Title: Windley Key Vacation Rentals from CA $160: Short-Term Rentals for 2025 | Expedia.ca

 

[Windley Key Travel Guide](https://expedia.ca/Windley-Key.dx553248635976197663)[Hotels in Windley Key](https://expedia.ca/Windley-Key-Hotels.d553248635976197663.Travel-Guide-Hotels)[Flights to Windley Key](https://expedia.ca/Cheap-Flights-To-Windley-Key.d553248635976197663.Travel-Guide-Flights)[Things to do in Windley Key](https://expedia.ca/Things-To-Do-In-Windley-Key.d553248635976197663.Travel-Guide-Activities)[Windley Key Car Rentals](https://expedia.ca/Car-Rentals-In-Windley-Key.d553248635976197663.Car-Rental-Guide)[Windley Key Vacation Packages](https://expedia.ca/Windley-Key.d553248635976197663.Destination-Travel-Guides)

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# Windley Key Vacation Rentals

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## Check prices for these dates

In two weeks

[Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635976197663&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=553248635976197663&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976197663&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976197663&startDate=2026-03-06&endDate=2026-03-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Windley Key

![25-inch flat-screen TV with digital channels, TV](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/12c235b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![25-inch flat-screen TV with digital channels, TV](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/92a650b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/1641bbd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/17a61bb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Treasure Harbor

Islamorada

9.0/10

Wonderful

(109)

"Unique House boat experience, friendly staff. "

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

Luis

CA $164

CA $382 total

includes taxes & fees

Nov 12 - Nov 13

[](https://www.expedia.ca/Islamorada-Hotels-Treasure-Harbor.h91743042.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/96b58c48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/98496c0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Cottage](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/b8fa0acc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Cottage | Living area](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/7a0bffa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Breezy Palms Resort

Matecumbe

8.8/10

Excellent

(560)

"Everything was perfect, recently remodeled, the best hotel for the price I've stayed at so far"

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

franklin

CA $97

CA $160 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Islamorada-Hotels-Breezy-Palms-Resort.h11945889.Hotel-Information)

![Private beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/14000000/13280000/13279700/13279636/7f2e2269.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/14000000/13280000/13279700/13279636/0514aa55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Executive Room | View from room](https://images.trvl-media.com/lodging/14000000/13280000/13279700/13279636/3c8c13d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Executive Room | Private kitchen](https://images.trvl-media.com/lodging/14000000/13280000/13279700/13279636/2180f342.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Island Bay Resort

Tavernier

10/10

Exceptional

(135)

"Amazing property and wonderful owners. Super nice people and definitely will be returning."

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

Daniel

CA $350

CA $394 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Tavernier-Hotels-Island-Bay-Resort.h13279636.Hotel-Information)

![Fishing](https://images.trvl-media.com/lodging/79000000/78330000/78323400/78323367/b43053cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private beach, sun loungers](https://images.trvl-media.com/lodging/79000000/78330000/78323400/78323367/96315701.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Cabin | Living area](https://images.trvl-media.com/lodging/79000000/78330000/78323400/78323367/1ac6888f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Apartment | Private kitchen](https://images.trvl-media.com/lodging/79000000/78330000/78323400/78323367/8d608263.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kings Kamp

Key Largo

8.8/10

Excellent

(23)

"Listing did not give the full picture. The room was in a small apartment in the middle of a large and busy RV park."

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

Rosemary

[](https://www.expedia.ca/Key-Largo-Hotels-Kings-Kamp.h78323367.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/75000000/74060000/74058200/74058185/87fe04a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74060000/74058200/74058185/d1cadb13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74060000/74058200/74058185/665ac8a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74060000/74058200/74058185/04bfb26d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Paradise in Key Largo, FL

Key Largo

9.6/10

Exceptional

(60)

"Beautiful property. We uh, I very much enjoyed our stay highly recommend we will stay here again"

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

George D.

CA $158

CA $412 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Key-Largo-Hotels-Paradise-In-Key-Largo.h74058185.Hotel-Information)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/56000000/55190000/55183800/55183749/9d06b7de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/56000000/55190000/55183800/55183749/7fbea524.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/56000000/55190000/55183800/55183749/0c6f892e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/56000000/55190000/55183800/55183749/a2de89b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beachside Retreat w/ Pool, Boat Ramp Dock for Rent

Key Largo

9.6/10

Exceptional

(43)

"This is the second time we stay in this property in less than a year and we couldn’t been happier. It is clean, spacious; it has all you need and location is great!. Host is very responsive and accomodaring. We cannot wait to come back hopefully before the end of the year. "

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

MAIDELIS F.

