Title: Islamorada Vacation Rentals from $264: 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 [Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=10768&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=10768&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=10768&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 10 - Jul 12](https://www.expedia.com/Hotel-Search?regionId=10768&startDate=2026-07-10&endDate=2026-07-12&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 ![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) ![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) ### Treasure Harbor [](https://www.expedia.com/Islamorada-Hotels-Treasure-Harbor.h91743042.Hotel-Information) Islamorada 9.0/10 Wonderful (144 reviews) "Staff was great, rooms clean, views excellent" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diane $279 nightly $314 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Islamorada-Hotels-Treasure-Harbor.h91743042.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/98989626.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 (637 reviews) "We enjoyed our stay! This was a better experience than the more expensive house one I paid in Key West. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wendy $235 nightly $264 total Mar 24 - Mar 25 Total with taxes and fees [](https://www.expedia.com/Islamorada-Hotels-Breezy-Palms-Resort.h11945889.Hotel-Information) ![On the beach, sun loungers](https://images.trvl-media.com/lodging/45000000/44080000/44079000/44078971/52ee15e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/45000000/44080000/44079000/44078971/66c0b900.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/45000000/44080000/44079000/44078971/dfad3ae7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/45000000/44080000/44079000/44078971/97d27293.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Two Panoramic Ocean Views from the Living room and Master Bedroom in this Condo [](https://www.expedia.com/Tavernier-Hotels-Panoramic-Ocean-View-In-Tranquil-Tropical-Setting.h44078971.Hotel-Information) Tavernier 9.8/10 Exceptional (235 reviews) "Great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Llonda B. $525 nightly $583 total Apr 7 - Apr 8 Total with taxes and fees [](https://www.expedia.com/Tavernier-Hotels-Panoramic-Ocean-View-In-Tranquil-Tropical-Setting.h44078971.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) ![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) ![Terrace/patio](https://images.trvl-media.com/lodging/27000000/26850000/26840200/26840173/735fe758.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 $429 nightly $476 total Apr 13 - Apr 14 Total with taxes and fees [](https://www.expedia.com/Tavernier-Hotels-Ocean-View-Condo-With-Balconymarina-View.h26840173.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) ![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) ### 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. $384 nightly $426 total Mar 29 - Mar 30 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/79000000/78260000/78256400/78256355/f07831a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256355/78849439.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256355/acd88ea5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256355/3fa1f3d3.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. $512 nightly $558 total Mar 27 - Mar 28 Total with taxes and fees [](https://www.expedia.com/Tavernier-Hotels-Starfish-Seas-At-Ocean-Pointe-Suites-Unit-1302.h78256355.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) ![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/55000000/54780000/54774300/54774228/95dbc957.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, Netflix, Hulu, streaming services](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/fcc01350.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 (72 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 $748 nightly $842 total Apr 13 - Apr 14 Total with taxes and fees [](https://www.expedia.com/Islamorada-Hotels-The-Islands-Of-Islamorada.h54774228.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/28000000/27450000/27442300/27442290/d90cad76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27450000/27442300/27442290/643f4a4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/28000000/27450000/27442300/27442290/784806b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/28000000/27450000/27442300/27442290/69ad98a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### LICENSED MANAGER - MODERN 2/2 COCONUT PALM VILLA - OCEANFRONT BEACH RESORT! [](https://www.expedia.com/Key-Largo-Hotels-LICENSED-MANAGER-MODERN-22-COCONUT-PALM-VILLA-OCEANFRONT-BEACH-RESORT.h27442290.Hotel-Information) Key Largo 9.4/10 Exceptional (62 reviews) "Nice location with 5 min walk to ocean view. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Trevor P. $662 nightly $734 total Apr 10 - Apr 11 Total with taxes and fees [](https://www.expedia.com/Key-Largo-Hotels-LICENSED-MANAGER-MODERN-22-COCONUT-PALM-VILLA-OCEANFRONT-BEACH-RESORT.h27442290.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/128000000/127260000/127252100/127252022/6162b755.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/128000000/127260000/127252100/127252022/839b5e50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/128000000/127260000/127252100/127252022/00b29cb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/128000000/127260000/127252100/127252022/3d9c9c3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa hermosa [](https://www.expedia.com/Key-Largo-Hotels-Villa-Hermosa.h127252022.Hotel-Information) Key Largo $813 nightly $902 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Key-Largo-Hotels-Villa-Hermosa.h127252022.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) ![Exterior](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256350/5a93ef3c.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) ### 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 $458 nightly $499 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Tavernier-Hotels-Modern-Coastal-Renovation.h78256350.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) ![Pool](https://images.trvl-media.com/lodging/107000000/106880000/106875800/106875756/31d2d64f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106880000/106875800/106875756/2f527fcd.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) ### 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 6.0/10 (1 review) $519 nightly $576 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Tavernier-Hotels-Key-Largo-2-BR-Condo-Ocean-Views.h106875756.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) ![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) ![Interior](https://images.trvl-media.com/lodging/56000000/55470000/55460200/55460149/230eba13.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) ### 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 (91 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. $295 nightly $330 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Tavernier-Hotels-Dazzling-Ocean-View-Suite-Wheated-Pool.h55460149.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33500000/33492400/33492389/73ca4e99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/34000000/33500000/33492400/33492389/214e140e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33500000/33492400/33492389/0bc65db1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/34000000/33500000/33492400/33492389/a21442d9.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. $468 nightly $519 total Apr 14 - Apr 15 Total with taxes and fees [](https://www.expedia.com/Tavernier-Hotels-Sea-View-Farm-Style-Ocean-Front-Condo-Views.h33492389.Hotel-Information) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/35000000/34150000/34143300/34143275/ee01b3bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34150000/34143300/34143275/b96653e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/35000000/34150000/34143300/34143275/cdbcc55f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34150000/34143300/34143275/672b2f42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW! CASA PALMA OCEANSIDE -GOLF CART, 2 KING SUITES, POOL, BEACH, PICKLE, KAYAKS [](https://www.expedia.com/Key-Largo-Hotels-Casa-Palma-Live-THE-Lavish-Keys-Life-Vibrant.h34143275.Hotel-Information) Key Largo 9.8/10 Exceptional (173 reviews) "Loved this place and will stay again if we go back to the Keys. Gated community with golf cart to go to the pier with great community resources, grills and sitting areas. Favorite part was the lagoon in the middle of the community not far from the screened in back porch. Full of fish you can swim with and calm beach area that is clean and nice with shade when you need it. We didn’t want to leave this place. Highly recommend!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chandler G. $996 nightly $1,106 total Mar 18 - Mar 19 Total with taxes and fees [](https://www.expedia.com/Key-Largo-Hotels-Casa-Palma-Live-THE-Lavish-Keys-Life-Vibrant.h34143275.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) ![Marina](https://images.trvl-media.com/lodging/35000000/34420000/34412600/34412502/e74bb929.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) ![Dining](https://images.trvl-media.com/lodging/35000000/34420000/34412600/34412502/d5d40b77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunrise Escape - Ocean Front Villa - Sleeps 10 [](https://www.expedia.com/Key-Largo-Hotels-Sunrise-Escape-Ocean-Front-Villa-Sleeps-10.h34412502.Hotel-Information) Key Largo 9.8/10 Exceptional (68 reviews) "Great place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica S. [](https://www.expedia.com/Key-Largo-Hotels-Sunrise-Escape-Ocean-Front-Villa-Sleeps-10.h34412502.