Book Hotels in Rockland Key, FL
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Top Rockland Key hotels

Parrot Key Hotel & Villas
2801 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$226 nightly
The price is $254 total per night from May 25 to May 26
$254 total
May 25 - May 26
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, ...
Rooms had some maintenance/ repair issues. While breakfast was good, dinner choices limited. Multiple pools; all small and in a row. Service staff was excellent. Not quite up to the expectations from viewing the website.
Reviewed on Apr 23, 2026

Oceans Edge Key West Resort, Hotel & Marina
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. ...
In a review from the hotel asking about the same thing you’re asking. I did put in a suggestion, but not a complaint that I felt the showers were somewhat dangerous. There were no handrails or the title was not a slip free. There weren’t tubs so little children and families would be in there and ...
Reviewed on Apr 22, 2026

Pier House Resort & Spa
1 Duval St Key West FL
Fully refundableReserve now, pay when you stay
$381 nightly
The price is $429 total per night from May 25 to May 26
$429 total
May 25 - May 26
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. ...
A real gem in key west
Reviewed on Apr 23, 2026

Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$218 nightly
The price is $245 total per night from May 12 to May 13
$245 total
May 12 - May 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 ...
Staff was friendly and helpful, the pool was clean and the shuttle was super convenient
Reviewed on Apr 21, 2026

Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$259 nightly
The price is $291 total per night from May 20 to May 21
$291 total
May 20 - May 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 ...
Very nice vibe to the lobby are and the entire resort. Food was good, pool area very well maintained
Reviewed on Apr 22, 2026

Southernmost Beach Resort and Guesthouses
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 ...
Great time except the extra $300 they wanted at the end for hidden fees and taxes.
Reviewed on Apr 23, 2026

Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$259 nightly
The price is $292 total per night from May 12 to May 13
$292 total
May 12 - May 13
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 ...
Loved our stay! Pool area was beautiful with an amazing view!
Reviewed on Apr 23, 2026

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$219 nightly
The price is $247 total per night from May 25 to May 26
$247 total
May 25 - May 26
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 ...
I’m really disappointed with my stay overall, especially considering the additional costs and expectations set by the hotel. We were charged a $50 per night resort fee plus parking, yet a large portion of the resort was closed off due to ongoing work. Most of the seating areas—aside from around the ...
Reviewed on Apr 24, 2026

Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
Fully refundableReserve now, pay when you stay
$372 nightly
The price is $419 total per night from May 3 to May 4
$419 total
May 3 - May 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 ...
Love it.
Reviewed on Apr 23, 2026
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.
Hotels in Rockland Key with star-rating
Check Rockland Key Hotels by Star Rating

4 Star Hotels
28 properties
Recent Rockland Key hotel reviews by fellow wanderers

DoubleTree Resort by Hilton Grand Key - Key West
5 out of 5
Posted less than an hour ago
Travelocity Verified Review
"Yes"
A verified traveler stayed at DoubleTree Resort by Hilton Grand Key - Key West
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