Title: Cow Key Condo Rentals from CA $555 | Expedia.ca

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## Check prices for these dates

In two weeks

[Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=180163&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=180163&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 three months

[May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=180163&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)

In four months

[Jun 5 - Jun 7](https://www.expedia.ca/Hotel-Search?regionId=180163&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Cow 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)

![Marina](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481154/7337f89c.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)

![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

(119 reviews)

"we had a wonderful room with a great location. It was too cold to use the pool, but it looked very inviting. Would definitely stay again."

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

Richard

CA $275

CA $555 total

includes taxes & fees

Feb 17 - Feb 18

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

![On the beach](https://images.trvl-media.com/lodging/22000000/21710000/21704700/21704660/7af7f23c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/22000000/21710000/21704700/21704660/7e0aa71f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/22000000/21710000/21704700/21704660/2988b7c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/22000000/21710000/21704700/21704660/6eaca01c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfortable Condo with Pool, Private Balcony, & Beach Access

[](https://www.expedia.ca/Key-West-Hotels-Comfortable-Condo-With-Pool.h21704660.Hotel-Information)

Beachside

8.6/10

Excellent

(140 reviews)

"Beautiful property! Pool was phenomenal. There is a men’s and a Womens sauna separately. The common area greenery is beautiful. Thank you"

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

Amanda G.

CA $630

CA $1,400 total

includes taxes & fees

Mar 11 - Mar 12

[](https://www.expedia.ca/Key-West-Hotels-Comfortable-Condo-With-Pool.h21704660.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/115000000/114270000/114266400/114266364/bfffb270.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/115000000/114270000/114266400/114266364/92bf6b83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114270000/114266400/114266364/6a4fcd5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/115000000/114270000/114266400/114266364/d3bc0856.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Poolside Suite with Direct Pool Access

[](https://www.expedia.ca/Key-West-Hotels-Poolside-Suite-With-Direct-Pool-Access.h114266364.Hotel-Information)

Key West

10/10

Exceptional

(2 reviews)

"amazing spot close to everything "

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

Rosalina

CA $573

CA $848 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Key-West-Hotels-Poolside-Suite-With-Direct-Pool-Access.h114266364.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/38000000/37120000/37116900/37116833/ef1e4f78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/38000000/37120000/37116900/37116833/w1200h797x0y2-fa708366.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/38000000/37120000/37116900/37116833/0e3ccb71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/38000000/37120000/37116900/37116833/9eb0d106.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Grand Marina Suite - Poolside & Waterfront Condo

[](https://www.expedia.ca/Key-West-Hotels-Oceanfront-Oasis-Two-Bedroom-Aparthotel.h37116833.Hotel-Information)

Stock Island

9.6/10

Exceptional

(30 reviews)

"Good condo and staff help me out on phone with me till we found the condo. "

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

Raamkumaran

CA $797

CA $1,122 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Key-West-Hotels-Oceanfront-Oasis-Two-Bedroom-Aparthotel.h37116833.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/100000000/99350000/99341500/99341484/w1170h1553x0y3-f03c7684.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/100000000/99350000/99341500/99341484/6d84fe3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99350000/99341500/99341484/915efe13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/100000000/99350000/99341500/99341484/4ec37e36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Key West Andros 2BR•Waterfront, Pool, Dock&Pet OK

[](https://www.expedia.ca/Key-West-Hotels-Spacious-22-Waterfront-Condo-WPoolDock.h99341484.Hotel-Information)

Meadows

9.8/10

Exceptional

(21 reviews)

"Really enjoyed the accommodations. "

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

Timothy

CA $543

CA $1,077 total

includes taxes & fees

Mar 3 - Mar 4

[](https://www.expedia.ca/Key-West-Hotels-Spacious-22-Waterfront-Condo-WPoolDock.h99341484.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)

![Property grounds](https://images.trvl-media.com/lodging/22000000/21700000/21695300/21695290/ddcb2458.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)

![Marina](https://images.trvl-media.com/lodging/22000000/21700000/21695300/21695290/70d8755e.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