CA $130

CA $418 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Key-Largo-Hotels-Cozy-Home-Beach.h55183749.Hotel-Information)

![55-inch Smart TV with digital channels, books](https://images.trvl-media.com/lodging/109000000/108750000/108743400/108743380/96d842c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/109000000/108750000/108743400/108743380/f15964b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room dining](https://images.trvl-media.com/lodging/109000000/108750000/108743400/108743380/c244835e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, individually furnished, blackout drapes](https://images.trvl-media.com/lodging/109000000/108750000/108743400/108743380/dc4f4949.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Premium Floating Bungalow by Stay Ombi

Key Largo

CA $1,445

CA $1,626 total

includes taxes & fees

Nov 12 - Nov 13

[](https://www.expedia.ca/Key-Largo-Hotels-Premium-Floating-Bungalow-By-Stay-Ombi.h108743380.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/78000000/77940000/77937700/77937661/076d9453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/78000000/77940000/77937700/77937661/da432f7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/78000000/77940000/77937700/77937661/93009341.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/78000000/77940000/77937700/77937661/044eaa08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Paradise in Key Largo Florida 2

Key Largo

9.8/10

Exceptional

(41)

"The marina was very clean and the staff was friendly. Beautiful area."

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

Mark F.

CA $158

CA $412 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Key-Largo-Hotels-Paradise-In-Key-Largo-Florida.h77937661.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90530000/90524700/90524666/d754d352.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90530000/90524700/90524666/b33bbeb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/91000000/90530000/90524700/90524666/7d3e3e4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/91000000/90530000/90524700/90524666/2f4fe73c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Florida Keys Getaway - Slps 4 - Ocean View

Tavernier

9.6/10

Exceptional

(18)

"Melanie is a great host! She accurately described what to expect regarding amenities, etc., so that we came prepared for our stay. I would definitely stay here again!"

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

Cindy H.

CA $128

CA $442 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Tavernier-Hotels-Florida-Keys-Getaway-Slps-4-Ocean-View.h90524666.Hotel-Information)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/102000000/101240000/101232100/101232074/d41b15fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/102000000/101240000/101232100/101232074/0864a30f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/102000000/101240000/101232100/101232074/dea19358.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/102000000/101240000/101232100/101232074/e27d0da3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy place in Calusa Key Largo

Key Largo

9.4/10

Exceptional

(12)

"Clean and close to everything great A/CI will go back as many times I can "

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

Elizabeth V.

CA $145

CA $448 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Key-Largo-Hotels-Cozy-Place-In-Calusa-Key-Largo.h101232074.Hotel-Information)

![2 bedrooms, in-room safe, desk, bed sheets](https://images.trvl-media.com/lodging/97000000/96480000/96473300/96473229/w903h683x61y0-6a8ad40c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96480000/96473300/96473229/w905h683x60y0-23f3304c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96480000/96473300/96473229/w903h683x60y0-ed597f77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/97000000/96480000/96473300/96473229/w905h683x60y0-10596317.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Island Sanctuary Islamorada

Tavernier

9.8/10

Exceptional

(11)

"It exceeded our expectations, and we are so glad we found this location!"

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

Jenn H.

CA $373

CA $579 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Tavernier-Hotels-Island-Sanctuary-Islamorada.h96473229.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/54000000/53650000/53645500/53645406/822e7cd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/54000000/53650000/53645500/53645406/28450ffb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/54000000/53650000/53645500/53645406/b5e8e966.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach](https://images.trvl-media.com/lodging/54000000/53650000/53645500/53645406/fef534a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Serenity In The Sun Condo Fabulous Ocean View

Tavernier

10/10

Exceptional

(106)

"Good clean condo, great pool and little private beach "

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

Nicola W.

CA $228

CA $573 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Tavernier-Hotels-Serenity-In-The-Sun-Condo-Fabulous-Ocean-View.h53645406.Hotel-Information)

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/43000000/42290000/42281900/42281802/w1052h665x0y34-299237c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/43000000/42290000/42281900/42281802/4dd33d80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/43000000/42290000/42281900/42281802/f0986046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/43000000/42290000/42281900/42281802/0ae91338.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Coastal comfort in Ocean Pointe Suites.

Tavernier

10/10

Exceptional

(33)

"We loved our stay at Desiree's property. It was a great location with lots to do and it was so clean and nicely decorated."

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

Karen M.

CA $228

CA $769 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Tavernier-Hotels-Warm-Winter-Escape-In-Sunny-Florida-Keys-With-Oceanfront-Private-BeachMarina.h42281802.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/40000000/40000000/39990300/39990272/10270958.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/40000000/40000000/39990300/39990272/5af3af70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/40000000/40000000/39990300/39990272/fea4e178.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/40000000/40000000/39990300/39990272/39ba9797.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2 BR/2 BA Oasis w Kayak, Pool, Beach & Dock Rental

Key Largo

8.6/10

Excellent

(86)

"Really enjoyed our stay. Such a friendly park with everything we needed close by."

