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
$383 nightly
The price is $431 total per night from Jan 14 to Jan 15
$431 total
Jan 14 - Jan 15
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, ...
Room was spotless. Large shower with grab bars. Bathrobes provided. Quiet. great location. Used the shuttle every day and it was so convenient.

Reviewed on Jan 10, 2026

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
Fully refundableReserve now, pay when you stay
$334 nightly
The price is $376 total per night from Jan 14 to Jan 15
$376 total
Jan 14 - Jan 15
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. ...
Friendly staff

Reviewed on Jan 2, 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
Fully refundableReserve now, pay when you stay
$365 nightly
The price is $411 total per night from Jan 14 to Jan 15
$411 total
Jan 14 - Jan 15
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 ...
I like the service and the friendliness of the services.

Reviewed on Jan 2, 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
$327 nightly
The price is $368 total per night from Jan 14 to Jan 15
$368 total
Jan 14 - Jan 15
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 ...
Front desk staff was excellent as was the breakfast staff. Only had breakfast and it was excellent. Room could’ve been cleaner because that was disappointing. Two out of three soaps didn’t work in the shower. Overall a nice stay.

Reviewed on Jan 7, 2026

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
$520 nightly
The price is $585 total per night from Jan 14 to Jan 15
$585 total
Jan 14 - Jan 15
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 room were clean and well appointed. Support staff was very friendly and ready to assist when asked for help. The views were amazing, pools clean and lots of activities each day. The food at the cafe was excellent. Everything you need all in one location, while being in the heart of Duvall ...

Reviewed on Jan 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
$491 nightly
The price is $553 total per night from Jan 26 to Jan 27
$553 total
Jan 26 - Jan 27
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 ...
Great staff ,Evelyn front desk and the concierge Maria are wonderful . Very nice place great location , very clean considering the ocean is across the street . Love Key West first time here and not the last ! Very DOG friendly !!!

Reviewed on Jan 11, 2026

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
$310 nightly
The price is $349 total per night from Jan 14 to Jan 15
$349 total
Jan 14 - Jan 15
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 decent place

Reviewed on Jan 8, 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
$379 nightly
The price is $426 total per night from Jan 19 to Jan 20
$426 total
Jan 19 - Jan 20
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 ...
We had a wonderful time. The staff were friendly and always helpful. The accommodations were excellent!! The shuttle was very convenient!! We will be back!!

Reviewed on Jan 8, 2026

Opens in a new windowDoubleTree Resort by Hilton Grand Key - Key West
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 out of 5
3850 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$314 nightly
The price is $353 total per night from Jan 14 to Jan 15
$353 total
Jan 14 - Jan 15
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an outdoor pool, and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public ...
Wonderful stay, clean room, attentive staff

Reviewed on Jan 9, 2026

Opens in a new windowHilton Garden Inn Key West / The Keys Collection
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