Title: Windley Key Vacation Rentals from $260: Search Short-Term Rentals | Expedia.com [Windley Key Travel Guide](https://expedia.com/Windley-Key.dx553248635976197663)[Hotels in Windley Key](https://expedia.com/Windley-Key-Hotels.d553248635976197663.Travel-Guide-Hotels)[Flights to Windley Key](https://expedia.com/Cheap-Flights-To-Windley-Key.d553248635976197663.Travel-Guide-Flights)[Things to do in Windley Key](https://expedia.com/Things-To-Do-In-Windley-Key.d553248635976197663.Travel-Guide-Activities)[Car Rentals in Windley Key](https://expedia.com/Car-Rentals-In-Windley-Key.d553248635976197663.Car-Rental-Guide)[Windley Key Vacation Packages](https://expedia.com/Windley-Key.d553248635976197663.Destination-Travel-Guides) ![](https://images.trvl-media.com/place/6282211/331e71ab-ee65-4e64-bb08-32876871cf53.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6282211/331e71ab-ee65-4e64-bb08-32876871cf53.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=553248635976197663&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=553248635976197663&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 26 - Jun 28](https://www.expedia.com/Hotel-Search?regionId=553248635976197663&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 24 - Jul 26](https://www.expedia.com/Hotel-Search?regionId=553248635976197663&startDate=2026-07-24&endDate=2026-07-26&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 rentals ![25-inch flat-screen TV with digital channels, TV](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/12c235b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/13368841.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/b0169681.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![25-inch flat-screen TV with digital channels, TV](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/92a650b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Treasure Harbor [](https://www.expedia.com/Islamorada-Hotels-Treasure-Harbor.h91743042.Hotel-Information) Islamorada 9.0/10 Wonderful (148 reviews) "Staff was great, rooms clean, views excellent" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diane $313 nightly $352 total Apr 16 - Apr 17 Total with taxes and fees [](https://www.expedia.com/Islamorada-Hotels-Treasure-Harbor.h91743042.Hotel-Information) ![Private beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/14000000/13280000/13279700/13279636/7f2e2269.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/14000000/13280000/13279700/13279636/54d676e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/14000000/13280000/13279700/13279636/f2688857.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/14000000/13280000/13279700/13279636/e6d14528.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Island Bay Resort [](https://www.expedia.com/Tavernier-Hotels-Island-Bay-Resort.h13279636.Hotel-Information) Tavernier 10/10 Exceptional (153 reviews) "Wonderful property and staff. Quite and beautiful!. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ethan $314 nightly $353 total Apr 13 - Apr 14 Total with taxes and fees [](https://www.expedia.com/Tavernier-Hotels-Island-Bay-Resort.h13279636.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/19240ce2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, beach towels](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/4550dbd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/98989626.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Bedroom, Kitchen, Pool View | Living area | TV](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/3602f78f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Breezy Palms Resort [](https://www.expedia.com/Islamorada-Hotels-Breezy-Palms-Resort.h11945889.Hotel-Information) Matecumbe 8.8/10 Excellent (648 reviews) "Clean room, good staff and convenience location for a visit." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Judbelth $231 nightly $260 total Apr 27 - Apr 28 Total with taxes and fees [](https://www.expedia.com/Islamorada-Hotels-Breezy-Palms-Resort.h11945889.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/56000000/55190000/55183800/55183749/3fcd9eda.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) ![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 [](https://www.expedia.com/Key-Largo-Hotels-Cozy-Home-Beach.h55183749.Hotel-Information) Key Largo 9.6/10 Exceptional (46 reviews) "I really enjoyed our stay at the campsite. The home is right on the water with plenty of activities to do. Also the grocery store and places to eat are only a few minutes away. