Title: Raccoon Key Cottages from CA $435 | Expedia.ca

[Raccoon Key Travel Guide](https://expedia.ca/Raccoon-Key.dx180164)[Hotels in Raccoon Key](https://expedia.ca/Raccoon-Key-Hotels.d180164.Travel-Guide-Hotels)[Vacation Rentals in Raccoon Key](https://expedia.ca/Raccoon-Key-Vacation-Rentals.d180164.Travel-Guide-VacationRentals)[Flights to Raccoon Key](https://expedia.ca/Cheap-Flights-To-Raccoon-Key.d180164.Travel-Guide-Flights)[Things to do in Raccoon Key](https://expedia.ca/Things-To-Do-In-Raccoon-Key.d180164.Travel-Guide-Activities)[Raccoon Key Car Rentals](https://expedia.ca/Car-Rentals-In-Raccoon-Key.d180164.Car-Rental-Guide)[Raccoon Key Vacation Packages](https://expedia.ca/Raccoon-Key.d180164.Destination-Travel-Guides)

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## Check prices for these dates

In two weeks

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=180164&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=180164&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=180164&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=180164&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Raccoon Key cottages

![Exterior](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566283/00d423f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566283/bc83e7d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566283/fa9fff97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566283/fcb4c32a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Cudjoe Key

[](https://www.expedia.ca/Summerland-Key-Hotels-Cottage-With-Swimming-Pool-And-Dockage.h33566283.Hotel-Information)

9.0/10

Wonderful

(162 reviews)

"Everything was there that I needed. Very nice area for my dog."

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

Terry

CA $278

CA $485 total

includes taxes & fees

Feb 14 - Feb 15

[](https://www.expedia.ca/Summerland-Key-Hotels-Cottage-With-Swimming-Pool-And-Dockage.h33566283.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/72000000/71410000/71402800/71402765/6b090d7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71410000/71402800/71402765/7140cd13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/72000000/71410000/71402800/71402765/2cf2f4c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/72000000/71410000/71402800/71402765/49c68fa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Cudjoe Key

[](https://www.expedia.ca/Summerland-Key-Hotels-Old-Florida-Style.h71402765.Hotel-Information)

8.6/10

Excellent

(52 reviews)

"We were very happy with our stay. Everything was as expected or above. Old Keys vibe was exactly what we wanted. "

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

Lauren R.

CA $312

CA $599 total

includes taxes & fees

Jan 26 - Jan 27

[](https://www.expedia.ca/Summerland-Key-Hotels-Old-Florida-Style.h71402765.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/34000000/33920000/33912100/33912031/2c7b5ad1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/34000000/33920000/33912100/33912031/3ff004d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33920000/33912100/33912031/761d8c20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33920000/33912100/33912031/a14e8a95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Cudjoe Key

[](https://www.expedia.ca/Summerland-Key-Hotels-Cottage-With-Pool-And-Boat-Dockage-Just-Minutes-To-Key-West.h33912031.Hotel-Information)

8.6/10

Excellent

(157 reviews)

"This cottage served our purpose well, very close to our family’s home and was very clean and comfortable for a short stay."

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

Richard S.

CA $242

CA $435 total

includes taxes & fees

Jan 31 - Feb 1

[](https://www.expedia.ca/Summerland-Key-Hotels-Cottage-With-Pool-And-Boat-Dockage-Just-Minutes-To-Key-West.h33912031.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/34000000/33570000/33564800/33564734/f4a6c5c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/34000000/33570000/33564800/33564734/ef0fcc3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33570000/33564800/33564734/070ba9c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33570000/33564800/33564734/4231ea78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Cudjoe Key

[](https://www.expedia.ca/Summerland-Key-Hotels-Private-Oceanfront-Cottage-With-Dockage.h33564734.Hotel-Information)

8.6/10

Excellent

(165 reviews)

"Everything was nice and clean. Loved the location . Would definitely stay at the property again. "

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

Shawn M.

CA $312

CA $528 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Summerland-Key-Hotels-Private-Oceanfront-Cottage-With-Dockage.h33564734.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/32000000/31900000/31892500/31892418/e8ad0ae3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/32000000/31900000/31892500/31892418/39a5429b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/32000000/31900000/31892500/31892418/98e9c6b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/32000000/31900000/31892500/31892418/7ec8a365.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Cudjoe Key

[](https://www.expedia.ca/Cudjoe-Key-Hotels-Waterfront-Home.h31892418.Hotel-Information)

8.6/10

Excellent

(176 reviews)

"Great location if you bring a boat. Secure location. Venture Out is a nice community. "

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

Georgiana V.

