What are the top rated Vacation Rentals in Islamorada?

There are a lot of options in Islamorada. If you plan on staying in the Islamorada area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Islamorada: <a href="/property/truly-oceanfront-panoramicoceanviews-wraparounddecks-quietlocation-availableslip/HA-121186650" class="class="static-page-link"">Truly OceanFRONT-PanoramicOceanViews-WraparoundDecks-QuietLocation-AvailableSlip</a> <a href="/property/5-star-modern-oceanfront-islamorada-townhome-on-the-beach/HA-3211519677" class="class="static-page-link"">5 Star Modern Oceanfront Islamorada Townhome on the Beach!</a> <a href="/property/tikibar-with-tv-stereo-privatespa-heated-pool-hammock-sups-kayaks-bikes-fp/HA-1219161149" class="class="static-page-link"">TikiBar with TV &amp;Stereo, PrivateSpa, Heated Pool, Hammock,SUP’s, Kayaks,Bikes,FP</a> <a href="/property/front-row-direct-ocean-pool-views-anglers-reef-islamorada-boat-dock-beach/HA-1214269726" class="class="static-page-link"">Front Row, DIRECT Ocean/Pool Views, Anglers Reef, Islamorada. Boat Dock, Beach</a> <a href="/property/next-availability-may-2nd-2026-booking-2027-oceanfront-heated-pool-dock/HA-121311833" class="class="static-page-link"">Next availability May 2nd 2026 - Booking 2027 Oceanfront - Heated Pool - Dock</a> <a href="/property/stunning-bayfront-townhouse-with-boat-slip-marina-access-a-luxurious-retreat/HA-3211040809" class="class="static-page-link"">Stunning Bayfront Townhouse with Boat Slip/Marina Access - A Luxurious Retreat!</a> <a href="/property/osprey-bay-villa-on-the-bay-spectacular-sunsets-pool-hot-tub-private-dock/HA-321189714" class="class="static-page-link"">Osprey Bay Villa on the Bay! Spectacular Sunsets, Pool, Hot Tub &amp; Private Dock!</a> <a href="/property/anglers-reef-islamorada-ocean-views-dock-beach-pool-boat-slip-no-road-noise/HA-3211827955" class="class="static-page-link"">Anglers Reef Islamorada Ocean Views DOCK Beach Pool Boat Slip NO ROAD NOISE!</a> <a href="/property/sunset-reef-bayside-gated-estate-pool-spa-deep-water-dock-kayaks-sups/HA-321809744" class="class="static-page-link"">Sunset Reef - Bayside Gated Estate, Pool, Spa, Deep Water Dock, Kayaks &amp; SUPs</a> <a href="/property/anglers-reef-islamorada-home-with-ocean-views-private-marina-beach-pool/HA-1219449486" class="class="static-page-link"">Anglers Reef Islamorada home with ocean views, private marina, beach &amp; pool</a>

Can we get self-catering vacation rentals in Islamorada?

Yes, there are 1209 self-catering vacation homes in Islamorada that have hot tubs, swimming pools, & other amenities.

What are the best luxury vacation rentals near Islamorada?

There are more than 1209 luxury villas and vacation homes in or near Islamorada. Filter by price to compare find the most expensive places to stay on Vacationsrental.