Title: Rockland Key Condo Rentals from CA $529 | Expedia.ca

[Rockland Key Travel Guide](https://expedia.ca/Rockland-Key.dx553248635976197596)[Hotels in Rockland Key](https://expedia.ca/Rockland-Key-Hotels.d553248635976197596.Travel-Guide-Hotels)[Vacation Rentals in Rockland Key](https://expedia.ca/Rockland-Key-Vacation-Rentals.d553248635976197596.Travel-Guide-VacationRentals)[Flights to Rockland Key](https://expedia.ca/Cheap-Flights-To-Rockland-Key.d553248635976197596.Travel-Guide-Flights)[Rockland Key Car Rentals](https://expedia.ca/Car-Rentals-In-Rockland-Key.d553248635976197596.Car-Rental-Guide)[Rockland Key Vacation Packages](https://expedia.ca/Rockland-Key.d553248635976197596.Destination-Travel-Guides)

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## Check prices for these dates

In two weeks

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=553248635976197596&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=553248635976197596&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=553248635976197596&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=553248635976197596&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Rockland Key condo rentals

![Exterior detail](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481154/9d55a4ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481154/b4eb767b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481154/6497e910.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481154/b3743fa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### SUGAR PALM STUDIO \~ Adult Only Studio w/Community Pool & Close to Town!

[](https://www.expedia.ca/Key-West-Hotels-SUGAR-PALM-STUDIO-Tranquil-Studio-W-Community-Pool-Close-To-Town.h76481154.Hotel-Information)

Old Town Key West

9.8/10

Exceptional

(113 reviews)

"Great value stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mike B.

CA $252

CA $529 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Key-West-Hotels-SUGAR-PALM-STUDIO-Tranquil-Studio-W-Community-Pool-Close-To-Town.h76481154.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481150/d34be38d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481150/88b5790a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481150/edf92042.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481150/1d2a33bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### ROYAL PALM STUDIO \~ Adult Only, Studio w/ Community Pool & Close to Town!

[](https://www.expedia.ca/Key-West-Hotels-ROYAL-PALM-STUDIO-Lovable-Studio-W-Community-Pool-Close-To-Town.h76481150.Hotel-Information)

Old Town Key West

9.4/10

Exceptional

(96 reviews)

"We really enjoyed the property. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Shayna

CA $380

CA $691 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Key-West-Hotels-ROYAL-PALM-STUDIO-Lovable-Studio-W-Community-Pool-Close-To-Town.h76481150.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/38000000/37120000/37117200/37117134/da841489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/38000000/37120000/37117200/37117134/8b66742f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/38000000/37120000/37117200/37117134/87fc24d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/38000000/37120000/37117200/37117134/w1200h797x0y2-16cbbe3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Grand Marina Suite - Poolside & Waterfront Condo

[](https://www.expedia.ca/Key-West-Hotels-Grand-Marina-Suite-Stock-Island-Yacht-Club.h37117134.Hotel-Information)

Stock Island

9.0/10

Wonderful

(11 reviews)

"Awesome, would definitely stay again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Eugenia C.

CA $667

CA $961 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Key-West-Hotels-Grand-Marina-Suite-Stock-Island-Yacht-Club.h37117134.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/22000000/21700000/21698800/21698783/70aa44e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/22000000/21700000/21698800/21698783/3bed6803.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21700000/21698800/21698783/e189dfc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/22000000/21700000/21698800/21698783/594b9377.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sunrise Suites Condo w/ Balcony, Pool & Hot Tub, Tennis & Covered Parking

[](https://www.expedia.ca/Key-West-Hotels-Sunrise-Suites-Condo-W-Balcony.h21698783.Hotel-Information)

Key West

9.4/10

Exceptional

(133 reviews)

"This was a wonderful place to stay. We had a great time and it was convenient to reach downtown from here. Will stay again"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Bess Y.

CA $451

CA $865 total

includes taxes & fees

Jan 31 - Feb 1

[](https://www.expedia.ca/Key-West-Hotels-Sunrise-Suites-Condo-W-Balcony.h21698783.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/22000000/21700000/21695300/21695290/9e6c3218.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/22000000/21700000/21695300/21695290/70d8755e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/22000000/21700000/21695300/21695290/d28c28e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/22000000/21700000/21695300/21695290/ddcb2458.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Newly Furnished Suite with Pool, Hot Tub, Tennis, Balcony, Parking - Dog OK

[](https://www.expedia.ca/Key-West-Hotels-Newly-Furnished-Suite-With-Pool.h21695290.Hotel-Information)

Key West

8.8/10

Excellent

(119 reviews)

"Good location and value, close enough for a trip downtown"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Christopher R.

