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Jun 5 - Jun 7
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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
$184 nightly
The price is $207 total per night from Jun 7 to Jun 8
$207 total
Jun 7 - Jun 8
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 ...
"Everything was excellent!"

Reviewed on Jun 3, 2026

Opens in a new windowThe Laureate Key West
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
$197 nightly
The price is $222 total per night from Jun 21 to Jun 22
$222 total
Jun 21 - Jun 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 ...
"Everything was amazing we had a great time."

Reviewed on Jun 2, 2026

Opens in a new windowHavana Cabana at Key West
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4 out of 5
601 Front St Key West FL
Fully refundableReserve now, pay when you stay
$282 nightly
The price is $317 total per night from Jun 21 to Jun 22
$317 total
Jun 21 - Jun 22
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 ...
"While the property was clean & well maintained, the pool was closed for three of the five days we were there (bummer). However, staff were quick to let us know that the pool of an adjacent property could be utilized instead. Everyone was cheerful, friendly & quick to assist. Our room was comfortable, ..."

Reviewed on Jun 1, 2026

Opens in a new windowHyatt Centric Key West Resort and Spa
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
$261 nightly
The price is $294 total per night from Jun 29 to Jun 30
$294 total
Jun 29 - Jun 30
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 ...
"Proximity to things, walkability, friendly bartenders at Pineapple Pool. Great conceriage."

Reviewed on Jun 3, 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
$281 nightly
The price is $316 total per night from Jun 29 to Jun 30
$316 total
Jun 29 - Jun 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 ...
"Room was very clean , pool bar area was excellent."

Reviewed on Jun 3, 2026

Opens in a new windowMargaritaville Beach House Key West
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
$175 nightly
The price is $197 total per night from Jun 7 to Jun 8
$197 total
Jun 7 - Jun 8
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 ...
"The outdoor pool and atmosphere were amazing ! I enjoyed my stay there snd would highly recommend it."

Reviewed on Jun 3, 2026

Opens in a new windowBlue Flamingo Resort Key West
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
$313 nightly
The price is $352 total per night from Jun 17 to Jun 18
$352 total
Jun 17 - Jun 18
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 ...
"For an upper crest resort coffee mugs would have been nice. We have stayed at Parrot Key x 3 and find it a bit classer to have the mugs along side the ready to go cups."

Reviewed on Jun 3, 2026

Opens in a new windowCasa Marina Key West, Curio Collection by Hilton
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4 out of 5
3990 S Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$177 nightly
The price is $199 total per night from Jun 14 to Jun 15
$199 total
Jun 14 - Jun 15
Total with taxes and fees
This resort features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public ...
"Overall, our stay was okay, but it did not quite meet the expectations we typically have for a Hilton property. There were several positive aspects of our visit. Check-in was smooth and efficient, the beds were comfortable, the complimentary cookies were a nice touch, and the bartender was friendly ..."

Reviewed on Jun 2, 2026

Opens in a new windowDoubleTree Resort by Hilton Grand Key - Key West
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 out of 5
3850 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$140 nightly
The price is $157 total per night from Jun 21 to Jun 22
$157 total
Jun 21 - Jun 22
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an outdoor pool, and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public ...
"Great Stay with Excellent Shuttle Service! We recently stayed for 1 night during our Key West vacation and had a very pleasant experience overall. Location – The hotel is conveniently located close to the Key West downtown area. What really stood out was the complimentary shuttle service that runs ..."

Reviewed on Jun 1, 2026

Opens in a new windowHilton Garden Inn Key West / The Keys Collection
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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

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
Posted 13 hours ago
Travelocity Verified Review
"For an upper crest resort coffee mugs would have been nice. We have stayed at Parrot Key x 3 and find it a bit classer to have the mugs along side the ready to go cups."
A verified traveler stayed at Casa Marina Key West, Curio Collection by Hilton
Casa Marina Key West, Curio Collection by Hilton

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