Title: Cudjoe Key Guest Houses  | Expedia.ca

  

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# Search Guest Houses in Cudjoe Key

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## Check prices for these dates

Next weekend

[Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=3000430966&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=3000430966&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=3000430966&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=3000430966&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Browse Select Cudjoe Key Guest Houses

We don't have any properties that match your exact search

[See all properties in Cudjoe Key](https://expedia.ca/Hotel-Search?startDate=2025-11-18&endDate=2025-11-19&regionId=3000430966&adults=2)

## Recommended hotels in Cudjoe Key

![Exterior](https://images.trvl-media.com/lodging/123000000/122330000/122326100/122326088/w1393h948x0y12-d52a0b1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/123000000/122330000/122326100/122326088/1241c3ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/123000000/122330000/122326100/122326088/0918c287.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/123000000/122330000/122326100/122326088/862d13b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 105 - Newly renovated house Oceanside and Pool

Cudjoe Key

CA $490

CA $1,036 total

includes taxes & fees

Nov 13 - Nov 14

[](https://www.expedia.ca/Summerland-Key-Hotels-105-Newly-Renovated-House-Oceanside-And-Pool.h122326088.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74240000/74237000/74236945/17d08c7d.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)

![Exterior detail](https://images.trvl-media.com/lodging/75000000/74240000/74237000/74236945/cd44e6df.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)

"Very quiet place close to restaurants of all source we would like to come back and stay in the 3/2 cabin on the water with our grown children"

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

Nathalie F.

CA $210

CA $471 total

includes taxes & fees

Dec 3 - Dec 4

[](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/34000000/33390000/33389100/33389096/8879ca02.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)

![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 with Pool and Dockage, just minutes to Key West

Cudjoe Key

9.2/10

Wonderful

(156)

"Great location and very happy with our accommodations."

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

Carrie B.

CA $210

CA $444 total

includes taxes & fees

Nov 13 - Nov 14

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

![Marina](https://images.trvl-media.com/lodging/70000000/69810000/69809300/69809218/c4c56e7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/70000000/69810000/69809300/69809218/d227c1d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/70000000/69810000/69809300/69809218/97c0a768.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/70000000/69810000/69809300/69809218/3942591a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Canal front lot only. No house or RV. You need to bring your RV.

Cudjoe Key

CA $209

CA $263 total

includes taxes & fees

Dec 3 - Dec 4

[](https://www.expedia.ca/Summerland-Key-Hotels-Canal-Front-RV-Lot-Quick-Access-To-Atlantic-Ocean-Or-Gulf.h69809218.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)

![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)

![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)

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

Cudjoe Key

9.6/10

Exceptional

(98)

"This is a great place to stay, neighborhood is nice, very convenient with the marina and boat ramp on site. I would definitely stay here again. "

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

Edward H.

CA $209

CA $609 total

includes taxes & fees

Nov 13 - Nov 14

[](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)

![TV](https://images.trvl-media.com/lodging/62000000/61590000/61585200/61585151/bce2dd72.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)

![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)

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

Cudjoe Key

9.0/10

Wonderful

(88)

"Community is great, location in the Keys is great, house was perfect for our family of 3."

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

Christina H.

CA $246

CA $551 total

includes taxes & fees

Nov 16 - Nov 17

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

![Outdoor dining](https://images.trvl-media.com/lodging/105000000/104880000/104875300/104875207/ce42ac53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/105000000/104880000/104875300/104875207/8a4b95ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/105000000/104880000/104875300/104875207/c4e05ae6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/105000000/104880000/104875300/104875207/4bda4a1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Endless Summer Hideaway - lot 181

Cudjoe Key

CA $141

CA $292 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Summerland-Key-Hotels-Endless-Summer-Hideaway-Lot-181.h104875207.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/108000000/107120000/107116600/107116554/3c8eff21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107120000/107116600/107116554/e1bc9e10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/108000000/107120000/107116600/107116554/5498fbd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/108000000/107120000/107116600/107116554/w2500h1666x0y1-8de3e595.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Blue Lobster Lodge - Venture Out #543 - Cudjoe Key

Cudjoe Key

9.2/10

Wonderful

(7)

"A cozy, clean, and great stay in Cudjoe! Only 30 mins from Key West."

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

Javier

CA $265

CA $878 total

includes taxes & fees

Nov 6 - Nov 7

[](https://www.expedia.ca/Summerland-Key-Hotels-Blue-Lobster-Lodge-Venture-Out-543-Cudjoe-Key.h107116554.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)

![TV](https://images.trvl-media.com/lodging/45000000/44560000/44556700/44556643/8e7ed1a2.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)

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

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

Cudjoe Key

9.8/10

Exceptional

(82)

"Great property, owners were very helpful and we really enjoyed our stay!"

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

Lee J.

