Title: Cudjoe Key Vacation Rentals from CA $430: 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)

# Cudjoe Key Vacation Rentals

- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg)  
###  
Change your mind  
Book hotels with free cancellation
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg)  
###  
Treat yourself  
Sign in to save 10% or more on thousands of hotels  
[Sign in](https://www.expedia.ca/login)
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg)  
###  
Be picky  
Search almost a million properties worldwide

## Check prices for these dates

Tonight

[Dec 25 - Dec 26](https://www.expedia.ca/Hotel-Search?regionId=3000430966&startDate=2025-12-25&endDate=2025-12-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 26 - Dec 27](https://www.expedia.ca/Hotel-Search?regionId=3000430966&startDate=2025-12-26&endDate=2025-12-27&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=3000430966&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=3000430966&startDate=2026-01-02&endDate=2026-01-04&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

![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](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/w2298h1530x0y2-8c5d1221.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Porch](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/w2298h1532x0y2-24d28430.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Villa, Ocean View | Private kitchen](https://images.trvl-media.com/lodging/112000000/111540000/111535500/111535402/w2298h1530x0y2-9bfdab77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Summerland Key

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

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 $770

CA $1,405 total

includes taxes & fees

Jan 16 - Jan 17, 2026

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

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

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

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

![Deluxe Bungalow | Private kitchen](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/920119e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Houseboat in Stock Island

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

8.8/10

Excellent

(170)

"Location , staff , and aqua lodge were perfect."

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

William

CA $276

CA $540 total

includes taxes & fees

Jan 6 - Jan 7, 2026

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

![Kayaking](https://images.trvl-media.com/lodging/7000000/6950000/6940600/6940514/edd108d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private beach, sun loungers, snorkeling, kayaking](https://images.trvl-media.com/lodging/7000000/6950000/6940600/6940514/56796875.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/7000000/6950000/6940600/6940514/02360473.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/7000000/6950000/6940600/6940514/6c556697.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mobile Home in Big Pine Key

[](https://www.expedia.ca/Big-Pine-Key-Hotels-Sunshine-Key-RV-Resort-Marina.h6940514.Hotel-Information)

8.8/10

Excellent

(160)

"Staff was great. Room so clean! Loved the shower. Bed comfy and the property was beautiful! "

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

brenda

CA $417

CA $469 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Big-Pine-Key-Hotels-Sunshine-Key-RV-Resort-Marina.h6940514.Hotel-Information)

![2 Bedroom Aqua Lodge # 13 Barracuda | Living area](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/92962431.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, open 8:30 AM to 8:00 PM, sun loungers](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/bdbf7145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/1bf38821.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 Bedroom Aqualodge # 6 Tarpon | Living area](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/dee083de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Punta Brisa

[](https://www.expedia.ca/Big-Pine-Key-Hotels-Old-Wooden-Bridge-Marina.h17102343.Hotel-Information)

8.6/10

Excellent

(281)

"Enjoyed the duplex, instead of a standard hotel room. Full kitchen, nice bathroom, and bedroom. "

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

Alejandra

[](https://www.expedia.ca/Big-Pine-Key-Hotels-Old-Wooden-Bridge-Marina.h17102343.Hotel-Information)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003125/c18214d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003125/4603e9fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003125/8396f53a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003125/591ac221.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Key West

[](https://www.expedia.ca/Key-West-Hotels-The-Grenada-Suite-Pool-View-Private-Balcony.h109003125.Hotel-Information)

10/10

Exceptional

(1)

CA $765

CA $1,235 total

includes taxes & fees

Jan 3 - Jan 4, 2026

[](https://www.expedia.ca/Key-West-Hotels-The-Grenada-Suite-Pool-View-Private-Balcony.h109003125.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/102000000/101830000/101828500/101828459/70e34eff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo | Private kitchen](https://images.trvl-media.com/lodging/102000000/101830000/101828500/101828459/93077123.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/102000000/101830000/101828500/101828459/abd79512.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo | Living area](https://images.trvl-media.com/lodging/102000000/101830000/101828500/101828459/b772cfc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Key West