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Everett S. $315 nightly $351 total Apr 29 - Apr 30 Total with taxes and fees [](https://www.expedia.com/Key-Largo-Hotels-Cozy-Home-Beach.h55183749.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/75000000/74060000/74058200/74058185/87fe04a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/75000000/74060000/74058200/74058185/15cadef5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74060000/74058200/74058185/d4b08acb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/75000000/74060000/74058200/74058185/70d4104f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Paradise in Key Largo, FL [](https://www.expedia.com/Key-Largo-Hotels-Paradise-In-Key-Largo.h74058185.Hotel-Information) Key Largo 9.6/10 Exceptional (68 reviews) "We really enjoyed our stay here .. the place was clean — had everything we needed… thanks for sharing your place.." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) brenda b. $258 nightly $287 total Apr 7 - Apr 8 Total with taxes and fees [](https://www.expedia.com/Key-Largo-Hotels-Paradise-In-Key-Largo.h74058185.Hotel-Information) ![Private beach, sun loungers](https://images.trvl-media.com/lodging/79000000/78330000/78323400/78323367/6213e965.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Cabin | Private kitchen | Coffee/tea maker](https://images.trvl-media.com/lodging/79000000/78330000/78323400/78323367/4fafaddd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dock](https://images.trvl-media.com/lodging/79000000/78330000/78323400/78323367/235ba8b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Cabin | Terrace/patio](https://images.trvl-media.com/lodging/79000000/78330000/78323400/78323367/84e1eccf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kings Kamp [](https://www.expedia.com/Key-Largo-Hotels-Kings-Kamp.h78323367.Hotel-Information) Key Largo 8.6/10 Excellent (34 reviews) "A hidden gem!!! Can’t wait to come back!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason $302 nightly $340 total Apr 2 - Apr 3 Total with taxes and fees [](https://www.expedia.com/Key-Largo-Hotels-Kings-Kamp.h78323367.Hotel-Information) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/40000000/40000000/39990300/39990272/359a5a1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/40000000/40000000/39990300/39990272/455f548e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/40000000/40000000/39990300/39990272/83d629b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/40000000/40000000/39990300/39990272/59030ec7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 BR/2 BA Oasis w Kayak, Pool, Beach & Dock Rental [](https://www.expedia.com/Key-Largo-Hotels-2-BR2-BA-Oasis-W-Kayak.h39990272.Hotel-Information) Key Largo 8.6/10 Excellent (90 reviews) "Great stay for the price" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William B J. $312 nightly $347 total Apr 21 - Apr 22 Total with taxes and fees [](https://www.expedia.com/Key-Largo-Hotels-2-BR2-BA-Oasis-W-Kayak.h39990272.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/108000000/107450000/107445700/107445689/e754168a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107450000/107445700/107445689/63276fc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/108000000/107450000/107445700/107445689/92765698.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/108000000/107450000/107445700/107445689/3e9849a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Paradise Palms 2 Bedroom Condo Ocean Pointe 1206 [](https://www.expedia.com/Tavernier-Hotels-Paradise-Palms-Ocean-Pointe-1206.h107445689.Hotel-Information) Tavernier 9.8/10 Exceptional (6 reviews) "Super clean and neat location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher R. $393 nightly $426 total Apr 27 - Apr 28 Total with taxes and fees [](https://www.expedia.com/Tavernier-Hotels-Paradise-Palms-Ocean-Pointe-1206.h107445689.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/54000000/53650000/53645500/53645406/2c274a42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/54000000/53650000/53645500/53645406/495e9d16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/54000000/53650000/53645500/53645406/30ba6bab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/54000000/53650000/53645500/53645406/5e45a8ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ [](https://www.expedia.com/Tavernier-Hotels-Serenity-In-The-Sun-Condo-Fabulous-Ocean-View.h53645406.Hotel-Information) Tavernier 10/10 Exceptional (113 reviews) "Fantastic place to stay! Very clean and great hosts. Will stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Les $435 nightly $483 total Apr 26 - Apr 27 Total with taxes and fees [](https://www.expedia.com/Tavernier-Hotels-Serenity-In-The-Sun-Condo-Fabulous-Ocean-View.h53645406.