Book Hotels in Rockland Key, FL
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Top Rockland Key hotels

The Perry Hotel & Marina Key West
7001 Shrimp Road Key West FL
$392 nightly
The price is $441 total per night from Jan 15 to Jan 16
$441 total
Jan 15 - Jan 16
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

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
$324 nightly
The price is $365 total per night from Jan 19 to Jan 20
$365 total
Jan 19 - Jan 20
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

Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$420 nightly
The price is $472 total per night from Jan 19 to Jan 20
$472 total
Jan 19 - Jan 20
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

Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$412 nightly
The price is $464 total per night from Jan 15 to Jan 16
$464 total
Jan 15 - Jan 16
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 ...
All very nice
Reviewed on Jan 13, 2026

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundable
$530 nightly
The price is $596 total per night from Jan 26 to Jan 27
$596 total
Jan 26 - Jan 27
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

Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
$559 nightly
The price is $629 total per night from Feb 9 to Feb 10
$629 total
Feb 9 - Feb 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 ...
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

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$342 nightly
The price is $384 total per night from Jan 15 to Jan 16
$384 total
Jan 15 - Jan 16
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 ...
No free breakfast
Reviewed on Jan 13, 2026

DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$339 nightly
The price is $382 total per night from Jan 19 to Jan 20
$382 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

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$344 nightly
The price is $387 total per night from Jan 19 to Jan 20
$387 total
Jan 19 - Jan 20
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
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.
Hotels in Rockland Key with star-rating
Check Rockland Key Hotels by Star Rating

4 Star Hotels
37 properties
Recent Rockland Key hotel reviews by fellow wanderers

Blue Flamingo Resort Key West
5 out of 5
Posted 18 hours ago
Travelocity Verified Review
"No free breakfast "
A verified traveler stayed at Blue Flamingo Resort Key West
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