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
$200 nightly
The price is $225 total per night from Sep 7 to Sep 8
$225 total
Sep 7 - Sep 8
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 good 😊"
Reviewed on Aug 19, 2026
Hyatt Centric Key West Resort and Spa
601 Front St Key West FL
Fully refundableReserve now, pay when you stay
$261 nightly
The price is $294 total per night from Sep 7 to Sep 8
$294 total
Sep 7 - Sep 8
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 ...
"Great choice!!! I’ll be back everything within walking distance!! Museum. Restaurant and bars!!! 👍👍👍"
Reviewed on Aug 18, 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 1 to Sep 2
$228 total
Sep 1 - Sep 2
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 ...
"Great location. Clean rooms. Very pleased with the hotel."
Reviewed on Aug 20, 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 Sep 1 to Sep 2
$187 total
Sep 1 - Sep 2
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 ...
"This place was really nice. It was very clean and quiet. The staff is very helpful and friendly. We enjoyed the outdoor pools, food and bar. There is lots of activities outside to do with your family and friends. We didn’t have a problem at all while we stayed there. I would definitely stay there ..."
Reviewed on Aug 19, 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$192 nightly
The price is $216 total per night from Aug 23 to Aug 24
$216 total
Aug 23 - Aug 24
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 property was beautiful but there were several issues that were hard to look past. Half the elevators were out of service, pool had no towels consistently and not enough chairs. Housekeeping left our door open twice, even after bringing it to the front desk’s attention the first time. Can’t even ..."
Reviewed on Aug 20, 2026
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 23 to Aug 24
$153 total
Aug 23 - Aug 24
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 ...
"Staff was nice"
Reviewed on Aug 19, 2026
Parrot Key Hotel & Villas
2801 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$191 nightly
The price is $215 total per night from Aug 30 to Aug 31
$215 total
Aug 30 - Aug 31
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, ...
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 2 to Sep 3
$263 total
Sep 2 - Sep 3
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 ...
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 Aug 31 to Sep 1
$310 total
Aug 31 - Sep 1
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 ...
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
Southernmost Beach Resort and Guesthouses
5 out of 5
Posted 5 hours ago
Travelocity Verified Review
"Great location. Clean rooms. Very pleased with the hotel."
A verified traveler stayed at Southernmost Beach Resort and Guesthouses
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