Title: Windley Key Vacation Home Rentals : Search Top Private Vacation Homes for Rent | Expedia.ca

 

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# Windley Key Vacation Rentals

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## Check prices for these dates

Next weekend

[Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635976197663&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

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&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635976197663&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=VACATION_HOME&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&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)

![Exterior](https://images.trvl-media.com/lodging/56000000/55190000/55183800/55183749/a2de89b6.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)

### 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 $123

CA $414 total

includes taxes & fees

Nov 19 - Nov 20

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

![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)

![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

9.6/10

Exceptional

(81)

"Very cozy tiny home"

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

Kristen H.

CA $186

CA $547 total

includes taxes & fees

Nov 19 - Nov 20

[](https://www.expedia.ca/Key-Largo-Hotels-New-Tiny-Home-Paddle-Boards.h90174063.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 $644 total

includes taxes & fees

Nov 18 - Nov 19

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

![Interior](https://images.trvl-media.com/lodging/89000000/88950000/88950000/88949924/7207b32f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/89000000/88950000/88950000/88949924/ffec4934.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/89000000/88950000/88950000/88949924/2085c0a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88950000/88950000/88949924/68bf65b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 4\. Cozy Waterfront Apartment in Key Largo!

Key Largo

9.8/10

Exceptional

(11)

"We loved our stay at the waterfront cabanas! The location is 10/10 with an awesome waterfront bar/restaurant and coffee truck within walking distance. We truly felt like keys locals staying here - highly recommend! "

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

Brittany M.

CA $325

CA $581 total

includes taxes & fees

Dec 4 - Dec 5

[](https://www.expedia.ca/Key-Largo-Hotels-4-Cozy-Waterfront-Apartment-In-Key-Largo.h88949924.Hotel-Information)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/121000000/120630000/120624700/120624610/33d50685.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/121000000/120630000/120624700/120624610/8493fcb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/121000000/120630000/120624700/120624610/af4843d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120630000/120624700/120624610/a184e1c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Marvelous 2-bedroom house with Marina and free Golf cart in Key Largo

Key Largo

10/10

Exceptional

(43)

"It was a great place for our family. Our teenagers enjoyed the lagon and walking around at night. "

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

Carla A.

CA $189

CA $640 total

includes taxes & fees

Nov 22 - Nov 23

[](https://www.expedia.ca/Key-Largo-Hotels-Marvelous-2-Bedroom-House-With-AC-In-Key-Largo.h120624610.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/25000000/24210000/24204500/24204423/c9f94390.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)

### Casa Largo

Key Largo

9.0/10

Wonderful

(129)

"The location is great, close to plenty of restaurants and great hang outs. The townhouse is clean and roomy, although I wish it would have dark shades for the windows and sliding glass doors. The kids room was great size and beds were comfy! I wish I could say the same for the primary kind bed. "

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

Jenny L.

CA $350

CA $772 total

includes taxes & fees

Nov 14 - Nov 15

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

![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33400000/33394100/33394058/a603509f.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)

### Kawama L4 - Upscale Oceanside Villa with Marina

Key Largo

9.6/10

Exceptional

(141)

"We had the best stay. This is the perfect get away. We will be back again soon!"

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

david s.

CA $364

CA $789 total

includes taxes & fees

Nov 14 - Nov 15

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

![Beach](https://images.trvl-media.com/lodging/35000000/34420000/34412600/34412502/9e094b5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/35000000/34420000/34412600/34412502/56e02b4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/35000000/34420000/34412600/34412502/0eff2ccc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34420000/34412600/34412502/162f943b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sunrise Escape - Ocean Front Villa - Sleeps 10

Key Largo

9.8/10

Exceptional

(66)

"Great place, great location (especially if boating), and a great host. Would return for sure."

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

Joel D.

CA $361

CA $1,080 total

includes taxes & fees

Nov 17 - Nov 18

[](https://www.expedia.ca/Key-Largo-Hotels-Sunrise-Escape-Ocean-Front-Villa-Sleeps-10.h34412502.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)

![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)

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

![Marina](https://images.trvl-media.com/lodging/102000000/101390000/101384800/101384797/60e64b8a.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)

"Great"

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

Alan H.

