Title: Cudjoe Key Vacation Rentals from CA $409: Short-Term Rentals for 2026 | Expedia.ca

[Cudjoe Key Travel Guide](https://expedia.ca/Cudjoe-Key.dx3000430966)[Hotels in Cudjoe Key](https://expedia.ca/Cudjoe-Key-Hotels.d3000430966.Travel-Guide-Hotels)[Flights to Cudjoe Key](https://expedia.ca/Cheap-Flights-To-Cudjoe-Key.d3000430966.Travel-Guide-Flights)[Things to do in Cudjoe Key](https://expedia.ca/Things-To-Do-In-Cudjoe-Key.d3000430966.Travel-Guide-Activities)[Cudjoe Key Car Rentals](https://expedia.ca/Car-Rentals-In-Cudjoe-Key.d3000430966.Car-Rental-Guide)[Cudjoe Key Vacation Packages](https://expedia.ca/Cudjoe-Key.d3000430966.Destination-Travel-Guides)

![Venture Out in Cudjoe Key, Florida Keys. ](https://images.trvl-media.com/place/3000430966/daf5ff89-9933-4bcf-aacf-f9b64b3fe505.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/3000430966/daf5ff89-9933-4bcf-aacf-f9b64b3fe505.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=3000430966&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=3000430966&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=3000430966&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 5 - Jun 7](https://www.expedia.ca/Hotel-Search?regionId=3000430966&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Cudjoe Key vacation rentals

![Exterior](https://images.trvl-media.com/lodging/33000000/32670000/32660400/32660303/d56a9a80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32670000/32660400/32660303/9e0e4056.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)

### SAVE BIG $$FEBRUARY! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

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

Cudjoe Key

9.4/10

Exceptional

(103 reviews)

"Great location. "

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

Davian k.

CA $270

CA $677 total

includes taxes & fees

Feb 25 - Feb 26

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

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

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

![Smart TV](https://images.trvl-media.com/lodging/34000000/33570000/33566300/33566283/f3c522ff.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 with swimming pool and dockage, just minutes to Key West!

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

Cudjoe Key

9.0/10

Wonderful

(165 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 $244

CA $437 total

includes taxes & fees

Feb 15 - Feb 16

[](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)

![Exterior detail](https://images.trvl-media.com/lodging/72000000/71410000/71402800/71402765/442d52e2.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)

![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)

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

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

Cudjoe Key

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 $336

CA $621 total

includes taxes & fees

Feb 11 - Feb 12

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

![Exterior](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/w2720h1531x0y0-d54bbbc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/w2641h1530x1y4-f00b5aa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/w2722h1530x2y6-b30f2be4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Villa, Ocean View](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/w2304h1532x8y4-86de2f42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Atlantic View Luxury Villa with Pool

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

Summerland Key

10/10

Exceptional

(1 review)

"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 $885

CA $1,530 total

includes taxes & fees

Feb 11 - Feb 12

[](https://www.expedia.ca/Summerland-Key-Hotels-Atlantic-View-Luxury-Villa-With-Pool.h111535402.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/105000000/104880000/104875300/104875207/6ca864aa.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)

![Property grounds](https://images.trvl-media.com/lodging/105000000/104880000/104875300/104875207/2f62f857.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Endless Summer Hideaway - lot 181

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

Cudjoe Key

CA $231

CA $409 total

includes taxes & fees

Mar 5 - Mar 6

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

![Exterior](https://images.trvl-media.com/lodging/106000000/105240000/105238300/105238265/6b5c5ac3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105240000/105238300/105238265/548e5f5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105240000/105238300/105238265/425cb8a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/106000000/105240000/105238300/105238265/42e04085.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Seabreeze Escape WF RV Lot 489

[](https://www.expedia.ca/Summerland-Key-Hotels-Seabreeze-Escape-WF-RV-Lot-489.h105238265.Hotel-Information)

Cudjoe Key

8.0/10

Very good

(1 review)

CA $231

CA $409 total

includes taxes & fees

Mar 3 - Mar 4

[](https://www.expedia.ca/Summerland-Key-Hotels-Seabreeze-Escape-WF-RV-Lot-489.h105238265.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/32000000/31900000/31892500/31892418/78df4af0.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)

![Beach](https://images.trvl-media.com/lodging/32000000/31900000/31892500/31892418/7ec8a365.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)

