Title: Windley Key Vacation Home Rentals from CA $467: 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) ![Windley Key Fossil Reef Geological State Park](https://images.trvl-media.com/place/6282211/331e71ab-ee65-4e64-bb08-32876871cf53.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 [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635976197663&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976197663&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=553248635976197663&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976197663&startDate=2026-02-06&endDate=2026-02-08&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 ![Outdoor dining](https://images.trvl-media.com/lodging/56000000/55190000/55183800/55183749/3fcd9eda.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) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/56000000/55190000/55183800/55183749/b9c3b69c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/56000000/55190000/55183800/55183749/dc56f258.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Key Largo [](https://www.expedia.ca/Key-Largo-Hotels-Cozy-Home-Beach.h55183749.Hotel-Information) 9.6/10 Exceptional (45) "We absolutely loved it! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emily B. CA $173 CA $467 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Key-Largo-Hotels-Cozy-Home-Beach.h55183749.Hotel-Information) ![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) ![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) ![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) ### Vacation Home in Key Largo [](https://www.expedia.ca/Key-Largo-Hotels-Charming-Home-In-Key-Largo.h99961430.Hotel-Information) 9.8/10 Exceptional (28) "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 $241 CA $656 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Key-Largo-Hotels-Charming-Home-In-Key-Largo.h99961430.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/c67c2f1a.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) ![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 (83) "The place was clean and nice, no problems at all. Plenty of room for my family. Wish we could have stayed longer!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brad W. CA $205 CA $560 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Key-Largo-Hotels-New-Tiny-Home-Paddle-Boards.h90174063.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/25000000/24210000/24204500/24204423/033a0c45.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) ![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) ### 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) "We stayed in 2 vrbo properties while in Florida. This one met and exceeded our expectations. We would stay again without hesitation." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly M. CA $326 CA $739 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Key-Largo-Hotels-Relax-And-Enjoy-Beautiful-Key-Largo-Townhome.h24204423.Hotel-Information) ![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/ead25afb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120630000/120624700/120624610/57ae9000.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 (45) "Good location. Lagoon and pool right outside door. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debra C. CA $299 CA $721 total includes taxes & fees Dec 15 - Dec 16 [](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/35000000/34160000/34151400/34151311/baa2cc0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34160000/34151400/34151311/d4b84cfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34160000/34151400/34151311/d0e1047f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/35000000/34160000/34151400/34151311/a43fb957.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Key Largo [](https://www.expedia.ca/Key-Largo-Hotels-Lovely-Bungalow-W-Plenty-Of-Shade-At-Largo-Resort-By-Rentyl-Resorts.h34151311.Hotel-Information) 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 $329 CA $512 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Key-Largo-Hotels-Lovely-Bungalow-W-Plenty-Of-Shade-At-Largo-Resort-By-Rentyl-Resorts.h34151311.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) ![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) ![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) ![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34550000/34547900/34547822/d8518535.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) "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 $384 CA $580 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Key-Largo-Hotels-Tranquil-Bungalow-At-The-Beautiful-At-Largo-Resort-By-Rentyl-Resorts.h34547822.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) ![Interior](https://images.trvl-media.com/lodging/61000000/60190000/60181700/60181656/23b62cca.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) ![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 (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 $344 CA $1,128 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Key-Largo-Hotels-Ohana-Cay-20-Mariners-Club-Book-Your-Getaway.h60181656.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/34000000/33940000/33939100/33939052/6aaab228.