Title: Islamorada Vacation Rentals from $271: Search Short-Term Rentals | Expedia.com [Islamorada Travel Guide](https://expedia.com/Islamorada.dx10768)[Hotels in Islamorada](https://expedia.com/Islamorada-Hotels.d10768.Travel-Guide-Hotels)[Flights to Islamorada](https://expedia.com/Cheap-Flights-To-Islamorada.d10768.Travel-Guide-Flights)[Things to do in Islamorada](https://expedia.com/Things-To-Do-In-Islamorada.d10768.Travel-Guide-Activities)[Car Rentals in Islamorada](https://expedia.com/Car-Rentals-In-Islamorada.d10768.Car-Rental-Guide)[Islamorada Vacation Packages](https://expedia.com/Islamorada.d10768.Destination-Travel-Guides) ![Islamorada featuring a sunset and general coastal views](https://images.trvl-media.com/place/10768/7014979e-dcd6-42fa-a69b-b138a0a93305.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/10768/7014979e-dcd6-42fa-a69b-b138a0a93305.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 [Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=10768&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=10768&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 three months [May 22 - May 24](https://www.expedia.com/Hotel-Search?regionId=10768&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) In four months [Jun 19 - Jun 21](https://www.expedia.com/Hotel-Search?regionId=10768&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Islamorada vacation rentals ![Exterior](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/19240ce2.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) ![Economy Room | 1 bedroom, free WiFi](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/f0ed1fc9.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) ### Breezy Palms Resort [](https://www.expedia.com/Islamorada-Hotels-Breezy-Palms-Resort.h11945889.Hotel-Information) Matecumbe 8.8/10 Excellent (623 reviews) "Friendly staff, beautiful peaceful beach, great room with a big comfy bed and all that you might need. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alexander $241 nightly $271 total Mar 25 - Mar 26 Total with taxes and fees [](https://www.expedia.com/Islamorada-Hotels-Breezy-Palms-Resort.h11945889.Hotel-Information) ![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) ![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) ![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/17a61bb5.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) ### Treasure Harbor [](https://www.expedia.com/Islamorada-Hotels-Treasure-Harbor.h91743042.Hotel-Information) Islamorada 9.0/10 Wonderful (135 reviews) "Very peaceful and comfortable stay! Dallas and Hannah were amazing hosts! Thank you so much !" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nick $304 nightly $342 total Feb 26 - Feb 27 Total with taxes and fees [](https://www.expedia.com/Islamorada-Hotels-Treasure-Harbor.h91743042.Hotel-Information) ![On the beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/dd7d4fab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony view](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/95dbc957.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, individually decorated](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/a064415d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony view](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/55a08207.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Islands of Islamorada [](https://www.expedia.com/Islamorada-Hotels-The-Islands-Of-Islamorada.h54774228.Hotel-Information) Matecumbe 9.8/10 Exceptional (70 reviews) "Beautiful accommodations and location, very clean, many activities available at resort" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janet $948 nightly $1,067 total Feb 26 - Feb 27 Total with taxes and fees [](https://www.expedia.com/Islamorada-Hotels-The-Islands-Of-Islamorada.h54774228.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) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/100000000/99970000/99961500/99961430/95c54ed2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99970000/99961500/99961430/b3fdbd21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99970000/99961500/99961430/078f0b06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Home in Key Largo [](https://www.expedia.com/Key-Largo-Hotels-Charming-Home-In-Key-Largo.h99961430.Hotel-Information) Key Largo 9.8/10 Exceptional (31 reviews) "Great location. Very clean very nice, stay there again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark B. $416 nightly $462 total Mar 4 - Mar 5 Total with taxes and fees [](https://www.expedia.com/Key-Largo-Hotels-Charming-Home-In-Key-Largo.h99961430.Hotel-Information) ![](https://images.trvl-media.com/lodging/54000000/53650000/53645500/53645406/425ff6aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/54000000/53650000/53645500/53645406/c4f9c04f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/54000000/53650000/53645500/53645406/67aa8a96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/54000000/53650000/53645500/53645406/f9085863.