### Waterfront Home

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

Cudjoe Key

8.6/10

Excellent

(178 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 $339

CA $662 total

includes taxes & fees

Feb 22 - Feb 23

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

![A heated pool](https://images.trvl-media.com/lodging/121000000/120820000/120816900/120816897/08f26cef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120820000/120816900/120816897/a9f31955.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120820000/120816900/120816897/5fa1ecc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120820000/120816900/120816897/6db1494c.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

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

Cudjoe Key

CA $340

CA $912 total

includes taxes & fees

Mar 3 - Mar 4

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

![A heated pool](https://images.trvl-media.com/lodging/117000000/116670000/116667100/116667062/8bf693c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, table tennis, books](https://images.trvl-media.com/lodging/117000000/116670000/116667100/116667062/627e8283.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/117000000/116670000/116667100/116667062/35103395.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/117000000/116670000/116667100/116667062/d1732c67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access

[](https://www.expedia.ca/Summerland-Key-Hotels-Planktons-Palace-Cozy-2BR-Getaway-In-Oceanfront-Resort-Community-With-Patio-Island-Vibes.h116667062.Hotel-Information)

Cudjoe Key

CA $285

CA $843 total

includes taxes & fees

Mar 9 - Mar 10

[](https://www.expedia.ca/Summerland-Key-Hotels-Planktons-Palace-Cozy-2BR-Getaway-In-Oceanfront-Resort-Community-With-Patio-Island-Vibes.h116667062.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/108000000/107120000/107116600/107116554/a01f4162.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/108000000/107120000/107116600/107116554/67b94030.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, table tennis, books](https://images.trvl-media.com/lodging/108000000/107120000/107116600/107116554/99097ad0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/108000000/107120000/107116600/107116554/e29d300c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Cudjoe Key

9.2/10

Wonderful

(7 reviews)

"Close to Key West. Would stay there again!!"

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

elisa b.

CA $271

CA $821 total

includes taxes & fees

Feb 11 - Feb 12

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

![Interior](https://images.trvl-media.com/lodging/35000000/34330000/34324000/34323967/7fa52371.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34330000/34324000/34323967/60a3d49e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34330000/34324000/34323967/463cda70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach towels](https://images.trvl-media.com/lodging/35000000/34330000/34324000/34323967/f6d4e696.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Relax by Florida Keys Beaches, just a 7-min drive away

[](https://www.expedia.ca/Cudjoe-Key-Hotels-Waterfront-Fresh-Cozy-2-Bedroom-35seawall.h34323967.Hotel-Information)

Cudjoe Key

9.8/10

Exceptional

(201 reviews)

"The cottage was clean and the location was nice and quiet. "

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

Jaconica B.

CA $295

CA $800 total

includes taxes & fees

Feb 27 - Feb 28

[](https://www.expedia.ca/Cudjoe-Key-Hotels-Waterfront-Fresh-Cozy-2-Bedroom-35seawall.h34323967.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/121000000/120870000/120862100/120862073/4c3dc49f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120870000/120862100/120862073/a935335c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120870000/120862100/120862073/c8d44015.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120870000/120862100/120862073/393a2acc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waterfront 2BR/2BA | 35' Seawall for 32' Boat | Beautiful Sunrises on Cudjoe Key

[](https://www.expedia.ca/Summerland-Key-Hotels-Waterfront-2BR2BA-35-Seawall-For-32-Boat-Beautiful-Sunrises-On-Cudjoe-Key.h120862073.Hotel-Information)

Cudjoe Key

10/10

Exceptional

(1 review)

"Very clean! Good location. "

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

January M.

CA $463

CA $1,069 total

includes taxes & fees

Feb 25 - Feb 26

[](https://www.expedia.ca/Summerland-Key-Hotels-Waterfront-2BR2BA-35-Seawall-For-32-Boat-Beautiful-Sunrises-On-Cudjoe-Key.h120862073.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/104000000/103540000/103537700/103537636/e3bc7bba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/104000000/103540000/103537700/103537636/fc5e8fb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/104000000/103540000/103537700/103537636/2c15f130.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/104000000/103540000/103537700/103537636/056b8deb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Endless Ocean Views - RV589

[](https://www.expedia.ca/Summerland-Key-Hotels-Endless-Ocean-Views-RV589.h103537636.Hotel-Information)

Cudjoe Key

CA $264

CA $452 total

includes taxes & fees

Mar 7 - Mar 8

[](https://www.expedia.ca/Summerland-Key-Hotels-Endless-Ocean-Views-RV589.h103537636.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/71000000/70550000/70541400/70541336/6e3c9448.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/71000000/70550000/70541400/70541336/w1282h819x1y0-b2147544.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/71000000/70550000/70541400/70541336/w1284h2247x0y0-fe8bc1e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/71000000/70550000/70541400/70541336/w1282h837x1y0-05f17a6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!