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) ![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) ![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) ### Charming Home in Key Largo [](https://www.expedia.com/Key-Largo-Hotels-Charming-Home-In-Key-Largo.h99961430.Hotel-Information) Key Largo 9.8/10 Exceptional (33 reviews) "Very nice place and definitely would stay there again! Very nice host and redponded on time." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amey P. $383 nightly $425 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Key-Largo-Hotels-Charming-Home-In-Key-Largo.h99961430.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/92000000/91590000/91581900/91581828/007a058b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91590000/91581900/91581828/cf2ff366.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/92000000/91590000/91581900/91581828/e778360d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91590000/91581900/91581828/c8dd01e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Reel Key Largo Escape Ocean Pointe 5209 [](https://www.expedia.com/Tavernier-Hotels-New-Listing-At-Ocean-Point-Key-Largo-Escape-5209.h91581828.Hotel-Information) Tavernier 9.6/10 Exceptional (8 reviews) "Great area" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yesenia $377 nightly $409 total Apr 29 - Apr 30 Total with taxes and fees [](https://www.expedia.com/Tavernier-Hotels-New-Listing-At-Ocean-Point-Key-Largo-Escape-5209.h91581828.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101240000/101232100/101232074/0864a30f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/102000000/101240000/101232100/101232074/d41b15fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/102000000/101240000/101232100/101232074/dea19358.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101240000/101232100/101232074/93ccee81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy place in Calusa Key Largo [](https://www.expedia.com/Key-Largo-Hotels-Cozy-Place-In-Calusa-Key-Largo.h101232074.Hotel-Information) Key Largo 9.0/10 Wonderful (16 reviews) "Perfect weekend getaway location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tex H. $293 nightly $326 total Apr 27 - Apr 28 Total with taxes and fees [](https://www.expedia.com/Key-Largo-Hotels-Cozy-Place-In-Calusa-Key-Largo.h101232074.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/64000000/63120000/63112600/63112538/82e6e9b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/64000000/63120000/63112600/63112538/9d4d58bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/64000000/63120000/63112600/63112538/c35a47ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/64000000/63120000/63112600/63112538/94f309cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amazing Ocean view condo [](https://www.expedia.com/Tavernier-Hotels-Amazing-Ocean-View-Condo.h63112538.Hotel-Information) Tavernier 9.6/10 Exceptional (46 reviews) "Exceeded expectations, exceptionally clean, great for kids (they loved the pool), perfect for our Keys trip" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Natalie M. $365 nightly $405 total Apr 13 - Apr 14 Total with taxes and fees [](https://www.expedia.com/Tavernier-Hotels-Amazing-Ocean-View-Condo.h63112538.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/27000000/26850000/26840200/26840173/w1024h765x0y3-fb83b9c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/27000000/26850000/26840200/26840173/735fe758.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/27000000/26850000/26840200/26840173/w716h768x155y0-db0c2844.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/27000000/26850000/26840200/26840173/w1024h648x0y33-a679fb72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean view condo with balcony/marina view [](https://www.expedia.com/Tavernier-Hotels-Ocean-View-Condo-With-Balconymarina-View.h26840173.Hotel-Information) Tavernier 8.8/10 Excellent (42 reviews) "Rooms were spacious and a short drive to most of the attractions we wanted to do. Rooms and bathrooms were gorgeous!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cindy $407 nightly $452 total Apr 8 - Apr 9 Total with taxes and fees [](https://www.expedia.com/Tavernier-Hotels-Ocean-View-Condo-With-Balconymarina-View.h26840173.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/108000000/107560000/107551800/107551797/w1350h897x0y3-3074c655.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107560000/107551800/107551797/01826372.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/108000000/107560000/107551800/107551797/49f56550.