Title: Windley Key Vacation Home Rentals : Search Top Private Vacation Homes for Rent | 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)[Vacation Rentals in Windley Key](https://expedia.ca/Windley-Key-Vacation-Rentals.d553248635976197663.Travel-Guide-VacationRentals)[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

Next weekend

[Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635976197663&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635976197663&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

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

In two months

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976197663&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Browse Select Windley Key Vacation Homes

![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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/56000000/55190000/55183800/55183749/03594f35.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)

![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

(42)

"We had fun.we will be back next year."

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

Thomas A.

CA $131

CA $419 total

includes taxes & fees

Nov 2 - Nov 3

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

![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)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99970000/99961500/99961430/b3fdbd21.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)

### Charming Home in Key Largo

Key Largo

9.8/10

Exceptional

(26)

"It was clean and a very nice place to stay. Plenty of room and awesome amenities."

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

Eric M.

CA $189

CA $596 total

includes taxes & fees

Oct 30 - Oct 31

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

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/91000000/90180000/90174100/90174063/w1536h1023x0y1-0e4e0b92.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)

![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)

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

Key Largo

9.4/10

Exceptional

(79)

"Awesome experience specially whit Barbara"

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

jorge l.

CA $174

CA $524 total

includes taxes & fees

Oct 30 - Oct 31

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

![Beach](https://images.trvl-media.com/lodging/34000000/33400000/33394100/33394058/fae92d43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/34000000/33400000/33394100/33394058/bbaa023e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/34000000/33400000/33394100/33394058/191fad2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sport court](https://images.trvl-media.com/lodging/34000000/33400000/33394100/33394058/b787b91e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kawama L4 - Upscale Oceanside Villa with Marina

Key Largo

9.6/10

Exceptional

(141)

"This property was perfect in the heart of key largo with pool and ocean access. Had everything we need and even included two bikes! Great stay overall!"

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

Justin E.

CA $378

CA $813 total

includes taxes & fees

Nov 5 - Nov 6

[](https://www.expedia.ca/Key-Largo-Hotels-Kawama-L4-Upscale-Oceanside-Villa-With-Marina.h33394058.Hotel-Information)

![1 bedroom, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/89000000/88940000/88936600/88936517/a2c38a03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/89000000/88940000/88936600/88936517/6052198e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/89000000/88940000/88936600/88936517/w1437h957x0y3-2f8b3468.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/89000000/88940000/88936600/88936517/bdaf909e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2\. Waterfront Retreat w/ Ocean Access, Key Largo!

Key Largo

10/10

Exceptional

(14)

"My second time staying there and I will stay there in the near future! Love this place!"

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

Alejandra S.

CA $257

CA $516 total

includes taxes & fees

Nov 6 - Nov 7

[](https://www.expedia.ca/Key-Largo-Hotels-2-Waterfront-Retreat-W-Ocean-Access.h88936517.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/25000000/24210000/24204500/24204423/32bcd8a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/25000000/24210000/24204500/24204423/530b0205.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/25000000/24210000/24204500/24204423/49f2540a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/25000000/24210000/24204500/24204423/92474552.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa Largo

Key Largo

9.0/10

Wonderful

(129)

"Very attentive, Very clean and comfortable. Great location. I loved the little lagoon in the subdivision."

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

Tracy I.

CA $350

CA $771 total

includes taxes & fees

Oct 30 - Oct 31

[](https://www.expedia.ca/Key-Largo-Hotels-Relax-And-Enjoy-Beautiful-Key-Largo-Townhome.h24204423.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101390000/101384800/101384797/46d848f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/102000000/101390000/101384800/101384797/73c3cc7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/102000000/101390000/101384800/101384797/a862a694.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/102000000/101390000/101384800/101384797/56c24aea_edited_8470.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kawama G12 Upscale OceansideVilla with Marina 2/2

Key Largo

10/10

Exceptional

(8)

"Awesome place. Very well kept. Definitely coming back!!"

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

ERIKA R.