CA $342

CA $725 total

includes taxes & fees

Nov 15 - Nov 16

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

![Outdoor dining](https://images.trvl-media.com/lodging/28000000/27130000/27129400/27129369/06af23b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/28000000/27130000/27129400/27129369/c8cdfde3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/28000000/27130000/27129400/27129369/64878e46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/28000000/27130000/27129400/27129369/335bae57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Key Largo Kawama villa K1, 3/3

Key Largo

9.8/10

Exceptional

(187)

"Great place, the lake outside was amazing. Would stay here again. "

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

Spencer H.

CA $420

CA $866 total

includes taxes & fees

Nov 20 - Nov 21

[](https://www.expedia.ca/Key-Largo-Hotels-Key-Largo-Kawama-Villa-K1.h27129369.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)

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72140000/72131100/72131034/2f5ddefa.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)

### Keys Relaxing Getaway

Key Largo

10/10

Exceptional

(57)

"This beautiful condo was just as it was described. Well appointed, beautiful, earthy decor, clean and nestled in the heart of a little lagoon. I highly recommend staying here!"

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

Chrissie A.

CA $427

CA $893 total

includes taxes & fees

Nov 14 - Nov 15

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

![Beach](https://images.trvl-media.com/lodging/89000000/88880000/88870300/88870290/079bd935.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/89000000/88880000/88870300/88870290/47d4df2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/89000000/88880000/88870300/88870290/df75798a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, Netflix, streaming services](https://images.trvl-media.com/lodging/89000000/88880000/88870300/88870290/b1a8683d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 1\. Oceanside Escape with Canal Views in Key Largo

Key Largo

9.0/10

Wonderful

(10)

"Nice location. Enjoyed our stay. "

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

David C.

[](https://www.expedia.ca/Key-Largo-Hotels-1-Oceanside-Escape-With-Canal-Views-In-Key-Largo.h88870290.Hotel-Information)

![An infinity pool, a heated pool](https://images.trvl-media.com/lodging/35000000/34550000/34547900/34547822/44b5a7b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34550000/34547900/34547822/464e4082.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/35000000/34550000/34547900/34547822/33409b7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/35000000/34550000/34547900/34547822/d7f0eacd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tranquil Bungalow at the Beautiful at Largo Resort

Key Largo

9.6/10

Exceptional

(7)

"10/10! This property itself is secluded and very safe. The pool and views were breathtaking. The complimentary paddle boards and bicycles were fun and just an extra service that bettered our experience. The employees were amazing, kind, and professional. The bungalow was so comfortable and smelt amazing when we entered. Beds were comfortable and the little kitchen was used! Plates, silverwear, & cups were provided thankfully. The host!!!! 100/10. Thank you!!!! She was able to provide a nice...

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

Nancy H.

CA $640

CA $902 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Key-Largo-Hotels-Tranquil-Bungalow-At-The-Beautiful-At-Largo-Resort-By-Rentyl-Resorts.h34547822.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)

![Dining](https://images.trvl-media.com/lodging/39000000/38530000/38528300/38528245/db52e708.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)

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

### Marina Villa Mariner\`s Club 212

Rock Harbor

10/10

Exceptional

(129)

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

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

Joseph A.

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

![Smart TV](https://images.trvl-media.com/lodging/35000000/34160000/34151400/34151311/d49f4f0a.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)

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

Key Largo

10/10

Exceptional

(17)

"The property is beautiful, and the entry when you get through the gate is breathtaking. The room did have some ants getting in, but it was still really clean. We didn’t spend much time here because we were busy seeing other things. I think the next time if I decide to stay here again, it would only be if I wasn’t going out and about. You really need to just park it here to fully enjoy the place."

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

Paul H.