CA $277

CA $582 total

includes taxes & fees

Jan 29 - Jan 30

[](https://www.expedia.ca/Cudjoe-Key-Hotels-Waterfront-Home.h31892418.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/62000000/61590000/61585200/61585151/94e4b670.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/62000000/61590000/61585200/61585151/16e13244.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

### Cottage in Cudjoe Key

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

9.0/10

Wonderful

(91 reviews)

"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 $355

CA $687 total

includes taxes & fees

Feb 2 - Feb 3

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

![Exterior](https://images.trvl-media.com/lodging/103000000/102190000/102186800/102186705/3ccd287c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102190000/102186800/102186705/6bd3efab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, foosball, table tennis](https://images.trvl-media.com/lodging/103000000/102190000/102186800/102186705/9961aea5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/103000000/102190000/102186800/102186705/60530704.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Cudjoe Key

[](https://www.expedia.ca/Summerland-Key-Hotels-Beautiful-Cottage-Amenities-In-Gated-Community.h102186705.Hotel-Information)

10/10

Exceptional

(2 reviews)

"Beautiful home, perfect for our needs"

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

Lindsay S.

CA $372

CA $953 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Summerland-Key-Hotels-Beautiful-Cottage-Amenities-In-Gated-Community.h102186705.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161435/59200c69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161435/97f1383f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161435/3b340556.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161435/0b2ab9b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Old Town Key West

[](https://www.expedia.ca/Key-West-Hotels-Pelican-Suite-Cozy-Cottage.h110161435.Hotel-Information)

10/10

Exceptional

(29 reviews)

"Wonderful clean place. It was an enjoyable experiance. "

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

Chels J.

CA $329

CA $730 total

includes taxes & fees

Jan 22 - Jan 23

[](https://www.expedia.ca/Key-West-Hotels-Pelican-Suite-Cozy-Cottage.h110161435.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101970000/101969900/101969867/9c903f98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101970000/101969900/101969867/3fd64f58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/102000000/101970000/101969900/101969867/591bb654.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/102000000/101970000/101969900/101969867/73021fc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Stock Island

[](https://www.expedia.ca/Key-West-Hotels-Living-Life-Dockside.h101969867.Hotel-Information)

10/10

Exceptional

(1 review)

"The hosts, Glen and Abby were super sweet. Glen even made a spaghetti dinner to share amongst all the incoming guests. The available kayaks and paddle boards were fabulous! We will be back for sure! "

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

Angela H.

CA $581

CA $869 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Key-West-Hotels-Living-Life-Dockside.h101969867.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/74000000/73240000/73238600/73238505/db40386c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/74000000/73240000/73238600/73238505/8649ed7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/74000000/73240000/73238600/73238505/ce4bddc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/74000000/73240000/73238600/73238505/925121e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Cudjoe Key

[](https://www.expedia.ca/Summerland-Key-Hotels-Old-Florida-Style.h73238505.Hotel-Information)

9.0/10

Wonderful

(54 reviews)

"Clean rooms, clear guidelines, completely no contact experience without facing any trouble."

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

Raj

CA $342

CA $636 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Summerland-Key-Hotels-Old-Florida-Style.h73238505.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/76000000/75870000/75862800/75862770/1387427b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/76000000/75870000/75862800/75862770/94d6428a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75870000/75862800/75862770/a01f6053.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/76000000/75870000/75862800/75862770/792acc55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Cudjoe Key

[](https://www.expedia.ca/Summerland-Key-Hotels-Old-Florida-Style.h75862770.Hotel-Information)

8.6/10

Excellent

(76 reviews)

"Place was everything we needed, would definitely stay again "

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

James h.

CA $343

CA $638 total

includes taxes & fees

Feb 6 - Feb 7

[](https://www.expedia.ca/Summerland-Key-Hotels-Old-Florida-Style.h75862770.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/72000000/71430000/71420100/71420009/a360c147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71430000/71420100/71420009/e85f26a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/72000000/71430000/71420100/71420009/87670e64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/72000000/71430000/71420100/71420009/2d5a1a19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Cudjoe Key

[](https://www.expedia.ca/Cudjoe-Key-Hotels-Old-Florida-Style.h71420009.Hotel-Information)

8.8/10

Excellent

(90 reviews)

"Nice place to vacation "

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

Kevin D.

CA $342

CA $636 total

includes taxes & fees

Feb 5 - Feb 6

[](https://www.expedia.ca/Cudjoe-Key-Hotels-Old-Florida-Style.h71420009.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106290000/106285400/106285346/8c527034.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/107000000/106290000/106285400/106285346/6813018e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/107000000/106290000/106285400/106285346/1bf65662.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106290000/106285400/106285346/7046c018.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Old Town Key West

[](https://www.expedia.ca/Key-West-Hotels-OSPREY-STUDIO-The-Colony-Sleeps-Up-To-4.h106285346.Hotel-Information)

9.6/10

Exceptional

(54 reviews)

"We loved our stay here. It was calm and quiet--such a nice place to lounge and enjoy a morning coffee when you're not hanging out on Duval or exploring the island! We loved it!"