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/34000000/33940000/33939100/33939052/f29553a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33940000/33939100/33939052/d8dda25d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/34000000/33940000/33939100/33939052/9614ca0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Key Largo [](https://www.expedia.ca/Key-Largo-Hotels-Waterfront-Town-Home-On-A-Lagoon.h33939052.Hotel-Information) 9.8/10 Exceptional (140) "Great location, well stocked kitchen, bathrooms, etc. Excellent host, had a great time in a beautiful community. The lagoon is a great feature." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) jannet p. CA $398 CA $851 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Key-Largo-Hotels-Waterfront-Town-Home-On-A-Lagoon.h33939052.Hotel-Information) ![TV, video games](https://images.trvl-media.com/lodging/113000000/112190000/112183700/112183617/f5103c0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, video games](https://images.trvl-media.com/lodging/113000000/112190000/112183700/112183617/37117a10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112190000/112183700/112183617/f494fbd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112190000/112183700/112183617/cc421d2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Key Largo [](https://www.expedia.ca/Key-Largo-Hotels-Key-Largo-Oceanfront-Oasis-W-Pool-Hot-Tub.h112183617.Hotel-Information) 10/10 Exceptional (4) "Loved the location and views, house is amazing" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dan L. CA $478 CA $1,083 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Key-Largo-Hotels-Key-Largo-Oceanfront-Oasis-W-Pool-Hot-Tub.h112183617.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/56000000/55190000/55186000/55185936/b1253f8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/56000000/55190000/55186000/55185936/21139812.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/56000000/55190000/55186000/55185936/26a22601.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/56000000/55190000/55186000/55185936/e09981e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Key Largo [](https://www.expedia.ca/Key-Largo-Hotels-Tiny-House-On-The-Water-Pool.h55185936.Hotel-Information) 9.6/10 Exceptional (63) "Great little place with awesome outdoor area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James D. CA $208 CA $565 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Key-Largo-Hotels-Tiny-House-On-The-Water-Pool.h55185936.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) ![Interior](https://images.trvl-media.com/lodging/23000000/22260000/22255900/22255819/ca35dc9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22260000/22255900/22255819/68f2b926.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) ### Vacation Home in Key Largo [](https://www.expedia.ca/Key-Largo-Hotels-Oceanside-Kawama-Villa-R5.h22255819.Hotel-Information) 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. [](https://www.expedia.ca/Key-Largo-Hotels-Oceanside-Kawama-Villa-R5.h22255819.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) ![Miscellaneous](https://images.trvl-media.com/lodging/106000000/105570000/105563400/105563360/03022632.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) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105570000/105563400/105563360/c0919969.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 $1,803 CA $2,167 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Key-Largo-Hotels-Premium-Floating-Bugalow-By-Stay-Ombi-In-The-Keys-With-Stunning-Ocean-Views.h105563360.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/34000000/33570000/33564300/33564261/8dfc406a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33570000/33564300/33564261/dfb291fa.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) ### Vacation Home in Key Largo [](https://www.expedia.ca/Key-Largo-Hotels-Waterfront-Cottage-Beach-And-Dockage-Open-Water-Views.h33564261.Hotel-Information) 9.4/10 Exceptional (46) "This was a very cute resort, with perfect views! We were able to stay with our family and even bring our puppies. We had an absolutely amazing time!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shane F. CA $379 CA $767 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Key-Largo-Hotels-Waterfront-Cottage-Beach-And-Dockage-Open-Water-Views.h33564261.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/49000000/48450000/48449600/48449553/19054a2b.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) ![Outdoor dining](https://images.trvl-media.com/lodging/49000000/48450000/48449600/48449553/9cb7aefd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/49000000/48450000/48449600/48449553/8c96c552.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Key Largo [](https://www.expedia.ca/Key-Largo-Hotels-Tiny-House2-On-The-Water-Pool.h48449553.Hotel-Information) 9.6/10 Exceptional (123) "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 $238 CA $601 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Key-Largo-Hotels-Tiny-House2-On-The-Water-Pool.h48449553.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) ![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) ![Outdoor dining](https://images.trvl-media.com/lodging/33000000/32650000/32643200/32643137/deb34f23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/33000000/32650000/32643200/32643137/3ba5bff8.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) "would stay again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jonathan G. CA $2,051 CA $2,698 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Key-Largo-Hotels-The-Grand-Lodge-Right-On-The-Water-At-Largo-Resort-By-Rentyl-Resorts.h32643137.