Book Hotels in Rockland Key, FL

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Top Rockland Key hotels

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

4 out of 5
2801 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$420 nightly
The price is $473 total per night from Feb 10 to Feb 11
$473 total
Feb 10 - Feb 11
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, ...
Free shuttle. Cleanliness. Staff

Reviewed on Feb 5, 2026

Opens in a new windowParrot Key Hotel & Villas
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
$397 nightly
The price is $447 total per night from Feb 9 to Feb 10
$447 total
Feb 9 - Feb 10
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. ...
Good location and service

Reviewed on Feb 1, 2026

Opens in a new windowOceans Edge Key West Resort, Hotel & Marina
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
$402 nightly
The price is $452 total per night from Feb 9 to Feb 10
$452 total
Feb 9 - Feb 10
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 ...
Yes the only problem was the plumbing in the bathroom.. shower head leaking even though maintenance came and sprayed it with something it continued to leak.. stopper in bathroom sink was broken we had to use a bottle cap to prop it open so it would drain. Otherwise it was a great place to stay!

Reviewed on Feb 7, 2026

Opens in a new windowHavana Cabana at Key West
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4 out of 5
601 Front St Key West FL
$510 nightly
The price is $573 total per night from Feb 17 to Feb 18
$573 total
Feb 17 - Feb 18
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 ...
Clean, spacious room and amazing staff

Reviewed on Feb 4, 2026

Opens in a new windowHyatt Centric Key West Resort and Spa
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundable
$549 nightly
The price is $617 total per night from Feb 10 to Feb 11
$617 total
Feb 10 - Feb 11
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 ...
Great location with beautiful ocean views. Clean and comfortable rooms and friendly staff. 3 pools to choose from but we spent all of our time at the Shore pool right next to the beach. Can’t wait to visit them again!

Reviewed on Feb 2, 2026

Opens in a new windowSouthernmost Beach Resort and Guesthouses
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$426 nightly
The price is $479 total per night from Feb 10 to Feb 11
$479 total
Feb 10 - Feb 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 ...
Location was close to the airport and close to the beach and an uber away from downtown. The beach was clean and beautiful. The resort does offer shuttles to downtown but we just couldn't coordinate timing. The resort pool, grounds and restaurant were excellent. We stayed in the 2 bedroom suite. ...

Reviewed on Feb 4, 2026

Opens in a new windowMargaritaville Beach House Key West
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$350 nightly
The price is $394 total per night from Feb 9 to Feb 10
$394 total
Feb 9 - Feb 10
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 ...
Great ppl that work there!

Reviewed on Feb 5, 2026

Opens in a new windowIbis Bay Beach Resort
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
$418 nightly
The price is $470 total per night from Feb 9 to Feb 10
$470 total
Feb 9 - Feb 10
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 ...
Was great time!

Reviewed on Feb 6, 2026

Opens in a new windowBlue Flamingo Resort Key West
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4 out of 5
3990 S Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$446 nightly
The price is $501 total per night from Mar 1 to Mar 2
$501 total
Mar 1 - Mar 2
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 ...
Flawless.

Reviewed on Feb 2, 2026

Opens in a new windowDoubleTree Resort by Hilton Grand Key - Key West
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