[](https://www.expedia.ca/Key-West-Hotels-Coconut-Mallory-Marina-And-Resort-Condo.h101828459.Hotel-Information)

CA $1,353

CA $1,795 total

includes taxes & fees

Dec 26 - Dec 27

[](https://www.expedia.ca/Key-West-Hotels-Coconut-Mallory-Marina-And-Resort-Condo.h101828459.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003073/3b943f25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003073/5d892d8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003073/ee0fdea5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment | Terrace/patio](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003073/ff7b3fdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Key West

[](https://www.expedia.ca/Key-West-Hotels-The-Grand-Turk-By-Brightwild-Sunset-View-Pool.h109003073.Hotel-Information)

[](https://www.expedia.ca/Key-West-Hotels-The-Grand-Turk-By-Brightwild-Sunset-View-Pool.h109003073.Hotel-Information)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003026/62bb2b48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003026/fc4970ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003026/6674ae85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003026/f28756ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Stock Island

[](https://www.expedia.ca/Key-West-Hotels-Grand-Marina-Suite-By-Brightwild-Waterfront.h109003026.Hotel-Information)

10/10

Exceptional

(3)

"Nice place "

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

Pawel

CA $538

CA $938 total

includes taxes & fees

Jan 6 - Jan 7, 2026

[](https://www.expedia.ca/Key-West-Hotels-Grand-Marina-Suite-By-Brightwild-Waterfront.h109003026.Hotel-Information)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003146/db32ae29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003146/w2994h2000x6y0-c109b53e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003146/5018ef84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003146/a9dabced.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Key West

[](https://www.expedia.ca/Key-West-Hotels-Island-View-1BR-Residence-With-Balcony.h109003146.Hotel-Information)

10/10

Exceptional

(2)

"Great place it is a full apartment with everything you could need and very clean "

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

Luis

CA $625

CA $820 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Key-West-Hotels-Island-View-1BR-Residence-With-Balcony.h109003146.Hotel-Information)

![House](https://images.trvl-media.com/lodging/112000000/111880000/111873000/111872953/93e2a835.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/112000000/111880000/111873000/111872953/dbc7418b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/112000000/111880000/111873000/111872953/ea10b4e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/112000000/111880000/111873000/111872953/f9199920.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Summerland Key

[](https://www.expedia.ca/Summerland-Key-Hotels-Starlight-Serenity-Hideaway-W-Stunning-Views.h111872953.Hotel-Information)

CA $557

CA $1,084 total

includes taxes & fees

Jan 6 - Jan 7, 2026

[](https://www.expedia.ca/Summerland-Key-Hotels-Starlight-Serenity-Hideaway-W-Stunning-Views.h111872953.Hotel-Information)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003077/w2997h2000x0y0-fea84ea5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003077/105adf8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003077/cd2d402f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003077/6ec081bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Raccoon Key

[](https://www.expedia.ca/Key-West-Hotels-Capmar-House-By-Brightwild-Huge-Home-Pool.h109003077.Hotel-Information)

10/10

Exceptional

(1)

"Wonderful property, 4 large bedroom and en suite bathroom, private pool we really liked our stay"

![France](https://a.travel-assets.com/egds/marks/flags/fr.svg)

Karen

CA $1,535

CA $2,641 total

includes taxes & fees

Jan 21 - Jan 22, 2026

[](https://www.expedia.ca/Key-West-Hotels-Capmar-House-By-Brightwild-Huge-Home-Pool.h109003077.Hotel-Information)

![House](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239529/3886ab1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239529/cb76905e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239529/977525fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239529/0209513b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Raccoon Key

[](https://www.expedia.ca/Key-West-Hotels-The-Fairhaven-House-At-Solaire-Lunara-Bay.h120239529.Hotel-Information)

