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
$177 nightly
The price is $199 total per night from Nov 30 to Dec 1
$199 total
Nov 30 - Dec 1
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, ...
Great Hotel will, clean, great staff, wonderful view in the am. The shuttle service to downtown Key West is the a game changer. Will repeat again.

Reviewed on Nov 26, 2025

Opens in a new windowThe Perry Hotel & Marina Key West
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

4 out of 5
430 Duval St Key West FL
Fully refundableReserve now, pay when you stay
$242 nightly
The price is $272 total per night from Dec 14 to Dec 15
$272 total
Dec 14 - Dec 15
Total with taxes and fees
This smoke-free hotel includes 3 restaurants, an outdoor pool, and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas, express ...
Staff was amazing, especially the food and beverage manager

Reviewed on Nov 23, 2025

Opens in a new windowLa Concha Key West, Autograph Collection
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
$202 nightly
The price is $227 total per night from Nov 30 to Dec 1
$227 total
Nov 30 - Dec 1
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. ...
Nice resort. Good food. Nice pool. Friendly staff.

Reviewed on Nov 27, 2025

Opens in a new windowOceans Edge Key West Resort, Hotel & Marina
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
$181 nightly
The price is $203 total per night from Dec 1 to Dec 2
$203 total
Dec 1 - Dec 2
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 ...
Clean and spacious room. Comfortable bed.

Reviewed on Nov 27, 2025

Opens in a new windowBeachside Resort & Residences
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
$233 nightly
The price is $263 total per night from Dec 2 to Dec 3
$263 total
Dec 2 - Dec 3
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 ...
Everyone was very helpful but our air conditioner was extremely loud and leaking, our shower was not draining. I contacted the front desk and they said they sent someone but unfortunately it never got better.

Reviewed on Nov 23, 2025

Opens in a new windowSouthernmost Beach Resort and Guesthouses
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$254 nightly
The price is $286 total per night from Dec 16 to Dec 17
$286 total
Dec 16 - Dec 17
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 ...
Property was very clean and maintained. The restaurant and bars offered great drinks and food, room service was also very nice to have. Access to the nicest beach on key west was perfect. Far enough out of town yet close enough to get into the nightlife. Would definitely stay again.

Reviewed on Nov 19, 2025

Opens in a new windowMargaritaville Beach House Key West
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
$154 nightly
The price is $173 total per night from Dec 16 to Dec 17
$173 total
Dec 16 - Dec 17
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 ...
I like that they had a shuttle that picked us up from the airport and took us back to the airport. It also took us to Duval Street. And I like that it ran until 11 p.m. The staff was very nice. Joseph at the front desk was very friendly and helpful. And the shuttle drivers Miguel and innocent were ...

Reviewed on Nov 26, 2025

Opens in a new windowDoubleTree Resort by Hilton Grand Key - Key West
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
$145 nightly
The price is $164 total per night from Nov 30 to Dec 1
$164 total
Nov 30 - Dec 1
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 an arcade/game room, and families will appreciate ...
Nice room. Friendly staff. Great ocean views.

Reviewed on Nov 27, 2025

Opens in a new windowBlue Flamingo Resort Key West
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
$143 nightly
The price is $161 total per night from Dec 14 to Dec 15
$161 total
Dec 14 - Dec 15
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an outdoor pool, and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public ...
Great pool and exercise/weight room area!

Reviewed on Nov 23, 2025

Opens in a new windowHilton Garden Inn Key West / The Keys Collection
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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

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

5 out of 5
Posted 1 day ago
Travelocity Verified Review
"Nice resort. Good food. Nice pool. Friendly staff."
A verified traveler stayed at Oceans Edge Key West Resort, Hotel & Marina
Oceans Edge Key West Resort, Hotel & Marina

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