Book Hotels in Rockland Key, FL

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Top Rockland Key hotels

Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
1 Duval St Key West FL
Fully refundableReserve now, pay when you stay
$316 nightly
The price is $356 total per night from Sep 9 to Sep 10
$356 total
Sep 9 - Sep 10
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. ...
"Great location. Staff were very nice. Room clean. Food good."

Reviewed on Sep 3, 2026

Opens in a new windowPier House Resort & Spa
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$234 nightly
The price is $263 total per night from Sep 16 to Sep 17
$263 total
Sep 16 - Sep 17
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like a free airport shuttle. You'll appreciate the hot tub, ...
"Outdoor pool and beach access are nice. A little far from old town, but you can use shuttle every hour."

Reviewed on Sep 2, 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
$195 nightly
The price is $219 total per night from Sep 7 to Sep 8
$219 total
Sep 7 - Sep 8
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 ...
"Hot tub wasn’t working. It was just warm water. Gym was very hot. Beach wasn’t great. Elevator in my building wasn’t working g but you can use the one from the building next to it and walk over. So not that bad. Pool was great. Never crowded. Room was excellent. We had a suite with pool access. There ..."

Reviewed on Sep 1, 2026

Opens in a new windowBeachside Resort & Residences
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
1500 Reynolds Street Key West FL
Fully refundableReserve now, pay when you stay
$272 nightly
The price is $305 total per night from Sep 15 to Sep 16
$305 total
Sep 15 - Sep 16
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 stayed at the Sagamore in Miami Beach and Cheeca Lodge on Islamodora and they were a lot better! Staff never opened doors or helped with luggage…we did ourselves. The rooms need some upkeep..,, the room only one garbage and the toilet ran continuously through the night, and there was no balcony ..."

Reviewed on Sep 3, 2026

Opens in a new windowCasa Marina Key West, Curio Collection by Hilton
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
$141 nightly
The price is $159 total per night from Sep 27 to Sep 28
$159 total
Sep 27 - Sep 28
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 ...
"My husband and I joined the hotel. I would definitely recommend this place. I felt like I was in a mini resort."

Reviewed on Aug 31, 2026

Opens in a new windowDoubleTree Resort by Hilton Grand Key - Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
$210 nightly
The price is $237 total per night from Sep 13 to Sep 14
$237 total
Sep 13 - Sep 14
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 ...
Opens in a new windowSouthernmost Beach Resort and Guesthouses
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
$160 nightly
The price is $180 total per night from Sep 7 to Sep 8
$180 total
Sep 7 - Sep 8
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 ...
Opens in a new windowBlue Flamingo Resort Key West
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
$163 nightly
The price is $183 total per night from Sep 22 to Sep 23
$183 total
Sep 22 - Sep 23
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 ...
Opens in a new windowHavana Cabana at Key West
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
3675 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$213 nightly
The price is $240 total per night from Sep 16 to Sep 17
$240 total
Sep 16 - Sep 17
Total with taxes and fees
This hotel features an outdoor pool, a hot tub, and a restaurant. Guests will appreciate free perks like free self parking and WiFi in public areas. A snack ...
Opens in a new windowHyatt Vacation Club at Windward Pointe, 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

Pier House Resort & Spa

Pier House Resort & Spa

5 out of 5
Posted less than an hour ago
Travelocity Verified Review
"Great location. Staff were very nice. Room clean. Food good."
A verified traveler stayed at Pier House Resort & Spa
Pier House Resort & Spa

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