Book Hotels in Rockland Key, FL

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Top Rockland Key hotels

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
7001 Shrimp Road Key West FL
$194 nightly
The price is $219 total per night from Dec 18 to Dec 19
$219 total
Dec 18 - Dec 19
Total with taxes and fees
A marina, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Traveling for business? Take advantage of the free WiFi in public areas, ...
great place to stay

Reviewed on Dec 11, 2025

Opens in a new windowThe Perry Hotel & Marina Key West
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue Key West FL
$236 nightly
The price is $265 total per night from Dec 18 to Dec 19
$265 total
Dec 18 - Dec 19
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. ...
Everything was great. Suites were spacious, clean and well designed. Staff was friendly, helpful and courteous in additional knowledgeable. The views were great. Excellent job!

Reviewed on Dec 14, 2025

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
$342 nightly
The price is $385 total per night from Dec 18 to Dec 19
$385 total
Dec 18 - Dec 19
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 ...
Nice. Cold weather but still charged $65 for use of pool towels & facilities

Reviewed on Dec 9, 2025

Opens in a new windowHyatt Centric Key West Resort and Spa
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
$211 nightly
The price is $237 total per night from Dec 18 to Dec 19
$237 total
Dec 18 - Dec 19
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 ...
Shuttle service was well run and appreciated that they have that service.

Reviewed on Dec 14, 2025

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
$219 nightly
The price is $246 total per night from Dec 18 to Dec 19
$246 total
Dec 18 - Dec 19
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 ...
Very comfortable

Reviewed on Dec 15, 2025

Opens in a new windowBeachside Resort & Residences
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundable
$253 nightly
The price is $285 total per night from Dec 18 to Dec 19
$285 total
Dec 18 - Dec 19
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 experience. Will definitely go back!

Reviewed on Dec 16, 2025

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
$314 nightly
The price is $353 total per night from Dec 18 to Dec 19
$353 total
Dec 18 - Dec 19
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 ...
Beach directly across street. Loungers and umbrella for rent. Great beach vibe. Nice pool. Free downtown and airport shuttle.

Reviewed on Dec 12, 2025

Opens in a new windowMargaritaville Beach House Key West
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
$175 nightly
The price is $197 total per night from Dec 18 to Dec 19
$197 total
Dec 18 - Dec 19
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 ...
Clean, friendly, great pool and game areas, free shuttle was a bonus. Away from the crowded tourist area. Motel has bikes which we rented for two days. Will stay here again.

Reviewed on Dec 14, 2025

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
$194 nightly
The price is $218 total per night from Dec 18 to Dec 19
$218 total
Dec 18 - Dec 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 ...
Shuttle service was good. Only complaint was we were notified night before mandatory fire alarm testing which was all day the next day. We would have plan our day differently. People in next room were very loud.

Reviewed on Dec 9, 2025

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