Book Hotels in Rockland Key, FL
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Top Rockland Key hotels
The Perry Hotel & Marina Key West
7001 Shrimp Road Key West FL
Fully refundableReserve now, pay when you stay
$378 nightly
The price is $425 total per night from Jan 20 to Jan 21
$425 total
Jan 20 - Jan 21, 2026
Total with taxes and fees
A marina, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Traveling for business? Take advantage of the free WiFi in public areas, ...
We had an amazing experience at the Perry. Professional and courteous staff, clean rooms and facilities, quiet location, good food. Special mention to Johnny at the concierge desk. We had arrived without any plans and he helped us out to plan the best experiences.
Reviewed on Dec 29, 2025
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
$289 nightly
The price is $325 total per night from Jan 8 to Jan 9
$325 total
Jan 8 - Jan 9, 2026
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. ...
So many activities and amazing staff and service. The shuttle was very convenient. I would stay here again! Perfect for families. I felt safe. Very laid back environment.
Reviewed on Dec 26, 2025
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
$301 nightly
The price is $338 total per night from Jan 4 to Jan 5
$338 total
Jan 4 - Jan 5, 2026
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 ...
Great
Reviewed on Dec 29, 2025
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$307 nightly
The price is $346 total per night from Jan 7 to Jan 8
$346 total
Jan 7 - Jan 8, 2026
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 ...
Pool and hot tub were very nice,chicken walk was excellent! Great staff!!!!
Reviewed on Dec 26, 2025
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundable
$402 nightly
The price is $452 total per night from Jan 14 to Jan 15
$452 total
Jan 14 - Jan 15, 2026
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 ...
This is the most wonderful place to stay in all of Key West. It has a little bit of everything from multiple pool choices, poolside bars, onsite restaurant, beach access, live music, concierge and full service spa! It’s on the quiet end Duval Street, but still within walking distance of most everything, ...
Reviewed on Dec 29, 2025
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$399 nightly
The price is $449 total per night from Jan 4 to Jan 5
$449 total
Jan 4 - Jan 5, 2026
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 outstanding and staff was friendly and accommodating, any request for assistance was provided within minutes.
Reviewed on Dec 27, 2025
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$292 nightly
The price is $329 total per night from Jan 4 to Jan 5
$329 total
Jan 4 - Jan 5, 2026
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 ...
Very clean
Reviewed on Dec 26, 2025
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$268 nightly
The price is $302 total per night from Jan 4 to Jan 5
$302 total
Jan 4 - Jan 5, 2026
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 ...
Dinner menu ok, food below average, eat in town! Tram services ok, frequently over loaded requiring a wait for second vehicle. Hotel had no hot water for showering or our last day. Complimentary coffee had coffee grounds and staff didn’t seem to care when notified. Place was clean, well kept.
Reviewed on Dec 25, 2025
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
$265 nightly
The price is $298 total per night from Jan 4 to Jan 5
$298 total
Jan 4 - Jan 5, 2026
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 ...
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Reviewed on Dec 30, 2025
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
36 properties
Recent Rockland Key hotel reviews by fellow wanderers
Hilton Garden Inn Key West / The Keys Collection
5 out of 5
Posted 20 hours ago
Travelocity Verified Review
"Qqq"
A verified traveler stayed at Hilton Garden Inn Key West / The Keys Collection
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