Book Hotels in Rockland Key, FL

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Jun 26 - Jun 28
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Top Rockland Key hotels

Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
1 Duval St Key West FL
Fully refundableReserve now, pay when you stay
$347 nightly
The price is $390 total per night from Jul 8 to Jul 9
$390 total
Jul 8 - Jul 9
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. ...
"I have no idea how this hotel got 4.5 stars As we drive in I was like no way then I went in to the lobby and even then I wasn’t sure what was going on then I went in the room and just was shocked!!! I couldn’t even believe the hallway to the room walls, the door of the room and the furniture it was ..."

Reviewed on Jun 25, 2026

Opens in a new windowPier House Resort & Spa
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
$201 nightly
The price is $226 total per night from Jul 13 to Jul 14
$226 total
Jul 13 - Jul 14
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 amenities and the property were wonderful — including the pool area and lobby, along with the outdoor bar and restaurants. The rooms were a bit small — but adequate since we didn’t spend that much time in it."

Reviewed on Jun 23, 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
$249 nightly
The price is $280 total per night from Jun 29 to Jun 30
$280 total
Jun 29 - Jun 30
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 ...
"We will definitely be coming back!"

Reviewed on Jun 23, 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
$254 nightly
The price is $286 total per night from Jul 6 to Jul 7
$286 total
Jul 6 - Jul 7
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 ...
"Great property at a great location. The plunge pool was a hit with the kids. The property management was amazing, super helpful and responsive."

Reviewed on Jun 24, 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
$257 nightly
The price is $289 total per night from Jun 29 to Jun 30
$289 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 ...
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Reviewed on Jun 24, 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
$204 nightly
The price is $230 total per night from Jun 28 to Jun 29
$230 total
Jun 28 - Jun 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 ...
"Great staff, very polite and accommodating"

Reviewed on Jun 23, 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
$175 nightly
The price is $197 total per night from Jun 28 to Jun 29
$197 total
Jun 28 - Jun 29
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 staff was super nice and helpful. The game room was supposed to be open until 11pm each night and they closed it off completely after two nights of our stay for a "reserved party" that never arrived. It never opened back up so that was a bummer. Everything else was wonderful besides that. Would ..."

Reviewed on Jun 25, 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
$247 nightly
The price is $278 total per night from Jul 9 to Jul 10
$278 total
Jul 9 - Jul 10
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 ...
"The resort itself was beautiful, and our room was spacious and comfortable. The property has a lot to offer, and we were looking forward to a relaxing vacation. Unfortunately, the first three nights of our stay were anything but relaxing due to a business event being held at the resort. Our room ..."

Reviewed on Jun 21, 2026

Opens in a new windowCasa Marina Key West, Curio Collection by Hilton
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
$143 nightly
The price is $161 total per night from Jul 7 to Jul 8
$161 total
Jul 7 - Jul 8
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 ...
"Good and clean place"

Reviewed on Jun 24, 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

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
Posted 2 hours ago
Travelocity Verified Review
"the staff was super nice and helpful. The game room was supposed to be open until 11pm each night and they closed it off completely after two nights of our stay for a "reserved party" that never arrived. It never opened back up so that was a bummer. Everything else was wonderful besides that. Would definitely come back."
A verified traveler stayed at Blue Flamingo Resort Key West
Blue Flamingo Resort Key West

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