CA $2,882

CA $4,573 total

includes taxes & fees

Jan 12 - Jan 13, 2026

[](https://www.expedia.ca/Key-West-Hotels-The-Fairhaven-House-At-Solaire-Lunara-Bay.h120239529.Hotel-Information)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003082/018c0b27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003082/1ae1f919.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003082/63b678a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003082/cdb4b904.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Raccoon Key

[](https://www.expedia.ca/Key-West-Hotels-Spindrift-House-By-Brightwild-Huge-Pool-Dock.h109003082.Hotel-Information)

CA $1,343

CA $2,425 total

includes taxes & fees

Jan 6 - Jan 7, 2026

[](https://www.expedia.ca/Key-West-Hotels-Spindrift-House-By-Brightwild-Huge-Pool-Dock.h109003082.Hotel-Information)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003088/d8ad0262.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003088/9b635335.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003088/4ee260d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003088/9d796fa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Raccoon Key

[](https://www.expedia.ca/Key-West-Hotels-Evershore-House-Pool-Parking-Dock.h109003088.Hotel-Information)

CA $1,535

CA $2,641 total

includes taxes & fees

Jan 21 - Jan 22, 2026

[](https://www.expedia.ca/Key-West-Hotels-Evershore-House-Pool-Parking-Dock.h109003088.Hotel-Information)

![House](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993610/b85cd3d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993610/a00c4a77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993610/a7ddb2fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/116000000/116000000/115993700/115993610/5e338074.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Raccoon Key

[](https://www.expedia.ca/Key-West-Hotels-Waterfront-Luxury-Home-Tidelands-House.h115993610.Hotel-Information)

CA $2,874

CA $4,564 total

includes taxes & fees

Jan 21 - Jan 22, 2026

[](https://www.expedia.ca/Key-West-Hotels-Waterfront-Luxury-Home-Tidelands-House.h115993610.Hotel-Information)

![House](https://images.trvl-media.com/lodging/121000000/120240000/120237500/120237469/07dc6735.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/121000000/120240000/120237500/120237469/cf3c6484.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/121000000/120240000/120237500/120237469/d7ba35f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/121000000/120240000/120237500/120237469/41da3f37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Raccoon Key

[](https://www.expedia.ca/Key-West-Hotels-Brand-New-The-Greenmoor-House-With-Pool.h120237469.Hotel-Information)

CA $2,298

CA $3,915 total

includes taxes & fees

Jan 12 - Jan 13, 2026

[](https://www.expedia.ca/Key-West-Hotels-Brand-New-The-Greenmoor-House-With-Pool.h120237469.Hotel-Information)

![House](https://images.trvl-media.com/lodging/110000000/109120000/109115500/109115482/a2623807.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/110000000/109120000/109115500/109115482/55508c9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/110000000/109120000/109115500/109115482/506c248d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/110000000/109120000/109115500/109115482/9c641387.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Raccoon Key

[](https://www.expedia.ca/Key-West-Hotels-Palmgale-House-In-Key-West.h109115482.Hotel-Information)

CA $1,729

CA $3,192 total

includes taxes & fees

Jan 12 - Jan 13, 2026

[](https://www.expedia.ca/Key-West-Hotels-Palmgale-House-In-Key-West.h109115482.Hotel-Information)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003168/8118908a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003168/d2d6ae84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003168/b8b3efe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003168/2d8d89c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Raccoon Key

[](https://www.expedia.ca/Key-West-Hotels-New-Crestwood-House-By-Brightwild-Huge-Pool.h109003168.Hotel-Information)

CA $1,727

CA $3,190 total

includes taxes & fees

Jan 12 - Jan 13, 2026

[](https://www.expedia.ca/Key-West-Hotels-New-Crestwood-House-By-Brightwild-Huge-Pool.h109003168.Hotel-Information)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003080/55188e5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003080/ba799f7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003080/1eebb67f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003080/02dd362b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Raccoon Key

[](https://www.expedia.ca/Key-West-Hotels-Seagate-House-By-Brightwild-Waterfront-W-Dock.h109003080.Hotel-Information)