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

Jayne N.

CA $112

CA $399 total

includes taxes & fees

Nov 16 - Nov 17

[](https://www.expedia.ca/Key-Largo-Hotels-2-BR2-BA-Oasis-W-Kayak.h39990272.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99970000/99961500/99961430/94241dd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/100000000/99970000/99961500/99961430/078f0b06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/100000000/99970000/99961500/99961430/95c54ed2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/100000000/99970000/99961500/99961430/006a1068.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Home in Key Largo

Key Largo

9.8/10

Exceptional

(26)

"Great location. Very clean very nice, stay there again"

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

Mark B.

CA $221

CA $643 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Key-Largo-Hotels-Charming-Home-In-Key-Largo.h99961430.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/100000000/99380000/99379100/99379050/w720h480x0y0-addd0c57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/100000000/99380000/99379100/99379050/51e2fc22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/100000000/99380000/99379100/99379050/72e173f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/100000000/99380000/99379100/99379050/944bc2b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### RV by the Sea - Glamping in the Keys - Sleeps 6

Key Largo

9.0/10

Wonderful

(17)

"We enjoyed the RV by the Sea. Great communication with the host and even got us into the property. Early. Weather was perfect. Location was perfect. What more could you ask for?"

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

Liz D.

CA $96

CA $379 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Key-Largo-Hotels-RV-By-The-Sea-Glamping-In-The-Keys-Sleeps-6.h99379050.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/91000000/90180000/90174100/90174063/2e6dec1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90180000/90174100/90174063/46854630.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/91000000/90180000/90174100/90174063/97916ab6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach towels](https://images.trvl-media.com/lodging/91000000/90180000/90174100/90174063/w1535h1024x1y1-14607650.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New Tiny Home- Paddle Boards, Kayaks, Pool, Marina

Key Largo

9.6/10

Exceptional

(81)

"Very cozy tiny home"

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

Kristen H.

CA $150

CA $500 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Key-Largo-Hotels-New-Tiny-Home-Paddle-Boards.h90174063.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/112000000/111090000/111087200/111087158/da77210d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/112000000/111090000/111087200/111087158/1ad79dda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/112000000/111090000/111087200/111087158/8f562d8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/112000000/111090000/111087200/111087158/56f86889.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Happy in the Keys Tiny Home-in Key Largo.

Key Largo

10/10

Exceptional

(10)

"This place was very cozy and very clean.We are pretty picky travelers and this host definitely takes pride in their place. Would highly recommend, close to lots of fun things to do, but off the beaten path enough to be quiet at night."

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

Michael O.

CA $240

CA $588 total

includes taxes & fees

Nov 16 - Nov 17

[](https://www.expedia.ca/Key-Largo-Hotels-Charming-3-Bedroom-Tiny-Home-In-Peaceful-Key-Largo-Retreat.h111087158.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/33000000/32800000/32791200/32791186/895e45f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/33000000/32800000/32791200/32791186/1379ede6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player, books, stereo](https://images.trvl-media.com/lodging/33000000/32800000/32791200/32791186/0ec7fbda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/33000000/32800000/32791200/32791186/737e91ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Florida Keys Luxury Houseboat, Unique living on the Water WiFi

Tavernier

9.8/10

Exceptional

(209)

"It was an amazing stay ,the onwer was great hostand it was great location"

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

Alisha B.

CA $286

CA $535 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Tavernier-Hotels-Florida-Keys-Luxury-Houseboat.h32791186.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/108000000/107450000/107445700/107445689/86ccdc71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/108000000/107450000/107445700/107445689/74d1db25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/108000000/107450000/107445700/107445689/087c8d3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/108000000/107450000/107445700/107445689/2bdc7822.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Paradise Palms 2 Bedroom Condo Ocean Pointe 1206

Tavernier

9.6/10

Exceptional

(5)

"Thanks for your great hospitality."

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

richard

CA $206

CA $584 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Tavernier-Hotels-Paradise-Palms-Ocean-Pointe-1206.h107445689.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.

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## Top Windley Key Hotel Reviews

![The Pelican Key Largo Cottages](//images.trvl-media.com/lodging/7000000/6840000/6839400/6839376/f35b06df_y.jpg)

### The Pelican Key Largo Cottages

10/10 Excellent

"Friendly staff, helpful, clean room, nice beach. No complaints."

[](https://expedia.ca/Key-Largo-Hotels-The-Pelican-Key-Largo-Cottages.h6839376.Hotel-Information)

![Chesapeake Beach Resort](//images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306_y.jpg)

### Chesapeake Beach Resort

10/10 Excellent

"Beautiful location. The room was very comfortable and clean. The ocean view room with a balcony was perfect. The continental breakfast was great. I would highly recommend staying here. "

[](https://expedia.ca/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information)

![Cheeca Lodge & Spa](//images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg)

### Cheeca Lodge & Spa

10/10 Excellent

"It was absolutely beautiful and the staff was always super nice!"