8.6/10

Excellent

(120 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 $316

CA $702 total

includes taxes & fees

Mar 15 - Mar 16

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

![Beach](https://images.trvl-media.com/lodging/22000000/21720000/21714900/21714848/84641e6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/22000000/21720000/21714900/21714848/b97199fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21720000/21714900/21714848/488ee179.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/22000000/21720000/21714900/21714848/16ede2a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Completely Renovated Condo with Pool, Hot Tub, & Private Patio - Free Parking

[](https://www.expedia.ca/Key-West-Hotels-Completely-Renovated-Condo-With-Pool.h21714848.Hotel-Information)

Key West

9.0/10

Wonderful

(137 reviews)

"Loved how convenient and quiet this place was. The balcony and view of the pool was a plus. We sat out there each morning and evening."

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

Angela C.

CA $537

CA $1,006 total

includes taxes & fees

Feb 23 - Feb 24

[](https://www.expedia.ca/Key-West-Hotels-Completely-Renovated-Condo-With-Pool.h21714848.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/112000000/111830000/111828400/111828326/fbc600c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/112000000/111830000/111828400/111828326/33d1362c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/112000000/111830000/111828400/111828326/bb3edced.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111830000/111828400/111828326/ae1b74d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Andros | Incredible Views w/ Shared Pool

[](https://www.expedia.ca/Key-West-Hotels-The-Andros-Incredible-Views-W-Shared-Pool.h111828326.Hotel-Information)

Key West

8.8/10

Excellent

(32 reviews)

"Everything was just as advertised. Had a wonderful stay"

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

Julie D.

CA $559

CA $1,039 total

includes taxes & fees

Feb 17 - Feb 18

[](https://www.expedia.ca/Key-West-Hotels-The-Andros-Incredible-Views-W-Shared-Pool.h111828326.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)

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

![Exterior](https://images.trvl-media.com/lodging/84000000/83030000/83022100/83022015/0cb8b28e.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

(38 reviews)

"Very enjoyable other than the rooster started crowing at 4:30 AM."

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

Carol

CA $613

CA $906 total

includes taxes & fees

Mar 10 - Mar 11

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88330000/88329200/88329177/03e6b529.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV](https://images.trvl-media.com/lodging/89000000/88330000/88329200/88329177/d0da38a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV](https://images.trvl-media.com/lodging/89000000/88330000/88329200/88329177/b797af30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/89000000/88330000/88329200/88329177/63457c87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### "Abaco" Key West • 2/2 End Unit Waterfront+Dockage

[](https://www.expedia.ca/Key-West-Hotels-Large-Waterfront-22-End-Unit-With-Boat-Slip.h88329177.Hotel-Information)

Meadows

9.6/10

Exceptional

(25 reviews)

"clean and accomodating for a group of 4."

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

N

CA $486

CA $991 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Key-West-Hotels-Large-Waterfront-22-End-Unit-With-Boat-Slip.h88329177.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/107000000/106190000/106189000/106188941/e6435800.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/107000000/106190000/106189000/106188941/e9f3385c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/107000000/106190000/106189000/106188941/f18db775.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/107000000/106190000/106189000/106188941/d99a72ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Retreat to RUM CAY @ Sunrise Suites

[](https://www.expedia.ca/Key-West-Hotels-Retreat-To-RUM-CAY-Sunrise-Suites.h106188941.Hotel-Information)

Key West

9.4/10

Exceptional

(14 reviews)

"Always a good time in Key West. Love this location!"

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

Gary K.

CA $551

CA $1,087 total

includes taxes & fees

Feb 23 - Feb 24

[](https://www.expedia.ca/Key-West-Hotels-Retreat-To-RUM-CAY-Sunrise-Suites.h106188941.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/112000000/111700000/111697300/111697235/3f96d5a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111700000/111697300/111697235/f785a4cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/112000000/111700000/111697300/111697235/b9fe821a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111700000/111697300/111697235/024d68ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Cat Island Suite | Charmingly Renovated w/ Pool

[](https://www.expedia.ca/Key-West-Hotels-The-Cat-Island-Suite-Charmingly-Renovated-W-Pool.h111697235.Hotel-Information)

Key West

10/10

Exceptional

(35 reviews)

"Every as described, great stay!"