CA $1,537

CA $2,643 total

includes taxes & fees

Jan 21 - Jan 22, 2026

[](https://www.expedia.ca/Key-West-Hotels-Seagate-House-By-Brightwild-Waterfront-W-Dock.h109003080.Hotel-Information)

![House](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239522/22cff95d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239522/f79f25b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239522/b15d43ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/121000000/120240000/120239600/120239522/3a329e4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Raccoon Key

[](https://www.expedia.ca/Key-West-Hotels-The-Joyrise-House-At-Solaire-Lunara-Bay.h120239522.Hotel-Information)

CA $2,298

CA $3,915 total

includes taxes & fees

Jan 12 - Jan 13, 2026

[](https://www.expedia.ca/Key-West-Hotels-The-Joyrise-House-At-Solaire-Lunara-Bay.h120239522.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=2026-01-08&endDate=2026-01-09&regionId=3000430966&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg)

Save an average of 15% on thousands of hotels when you're signed in

[Sign in

](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FCudjoe-Key-Vacation-Rentals.d3000430966.Travel-Guide-VacationRentals)[

Sign up, it's free

](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCudjoe-Key-Vacation-Rentals.d3000430966.Travel-Guide-VacationRentals)

## Top Cudjoe Key Hotel Reviews

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

### Beachside Resort & Residences

10/10 Excellent

"This was the perfect getaway. Great staff, beautiful accommodations "

[](https://expedia.ca/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.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 Clean, Very Friendly Awesome Views and very affordable. Definitely would choose this hotel again "

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

"Staff was all wonderful! Resort was the perfect size.. pool and bar area were perfect! Definitely recommend and will be going back! "

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

![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

"Everything was wonderful."

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

"We had a great experience at the Margaritaville Beach House! The service is good and our room was clean , unfortunately the bad wasn’t really comfortable."

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

![Hyatt Vacation Club at Windward Pointe, Key West](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/481a771e_y.jpg)

### Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent

"Wonderful place and service "

[](https://expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Windward-Pointe.h868697.Hotel-Information)

![Parrot Key Hotel & Villas](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/67735d0c_y.jpg)

### Parrot Key Hotel & Villas

10/10 Excellent

"It was awesome stay at the resort. For sure we will go back. "

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

![Old Wooden Bridge Resort and Marina](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/92962431_y.jpg)

### Old Wooden Bridge Resort and Marina

10/10 Excellent

"Nice an quit"

[](https://expedia.ca/Big-Pine-Key-Hotels-Old-Wooden-Bridge-Marina.h17102343.Hotel-Information)

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

### Blue Flamingo Resort Key West

10/10 Excellent

"Room was nice and the vibe was good. Pool was excellent and staff are very friendly. Could do better with breakfast. There were limited options and it took 30+ minutes to take our order.overall we enjoyed our stay."

[](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.   

