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
$474 nightly
The price is $533 total per night from Feb 12 to Feb 13
$533 total
Feb 12 - Feb 13
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
$411 nightly
The price is $462 total per night from Mar 9 to Mar 10
$462 total
Mar 9 - Mar 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. ...
Room was beautiful and very clean. Concierge so very helpful. The property is relaxing and the view is beautiful

Reviewed on Feb 9, 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
$420 nightly
The price is $473 total per night from Mar 10 to Mar 11
$473 total
Mar 10 - Mar 11
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
Fully refundableReserve now, pay when you stay
$527 nightly
The price is $593 total per night from Feb 23 to Feb 24
$593 total
Feb 23 - Feb 24
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
$624 nightly
The price is $702 total per night from Mar 12 to Mar 13
$702 total
Mar 12 - Mar 13
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 ...
Clean room, friendly staff, good food, good accommodations

Reviewed on Feb 9, 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
$550 nightly
The price is $619 total per night from Mar 4 to Mar 5
$619 total
Mar 4 - Mar 5
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 ants were not a pleasant surprise! Other than that it was good.

Reviewed on Feb 9, 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
$413 nightly
The price is $465 total per night from Mar 2 to Mar 3
$465 total
Mar 2 - Mar 3
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
Fully refundableReserve now, pay when you stay
$478 nightly
The price is $538 total per night from Mar 12 to Mar 13
$538 total
Mar 12 - Mar 13
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
$434 nightly
The price is $488 total per night from Mar 10 to Mar 11
$488 total
Mar 10 - Mar 11
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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