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Our top choices for Rockland Key vacation homes

Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access

Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
Cudjoe Key
10.0 out of 10, Exceptional, (1 review)
"Excellent location - clean, quiet, well-kept community. Boat launch was key for us. Pool and beach looked very nice, but we didn't use. The unit is as described and has a nice patio out back that we used every day."
United States
Cheryl V.
The price is ¥32,474
¥96,071 total
includes taxes & fees
Mar 9 - Mar 10
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access

Kelly's Kabin - Adorable Private Summerland Key Cottage

Kelly's Kabin - Adorable Private Summerland Key Cottage
Summerland Key
9.8 out of 10, Exceptional, (123 reviews)
"Great location and Host was very helpful and responsive."
United States
Dennis G.
The price is ¥38,375
¥89,010 total
includes taxes & fees
Mar 1 - Mar 2
Kelly's Kabin - Adorable Private Summerland Key Cottage

SAVE BIG $$FEBRUARY! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

SAVE BIG $$FEBRUARY! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!
Cudjoe Key
9.8 out of 10, Exceptional, (85 reviews)
"The place is clean and convenient for anyone wanting to spend time on the water in the keys"
United States
Ubaldo G.
The price is ¥38,607
¥86,285 total
includes taxes & fees
Mar 5 - Mar 6
SAVE BIG $$FEBRUARY! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West

Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West
Cudjoe Key
The price is ¥38,829
¥104,308 total
includes taxes & fees
Mar 3 - Mar 4
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West

SAVE BIG $$FEBRUARY! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$FEBRUARY! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
9.4 out of 10, Exceptional, (104 reviews)
"Janet was great; quick to respond and very kind. Also the kayaks were fun and the beds were super comfy. "
United States
Lauren D.
The price is ¥30,855
¥75,858 total
includes taxes & fees
Feb 25 - Feb 26
SAVE BIG $$FEBRUARY! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

Spanish Queen @Venture Out, Cudjoe Key

Spanish Queen @Venture Out, Cudjoe Key
Cudjoe Key
9.4 out of 10, Exceptional, (19 reviews)
"This is our third time staying here. It is a great property and works perfectly for a three-person family."
United States
Kimberly G.
The price is ¥54,124
¥104,769 total
includes taxes & fees
Mar 23 - Mar 24
Spanish Queen @Venture Out, Cudjoe Key

Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!

Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!
Cudjoe Key
7.8 out of 10, Good, (14 reviews)
"Good experience. The property is well place and the Venture is really nice and quiet."
United States
Primeau J.
The price is ¥38,273
¥78,934 total
includes taxes & fees
Mar 7 - Mar 8
Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!

Blue Lobster Lodge - Venture Out #543 - Cudjoe Key

Blue Lobster Lodge - Venture Out #543 - Cudjoe Key
Cudjoe Key
9.4 out of 10, Exceptional, (8 reviews)
"Close to Key West. Would stay there again!!"
United States
elisa b.
The price is ¥30,770
¥93,536 total
includes taxes & fees
Mar 22 - Mar 23
Blue Lobster Lodge - Venture Out #543 - Cudjoe Key

Fun in the Sun in Cudjoe Key! #51

Fun in the Sun in Cudjoe Key! #51
Cudjoe Key
8.6 out of 10, Excellent, (9 reviews)
"This was a beautiful"
United States
Debbie A.
The price is ¥35,567
¥106,972 total
includes taxes & fees
Mar 9 - Mar 10
Fun in the Sun in Cudjoe Key! #51

Private and Exclusive Florida Keys Getaway

Private and Exclusive Florida Keys Getaway
Upper Sugarloaf Key
10.0 out of 10, Exceptional, (14 reviews)
"Beautiful! Pool was amazing!"
United States
Jennifer B.
The price is ¥84,425
¥177,464 total
includes taxes & fees
Feb 25 - Feb 26
Private and Exclusive Florida Keys Getaway

