Book Hotels in Rockland Key, FL
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Top Rockland Key hotels
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$244 nightly
The price is $275 total per night from May 17 to May 18
$275 total
May 17 - May 18
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 find at a reasonable price in key west! Beautiful with wonderful pool and outdoor bar and restaurant. Free shuttle to downtown and great bar options made it a great stay. Will return!
Reviewed on Apr 19, 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. ...
Staff were very nice.
Reviewed on Apr 18, 2026
Parrot Key Hotel & Villas
2801 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$218 nightly
The price is $245 total per night from May 19 to May 20
$245 total
May 19 - May 20
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, ...
Excellent
Reviewed on Apr 19, 2026
Pier House Resort & Spa
1 Duval St Key West FL
$556 nightly
The price is $626 total per night from Apr 22 to Apr 23
$626 total
Apr 22 - Apr 23
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. ...
It is a great place for both kids and adults or even just a couple looking for romantic getaway. There's plenty of good food at the bar but one Duvall is not great for kids. It's better for adults and a nice night out. Staff is great. The rooms have beautiful views and having a private beach is an ...
Reviewed on Apr 19, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$283 nightly
The price is $319 total per night from May 18 to May 19
$319 total
May 18 - May 19
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 ...
This place is fabulous. Easy to get to town on the shuttle Only down side is airport noise
Reviewed on Apr 19, 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 ...
I love this hotel! I recommend this hotel for vacations 100%
Reviewed on Apr 20, 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$260 nightly
The price is $293 total per night from Apr 28 to Apr 29
$293 total
Apr 28 - Apr 29
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 ...
Beach and pool were nice. Shuttle didn’t have room for all residents who wanted to use it. There was no alternative means of transportation.
Reviewed on Apr 20, 2026
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
Fully refundableReserve now, pay when you stay
$340 nightly
The price is $383 total per night from Apr 28 to Apr 29
$383 total
Apr 28 - Apr 29
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 ...
Beautiful location. Great staff. Wonderful pool. Great beach view although rocky.
Reviewed on Apr 20, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$229 nightly
The price is $258 total per night from Apr 21 to Apr 22
$258 total
Apr 21 - Apr 22
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 ...
Excellent. Provides shuttle to Duval area.
Reviewed on Apr 19, 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
Southernmost Beach Resort and Guesthouses
5 out of 5
Posted 1 hour ago
Travelocity Verified Review
"I love this hotel! I recommend this hotel for vacations 100%"
A verified traveler stayed at Southernmost Beach Resort and Guesthouses
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