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Check prices for these dates

Next weekend
28 Mar - 30 Mar
In two weeks
4 Apr - 6 Apr
In one month
18 Apr - 20 Apr
In two months
16 May - 18 May

Featured Cottages in Rockland Key

Charming cottages, dockage, pool, just minutes to Key West
Fridge, microwave, oven, stovetop

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
Heart of Downtown Key West Cottage With Off-Street Parking
Exterior

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
Pool

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

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$512
includes taxes & fees
7 Apr - 8 Apr
Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Conch Republic Consul General's Cottage.-Historic District
Pool

Conch Republic Consul General's Cottage.-Historic District

9.4 out of 10, Exceptional, (153)
"We enjoyed our stay. Everything was perfect, thanks"
Conch Republic Consul General's Cottage.-Historic District
Waterfront Home
Terrace/patio

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

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

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$758
includes taxes & fees
22 Mar - 23 Mar
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
Terrace/patio

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

10.0 out of 10, Exceptional, (7)
"The Osprey Unit was terrific! Great location, clean, and most of all- the staff was incredibly kind and helpful."
The price is NZ$759
includes taxes & fees
21 Mar - 22 Mar
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
SEA SHELL COTTAGE UNIT #2 Sleeps 2
Beach

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
Beach nearby

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

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
Direct Oceanfront Cottage-Sunrise View- #2,
On the beach

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

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

9.6 out of 10, Exceptional, (5)
"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!
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Fridge, microwave, oven, stovetop

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

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$636
includes taxes & fees
20 Mar - 21 Mar
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Quaint cottage, pool, dockage just minutes to Key West!
Miscellaneous

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
Sun-loungers, beach towels

PALM COTTAGE Sleeps 4

10.0 out of 10, Exceptional, (38)
"Great spot..clean..awesome"
PALM COTTAGE Sleeps 4
FLAMINGO COTTAGE UNIT #1 Sleeps 4
Beach

FLAMINGO COTTAGE UNIT #1 Sleeps 4

9.8 out of 10, Exceptional, (36)
"Very clean, just as described. Relaxing and great pool!"
FLAMINGO COTTAGE UNIT #1 Sleeps 4
Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex
Beach nearby, beach towels

Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex

10.0 out of 10, Exceptional, (185)
"Loved our stay , perfect layout with everything we needed. Quiet location in Truman Annex. Hope to stay next year! "
Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex
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
Restaurant

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!
Beach towels

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
Outdoor pool

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.