Book Hotels in Rockland Key, FL

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check prices for these dates

Tonight
Mar 26 - Mar 27
Tomorrow
Mar 27 - Mar 28
This weekend
Mar 27 - Mar 29
Next weekend
Apr 3 - Apr 5

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Property amenities
Property amenities
Accessibility
Accessibility

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
$280 nightly
The price is $315 total per night from Apr 20 to Apr 21
$315 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 ...
It’s great to have a spacious suite with a large balcony. However, the location right on the main road does not lend itself to a peaceful stay. My balcony was very close to the road and right above the parking lot. In addition, there were ghost ants in the kitchen screwing around every time we turned ...

Reviewed on Mar 26, 2026

Opens in a new windowThe Laureate 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
$330 nightly
The price is $371 total per night from Apr 26 to Apr 27
$371 total
Apr 26 - Apr 27
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. ...
No ocean, no confortable, so expensive

Reviewed on Mar 26, 2026

Opens in a new windowOceans Edge Key West Resort, Hotel & Marina
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
$339 nightly
The price is $381 total per night from Apr 12 to Apr 13
$381 total
Apr 12 - Apr 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 ...
We had an absolutely wonderful one-night stay at Havana Cabana Resort in Key West! From the moment we arrived, everything exceeded our expectations. The check-in process was smooth and welcoming, and Nick made it even better by offering us a complimentary breakfast, which was a lovely surprise. Our ...

Reviewed on Mar 25, 2026

Opens in a new windowHavana Cabana at 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 12 to Apr 13
$343 total
Apr 12 - Apr 13
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, ...
A real oasis! The resort has a beautiful waterfront that was perfect to relax and watch the sunset.

Reviewed on Mar 25, 2026

Opens in a new windowParrot Key Hotel & Villas
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
$363 nightly
The price is $408 total per night from Apr 20 to Apr 21
$408 total
Apr 20 - Apr 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 ...
Aside from a couple front desk staff that were fairly snippy, almost like asking a question was a burden— everything else was great!

Reviewed on Mar 25, 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
$314 nightly
The price is $353 total per night from Mar 29 to Mar 30
$353 total
Mar 29 - Mar 30
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 times are extremely accurate. Beautfil place with friendly staff. Only wish checkout time was a bit later. Elevators were out our entire stay. We were on third floor. The staff did offer to help carry our luggage up.

Reviewed on Mar 22, 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
$484 nightly
The price is $545 total per night from Mar 30 to Mar 31
$545 total
Mar 30 - Mar 31
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 ...
what a disappointment to stay in a hotel with such great potential but obvious neglect. From the cold, unwelcoming staff to the dirty, dated rooms to the old ugly dining areas with big heavy curtains and dark scratched floors-the hotel is clearly mismanaged. The entire place needs a good scrubbing, ...

Reviewed on Mar 25, 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
$308 nightly
The price is $347 total per night from Apr 26 to Apr 27
$347 total
Apr 26 - Apr 27
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 ...
Clean Room....Attentive staff

Reviewed on Mar 26, 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
$299 nightly
The price is $336 total per night from Mar 30 to Mar 31
$336 total
Mar 30 - Mar 31
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 small but clean and sufficient as we didn’t spend much time there.

Reviewed on Mar 26, 2026

Opens in a new windowIbis Bay Beach Resort
Don't see what you're looking for?
See all available properties in Rockland Key
View all properties
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
"Clean Room....Attentive staff"
A verified traveler stayed at Blue Flamingo Resort Key West
Blue Flamingo Resort Key West

Explore More Ways to Travel with Travelocity