CA $489

CA $713 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Key-Largo-Hotels-Lovely-Bungalow-W-Plenty-Of-Shade-At-Largo-Resort-By-Rentyl-Resorts.h34151311.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 detail](https://images.trvl-media.com/lodging/56000000/55190000/55186000/55185936/f0dca02d.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 $176

CA $528 total

includes taxes & fees

Dec 2 - Dec 3

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

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/35000000/34150000/34140800/34140748/ef27208a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/35000000/34150000/34140800/34140748/c9e7193d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34150000/34140800/34140748/aa4f4444.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/35000000/34150000/34140800/34140748/384d0829.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### NEW! CASA AZUL OCEANSIDE - GOLF CART, 2 KING SUITES, POOL, BEACH, PICKLE, KAYAKS

Key Largo

9.8/10

Exceptional

(193)

"This is one of the best equipped places we’ve ever stayed at. The host "

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

Ana M.

CA $621

CA $1,215 total

includes taxes & fees

Dec 8 - Dec 9

[](https://www.expedia.ca/Key-Largo-Hotels-Casa-Azul-THE-Salt-Life-Meets-Luxury-Chic-With-Beachy-Vibes-Free-Golf-Cart.h34140748.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)

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

![Fridge, microwave, stovetop, cookware/dishes/utensils](https://images.trvl-media.com/lodging/34000000/33570000/33564300/33564261/b11e12fe.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)

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

Key Largo

9.4/10

Exceptional

(46)

"Wonderful setting and spotless bungalow. Loved the paddle boards and kayaks too."

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

Jodi B.

CA $385

CA $787 total

includes taxes & fees

Nov 17 - Nov 18

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

![Outdoor dining](https://images.trvl-media.com/lodging/54000000/53710000/53703000/53703000/65bffc0a.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)

![Smart TV](https://images.trvl-media.com/lodging/54000000/53710000/53703000/53703000/05612ca0.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)

"Great stay"

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

Juan M.

CA $408

CA $856 total

includes taxes & fees

Nov 14 - Nov 15

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

![Property grounds](https://images.trvl-media.com/lodging/73000000/72660000/72653600/72653526/f5a55bba.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)

### Beautiful Oceanside Mariner's 3 Bedroom Townhome

Rock Harbor

10/10

Exceptional

(84)

"It's a very nice place as advertised."

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

Garlen P.

[](https://www.expedia.ca/Key-Largo-Hotels-Beautiful-Oceanside-Mariners-3-Bedroom-Townhome.h72653526.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=2025-11-27&endDate=2025-11-28&regionId=553248635976197663&adults=2&lodging=VACATION_HOME&sort=RECOMMENDED&openPlayBack=true)

## Find vacation rentals that suit your style

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Windley+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976197663&latLong=24.954588%2C-80.592445&adults=2&startDate=2026-02-11&d1=2026-02-11&endDate=2026-02-14&d2=2026-02-14&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Windley+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976197663&latLong=24.954588%2C-80.592445&adults=2&startDate=2026-02-11&d1=2026-02-11&endDate=2026-02-14&d2=2026-02-14&lodging=APARTMENT)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Windley+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976197663&latLong=24.954588%2C-80.592445&adults=2&startDate=2026-02-11&d1=2026-02-11&endDate=2026-02-14&d2=2026-02-14&lodging=VACATION_HOME)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Windley+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976197663&latLong=24.954588%2C-80.592445&adults=2&startDate=2026-02-11&d1=2026-02-11&endDate=2026-02-14&d2=2026-02-14&lodging=CONDO)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Windley+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976197663&latLong=24.954588%2C-80.592445&adults=2&startDate=2026-02-11&d1=2026-02-11&endDate=2026-02-14&d2=2026-02-14&lodging=VILLA)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Windley+Key%2C+Florida%2C+United+States+of+America&regionId=553248635976197663&latLong=24.954588%2C-80.592445&adults=2&startDate=2026-02-11&d1=2026-02-11&endDate=2026-02-14&d2=2026-02-14&lodging=HOUSE_BOAT)

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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%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

![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

"Really really enjoyed the laid back style at this resort and what a beautiful property. Will be back soon!"

[](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

"Very nice resort! Nice pool and the tiki bar was amazing. Great service and so close to Bud and Mary’s since we were fishing a few days. Definitely will return."