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107560000/107551800/107551797/436e10bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### OP-2 Ocean View w/heated pool beach marina [](https://www.expedia.com/Tavernier-Hotels-Ocean-Pointe-Ocean-View-Wheated-Pool-Beach-Marina.h107551797.Hotel-Information) Tavernier 8.4/10 Very Good (11 reviews) "Great location, thoughtful set-up. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle J. $284 nightly $317 total Apr 27 - Apr 28 Total with taxes and fees [](https://www.expedia.com/Tavernier-Hotels-Ocean-Pointe-Ocean-View-Wheated-Pool-Beach-Marina.h107551797.Hotel-Information) ![On the beach, beach towels](https://images.trvl-media.com/lodging/123000000/122340000/122335800/122335752/bee402e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122340000/122335800/122335752/2cbe3220.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/123000000/122340000/122335800/122335752/9c453f13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122340000/122335800/122335752/793c44a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beachfront Retreat w Pool, Boat Ramp & Dock Rental [](https://www.expedia.com/Key-Largo-Hotels-Beachfront-Retreat-W-Pool.h122335752.Hotel-Information) Key Largo 10/10 Exceptional (10 reviews) "Set up of RV was very nice. Great location and amenities at the campground." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cynthia C. $357 nightly $397 total Apr 16 - Apr 17 Total with taxes and fees [](https://www.expedia.com/Key-Largo-Hotels-Beachfront-Retreat-W-Pool.h122335752.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/56000000/55470000/55460200/55460149/w1349h897x0y3-bc517a86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/56000000/55470000/55460200/55460149/w1349h760x0y38-f861809f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/56000000/55470000/55460200/55460149/230eba13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/56000000/55470000/55460200/55460149/w1349h760x0y38-614b316f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dazzling Ocean Pointe -OP-Main [](https://www.expedia.com/Tavernier-Hotels-Dazzling-Ocean-View-Suite-Wheated-Pool.h55460149.Hotel-Information) Tavernier 9.0/10 Wonderful (92 reviews) "Cleanliness, location, communication and the pool was just great! Thank you so very much!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vicky W. $284 nightly $317 total Apr 29 - Apr 30 Total with taxes and fees [](https://www.expedia.com/Tavernier-Hotels-Dazzling-Ocean-View-Suite-Wheated-Pool.h55460149.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/91000000/90530000/90524700/90524666/83b3602f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/91000000/90530000/90524700/90524666/94e72557.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90530000/90524700/90524666/96b65caf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90530000/90524700/90524666/b33bbeb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Florida Keys Getaway - Slps 4 - Ocean View [](https://www.expedia.com/Tavernier-Hotels-Florida-Keys-Getaway-Slps-4-Ocean-View.h90524666.Hotel-Information) Tavernier 9.6/10 Exceptional (24 reviews) "Very good communication and everything was as advertised " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sam L. $375 nightly $416 total Apr 7 - Apr 8 Total with taxes and fees [](https://www.expedia.com/Tavernier-Hotels-Florida-Keys-Getaway-Slps-4-Ocean-View.h90524666.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/100000000/99380000/99379100/99379050/fec364af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99380000/99379100/99379050/58ae0676.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/100000000/99380000/99379100/99379050/0571d5ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99380000/99379100/99379050/f784540b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### RV by the Sea - Glamping in the Keys [](https://www.expedia.com/Key-Largo-Hotels-RV-By-The-Sea-Glamping-In-The-Keys-Sleeps-6.h99379050.Hotel-Information) Key Largo 9.0/10 Wonderful (26 reviews) "Good stay" ![Netherlands](https://a.travel-assets.com/egds/marks/flags/nl.svg) Anna d. $259 nightly $288 total May 2 - May 3 Total with taxes and fees [](https://www.expedia.com/Key-Largo-Hotels-RV-By-The-Sea-Glamping-In-The-Keys-Sleeps-6.h99379050.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256350/9bc23a15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256350/w1284h942x0y5-9b978d1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256350/079f8926.