CA $308

CA $738 total

includes taxes & fees

Nov 9 - Nov 10

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

![Swim-up bar](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/17e19347.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Villa, Ocean View | Private kitchenette](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/c0b097db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/6f8ffa24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room service - dining](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/5f145d76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Atlantic View Luxury Villa with Pool

Summerland Key

10/10

Exceptional

(1)

"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "

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

Preetam

CA $709

CA $1,288 total

includes taxes & fees

Nov 15 - Nov 16

[](https://www.expedia.ca/Summerland-Key-Hotels-Atlantic-View-Luxury-Villa-With-Pool.h111535402.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/109000000/108500000/108496400/108496393/73acf8f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/109000000/108500000/108496400/108496393/22584e28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/109000000/108500000/108496400/108496393/bea2cf35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/109000000/108500000/108496400/108496393/357cfc90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Island Time #110 Ocean Views - Cudjoe Key

Cudjoe Key

9.4/10

Exceptional

(10)

"Greta property, really enjoyed the water view and the bbq grill "

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

William B.

CA $294

CA $903 total

includes taxes & fees

Nov 13 - Nov 14

[](https://www.expedia.ca/Summerland-Key-Hotels-Island-Time-110-Ocean-Views-Cudjoe-Key.h108496393.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)

![Marina](https://images.trvl-media.com/lodging/77000000/76590000/76585900/76585831/96f22050.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)

![Exterior](https://images.trvl-media.com/lodging/77000000/76590000/76585900/76585831/8772498c.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)

"Renting was easy and hassle free."

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

chuck s.

CA $399

CA $861 total

includes taxes & fees

Nov 9 - Nov 10

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

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

![Marina](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547859/e93bd5d2.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)

### 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 $315

CA $751 total

includes taxes & fees

Nov 22 - Nov 23

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

![A heated pool](https://images.trvl-media.com/lodging/121000000/120820000/120816900/120816897/9d72c172.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120820000/120816900/120816897/w2500h1666x0y1-ef4cfe80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/121000000/120820000/120816900/120816897/130b2801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120820000/120816900/120816897/30527523.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West

Cudjoe Key

CA $257

CA $863 total

includes taxes & fees

Nov 8 - Nov 9

[](https://www.expedia.ca/Summerland-Key-Hotels-Updated-2BR2BA-Venture-Out-Home-W-Pool-Access.h120816897.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/104000000/103540000/103537700/103537638/1064f7c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/104000000/103540000/103537700/103537638/e897c34c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/104000000/103540000/103537700/103537638/55bc4ba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/104000000/103540000/103537700/103537638/a4853577.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Venture Out RV lot 223

Cudjoe key

7.4/10

Good

(3)

"Amazing place "

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

Maikel B.

CA $175

CA $343 total

includes taxes & fees

Nov 6 - Nov 7

[](https://www.expedia.ca/Summerland-Key-Hotels-Venture-Out-RV-Lot-223.h103537638.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/118000000/117680000/117678200/117678152/50d75af0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/118000000/117680000/117678200/117678152/5a7e1cda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/118000000/117680000/117678200/117678152/a4dfc6ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117680000/117678200/117678152/bb5499e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key

Cudjoe Key

10/10

Exceptional

(2)

"Absolutely love it here… Randy is great to work with and always available. "

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

Jeannine R.

CA $353

CA $680 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Summerland-Key-Hotels-Charming-2-Bedroom-House-With-WiFi.h117678152.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/112000000/111070000/111069900/111069858/8eed4109.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/112000000/111070000/111069900/111069858/w2499h1665x1y1-b6427dee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111070000/111069900/111069858/w2499h1666x1y1-c36ce585.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/112000000/111070000/111069900/111069858/a66e8c8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sailfish Haven #390 - Ocean Views, 35' seawall

Cudjoe Key

8.8/10

Excellent

(6)

"It was a perfect home to stay in cudokey"

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

Patricia H.

CA $294

CA $908 total

includes taxes & fees

Nov 8 - Nov 9

[](https://www.expedia.ca/Summerland-Key-Hotels-Sailfish-Haven-390-Ocean-Views.h111069858.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)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/20000000/19710000/19709400/19709378/5796fc96.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)

"Clean, convenient, and excellent host!"

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

Tony K.