CA $355

CA $757 total

includes taxes & fees

Feb 5 - Feb 6

[](https://www.expedia.ca/Key-West-Hotels-Newly-Furnished-Suite-With-Pool.h21695290.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/22000000/21700000/21695300/21695258/3110879d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/22000000/21700000/21695300/21695258/ca16ec5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/22000000/21700000/21695300/21695258/359b6581.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/22000000/21700000/21695300/21695258/52fe0da0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sunrise Suites Condo with Balcony - Shared Pool, Hot Tub, Tennis, Free Parking

[](https://www.expedia.ca/Key-West-Hotels-Sunrise-Suites-Condo-With-Balcony-Shared-Pool.h21695258.Hotel-Information)

Key West

9.0/10

Wonderful

(139 reviews)

"Great stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jason U.

CA $404

CA $825 total

includes taxes & fees

Feb 3 - Feb 4

[](https://www.expedia.ca/Key-West-Hotels-Sunrise-Suites-Condo-With-Balcony-Shared-Pool.h21695258.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/104000000/103030000/103020700/103020619/3766b465.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/104000000/103030000/103020700/103020619/08498fa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/104000000/103030000/103020700/103020619/14ccd2c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/104000000/103030000/103020700/103020619/4541777c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pool View 3BR Residence | Beachside Resort

[](https://www.expedia.ca/Key-West-Hotels-Pool-View-3BR-Residence-Beachside-Resort.h103020619.Hotel-Information)

Key West

CA $820

CA $1,593 total

includes taxes & fees

Jan 14 - Jan 15

[](https://www.expedia.ca/Key-West-Hotels-Pool-View-3BR-Residence-Beachside-Resort.h103020619.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/22000000/21720000/21711300/21711267/3722dbb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/22000000/21720000/21711300/21711267/555df160.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/22000000/21720000/21711300/21711267/a913e1db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/22000000/21720000/21711300/21711267/a97b87cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Dog-friendly resort condo with pool & hot tub, private parking

[](https://www.expedia.ca/Key-West-Hotels-Dog-Friendly-Resort-Condo-With-Pool-Hot-Tub.h21711267.Hotel-Information)

Key West

8.4/10

Very good

(121 reviews)

"Resting well and enjoying "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Bon N.

CA $344

CA $733 total

includes taxes & fees

Jan 14 - Jan 15

[](https://www.expedia.ca/Key-West-Hotels-Dog-Friendly-Resort-Condo-With-Pool-Hot-Tub.h21711267.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/111000000/110840000/110834400/110834328/9cfdb83e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110840000/110834400/110834328/9a05fdb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/111000000/110840000/110834400/110834328/a0ba9932.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, coffee/tea maker, ice maker](https://images.trvl-media.com/lodging/111000000/110840000/110834400/110834328/3586bc92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### GEIGER SUITE @ Inn on Fleming\~ADULTS ONLY 2 BR 3rd Floor & Shared Heated Pool

[](https://www.expedia.ca/Key-West-Hotels-THE-GEIGER-ROOM-3rd-Floor-2-Bedroom-Suite-Inn-On-Fleming-W-Shared-Pool.h110834328.Hotel-Information)

Old Town Key West

9.2/10

Wonderful

(22 reviews)

"Great location, clean and quiet"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

dennis d.

CA $336

CA $636 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Key-West-Hotels-THE-GEIGER-ROOM-3rd-Floor-2-Bedroom-Suite-Inn-On-Fleming-W-Shared-Pool.h110834328.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/89000000/88340000/88333800/88333749/2d77d65a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/89000000/88340000/88333800/88333749/d4d0ccd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/89000000/88340000/88333800/88333749/2a244b30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/89000000/88340000/88333800/88333749/f9d2dc2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Florida | Waterfront 2BR/2BA w/ Pool + Dock Access

[](https://www.expedia.ca/Key-West-Hotels-Spacious-Updated-Waterfront-Condo.h88333749.Hotel-Information)

Meadows

9.8/10

Exceptional

(39 reviews)

"The condo was nicely cleaned and decorated. Love the huge balcony overlooking the water. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Trysh W.