CA $315

CA $690 total

includes taxes & fees

Oct 30 - Oct 31

[](https://www.expedia.ca/Key-Largo-Hotels-Kawama-G12-Upscale-OceansideVilla-With-Marina-22.h101384797.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/122000000/121260000/121251400/121251348/ec616f82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/122000000/121260000/121251400/121251348/d361a06e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/122000000/121260000/121251400/121251348/b29e1351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/122000000/121260000/121251400/121251348/404bed48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ocean Pointe Condo ~ Beach, Pool, Hot Tub & Tennis

Key Largo

CA $203

CA $523 total

includes taxes & fees

Nov 18 - Nov 19

[](https://www.expedia.ca/Tavernier-Hotels-Ocean-Pointe-Condo-Beach.h121251348.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/23000000/22260000/22255900/22255819/cdd6a24b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/23000000/22260000/22255900/22255819/a9026141.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/23000000/22260000/22255900/22255819/4c8c1487.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/23000000/22260000/22255900/22255819/ca35dc9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Oceanside Kawama Villa R5

Key Largo

9.2/10

Wonderful

(180)

"Very very nice villa in a superb location… Abcolutely loved the property!"

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

Ricardo G.

CA $380

CA $816 total

includes taxes & fees

Nov 5 - Nov 6

[](https://www.expedia.ca/Key-Largo-Hotels-Oceanside-Kawama-Villa-R5.h22255819.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/102000000/102000000/101993800/101993768/e38839ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/102000000/101993800/101993768/ea984adc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/102000000/102000000/101993800/101993768/12e5eb22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/102000000/102000000/101993800/101993768/b79a2b50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Largo Airstream at Largo Resort

Key Largo

CA $278

CA $448 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Key-Largo-Hotels-The-Largo-Airstream-In-Paradise-At-Largo-Resort-By-Rentyl-Resorts.h101993768.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/39000000/38530000/38528300/38528245/b4775a79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/39000000/38530000/38528300/38528245/c86d6004.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/39000000/38530000/38528300/38528245/950b499b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/39000000/38530000/38528300/38528245/db52e708.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Marina Villa Mariner\`s Club 212

Key Largo

10/10

Exceptional

(128)

"Great location, very clean, pool is fantastic, spacious, and modern. "

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

Joseph A.

CA $371

CA $832 total

includes taxes & fees

Nov 13 - Nov 14

[](https://www.expedia.ca/Key-Largo-Hotels-Marina-Villa-212-33-Pools.h38528245.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/73000000/72140000/72131100/72131034/4dd5b5aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/73000000/72140000/72131100/72131034/d852afe2_edited_a94e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/73000000/72140000/72131100/72131034/f2f66341.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/73000000/72140000/72131100/72131034/1d27e2e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Keys Relaxing Getaway

Key Largo

10/10

Exceptional

(57)

"Beautiful,clean, great location"

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

Greg L.

CA $389

CA $844 total

includes taxes & fees

Oct 30 - Oct 31

[](https://www.expedia.ca/Key-Largo-Hotels-Fully-Renovated-Nov-2021Waterfront-Modern-Luxury.h72131034.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/73000000/72660000/72653600/72653526/81728f0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72660000/72653600/72653526/db69a976.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, foosball](https://images.trvl-media.com/lodging/73000000/72660000/72653600/72653526/79b6d392.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/73000000/72660000/72653600/72653526/f5a55bba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful Oceanside Mariner's 3 Bedroom Townhome

Key Largo

10/10

Exceptional

(82)

"Wonderful accommodations. I would recommend to anyone. "

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

Sarah C.

CA $354

CA $809 total

includes taxes & fees

Oct 30 - Oct 31

[](https://www.expedia.ca/Key-Largo-Hotels-Beautiful-Oceanside-Mariners-3-Bedroom-Townhome.h72653526.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/35000000/34160000/34151400/34151311/6d06fefa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/35000000/34160000/34151400/34151311/185a4440.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34160000/34151400/34151311/b764d1e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/35000000/34160000/34151400/34151311/d49f4f0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lovely Bungalow w/ Plenty Of Shade at Largo Resort

Key Largo

10/10

Exceptional

(17)

"Our bungalow was very clean and the beds were very comfortable! It was almost like we we're on our own private island and my 8 year old loved it! We hope to come back on our next visit!"

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

Elizabeth M.

