Book Hotels in Rockland Key, FL
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Top Rockland Key hotels

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
$207 nightly
The price is $233 total per night from Aug 18 to Aug 19
$233 total
Aug 18 - Aug 19
Total includes 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. ...
"The resort was beautiful. Rooms are clean and beautiful decor. Enjoyed our stay."
Reviewed on Jul 24, 2025

Havana Cabana at Key West
3420 N. Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
$213 nightly
The price is $239 total per night from Jul 30 to Jul 31
$239 total
Jul 30 - Jul 31
Total includes 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 ...
Key West Birthday getaway
"We had an amazing time and will stay at the Havana Cabana again next time we’re in Key West"
Reviewed on Jul 21, 2025

Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
Fully refundable
$252 nightly
The price is $283 total per night from Aug 10 to Aug 11
$283 total
Aug 10 - Aug 11
Total includes 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 ...
"The property was niice, tidy, and well kept but the public area was unusable and smelling due to the city not keeping it clean."
Reviewed on Jul 23, 2025

Margaritaville Beach House Key West
2001 South Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
$235 nightly
The price is $264 total per night from Aug 10 to Aug 11
$264 total
Aug 10 - Aug 11
Total includes 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 ...
"Ritza who serviced our room during our stay was amazing. The room was nice and set up beautifully. The front desk staff was so friendly and informative. Our dining experince at the bar was great"
Reviewed on Jul 21, 2025

Beachside Resort & Residences
3841 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
$194 nightly
The price is $218 total per night from Jul 28 to Jul 29
$218 total
Jul 28 - Jul 29
Total includes 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 ...
"I had arrived at the key west express terminal. I asked for transportation pick up, and they did not accommodate. other than that stay was good. I rented a golfcart at the hotel to move around the area. That was nice overall its a nice place to stay"
Reviewed on Jul 22, 2025

Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street, Key West, FL
$258 nightly
The price is $290 total per night from Aug 6 to Aug 7
$290 total
Aug 6 - Aug 7
Total includes 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 ...
"Pictures on the website did not do it just this beautiful property inside and out"
Reviewed on Jul 21, 2025

Fairfield Inn and Suites by Marriott Key West
2400 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
$146 nightly
The price is $164 total per night from Aug 24 to Aug 25
$164 total
Aug 24 - Aug 25
Total includes taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
Good location, clean and comfortable
"Very clean, quiet and comfortable. We really enjoyed the pool and swam every evening after being out exploring every day. Shuttle is very convenient, we rented a car but didn't really need one. So well located, 2 grocery stores nearby and we were able to walk to Smather's beach for the sunrise."
Reviewed on Jul 16, 2025

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
$172 nightly
The price is $193 total per night from Aug 24 to Aug 25
$193 total
Aug 24 - Aug 25
Total includes taxes and fees
This eco-certified hotel features 2 restaurants, 2 outdoor pools, and a 24-hour gym. There's fun for all ages with mini golf and an arcade/game room, and families ...
"Love the property. Staff was very attentive. Lots of community areas. 2 pools. Rooms were clean and comfortable. Just learn to share the space with the chickens, cute. Lol"
Reviewed on Jul 19, 2025

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
$128 nightly
The price is $144 total per night from Aug 24 to Aug 25
$144 total
Aug 24 - Aug 25
Total includes taxes and fees
This smoke-free hotel includes 2 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the business center and free WiFi in public ...
"Only stayed one night due to beaches having a lot of seaweed. But the room itself and the pool were great. The drinks at the bar were amazing. Would come back to give keywest another shot"
Reviewed on Jul 19, 2025
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
35 properties
Recent Rockland Key hotel reviews by fellow wanderers

Oceans Edge Key West Resort, Hotel & Marina
5 out of 5
Posted 8 hours ago
Travelocity Verified Review
"The resort was beautiful. Rooms are clean and beautiful decor. Enjoyed our stay."
A verified traveler stayed at Oceans Edge Key West Resort, Hotel & Marina
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