[](https://www.expedia.ca/Cudjoe-Key-Hotels-Oceanview-Paradise-AT-Venture-Out4-Bikes-2-2-Seat-Kayaks-King-Queen-Beds.h70541336.Hotel-Information)

Cudjoe Key

7.6/10

Good

(13 reviews)

"Good experience. The property is well place and the Venture is really nice and quiet."

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

Primeau J.

CA $336

CA $698 total

includes taxes & fees

Feb 11 - Feb 12

[](https://www.expedia.ca/Cudjoe-Key-Hotels-Oceanview-Paradise-AT-Venture-Out4-Bikes-2-2-Seat-Kayaks-King-Queen-Beds.h70541336.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/107000000/106410000/106408200/106408131/12b8b185.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/107000000/106410000/106408200/106408131/1bd7d565.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/107000000/106410000/106408200/106408131/367a13e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/107000000/106410000/106408200/106408131/17f79918.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Southern Exposure in Cudjoe Key #49

[](https://www.expedia.ca/Summerland-Key-Hotels-Southern-Exposure-In-Cudjoe-Key-49.h106408131.Hotel-Information)

Cudjoe Key

7.6/10

Good

(4 reviews)

"The house is nice and sitting on the balcony feels like you're floating. It was a nice place to stay"

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

Colleen G.

[](https://www.expedia.ca/Summerland-Key-Hotels-Southern-Exposure-In-Cudjoe-Key-49.h106408131.Hotel-Information)

![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/45000000/44560000/44556700/44556643/080e8cfe.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)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/45000000/44560000/44556700/44556643/1020b125.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### SAVE BIG $$FEBRUARY! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

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

Cudjoe Key

9.8/10

Exceptional

(82 reviews)

"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 $528

CA $1,004 total

includes taxes & fees

Mar 5 - Mar 6

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

![A heated pool](https://images.trvl-media.com/lodging/125000000/124260000/124259500/124259402/1098ffdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, table tennis, books, stereo](https://images.trvl-media.com/lodging/125000000/124260000/124259500/124259402/104729b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124260000/124259500/124259402/93591741.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124260000/124259500/124259402/73770231.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Florida Keys Waterfront Escape w/35' Seawall & Seconds to Open Water

[](https://www.expedia.ca/Summerland-Key-Hotels-Florida-Keys-Waterfront-Escape-W35-Seawall-Seconds-To-Open-Water.h124259402.Hotel-Information)

Cudjoe Key

CA $427

CA $1,015 total

includes taxes & fees

Mar 12 - Mar 13

[](https://www.expedia.ca/Summerland-Key-Hotels-Florida-Keys-Waterfront-Escape-W35-Seawall-Seconds-To-Open-Water.h124259402.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/117000000/116810000/116800200/116800175/eacdb869.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, table tennis](https://images.trvl-media.com/lodging/117000000/116810000/116800200/116800175/w2500h1666x0y1-ee87ad68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/117000000/116810000/116800200/116800175/w2499h1666x1y1-11741275.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/117000000/116810000/116800200/116800175/a2e7cac7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Oceanfront Cudjoe Key Home - 35' Seawall, Sunrise Views, Pool & Pet-Friendly

[](https://www.expedia.ca/Summerland-Key-Hotels-Oceanfront-2BR-In-Venture-Out-35-Dock.h116800175.Hotel-Information)

Cudjoe Key

10/10

Exceptional

(5 reviews)

"Beautiful "

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

Lisa P.

