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Top Rockland Key hotels

The Laureate Key West

The Laureate Key West

3.5 out of 5
3444 N Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$314 nightly
The price is $353 total per night from Apr 20 to Apr 21
$353 total
Apr 20 - Apr 21
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 ...
I like the wrist band room key-so handy. Pool was heated-so nice. Had ping pong and cornhole games additionally to our surprise! Staff was very pleasant. And to much surprise room was cleaned and coffee restocked daily without asking.

Reviewed on Mar 25, 2026

Opens in a new windowThe Laureate Key West
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
$364 nightly
The price is $410 total per night from Apr 19 to Apr 20
$410 total
Apr 19 - Apr 20
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. ...
The poolside and the staff were very friendly.

Reviewed on Mar 23, 2026

Opens in a new windowOceans Edge Key West Resort, Hotel & Marina
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$334 nightly
The price is $376 total per night from Apr 12 to Apr 13
$376 total
Apr 12 - Apr 13
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 ...
Poolside is great! Staff is kind and friendly. Outdoor pool well taken care of. Great food, fun bar. Dogs welcome. So much fun!

Reviewed on Mar 24, 2026

Opens in a new windowHavana Cabana at Key West
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

4 out of 5
2801 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$339 nightly
The price is $382 total per night from Apr 12 to Apr 13
$382 total
Apr 12 - Apr 13
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, ...
My fiancé enjoyed staying here the last four times we’ve been in Key West. The staff is amazing and the rooms is so clean. Thank you! Rick & Pam

Reviewed on Mar 23, 2026

Opens in a new windowParrot Key Hotel & Villas
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$380 nightly
The price is $428 total per night from Apr 20 to Apr 21
$428 total
Apr 20 - Apr 21
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 ...
This Margaritaville has different amenities than others, so our expectations might have been high. We were bummed to learn they do not have pool side or beach service. The pool was small, but they do have a small hot tub, however, it is older and not the best. The room we stayed in was a 2 bedroom ...

Reviewed on Mar 25, 2026

Opens in a new windowMargaritaville Beach House Key West
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$368 nightly
The price is $414 total per night from Apr 13 to Apr 14
$414 total
Apr 13 - Apr 14
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 ...
Shuttle times are extremely accurate. Beautfil place with friendly staff. Only wish checkout time was a bit later. Elevators were out our entire stay. We were on third floor. The staff did offer to help carry our luggage up.

Reviewed on Mar 22, 2026

Opens in a new windowBeachside Resort & Residences
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
1500 Reynolds Street Key West FL
Fully refundableReserve now, pay when you stay
$486 nightly
The price is $547 total per night from Apr 3 to Apr 4
$547 total
Apr 3 - Apr 4
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 ...
Outside building was great. Could improve with room maintenace. Our room was ocean view, but toilet fil valve was broken, and takes 30 minutes wait to flush. Window frame paint was peeling. Otherwise its a great place.

Reviewed on Mar 20, 2026

Opens in a new windowCasa Marina Key West, Curio Collection by Hilton
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$310 nightly
The price is $349 total per night from Apr 19 to Apr 20
$349 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 an arcade/game room, and families will appreciate ...
Check in staff was great!

Reviewed on Mar 25, 2026

Opens in a new windowBlue Flamingo Resort Key West
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$289 nightly
The price is $325 total per night from Mar 26 to Mar 27
$325 total
Mar 26 - Mar 27
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 ...
Hotel was nice and pool area good. On site restaurant was good. Only 1 minor complaint would be they advertised a free shuttle downtown but that is no longer available. Other than that stay was great and I would recommend!

Reviewed on Mar 24, 2026

Opens in a new windowIbis Bay Beach Resort
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