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

![Lime Tree Bay Resort](//images.trvl-media.com/lodging/1000000/890000/882300/882254/6f2246e8_y.jpg)

### Lime Tree Bay Resort

10/10 Excellent

"Room was spotless the view was to die for and the staff absolutely amazing "

[](https://expedia.ca/Long-Key-Hotels-Lime-Tree-Bay-Resort.h882254.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

"Very cool place to stay right on the canal with restaurants and bars close by. "

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

![Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort](//images.trvl-media.com/lodging/1000000/20000/11900/11864/d10a018b_y.jpg)

### Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

10/10 Excellent

"We had the best family stay at this resort in the Keys. The rooms were spotless, comfortable, and perfect for winding down after a day in the sun. The pool was the real star for us… our kiddo didn’t want to get out. The whole place felt relaxed and welcoming, Truly one of our favorite family trips. Highly recommend!"

[](https://expedia.ca/Islamorada-Hotels-Three-Waters-Resort-And-Marina.h11864.Hotel-Information)

![Fisher Inn Resort & Marina](//images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/9ae0ece9_y.jpg)

### Fisher Inn Resort & Marina

10/10 Excellent

"Very nice hotel. Rooms totally remodeled. Ocean view rooms are amazing "

[](https://expedia.ca/Islamorada-Hotels-Fisher-Inn-Resort-Marina.h3274374.Hotel-Information)

![Islander Resort](//images.trvl-media.com/lodging/1000000/480000/475500/475438/5adae4af_y.jpg)

### Islander Resort

10/10 Excellent

"Not much on menu for healthy options, need more! A microwave in the room would be nice!"

[](https://expedia.ca/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information)

![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)

## 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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-   [Pet-Friendly Hotels in Plantation Key](https://www.expedia.ca/Plantation-Key-Hotels-Pet-Friendly-Hotel.0-0-d553248635083898347-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
-   [Scuba Diving Hotels in Plantation Key](https://www.expedia.ca/Plantation-Key-Hotels-Scuba-Diving-Vacations.0-0-d553248635083898347-tscubadivingvacations.Travel-Guide-Filter-Hotels)
-   [Plantation Key Hotels](https://www.expedia.ca/Plantation-Key-Hotels.d553248635083898347.Travel-Guide-Hotels)
-   [Inns in Plantation Key](https://www.expedia.ca/Plantation-Key-Inns.d553248635083898347-aaInns.Travel-Guide-Accommodation)
-   [Adults Only Resorts & in Seabreeze Trailer Park](https://www.expedia.ca/Seabreeze-Trailer-Park-Islamorada-Hotels-Adults-Only-Resorts.0-n553248635976480972-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels)
-   [Aparthotels in Tavernier](https://www.expedia.ca/Tavernier-Apart-Hotels.d10047-aaApartHotels.Travel-Guide-Accommodation)
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-   [Vacation Homes in Upper Matecumbe Key](https://www.expedia.ca/Upper-Matecumbe-Key-Private-Vacation-Homes.d553248635975749648-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Resorts in Upper Matecumbe Key](https://www.expedia.ca/Upper-Matecumbe-Key-Resort-Hotels.d553248635975749648-aaResortHotels.Travel-Guide-Accommodation)
-   [Beach Hotel Hotels in Venetian Shores](https://www.expedia.ca/Venetian-Shores-Islamorada-Hotels-Beach-Hotel.0-n553248635976470270-0-tBeachHotel.Travel-Guide-Filter-Hotels)
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-   [Scuba Diving Hotels in Venetian Shores](https://www.expedia.ca/Venetian-Shores-Islamorada-Hotels-Scuba-Diving-Vacations.0-n553248635976470270-0-tscubadivingvacations.Travel-Guide-Filter-Hotels)
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-   [Hotels near Windley Key Fossil Reef Geological State Park](https://www.expedia.ca/Windley-Key-Fossil-Reef-Geological-State-Park-Hotels.0-l6282211-0.Travel-Guide-Filter-Hotels)

-   [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)