Book Hotels in Rockland Key, FL
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Top Rockland Key hotels
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$236 nightly
The price is $265 total per night from Oct 30 to Oct 31
$265 total
Oct 30 - Oct 31
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 ...
"It's was a great place to stay at!!!"
Reviewed on Oct 22, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
$275 nightly
The price is $310 total per night from Oct 25 to Oct 26
$310 total
Oct 25 - Oct 26
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, ...
"Outdoor pool very nice, staff is excellent!!! Little to no beach view, concierge Kevin excellent...Rooms and overall property a bit run down and needs a solid sprucing up and cleanup.,, Coffee in AM is a nice touch and cookies at 5p nice touch as well, and free water bottles at pool and in room another ..."
Reviewed on Oct 22, 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 1 to Nov 2
$344 total
Nov 1 - Nov 2
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 ...
"All I can say is all aspects were fantastic"
Reviewed on Oct 21, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$133 nightly
The price is $150 total per night from Oct 29 to Oct 30
$150 total
Oct 29 - Oct 30
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 ...
"Not our first stay but it’s always a pleasure staying there. We have nothing bad to say after 4 stays over the years"
Reviewed on Oct 21, 2026
Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$193 nightly
The price is $218 total per night from Oct 25 to Oct 26
$218 total
Oct 25 - Oct 26
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 ...
"NA"
Reviewed on Oct 22, 2026
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$131 nightly
The price is $148 total per night from Oct 29 to Oct 30
$148 total
Oct 29 - Oct 30
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 ...
"Pros: great location, nice pool area, clean room, price good for the area, friendly staff. Cons: ice machine near our room broken, one of the elevators was out of order, bed uncomfortably firm, despite the website saying they had dinner inside the only food choices were from the poolside bar. Still ..."
Reviewed on Oct 19, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$166 nightly
The price is $187 total per night from Oct 25 to Oct 26
$187 total
Oct 25 - Oct 26
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 ...
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
$202 nightly
The price is $227 total per night from Oct 25 to Oct 26
$227 total
Oct 25 - Oct 26
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 ...
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
$186 nightly
The price is $210 total per night from Oct 28 to Oct 29
$210 total
Oct 28 - Oct 29
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 ...
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
Ibis Bay Beach Resort
5 out of 5
Posted 2 hours ago
Travelocity Verified Review
"NA"
A verified traveler stayed at Ibis Bay Beach Resort
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