Title: Islamorada Vacation Rentals from $251: 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) ![](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 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 two months [Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=10768&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=10768&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 31 - Aug 2](https://www.expedia.com/Hotel-Search?regionId=10768&startDate=2026-07-31&endDate=2026-08-02&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) ![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) ![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) ![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 (148 reviews) "Staff was great, rooms clean, views excellent" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diane $295 nightly $332 total Apr 11 - Apr 12 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) ![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 (652 reviews) "Clean room, good staff and convenience location for a visit." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Judbelth $223 nightly $251 total Apr 21 - Apr 22 Total with taxes and fees [](https://www.expedia.com/Islamorada-Hotels-Breezy-Palms-Resort.h11945889.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) ![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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/64000000/63120000/63112600/63112538/0464ff2e.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. $342 nightly $380 total May 4 - May 5 Total with taxes and fees [](https://www.expedia.com/Tavernier-Hotels-Amazing-Ocean-View-Condo.h63112538.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. $387 nightly $420 total May 4 - May 5 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/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/c8dd01e3.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/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 (8 reviews) "Great area" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yesenia $375 nightly $407 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) ![Marina](https://images.trvl-media.com/lodging/97000000/96480000/96473300/96473229/w905h683x60y0-10596317.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96480000/96473300/96473229/w905h683x60y0-23f3304c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/97000000/96480000/96473300/96473229/7fb139db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96480000/96473300/96473229/6b0fcc0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Island Sanctuary Islamorada [](https://www.expedia.com/Tavernier-Hotels-Island-Sanctuary-Islamorada.h96473229.Hotel-Information) Tavernier 9.8/10 Exceptional (20 reviews) "Kelly is the best host!!! Excellent views and comfort. It was magical for me and my wife. Thank you!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aisel R. $379 nightly $420 total Apr 7 - Apr 8 Total with taxes and fees [](https://www.expedia.com/Tavernier-Hotels-Island-Sanctuary-Islamorada.h96473229.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/103000000/102130000/102126800/102126702/8dc03fd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/103000000/102130000/102126800/102126702/48b24b8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102130000/102126800/102126702/afc1a5e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/103000000/102130000/102126800/102126702/1807d22f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunrise Oasis - Top Floor 2 BR 2 BA Condo 2411 [](https://www.expedia.com/Tavernier-Hotels-Sunrise-Oasis-Top-Floor-Ocean-Pointe-2411.h102126702.Hotel-Information) Tavernier 10/10 Exceptional (6 reviews) "Clean, perfect place to stay for a couple nights. Being on the top floor was the best so we didn’t have to worry about people above us. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Natasha $413 nightly $449 total Apr 29 - Apr 30 Total with taxes and fees [](https://www.expedia.com/Tavernier-Hotels-Sunrise-Oasis-Top-Floor-Ocean-Pointe-2411.h102126702.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) ![Property grounds](https://images.trvl-media.com/lodging/54000000/53650000/53645500/53645406/87baa6c2.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) ![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 $403 nightly $449 total May 3 - May 4 Total with taxes and fees [](https://www.expedia.com/Tavernier-Hotels-Serenity-In-The-Sun-Condo-Fabulous-Ocean-View.h53645406.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) ![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) ![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) "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 $404 nightly $449 total Apr 20 - Apr 21 Total with taxes and fees [](https://www.expedia.com/Tavernier-Hotels-Ocean-View-Condo-With-Balconymarina-View.h26840173.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) ![Key Largo One-bedroom Cottage | Hypo-allergenic bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/14000000/13280000/13279700/13279636/29275608.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) ### 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 $331 nightly $373 total Apr 13 - Apr 14 Total with taxes and fees [](https://www.expedia.com/Tavernier-Hotels-Island-Bay-Resort.h13279636.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) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/56000000/55470000/55460200/55460149/14f4e0f5.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) ![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 (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. $282 nightly $315 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) ![Interior](https://images.trvl-media.com/lodging/101000000/100160000/100150100/100150070/1c0d4ec9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/101000000/100160000/100150100/100150070/c1841df2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100160000/100150100/100150070/58cd76fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100160000/100150100/100150070/3c7b00a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Boho Chic Ocean Pointe 3214 [](https://www.expedia.com/Tavernier-Hotels-Boho-Chic-Ocean-Pointe-3214.h100150070.Hotel-Information) Tavernier 9.8/10 Exceptional (14 reviews) "Wonderful unit; all amenities as listed, great location near the pool. Arrival/check in couldn’t be easier, and good communication with the property managers!We will stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lorraine K. $396 nightly $430 total Apr 27 - Apr 28 Total with taxes and fees [](https://www.expedia.com/Tavernier-Hotels-Boho-Chic-Ocean-Pointe-3214.h100150070.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) ![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) ![Smart TV](https://images.trvl-media.com/lodging/108000000/107560000/107551800/107551797/49f56550.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. $290 nightly $323 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) ![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) ![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 (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 $419 nightly $457 total May 3 - May 4 Total with taxes and fees [](https://www.expedia.com/Tavernier-Hotels-Modern-Coastal-Renovation.h78256350.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256364/bc4eb34c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256364/96107825.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256364/f5a9e2a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256364/c4ba6430.