Book Hotels in Rockland Key, FL
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Top Rockland Key hotels
Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$264 nightly
The price is $298 total per night from Nov 17 to Nov 18
$298 total
Nov 17 - Nov 18
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like a free airport shuttle. You'll appreciate the hot tub, ...
"Perfect beach view from the room."
Reviewed on Oct 29, 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
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 ...
"The property was clearly in need of updating. Many broken tiles around the pool created a hazard. The jets in the hot tub didn’t work. The floor of our room had standing dirt on it upon our arrival, the blow dryer appeared ancient with broken pieces on it, and the furniture and handles were quite ..."
Reviewed on Oct 30, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
$263 nightly
The price is $296 total per night from Nov 15 to Nov 16
$296 total
Nov 15 - Nov 16
Total with taxes and fees
A full-service spa, 3 outdoor pools, and a restaurant are all featured at this hotel. Traveling on business? Take advantage of the 2 conference rooms, free WiFi ...
"The entire stay was perfect! See you next year!!"
Reviewed on Oct 29, 2026
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
Fully refundableReserve now, pay when you stay
$306 nightly
The price is $344 total per night from Nov 15 to Nov 16
$344 total
Nov 15 - Nov 16
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 ...
"Beautiful property with private beach."
Reviewed on Oct 30, 2026
Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
$166 nightly
The price is $187 total per night from Nov 1 to Nov 2
$187 total
Nov 1 - Nov 2
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 ...
"For the price it’s advertised it’s not worth. Property is old and expensive for the amenities offered."
Reviewed on Oct 29, 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$200 nightly
The price is $225 total per night from Nov 19 to Nov 20
$225 total
Nov 19 - Nov 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 ...
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$175 nightly
The price is $197 total per night from Nov 1 to Nov 2
$197 total
Nov 1 - Nov 2
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 a playground, and families will appreciate ...
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$163 nightly
The price is $184 total per night from Nov 1 to Nov 2
$184 total
Nov 1 - Nov 2
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 ...
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$140 nightly
The price is $157 total per night from Nov 17 to Nov 18
$157 total
Nov 17 - Nov 18
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 ...
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
30 properties
Recent Rockland Key hotel reviews by fellow wanderers
Casa Marina Key West, Curio Collection by Hilton
5 out of 5
Posted 10 hours ago
Travelocity Verified Review
"Beautiful property with private beach."
A verified traveler stayed at Casa Marina Key West, Curio Collection by Hilton
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