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 (111 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 $500 nightly $555 total Mar 10 - Mar 11 Total with taxes and fees [](https://www.expedia.com/Tavernier-Hotels-Serenity-In-The-Sun-Condo-Fabulous-Ocean-View.h53645406.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/40000000/39870000/39864800/39864748/65302a98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/40000000/39870000/39864800/39864748/8fbe68d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/40000000/39870000/39864800/39864748/98e0bea6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/40000000/39870000/39864800/39864748/beb96e1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean View 2BR Pool, Private Beach [](https://www.expedia.com/Tavernier-Hotels-Ocean-View-2BR-Pool.h39864748.Hotel-Information) Tavernier 9.0/10 Wonderful (18 reviews) "Apartment was bot cleaned properly prior to arrival. Otherwise very good location and cozy" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Devin $523 nightly $581 total Mar 3 - Mar 4 Total with taxes and fees [](https://www.expedia.com/Tavernier-Hotels-Ocean-View-2BR-Pool.h39864748.Hotel-Information) ![](https://images.trvl-media.com/lodging/34000000/33500000/33492400/33492389/a21442d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/34000000/33500000/33492400/33492389/b1093b1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/34000000/33500000/33492400/33492389/4ede01df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/34000000/33500000/33492400/33492389/1ce279a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ [](https://www.expedia.com/Tavernier-Hotels-Sea-View-Farm-Style-Ocean-Front-Condo-Views.h33492389.Hotel-Information) Tavernier 10/10 Exceptional (162 reviews) "Very clean and quiet location. Beds were comfy and all necessities were provided. Would definately recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Arielle F. $474 nightly $527 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Tavernier-Hotels-Sea-View-Farm-Style-Ocean-Front-Condo-Views.h33492389.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/126000000/125350000/125343700/125343611/3c6072fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/126000000/125350000/125343700/125343611/w6000h3993x0y0-4fe1bca0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/126000000/125350000/125343700/125343611/f124ce05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/126000000/125350000/125343700/125343611/ec35446d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Adorable 1-bedroom apartment with Kitchen in Key Largo, Tavernier [](https://www.expedia.com/Tavernier-Hotels-Adorable-1-Bedroom-Apartment-With-Kitchen-In-Key-Largo.h125343611.Hotel-Information) Tavernier $314 nightly $349 total Mar 2 - Mar 3 Total with taxes and fees [](https://www.expedia.com/Tavernier-Hotels-Adorable-1-Bedroom-Apartment-With-Kitchen-In-Key-Largo.h125343611.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) ![Pool](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256350/b17c222a.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) ![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 (152 reviews) "Great stay lovely home " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yezenia $460 nightly $501 total Mar 4 - Mar 5 Total with taxes and fees [](https://www.expedia.com/Tavernier-Hotels-Modern-Coastal-Renovation.h78256350.Hotel-Information) ![](https://images.trvl-media.com/lodging/69000000/68220000/68218400/68218360/6f58115f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/69000000/68220000/68218400/68218360/c5aedefd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/69000000/68220000/68218400/68218360/3f4587c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/69000000/68220000/68218400/68218360/01abadbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4 Flr |2 Mastr |Oceanview |Jacuzzi |Beach |Marina [](https://www.expedia.com/Tavernier-Hotels-Boho-Style-Florida-Keys-Condo-Ocean-Views.h68218360.Hotel-Information) Tavernier 9.8/10 Exceptional (46 reviews) "Would stay there again." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) jamie g. $502 nightly $558 total Mar 9 - Mar 10 Total with taxes and fees [](https://www.expedia.com/Tavernier-Hotels-Boho-Style-Florida-Keys-Condo-Ocean-Views.h68218360.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) ![A heated pool](https://images.trvl-media.com/lodging/91000000/90530000/90524700/90524666/2f4fe73c.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) ### 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 (21 reviews) "Everything was just as described in the condo listing. We enjoyed the pool and hot tub. Wonderful location to explore the Keys. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michele G. $398 nightly $442 total Mar 6 - Mar 7 Total with taxes and fees [](https://www.expedia.com/Tavernier-Hotels-Florida-Keys-Getaway-Slps-4-Ocean-View.h90524666.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256355/73768933.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256355/825b25d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256355/1b555397.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256355/2b068dcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Starfish Seas Ocean Pointe 1302 King/Queen 2BA 2BR [](https://www.expedia.com/Tavernier-Hotels-Starfish-Seas-At-Ocean-Pointe-Suites-Unit-1302.h78256355.Hotel-Information) Tavernier 9.8/10 Exceptional (26 reviews) "Accommodation and location are excellent! Listing is accurate and the resort amenities are very enjoyable after a day out exploring the Keys (or just having at least one whole day at the resort, as we did). " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jenny G. $448 nightly $488 total Mar 3 - Mar 4 Total with taxes and fees [](https://www.expedia.com/Tavernier-Hotels-Starfish-Seas-At-Ocean-Pointe-Suites-Unit-1302.h78256355.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/100000000/99250000/99244600/99244535/w1290h723x0y14-c3fffc65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/100000000/99250000/99244600/99244535/w1085h612x0y8-ad34678d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99250000/99244600/99244535/923a1f68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/100000000/99250000/99244600/99244535/f7818140.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Your Happy Place - gorgeous 2 bed/2 bath oceanfront suite with full kitchen [](https://www.expedia.com/Tavernier-Hotels-Your-Happy-Place-Gorgeous-2-Bed-2-Bath-Oceanfront-Suite-With-Full-Kitchen.h99244535.Hotel-Information) Tavernier 10/10 Exceptional (12 reviews) "Perfect Stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) suhaela s. $559 nightly $621 total Mar 26 - Mar 27 Total with taxes and fees [](https://www.expedia.com/Tavernier-Hotels-Your-Happy-Place-Gorgeous-2-Bed-2-Bath-Oceanfront-Suite-With-Full-Kitchen.h99244535.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) ![Marina](https://images.trvl-media.com/lodging/27000000/26850000/26840200/26840173/w1024h648x0y33-65c69fcc.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) ### 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) "The condo was renovated, and very nicely decorated, very clean and cozy. We enjoyed our short stay. Community and pool were good too. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lina $483 nightly $537 total Mar 7 - Mar 8 Total with taxes and fees [](https://www.expedia.com/Tavernier-Hotels-Ocean-View-Condo-With-Balconymarina-View.h26840173.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) ![Indoor pool](https://images.trvl-media.com/lodging/92000000/91590000/91581900/91581828/4cfee0e9.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) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91590000/91581900/91581828/cf2ff366.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 (7 reviews) "Great area" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yesenia $527 nightly $576 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Tavernier-Hotels-New-Listing-At-Ocean-Point-Key-Largo-Escape-5209.h91581828.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/107000000/106880000/106875800/106875756/6ca49cbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, internet, bed sheets](https://images.trvl-media.com/lodging/107000000/106880000/106875800/106875756/56f3dbfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/107000000/106880000/106875800/106875756/31d2d64f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106880000/106875800/106875756/214a88a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Key Largo 2 BR Condo - Ocean Views, Pool, Beach [](https://www.expedia.com/Tavernier-Hotels-Key-Largo-2-BR-Condo-Ocean-Views.h106875756.Hotel-Information) Tavernier $539 nightly $599 total Mar 12 - Mar 13 Total with taxes and fees [](https://www.expedia.com/Tavernier-Hotels-Key-Largo-2-BR-Condo-Ocean-Views.h106875756.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/88000000/87830000/87824100/87824083/f37f6bd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/88000000/87830000/87824100/87824083/e8ddccf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/88000000/87830000/87824100/87824083/661fb6e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/88000000/87830000/87824100/87824083/d09ea2c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Haven Key Largo | Ocean Pointe 1315 [](https://www.expedia.com/Tavernier-Hotels-Blue-Haven-Key-Largo-Ocean-Pointe-1315.h87824083.Hotel-Information) Tavernier 9.8/10 Exceptional (16 reviews) "Loved this condo. Had all the amenities we needed and was super clean and tidy. Will definitely be staying here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rodney B. $477 nightly $520 total Mar 4 - Mar 5 Total with taxes and fees [](https://www.expedia.com/Tavernier-Hotels-Blue-Haven-Key-Largo-Ocean-Pointe-1315.h87824083.