Book Hotels in Rockland Key, FL

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Top Rockland Key hotels

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
7001 Shrimp Road, Key West, FL
Fully refundableReserve now, pay when you stay
$157 nightly
The price is $177 total per night from Sep 29 to Sep 30
$177 total
Sep 29 - Sep 30
Total with taxes and fees
A marina, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Traveling for business? Take advantage of the free WiFi in public areas, ...
"Lovely hotel, clean room, outdoor pool"

Reviewed on Sep 24, 2025

Opens in a new windowThe Perry Hotel & Marina Key West
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

4 out of 5
2801 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
$165 nightly
The price is $186 total per night from Oct 15 to Oct 16
$186 total
Oct 15 - Oct 16
Total with taxes and fees
This eco-certified hotel features 4 outdoor pools, a gym, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public ...
"This was an excellent experience. Parrott Key was excellent in all aspects of customer service. Everything about the experience was excellent and next time we visit Key West, Parrott Key will be where we will stay. Thanks for a great experience."

Reviewed on Sep 27, 2025

Opens in a new windowParrot Key Hotel & Villas
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
$207 nightly
The price is $233 total per night from Oct 28 to Oct 29
$233 total
Oct 28 - Oct 29
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. ...
"This was a nice hotel complex. Not really a resort in that there was only one restaurant on the property. And it was extremely limited in the menu selections and very expensive for the portion served. The complex needs to have a small cafe with coffee, appetizers or snacks. Also they should not book ..."

Reviewed on Sep 24, 2025

Opens in a new windowOceans Edge Key West Resort, Hotel & Marina
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard, Key West, FL
$235 nightly
The price is $264 total per night from Oct 13 to Oct 14
$264 total
Oct 13 - Oct 14
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 ...
"We went during off peak season and it was amazing and quiet, relaxing."

Reviewed on Sep 23, 2025

Opens in a new windowMargaritaville Beach House Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street, Key West, FL
Fully refundable
$229 nightly
The price is $258 total per night from Oct 29 to Oct 30
$258 total
Oct 29 - Oct 30
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 that everything is at arms reach. The pool, beach, restaurants, stores. Everything is a hop skip & a jump."

Reviewed on Sep 21, 2025

Opens in a new windowSouthernmost Beach Resort and Guesthouses
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
$154 nightly
The price is $173 total per night from Sep 29 to Sep 30
$173 total
Sep 29 - Sep 30
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 ...
"This property exceeded all expectations & Tommy Morales at the front desk at as amazing!! We rented a one bedroom Suite and it was incredible! They are set up like Condos. Separate dining area, living room with a large sectional with a sofa bed in it as well and a full kitchen. It was all open concept! ..."

Reviewed on Sep 23, 2025

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
$233 nightly
The price is $262 total per night from Oct 14 to Oct 15
$262 total
Oct 14 - Oct 15
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 ...
"This was a wonderful property. Staff was incredibly gracious, grounds were beautiful and the room was very nice!"

Reviewed on Sep 24, 2025

Opens in a new windowCasa Marina Key West, Curio Collection by Hilton
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 out of 5
3850 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $161 total per night from Oct 5 to Oct 6
$161 total
Oct 5 - Oct 6
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the business center and free WiFi in public ...
"Did not like the fact that you are charged for services you dont use and you are charged to park at the hotel you are staying at. Overall stay was nice pool bar and pool are very nice bartender was excellent."

Reviewed on Sep 24, 2025

Opens in a new windowHilton Garden Inn Key West / The Keys Collection
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 Oct 5 to Oct 6
$159 total
Oct 5 - Oct 6
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 ...
"The room was great & the staff was friendly & courteous gorgeous pool"

Reviewed on Sep 26, 2025

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

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

5 out of 5
Posted 21 hours ago
Travelocity Verified Review
"This was an excellent experience. Parrott Key was excellent in all aspects of customer service. Everything about the experience was excellent and next time we visit Key West, Parrott Key will be where we will stay. Thanks for a great experience."
A verified traveler stayed at Parrot Key Hotel & Villas
Parrot Key Hotel & Villas
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