Book Hotels in Rockland Key, FL
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Top Rockland Key hotels

The Perry Hotel & Marina Key West
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, ...
Room was nice & clean. Enjoyed the balcony overlooking the marina.
Reviewed on Nov 16, 2025

La Concha Key West, Autograph Collection
430 Duval St Key West FL
Fully refundableReserve now, pay when you stay
$216 nightly
The price is $243 total per night from Nov 30 to Dec 1
$243 total
Nov 30 - Dec 1
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 very welcoming and friendly. The renovations are very beautiful. Love the new di ing area. Fanatstic murals.
Reviewed on Nov 19, 2025

Oceans Edge Key West Resort, Hotel & Marina
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. ...
Everything was great!
Reviewed on Nov 20, 2025

Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$172 nightly
The price is $194 total per night from Dec 2 to Dec 3
$194 total
Dec 2 - Dec 3
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 very clean and it was a wonderful resort. Lots of great amenities. North end of town but they have a free shuttle to downtown which was amazing!
Reviewed on Nov 21, 2025

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
$240 nightly
The price is $270 total per night from Dec 17 to Dec 18
$270 total
Dec 17 - Dec 18
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

Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
$248 nightly
The price is $279 total per night from Dec 9 to Dec 10
$279 total
Dec 9 - Dec 10
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

DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$153 nightly
The price is $172 total per night from Dec 2 to Dec 3
$172 total
Dec 2 - Dec 3
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 ...
We had a great time in Key West. The DoubleTree was clean, safe, and staff were friendly! The airport shuttle is on demand so they will take you to the airport whenever. The shuttle to downtown ran every hour until 11pm. Billy was the bartender while we were there and he was AWESOME! If you go, please ...
Reviewed on Nov 17, 2025

Blue Flamingo Resort Key West
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 ...
The property was great, but the front desk did not communicate properly regarding the credits or benefits. Also, there is always a rush so they need more staffs to assist.
Reviewed on Nov 20, 2025

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$120 nightly
The price is $135 total per night from Dec 10 to Dec 11
$135 total
Dec 10 - Dec 11
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
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
36 properties
Recent Rockland Key hotel reviews by fellow wanderers

Hilton Garden Inn Key West / The Keys Collection
5 out of 5
Posted 3 days ago
Travelocity Verified Review
"Great pool and exercise/weight room area!
"
A verified traveler stayed at Hilton Garden Inn Key West / The Keys Collection
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