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/118000000/117420000/117413500/117413497/w1288h712x1y0-4886f474.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117420000/117413500/117413497/12eb7ada.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117420000/117413500/117413497/5bab7a17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/118000000/117420000/117413500/117413497/8038b7ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanfront 2BR/2BA Remodeled Condo King + Bunk Room Balcony Views [](https://www.expedia.com/Tavernier-Hotels-Oceanfront-2BR2BA-Remodeled-Condo-King-Bunk-Room-Balcony-Views.h117413497.Hotel-Information) Tavernier 10/10 Exceptional (7 reviews) "Very clean and well maintained" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria M. $763 nightly $847 total Feb 27 - Feb 28 Total with taxes and fees [](https://www.expedia.com/Tavernier-Hotels-Oceanfront-2BR2BA-Remodeled-Condo-King-Bunk-Room-Balcony-Views.h117413497.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/58000000/57160000/57155900/57155829/53b95cc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/58000000/57160000/57155900/57155829/3547bfd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57160000/57155900/57155829/6e19dcb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/58000000/57160000/57155900/57155829/d93df597.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Re-energize at our spacious condo! Get 10% off stays of 7+ days. Book now! [](https://www.expedia.com/Key-Largo-Hotels-Comfortable-Key-Largo-Condo-1-Waterfront-Sunsets-Wi-Fi-Private-Balcony-Boat-Slip.h57155829.Hotel-Information) Key Largo 9.8/10 Exceptional (58 reviews) "Great stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Theresa N. $460 nightly $510 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Key-Largo-Hotels-Comfortable-Key-Largo-Condo-1-Waterfront-Sunsets-Wi-Fi-Private-Balcony-Boat-Slip.h57155829.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) ![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) ![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) ### Beautiful Kawama Townhouse [](https://www.expedia.com/Key-Largo-Hotels-Waterfront-Town-Home-On-A-Lagoon.h33939052.Hotel-Information) Key Largo 9.8/10 Exceptional (142 reviews) "The host, house and amenities were perfect. all praises.." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pete S. $813 nightly $903 total Mar 2 - Mar 3 Total with taxes and fees [](https://www.expedia.com/Key-Largo-Hotels-Waterfront-Town-Home-On-A-Lagoon.h33939052.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=2026-03-11&endDate=2026-03-12®ionId=10768&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=VR_SPRING_PROMO_10768) ## Find vacation rentals that suit your style Houseboats [](https://www.expedia.com/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America®ionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=HOUSE_BOAT) Villas [](https://www.expedia.com/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America®ionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=VILLA) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America®ionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=VACATION_HOME) Condos [](https://www.expedia.com/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America®ionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=CONDO) Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America®ionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=APART_HOTEL) Cottages [](https://www.expedia.com/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America®ionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=COTTAGE) Apartments [](https://www.expedia.com/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America®ionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=APARTMENT) Cabins [](https://www.expedia.com/Hotel-Search?destination=Islamorada%2C+Florida%2C+United+States+of+America®ionId=10768&latLong=24.924294%2C-80.627838&adults=2&startDate=2026-05-26&d1=2026-05-26&endDate=2026-05-29&d2=2026-05-29&lodging=CABIN) ![](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%2FIslamorada-Vacation-Rentals.d10768.