Search Rockland Key Condo Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Our top choices for Rockland Key condo rentals

8.8 out of 10, Excellent, (205)
"Good stay, everything was comfortable and ready to check in along with the typical amenities you would see at traditional hotels. Only stayed one night but there was a strong odor in the apartment, may have been from previous guests’ cooking but wasn’t unpleasant. Would stay again. "
United States
Juan E.
The price is AU$800
includes taxes & fees
15 Jan - 16 Jan 2026
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family
9.2 out of 10, Wonderful, (142)
"Really nice location and a beautiful pool. The gym/activities area was not well equipped "
United States
Jennifer H.
Frost Free at 1800 Atlantic overlooking Smathers Beach top and the sunrise
9.2 out of 10, Wonderful, (31)
"4 nights, was perfect"
United States
Ryan M.
The price is AU$940
includes taxes & fees
4 Jan - 5 Jan 2026
The Barbados at Sunrise Suites - Balcony & Pool
9.0 out of 10, Wonderful, (11)
"Awesome, would definitely stay again!"
United States
Eugenia C.
The price is AU$907
includes taxes & fees
12 Jan - 13 Jan 2026
Grand Marina Suite - Poolside & Waterfront Condo
3.0 star property
8.2 out of 10, Very good, (821)
"The staff goes above and beyond very, very warm and nice people"
United States
erik
Coconut Mallory Resort And Marina By Kees Vacations
9.0 out of 10, Wonderful, (138)
"Great stay"
United States
Jason U.
The price is AU$1,032
includes taxes & fees
17 Jan - 18 Jan 2026
Sunrise Suites Condo with Balcony - Shared Pool, Hot Tub, Tennis, Free Parking
9.4 out of 10, Exceptional, (121)
"Good amenities, nice for a weekend get away"
United States
Alexander B.
Sunny Condo with WiFi, Hot Tub, Pool & Tennis
9.4 out of 10, Exceptional, (95)
"We really enjoyed the property. "
United States
Shayna
The price is AU$711
includes taxes & fees
8 Jan - 9 Jan 2026
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!

Condo in Naval Air Station Key West

The Grenada at Sunrise Suites - Shared Pool
8.6 out of 10, Excellent, (11)
"Great location. Clean. Very nice all around"
United States
Mandie T.
The price is AU$949
includes taxes & fees
5 Jan - 6 Jan 2026
The Grenada at Sunrise Suites - Shared Pool
The price is AU$1,987
includes taxes & fees
7 Jan - 8 Jan 2026
Pool View 3BR Residence | Beachside Resort
9.0 out of 10, Wonderful, (29)
"A nice and clean place to come back"
United States
Yudersi S.
The price is AU$747
includes taxes & fees
3 Jan - 4 Jan 2026
Carey’s Corner | Updated Studio with Heated Pool
8.8 out of 10, Excellent, (119)
"Good location and value, close enough for a trip downtown"
United States
Christopher R.
The price is AU$623
includes taxes & fees
11 Jan - 12 Jan 2026
Newly Furnished Suite with Pool, Hot Tub, Tennis, Balcony, Parking - Dog OK
9.2 out of 10, Wonderful, (15)
"Great location"
United States
Angie j.
Downtown Key West 2BR/2BA•Pool, Dock, Pet "Aruba"
2.0 star property
Prime Downtown Location - Truman Little Cottage
3.0 star property
The price is AU$1,957
includes taxes & fees
3 Jan - 4 Jan 2026
Coconut Mallory Marina and Resort Condo

Condo in Old Town Key West

Andy’s Attic | Budget-Friendly!
8.2 out of 10, Very good, (26)
"great location"
United States
Carol
The price is AU$809
includes taxes & fees
4 Jan - 5 Jan 2026
Andy’s Attic | Budget-Friendly!
9.0 out of 10, Wonderful, (104)
"Very clean and beds are so comfortable. "
United States
Donny G.
Colorful beachfront condo w/ ocean view balcony & shared hot tub/pool/tennis
8.8 out of 10, Excellent, (28)
"This place was amazing! Far enough away from down town yet you could get there in just shy period of time."
United States
Sherry C.
The price is AU$1,122
includes taxes & fees
12 Jan - 13 Jan 2026
The Tortuga at Sunrise Suites - Balcony & Pool
10.0 out of 10, Exceptional, (11)
"Wonderful place! Great location!"
United States
Curtis S.
The price is AU$486
includes taxes & fees
12 Jan - 13 Jan 2026
Duval Street Suites on Duval Free Parking and heated Pool

Condo in Old Town Key West

The Lighthouse Group Suite
2.5 star property
8.0 out of 10, Very good, (2)
"Clean, great location, and cute pool"
United States
Kerrie D.
The price is AU$4,143
includes taxes & fees
4 Jan - 5 Jan 2026
The Lighthouse Group Suite
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Rockland Key Hotel Reviews

Find out more about Rockland Key

Rockland Key Condo Rentals information

Number of reviews
1,387
Accommodation
408 Condo Rentals
Lowest Price
AU$486
Highest Price
AU$4,143

Explore a world of travel with Expedia