Title: Windley Key Vacation Home Rentals from CA $691: 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) ![Florida Keys Brewing Co. showing signage](https://images.trvl-media.com/place/553248635997958830/30b22f53-286f-436b-ae7a-d035c9062e6c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/553248635997958830/30b22f53-286f-436b-ae7a-d035c9062e6c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 In two weeks [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=553248635976197663&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=553248635976197663&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976197663&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=553248635976197663&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Windley Key vacation homes ![Smart TV](https://images.trvl-media.com/lodging/100000000/99970000/99961500/99961430/006a1068.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99970000/99961500/99961430/301698a1.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) ![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) ### Vacation Home in Key Largo [](https://www.expedia.ca/Key-Largo-Hotels-Charming-Home-In-Key-Largo.h99961430.Hotel-Information) 9.8/10 Exceptional (30 reviews) "Great location. Very clean very nice, stay there again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark B. CA $267 CA $691 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Key-Largo-Hotels-Charming-Home-In-Key-Largo.h99961430.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/25000000/24210000/24204500/24204423/22ec185f.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) ![Property grounds](https://images.trvl-media.com/lodging/25000000/24210000/24204500/24204423/bcb74310.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Key Largo [](https://www.expedia.ca/Key-Largo-Hotels-Relax-And-Enjoy-Beautiful-Key-Largo-Townhome.h24204423.Hotel-Information) 9.0/10 Wonderful (129 reviews) "Very nice updated home in a nice community with views to the lagoon. Would definitely stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Priscilla G. CA $367 CA $793 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Key-Largo-Hotels-Relax-And-Enjoy-Beautiful-Key-Largo-Townhome.h24204423.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/40000000/39860000/39854400/39854350/119dae30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/40000000/39860000/39854400/39854350/4e101806.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/40000000/39860000/39854400/39854350/ba3ae0e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/40000000/39860000/39854400/39854350/2824ed80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Key Largo [](https://www.expedia.ca/Key-Largo-Hotels-Waterfront-Pool.h39854350.Hotel-Information) 9.8/10 Exceptional (80 reviews) "Had a great time property was exactly as described. Would stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael S. CA $383 CA $787 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Key-Largo-Hotels-Waterfront-Pool.h39854350.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/28000000/27450000/27442300/27442290/d90cad76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27450000/27442300/27442290/643f4a4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27450000/27442300/27442290/cdc89db9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/28000000/27450000/27442300/27442290/784806b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Key Largo [](https://www.expedia.ca/Key-Largo-Hotels-LICENSED-MANAGER-MODERN-22-COCONUT-PALM-VILLA-OCEANFRONT-BEACH-RESORT.h27442290.Hotel-Information) 9.4/10 Exceptional (62 reviews) "Easy clean condo " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephen G. CA $476 CA $1,034 total includes taxes & fees Jan 31 - Feb 1 [](https://www.expedia.ca/Key-Largo-Hotels-LICENSED-MANAGER-MODERN-22-COCONUT-PALM-VILLA-OCEANFRONT-BEACH-RESORT.h27442290.Hotel-Information) ![Beach towels](https://images.trvl-media.com/lodging/91000000/90180000/90174100/90174063/8b761761.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/91000000/90180000/90174100/90174063/c885e15a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/91000000/90180000/90174100/90174063/7d3c5406.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90180000/90174100/90174063/421c20bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Key Largo [](https://www.expedia.ca/Key-Largo-Hotels-New-Tiny-Home-Paddle-Boards.h90174063.Hotel-Information) 9.6/10 Exceptional (88 reviews) "Great location! Super quiet and relaxing area! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Devin H. CA $352 CA $748 total includes taxes & fees Feb 26 - Feb 27 [](https://www.expedia.ca/Key-Largo-Hotels-New-Tiny-Home-Paddle-Boards.h90174063.Hotel-Information) ![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/106000000/105570000/105563400/105563360/9ed9fba1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105570000/105563400/105563360/c0919969.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/106000000/105570000/105563400/105563360/954a928d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/106000000/105570000/105563400/105563360/2a4a39d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Key Largo Village [](https://www.expedia.ca/Key-Largo-Hotels-Premium-Floating-Bugalow-By-Stay-Ombi-In-The-Keys-With-Stunning-Ocean-Views.h105563360.Hotel-Information) CA $1,780 CA $2,135 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Key-Largo-Hotels-Premium-Floating-Bugalow-By-Stay-Ombi-In-The-Keys-With-Stunning-Ocean-Views.h105563360.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120630000/120624700/120624610/396e03e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120630000/120624700/120624610/w1078h802x1y198-a3a83b11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120630000/120624700/120624610/3bdab314.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120630000/120624700/120624610/0915fdf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Key Largo [](https://www.expedia.ca/Key-Largo-Hotels-Marvelous-2-Bedroom-House-With-AC-In-Key-Largo.h120624610.Hotel-Information) 10/10 Exceptional (47 reviews) "Good location. Lagoon and pool right outside door. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debra C. CA $391 CA $841 total includes taxes & fees Feb 4 - Feb 5 [](https://www.expedia.ca/Key-Largo-Hotels-Marvelous-2-Bedroom-House-With-AC-In-Key-Largo.h120624610.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/33000000/32650000/32643200/32643137/53c2716d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/33000000/32650000/32643200/32643137/deb34f23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/33000000/32650000/32643200/32643137/dcd685ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, jetted tub, hair dryer, towels](https://images.trvl-media.com/lodging/33000000/32650000/32643200/32643137/cb040538.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Key Largo [](https://www.expedia.ca/Key-Largo-Hotels-The-Grand-Lodge-Right-On-The-Water-At-Largo-Resort-By-Rentyl-Resorts.h32643137.Hotel-Information) 9.6/10 Exceptional (4 reviews) "would stay again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jonathan G. CA $2,474 CA $3,236 total includes taxes & fees Feb 4 - Feb 5 [](https://www.expedia.ca/Key-Largo-Hotels-The-Grand-Lodge-Right-On-The-Water-At-Largo-Resort-By-Rentyl-Resorts.h32643137.Hotel-Information) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/35000000/34150000/34140800/34140748/2ef98d02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34150000/34140800/34140748/e5f0537a.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/35000000/34150000/34140800/34140748/5d0da2ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34150000/34140800/34140748/87625d2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Key Largo [](https://www.expedia.ca/Key-Largo-Hotels-Casa-Azul-THE-Salt-Life-Meets-Luxury-Chic-With-Beachy-Vibes-Free-Golf-Cart.h34140748.Hotel-Information) 9.8/10 Exceptional (194 reviews) "Very relaxing vacation " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Teresa M. CA $822 CA $1,515 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Key-Largo-Hotels-Casa-Azul-THE-Salt-Life-Meets-Luxury-Chic-With-Beachy-Vibes-Free-Golf-Cart.h34140748.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/73000000/72660000/72653600/72653526/78bddc27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/73000000/72660000/72653600/72653526/2d0fd435.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, foosball](https://images.trvl-media.com/lodging/73000000/72660000/72653600/72653526/aaa95a27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/73000000/72660000/72653600/72653526/3c06d12a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Rock Harbor [](https://www.expedia.ca/Key-Largo-Hotels-Beautiful-Oceanside-Mariners-3-Bedroom-Townhome.h72653526.Hotel-Information) 10/10 Exceptional (90 reviews) "Great place, great hosts. We'll probably be backThank you" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Curt B. CA $476 CA $970 total includes taxes & fees Feb 4 - Feb 5 [](https://www.expedia.ca/Key-Largo-Hotels-Beautiful-Oceanside-Mariners-3-Bedroom-Townhome.h72653526.