CA $329

CA $803 total

includes taxes & fees

Jan 14 - Jan 15

[](https://www.expedia.ca/Key-West-Hotels-Spacious-Updated-Waterfront-Condo.h88333749.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/64000000/63110000/63109800/63109796/993bbdc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63110000/63109800/63109796/03120be6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/64000000/63110000/63109800/63109796/be09bf51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/64000000/63110000/63109800/63109796/d5505174.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Tortuga at Sunrise Suites - Balcony & Pool

[](https://www.expedia.ca/Key-West-Hotels-Balcony.h63109796.Hotel-Information)

Key West

8.8/10

Excellent

(28 reviews)

"This place was amazing! Far enough away from down town yet you could get there in just shy period of time."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sherry C.

CA $382

CA $879 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Key-West-Hotels-Balcony.h63109796.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/69000000/68430000/68426300/68426218/b1bae998.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/69000000/68430000/68426300/68426218/3176558d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/69000000/68430000/68426300/68426218/cca5c0c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/69000000/68430000/68426300/68426218/2ee9ca95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Trinidad at Sunrise Suites - Shared Pool

[](https://www.expedia.ca/Key-West-Hotels-Trinidad-Suite-Pool-View-Private-Balcony.h68426218.Hotel-Information)

Key West

9.0/10

Wonderful

(37 reviews)

"We had a great stay, good communication, pictures and description spot on"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Juan M.

CA $465

CA $974 total

includes taxes & fees

Jan 14 - Jan 15

[](https://www.expedia.ca/Key-West-Hotels-Trinidad-Suite-Pool-View-Private-Balcony.h68426218.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/84000000/83030000/83022100/83022015/af555929.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83030000/83022100/83022015/b9eb00fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/84000000/83030000/83022100/83022015/97e57def.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/84000000/83030000/83022100/83022015/86a497b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony

[](https://www.expedia.ca/Key-West-Hotels-Two-Bedroom.h83022015.Hotel-Information)

Key West

9.0/10

Wonderful

(31 reviews)

"Great place, great location, great communication from host!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lara P.

CA $593

CA $873 total

includes taxes & fees

Jan 14 - Jan 15

[](https://www.expedia.ca/Key-West-Hotels-Two-Bedroom.h83022015.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/37000000/36370000/36361200/36361179/c8aea768.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/37000000/36370000/36361200/36361179/40c53b69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach](https://images.trvl-media.com/lodging/37000000/36370000/36361200/36361179/89903844.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/37000000/36370000/36361200/36361179/9d3c4038.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Colorful beachfront condo w/ ocean view balcony & shared hot tub/pool/tennis

[](https://www.expedia.ca/Key-West-Hotels-Colorful-Beachfront-Condo-W-Ocean-View-Balcony-Shared-Hot-Tubpooltennis.h36361179.Hotel-Information)

Beachside

9.0/10

Wonderful

(104 reviews)

"Very clean and beds are so comfortable. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Donny G.

CA $736

CA $1,548 total

includes taxes & fees

Jan 18 - Jan 19

[](https://www.expedia.ca/Key-West-Hotels-Colorful-Beachfront-Condo-W-Ocean-View-Balcony-Shared-Hot-Tubpooltennis.h36361179.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/22000000/21710000/21707400/21707347/17e1c710.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/22000000/21710000/21707400/21707347/9f27ca03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/22000000/21710000/21707400/21707347/fca8b77f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/22000000/21710000/21707400/21707347/dd71bd5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Dog-friendly suite with pool, hot tub, tennis & full kitchen

[](https://www.expedia.ca/Key-West-Hotels-Dog-Friendly-Suite-With-Pool.h21707347.Hotel-Information)

Key West

8.6/10

Excellent

(122 reviews)

"It was ok. Needs a little work. I know bugs are hard to keep out but they got get in our stuff. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

SKIP

CA $620

CA $1,123 total

includes taxes & fees

Feb 4 - Feb 5

[](https://www.expedia.ca/Key-West-Hotels-Dog-Friendly-Suite-With-Pool.h21707347.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90600000/90595300/90595225/6eb52e68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90600000/90595300/90595225/94c9f13a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/91000000/90600000/90595300/90595225/4c8218ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90600000/90595300/90595225/c38591bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Grenada at Sunrise Suites - Shared Pool

[](https://www.expedia.ca/Key-West-Hotels-Balcony.h90595225.Hotel-Information)

Naval Air Station Key West

8.6/10

Excellent

(11 reviews)

"Great location. Clean. Very nice all around"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mandie T.

