Book Hotels in Rockland Key, FL
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Top Rockland Key hotels
Parrot Key Hotel & Villas
2801 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$191 nightly
The price is $215 total per night from Aug 30 to Aug 31
$215 total
Aug 30 - Aug 31
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, ...
"Amazing stay! Amazing hotel!"
Reviewed on Aug 13, 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$200 nightly
The price is $225 total per night from Aug 30 to Aug 31
$225 total
Aug 30 - Aug 31
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 ...
"The pool was amazing. The bar and restaurant is understaffed at the time of our stay. Concierge a little rude. Olga was very knowledgeable, nice and accommodating. Overall would go back again."
Reviewed on Aug 13, 2026
Hyatt Centric Key West Resort and Spa
601 Front St Key West FL
Fully refundableReserve now, pay when you stay
$261 nightly
The price is $294 total per night from Aug 30 to Aug 31
$294 total
Aug 30 - Aug 31
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 ...
"Love this property!"
Reviewed on Aug 12, 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$192 nightly
The price is $216 total per night from Aug 16 to Aug 17
$216 total
Aug 16 - Aug 17
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 ...
"The room was ok. Hot shower comfy bed. Says it is on the beach not what I expected at all. Swam at other better beaches"
Reviewed on Aug 13, 2026
Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$136 nightly
The price is $153 total per night from Aug 17 to Aug 18
$153 total
Aug 17 - Aug 18
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 ...
"Room was beautifully decorated and more than enough space for our family. The shower we had was extremely small though, so just a word of caution for us bigger-boned folk! I made it work but it wasn't easy. Breakfast is at the restaurant and was good. Pool is great, private beach is great. We lived ..."
Reviewed on Aug 13, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
$203 nightly
The price is $228 total per night from Sep 1 to Sep 2
$228 total
Sep 1 - Sep 2
Total with taxes and fees
A full-service spa, 3 outdoor pools, and a restaurant are all featured at this hotel. Traveling on business? Take advantage of the 2 conference rooms, along ...
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$166 nightly
The price is $187 total per night from Sep 1 to Sep 2
$187 total
Sep 1 - Sep 2
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 ...
Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$234 nightly
The price is $263 total per night from Aug 27 to Aug 28
$263 total
Aug 27 - Aug 28
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 ...
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
Fully refundableReserve now, pay when you stay
$289 nightly
The price is $325 total per night from Aug 24 to Aug 25
$325 total
Aug 24 - Aug 25
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 ...
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
31 properties
Recent Rockland Key hotel reviews by fellow wanderers
Hyatt Vacation Club at Windward Pointe, Key West
5 out of 5
Posted 1 hour ago
Travelocity Verified Review
"Great location with a view of the sea from the pool. Room was perfect size for family of 5 with everything you needed."
A verified traveler stayed at Hyatt Vacation Club at Windward Pointe, Key West
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