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/68000000/67390000/67389700/67389654/bc33b00f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/68000000/67390000/67389700/67389654/3d66974c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/68000000/67390000/67389700/67389654/b484f538.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/68000000/67390000/67389700/67389654/0447ada9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Key Largo [](https://www.expedia.ca/Key-Largo-Hotels-Overlooking-Saltwater-Lagoon-Free-Kayaks-Renovated.h67389654.Hotel-Information) 9.6/10 Exceptional (46 reviews) "Absolutely perfect trip. The house was clean and had everything we needed. Its a great location too!" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Jill D. CA $585 CA $1,325 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Key-Largo-Hotels-Overlooking-Saltwater-Lagoon-Free-Kayaks-Renovated.h67389654.Hotel-Information) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/61000000/60190000/60181700/60181656/w1548h866x0y0-c5bd202b.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) ![Property grounds](https://images.trvl-media.com/lodging/61000000/60190000/60181700/60181656/11092a48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/61000000/60190000/60181700/60181656/d0480ae5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Rock Harbor [](https://www.expedia.ca/Key-Largo-Hotels-Ohana-Cay-20-Mariners-Club-Book-Your-Getaway.h60181656.Hotel-Information) 10/10 Exceptional (93 reviews) "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 $476 CA $1,292 total includes taxes & fees Feb 28 - Mar 1 [](https://www.expedia.ca/Key-Largo-Hotels-Ohana-Cay-20-Mariners-Club-Book-Your-Getaway.h60181656.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/118000000/117810000/117803800/117803749/d4871fe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/118000000/117810000/117803800/117803749/6646cb13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117810000/117803800/117803749/ad5f6fbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/118000000/117810000/117803800/117803749/110664ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Key Largo [](https://www.expedia.ca/Key-Largo-Hotels-2-Bedroom-Townhome-In-Pleasant-Gated-Community-Located-In-Key-Largo.h117803749.Hotel-Information) CA $445 CA $820 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Key-Largo-Hotels-2-Bedroom-Townhome-In-Pleasant-Gated-Community-Located-In-Key-Largo.h117803749.Hotel-Information) ![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/35000000/34550000/34548900/34548876/472b31db.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/35000000/34550000/34548900/34548876/6781facc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34550000/34548900/34548876/b4f9ab10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/35000000/34550000/34548900/34548876/2a6f7c04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Key Largo [](https://www.expedia.ca/Key-Largo-Hotels-Serene-Bungalow-In-Paradise-At-Largo-Resort-By-Rentyl-Resorts.h34548876.Hotel-Information) 10/10 Exceptional (2 reviews) " We regret that we only booked for one night. We will definitely return for a longer stay. Everything about Key Largo Resort was perfect! The setting, the location, the accommodations, everything! Thank you for an amazing experience! We will be back! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kimberly V. CA $583 CA $837 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Key-Largo-Hotels-Serene-Bungalow-In-Paradise-At-Largo-Resort-By-Rentyl-Resorts.h34548876.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91220000/91218300/91218247/a0c8fd9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/92000000/91220000/91218300/91218247/0c7fe866.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/92000000/91220000/91218300/91218247/c136eeb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91220000/91218300/91218247/3ed7dcd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Key Largo [](https://www.expedia.ca/Key-Largo-Hotels-Tropical-House-By-The-Shore-At-Largo-Resort-By-Rentyl-Resorts.h91218247.Hotel-Information) CA $1,086 CA $1,478 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Key-Largo-Hotels-Tropical-House-By-The-Shore-At-Largo-Resort-By-Rentyl-Resorts.h91218247.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116660000/116651600/116651552/8e0796bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116660000/116651600/116651552/9be60bcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/117000000/116660000/116651600/116651552/e8550ff1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116660000/116651600/116651552/ea3fd9cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Key Largo [](https://www.expedia.ca/Key-Largo-Hotels-Oceanview-Escape-Pool.h116651552.Hotel-Information) CA $520 CA $1,173 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Key-Largo-Hotels-Oceanview-Escape-Pool.h116651552.