[](https://expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information)

![Rock Reef Resort](//images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/6ddda999_y.jpg)

### Rock Reef Resort

10/10 Excellent

"Everything clean, friendly staff"

[](https://expedia.ca/Key-Largo-Hotels-Rock-Reef-Resort.h57185414.Hotel-Information)

![Baker's Cay Resort Key Largo, Curio Collection by Hilton](//images.trvl-media.com/lodging/1000000/20000/14100/14042/bbdba544_y.jpg)

### Baker's Cay Resort Key Largo, Curio Collection by Hilton

10/10 Excellent

"Super nice staff, super clean and perfect to have a family space or friends weekend. Super recommend "

[](https://expedia.ca/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.Hotel-Information)

![Hampton Inn Key Largo Manatee Bay](//images.trvl-media.com/lodging/1000000/10000/5800/5731/68e30233_y.jpg)

### Hampton Inn Key Largo Manatee Bay

10/10 Excellent

"everything was perfect , ceiling phone needs help tho very wobbly but no big deal , good location and very safe , very clean , everyone there including the staff was awesome , love the view as well see you guys next year "

[](https://expedia.ca/Key-Largo-Hotels-Hampton-Inn-Key-Largo-Manatee-Bay.h5731.Hotel-Information)

![Playa Largo Resort & Spa, Autograph Collection](//images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/489feb58_y.jpg)

### Playa Largo Resort & Spa, Autograph Collection

10/10 Excellent

"Beautiful as always ! "

[](https://expedia.ca/Key-Largo-Hotels-Playa-Largo-Resort-Spa.h11919055.Hotel-Information)

![Coconut Cove Resort and Marina](//images.trvl-media.com/lodging/5000000/4190000/4182600/4182524/667446d9_y.jpg)

### Coconut Cove Resort and Marina

10/10 Excellent

"The room was perfect. It’s got a cool traditional Keys style vibe. The staff were extremely friendly and helpful. I had a late check-in and they made sure I had no problem self-checking in. The layout is spacious. Right on the water. Dock your boat, RV, and take a load off because you’re in the Keys!! "

[](https://expedia.ca/Islamorada-Hotels-Coconut-Cove-Resort-And-Marina.h4182524.Hotel-Information)

![Amara Cay Resort](//images.trvl-media.com/lodging/1000000/70000/62000/61976/84b50729_y.jpg)

### Amara Cay Resort

10/10 Excellent

"Water Taxi is the best perk ever .. "

[](https://expedia.ca/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information)

## Find out more about Windley Key

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

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

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

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

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Windley Key vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Windley Key vacation rentals we have selected for you start as low as CA $160 per night. Entering your travel dates in the search wizard you might find even better deals!

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

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

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

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

## Explore a world of travel with Expedia

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-   All accommodation types in Windley Key

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-   [Vacation Homes in Windley Key](https://expedia.ca/Windley-Key-Private-Vacation-Homes.d553248635976197663-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Condo Rentals in Windley Key](https://expedia.ca/Windley-Key-Condos.d553248635976197663-aaCondos.Travel-Guide-Accommodation)
-   [Apartments in Windley Key](https://expedia.ca/Windley-Key-Apartments.d553248635976197663-aaApartments.Travel-Guide-Accommodation)
-   [Villas in Windley Key](https://expedia.ca/Windley-Key-Villas.d553248635976197663-aaVillas.Travel-Guide-Accommodation)
-   [Cottages in Windley Key](https://expedia.ca/Windley-Key-Cottages.d553248635976197663-aaCottages.Travel-Guide-Accommodation)
-   [Houseboats in Windley Key](https://expedia.ca/Windley-Key-Houseboats.d553248635976197663-aaHouseboats.Travel-Guide-Accommodation)
-   [Resorts in Windley Key](https://expedia.ca/Windley-Key-Resort-Hotels.d553248635976197663-aaResortHotels.Travel-Guide-Accommodation)
-   [RV Parks in Windley Key](https://expedia.ca/Windley-Key-RV-Parks.d553248635976197663-aaRVParks.Travel-Guide-Accommodation)
-   [Aparthotels in Windley Key](https://expedia.ca/Windley-Key-Apart-Hotels.d553248635976197663-aaApartHotels.Travel-Guide-Accommodation)
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-   [Condo Resorts in Windley Key](https://expedia.ca/Windley-Key-Condominium-Resort.d553248635976197663-aaCondominiumResort.Travel-Guide-Accommodation)
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Activities

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

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

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

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