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/84000000/83440000/83432400/83432392/6db70f3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/84000000/83440000/83432400/83432392/daa25af6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83440000/83432400/83432392/45e8553c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83440000/83432400/83432392/25173053.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean View Overlooking Marina Ocean Pointe 5305 [](https://www.expedia.com/Tavernier-Hotels-NEW-LISTING-Marina-Views-Ocean-Pointe-Suites-Unit-5305.h83432392.Hotel-Information) Tavernier 10/10 Exceptional (24 reviews) "We had a great stay, the unit was centrally located and close to everything. The unit was clean, welcoming well equipped with everything we needed for our stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle S. $456 nightly $497 total Apr 13 - Apr 14 Total with taxes and fees [](https://www.expedia.com/Tavernier-Hotels-NEW-LISTING-Marina-Views-Ocean-Pointe-Suites-Unit-5305.h83432392.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/116000000/115020000/115019000/115018927/1b571c30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/116000000/115020000/115019000/115018927/092805cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115020000/115019000/115018927/7af1af5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/116000000/115020000/115019000/115018927/05e65a8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Saltwater Lagoon-View Luxury in Key Largo Kayaks, Pools, Boat Slip, & More! [](https://www.expedia.com/Key-Largo-Hotels-NEW-Remodeled-Property-22.h115018927.Hotel-Information) Key Largo 9.8/10 Exceptional (129 reviews) "Close to main areas of Key Largo, nice and clean in a good area. Owner was very communicative" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Martha B. $906 nightly $1,006 total Mar 19 - Mar 20 Total with taxes and fees [](https://www.expedia.com/Key-Largo-Hotels-NEW-Remodeled-Property-22.h115018927.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/cf2ff366.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 (7 reviews) "Great area" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yesenia $442 nightly $481 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 nearby](https://images.trvl-media.com/lodging/126000000/125160000/125157700/125157629/25819bb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/126000000/125160000/125157700/125157629/8011471b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/126000000/125160000/125157700/125157629/93e1b900.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/126000000/125160000/125157700/125157629/37fac695.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coastal Joy 3412 Ocean Pointe [](https://www.expedia.com/Tavernier-Hotels-Coastal-Joy-3412-Ocean-Pointe.h125157629.Hotel-Information) Tavernier $442 nightly $481 total Apr 13 - Apr 14 Total with taxes and fees [](https://www.expedia.com/Tavernier-Hotels-Coastal-Joy-3412-Ocean-Pointe.h125157629.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89960000/89952500/89952429/44eb8606.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89960000/89952500/89952429/5e5bddd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89960000/89952500/89952429/cd7d8d55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/90000000/89960000/89952500/89952429/f1efd37b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peekaboo View of Atlantic Ocean - Free Kayaks Pickleball [](https://www.expedia.com/Key-Largo-Hotels-Peekaboo-View-Of-Atlantic-Ocean-Free-Kayaks-Pickleball.h89952429.Hotel-Information) Key Largo 9.8/10 Exceptional (41 reviews) "Great space and location! Highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David W. $620 nightly $688 total Mar 19 - Mar 20 Total with taxes and fees [](https://www.expedia.com/Key-Largo-Hotels-Peekaboo-View-Of-Atlantic-Ocean-Free-Kayaks-Pickleball.h89952429.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=2026-03-31&endDate=2026-04-01®ionId=10768&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## 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=2026-06-15&d1=2026-06-15&endDate=2026-06-18&d2=2026-06-18&lodging=HOUSE_BOAT) 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=2026-06-15&d1=2026-06-15&endDate=2026-06-18&d2=2026-06-18&lodging=VACATION_HOME) 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=2026-06-15&d1=2026-06-15&endDate=2026-06-18&d2=2026-06-18&lodging=VILLA) 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=2026-06-15&d1=2026-06-15&endDate=2026-06-18&d2=2026-06-18&lodging=APART_HOTEL) 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=2026-06-15&d1=2026-06-15&endDate=2026-06-18&d2=2026-06-18&lodging=CONDO) 