CA $712

CA $1,384 total

includes taxes & fees

Feb 11 - Feb 12

[](https://www.expedia.ca/Summerland-Key-Hotels-Oceanfront-2BR-In-Venture-Out-35-Dock.h116800175.Hotel-Information)

![Smart TV, table tennis, books](https://images.trvl-media.com/lodging/125000000/124260000/124259500/124259404/f1a44f02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/125000000/124260000/124259500/124259404/fa91c2db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, table tennis, books](https://images.trvl-media.com/lodging/125000000/124260000/124259500/124259404/1172d3d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/125000000/124260000/124259500/124259404/w2500h1639x0y1-66288449.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Canalfront Coastal Retreat w/Open Water Views & Fishing Dock

[](https://www.expedia.ca/Summerland-Key-Hotels-Canalfront-Coastal-Retreat-WOpen-Water-Views-Fishing-Dock.h124259404.Hotel-Information)

Cudjoe Key

10/10

Exceptional

(1 review)

"Wonderful place- had everything we needed, host was easy to contact and very helpful! Lots to do and everyone was so welcoming and fun . "

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

Wendy R.

CA $498

CA $1,113 total

includes taxes & fees

Feb 20 - Feb 21

[](https://www.expedia.ca/Summerland-Key-Hotels-Canalfront-Coastal-Retreat-WOpen-Water-Views-Fishing-Dock.h124259404.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/90000000/89090000/89085000/89084949/beabdb4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89090000/89085000/89084949/27011986.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/90000000/89090000/89085000/89084949/55a25975.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/90000000/89090000/89085000/89084949/w2500h1666x0y1-6df08e77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Relax at Keys Time – 2BR Waterfront Rental w/ Kayaks, Bikes, and Boat Dock

[](https://www.expedia.ca/Summerland-Key-Hotels-Relax-At-Keys-Time-2BR-Waterfront-Rental-W-Kayaks.h89084949.Hotel-Information)

Cudjoe Key

9.2/10

Wonderful

(29 reviews)

"Close to Key West and lots of great boating"

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

Simon S.

CA $467

CA $1,077 total

includes taxes & fees

Mar 6 - Mar 7

[](https://www.expedia.ca/Summerland-Key-Hotels-Relax-At-Keys-Time-2BR-Waterfront-Rental-W-Kayaks.h89084949.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=2026-02-24&endDate=2026-02-25&regionId=3000430966&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cottages

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Private vacation homes

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Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Cudjoe+Key%2C+Florida%2C+United+States+of+America&regionId=3000430966&latLong=24.671532%2C-81.498421&adults=2&startDate=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&lodging=APART_HOTEL)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Cudjoe+Key%2C+Florida%2C+United+States+of+America&regionId=3000430966&latLong=24.671532%2C-81.498421&adults=2&startDate=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&lodging=CONDO)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Cudjoe+Key%2C+Florida%2C+United+States+of+America&regionId=3000430966&latLong=24.671532%2C-81.498421&adults=2&startDate=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&lodging=APARTMENT)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Cudjoe+Key%2C+Florida%2C+United+States+of+America&regionId=3000430966&latLong=24.671532%2C-81.498421&adults=2&startDate=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&lodging=VILLA)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Cudjoe+Key%2C+Florida%2C+United+States+of+America&regionId=3000430966&latLong=24.671532%2C-81.498421&adults=2&startDate=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&lodging=HOUSE_BOAT)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Cudjoe+Key%2C+Florida%2C+United+States+of+America&regionId=3000430966&latLong=24.671532%2C-81.498421&adults=2&startDate=2026-05-11&d1=2026-05-11&endDate=2026-05-14&d2=2026-05-14&lodging=CABIN)

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## Top Cudjoe Key Hotel Reviews

![Hyatt Vacation Club at Beach House, Key West](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/fc0a2a7e_y.jpg)

### Hyatt Vacation Club at Beach House, Key West

10/10 Excellent

"We had a great stay. Clean and well maintained property. Quiet. We would stay here again. "

[](https://expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Beach-House.h857962.Hotel-Information)

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

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

10/10 Excellent

"Great location, great service, great food. "

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

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

### Hampton Inn Key West FL

10/10 Excellent

"Very nice clean room staff was wonderful."

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

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

### Beachside Resort & Residences

10/10 Excellent

"The staff was excellent! I left my suitcase there and they couldn't have been more helpful getting it sent to me! The room was clean. I loved that they had extra chairs to sit on. "

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

"Perfect place to stay in Key West in my opinion! The staff was so wonderful and I mentioned to the bartender we were eloping the night before and their gad a bottle of wine waiting for us in our room when we got back! "

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

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

### Ibis Bay Beach Resort

10/10 Excellent

"Nice hotel"

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

"The rooms were nice and clean, and the staff was helpful and courteous. The shuttle was convenient to get to and from Old Town. Overall, it is a great place to stay while in Key West."