CA $460

CA $676 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Key-Largo-Hotels-Lovely-Bungalow-W-Plenty-Of-Shade-At-Largo-Resort-By-Rentyl-Resorts.h34151311.Hotel-Information)

![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/61000000/60190000/60181700/60181656/706b7aec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/61000000/60190000/60181700/60181656/11092a48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/61000000/60190000/60181700/60181656/6c3fcc2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/61000000/60190000/60181700/60181656/0cba7339.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ohana Cay 2brm/2bth - Book your getaway!

Key Largo

10/10

Exceptional

(92)

"Perfect location and great community. Easy docking at the marina and nice amenities. "

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

Gene Z.

CA $252

CA $1,017 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Key-Largo-Hotels-Ohana-Cay-20-Mariners-Club-Book-Your-Getaway.h60181656.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/49000000/48450000/48449600/48449553/4bc3cf04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/49000000/48450000/48449600/48449553/fa7554ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/49000000/48450000/48449600/48449553/e2d4309d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/49000000/48450000/48449600/48449553/30c07ba6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waterfront Beach, Pool, Dock, Kayaks, Paddleboards

Key Largo

9.6/10

Exceptional

(122)

"Great stay!! Location was perfect view of the canal and close to the pool. Unit was very clean and would definitely stay again!!"

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

Brad T.

CA $211

CA $579 total

includes taxes & fees

Nov 18 - Nov 19

[](https://www.expedia.ca/Key-Largo-Hotels-Tiny-House2-On-The-Water-Pool.h48449553.Hotel-Information)

![Fridge, microwave, stovetop, cookware/dishes/utensils](https://images.trvl-media.com/lodging/34000000/33570000/33564300/33564261/ab304c7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, internet](https://images.trvl-media.com/lodging/34000000/33570000/33564300/33564261/195d0389.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/34000000/33570000/33564300/33564261/2b8abe42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33570000/33564300/33564261/365afb00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waterfront Cottage - Beach and Dockage! Open Water Views!

Key Largo

9.4/10

Exceptional

(46)

"This was the most perfect property! We are not typically beach people but we really enjoyed the private beach access and spent much more time on the beach than planned. The house was clean and the location was perfect. The staff was also wonderful and accommodating. We are already planning a return trip in 2025. HIGHLY RECOMMEND!!"

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

Nicole D.

CA $385

CA $782 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Key-Largo-Hotels-Waterfront-Cottage-Beach-And-Dockage-Open-Water-Views.h33564261.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/56000000/55190000/55186000/55185936/88377e50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/56000000/55190000/55186000/55185936/f3ee7112.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/56000000/55190000/55186000/55185936/a381fdfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/56000000/55190000/55186000/55185936/9f308d75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waterfront Tiny House w Pool, Beach, and Boat Dock

Key Largo

9.6/10

Exceptional

(61)

"Excelent place "

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

Alexander D.

CA $192

CA $554 total

includes taxes & fees

Nov 18 - Nov 19

[](https://www.expedia.ca/Key-Largo-Hotels-Tiny-House-On-The-Water-Pool.h55185936.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/119000000/118720000/118714200/118714103/1fc0dfe8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/119000000/118720000/118714200/118714103/2fafe71d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/119000000/118720000/118714200/118714103/1690b356.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/119000000/118720000/118714200/118714103/7ccf8350.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stylish Oceanview Kayak Getaway w/ Pool & Hot Tub!

Key Largo

10/10

Exceptional

(1)

"Fantastic property that was even better than advertised. I would definitely stay here again."

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

John D.

CA $681

CA $1,343 total

includes taxes & fees

Nov 12 - Nov 13

[](https://www.expedia.ca/Key-Largo-Hotels-Stylish-Oceanview-Kayak-Getaway-W-Pool-Hot-Tub.h118714103.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/54000000/53710000/53703000/53703000/7c7df51a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/54000000/53710000/53703000/53703000/0163e6a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/54000000/53710000/53703000/53703000/010f7709.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/54000000/53710000/53703000/53703000/65bffc0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes

Key Largo

9.6/10

Exceptional

(135)

"Very nice villa"

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

Amrita

CA $364

CA $796 total

includes taxes & fees

Oct 30 - Oct 31

[](https://www.expedia.ca/Key-Largo-Hotels-Key-Largo-Villa.h53703000.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-12&endDate=2025-11-13&regionId=553248635976197663&adults=2&lodging=VACATION_HOME&sort=RECOMMENDED&openPlayBack=true)

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[Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWindley-Key-Private-Vacation-Homes.d553248635976197663-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindley-Key-Private-Vacation-Homes.d553248635976197663-aaPrivateVacationHomes.Travel-Guide-Accommodation)

## Top Windley Key Hotel Reviews

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

### Chesapeake Beach Resort

10/10 Excellent

"I was very pleased with the resort. It’s a quiet hidden gem with a friendly and helpful staff. I would love to stay here again."

