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
$239 nightly
The price is $268 total per night from May 17 to May 18
$268 total
May 17 - May 18
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 ...
I will definitely be staying again at Havana Cabana at Key West! I highly recommend checking out the Griselda room it’s spacious and perfect for 5–6 people. The staff was incredibly kind from beginning to end. I truly felt like I was on a vacation away from home. On our last day, my siblings and ...
Reviewed on Apr 14, 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 10 to May 11
$294 total
May 10 - May 11
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. ...
Our once-in-a-lifetime family trip was deeply disappointing because of our experience with the restaurant staff at Oceans Edge Resort & Marina Key West. Their rude and unprofessional behavior had a major negative impact on what should have been a special vacation. We chose to eat most of our meals ...
Reviewed on Apr 11, 2026
Parrot Key Hotel & Villas
2801 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$225 nightly
The price is $253 total per night from May 4 to May 5
$253 total
May 4 - May 5
Total with taxes and fees
This smoke-free hotel features 4 outdoor pools, a gym, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, ...
Everything was better than expected.
Reviewed on Apr 15, 2026
The Laureate Key West
3444 N Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$230 nightly
The price is $259 total per night from Apr 21 to Apr 22
$259 total
Apr 21 - Apr 22
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 ...
Check in was easy breezy. The gentleman at check in was courteous and friendly. The room was very clean and the amenities were first class. The entire experience was great and I would highly recommend.
Reviewed on Apr 16, 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
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
$365 nightly
The price is $411 total per night from May 10 to May 11
$411 total
May 10 - May 11
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 ...
Everything was wonderful! The hotel, beach, restaurants and hotel staff was very accommodating! Will be staying here again
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 ...
Room was not clean on second day. Not enough launch chairs at the pool. Room had no view what so ever. It does not Match pictures shown on reservation it all. I fell I was totally misguided by the way the room was Offered.
Reviewed on Apr 16, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$226 nightly
The price is $254 total per night from Apr 20 to Apr 21
$254 total
Apr 20 - Apr 21
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 ...
Top floor very noisy. Ear plugs were provided
Reviewed on Apr 16, 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 ...
Breakfast was good, but would perfer an earlier start time.
Reviewed on Apr 15, 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
Southernmost Beach Resort and Guesthouses
5 out of 5
Posted 1 hour ago
Travelocity Verified Review
"Everything was wonderful! The hotel, beach, restaurants and hotel staff was very accommodating! Will be staying here again "
A verified traveler stayed at Southernmost Beach Resort and Guesthouses
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