Book Hotels in Rockland Key, FL

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Top Rockland Key hotels

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
$403 nightly
The price is $453 total per night from Mar 22 to Mar 23
$453 total
Mar 22 - Mar 23
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. ...
Oceans Edge was amazing! Super friendly staff, impeccably clean property, rooms, on site restaurant with delicious food and drinks, etc.. I would book again the next time we come back to Key West! Thanks for the hospitality and great time!

Reviewed on Feb 16, 2026

Opens in a new windowOceans Edge Key West Resort, Hotel & Marina
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
$488 nightly
The price is $549 total per night from Mar 22 to Mar 23
$549 total
Mar 22 - Mar 23
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 ...
Great room and staff was great

Reviewed on Feb 15, 2026

Opens in a new windowHyatt Centric Key West Resort and 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
$400 nightly
The price is $450 total per night from Mar 9 to Mar 10
$450 total
Mar 9 - Mar 10
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 ...
Room was amazing. VERY centered on drinking. But if that is your thing, they have a bus to bring you to the local bars and comp drinks. Weren't there long enough to get into the pool, but the room was absolutely amazing. View of the water from our balcony. Best place to enjoy coffee in the morning. ...

Reviewed on Feb 19, 2026

Opens in a new windowHavana Cabana at Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundable
$562 nightly
The price is $632 total per night from Mar 22 to Mar 23
$632 total
Mar 22 - Mar 23
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 ...
Everything was wonderful! I highly recommend and would come again.

Reviewed on Feb 12, 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
$547 nightly
The price is $616 total per night from Mar 3 to Mar 4
$616 total
Mar 3 - Mar 4
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 ...
Clean room, great communication, early check in.

Reviewed on Feb 16, 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
$364 nightly
The price is $409 total per night from Mar 2 to Mar 3
$409 total
Mar 2 - Mar 3
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 ...
Clean rooms. Helpful staff.

Reviewed on Feb 18, 2026

Opens in a new windowBeachside Resort & Residences
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
$410 nightly
The price is $461 total per night from Mar 9 to Mar 10
$461 total
Mar 9 - Mar 10
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 ...
Great staff, cleanliness, so many great things

Reviewed on Feb 15, 2026

Opens in a new windowIbis Bay Beach Resort
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
$341 nightly
The price is $383 total per night from Mar 22 to Mar 23
$383 total
Mar 22 - Mar 23
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 ...
Wonderful, relaxing trip! Very clean and comfortable with many amenities.

Reviewed on Feb 15, 2026

Opens in a new windowBlue Flamingo Resort Key West
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4 out of 5
3990 S Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$429 nightly
The price is $482 total per night from Mar 11 to Mar 12
$482 total
Mar 11 - Mar 12
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 ...
I felt like I was in heaven thanks to the wonderful pool staff and the lovely ladies who checked us in. The incredible drivers took us smoothly around town. I can't wait to return next year. The young lady at the restaurant was fantastic, and Bobby, who served us drinks by the pool, was great fun. ...

Reviewed on Feb 18, 2026

Opens in a new windowDoubleTree Resort by Hilton Grand Key - Key West
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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

Havana Cabana at Key West

Havana Cabana at Key West

5 out of 5
Posted 16 hours ago
Travelocity Verified Review
"Room was amazing. VERY centered on drinking. But if that is your thing, they have a bus to bring you to the local bars and comp drinks. Weren't there long enough to get into the pool, but the room was absolutely amazing. View of the water from our balcony. Best place to enjoy coffee in the morning. Watch for the troublesome rooster who crowed at 830 am haha. Despite the bus coming back from the bars each hour, we never heard a thing (from outside or the hallways)."
A verified traveler stayed at Havana Cabana at Key West
Havana Cabana at Key West

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