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
$220 nightly
The price is $248 total per night from Apr 21 to Apr 22
$248 total
Apr 21 - Apr 22
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 ...
Overall decent facilities but nothing impressive. Rooms are very small. The layout of the property makes pool access easy but the bar stays loud late into the night and is directly adjacent to rooms, not ideal for families. Limited food options on property. Some of the staff were great others were ...
Reviewed on Apr 18, 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
$234 nightly
The price is $263 total per night from May 5 to May 6
$263 total
May 5 - May 6
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, ...
We stayed at Parrot Key Hotel & Villas during spring break (March 22–26), and overall, my family had a really nice time. My kids absolutely loved it, and the food was a highlight, everything we tried was delicious and definitely added to the experience. That said, there were a few issues that impacted ...
Reviewed on Apr 17, 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 ...
Great location, away from the bustle of Mallery Square. Staff was awesome. 3 pools! Would highly recommend.
Reviewed on Apr 18, 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 ...
The location was perfect with a great beach across the road and the shuttle for other excursions. Staff were very pleasant and helpful.
Reviewed on Apr 18, 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 ...
My daughter and I stayed at Beachside for one week. We enjoyed the free shuttle that departed the top of the hour into town and the ease of two pickup spots in town to return to the resort. Every half hour would have been perfect. The on site restaurant was excellent. And the beach is nice. We took ...
Reviewed on Apr 18, 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 ...
We had a great time. The hotel is beautiful and in a great location. The beach and two pools are perfectly located. A easy walk to Duval st. The rooms are nice but not much storage or closet space for clothing. The showers could use some shelving for personal shower products. The food and drinks ...
Reviewed on Apr 11, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$226 nightly
The price is $254 total per night from Apr 20 to Apr 21
$254 total
Apr 20 - Apr 21
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
Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$261 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
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 ...
Everything it was amazing
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
Ibis Bay Beach Resort
5 out of 5
Posted 1 hour ago
Travelocity Verified Review
"Everything it was amazing"
A verified traveler stayed at Ibis Bay Beach Resort
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