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/35000000/34550000/34547900/34547822/343c5d97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![An infinity pool, a heated pool](https://images.trvl-media.com/lodging/35000000/34550000/34547900/34547822/9a52d7f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34550000/34547900/34547822/54c8368d.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/c0942baa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Key Largo [](https://www.expedia.ca/Key-Largo-Hotels-Tranquil-Bungalow-At-The-Beautiful-At-Largo-Resort-By-Rentyl-Resorts.h34547822.Hotel-Information) 9.6/10 Exceptional (7 reviews) "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 $529 CA $771 total includes taxes & fees Feb 26 - Feb 27 [](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/33000000/32180000/32179700/32179681/4c8b67b3_edited_416f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/33000000/32180000/32179700/32179681/9ce2d3fd_edited_d426.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/33000000/32180000/32179700/32179681/3b8e5bf8_edited_7abc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/33000000/32180000/32179700/32179681/ceb45735_edited_dfad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Rock Harbor [](https://www.expedia.ca/Key-Largo-Hotels-Spacious-4BR3BA-8-Beds-Mariners-Club-Community-Perfect-For-Large-Groups.h32179681.Hotel-Information) 10/10 Exceptional (71 reviews) "Well organized, clean, beds and pillows were very comfortable, quit and very relaxing.If you are looking for a place to stay while diving, I would highly recommend staying here." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tracy M. CA $782 CA $1,787 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Key-Largo-Hotels-Spacious-4BR3BA-8-Beds-Mariners-Club-Community-Perfect-For-Large-Groups.h32179681.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/112000000/111540000/111531300/111531293/362b5e49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/112000000/111540000/111531300/111531293/844dae16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111540000/111531300/111531293/f6a0246a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111540000/111531300/111531293/c4e2de3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Rock Harbor [](https://www.expedia.ca/Key-Largo-Hotels-Sunrise-Retreat-Ocean-Pool-Views.h111531293.Hotel-Information) 9.8/10 Exceptional (9 reviews) "This property was just as described! Very clean, great access to the pool and a beautiful view. Beds were comfortable and kitchen had everything we needed to prepare meals. Our host was easy to communicate with and the area was very safe. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura N. CA $498 CA $1,311 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Key-Largo-Hotels-Sunrise-Retreat-Ocean-Pool-Views.h111531293.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/115000000/114400000/114399800/114399726/df0e3103.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, table tennis](https://images.trvl-media.com/lodging/115000000/114400000/114399800/114399726/a6d53865.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, table tennis](https://images.trvl-media.com/lodging/115000000/114400000/114399800/114399726/72ca6ca7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114400000/114399800/114399726/3b25d703.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Buccaneer Point [](https://www.expedia.ca/Key-Largo-Hotels-Lakefront-Retreat-In-Key-Largo.h114399726.Hotel-Information) CA $1,359 CA $1,864 total includes taxes & fees Feb 7 - Feb 8 [](https://www.expedia.ca/Key-Largo-Hotels-Lakefront-Retreat-In-Key-Largo.h114399726.