 conference rooms, free WiFi ...
"This was a great resort away from the busyness of Duval St. and yet it wa very walkable to downtown if you wish. I wish the beach area was a bit cleaner, from the sargassum, but I dont think that was anything the resort to do. Overall it was a wonderful place to be!"
Reviewed on Nov 12, 2026
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
Fully refundableReserve now, pay when you stay
$287 nightly
The price is $322 total per night from Nov 23 to Nov 24
$322 total
Nov 23 - Nov 24
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 ...
"We liked everything"
Reviewed on Nov 12, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$285 nightly
The price is $321 total per night from Nov 18 to Nov 19
$321 total
Nov 18 - Nov 19
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like a free airport shuttle. You'll appreciate the hot tub, ...
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
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 ...
Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$230 nightly
The price is $259 total per night from Dec 13 to Dec 14
$259 total
Dec 13 - Dec 14
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 ...
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$161 nightly
The price is $181 total per night from Nov 18 to Nov 19
$181 total
Nov 18 - Nov 19
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 ...
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
30 properties
Recent Rockland Key hotel reviews by fellow wanderers
Blue Flamingo Resort Key West
4 out of 5
Posted less than an hour ago
Travelocity Verified Review
"We enjoyed our stay here EXCEPT the ridiculous resort fee that doesn’t give you any extra perks. The resort has been updated, but is still an older resort with that type of feel in some areas. I feel like it was overpriced for an older resort. The ocean view room we had you could barely see the ocean because it’s a harbor & there is a busy street in between. So don’t pay the extra for an ocean view room. The front office staff were very nice and helpful. The free shuttle was convenient. The pools and grounds were nice, but we didn’t spend a lot of time there."
A verified traveler stayed at Blue Flamingo Resort Key West
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