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FIslamorada-Vacation-Rentals.d10768.Travel-Guide-VacationRentals) ## Top Islamorada Hotel Reviews ![Amara Cay Resort](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/84b50729_y.jpg) ### Amara Cay Resort 10/10 Excellent "Room had a musty odor. Tiki bar staff non attentive. Grounds were beautiful" [](https://expedia.com/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) ![Sunset Inn](https://images.trvl-media.com/lodging/31000000/30570000/30568100/30568049/25606792_y.jpg) ### Sunset Inn 10/10 Excellent "Clean room, nice pool and nice staff" [](https://expedia.com/Islamorada-Hotels-Sunset-Inn.h30568049.Hotel-Information) ![Matecumbe Resort](https://images.trvl-media.com/lodging/113000000/112180000/112177000/112176968/e786ed3b_y.jpg) ### Matecumbe Resort 10/10 Excellent "Clean, spacious, and all amenities we needed." [](https://expedia.com/Islamorada-Hotels-Matecumbe-Resort.h112176968.Hotel-Information) ![Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/d10a018b_y.jpg) ### Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort 10/10 Excellent "Absolutely loved ALL the service and extra attention to detail! Alicia, Maria with cleaning the room, to Kady and Mona with food service and smiles!!! " [](https://expedia.com/Islamorada-Hotels-Three-Waters-Resort-And-Marina.h11864.Hotel-Information) ![La Jolla Resort](https://images.trvl-media.com/lodging/17000000/16580000/16574700/16574668/74e26d92_y.jpg) ### La Jolla Resort 10/10 Excellent "The room was clean, grounds well kept, amenities great! The paddle boards were a hit. The fishing equipment left a lot to be desired…more so for the kids. The staff was very friendly and knowledgeable about the area." [](https://expedia.com/Islamorada-Hotels-La-Jolla-Resort.h16574668.Hotel-Information) ![Breezy Palms Resort](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/96b58c48_y.jpg) ### Breezy Palms Resort 10/10 Excellent "Clean room friendly and helpful staff proximity to many attractions " [](https://expedia.com/Islamorada-Hotels-Breezy-Palms-Resort.h11945889.Hotel-Information) ![Hadley Resort and Marina](https://images.trvl-media.com/lodging/1000000/20000/12200/12200/9afce9bd_y.jpg) ### Hadley Resort and Marina 10/10 Excellent "Nice room" [](https://expedia.com/Islamorada-Hotels-Hadley-House-Islamorada.h12200.Hotel-Information) ![Drop Anchor](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/7fd0f78d_y.jpg) ### Drop Anchor 10/10 Excellent "We were so lucky to find this little hidden gem in Islamorada. We needed a room for 1 night on our way back to Miami, but didn’t need all the frills. Drop Anchor was the perfect place for us. " [](https://expedia.com/Islamorada-Hotels-Drop-Anchor.h4287368.Hotel-Information) ![Chesapeake Beach Resort](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306_y.jpg) ### Chesapeake Beach Resort 10/10 Excellent "Clean room..staff qaa qond" [](https://expedia.com/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) ## Find out more about Islamorada **Everything you need to know about Islamorada 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 Islamorada 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 Islamorada vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. **Islamorada vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Islamorada. 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 Islamorada 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 $271 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 Islamorada rentals** At Expedia, we put the best Islamorada 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 Islamorada 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 Islamorada 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 Islamorada. 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 Islamorada ### 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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[Guest Houses in Islamorada ](https://expedia.com/Islamorada-Guest-Houses.d10768-aaGuestHouses.Travel-Guide-Accommodation) - [Chalets in Islamorada ](https://expedia.com/Islamorada-Chalets.d10768-aaChalets.Travel-Guide-Accommodation) - [Lodges in Islamorada ](https://expedia.com/Islamorada-Lodges.d10768-aaLodges.Travel-Guide-Accommodation) - [Condo Resorts in Islamorada ](https://expedia.com/Islamorada-Condominium-Resort.d10768-aaCondominiumResort.Travel-Guide-Accommodation) - [B&B in Islamorada ](https://expedia.com/Islamorada-Bed-And-Breakfast.d10768-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in Islamorada ](https://expedia.com/Islamorada-Cabins.d10768-aaCabins.Travel-Guide-Accommodation) ## Frequently asked questions ### Can I find a vacation rental in Islamorada? ### What are some of the best vacation home rentals that Islamorada has to offer? ### How many vacation rentals are there in Islamorada? ### What can I see and do in Islamorada? ### What’s a vacation rental in Islamorada like? ### Expedia's Latest Trends Hotels - 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