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

Bryan W.

CA $618

CA $1,122 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Key-West-Hotels-The-Cat-Island-Suite-Charmingly-Renovated-W-Pool.h111697235.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/110000000/109600000/109591700/109591673/0350a9ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/110000000/109600000/109591700/109591673/05102c36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi](https://images.trvl-media.com/lodging/110000000/109600000/109591700/109591673/e535e743.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/110000000/109600000/109591700/109591673/85d2ac73.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-Newly-Updated.h109591673.Hotel-Information)

Old Town Key West

8.6/10

Excellent

(23 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 $350

CA $670 total

includes taxes & fees

Feb 23 - Feb 24

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

![Beach](https://images.trvl-media.com/lodging/22000000/21700000/21699800/21699745/3f8e377f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/22000000/21700000/21699800/21699745/408efda1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/22000000/21700000/21699800/21699745/b4acbce8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/22000000/21700000/21699800/21699745/f8fbf1b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sunny Condo with WiFi, Hot Tub, Pool & Tennis

[](https://www.expedia.ca/Key-West-Hotels-Sunny-Condo-With-WiFi.h21699745.Hotel-Information)

Key West

9.4/10

Exceptional

(122 reviews)

"Good amenities, nice for a weekend get away"

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

Alexander B.

CA $463

CA $905 total

includes taxes & fees

Feb 27 - Feb 28

[](https://www.expedia.ca/Key-West-Hotels-Sunny-Condo-With-WiFi.h21699745.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/77000000/76610000/76608700/76608698/23604ca3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76610000/76608700/76608698/b5806c88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76610000/76608700/76608698/647473a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/77000000/76610000/76608700/76608698/8f26403e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Duval Street Suites on Duval Free Parking and heated Pool

[](https://www.expedia.ca/Key-West-Hotels-Duval-Street-Suite-Overlooking-Duval-With-Parking-And-Pool.h76608698.Hotel-Information)

Old Town Key West

10/10

Exceptional

(13 reviews)

"Great location, very clean, easy checkin"

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

Debra G.

CA $526

CA $666 total

includes taxes & fees

Mar 4 - Mar 5

[](https://www.expedia.ca/Key-West-Hotels-Duval-Street-Suite-Overlooking-Duval-With-Parking-And-Pool.h76608698.Hotel-Information)

![Beach towels](https://images.trvl-media.com/lodging/74000000/73130000/73125000/73124979/5b727cb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/74000000/73130000/73125000/73124979/64663e90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/74000000/73130000/73125000/73124979/f2621189.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/74000000/73130000/73125000/73124979/a1aecff6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fully renovated Condo with Private Balcony, Shared Pool, Hot Tub and Parking

[](https://www.expedia.ca/Key-West-Hotels-Fully-Renovated-Condo-With-Private-Balcony.h73124979.Hotel-Information)

Key West

10/10

Exceptional

(67 reviews)

"Great view and Hospitality "

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

Greg S.

CA $606

CA $958 total

includes taxes & fees

Feb 25 - Feb 26

[](https://www.expedia.ca/Key-West-Hotels-Fully-Renovated-Condo-With-Private-Balcony.h73124979.Hotel-Information)

![Beach towels](https://images.trvl-media.com/lodging/28000000/27120000/27116400/27116315/6d1413dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/28000000/27120000/27116400/27116315/w1920h1439x0y1-f5c4e4b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/28000000/27120000/27116400/27116315/a80b069d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/28000000/27120000/27116400/27116315/e961174a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 'LA DOLCE VITA' OLD TOWN! STEPS TO DUVAL! SLEEPS 2-4, 3 BLOCKS TO SOUTH BEACH!

[](https://www.expedia.ca/Key-West-Hotels-LA-Dolce-Vita-OLD-Town.h27116315.Hotel-Information)

Old Town Key West

9.6/10

Exceptional

(38 reviews)

"Convenient, clean….nice neighborhood."

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

Anna H.

