Book Hotels in Rockland Key, FL
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Top Rockland Key hotels

The Laureate Key West
3444 N Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$324 nightly
The price is $365 total per night from Apr 15 to Apr 16
$365 total
Apr 15 - Apr 16
Total with taxes and fees
This hotel features an outdoor pool and an indoor pool. If you want to take your pet along, this pet-friendly property offers everything you'll need for your ...
Very well equipped
Reviewed on Mar 22, 2026

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
$362 nightly
The price is $407 total per night from Apr 12 to Apr 13
$407 total
Apr 12 - Apr 13
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. ...
Yes the pool was great.
Reviewed on Mar 22, 2026

Parrot Key Hotel & Villas
2801 N Roosevelt Blvd Key West FL
$339 nightly
The price is $382 total per night from Apr 12 to Apr 13
$382 total
Apr 12 - Apr 13
Total with taxes and fees
This smoke-free hotel features 4 outdoor pools, a gym, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, ...
More menu items and better/frequent room cleaning.
Reviewed on Mar 21, 2026

Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$386 nightly
The price is $434 total per night from Apr 13 to Apr 14
$434 total
Apr 13 - Apr 14
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 ...
This is worth every penny. They have a shuttle that not only can get you and take you to the airport, but a shuttle to old town in Key West and back. The food was phenomenal, drinks were awesome and the staff were all willing to help. The pool was gorgeous and it is right across the street from Smathers ...
Reviewed on Mar 21, 2026

Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$320 nightly
The price is $360 total per night from Mar 26 to Mar 27
$360 total
Mar 26 - Mar 27
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 ...
So much fun!
Reviewed on Mar 22, 2026

Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$358 nightly
The price is $403 total per night from Mar 23 to Mar 24
$403 total
Mar 23 - Mar 24
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 ...
Nice pool area. Loved having the pool bar to grab a drink and a bite to eat. The on-site restaurant also very good.
Reviewed on Mar 22, 2026

Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
Fully refundableReserve now, pay when you stay
$604 nightly
The price is $679 total per night from Apr 13 to Apr 14
$679 total
Apr 13 - Apr 14
Total with taxes and fees
A private beach, a full-service spa, and 2 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off ...
Outside building was great. Could improve with room maintenace. Our room was ocean view, but toilet fil valve was broken, and takes 30 minutes wait to flush. Window frame paint was peeling. Otherwise its a great place.
Reviewed on Mar 20, 2026

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$310 nightly
The price is $349 total per night from Apr 19 to Apr 20
$349 total
Apr 19 - Apr 20
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 ...
Great resort. Much bigger than most in Key West. The buildings are older but the remodel is very nice. The staff is extremely helpful with check I and out really smooth. The amenities are excellent with 2 pools and bars that have food available at both. The food was good as well. There is also an ...
Reviewed on Mar 21, 2026

Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$407 nightly
The price is $458 total per night from Mar 23 to Mar 24
$458 total
Mar 23 - Mar 24
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 ...
Rooms, bedding, showers did not seem very clean
Reviewed on Mar 21, 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
28 properties
Recent Rockland Key hotel reviews by fellow wanderers

Beachside Resort & Residences
5 out of 5
Posted 1 hour ago
Travelocity Verified Review
"Nice pool area. Loved having the pool bar to grab a drink and a bite to eat. The on-site restaurant also very good. "
A verified traveler stayed at Beachside Resort & Residences
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