Title: Cow Key Vacation Rentals from CA $316: Short-Term Rentals for 2025 | Expedia.ca

  

[Cow Key Travel Guide](https://expedia.ca/Cow-Key.dx180163)[Hotels in Cow Key](https://expedia.ca/Cow-Key-Hotels.d180163.Travel-Guide-Hotels)[Cow Key Car Rentals](https://expedia.ca/Car-Rentals-In-Cow-Key.d180163.Car-Rental-Guide)[Cow Key Vacation Packages](https://expedia.ca/Cow-Key.d180163.Destination-Travel-Guides)

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# Cow Key Vacation Rentals

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## Check prices for these dates

Tonight

[Oct 29 - Oct 30](https://www.expedia.ca/Hotel-Search?regionId=180163&startDate=2025-10-29&endDate=2025-10-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 30 - Oct 31](https://www.expedia.ca/Hotel-Search?regionId=180163&startDate=2025-10-30&endDate=2025-10-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=180163&startDate=2025-10-31&endDate=2025-11-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=180163&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Cow Key

![Restaurant](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/d6422035.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/3a268cdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Cabin | Living area](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/c267004f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/bc5aedd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aqua Lodges at Hurricane Hole Marina

Stock Island

8.8/10

Excellent

(165)

"The stay was beautiful "

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

Jennifer

CA $122

CA $372 total

includes taxes & fees

Oct 30 - Oct 31

[](https://www.expedia.ca/Key-West-Hotels-Aqua-Lodges-At-Hurricane-Hole-Marina.h89832384.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/75000000/74240000/74237000/74236945/13a191dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/75000000/74240000/74237000/74236945/cd44e6df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/75000000/74240000/74237000/74236945/00dc7121.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/75000000/74240000/74237000/74236945/2be7fe30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cudjoe Key

8.2/10

Very good

(47)

"Was such a great stay clean and everything we needed "

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

TIFFANY H.

CA $209

CA $469 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Summerland-Key-Hotels-Old-Florida-Style.h74236945.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/6e8a6b91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/88047f08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/10da66f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/ec0614f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage with Pool and Dockage, just minutes to Key West

Cudjoe Key

9.2/10

Wonderful

(156)

"A beautiful stay, we plan to come back again in the future!"

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

Sabastian M.

CA $209

CA $442 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Summerland-Key-Hotels-Cottage-With-Pool-And-Dockage.h33389096.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/33000000/32670000/32660400/32660303/9c267ac9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/33000000/32670000/32660400/32660303/w1024h630x0y0-e267420a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/33000000/32670000/32660400/32660303/d57de0d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32670000/32660400/32660303/f111b153.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### OCT. & NOV. 50% OFF! WATERFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

Cudjoe Key

9.6/10

Exceptional

(98)

"Clean place with room for 2 couples. Everything you need."

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

Jason W.

CA $194

CA $590 total

includes taxes & fees

Oct 30 - Oct 31

[](https://www.expedia.ca/Cudjoe-Key-Hotels-Waterfront-Paradise-AT-Venture-Out4-Bikes-2-2-Seat-Kayaks-King-Queen-Beds.h32660303.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/62000000/61590000/61585200/61585151/4681bad1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/62000000/61590000/61585200/61585151/da754abc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/62000000/61590000/61585200/61585151/8c79bc01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/62000000/61590000/61585200/61585151/bce2dd72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Canal front, dockage, 2 bedroom, 2 bath

Cudjoe Key

9.0/10

Wonderful

(88)

"The facility is very nice with lots of amenities. It was clean and located close to everything we wanted to do."

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

Jennifer D.

