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
$224 nightly
The price is $252 total per night from Apr 19 to Apr 20
$252 total
Apr 19 - Apr 20
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 ...
Clean room nice staff enjoyed the interior parking
Reviewed on Apr 16, 2026

Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$244 nightly
The price is $275 total per night from May 13 to May 14
$275 total
May 13 - May 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 ...
Very nice property, clean, well maintained, pool area is exceptional
Reviewed on Apr 17, 2026

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
$262 nightly
The price is $294 total per night from May 18 to May 19
$294 total
May 18 - May 19
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. ...
Great place highly recommend.
Reviewed on Apr 17, 2026

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
$358 nightly
The price is $403 total per night from May 18 to May 19
$403 total
May 18 - May 19
Total with taxes and fees
This hotel features a full-service spa, 3 outdoor pools, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling ...
Great time
Reviewed on Apr 17, 2026

Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$292 nightly
The price is $329 total per night from May 10 to May 11
$329 total
May 10 - May 11
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 ...
Except
Reviewed on Apr 16, 2026

Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$262 nightly
The price is $295 total per night from Apr 20 to Apr 21
$295 total
Apr 20 - Apr 21
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 ...
The room was fine, although bed a bit uncomfortable and furniture somewhat old without outlets to charge phone. Overall very good, and has a good location.
Reviewed on Apr 17, 2026

Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
Fully refundableReserve now, pay when you stay
$372 nightly
The price is $419 total per night from Apr 27 to Apr 28
$419 total
Apr 27 - Apr 28
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 ...
We had a great time. The hotel is beautiful and in a great location. The beach and two pools are perfectly located. A easy walk to Duval st. The rooms are nice but not much storage or closet space for clothing. The showers could use some shelving for personal shower products. The food and drinks ...
Reviewed on Apr 11, 2026

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$220 nightly
The price is $248 total per night from Apr 19 to Apr 20
$248 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 a playground, and families will appreciate ...
Clean room but cleaning staff was slow to clean, came back to room at 6pm and room still wasn’t cleaned. Pillows are very small but bed was comfortable. Outdoor pool was like a spring break party, with towels, cups and trash everywhere. The outside game area was ripped up on day two and they were ...
Reviewed on Apr 17, 2026

Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$261 nightly
The price is $294 total per night from May 17 to May 18
$294 total
May 17 - May 18
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 ...
Clean, old and basic.
Reviewed on Apr 17, 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

Parrot Key Hotel & Villas
4 out of 5
Posted 1 hour ago
Travelocity Verified Review
"We stayed at Parrot Key Hotel & Villas during spring break (March 22–26), and overall, my family had a really nice time. My kids absolutely loved it, and the food was a highlight, everything we tried was delicious and definitely added to the experience.
That said, there were a few issues that impacted our stay.
Our room was noticeably worse for wear and felt a bit run-down, especially compared to my parents’ room, which made the difference in upkeep more apparent. The floors, in particular, were quite dirty and didn’t seem to have been properly cleaned. I requested a room change the day after we arrived and was initially told we would be moved to a similar room. Later, we were told it would be ready after cleaning, but by the afternoon, we were informed that no rooms were actually available. Housekeeping did come by, but the main issue, the floors, remained unresolved.
On our final day, valet misplaced our car key, and we had to wait over an hour while it was located. The staff was apologetic, but it was a stressful situation, especially not knowing whether the key had been lost.
I also reached out directly to the hotel after our stay to share this feedback but unfortunately never received a response, which was disappointing.
Overall, we did make wonderful family memories and enjoyed many aspects of the property, but I do think there’s room for improvement in room maintenance, communication, and follow-up with guests."
A verified traveler stayed at Parrot Key Hotel & Villas
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