Cudjoe Cottages, swimming pool, just 20 miles from Key West

Cudjoe Cottages, swimming pool, just 20 miles from Key West
Cudjoe Key
8.8 out of 10, Excellent, (151 reviews)
"Boat access and docking spaces could be improved but overall not terrible. Spent a week here and enjoyed the stay. Quiet decent location. "
United States
bryan c.
The price is ¥58,144
¥113,013 total
includes taxes & fees
Mar 3 - Mar 4
Cudjoe Cottages, swimming pool, just 20 miles from Key West

Relax at Keys Time – 2BR Waterfront Rental w/ Kayaks, Bikes, and Boat Dock

Relax at Keys Time – 2BR Waterfront Rental w/ Kayaks, Bikes, and Boat Dock
Cudjoe Key
9.2 out of 10, Wonderful, (29 reviews)
"Close to Key West and lots of great boating"
United States
Simon S.
Relax at Keys Time – 2BR Waterfront Rental w/ Kayaks, Bikes, and Boat Dock

105 - Newly renovated house Oceanside and Pool

105 - Newly renovated house Oceanside and Pool
Cudjoe Key
The price is ¥59,865
¥131,999 total
includes taxes & fees
Mar 24 - Mar 25
105 - Newly renovated house Oceanside and Pool

Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West

Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West
Cudjoe Key
8.6 out of 10, Excellent, (92 reviews)
"We had a great time and will be back. "
United States
Michelle K.
The price is ¥55,818
¥119,892 total
includes taxes & fees
Mar 1 - Mar 2
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West

Starlight Serenity - Hideaway with Stunning Views

Starlight Serenity - Hideaway with Stunning Views
Summerland Key
The price is ¥61,245
¥131,756 total
includes taxes & fees
Mar 12 - Mar 13
Starlight Serenity - Hideaway with Stunning Views

Ocean Vue in Cudjoe Key 469

Ocean Vue in Cudjoe Key 469
Cudjoe Key
10.0 out of 10, Exceptional, (3 reviews)
"The place was great. The location was excellent. The view was amazing. We will be back!"
United States
Rob M.
The price is ¥40,119
¥112,892 total
includes taxes & fees
Mar 13 - Mar 14
Ocean Vue in Cudjoe Key 469

One of the very few beach houses with a daily, rental license in the Keys.

One of the very few beach houses with a daily, rental license in the Keys.
Summerland Key
8.8 out of 10, Excellent, (66 reviews)
"If you are looking to see spectacular sunrises in the Keys, this location is great. Kitchen is well stocked with everything you need. "
United States
Paula D.
The price is ¥108,380
¥240,309 total
includes taxes & fees
Mar 27 - Mar 28
One of the very few beach houses with a daily, rental license in the Keys.

Post Card Point #319 - Ocean Views!

Post Card Point #319 - Ocean Views!
Cudjoe Key
10.0 out of 10, Exceptional, (52 reviews)
"New furniture, and outfitting. Great view. Possibly the best location in the community. Steps from the boat ramp. "
United States
Matthew K.
The price is ¥65,121
¥145,710 total
includes taxes & fees
Feb 28 - Mar 1
Post Card Point #319 - Ocean Views!

Tiki Time in Cudjoe Key 136

Tiki Time in Cudjoe Key 136
Cudjoe Key
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful well maintained property. You just cannot beat the view on the extra large deck. Sit back relax and enjoy a coffee.I absolutely love this property."
Canada
Rachel H.
The price is ¥53,492
¥129,797 total
includes taxes & fees
Mar 13 - Mar 14
Tiki Time in Cudjoe Key 136

Stunning Ocean Views! 2BR Waterfront Home w/ Dock in Gated Keys Community

Stunning Ocean Views! 2BR Waterfront Home w/ Dock in Gated Keys Community
Cudjoe Key
10.0 out of 10, Exceptional, (14 reviews)
"outstanding views and house is spotless!"
United States
Virginia L.
The price is ¥65,121
¥145,710 total
includes taxes & fees
Mar 7 - Mar 8
Stunning Ocean Views! 2BR Waterfront Home w/ Dock in Gated Keys Community
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

Rockland Key Vacation Homes information

Number of reviews
772
Accommodation
806 Vacation Homes
Lowest Price
¥75,858
Highest Price
¥240,309

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