CA $245

CA $548 total

includes taxes & fees

Nov 16 - Nov 17

[](https://www.expedia.ca/Summerland-Key-Hotels-Canal-Front.h61585151.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/45000000/44560000/44556700/44556643/28679789.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/45000000/44560000/44556700/44556643/7f597dff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/45000000/44560000/44556700/44556643/5f412538.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/45000000/44560000/44556700/44556643/6bfc69e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### OCT. & NOV. 50% OFF! OCEANFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

Cudjoe Key

9.8/10

Exceptional

(81)

"The place is clean and convenient for anyone wanting to spend time on the water in the keys"

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

Ubaldo G.

CA $222

CA $627 total

includes taxes & fees

Oct 31 - Nov 1

[](https://www.expedia.ca/Cudjoe-Key-Hotels-Ocean-Paradise-AT-Venture-OUT-4-Bikes-2-2-Person-Kayaks.h44556643.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/49000000/48230000/48220200/48220112/82f72492.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/49000000/48230000/48220200/48220112/0d75fd5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/49000000/48230000/48220200/48220112/2761e1ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/49000000/48230000/48220200/48220112/def4d659.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beach Getaway in the Florida Keys

SUGARLOAF KEY

8.4/10

Very good

(7)

"Amazing property and views. Tom was great and very helpful with places to go and things to do. Will definitely recommend!!"

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

Robyn M.

CA $1,219

CA $2,704 total

includes taxes & fees

Nov 5 - Nov 6

[](https://www.expedia.ca/Sugarloaf-Key-Hotels-Beach-House-At-Sugarloaf-Key-W430ft-Dock-5ft-Drft.h48220112.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/77000000/76590000/76585900/76585831/8bed540b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/77000000/76590000/76585900/76585831/a510dadf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach towels](https://images.trvl-media.com/lodging/77000000/76590000/76585900/76585831/5178529d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/77000000/76590000/76585900/76585831/96f22050.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Updated 2BR,2BA w KING Master,35' SeaWall-Bikes,Kayaks,SUPs, Extra Frig/Bait Frz

Cudjoe Key

9.8/10

Exceptional

(26)

"Very nicely remodeled Vrbo, excellent location for a quick drive down to Key West or exploring the other Keys!"

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

Patrick M.

CA $357

CA $805 total

includes taxes & fees

Oct 30 - Oct 31

[](https://www.expedia.ca/Cudjoe-Key-Hotels-WOW-Updated.h76585831.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737081/1809a710.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737081/967dbb83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737081/1739e347.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/58000000/57740000/57737100/57737081/38d0f336.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### CORTEZ ~ Adults Only, Poolview King Room at Azul Mansion!

Old Town Key West

9.6/10

Exceptional

(141)

"Great property. Lots of thoughtful amenities. Management friendly and responsive. "

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

Diane V.

CA $122

CA $330 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Key-West-Hotels-CORTEZ-Adults-Only.h57737081.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/93000000/92970000/92966000/92965988/681d666f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/93000000/92970000/92966000/92965988/5017edad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92970000/92966000/92965988/682ba7e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/93000000/92970000/92966000/92965988/6d55c844.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Stock Island

7.8/10

Good

(23)

"Loved everything about the stay, "

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

Kurt W.

CA $349

CA $703 total

includes taxes & fees

Oct 30 - Oct 31

[](https://www.expedia.ca/Key-West-Hotels-Viking-Yacht-Getaway-In-The-Keys-NEW-LOCATION-Tons-Of-Amenities.h92965988.Hotel-Information)

![House](https://images.trvl-media.com/lodging/118000000/118000000/117995500/117995431/f42e4485.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/118000000/118000000/117995500/117995431/208a6937.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/118000000/118000000/117995500/117995431/e33efa23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/118000000/118000000/117995500/117995431/2a6c0772.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New Waterfront Home - Dreamside House

Raccoon Key

CA $2,351

CA $4,000 total

includes taxes & fees

Oct 30 - Oct 31

[](https://www.expedia.ca/Key-West-Hotels-New-Waterfront-Home-Dreamside-House.h117995431.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/860000/858000/857964/eca90904.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/1000000/860000/858000/857964/376faaf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![20-inch TV with satellite channels, DVD player](https://images.trvl-media.com/lodging/1000000/860000/858000/857964/45293052.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/860000/858000/857964/489ad80a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hyatt Vacation Club at Sunset Harbor, Key West