CA $347

CA $734 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Key-West-Hotels-LA-Dolce-Vita-OLD-Town.h27116315.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)

![Pool](https://images.trvl-media.com/lodging/69000000/68430000/68426300/68426218/e58855fa.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)

![TV, offices](https://images.trvl-media.com/lodging/69000000/68430000/68426300/68426218/3176558d.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

(38 reviews)

"We enjoyed the comfortable floor plan for two couples and the convenient parking. The condo is in need of some updating and repairs but was clean with comfortable beds. "

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

Shawna H.

CA $561

CA $1,100 total

includes taxes & fees

Mar 2 - Mar 3

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

![Exterior](https://images.trvl-media.com/lodging/96000000/95780000/95773500/95773402/4309b89b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95780000/95773500/95773402/8a74e2ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/96000000/95780000/95773500/95773402/feec35e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/96000000/95780000/95773500/95773402/2b48a1ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Caroline Suite | 1 bedroom condo w/shared pool

[](https://www.expedia.ca/Key-West-Hotels-The-Caroline-Suite-1-Bed.h95773402.Hotel-Information)

Key West Historic District

8.8/10

Excellent

(20 reviews)

"Place was clear, ready, and in a great area. If your looking for a good place in key west this is it"

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

Sean A.

CA $617

CA $767 total

includes taxes & fees

Feb 24 - Feb 25

[](https://www.expedia.ca/Key-West-Hotels-The-Caroline-Suite-1-Bed.h95773402.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)

![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)

![Interior](https://images.trvl-media.com/lodging/111000000/110840000/110834400/110834328/9a05fdb9.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

(26 reviews)

"Amenities, host, then location"

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

Tom T.

CA $764

CA $1,174 total

includes taxes & fees

Mar 9 - Mar 10

[](https://www.expedia.ca/Key-West-Hotels-THE-GEIGER-ROOM-3rd-Floor-2-Bedroom-Suite-Inn-On-Fleming-W-Shared-Pool.h110834328.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=2026-03-01&endDate=2026-03-02&regionId=180163&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Find vacation rentals that suit your style

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Cow+Key%2C+Florida%2C+United+States+of+America&regionId=180163&latLong=24.560702%2C-81.741201&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Cow+Key%2C+Florida%2C+United+States+of+America&regionId=180163&latLong=24.560702%2C-81.741201&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=APARTMENT)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Cow+Key%2C+Florida%2C+United+States+of+America&regionId=180163&latLong=24.560702%2C-81.741201&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=COTTAGE)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Cow+Key%2C+Florida%2C+United+States+of+America&regionId=180163&latLong=24.560702%2C-81.741201&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=CONDO)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Cow+Key%2C+Florida%2C+United+States+of+America&regionId=180163&latLong=24.560702%2C-81.741201&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=VACATION_HOME)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Cow+Key%2C+Florida%2C+United+States+of+America&regionId=180163&latLong=24.560702%2C-81.741201&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=VILLA)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Cow+Key%2C+Florida%2C+United+States+of+America&regionId=180163&latLong=24.560702%2C-81.741201&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=HOUSE_BOAT)

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## Top Cow Key Hotel Reviews

![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg)

### Southernmost Beach Resort and Guesthouses

10/10 Excellent

"great location on the beach, room was clean and comfortable. bathroom very good also. three pools on property and bar and restaurant on premises. Location is the best at the end of south side Deval street."

[](https://expedia.ca/Key-West-Hotels-Southernmost-Beach-Resort.h863329.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

"Room was spotless, light airy feel throughout the space. The view out our balcony elevated our entire stay! Attention to details upon arrival, soft music playing on the tv with a personalized welcome greeting. Resort was beautiful and well maintained, their landscaping was eye candy for this Ohio girl. We look forward to our next visit, thanks for the hospitality Oceans Edge!"

