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Featured Cottages in Rockland Key and around

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

9.0 out of 10, Wonderful, (51)
"We enjoyed our stay. Place is exactly as described. We really enjoyed the lanai. Wanted somewhere close to Key West and this turned out perfect. Would definitely stay here again. Thanks!"
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cottage with Pool and Dockage, just minutes to Key West

9.2 out of 10, Wonderful, (154)
"Good Fishing, Good local eateries. "
The price is €277
includes taxes & fees
12 Oct - 13 Oct
Cottage with Pool and Dockage, just minutes to Key West

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

8.2 out of 10, Very good, (47)
"Was such a great stay clean and everything we needed "
The price is €294
includes taxes & fees
6 Oct - 7 Oct
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

10.0 out of 10, Exceptional, (22)
"Will stay here again "
The price is €381
includes taxes & fees
28 Oct - 29 Oct
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

9.0 out of 10, Wonderful, (88)
"Quiet and off the beaten path, old school, old style Key’s homes,would stay again."
The price is €305
includes taxes & fees
7 Oct - 8 Oct
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Updated 2BR,2BA w KING Master,35' SeaWall-Bikes,Kayaks,SUPs, Extra Frig/Bait Frz

9.8 out of 10, Exceptional, (26)
"Very nicely remodeled Vrbo, excellent location for a quick drive down to Key West or exploring the other Keys!"
The price is €655
includes taxes & fees
19 Oct - 20 Oct
Updated 2BR,2BA w KING Master,35' SeaWall-Bikes,Kayaks,SUPs, Extra Frig/Bait Frz

Living Life Dockside

The price is €409
includes taxes & fees
6 Oct - 7 Oct
Living Life Dockside

Get your ISLAND STLYE on!

2.0 star property
9.6 out of 10, Exceptional, (82)
"We had a wonderful and relaxing time. Getting ready to schedule another trip. "
Get your ISLAND STLYE on!

Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

9.8 out of 10, Exceptional, (24)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great location and very nice room"
The price is €540
includes taxes & fees
2 Nov - 3 Nov
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!

9.8 out of 10, Exceptional, (20)
"Place was a perfect location and was so cute."
The price is €535
includes taxes & fees
4 Nov - 5 Nov
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!

Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!

9.6 out of 10, Exceptional, (20)
"The location was perfect, close enough to walk to anything we needed to get to. The hosts went above and beyond to be helpful and even picked us up from the airport! The room was great and felt very private."
The price is €276
includes taxes & fees
6 Oct - 7 Oct
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!

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

10.0 out of 10, Exceptional, (7)
The price is €484
includes taxes & fees
4 Nov - 5 Nov
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location

Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

9.6 out of 10, Exceptional, (27)
"Amazing place and location to everything. Will definitely book this property again."
The price is €276
includes taxes & fees
6 Oct - 7 Oct
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

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

10.0 out of 10, Exceptional, (126)
"Great time. Would stay again. "
The price is €615
includes taxes & fees
4 Nov - 5 Nov
The Dancing Rooster: 2 Blocks from Duval in Old Town.

Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

10.0 out of 10, Exceptional, (22)
"We had a wonderful stay here with our kids. Can’t beat the location."
The price is €283
includes taxes & fees
8 Oct - 9 Oct
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

HIDDEN OASIS 3 blocks from Duval

2.5 star property
9.6 out of 10, Exceptional, (93)
"We absolutely loved this place! It was quaint and quiet location. It was beautifully landscaped and I loved the Hidden Oasis unit and would stay there again!"
The price is €739
includes taxes & fees
27 Oct - 28 Oct
HIDDEN OASIS 3 blocks from Duval
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.
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Top Rockland Key Hotel Reviews

Find out more about Rockland Key

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