## Explore a world of travel with Expedia

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

### Trending destinations on Expedia.ca

- [Canmore Vacation Rentals ](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals)
- [Maui Vacation Rentals ](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals)
- [Kelowna Vacation Rentals ](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals)
- [Whistler Vacation Rentals ](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals)
- [Florida Vacation Rentals ](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Victoria Vacation Rentals ](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals)
- [Vancouver Vacation Rentals ](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals)
- [Palm Springs Vacation Rentals ](https://www.expedia.ca/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals)
- [Tofino Vacation Rentals ](https://www.expedia.ca/Tofino-Vacation-Rentals.d6094955.Travel-Guide-VacationRentals)
- [Calgary Vacation Rentals ](https://www.expedia.ca/Calgary-Vacation-Rentals.d178245.Travel-Guide-VacationRentals)
- [Costa Rica Vacation Rentals ](https://www.expedia.ca/Destinations-In-Costa-Rica.d42.Vacation-Rental-Destinations)
- [Vancouver Island Vacation Rentals ](https://www.expedia.ca/Vancouver-Island-Vacation-Rentals.d6058387.Travel-Guide-VacationRentals)
- [Puerto Vallarta Vacation Rentals ](https://www.expedia.ca/Puerto-Vallarta-Vacation-Rentals.d180016.Travel-Guide-VacationRentals)
- [Hawaii Vacation Rentals ](https://www.expedia.ca/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Toronto Vacation Rentals ](https://www.expedia.ca/Toronto-Vacation-Rentals.d178314.Travel-Guide-VacationRentals)
- [Banff Vacation Rentals ](https://www.expedia.ca/Banff-Vacation-Rentals.d10550.Travel-Guide-VacationRentals)
- [Penticton Vacation Rentals ](https://www.expedia.ca/Penticton-Vacation-Rentals.d4135.Travel-Guide-VacationRentals)
- [Osoyoos Vacation Rentals ](https://www.expedia.ca/Osoyoos-Vacation-Rentals.d181782.Travel-Guide-VacationRentals)
- [Mont Tremblant Vacation Rentals ](https://www.expedia.ca/Mont-Tremblant-Vacation-Rentals.d55374.Travel-Guide-VacationRentals)
- [Big White Ski Resort Vacation Rentals ](https://www.expedia.ca/Big-White-Ski-Resort-Vacation-Rentals.d6058319.Travel-Guide-VacationRentals)
- [Ontario Vacation Rentals ](https://www.expedia.ca/Destinations-In-Ontario.d11178.Vacation-Rental-Destinations)
- [British Columbia Vacation Rentals ](https://www.expedia.ca/Destinations-In-British-Columbia.d11117.Vacation-Rental-Destinations)
- [Prince Edward Island Vacation Rentals ](https://www.expedia.ca/Destinations-In-Prince-Edward-Island.d6058122.Vacation-Rental-Destinations)
- [Québec Vacation Rentals ](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals)

- [Vacation Homes in Cudjoe Key ](https://expedia.ca/Cudjoe-Key-Private-Vacation-Homes.d3000430966-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Condo Rentals in Cudjoe Key ](https://expedia.ca/Cudjoe-Key-Condos.d3000430966-aaCondos.Travel-Guide-Accommodation)
- [Cottages in Cudjoe Key ](https://expedia.ca/Cudjoe-Key-Cottages.d3000430966-aaCottages.Travel-Guide-Accommodation)
- [Houseboats in Cudjoe Key ](https://expedia.ca/Cudjoe-Key-Houseboats.d3000430966-aaHouseboats.Travel-Guide-Accommodation)
- [Apartments in Cudjoe Key ](https://expedia.ca/Cudjoe-Key-Apartments.d3000430966-aaApartments.Travel-Guide-Accommodation)
- [Resorts in Cudjoe Key ](https://expedia.ca/Cudjoe-Key-Resort-Hotels.d3000430966-aaResortHotels.Travel-Guide-Accommodation)
- [Aparthotels in Cudjoe Key ](https://expedia.ca/Cudjoe-Key-Apart-Hotels.d3000430966-aaApartHotels.Travel-Guide-Accommodation)
- [RV Parks in Cudjoe Key ](https://expedia.ca/Cudjoe-Key-RV-Parks.d3000430966-aaRVParks.Travel-Guide-Accommodation)
- [Villas in Cudjoe Key ](https://expedia.ca/Cudjoe-Key-Villas.d3000430966-aaVillas.Travel-Guide-Accommodation)
- [B&B in Cudjoe Key ](https://expedia.ca/Cudjoe-Key-Bed-And-Breakfast.d3000430966-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Cabin Rentals in Cudjoe Key ](https://expedia.ca/Cudjoe-Key-Cabins.d3000430966-aaCabins.Travel-Guide-Accommodation)
- [Guest Houses in Cudjoe Key ](https://expedia.ca/Cudjoe-Key-Guest-Houses.d3000430966-aaGuestHouses.Travel-Guide-Accommodation)
- [Motels in Cudjoe Key ](https://expedia.ca/Cudjoe-Key-Motels.d3000430966-aaMotels.Travel-Guide-Accommodation)