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

![Looe Key Reef Resort](https://images.trvl-media.com/lodging/5000000/4760000/4759500/4759500/63d12f01_y.jpg)

### Looe Key Reef Resort

10/10 Excellent

"Great place ! Friendly staff "

[](https://expedia.ca/Ramrod-Key-Hotels-Looe-Key-Reef-Resort.h4759500.Hotel-Information)

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

### Blue Flamingo Resort Key West

10/10 Excellent

"Very nice stay, staff was wonderful, rooms very nice and it was easy to get another room when our plane experience a weather delay. "

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

## Find out more about Cudjoe Key

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Cudjoe Key. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [America's Best Inns Hotels in Honeymoon Island State Park](https://expedia.ca/Honeymoon-Island-State-Park-Hotels-Americas-Best-Inns.0-0-d6160046--bAmericasBestInns.Travel-Guide-Filter-Hotels)

Cars

- [Global Rent A Car Car Rentals In Lower Sugarloaf Key](https://expedia.ca/Global-Rent-A-Car-Car-Rentals-In-Lower-Sugarloaf-Key.d553248635976195908-c1062.Car-Rental-Guide-Suppliers)
- [Express Travel Group Car Rentals In Lower Sugarloaf Key](https://expedia.ca/Express-Travel-Group-Car-Rentals-In-Lower-Sugarloaf-Key.d553248635976195908-c1124.Car-Rental-Guide-Suppliers)
- [Easirent Car Rentals In Northwest Tampa](https://expedia.ca/Easirent-Car-Rentals-In-Northwest-Tampa.d553248635976469172-c1039.Car-Rental-Guide-Suppliers)
- [standard Car Rentals in Estero Island](https://expedia.ca/Standard-Car-Rentals-In-Estero-Island.d904327233888346112-tStandard.Car-Rental-Guide-Class)
- [Right Cars Car Rentals In Northeast Orlando](https://expedia.ca/Right-Cars-Car-Rentals-In-Northeast-Orlando.d553248635976480125-c1070.Car-Rental-Guide-Suppliers)
- [First Car Rental Car Rentals In North Key Largo](https://expedia.ca/First-Car-Rental-Car-Rentals-In-North-Key-Largo.d553248635976475358-c1107.Car-Rental-Guide-Suppliers)
- [NU Car Rentals Car Rentals In Northwest Tampa](https://expedia.ca/NU-Car-Rentals-Car-Rentals-In-Northwest-Tampa.d553248635976469172-c71.Car-Rental-Guide-Suppliers)
- [minivan Car Rentals in Perico Island](https://expedia.ca/Minivan-Car-Rentals-In-Perico-Island.d553248635976194309-tMinivan.Car-Rental-Guide-Class)
- [pickup Car Rentals in Perico Island](https://expedia.ca/Pickup-Car-Rentals-In-Perico-Island.d553248635976194309-tPickup.Car-Rental-Guide-Class)

Activities

- [Things to do in Boca Chica Key](https://expedia.ca/Things-To-Do-In-Boca-Chica-Key.d553248635083916609.Travel-Guide-Activities)
- [Things to do in South Tampa](https://expedia.ca/Things-To-Do-In-South-Tampa.d6321582.Travel-Guide-Activities)

Packages

- [Normandy Shores All-inclusive Vacation Packages](https://expedia.ca/lp/theme-vacations/scuba-diving-vacations/641776810699194368/Normandy-Shores)

Vacation Rentals

- [Vacation Rental Little Torch Key](https://expedia.ca/Little-Torch-Key-Vacation-Rentals.d177498.Travel-Guide-VacationRentals)

General

- [Visit Venetian Islands](https://expedia.ca/Venetian-Islands.dx553248635976481890)
- [Visit Little Torch Key](https://expedia.ca/Little-Torch-Key.dx177498)
- [Visit Sugarloaf Key](https://expedia.ca/Sugarloaf-Key.dx183126)
- [Visit Honeymoon Island State Park](https://expedia.ca/Honeymoon-Island-State-Park.dx6160046)
- [Visit Southwest Orlando](https://expedia.ca/Southwest-Orlando.dx553248635976470816)

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