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

Dean H.

CA $380

CA $969 total

includes taxes & fees

Feb 3 - Feb 4

[](https://www.expedia.ca/Key-West-Hotels-OSPREY-STUDIO-The-Colony-Sleeps-Up-To-4.h106285346.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/34000000/33550000/33548300/33548243/5da801d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/34000000/33550000/33548300/33548243/41c85b83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/34000000/33550000/33548300/33548243/515ffa6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33550000/33548300/33548243/136fc75c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Cudjoe Key

[](https://www.expedia.ca/Summerland-Key-Hotels-Charming-Cottages.h33548243.Hotel-Information)

8.6/10

Excellent

(121 reviews)

"Amazing place for a getaway. Very calm quiet area and close to 2 nice beaches. "

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

ANJANA

CA $277

CA $521 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Summerland-Key-Hotels-Charming-Cottages.h33548243.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/34000000/33560000/33557700/33557696/012c9f08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33560000/33557700/33557696/e1365b54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/34000000/33560000/33557700/33557696/1577bf53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33560000/33557700/33557696/caa3fc2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Cudjoe Key

[](https://www.expedia.ca/Summerland-Key-Hotels-Quaint-Cottage.h33557696.Hotel-Information)

9.0/10

Wonderful

(147 reviews)

"great location, we are return visitors & will be back!"

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

Shannon W.

CA $346

CA $608 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Summerland-Key-Hotels-Quaint-Cottage.h33557696.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/8c6eb102.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/29a8f0dd.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)

![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)

### Cottage in Cudjoe Key

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

9.2/10

Wonderful

(161 reviews)

"We love our little cudjoe key hideaway"

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

Mary H.

CA $347

CA $613 total

includes taxes & fees

Jan 22 - Jan 23

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

![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161439/392d685e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161439/ea0f9223.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161439/ba84cca0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161439/8e0efceb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Old Town Key West

[](https://www.expedia.ca/Key-West-Hotels-Seagull-Suite-Inviting-Studio.h110161439.Hotel-Information)

9.8/10

Exceptional

(23 reviews)

"Great little place, perfect for southernmost area."

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

Lee G.

CA $365

CA $779 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Key-West-Hotels-Seagull-Suite-Inviting-Studio.h110161439.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161406/2a05ec53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161406/d8f8c642.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161406/1bbc07a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161406/1e6e1b2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Old Town Key West

[](https://www.expedia.ca/Key-West-Hotels-Egret-Suite-Bright-Retreat.h110161406.Hotel-Information)

9.8/10

Exceptional

(38 reviews)

"Great place!!! Private with but still in the middle of everything. 5+ stars will be back in November!!!"

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

Rob

CA $488

CA $952 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Key-West-Hotels-Egret-Suite-Bright-Retreat.h110161406.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161428/cbed84b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161428/537af082.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161428/247b149a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161428/2f371c15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Old Town Key West

[](https://www.expedia.ca/Key-West-Hotels-Osprey-Suite-Charming-Hideaway.h110161428.Hotel-Information)

9.8/10

Exceptional

(29 reviews)

"Loved this little place "

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

Charles N.

CA $366

CA $784 total

includes taxes & fees

Jan 29 - Jan 30

[](https://www.expedia.ca/Key-West-Hotels-Osprey-Suite-Charming-Hideaway.h110161428.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161415/ccb1c2e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161415/7c351b55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161415/b9423d9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/111000000/110170000/110161500/110161415/7a14c4ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Old Town Key West

[](https://www.expedia.ca/Key-West-Hotels-Heron-Suite-Vibrant-Retreat.h110161415.Hotel-Information)

10/10

Exceptional

(31 reviews)

"Clean room, amazing location, the host was very communicative and helpful. They had a car service ready to pick us up at the airport which was phenomenal. "

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

Lauren S.