CA $563

CA $1,064 total

includes taxes & fees

Jan 14 - Jan 15

[](https://www.expedia.ca/Key-West-Hotels-Balcony.h90595225.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/89000000/88330000/88329200/88329189/80ca2ddf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/89000000/88330000/88329200/88329189/fc3aa57a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/89000000/88330000/88329200/88329189/e25608c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/89000000/88330000/88329200/88329189/b31c50b2_edited_45d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Old Town "Eleuthera" • 2BR Waterfront Corner Condo

[](https://www.expedia.ca/Key-West-Hotels-22-Fully-Updated-Old-Town-Waterfront-Corner-Condo.h88329189.Hotel-Information)

Meadows

10/10

Exceptional

(28 reviews)

"Exactly what we needed and host was excellent."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Clark A.

CA $329

CA $803 total

includes taxes & fees

Jan 14 - Jan 15

[](https://www.expedia.ca/Key-West-Hotels-22-Fully-Updated-Old-Town-Waterfront-Corner-Condo.h88329189.Hotel-Information)

![Condo | Living area](https://images.trvl-media.com/lodging/102000000/101830000/101828500/101828459/e8c7a491.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo | Terrace/patio](https://images.trvl-media.com/lodging/102000000/101830000/101828500/101828459/fd70045f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/102000000/101830000/101828500/101828459/70e34eff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/102000000/101830000/101828500/101828459/abd79512.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Coconut Mallory Marina and Resort Condo

[](https://www.expedia.ca/Key-West-Hotels-Coconut-Mallory-Marina-And-Resort-Condo.h101828459.Hotel-Information)

Key West

[](https://www.expedia.ca/Key-West-Hotels-Coconut-Mallory-Marina-And-Resort-Condo.h101828459.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/110000000/109600000/109591700/109591673/87d7911f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109600000/109591700/109591673/540f2ea8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/110000000/109600000/109591700/109591673/d06fd149.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109600000/109591700/109591673/373dcd11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Leo’s Lodge | Newly Updated!

[](https://www.expedia.ca/Key-West-Hotels-Leos-Lodge-Recently-Refreshed-And-Updated.h109591673.Hotel-Information)

Old Town Key West

8.4/10

Very good

(22 reviews)

"Very nice facility and pool; bathroom was small for large person."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

James

CA $295

CA $610 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Key-West-Hotels-Leos-Lodge-Recently-Refreshed-And-Updated.h109591673.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/123000000/122650000/122643800/122643778/2dde9739.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms](https://images.trvl-media.com/lodging/123000000/122650000/122643800/122643778/0c7ae1f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/123000000/122650000/122643800/122643778/e95db51c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/123000000/122650000/122643800/122643778/96e412b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Grand Cayman | Beautifully Remodeled Key West Condo!

[](https://www.expedia.ca/Key-West-Hotels-The-Grand-Cayman-Beautifully-Remodeled-Key-West-Condo.h122643778.Hotel-Information)

Key West

10/10

Exceptional

(3 reviews)

"Excellent facility exactly as advertised."

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Shirl c.

CA $337

CA $754 total

includes taxes & fees

Jan 14 - Jan 15

[](https://www.expedia.ca/Key-West-Hotels-The-Grand-Cayman-Beautifully-Remodeled-Key-West-Condo.h122643778.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-27&endDate=2026-01-28&regionId=553248635976197596&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Aparthotels

