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Featured Cottages in Rockland Key

Heart of Downtown Key West Cottage With Off-Street Parking

10.0 out of 10, Exceptional, (119)
"This cottage was amazing for so many different reasons. Location, quiet, and detail to guests needs. Marcela was a great communicator. No need to communicate too much, everything worked great! We are returning next year!"
Heart of Downtown Key West Cottage With Off-Street Parking

Cottage with Pool and Dockage, just minutes to Key West

9.2 out of 10, Wonderful, (135)
"Very nice"
Cottage with Pool and Dockage, just minutes to Key West

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

8.6 out of 10, Excellent, (132)
"Perfect location for us 23 miles to key west. Restaurants near by, pool, fishing pier. Can't wait to come back and do it all over again!"
The price is NZ$479
includes taxes & fees
8 Apr - 9 Apr
Cottage with Pool and Boat Dockage just minutes to Key West!

Private Oceanfront Cottage with dockage, pool just minutes to Key West!

8.8 out of 10, Excellent, (151)
"Cottage 1 was right by the water. A walk down a long path to a dock was a nightly trip to watch the sunset. Located between Marathon Key and Key West was perfect for restaurants and stores without the crowding from tourists. About 20-30 minutes to Key West"
The price is NZ$531
includes taxes & fees
7 Apr - 8 Apr
Private Oceanfront Cottage with dockage, pool just minutes to Key West!

Charming cottages, dockage, pool, just minutes to Key West

8.6 out of 10, Excellent, (108)
"Enjoyed the serenity of your place "
Charming cottages, dockage, pool, just minutes to Key West

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

9.2 out of 10, Wonderful, (68)
"Beach towels!! The cottage is very cute. Very basic kitchen supplies and bathroom supplies. No extra comfort amenities...travel mugs, beach chairs, hot pads for kitchen, toilet paper, beach towels. And if you plan to wash anything bring coins. 1.50 per wash "
The price is NZ$637
includes taxes & fees
26 Mar - 27 Mar
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Conch Republic Consul General's Cottage.-Historic District

9.4 out of 10, Exceptional, (153)
"Simple checkin and checkout. Clean. Perfect for 2 couples. Each had own bedroom and bathroom. Walkable to all main places in Key West. Nice to have laundry and pool. Really nice to have the parking spot. Great time and would highly recommend. "
Conch Republic Consul General's Cottage.-Historic District

SEA SHELL COTTAGE UNIT #2 Sleeps 2

9.4 out of 10, Exceptional, (19)
"We stayed in the sea shell cottage, perfect for two. The unit was clean and the grounds were beautiful. There is a grill and a flattop griddle you can use. We went out for most meals so we didn’t use them. Close to a ton a restaurants, good recommendations in the book Had a great time! Will be back"
SEA SHELL COTTAGE UNIT #2 Sleeps 2

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

8.8 out of 10, Excellent, (62)
"The cabin and pool were perfect. Fantastic restaurants very nearby. Only thing I was a little disappointed in was the shoreline and fishing. No beach and very shallow water throughout the entire bay. I'd definitely stay here again, just plan on traveling if you're looking to catch any fish."
The price is NZ$769
includes taxes & fees
23 Mar - 24 Mar
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Direct Oceanfront Cottage-Sunrise View- #2,

8.6 out of 10, Excellent, (171)
"The location and views are great. It was a comfortable stay. There were some deferred maintenance items which were shared with the property manager. Completion of these items will greatly enhance the experience at the property and make it a '10' rating."
The price is NZ$718
includes taxes & fees
28 Mar - 29 Mar
Direct Oceanfront Cottage-Sunrise View- #2,

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

8.0 out of 10, Very good, (36)
"This place is about as laid back as you can get in the Keys. We love coming here, but it's a no frills existence and normally very peaceful. There's no housekeeping. Once you've blown thru some basic household supplies, you're on your own. With ample help from the property manager, eventually, the cottage had everything you might need for a home away from home. "
The price is NZ$632
includes taxes & fees
20 Mar - 21 Mar
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

FL Keys Cottage with Ocean Views - Venture Out Unit 395

9.0 out of 10, Wonderful, (4)
"We enjoyed staying at Venture Out. This is our second time staying here. The only problem was the bicycles at our property were rusted with flat tires."
FL Keys Cottage with Ocean Views - Venture Out Unit 395

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

9.4 out of 10, Exceptional, (8)
"We really enjoyed our recent long weekend at the Seagull property! It started with an airport pickup from Wisi, who also picked up our bags after checkout so that we could walk around before our flight. And then he came and met us where we were to run us to the airport-it was fantastic! The property is great, albeit a 10-20 min walk to some places. That said, the quiet was great and the Tipsy Rooster across the street alwyas had great live music at night! It was a great fit for us, although...
The price is NZ$702
includes taxes & fees
22 Mar - 23 Mar
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!

Waterfront Home

8.8 out of 10, Excellent, (156)
"Loved this property and the community. Great property, near some great restaurants. Would definitely stay again."
Waterfront Home

Quaint cottage, pool, dockage just minutes to Key West!

9.0 out of 10, Wonderful, (132)
"It is what it is, only wish the furniture was not worn out. "
Quaint cottage, pool, dockage just minutes to Key West!

PALM COTTAGE Sleeps 4

10.0 out of 10, Exceptional, (38)
"Great spot..clean..awesome"
PALM COTTAGE Sleeps 4

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

8.6 out of 10, Excellent, (41)
"A great value"
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Get your ISLAND STLYE on!

2.0 star property
9.6 out of 10, Exceptional, (77)
"Easily walkable to most tourist attractions."
Get your ISLAND STLYE on!

Cottage with swimming pool and dockage, just minutes to Key West!

9.0 out of 10, Wonderful, (141)
"This little cottage was perfect for our stay. Clean and comfortable. No frills but all essentials. Property manager gave very helpful clear directions to find the cottage. Would stay again. "
The price is NZ$479
includes taxes & fees
16 Apr - 17 Apr
Cottage with swimming pool and dockage, just minutes to Key West!

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

9.8 out of 10, Exceptional, (6)
"Granted we visited two weeks before spring break, but hindsight a hotel probably was better choice considering we had to scramble for an hour to find non-residence parking for overnight 3blocks away. So we paid for Ubers everywhere (island problem not owner, but be aware. Owner did respond timely and offer parking and shuttle, but not a convenient option when trying to maximize vacation time on an expensive island! "
The price is NZ$712
includes taxes & fees
28 Mar - 29 Mar
Ibis Suite | Bright Hideaway, Hot Tubs, Steps 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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Other property types in Rockland Key

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (123)
"Was amazing, unlike any place i've ever stayed"
The price is NZ$642
includes taxes & fees
28 Mar - 29 Mar
Aqua Lodges at Hurricane Hole Marina

Steps from Duval, Pool on Site & Bikes Included!

9.6 out of 10, Exceptional, (375)
"Thank you"
Steps from Duval, Pool on Site & Bikes Included!

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
8.4 out of 10, Very good, (290)
"I had a great experience with my family!"
The price is NZ$803
includes taxes & fees
1 Apr - 2 Apr
Hyatt Vacation Club at Sunset Harbor, Key West
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.