CA $366

CA $784 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Key-West-Hotels-Heron-Suite-Vibrant-Retreat.h110161415.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=2026-02-04&endDate=2026-02-05&regionId=180164&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Raccoon+Key%2C+Florida%2C+United+States+of+America&regionId=180164&latLong=24.584348%2C-81.737421&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=APART_HOTEL)

Apartments

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Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Raccoon+Key%2C+Florida%2C+United+States+of+America&regionId=180164&latLong=24.584348%2C-81.737421&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=CABIN)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Raccoon+Key%2C+Florida%2C+United+States+of+America&regionId=180164&latLong=24.584348%2C-81.737421&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=VILLA)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Raccoon+Key%2C+Florida%2C+United+States+of+America&regionId=180164&latLong=24.584348%2C-81.737421&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=CONDO)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Raccoon+Key%2C+Florida%2C+United+States+of+America&regionId=180164&latLong=24.584348%2C-81.737421&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=COTTAGE)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Raccoon+Key%2C+Florida%2C+United+States+of+America&regionId=180164&latLong=24.584348%2C-81.737421&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=VACATION_HOME)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Raccoon+Key%2C+Florida%2C+United+States+of+America&regionId=180164&latLong=24.584348%2C-81.737421&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=HOUSE_BOAT)

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## Top Raccoon 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

"The right location at the right price. They sent texts to update you on activities on-site."

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

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

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

10/10 Excellent

"The room was very clean, well appointed and very comfortable"

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

"Awesome"

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

![Pier House Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/c9267f77_y.jpg)

### Pier House Resort & Spa

10/10 Excellent

"A little gem of a hotel with its own private beach and sunsets right at the top of Duvall Street."

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

![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

"Great place to stay. The Cuban touch was fun and different than any other place I have stayed. Not a huge menu, but wonderful, different options. "

[](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

"Beautifully kept property. Great staff, very friendly. Our room was comfortable and clean, the pools were great and we could walk to every thing! The breakfast each morning was a wonderful start to the day. Would definitely stay again. "

[](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

"It was a nice place and the staff was super nice. The Champagne was a nice touch. Room had a few older things that need fixing but no big deal. "

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

"Room was clean, staff was very friendly, bartenders were outstanding and Johnny, our shuttle driver was awesome. "

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

"All the staff was amazing! "

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

## Find out more about Raccoon Key

## Raccoon Key Cottages information

| Number of reviews | 1,608        |
| ----------------- | ------------ |
| Accommodation     | 108 Cottages |
| Lowest Price      | CA $435      |
| Highest Price     | CA $969      |

## Frequently asked questions

### How much do cottages in Raccoon Key cost?

### What are the best cottages in Raccoon Key?

### How many cottages are there in Raccoon Key?

### Are there any family-friendly cottages in Raccoon Key?

### Why book your cottage in Raccoon Key with Expedia?

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- [Hotels with a Pool in Stock Island ](https://www.expedia.ca/Stock-Island-Hotels-Hotel-With-Pool.0-0-d180166-tHotelwithPool.Travel-Guide-Filter-Hotels)
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- [Houseboats in Stock Island ](https://www.expedia.ca/Stock-Island-Houseboats.d180166-aaHouseboats.Travel-Guide-Accommodation)
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- [Hotels near Stock Island Yacht Club & Marina ](https://www.expedia.ca/Stock-Island-Yacht-Club-Marina-Hotels.0-l6184527-0.Travel-Guide-Filter-Hotels)

- [Flights to Stock Island ](https://www.expedia.ca/Cheap-Flights-To-Stock-Island.d180166.Travel-Guide-Flights)
- [Flights from Atlanta to Stock Island ](https://www.expedia.ca/lp/flights/178232/180166/atlanta-to-stock-island)
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- [Flights from Vancouver to Stock Island ](https://www.expedia.ca/lp/flights/178315/180166/vancouver-to-stock-island)
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- [Flights from Milwaukee to Stock Island ](https://www.expedia.ca/lp/flights/602647/180166/milwaukee-to-stock-island)
- [Flights from Miami (MIA) to Key West (EYW) ](https://www.expedia.ca/lp/flights/mia/eyw/miami-to-key-west)
- [Flights from Toronto (YYZ) to Key West (EYW) ](https://www.expedia.ca/lp/flights/yyz/eyw/toronto-to-key-west)

- [Visit Cow Key ](https://www.expedia.ca/Cow-Key.dx180163)
- [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)
- [Budget Rental Cars in Stock Island ](https://www.expedia.ca/Budget-Car-Rentals-In-Stock-Island.d180166-c39.Car-Rental-Guide-Suppliers)
- [Car rentals near Key West Golf Club ](https://www.expedia.ca/Car-Rentals-In-Key-West-Golf-Club.d6163814.Car-Rental-Guide)
- [Click & Rent Rental Cars in Key Haven ](https://www.expedia.ca/Click-Rent-Car-Rentals-In-Key-Haven.d553248635976197997-c1089.Car-Rental-Guide-Suppliers)
- [Easirent Rental Cars in Key Haven ](https://www.expedia.ca/Easirent-Car-Rentals-In-Key-Haven.d553248635976197997-c1039.Car-Rental-Guide-Suppliers)
- [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 Cottages in Raccoon Key on Expedia.com ](https://www.expedia.com/Raccoon-Key-Cottages.d180164-aaCottages.Travel-Guide-Accommodation)