Old Town Key West

8.4/10

Very good

(314)

"Great hotel with excellent location "

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

Rony

CA $301

CA $386 total

includes taxes & fees

Oct 30 - Oct 31

[](https://www.expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Sunset-Harbor.h857964.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/95000000/94620000/94616500/94616487/37a1453e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/95000000/94620000/94616500/94616487/a03560e2.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/95000000/94620000/94616500/94616487/7c92d095.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/95000000/94620000/94616500/94616487/c54b4cae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Palm - Beach Houses Key West

Upper Sugarloaf Key

10/10

Exceptional

(14)

"We had a great time at this out-of-the-way spot. It was quiet, beautiful, and comfortable. Lots to do around the property. The pool area is especially beautiful. Highly recommend!"

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

Crystal G.

CA $882

CA $1,951 total

includes taxes & fees

Nov 5 - Nov 6

[](https://www.expedia.ca/Summerland-Key-Hotels-Bungalows-At-Sugarloaf-Beach-The-Palm.h94616487.Hotel-Information)

![Balcony](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547859/0c89d58b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547859/3835dc3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547859/7c5d926a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547859/b25eb073.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Just 20 miles from Key West! Oceanfront, dockage, swimming pool

Cutthroat Harbor Estates

8.4/10

Very good

(117)

"Deer in the front yard, perfect location, clean and friendly "

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

Sara H.

CA $314

CA $752 total

includes taxes & fees

Oct 30 - Oct 31

[](https://www.expedia.ca/Summerland-Key-Hotels-Just-20-Miles-From-Key-West-Oceanfront.h33547859.Hotel-Information)

![On the beach, beach towels](https://images.trvl-media.com/lodging/20000000/19710000/19709400/19709378/f3afeb85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/20000000/19710000/19709400/19709378/94858c4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/20000000/19710000/19709400/19709378/673fe9bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/20000000/19710000/19709400/19709378/356d9302.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Upscale Luxury House on Open Water Gated Community, Dock, Pool, Kayaks, Bikes

Cudjoe Key

9.8/10

Exceptional

(238)

"Lovely property. Well equipped, nicely decorated, perfect for our stay."

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

Karen M.

CA $488

CA $1,140 total

includes taxes & fees

Oct 30 - Oct 31

[](https://www.expedia.ca/Summerland-Key-Hotels-Gated-Community-On-Open-Water-With-Dock.h19709378.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/22000000/21700000/21695300/21695290/652c2129.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/22000000/21700000/21695300/21695290/5d290eb8.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)

![Outdoor dining](https://images.trvl-media.com/lodging/22000000/21700000/21695300/21695290/f0686b93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Key West

8.8/10

Excellent

(117)

"We had fun, the room was just what we needed."

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

Todd M.

CA $102

CA $397 total

includes taxes & fees

Nov 4 - Nov 5

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

![Marina](https://images.trvl-media.com/lodging/100000000/99890000/99882200/99882182/017ce471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/100000000/99890000/99882200/99882182/317159c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99890000/99882200/99882182/74a49171.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/100000000/99890000/99882200/99882182/480812c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Living the Dream Key West Style

Stock Island

9.8/10

Exceptional

(30)

"We thoroughly enjoyed our stay on Serenity! The location was perfect, the hosts were friendly and accommodating, and the boat is spacious and comfortable. I hope to be back aboard Serenity soon! "

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

Alison

CA $375

CA $475 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Key-West-Hotels-Living-The-Dream-Key-West-Style.h99882182.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/122000000/121320000/121310600/121310572/2af28832.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/122000000/121320000/121310600/121310572/48816b03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121320000/121310600/121310572/ef9badd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/122000000/121320000/121310600/121310572/30237e95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious Comfort

Cudjoe Key

CA $293

CA $866 total

includes taxes & fees

Nov 21 - Nov 22

[](https://www.expedia.ca/Summerland-Key-Hotels-Florida-Keys-Canal-Front-2BR2BA-W-35-Seawall.h121310572.Hotel-Information)

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

![A heated pool](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481154/70b7a407.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)

![Marina](https://images.trvl-media.com/lodging/77000000/76490000/76481200/76481154/7337f89c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Old Town Key West

9.8/10

Exceptional

(105)

"Great stay at the property."