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256350/5a93ef3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3212 Across from Pool \* King & Queen/Twin Bunk Bed [](https://www.expedia.com/Tavernier-Hotels-Modern-Coastal-Renovation.h78256350.Hotel-Information) Tavernier 9.8/10 Exceptional (155 reviews) "The condo was spotless and beautifully decorated. The hosts are exceptionally thoughtful, leaving clear instructions on how to use / where to find items, and a welcome guide with information on local attractions and restaurants. I loved the attention to detail, such as placing nightlights in the bathrooms and beach chairs. The balcony is not large, but comfortably seats two people and offers an expansive view of the ocean. Ocean Pointe is a beautiful complex with a nice pool and beach. I... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrea $448 nightly $488 total Apr 23 - Apr 24 Total with taxes and fees [](https://www.expedia.com/Tavernier-Hotels-Modern-Coastal-Renovation.h78256350.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.com/Hotel-Search?startDate=2026-04-15&endDate=2026-04-16®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.com/Hotel-Search?destination=Windley+Key%2C+Florida%2C+United+States+of+America®ionId=553248635976197663&latLong=24.954588%2C-80.592445&adults=2&startDate=2026-06-30&d1=2026-06-30&endDate=2026-07-03&d2=2026-07-03&lodging=APART_HOTEL) Apartments [](https://www.expedia.com/Hotel-Search?destination=Windley+Key%2C+Florida%2C+United+States+of+America®ionId=553248635976197663&latLong=24.954588%2C-80.592445&adults=2&startDate=2026-06-30&d1=2026-06-30&endDate=2026-07-03&d2=2026-07-03&lodging=APARTMENT) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Windley+Key%2C+Florida%2C+United+States+of+America®ionId=553248635976197663&latLong=24.954588%2C-80.592445&adults=2&startDate=2026-06-30&d1=2026-06-30&endDate=2026-07-03&d2=2026-07-03&lodging=VACATION_HOME) Condos [](https://www.expedia.com/Hotel-Search?destination=Windley+Key%2C+Florida%2C+United+States+of+America®ionId=553248635976197663&latLong=24.954588%2C-80.592445&adults=2&startDate=2026-06-30&d1=2026-06-30&endDate=2026-07-03&d2=2026-07-03&lodging=CONDO) Cottages [](https://www.expedia.com/Hotel-Search?destination=Windley+Key%2C+Florida%2C+United+States+of+America®ionId=553248635976197663&latLong=24.954588%2C-80.592445&adults=2&startDate=2026-06-30&d1=2026-06-30&endDate=2026-07-03&d2=2026-07-03&lodging=COTTAGE) Villas [](https://www.expedia.com/Hotel-Search?destination=Windley+Key%2C+Florida%2C+United+States+of+America®ionId=553248635976197663&latLong=24.954588%2C-80.592445&adults=2&startDate=2026-06-30&d1=2026-06-30&endDate=2026-07-03&d2=2026-07-03&lodging=VILLA) Houseboats [](https://www.expedia.com/Hotel-Search?destination=Windley+Key%2C+Florida%2C+United+States+of+America®ionId=553248635976197663&latLong=24.954588%2C-80.592445&adults=2&startDate=2026-06-30&d1=2026-06-30&endDate=2026-07-03&d2=2026-07-03&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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWindley-Key-Vacation-Rentals.d553248635976197663.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindley-Key-Vacation-Rentals.d553248635976197663.Travel-Guide-VacationRentals) ## Top Windley Key Hotel Reviews ![Baker's Cay Resort Key Largo, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/7c755dc1_y.jpg) ### Baker's Cay Resort Key Largo, Curio Collection by Hilton 10/10 Excellent "Great hotel - not too big, nice beach, friendly staff, good food. Activities for families. Would come back !" [](https://expedia.com/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.Hotel-Information) ![Waterside Suites & Marina](https://images.trvl-media.com/lodging/1000000/20000/13800/13719/e2f3e092_y.jpg) ### Waterside Suites & Marina 10/10 Excellent "All rooms of our suite were clean, the living room furniture appeared new, the front desk staff was exceptionally friendly, plenty of on site parking and the views from the balcony were enjoyable due to the beauty of the area, as well as passing boats. It was a bit noisy due to music and voices carrying over the water but not too late." [](https://expedia.com/Key-Largo-Hotels-Waterside-Suites-Marina.h13719.Hotel-Information) ![Creekside Inn](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/4743fa46_y.jpg) ### Creekside Inn 10/10 Excellent "Great location and " [](https://expedia.com/Tavernier-Hotels-Creekside-Inn-Islamorada.h1576773.Hotel-Information) ![Chesapeake Beach Resort](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306_y.jpg) ### Chesapeake Beach Resort 8/10 Good "Good location in Islamorada close to attractions and good midpoint for exploring the keys. The property has the old building, motel style by the road and newer buildings and villas a bit more modern. Breakfast gets a bit backed up so go early if you want omelets, pancakes or French toast (the warm options). There are some continental breakfast options as well. Looks like they are trying to make things more upscale but not quite there yet. They could use some hammocks by the beach, the palm trees are begging for it and some ideas to fill the empty space between old and new buildings. Overall good luck experience, but not wow." [](https://expedia.com/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.