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) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/340000/340299-Windley-Key-Fossil-Reef-Geological-State-Park.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Windley 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 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®ionId=553248635976197663&adults=2&lodging=VACATION_HOME&sort=RECOMMENDED&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%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 | | ## Explore a world of travel with Expedia - Lodging - Packages - Cars - More ways to book - [2 Star Hotels in Plantation Key](https://www.expedia.ca/2Star-Plantation-Key-Hotels.s20-0-d553248635083898347.Travel-Guide-Filter-Hotels) - [B&B in Coopertown](https://www.expedia.ca/Coopertown-Bed-And-Breakfast.d6177715-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Coopertown](https://www.expedia.ca/Coopertown-Guest-Houses.d6177715-aaGuestHouses.Travel-Guide-Accommodation) - 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[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)