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

Ira V.

CA $151

CA $383 total

includes taxes & fees

Oct 30 - Oct 31

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

![Pool](https://images.trvl-media.com/lodging/110000000/109300000/109290700/109290613/e3f6eb3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, stereo, offices](https://images.trvl-media.com/lodging/110000000/109300000/109290700/109290613/222d03ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109300000/109290700/109290613/f2dd237c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/110000000/109300000/109290700/109290613/7fca46e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Floralee House at Lunara Bay

Raccoon Key

9.8/10

Exceptional

(7)

"Amazing house! Spacious, great pool, & good location "

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

Paige G.

CA $1,461

CA $3,154 total

includes taxes & fees

Oct 30 - Oct 31

[](https://www.expedia.ca/Key-West-Hotels-Floralee-House-At-Lunara-Bay.h109290613.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=2025-11-12&endDate=2025-11-13&regionId=180163&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Top Cow Key Hotel Reviews

![Oceans Edge Key West Resort, Hotel & Marina](//images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/3a4457a0_y.jpg)

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

10/10 Excellent

"This was my 4th year in a row staying at this property. Great views and a great location. "

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

![Pier House Resort & Spa](//images.trvl-media.com/lodging/1000000/20000/19400/19307/ed076ab9_y.jpg)

### Pier House Resort & Spa

10/10 Excellent

"Great views from sea view room "

[](https://expedia.ca/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information)

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

### Southernmost Beach Resort and Guesthouses

10/10 Excellent

"Great stay and place , only thing that would make it better is a larger and more equipped gym. "

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

![The Reach Key West, Curio Collection by Hilton](//images.trvl-media.com/lodging/1000000/460000/457900/457821/888fac6b_y.jpg)

### The Reach Key West, Curio Collection by Hilton

10/10 Excellent

"Great job "

[](https://expedia.ca/Key-West-Hotels-The-Reach-Key-West.h457821.Hotel-Information)

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

### Beachside Resort & Residences

10/10 Excellent

"A real nice hotel away from the crowds and real nice room decor .. Tavern n Town is an A+ restaurant "

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

![DoubleTree Resort by Hilton Grand Key - Key West](//images.trvl-media.com/lodging/1000000/480000/470900/470834/be4147fb_y.jpg)

### DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent

"Some staff are rude but other wise it was a good stay"

[](https://expedia.ca/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information)

![Hilton Garden Inn Key West / The Keys Collection](//images.trvl-media.com/lodging/1000000/10000/1400/1376/5c83029c_y.jpg)

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

10/10 Excellent

"Great room"

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

![La Concha Key West, Autograph Collection](//images.trvl-media.com/lodging/1000000/10000/3900/3853/a3b28d11_y.jpg)

### La Concha Key West, Autograph Collection

10/10 Excellent

"Perfect to get the day going "

[](https://expedia.ca/Key-West-Hotels-Crowne-Plaza-Key-West-La-Concha.h3853.Hotel-Information)

![Blue Flamingo Resort Key West](//images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/cb0a4c1e_y.jpg)

### Blue Flamingo Resort Key West

10/10 Excellent

"Nice Hotel "

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

## Find out more about Cow Key

**Everything you need to know about** **Cow Key** **vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cow Key vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cow Key vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

**Cow Key vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Cow Key. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cow Key vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cow Key vacation rentals we have selected for you start as low as CA $316 per night. Entering your travel dates in the search wizard you might find even better deals!