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lazy Daze Double King Suite Ocean Pointe 2310 [](https://www.expedia.com/Tavernier-Hotels-Lazy-Daze-Double-King-Suite-Ocean-Pointe-2310.h78256364.Hotel-Information) Tavernier 9.8/10 Exceptional (30 reviews) "Everything was exceptionally nice. Would definitely book again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sharon $437 nightly $475 total Apr 26 - Apr 27 Total with taxes and fees [](https://www.expedia.com/Tavernier-Hotels-Lazy-Daze-Double-King-Suite-Ocean-Pointe-2310.h78256364.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/34000000/33500000/33492400/33492389/3a61ffbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33500000/33492400/33492389/51bc1407.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) ![Marina](https://images.trvl-media.com/lodging/34000000/33500000/33492400/33492389/214e140e.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) "Amazing details definitely will be back !" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jamie P. $397 nightly $441 total May 7 - May 8 Total with taxes and fees [](https://www.expedia.com/Tavernier-Hotels-Sea-View-Farm-Style-Ocean-Front-Condo-Views.h33492389.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/97000000/96250000/96240300/96240259/9a679287.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96250000/96240300/96240259/15ee926e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/97000000/96250000/96240300/96240259/cc33936b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/97000000/96250000/96240300/96240259/c0ab529f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Key Largo Baha Penthouse Ocean Pointe 1416 [](https://www.expedia.com/Tavernier-Hotels-Baha-Penthouse-Ocean-Pointe-1416.h96240259.Hotel-Information) Tavernier 9.8/10 Exceptional (24 reviews) "nice place !!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jim H. $407 nightly $443 total Apr 27 - Apr 28 Total with taxes and fees [](https://www.expedia.com/Tavernier-Hotels-Baha-Penthouse-Ocean-Pointe-1416.h96240259.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) ![Interior](https://images.trvl-media.com/lodging/88000000/87830000/87824100/87824083/661fb6e3.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) ![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. $395 nightly $428 total May 5 - May 6 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/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) ![Smart TV](https://images.trvl-media.com/lodging/100000000/99250000/99244600/99244535/w1290h2292x0y0-7de481e5.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 (16 reviews) "Perfect Stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) suhaela s. $495 nightly $550 total May 4 - May 5 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) ![Beach nearby](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256355/f07831a3.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) ![Pool](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256355/dcc1c5f6.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) ### 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 (27 reviews) "The place was clean, nicely decorated, and the kitchen was well equipped. No problems checking in. Pool was large and very nice." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dawn W. $398 nightly $432 total May 5 - May 6 Total with taxes and fees [](https://www.expedia.com/Tavernier-Hotels-Starfish-Seas-At-Ocean-Pointe-Suites-Unit-1302.h78256355.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=2026-04-20&endDate=2026-04-21®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=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&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=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&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=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&lodging=VILLA) 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=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&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=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&lodging=COTTAGE) 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=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&lodging=APART_HOTEL) 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=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&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=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&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 ![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 wonderful stay in the BOTE House. Perfect for a small family and dogs with the fenced in yard. The staff was great and very accommodating. The access to the other resorts and amenities is also a huge plus. We will definitely be back!" [](https://expedia.com/Islamorada-Hotels-La-Siesta-Resort-Marina.h2477508.Hotel-Information) ![Islander Resort](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/f8d2863e_y.jpg) ### Islander Resort 10/10 Excellent "Amazing experience and costumer service. Delicious food and drinks. So many activities for kids. It is like a paradise away from home. (I never review anything in Expedia but this hotel deserves it). 10/10, we will be back soon. " [](https://expedia.com/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information) ![Chesapeake Beach Resort](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306_y.jpg) ### Chesapeake Beach Resort 8/10 Good "We enjoyed our stay. Amenities were goo" [](https://expedia.com/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) ![Matecumbe Resort](https://images.trvl-media.com/lodging/113000000/112180000/112177000/112176968/ad734a43_y.jpg) ### Matecumbe Resort 8/10 Good "Check in was easy. Kayaks available. Beach wasn't great for swimming, but sun bathing in the hammock was great" [](https://expedia.com/Islamorada-Hotels-Matecumbe-Resort.h112176968.Hotel-Information) ![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/4608d7e2_y.jpg) ### Cheeca Lodge & Spa 10/10 Excellent "Amazing! Loved everything can’t wait to go back!!" [](https://expedia.com/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) ![Fisher Inn Resort & Marina](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/9ae0ece9_y.jpg) ### Fisher Inn Resort & Marina 6/10 Okay "pool was not heated, bugs in the room when we checked in, as" [](https://expedia.com/Islamorada-Hotels-Fisher-Inn-Resort-Marina.h3274374.Hotel-Information) ![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 "Pool staff great. Too windy to do beach activities our trip unfortunately. Hotel room was great. Beautiful views. Check in was an unfortunate process. We were hoping for an early check in, instead didn’t get checked in till after our guaranteed 4PM." [](https://expedia.com/Islamorada-Hotels-Three-Waters-Resort-And-Marina.h11864.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 8/10 Good "Rooms are very clean" [](https://expedia.com/Islamorada-Hotels-Coconut-Cove-Resort-And-Marina.h4182524.Hotel-Information) ![Breezy Palms Resort](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/19240ce2_y.jpg) ### Breezy Palms Resort 10/10 Excellent "We were very surprized at the size of our unit- large bedroom- kitchen- living room- lanai- beach front- spotless and updated very nicely. Location was great. Felt it was a good price for an ocean front room. Would definitely come back. " [](https://expedia.com/Islamorada-Hotels-Breezy-Palms-Resort.h11945889.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 $251 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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