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 "First off the staff were amazing the woman at the front desk was so helpful and friendly made me feel at home . If you are looking for a great time on the water hit up holf tight charters his boat is conveniently located just steps away from the hotel. The captain is awesome. Rooms were clean and the beds are comfortable " [](https://expedia.com/Islamorada-Hotels-Fisher-Inn-Resort-Marina.h3274374.Hotel-Information) ![Marina Del Mar Resort and Marina](https://images.trvl-media.com/lodging/1000000/10000/5200/5114/c05305d4_y.jpg) ### Marina Del Mar Resort and Marina 4/10 Poor "Our room was in bad shape: a dresser drawer was askew, you could barely open the closet sliders, chipped paint on the wall, broken moulding int he bathroom." [](https://expedia.com/Key-Largo-Hotels-Marina-Del-Mar-Resort-And-Marina.h5114.Hotel-Information) ![Reefhouse Resort & Marina](https://images.trvl-media.com/lodging/1000000/10000/3500/3427/e9f2dff3_y.jpg) ### Reefhouse Resort & Marina 10/10 Excellent "Very clean and comfortable with a nice deck and view." [](https://expedia.com/Key-Largo-Hotels-Reefhouse-Resort-Marina.h3427.Hotel-Information) ![Bayside Inn Key Largo](https://images.trvl-media.com/lodging/1000000/30000/22700/22657/ad31d180_y.jpg) ### Bayside Inn Key Largo 10/10 Excellent "My favorite hotel! My very favorite place to escape for peace and tranquility! Hotel is quaint and charming. The staff is amazing…. Starbucks coffee in the lobby is a huge amenity! There are no words for the sunset views from the beach! Heaven on Earth. " [](https://expedia.com/Key-Largo-Hotels-Bayside-Inn-Key-Largo.h22657.Hotel-Information) ![Lime Tree Bay Resort](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/55bf0b8b_y.jpg) ### Lime Tree Bay Resort 10/10 Excellent "Awesome vibe stunning sunset views, quiet but everything you need is at your finger tips. Convenience walking distance away and boat rental " [](https://expedia.com/Long-Key-Hotels-Lime-Tree-Bay-Resort.h882254.Hotel-Information) ## Find out more about Windley Key **Everything you need to know about Windley Key vacation rentals** Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Windley Key vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on. There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windley Key vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. **Windley Key vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Windley Key. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Windley Key in high season. Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $260 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals! **How to find incredible deals on Windley Key rentals** At Expedia, we put the best Windley Key vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. To find some top Windley Key rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windley Key vacation. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windley Key. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. ## Explore a world of travel with Expedia - Trending destinations on Expedia.com - All accommodation types in Windley Key ### Trending destinations on Expedia.com - [Destin Vacation Rentals ](https://www.expedia.com/Destin-Vacation-Rentals.d6906.Travel-Guide-VacationRentals) - [Panama City Vacation Rentals ](https://www.expedia.com/Panama-City-Beach-Vacation-Rentals.d8021.Travel-Guide-VacationRentals) - [Hilton Head Vacation Rentals ](https://www.expedia.com/Hilton-Head-Island-Vacation-Rentals.d601684.Travel-Guide-VacationRentals) - [Gulf Shores Vacation Rentals ](https://www.expedia.com/Gulf-Shores-Vacation-Rentals.d603078.Travel-Guide-VacationRentals) - [Key West Vacation Rentals ](https://www.expedia.com/Key-West-Vacation-Rentals.d1187.Travel-Guide-VacationRentals) - [Gatlinburg Vacation Rentals ](https://www.expedia.com/Gatlinburg-Vacation-Rentals.d7474.Travel-Guide-VacationRentals) - 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