**How to find incredible deals on Cow Key rentals**

At Expedia, we put the best Cow Key vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Cow Key rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cow Key vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cow Key. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

## Explore a world of travel with Expedia

-   Trending destinations on Expedia.ca
-   All accommodation types in Cow Key

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-   [Vacation Homes in Cow Key](https://expedia.ca/Cow-Key-Private-Vacation-Homes.d180163-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Condo Rentals in Cow Key](https://expedia.ca/Cow-Key-Condos.d180163-aaCondos.Travel-Guide-Accommodation)
-   [Apartments in Cow Key](https://expedia.ca/Cow-Key-Apartments.d180163-aaApartments.Travel-Guide-Accommodation)
-   [Cottages in Cow Key](https://expedia.ca/Cow-Key-Cottages.d180163-aaCottages.Travel-Guide-Accommodation)
-   [Resorts in Cow Key](https://expedia.ca/Cow-Key-Resort-Hotels.d180163-aaResortHotels.Travel-Guide-Accommodation)
-   [Houseboats in Cow Key](https://expedia.ca/Cow-Key-Houseboats.d180163-aaHouseboats.Travel-Guide-Accommodation)
-   [Villas in Cow Key](https://expedia.ca/Cow-Key-Villas.d180163-aaVillas.Travel-Guide-Accommodation)
-   [Guest Houses in Cow Key](https://expedia.ca/Cow-Key-Guest-Houses.d180163-aaGuestHouses.Travel-Guide-Accommodation)
-   [B&B in Cow Key](https://expedia.ca/Cow-Key-Bed-And-Breakfast.d180163-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Aparthotels in Cow Key](https://expedia.ca/Cow-Key-Apart-Hotels.d180163-aaApartHotels.Travel-Guide-Accommodation)
-   [RV Parks in Cow Key](https://expedia.ca/Cow-Key-RV-Parks.d180163-aaRVParks.Travel-Guide-Accommodation)
-   [Cabin Rentals in Cow Key](https://expedia.ca/Cow-Key-Cabins.d180163-aaCabins.Travel-Guide-Accommodation)
-   [Hostels in Cow Key](https://expedia.ca/Cow-Key-Hostels.d180163-aaHostels.Travel-Guide-Accommodation)
-   [Inns in Cow Key](https://expedia.ca/Cow-Key-Inns.d180163-aaInns.Travel-Guide-Accommodation)
-   [Motels in Cow Key](https://expedia.ca/Cow-Key-Motels.d180163-aaMotels.Travel-Guide-Accommodation)

## Frequently asked questions

### Are there vacation rentals in Cow Key?

> Yes, we have vacation rentals near well known local attractions in Cow Key, or you can select a more secluded option if you're looking for relaxation. Cow Key is known for its restaurants and shopping. Make sure you have time to check out the beaches while you're in the area.

### What are some of the best vacation rentals that Cow Key has to offer?

> [Perfect Location, Private Heated Pool, Pristine Luxury Home!](https://www.expedia.ca/Key-West-Hotels-Steps-From-Duval-St-Historical-Charm-Meets-Modern-Design-In-Old-Town-Key-West.h35053355.Hotel-Information): Visitors like this Cow Key vacation home rental. It is located in the city center and has an outdoor pool, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

### What can I see and do in Cow Key?

> Explore the area and family-friendly sights such as Mel Fisher Maritime Museum, or get out into nature at a spot like Key West Tropical Forest and Botanical Garden. In the larger area, you’ll find Duval Street and Stock Island Yacht Club & Marina.

### What are vacation rentals like in Cow Key?

> Vacation rentals are private accommodations you can stay in for several days or more in Cow Key. Vacation rentals offer extras like WiFi and washers and dryers so you'll have everything you want. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for family trips.

![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg)

## Go further with the Expedia app

Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app

![QR code to download the app](data:image/png;base64,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)