### Expedia's Latest Trends

Hotels

- [Best Hotels in Amelia Island](https://expedia.ca/Amelia-Island-Hotels.d10814.Travel-Guide-Hotels)
- [International Drive District Cheap Hotels](https://expedia.ca/International-Drive-District-Orlando-Hotels-Cheap-Hotels.0-n6034244-0-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Best Hotels in Merritt](https://expedia.ca/Merritt-Hotels.d10585.Travel-Guide-Hotels)
- [Hotels in International Drive District](https://expedia.ca/International-Drive-District-Orlando-Hotels.0-n6034244-0.Travel-Guide-Filter-Hotels)
- [Best Hotels in Toronto](https://expedia.ca/Toronto-Hotels.d178314.Travel-Guide-Hotels)
- [SureStay Plus Hotel by Best Western Drumheller](https://expedia.ca/Drumheller-Hotels-SureStay-Plus-Hotel-By-Best-Western-Drumheller.h562719.Hotel-Information)
- [Deer Lake Horizon Hotel, BW Signature Collection](https://expedia.ca/Deer-Lake-Hotels-Deer-Lake-Horizon-Hotel.h4956290.Hotel-Information)
- [Hotel Riu Emerald Bay - All Inclusive](https://expedia.ca/Mazatlan-Hotels-Riu-Emerald-Bay-All-Inclusive.h2461537.Hotel-Information)
- [All Inclusive Resorts and Hotels in St. Barthelemy](https://expedia.ca/Destinations-In-St-Barthelemy-All-Inclusive-Hotel.0-0-d6069953-tAllInclusiveHotel.Hotel-Filter-Destinations)
- [Hotel de Paris](https://expedia.ca/Montreal-Hotels-Hotel-De-Paris.h41342.Hotel-Information)
- [International Drive District Hotels with Free Airport Shuttle](https://expedia.ca/International-Drive-District-Orlando-Hotels-Hotels-With-Free-Airport-Shuttle.0-n6034244-0-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels)
- [Shangri-La Singapore](https://expedia.ca/Singapore-Hotels-Shangri-La-Singapore.h22322.Hotel-Information)

Flights

- [YYZ to DEL flights](https://expedia.ca/lp/flights/yyz/del/toronto-to-delhi)
- [Flights to JAX](https://expedia.ca/Cheap-Flights-To-Amelia-Island.d10814.Travel-Guide-Flights)
- [Cheap Flights from St. John's Intl. Airport](https://expedia.ca/lp/airports/yyt/flights-from-st-johns-intl-airport)
- [DTW to BKK flights](https://expedia.ca/lp/flights/dtw/bkk/detroit-to-bangkok)
- [Flights to YQT](https://expedia.ca/Cheap-Flights-To-Thunder-Bay.d4054.Travel-Guide-Flights)
- [YYZ to LAX flights](https://expedia.ca/lp/flights/yyz/lax/toronto-to-los-angeles)
- [YXX to YYZ flights](https://expedia.ca/lp/flights/yxx/yyz/abbotsford-to-toronto)

Cars

- [Enterprise Car Rentals In St Johns](https://expedia.ca/Enterprise-Car-Rentals-In-St-Johns.d181832-c15.Car-Rental-Guide-Suppliers)
- [Car rentals in International Drive District](https://expedia.ca/Car-Rentals-In-International-Drive-District.d6034244.Car-Rental-Guide)

Activities

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

Packages

- [Ontario Vacation Packages](https://expedia.ca/Ontario.d11178.Destination-Travel-Guides)
- [Bacalar Vacation Packages](https://expedia.ca/Bacalar.d6131112.Destination-Travel-Guides)
- [Mexico All-inclusive Vacation Packages](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations/117/Mexico)

General

- [Visit Honeymoon Island State Park](https://expedia.ca/Honeymoon-Island-State-Park.dx6160046)

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

## Go further with the Expedia app

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

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