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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
$296 nightly
The price is $333 total per night from May 3 to May 4
$333 total
May 3 - May 4
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 ...
The room was an oceanview. It was beautiful, clean and the property had great amenities as well. Awesome stay!!

Reviewed on Apr 3, 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
$278 nightly
The price is $313 total per night from Apr 29 to Apr 30
$313 total
Apr 29 - Apr 30
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. ...
Amazing location, the room and property were spotless. Staff were very friendly. Would stay here again!

Reviewed on Apr 2, 2026

Opens in a new windowOceans Edge Key West Resort, Hotel & Marina
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
$250 nightly
The price is $281 total per night from Apr 20 to Apr 21
$281 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 ...
Covered parking is available. Pool area Is ok. Tiny fridge with complimentary waters by pool but no one refills it. Plenty of pool towels available.Suite was not what had been pictured, much smaller. Tiny fridge. One small closet with few hangers, iron and board. Kitchen equipment is sparse and not ...

Reviewed on Apr 3, 2026

Opens in a new windowThe Laureate 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
$305 nightly
The price is $343 total per night from Apr 14 to Apr 15
$343 total
Apr 14 - Apr 15
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, ...
The shower has poor water pressure and couldn’t regulate the temp.

Reviewed on Mar 31, 2026

Opens in a new windowParrot Key Hotel & Villas
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
$415 nightly
The price is $467 total per night from May 4 to May 5
$467 total
May 4 - May 5
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 ...
We stayed in the Adults ONLY Duval Gardens. We enjoyed the privacy and location on Duval Street. It was nice to have the option of the amenities at the resort for the different pools and beach access. Free breakfast too! We would stay here again. The room was clean, staff is friendly no beach view ...

Reviewed on Apr 2, 2026

Opens in a new windowSouthernmost Beach Resort and Guesthouses
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
$327 nightly
The price is $368 total per night from Apr 29 to Apr 30
$368 total
Apr 29 - Apr 30
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 ...
Ideal for families with smaller children, and the pool was smaller than was indicated in the pictures overall good experience

Reviewed on Apr 2, 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
$260 nightly
The price is $293 total per night from Apr 5 to Apr 6
$293 total
Apr 5 - Apr 6
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 beach area isn't swimmable and the maid does not come to clean the room daily or bring new towels. Other than that, the room was clean and the pool was great! Both restaurants on the property are amazing. Highly recommend Tavern Town for breakfast.

Reviewed on Apr 3, 2026

Opens in a new windowBeachside Resort & Residences
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
$301 nightly
The price is $339 total per night from Apr 19 to Apr 20
$339 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 ...
The concierge was very helpful. The beds and rooms were comfortable. The location was good and the pools fun.

Reviewed on Apr 3, 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
$261 nightly
The price is $294 total per night from May 4 to May 5
$294 total
May 4 - May 5
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 ...
Room was very cute and clean. Breakfast was not great, but better than nothing. Parking was good. We were beach view and it was beautiful. No ICE machine. The woman that checked us in was marvelous! After tha, 2-3 visits to the desk were a complete waste of time. That woman couldn’t give directions ...

Reviewed on Apr 2, 2026

Opens in a new windowIbis Bay Beach Resort
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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.

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