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Top Rockland Key hotels

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
$220 nightly
The price is $248 total per night from Apr 21 to Apr 22
$248 total
Apr 21 - Apr 22
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 ...
Great find at a reasonable price in key west! Beautiful with wonderful pool and outdoor bar and restaurant. Free shuttle to downtown and great bar options made it a great stay. Will return!

Reviewed on Apr 19, 2026

Opens in a new windowHavana Cabana at 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
$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. ...
Very nice, would recommend

Reviewed on Apr 20, 2026

Opens in a new windowOceans Edge Key West Resort, Hotel & Marina
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
$218 nightly
The price is $245 total per night from May 19 to May 20
$245 total
May 19 - May 20
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, ...
Pools were great.Bar and hotel management were friendly and professional. Room was large

Reviewed on Apr 20, 2026

Opens in a new windowParrot Key Hotel & Villas
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
1 Duval St Key West FL
$574 nightly
The price is $646 total per night from Apr 21 to Apr 22
$646 total
Apr 21 - Apr 22
Total with taxes and fees
This smoke-free resort features a private beach, a full-service spa, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. ...
Friendly staff. Clean rooms

Reviewed on Apr 20, 2026

Opens in a new windowPier House Resort & Spa
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
$283 nightly
The price is $319 total per night from May 18 to May 19
$319 total
May 18 - May 19
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 place is fabulous. Easy to get to town on the shuttle Only down side is airport noise

Reviewed on Apr 19, 2026

Opens in a new windowMargaritaville Beach House Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
$330 nightly
The price is $372 total per night from May 19 to May 20
$372 total
May 19 - May 20
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 ...
My king bed in Avalon was extremely small.

Reviewed on Apr 20, 2026

Opens in a new windowSouthernmost Beach Resort and Guesthouses
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
$255 nightly
The price is $287 total per night from Apr 28 to Apr 29
$287 total
Apr 28 - Apr 29
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 drivers are the best. Wish there was complementary coffee and water. Had a nice stay would stay again

Reviewed on Apr 20, 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
$340 nightly
The price is $383 total per night from Apr 28 to Apr 29
$383 total
Apr 28 - Apr 29
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 ...
Beautiful location. Great staff. Wonderful pool. Great beach view although rocky.

Reviewed on Apr 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
$227 nightly
The price is $256 total per night from May 20 to May 21
$256 total
May 20 - May 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 ...
We enjoyed the pools and poolside bars. The food was wonderful and the service was good. The shuttle was great, always the nicest staff at the front desk, housekeeping, etc. I highly recommend!

Reviewed on Apr 20, 2026

Opens in a new windowBlue Flamingo Resort Key West
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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.

Recent Rockland Key hotel reviews by fellow wanderers

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

5 out of 5
Posted 1 hour ago
Travelocity Verified Review
"We enjoyed the pools and poolside bars. The food was wonderful and the service was good. The shuttle was great, always the nicest staff at the front desk, housekeeping, etc. I highly recommend!"
A verified traveler stayed at Blue Flamingo Resort Key West
Blue Flamingo Resort Key West

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