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
Fully refundableReserve now, pay when you stay
$378 nightly
The price is $425 total per night from Jan 26 to Jan 27
$425 total
Jan 26 - Jan 27
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, ...
The location is wonderful! We love it being away from the crowd and noise, but only a short drive away from all the fun activities

Reviewed on Jan 3, 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
$308 nightly
The price is $346 total per night from Jan 13 to Jan 14
$346 total
Jan 13 - Jan 14
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
$481 nightly
The price is $541 total per night from Feb 9 to Feb 10
$541 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 ...
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
$328 nightly
The price is $369 total per night from Jan 12 to Jan 13
$369 total
Jan 12 - Jan 13
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
$435 nightly
The price is $489 total per night from Jan 13 to Jan 14
$489 total
Jan 13 - Jan 14
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
$438 nightly
The price is $493 total per night from Jan 28 to Jan 29
$493 total
Jan 28 - Jan 29
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 ...
Nice location and staff, as advertised.

Reviewed on Jan 6, 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
$301 nightly
The price is $339 total per night from Jan 12 to Jan 13
$339 total
Jan 12 - Jan 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 ...
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
Fully refundableReserve now, pay when you stay
$304 nightly
The price is $342 total per night from Jan 13 to Jan 14
$342 total
Jan 13 - Jan 14
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
$299 nightly
The price is $336 total per night from Jan 14 to Jan 15
$336 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 ...
The sad part was that the pool was jot working but was not disclose at plthe time of purchase.

Reviewed on Jan 6, 2026

Opens in a new windowHilton Garden Inn Key West / The Keys Collection
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Recent Rockland Key hotel reviews by fellow wanderers

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

5 out of 5
Posted 1 day ago
Travelocity Verified Review
"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 street."
A verified traveler stayed at Southernmost Beach Resort and Guesthouses
Southernmost Beach Resort and Guesthouses

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