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Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Rockland+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976197596&latLong=24.592217%2C-81.676102&adults=2&startDate=2026-04-12&d1=2026-04-12&endDate=2026-04-15&d2=2026-04-15&lodging=APARTMENT)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Rockland+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976197596&latLong=24.592217%2C-81.676102&adults=2&startDate=2026-04-12&d1=2026-04-12&endDate=2026-04-15&d2=2026-04-15&lodging=VILLA)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Rockland+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976197596&latLong=24.592217%2C-81.676102&adults=2&startDate=2026-04-12&d1=2026-04-12&endDate=2026-04-15&d2=2026-04-15&lodging=CONDO)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Rockland+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976197596&latLong=24.592217%2C-81.676102&adults=2&startDate=2026-04-12&d1=2026-04-12&endDate=2026-04-15&d2=2026-04-15&lodging=COTTAGE)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Rockland+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976197596&latLong=24.592217%2C-81.676102&adults=2&startDate=2026-04-12&d1=2026-04-12&endDate=2026-04-15&d2=2026-04-15&lodging=VACATION_HOME)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Rockland+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976197596&latLong=24.592217%2C-81.676102&adults=2&startDate=2026-04-12&d1=2026-04-12&endDate=2026-04-15&d2=2026-04-15&lodging=HOUSE_BOAT)

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## Top Rockland Key Hotel Reviews

![Havana Cabana at Key West ](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/becea015_y.jpg)

### Havana Cabana at Key West 

10/10 Excellent

"Wonderful Christmas Week with our family! Can’t wait to come back and enjoy the pool, bar, and Cuban food."

[](https://expedia.ca/Key-West-Hotels-Havana-Cabana-At-Key-West.h21241090.Hotel-Information)

![Winslow's Bungalows - Key West Historic Inns](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/7cf7d263_y.jpg)

### Winslow's Bungalows - Key West Historic Inns

10/10 Excellent

"Friendly staff and a great stay!"

[](https://expedia.ca/Key-West-Hotels-Kimpton-Winslows-Bungalows.h529611.Hotel-Information)

![The Perry Hotel & Marina Key West](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/e4eb7fd5_y.jpg)

### The Perry Hotel & Marina Key West

10/10 Excellent

"Room was spotless. Large shower with grab bars. Bathrobes provided. Quiet. great location. Used the shuttle every day and it was so convenient."

[](https://expedia.ca/Key-West-Hotels-The-Perry-Hotel-Marina-Key-West.h17313680.Hotel-Information)

![Fairfield Inn and Suites by Marriott Key West](https://images.trvl-media.com/lodging/1000000/10000/9000/8946/7b2c8a2c_y.jpg)

### Fairfield Inn and Suites by Marriott Key West

10/10 Excellent

"A safe in the room would be nice. Clean room, friendly staff, convenient to nearby places. I would definitely stay there again because of the convenience and location with restaurants and shopping nearby."

[](https://expedia.ca/Key-West-Hotels-Fairfield-Inn-And-Suites-By-Marriott-Key-West.h8946.Hotel-Information)

![Parrot Key Hotel & Villas](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/67735d0c_y.jpg)

### Parrot Key Hotel & Villas

10/10 Excellent

"The staff was absolutely fantastic! Highly recommend."

[](https://expedia.ca/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.Hotel-Information)

![Hilton Garden Inn Key West / The Keys Collection](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/449c6937_y.jpg)

### Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent

"Wonderful stay, clean room, attentive staff"

[](https://expedia.ca/Key-West-Hotels-Hilton-Garden-Inn-Key-West.h1376.Hotel-Information)

![Margaritaville Beach House Key West](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/32e70782_y.jpg)

### Margaritaville Beach House Key West

10/10 Excellent

"Beautiful resort, wonderful staff, clean rooms!"

[](https://expedia.ca/Key-West-Hotels-Margaritaville-Beach-House-Key-West.h48713884.Hotel-Information)

![Beachside Resort & Residences](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/290b242a_y.jpg)

### Beachside Resort & Residences

10/10 Excellent

"Room was very clean and for someone like me who is OCD about staying somewhere clean i was very comfortable there would definitely come back !!! "

[](https://expedia.ca/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information)

![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg)

### Oceans Edge Key West Resort, Hotel & Marina

10/10 Excellent

"Property was clean. Staff friendly, food delicious "

[](https://expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information)

## Find out more about Rockland Key

## Rockland Key Condo Rentals information

| Number of reviews | 655               |
| ----------------- | ----------------- |
| Accommodation     | 379 Condo Rentals |
| Lowest Price      | CA $529           |
| Highest Price     | CA $1,593         |

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