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
$234 nightly
The price is $263 total per night from Sep 13 to Sep 14
$263 total
Sep 13 - Sep 14
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, ...
"This hotel is beautiful, and the service is outstanding. From the moment you approach the front desk, they offer you a drink. I've been encouraging all my friends to visit. I can't wait to return and stay for a few days longer!"
Reviewed on Aug 28, 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 Aug 30 to Aug 31
$187 total
Aug 30 - Aug 31
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 ...
"I was confused on the breakfast so I don’t think I got breakfast once and I couldn’t find my room at fist so that was a lot to figure out I was nervous cause I was traveling alone mostly everything else was great though"
Reviewed on Aug 28, 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$182 nightly
The price is $204 total per night from Aug 30 to Aug 31
$204 total
Aug 30 - Aug 31
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 ...
"Professional staff"
Reviewed on Aug 28, 2026
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
Fully refundableReserve now, pay when you stay
$272 nightly
The price is $306 total per night from Sep 13 to Sep 14
$306 total
Sep 13 - Sep 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 ...
"La propiedad está buena, el aire acondicionado de la habitación hacia demasiado ruido , el servicio de la piscina muy malo y de muy mala calidad, la playa muy mala por el sargazo . El hotel es viejo pero está bien cuidado."
Reviewed on Aug 28, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$144 nightly
The price is $162 total per night from Sep 7 to Sep 8
$162 total
Sep 7 - Sep 8
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 ...
"Room was very clean, pool was great! Bravin and Billy at the pool bar are the best! This was our second stay and will definitely be back soon!"
Reviewed on Aug 28, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
$203 nightly
The price is $228 total per night from Sep 3 to Sep 4
$228 total
Sep 3 - Sep 4
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, along ...
Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$136 nightly
The price is $153 total per night from Aug 30 to Aug 31
$153 total
Aug 30 - Aug 31
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 ...
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 Sep 13 to Sep 14
$225 total
Sep 13 - Sep 14
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 ...
Hyatt Centric Key West Resort and Spa
601 Front St Key West FL
Fully refundableReserve now, pay when you stay
$270 nightly
The price is $304 total per night from Sep 28 to Sep 29
$304 total
Sep 28 - Sep 29
Total with taxes and fees
This smoke-free resort features a full-service spa, a marina, and a restaurant. Enjoy the outdoor pool and perks like free WiFi. Enjoy the 24-hour gym and unwind ...
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
31 properties
Recent Rockland Key hotel reviews by fellow wanderers
Beachside Resort & Residences
5 out of 5
Posted 2 hours ago
Travelocity Verified Review
"Professional staff"
A verified traveler stayed at Beachside Resort & Residences
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