Rockland Key Vacation Rentals

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Our top choices for Rockland Key vacation rentals

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (172)
"Location , staff , and aqua lodge were perfect."
United States
William
The price is ¥21,002
¥49,879 total
includes taxes & fees
Jan 11 - Jan 12
Aqua Lodges at Hurricane Hole Marina

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
Cudjoe Key
8.2 out of 10, Very Good, (54)
"Great area. Quiet and comfortable "
United States
nancy c.
The price is ¥31,714
¥62,048 total
includes taxes & fees
Jan 10 - Jan 11
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Palm - Beach Houses Key West

Palm - Beach Houses Key West
Upper Sugarloaf Key
10.0 out of 10, Exceptional, (14)
"Beautiful! Pool was amazing!"
United States
Jennifer B.
The price is ¥171,410
¥304,256 total
includes taxes & fees
Jan 14 - Jan 15
Palm - Beach Houses Key West

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
10.0 out of 10, Exceptional, (1)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
United States
Preetam
Atlantic View Luxury Villa with Pool

Waterfront Home

Waterfront Home
Cudjoe Key
8.6 out of 10, Excellent, (175)
"Great location if you bring a boat. Secure location. Venture Out is a nice community. "
United States
Georgiana V.
The price is ¥31,322
¥64,818 total
includes taxes & fees
Jan 27 - Jan 28
Waterfront Home

Capmar House at Lunara Bay

Capmar House at Lunara Bay
Raccoon Key
9.8 out of 10, Exceptional, (29)
"The property had all the comforts of home. Plus, being able to enjoy the heated pool even through the overcast and windy conditions! The tropical landscaping and the dock on the bay was awesome!Would definitely recommend!!!"
United States
Anonymous traveler
The price is ¥125,131
¥265,552 total
includes taxes & fees
Jan 26 - Jan 27
Capmar House at Lunara Bay

Cottage with Pool and Dockage, just minutes to Key West

Cottage with Pool and Dockage, just minutes to Key West
Cudjoe Key
9.2 out of 10, Wonderful, (161)
"Very nice and quiet! "
United States
Lura H.
The price is ¥39,153
¥69,026 total
includes taxes & fees
Jan 8 - Jan 9
Cottage with Pool and Dockage, just minutes to Key West

Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
Stock Island
7.8 out of 10, Good, (26)
"This was exactly what was advertised, it was clean, and in a great location. The on-site restaurant had great food. Also, all staff members we encountered were very friendly and accommodating. I hope it’s available for our next trip."
United States
Julie
The price is ¥39,153
¥79,402 total
includes taxes & fees
Jan 25 - Jan 26
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

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

SAVE BIG $$$ JANUARY! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
9.4 out of 10, Exceptional, (101)
"Great location. "
United States
Davian k.
The price is ¥46,826
¥97,998 total
includes taxes & fees
Jan 12 - Jan 13
SAVE BIG $$$ JANUARY! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

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

Cottage with Pool and Boat Dockage just minutes to Key West!
Cudjoe Key
8.6 out of 10, Excellent, (154)
"This cottage served our purpose well, very close to our family’s home and was very clean and comfortable for a short stay."
United States
Richard S.
The price is ¥23,492
¥44,655 total
includes taxes & fees
Jan 8 - Jan 9
Cottage with Pool and Boat Dockage just minutes to Key West!

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, (65)
"Excellent secluded location but near everything Thanks!!!!!"
United States
Gary D.
The price is ¥70,334
¥185,994 total
includes taxes & fees
Jan 8 - Jan 9
One of the very few beach houses with a daily, rental license in the Keys.

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

Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Cudjoe Key
8.6 out of 10, Excellent, (164)
"Everything was nice and clean. Loved the location . Would definitely stay at the property again. "
United States
Shawn M.
The price is ¥35,237
¥59,277 total
includes taxes & fees
Jan 19 - Jan 20
Private Oceanfront Cottage with dockage, pool just minutes to Key West!

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

SAVE BIG $$ JANUARY! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!
Cudjoe Key
9.8 out of 10, Exceptional, (82)
"The place is clean and convenient for anyone wanting to spend time on the water in the keys"
United States
Ubaldo G.
The price is ¥46,826
¥97,842 total
includes taxes & fees
Jan 15 - Jan 16
SAVE BIG $$ JANUARY! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

Altair House at Lunara Bay

Altair House at Lunara Bay
Raccoon Key
9.8 out of 10, Exceptional, (12)
"Great house. Large space, everything you need is there. "
United States
CRIMSON A.
The price is ¥140,783
¥326,374 total
includes taxes & fees
Jan 12 - Jan 13
Altair House at Lunara Bay

Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool

Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool
Cudjoe Key
9.8 out of 10, Exceptional, (143)
"The host was so kind to have a card on the counter to greet us with a message for our friends celebrating their 40th wedding anniversary-there was a bottle of champagne and a key lime pie too! Another great memory each morning was enjoying our coffee on the balcony while witnessing outstanding sunrises! The unit was exactly as envisioned, we used the four kayaks and the bikes. We were all very impressed with Venture Out and the community there on Cudjoe Key. It was a very comfortable unit for...
United States
Cindy Q.
The price is ¥82,220
¥157,963 total
includes taxes & fees
Jan 8 - Jan 9
Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool

Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West

Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
Cudjoe Key
8.8 out of 10, Excellent, (156)
"Great location , clear communications and listing accuracy. Will be coming back again "
United States
Kirk D.
The price is ¥49,332
¥102,326 total
includes taxes & fees
Jan 10 - Jan 11
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West

Larkshine House at Lunara Bay

Larkshine House at Lunara Bay
2.0 star property
Raccoon Key
10.0 out of 10, Exceptional, (8)
"well maintained, clean, easy to access"
United States
Raj P.
The price is ¥203,436
¥396,087 total
includes taxes & fees
Jan 12 - Jan 13
Larkshine House at Lunara Bay

Blue Lobster Lodge - Venture Out #543 - Cudjoe Key

Blue Lobster Lodge - Venture Out #543 - Cudjoe Key
2.5 star property
Cudjoe Key
9.2 out of 10, Wonderful, (7)
"Close to Key West. Would stay there again!!"
United States
elisa b.
The price is ¥32,888
¥96,043 total
includes taxes & fees
Jan 8 - Jan 9
Blue Lobster Lodge - Venture Out #543 - Cudjoe Key

Floralee House at Lunara Bay

Floralee House at Lunara Bay
2.0 star property
Raccoon Key
9.8 out of 10, Exceptional, (8)
"Amazing house! Spacious, great pool, & good location "
United States
Paige G.
The price is ¥140,792
¥317,782 total
includes taxes & fees
Jan 12 - Jan 13
Floralee House at Lunara Bay
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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