Book Hotels in Rockland Key, FL
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Top Rockland Key hotels
Hyatt Vacation Club at Beach House, Key West
5051 Overseas Highway Key West FL
$515 nightly
The price is $580 total per night from Feb 1 to Feb 2
$580 total
Feb 1 - Feb 2
Total with taxes and fees
This hotel features an outdoor pool and a hot tub. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. A safe deposit ...
Good location. Quiet. Very clean villa. Great amenities.
Reviewed on Jan 17, 2026
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
$358 nightly
The price is $402 total per night from Jan 19 to Jan 20
$402 total
Jan 19 - Jan 20
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. ...
Although not a lot of amenities you didn't need to pay for, we enjoyed the option to be away from the craziness of Key West and still be able to enjoy it via the very convenient shuttle. Gorgeous resort - we will be back!
Reviewed on Jan 13, 2026
Parrot Key Hotel & Villas
2801 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$316 nightly
The price is $356 total per night from Jan 25 to Jan 26
$356 total
Jan 25 - Jan 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, ...
Beutiful place, friendly staff and great amenities. I would highly recommend this place to anyone. I would stay here again in the future.
Reviewed on Jan 14, 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
$420 nightly
The price is $472 total per night from Jan 19 to Jan 20
$472 total
Jan 19 - Jan 20
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 ...
Best staff ever, Apr out to Chris, Sol, and Val.
Reviewed on Jan 12, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundable
$530 nightly
The price is $596 total per night from Jan 26 to Jan 27
$596 total
Jan 26 - Jan 27
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 ...
Excellent location and outstanding service
Reviewed on Jan 15, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
$527 nightly
The price is $593 total per night from Feb 10 to Feb 11
$593 total
Feb 10 - Feb 11
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 clean, staff was very friendly, bartenders were outstanding and Johnny, our shuttle driver was awesome.
Reviewed on Jan 16, 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$329 nightly
The price is $371 total per night from Jan 19 to Jan 20
$371 total
Jan 19 - Jan 20
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 ...
All very nice
Reviewed on Jan 13, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$409 nightly
The price is $460 total per night from Jan 19 to Jan 20
$460 total
Jan 19 - Jan 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 ...
No free breakfast
Reviewed on Jan 13, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$345 nightly
The price is $388 total per night from Jan 25 to Jan 26
$388 total
Jan 25 - Jan 26
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 ...
Beautiful room
Reviewed on Jan 14, 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
37 properties
Recent Rockland Key hotel reviews by fellow wanderers
Hyatt Vacation Club at Beach House, Key West
5 out of 5
Posted 20 hours ago
Travelocity Verified Review
"Good location. Quiet. Very clean villa. Great amenities. "
A verified traveler stayed at Hyatt Vacation Club at Beach House, Key West
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