CA $630

CA $1,323 total

includes taxes & fees

Nov 5 - Nov 6

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

![A heated pool](https://images.trvl-media.com/lodging/119000000/118660000/118656100/118656049/c01d0a3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/119000000/118660000/118656100/118656049/w2500h1666x0y1-475cf754.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/119000000/118660000/118656100/118656049/c518e45b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/119000000/118660000/118656100/118656049/w2499h1666x1y1-6b986066.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Galleon Getaway #533- Oceanfront Community

Cudjoe Key

CA $206

CA $803 total

includes taxes & fees

Nov 6 - Nov 7

[](https://www.expedia.ca/Summerland-Key-Hotels-Galleon-Getaway-533-Oceanfront-Community.h118656049.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/122000000/121320000/121310600/121310574/51bad23a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121320000/121310600/121310574/80c5c4f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/122000000/121320000/121310600/121310574/7f2df60c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/122000000/121320000/121310600/121310574/c2c1b6c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waterfront 2BR/2BA with 35' Dock, Bikes & Kayaks – Island Breeze Keys Escape

Cudjoe Key

CA $294

CA $915 total

includes taxes & fees

Nov 6 - Nov 7

[](https://www.expedia.ca/Summerland-Key-Hotels-Waterfront-2BR2BA-With-35-Dock.h121310574.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=2025-11-18&endDate=2025-11-19&regionId=3000430966&adults=2&lodging=GUEST_HOUSE&sort=RECOMMENDED&openPlayBack=true)

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## Top Cudjoe Key Hotel Reviews

![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

"Nice and clean, very curtious staff. Free Shuttle service was great. Food in restaurant was great. "

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

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

### The Laureate Key West

10/10 Excellent

"Very good experience "

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

"Clean, comfortable room. Great breakfast, nice pool. "

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

![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

"We’ve stayed here twice now. Staff is great, the shuttle into town is super convenient (hi Jeffrey!). We love that you can use the kayaks or paddleboards every day. The tiki hut crew is the best! The place is clean and I feel safe walking around there. It’s well lit and easy to navigate. "

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

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

### Fairfield Inn and Suites by Marriott Key West

10/10 Excellent

"Check in very fast and easy "

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

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

### Beachside Resort & Residences

10/10 Excellent

"Loved the atmosphere. Beautiful & clean room. Heated pool well maintained and open 24 hours. Plan on staying again. future "

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

"The front desk clerk was very polite & attentive. She looked very presentable as well. The blueberry lemonade 🍋 was a perfect touch. The room was cute as a button!"

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

![Havana Cabana at Key West ](//images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/1b750a05_y.jpg)

### Havana Cabana at Key West

10/10 Excellent

"Wonderful service and staff, room was comfortable and clean. The pool area was spectacular. Would not hesitate to stay here again. Just great vibes and decor. "

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

![Hampton Inn Key West FL](//images.trvl-media.com/lodging/1000000/20000/15800/15720/4075e8ff_y.jpg)

### Hampton Inn Key West FL

10/10 Excellent

"Good room and breakfast. Nice pool area. Shuttle service very helpful."

[](https://expedia.ca/Key-West-Hotels-Hampton-Inn-Key-West-FL.h15720.Hotel-Information)

## Find out more about Cudjoe Key

## Cudjoe Key Guest Houses information

| Number of reviews | |
| --- | --- |
| Accommodation | Guest Houses |
| Lowest Price | |
| Highest Price | |

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-   [Budget Israel Rental Cars in Melody Key](https://www.expedia.ca/Budget-Israel-Car-Rentals-In-Melody-Key.d553248635975749341-c1012.Car-Rental-Guide-Suppliers)
-   [Car rental Summerland Key](https://www.expedia.ca/Car-Rentals-In-Summerland-Key.d6177802.Car-Rental-Guide)
-   [Discount Quebec Rental Cars in Melody Key](https://www.expedia.ca/Discount-Quebec-Car-Rentals-In-Melody-Key.d553248635975749341-c1137.Car-Rental-Guide-Suppliers)
-   [Enterprise Rental Cars in Summerland Key](https://www.expedia.ca/Enterprise-Car-Rentals-In-Summerland-Key.d6177802-c15.Car-Rental-Guide-Suppliers)
-   [Hertz Rental Cars in Sugarloaf Key](https://www.expedia.ca/Hertz-Car-Rentals-In-Sugarloaf-Key.d183126-c40.Car-Rental-Guide-Suppliers)
-   [Pickup Car Rentals in Lower Keys](https://www.expedia.ca/Pickup-Car-Rentals-In-Lower-Keys.d553248621593965863-tPickup.Car-Rental-Guide-Class)
-   [Zezgo Rental Cars in Lower Keys](https://www.expedia.ca/ZezGo-Car-Rentals-In-Lower-Keys.d553248621593965863-c1122.Car-Rental-Guide-Suppliers)

-   [Summerland Key Vacation Rentals](https://www.expedia.ca/Summerland-Key-Vacation-Rentals.d6177802.Travel-Guide-VacationRentals)

-   [Things to do in Lower Keys](https://www.expedia.ca/Things-To-Do-In-Lower-Keys.d553248621593965863.Travel-Guide-Activities)
-   [Things to do in Sugarloaf Key](https://www.expedia.ca/Things-To-Do-In-Sugarloaf-Key.d183126.Travel-Guide-Activities)
-   [Things to do in Summerland Key](https://www.expedia.ca/Things-To-Do-In-Summerland-Key.d6177802.Travel-Guide-Activities)