Book Hotels in Rockland Key, FL

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility

Top Rockland Key hotels

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
$395 nightly
The price is $445 total per night from Mar 9 to Mar 10
$445 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. ...
Excellent

Reviewed on Feb 17, 2026

Opens in a new windowOceans Edge Key West Resort, Hotel & Marina
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
$684 nightly
The price is $770 total per night from Feb 22 to Feb 23
$770 total
Feb 22 - Feb 23
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 ...
Great room and staff was great

Reviewed on Feb 15, 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
$620 nightly
The price is $698 total per night from Mar 19 to Mar 20
$698 total
Mar 19 - Mar 20
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 ...
The amenities of the daily activities at each pool, location, and general vibe were phenomenal! W would stay here again!

Reviewed on Feb 17, 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
$526 nightly
The price is $592 total per night from Mar 9 to Mar 10
$592 total
Mar 9 - Mar 10
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 ...
Clean room, great communication, early check in.

Reviewed on Feb 16, 2026

Opens in a new windowMargaritaville Beach House Key West
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$412 nightly
The price is $464 total per night from Mar 15 to Mar 16
$464 total
Mar 15 - Mar 16
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 ...
Fantastic vibes - I would definitely stay there again! Front desk staff was super friendly and helpful, the pool was beautiful, and breakfast was tasty. There were a few maintenance items in the room that need to be addressed, but the hotel seems to be refreshing all of the rooms so I imagine those ...

Reviewed on Feb 16, 2026

Opens in a new windowHavana Cabana at Key West
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$368 nightly
The price is $414 total per night from Mar 2 to Mar 3
$414 total
Mar 2 - Mar 3
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 ...
Be prepared for your “superior” room to have a view of an interior stucco hallway wall. Room was fairly nice but is a box with no view. Access to all rooms seemed to require a walk through a parking garage. The elevator was out in our assigned building. We later learned upon our ride back to the ...

Reviewed on Feb 16, 2026

Opens in a new windowBeachside Resort & Residences
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
$436 nightly
The price is $491 total per night from Mar 1 to Mar 2
$491 total
Mar 1 - Mar 2
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 ...
Very responsive staff. Plenty of amenities including pools, activities, music, lawn games. A free shuttle to the historic district was great. The addition of a microwave in the room would be nice.

Reviewed on Feb 17, 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
$429 nightly
The price is $482 total per night from Mar 2 to Mar 3
$482 total
Mar 2 - Mar 3
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 ...
Good service great pool

Reviewed on Feb 17, 2026

Opens in a new windowDoubleTree Resort by Hilton Grand Key - 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
$389 nightly
The price is $437 total per night from Mar 18 to Mar 19
$437 total
Mar 18 - Mar 19
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 ...
Room was clean although housekeeping was extremely slow.

Reviewed on Feb 17, 2026

Opens in a new windowIbis Bay Beach Resort
Don't see what you're looking for?
See all available properties in Rockland Key
View all properties
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.

Recent Rockland Key hotel reviews by fellow wanderers

Explore More Ways to Travel with Travelocity