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
$197 nightly
The price is $222 total per night from Oct 25 to Oct 26
$222 total
Oct 25 - Oct 26
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 ...
"Awesome pool, great service & very comfy beds. We will 100% stay there again. Highly recommend!"
Reviewed on Oct 7, 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$195 nightly
The price is $219 total per night from Oct 13 to Oct 14
$219 total
Oct 13 - Oct 14
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 ...
"We were extremely pleased with our room, the staff and the facilities. We had a 1 bedroom suite with an ocean view and it was all we could have hoped for. Our only minor issue was the availability of luggage carts could have been more accessible. Overall, an Outstanding property and stay."
Reviewed on Oct 8, 2026
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
Fully refundableReserve now, pay when you stay
$276 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
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 ...
"I did hear roosters, but that's part of the charm of Key West. There was occasional chicken poop on the floors outside, so that's why I gave a 4 for cleanliness, but they do seem to clean it up fairly quickly. Overall I loved the stay. I will go again."
Reviewed on Oct 7, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$157 nightly
The price is $177 total per night from Oct 27 to Oct 28
$177 total
Oct 27 - Oct 28
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 ...
"Don’t use this hotel their unethical & have horrible customer service. They refused to be helpful when I was in a terrible situation. Book another hotel"
Reviewed on Oct 7, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
$265 nightly
The price is $298 total per night from Oct 12 to Oct 13
$298 total
Oct 12 - Oct 13
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, ...
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$168 nightly
The price is $189 total per night from Oct 11 to Oct 12
$189 total
Oct 11 - Oct 12
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 ...
Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$175 nightly
The price is $197 total per night from Oct 11 to Oct 12
$197 total
Oct 11 - Oct 12
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 ...
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
$211 nightly
The price is $238 total per night from Oct 11 to Oct 12
$238 total
Oct 11 - Oct 12
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 ...
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$144 nightly
The price is $162 total per night from Oct 11 to Oct 12
$162 total
Oct 11 - Oct 12
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
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
5 out of 5
Posted 13 hours ago
Travelocity Verified Review
"This is an excellent property i every way. Staff are outstanding. The free shuttle to downtown every hour is a huge plus!"
A verified traveler stayed at Fairfield by Marriott Inn & Suites Key West at The Keys Collection
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