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

"Lovely pool and waterfront area. Well maintained and clean."

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

"peaceful"

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

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

### Rock Reef Resort

10/10 Excellent

"Clean, lovely grounds, park right at room"

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

![Reefhouse Resort & Marina](//images.trvl-media.com/lodging/1000000/10000/3500/3427/af093823_y.jpg)

### Reefhouse Resort & Marina

10/10 Excellent

"Everything including the spa was fantastic. "

[](https://expedia.ca/Key-Largo-Hotels-Reefhouse-Resort-Marina.h3427.Hotel-Information)

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

### Cheeca Lodge & Spa

10/10 Excellent

"A few problems with the room, ex. Coffee maker, sink in bathroom, shower, but over all excelent "

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

![Holiday Inn Key Largo by IHG](//images.trvl-media.com/lodging/1000000/10000/7300/7230/160ba216_y.jpg)

### Holiday Inn Key Largo by IHG

10/10 Excellent

"Everything was cleaning and good working order staff was wonderful."

[](https://expedia.ca/Key-Largo-Hotels-Holiday-Inn-Key-Largo.h7230.Hotel-Information)

![Marina Del Mar Resort and Marina](//images.trvl-media.com/lodging/1000000/10000/5200/5114/d42f8885_y.jpg)

### Marina Del Mar Resort and Marina

10/10 Excellent

"My stay at Marina del Mar was a pleasure with helpful and friendly staff, a beautiful and comfortable room and great view from the balcony. I will definitely return and make Marina del Mar my home while in Key Largo!"

[](https://expedia.ca/Key-Largo-Hotels-Marina-Del-Mar-Resort-And-Marina.h5114.Hotel-Information)

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

### Amara Cay Resort

10/10 Excellent

"We enjoyed our stay a beautiful place, but there was no free breakfast"

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

## Find out more about Windley Key

## Windley Key Vacation Homes information

| Number of reviews | |
| --- | --- |
| Accommodation | Vacation Homes |
| Lowest Price | |
| Highest Price | |

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-   [History of Diving Museum](https://www.expedia.ca/History-Of-Diving-Museum-Matecumbe.d6069257.Vacation-Attraction)
-   [Visit Seabreeze Trailer Park](https://www.expedia.ca/Islamorada-Seabreeze-Trailer-Park.dx553248635976480972)
-   [Visit Venetian Shores](https://www.expedia.ca/Islamorada-Venetian-Shores.dx553248635976470270)
-   [Visit Plantation Key](https://www.expedia.ca/Plantation-Key.dx553248635083898347)
-   [Windley Key Fossil Reef Geological State Park](https://www.expedia.ca/Windley-Key-Fossil-Reef-Geological-State-Park-Islamorada.d6282211.Vacation-Attraction)

-   [Avis Rental Cars in Plantation Key](https://www.expedia.ca/Avis-Car-Rentals-In-Plantation-Key.d553248635083898347-c41.Car-Rental-Guide-Suppliers)
-   [Mex Rent A Car Rental Cars in Plantation Key](https://www.expedia.ca/Mex-Rent-A-Car-Car-Rentals-In-Plantation-Key.d553248635083898347-c1084.Car-Rental-Guide-Suppliers)
-   [Pickup Car Rentals in Plantation Key](https://www.expedia.ca/Pickup-Car-Rentals-In-Plantation-Key.d553248635083898347-tPickup.Car-Rental-Guide-Class)

-   [Book Vacation Homes in Windley Key on Expedia.com](https://www.expedia.com/Windley-Key-Private-Vacation-Homes.d553248635976197663-aaPrivateVacationHomes.Travel-Guide-Accommodation)