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=2026-06-15&d1=2026-06-15&endDate=2026-06-18&d2=2026-06-18&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=2026-06-15&d1=2026-06-15&endDate=2026-06-18&d2=2026-06-18&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=2026-06-15&d1=2026-06-15&endDate=2026-06-18&d2=2026-06-18&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 ![Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/4671ebc2_y.jpg) ### Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort 8/10 Good "Ocean view was very nice from the the 2nd floor. We were just off one of the beach areas, so very happy we weren't in front the " [](https://expedia.com/Islamorada-Hotels-Three-Waters-Resort-And-Marina.h11864.Hotel-Information) ![Islander Resort](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/f8d2863e_y.jpg) ### Islander Resort 10/10 Excellent "Beautiful place to stay! " [](https://expedia.com/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information) ![Hadley Resort and Marina](https://images.trvl-media.com/lodging/1000000/20000/12200/12200/ed6e1255_y.jpg) ### Hadley Resort and Marina 10/10 Excellent "Beautiful view and great room. We enjoyed our stay and will be back!" [](https://expedia.com/Islamorada-Hotels-Hadley-House-Islamorada.h12200.Hotel-Information) ![Ragged Edge Resort & Marina](https://images.trvl-media.com/lodging/57000000/56960000/56952700/56952622/323dbfbe_y.jpg) ### Ragged Edge Resort & Marina 10/10 Excellent "todo genial pero el aire acondicionado no servía " [](https://expedia.com/Islamorada-Hotels-Ragged-Edge-Resort-Marina.h56952622.Hotel-Information) ![Chesapeake Beach Resort](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306_y.jpg) ### Chesapeake Beach Resort 8/10 Good "The room we stayed in needs shelf space in the bathroom. It had nowhere to put toiletries. The room was clean and good a/c. " [](https://expedia.com/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) ![Coconut Cove Resort and Marina](https://images.trvl-media.com/lodging/5000000/4190000/4182600/4182524/667446d9_y.jpg) ### Coconut Cove Resort and Marina 2/10 Terrible "The room has a mold issue, should have complained the night of. The smell was overwhelming and I woke up the next morning nacious. Low water pressure. Would not waste your time. " [](https://expedia.com/Islamorada-Hotels-Coconut-Cove-Resort-And-Marina.h4182524.Hotel-Information) ![Amara Cay Resort](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/4186365f_y.jpg) ### Amara Cay Resort 8/10 Good "Pool and beach area were extremely nice. The room was nice and clean, but you can tell it was an older hotel that they are working on remodeling. In some areas you could tell there was some deferred maintenance." [](https://expedia.com/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 4/10 Poor "Needs to remodel a bit. Staff was nice and rooms were clean. No place to put supplies in shower and water pressure was weak. Couch sunk to ground. View was good. Room was large. " [](https://expedia.com/Islamorada-Hotels-Fisher-Inn-Resort-Marina.h3274374.Hotel-Information) ![La Siesta Resort & Villas](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/18023e21_y.jpg) ### La Siesta Resort & Villas 10/10 Excellent "We had a partial view of the ocean and pool. The location was great The pull out sofa tho was like sleeping on a chain link fence." [](https://expedia.com/Islamorada-Hotels-La-Siesta-Resort-Marina.h2477508.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 $264 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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[Vacation Homes in Islamorada ](https://expedia.com/Islamorada-Private-Vacation-Homes.d10768-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Condo Rentals in Islamorada ](https://expedia.com/Islamorada-Condos.d10768-aaCondos.Travel-Guide-Accommodation) - [Apartments in Islamorada ](https://expedia.com/Islamorada-Apartments.d10768-aaApartments.Travel-Guide-Accommodation) - [Villas in Islamorada ](https://expedia.com/Islamorada-Villas.d10768-aaVillas.Travel-Guide-Accommodation) - [Cottages in Islamorada ](https://expedia.com/Islamorada-Cottages.d10768-aaCottages.Travel-Guide-Accommodation) - [Houseboats in Islamorada ](https://expedia.com/Islamorada-Houseboats.d10768-aaHouseboats.Travel-Guide-Accommodation) - [Aparthotels in Islamorada ](https://expedia.com/Islamorada-Apart-Hotels.d10768-aaApartHotels.Travel-Guide-Accommodation) - [Resorts in Islamorada ](https://expedia.com/Islamorada-Resorts.d10768-aaResorts.Travel-Guide-Accommodation) - [Motels in Islamorada ](https://expedia.com/Islamorada-Motels.d10768-aaMotels.Travel-Guide-Accommodation) - [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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