Rockland Key Cottages

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Our top choices for Rockland Key cottages

Cottage with Pool and Boat Dockage just minutes to Key West!

Cudjoe Key

Kasey M.

Waterfront Home

Cudjoe Key

Karen H.

HK$3,825 total

includes taxes & fees

29 Jun - 30 Jun

2BR,2BA w KING Master,35' SeaWall-SS and Quartz Kitchen,Bikes, Kayaks and VIEWS

Cudjoe Key

Shari H.

HK$5,548 total

includes taxes & fees

29 Jun - 30 Jun

Find your zen at HIDDEN TREASURE

Old Town Key West

Karen B.

NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location

Old Town Key West

Jackie M.

HK$4,669 total

includes taxes & fees

5 Jul - 6 Jul

OCEANIA... water front cottage retreat ~

Cudjoe Key

HK$9,591 total

includes taxes & fees

12 Jul - 13 Jul

The Dancing Rooster: 2 Blocks from Duval in Old Town.

Old Town Key West

Mercedes A.

HK$5,412 total

includes taxes & fees

9 Jul - 10 Jul

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Top Rockland Key Hotel Reviews

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

10/10 Excellent

"I enjoyed my stay"

The Laureate Key West

8/10 Good

"The hotel was nice, but I’m not sure why there was a “resort fee” or what it covered. As someone who didn’t know Key West, I assumed this hotel has beach access from the pictures. I would say the pictures online were very misleading. The room was nice though, just felt like I should have done more research into there not actually being swimmable beaches in Key West."

Southernmost Beach Resort and Guesthouses

8/10 Good

"The pool was fun. We only have used it a few times on our 7 day stay. The entertainment gals were fun! Enjoyed that you had a live DJ. Front desk very attentive and professional. I had asked a young bellman for a ride back to the pool from the front area. I told him I sprained my ankle pretty bad. He seemed stressed or unhappy and said, Mam, I have 4 other rooms infront of you. His tip was ready, his loss. The beach bar food was good as well."

Find out more about Rockland Key