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-11&endDate=2026-02-12®ionId=553248635976197663&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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®ionId=553248635976197663&latLong=24.954588%2C-80.592445&adults=2&startDate=2026-04-28&d1=2026-04-28&endDate=2026-05-01&d2=2026-05-01&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Windley+Key%2C+Florida%2C+United+States+of+America®ionId=553248635976197663&latLong=24.954588%2C-80.592445&adults=2&startDate=2026-04-28&d1=2026-04-28&endDate=2026-05-01&d2=2026-05-01&lodging=APARTMENT) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Windley+Key%2C+Florida%2C+United+States+of+America®ionId=553248635976197663&latLong=24.954588%2C-80.592445&adults=2&startDate=2026-04-28&d1=2026-04-28&endDate=2026-05-01&d2=2026-05-01&lodging=VACATION_HOME) Condos [](https://www.expedia.ca/Hotel-Search?destination=Windley+Key%2C+Florida%2C+United+States+of+America®ionId=553248635976197663&latLong=24.954588%2C-80.592445&adults=2&startDate=2026-04-28&d1=2026-04-28&endDate=2026-05-01&d2=2026-05-01&lodging=CONDO) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Windley+Key%2C+Florida%2C+United+States+of+America®ionId=553248635976197663&latLong=24.954588%2C-80.592445&adults=2&startDate=2026-04-28&d1=2026-04-28&endDate=2026-05-01&d2=2026-05-01&lodging=COTTAGE) Villas [](https://www.expedia.ca/Hotel-Search?destination=Windley+Key%2C+Florida%2C+United+States+of+America®ionId=553248635976197663&latLong=24.954588%2C-80.592445&adults=2&startDate=2026-04-28&d1=2026-04-28&endDate=2026-05-01&d2=2026-05-01&lodging=VILLA) Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Windley+Key%2C+Florida%2C+United+States+of+America®ionId=553248635976197663&latLong=24.954588%2C-80.592445&adults=2&startDate=2026-04-28&d1=2026-04-28&endDate=2026-05-01&d2=2026-05-01&lodging=HOUSE_BOAT) ![](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 ![Rock Reef Resort](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/6ddda999_y.jpg) ### Rock Reef Resort 10/10 Excellent "Great view in the back of Hotel’s." [](https://expedia.ca/Key-Largo-Hotels-Rock-Reef-Resort.h57185414.Hotel-Information) ![Fisher Inn Resort & Marina](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/9ae0ece9_y.jpg) ### Fisher Inn Resort & Marina 10/10 Excellent "The room was clean and roomy. The beach was clean and roomy." [](https://expedia.ca/Islamorada-Hotels-Fisher-Inn-Resort-Marina.h3274374.Hotel-Information) ![Baker's Cay Resort Key Largo, Curio Collection by Hilton](https://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 "The staff from the valet to the front desk to the waitresses to the maintance staff were all so nice and helpful! The Hotel and grounds are beautiful! " [](https://expedia.ca/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.Hotel-Information) ![Waterside Suites & Marina](https://images.trvl-media.com/lodging/1000000/20000/13800/13719/7b7ca43b_y.jpg) ### Waterside Suites & Marina 10/10 Excellent "Nice " [](https://expedia.ca/Key-Largo-Hotels-Waterside-Suites-Marina.h13719.Hotel-Information) ![Lime Tree Bay Resort](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/6f2246e8_y.jpg) ### Lime Tree Bay Resort 10/10 Excellent "We stay one night but it was great. It was very clean and it had the space we need it. The front desk staff were friendly and welcoming. This is the 4th time we stay at The Lime Tree Bay Resort." [](https://expedia.ca/Long-Key-Hotels-Lime-Tree-Bay-Resort.h882254.Hotel-Information) ![Reefhouse Resort & Marina](https://images.trvl-media.com/lodging/1000000/10000/3500/3427/af093823_y.jpg) ### Reefhouse Resort & Marina 10/10 Excellent "Nice room, pleasant staff, facility was clean and organized, staff attentive. Would definitely stay again. " [](https://expedia.ca/Key-Largo-Hotels-Reefhouse-Resort-Marina.h3427.Hotel-Information) ![Chesapeake Beach Resort](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306_y.jpg) ### Chesapeake Beach Resort 10/10 Excellent "Staff was very nice. Nice to use the complimentary clear bottom kayaks. Breakfast was good, Didi made a great omelette!" [](https://expedia.ca/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) ![Marina Del Mar Resort and Marina](https://images.trvl-media.com/lodging/1000000/10000/5200/5114/d42f8885_y.jpg) ### Marina Del Mar Resort and Marina 10/10 Excellent "Super clean room. Staff was great and very helpful. Beautiful view. Walking distance from restaurant." [](https://expedia.ca/Key-Largo-Hotels-Marina-Del-Mar-Resort-And-Marina.h5114.Hotel-Information) ![Amara Cay Resort](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/84b50729_y.jpg) ### Amara Cay Resort 10/10 Excellent "Beautiful place!" [](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 | 855 | | ----------------- | ------------------ | | Accommodation | 630 Vacation Homes | | Lowest Price | CA $691 | | Highest Price | CA $3,236 | ## 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) - [B&B in Elliott Key ](https://www.expedia.ca/Elliott-Key-Bed-And-Breakfast.d553248621532652848-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Condo Rentals in Elliott Key ](https://www.expedia.ca/Elliott-Key-Condos.d553248621532652848-aaCondos.Travel-Guide-Accommodation) - 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