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

![The Laureate Key West](https://images.trvl-media.com/lodging/28000000/27160000/27156600/27156592/3158543b_y.jpg)

### The Laureate Key West

10/10 Excellent

"Great clean place"

[](https://expedia.ca/Key-West-Hotels-The-Laureate-Key-West.h27156592.Hotel-Information)

![Blue Flamingo Resort Key West](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/c4b850d1_y.jpg)

### Blue Flamingo Resort Key West

10/10 Excellent

"Room was spotless. Staff friendly and helpful. Onsite bicycle rental. Better for adults. "

[](https://expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information)

![Ibis Bay Beach Resort](https://images.trvl-media.com/lodging/5000000/4220000/4218900/4218809/4a09d86c_y.jpg)

### Ibis Bay Beach Resort

10/10 Excellent

"Great location. Staff was great. Amenities were convenient. Beautiful property, well maintained. Restaurant staff was great. "

[](https://expedia.ca/Key-West-Hotels-Ibis-Bay-Beach-Resort.h4218809.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

"Great service "

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

![NYAH Key West - Adults Only](https://images.trvl-media.com/lodging/8000000/7510000/7500600/7500588/77f11bb4_y.jpg)

### NYAH Key West - Adults Only

10/10 Excellent

"Nice location and nice Hostel! Would go again. "

[](https://expedia.ca/Key-West-Hotels-NYAH-Key-West-Adults-Only.h7500588.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

"Everything was great at this resort. Staff was extremely friendly! Had our SuperBowl party by the outdoor bar and the food and drinks were great! Hotel staff were super responsive and would highly recommend!"

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

![Casa Marina Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/be8c9450_y.jpg)

### Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent

"Great location !! Beach was wonderful. Beautiful place. Definitely will be back. "

[](https://expedia.ca/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information)

## Find out more about Cow Key

## Cow Key Condo Rentals information

| Number of reviews | 647               |
| ----------------- | ----------------- |
| Accommodation     | 593 Condo Rentals |
| Lowest Price      | CA $555           |
| Highest Price     | CA $1,400         |

## Frequently asked questions

### How much do condos in Cow Key cost?

### What are the best condos in Cow Key?

### How many condos are there in Cow Key?

### Are there any family-friendly condos in Cow Key?

### Are there any 5-star condos in Cow Key?

### Why book your condo in Cow Key with Expedia?

### How can I find cheap condos in Cow Key?

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- [Flights from Key West Intl. ](https://www.expedia.ca/lp/airports/eyw/flights-from-key-west-intl-airport)
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- [Stock Island Vacations ](https://www.expedia.ca/Stock-Island.d180166.Destination-Travel-Guides)
- [Visit Stock Island ](https://www.expedia.ca/Stock-Island.dx180166)

- [Ada Rental Cars in Stock Island ](https://www.expedia.ca/ADA-Car-Rentals-In-Stock-Island.d180166-c1109.Car-Rental-Guide-Suppliers)
- [Avis Canaries Rental Cars in Stock Island ](https://www.expedia.ca/Avis-Canaries-Car-Rentals-In-Stock-Island.d180166-c1135.Car-Rental-Guide-Suppliers)
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- [Fox Rental Cars Rental Cars in Stock Island ](https://www.expedia.ca/Fox-Rental-Cars-Car-Rentals-In-Stock-Island.d180166-c19.Car-Rental-Guide-Suppliers)
- [Redspot Rental Cars in Stock Island ](https://www.expedia.ca/Redspot-Car-Rentals-In-Stock-Island.d180166-c1078.Car-Rental-Guide-Suppliers)
- [Rentacar Guadeloupe Rental Cars in Stock Island ](https://www.expedia.ca/RentACar-Guadeloupe-Car-Rentals-In-Stock-Island.d180166-c1103.Car-Rental-Guide-Suppliers)
- [Turisprime Rental Cars in Stock Island ](https://www.expedia.ca/Turisprime-Car-Rentals-In-Stock-Island.d180166-c1100.Car-Rental-Guide-Suppliers)

- [Things to do in Stock Island ](https://www.expedia.ca/Things-To-Do-In-Stock-Island.d180166.Travel-Guide-Activities)

- [Book Condo Rentals in Cow Key on Expedia.com ](https://www.expedia.com/Cow-Key-Condos.d180163-aaCondos.Travel-Guide-Accommodation)