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/35000000/34420000/34412600/34412502/f145a8fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/35000000/34420000/34412600/34412502/9e094b5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/35000000/34420000/34412600/34412502/e74bb929.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/35000000/34420000/34412600/34412502/d5d40b77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Key Largo [](https://www.expedia.ca/Key-Largo-Hotels-Sunrise-Escape-Ocean-Front-Villa-Sleeps-10.h34412502.Hotel-Information) 9.8/10 Exceptional (66) "This place was perfect for 9 people. Both the condo and the area had plenty to do " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ethan CA $627 CA $1,389 total includes taxes & fees Jan 8 - Jan 9, 2026 [](https://www.expedia.ca/Key-Largo-Hotels-Sunrise-Escape-Ocean-Front-Villa-Sleeps-10.h34412502.Hotel-Information) ![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/35000000/34430000/34429500/34429404/962bebfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34430000/34429500/34429404/6757fea2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels](https://images.trvl-media.com/lodging/35000000/34430000/34429500/34429404/eec4479d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/35000000/34430000/34429500/34429404/e1080026.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Key Largo [](https://www.expedia.ca/Key-Largo-Hotels-Cozy-Bungalow-W-Sunset-Ocean-View-At-Largo-Resort-Resort-By-Rentyl-Resorts.h34429404.Hotel-Information) 9.0/10 Wonderful (2) "We got everything we need, a relaxing place, great service, easy to find, restaurants all over the place and most important of all very clean and beautiful. We loved." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ricardo M. CA $481 CA $701 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Key-Largo-Hotels-Cozy-Bungalow-W-Sunset-Ocean-View-At-Largo-Resort-Resort-By-Rentyl-Resorts.h34429404.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/40000000/39860000/39854400/39854350/5c177f3d.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) ![Smart TV](https://images.trvl-media.com/lodging/40000000/39860000/39854400/39854350/ba3ae0e6.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) "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 $262 CA $632 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Key-Largo-Hotels-Waterfront-Pool.h39854350.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) ![Interior](https://images.trvl-media.com/lodging/92000000/91220000/91218300/91218247/3ed7dcd4.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) ### 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 $1,101 CA $1,479 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Key-Largo-Hotels-Tropical-House-By-The-Shore-At-Largo-Resort-By-Rentyl-Resorts.h91218247.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=2025-12-27&endDate=2025-12-28®ionId=553248635976197663&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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 ![Bayside Inn Key Largo](https://images.trvl-media.com/lodging/1000000/30000/22700/22657/419b7787_y.jpg) ### Bayside Inn Key Largo 10/10 Excellent "Nice affordable property with an excellent restaurant next door which provides a discount for people staying at the hotel. Not a lot of amenities, but good price and decent room for Key Largo." [](https://expedia.ca/Key-Largo-Hotels-Bayside-Inn-Key-Largo.h22657.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 "Great place " [](https://expedia.ca/Long-Key-Hotels-Lime-Tree-Bay-Resort.h882254.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 "Great for the Keys" [](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 "very nice staff, quiet and comfortable" [](https://expedia.ca/Islamorada-Hotels-Amara-Cay-Resort.h61976.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 "Clean fresh rooms, facilities and property! Extraordinary customer service. Great kayaks and paddleboards to use free. I would definitely stay here again" [](https://expedia.ca/Islamorada-Hotels-Fisher-Inn-Resort-Marina.h3274374.Hotel-Information) ![Drift Hotel](https://images.trvl-media.com/lodging/14000000/13210000/13209600/13209518/f3e504e7_y.jpg) ### Drift Hotel 10/10 Excellent "The room was spotless. Small, but have everything. The little beach with the deck over the water is really beautiful, and the front desk person was very friendly and helpful." [](https://expedia.ca/Key-Largo-Hotels-Drift-Hotel.h13209518.Hotel-Information) ![The Pelican Key Largo Cottages](https://images.trvl-media.com/lodging/7000000/6840000/6839400/6839376/f35b06df_y.jpg) ### The Pelican Key Largo Cottages 10/10 Excellent "Great staff, very welcoming, the accommodations were very clean. We did see manatees while we were there which was magical. " [](https://expedia.ca/Key-Largo-Hotels-The-Pelican-Key-Largo-Cottages.h6839376.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 "Staff was amazing and process was fast and painless" [](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 "Love the area " [](https://expedia.ca/Key-Largo-Hotels-Waterside-Suites-Marina.h13719.Hotel-Information) ## Find out more about Windley Key ## Windley Key Vacation Homes information | Number of reviews | 1,098 | | ----------------- | ------------------ | | Accommodation | 630 Vacation Homes | | Lowest Price | CA $467 | | Highest Price | CA $2,698 | ## Explore a world of travel with Expedia - 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