What are the top rated Short Term Stays in Florida Keys?

There are a lot of options in Florida Keys. If you plan on staying in the Florida Keys area, consider making a reservation for a few nights at one of these properties as these have been rated the top Short Term Stays in Florida Keys: <a href="/property/jan-12-24-special-12-days-for-5000-or-3000-per-week/HA-121335111" class="class="static-page-link"">Jan. 12 - 24 - SPECIAL ! - 12 days for 5000 - Or 3000 per week !</a> <a href="/property/mariner-s-club-4br-4ba-retreat-6-beds-pools-gated-resort-sleeps-10/HA-321816307" class="class="static-page-link"">Mariner’s Club 4BR/4BA Retreat 6 Beds Pools Gated Resort Sleeps 10</a> <a href="/property/waterfront-why-rent-on-a-canal-when-you-can-be-on-bonefish-bay-newly-remodeled/HA-321607949" class="class="static-page-link"">Waterfront! Why rent on a canal when you can be on Bonefish Bay.Newly Remodeled</a> <a href="/property/january-8900-28-days-large-in-outdoors-sunny-2br-k-t-1-bath-truman-anx-pool/HA-321595903" class="class="static-page-link"">January $8900/28 days,Large In/Outdoors, Sunny 2BR K/T, 1 Bath, Truman Anx, Pool</a> <a href="/property/fall-weeks-open-with-discount-winter-dates-just-opened-2026-grab-them/HA-321185394" class="class="static-page-link"">FALL WEEKS OPEN WITH DISCOUNT! WINTER DATES JUST OPENED 2026! Grab them!</a> <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/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/4-bedroom-3-bathroom-on-canal-w-heated-pool-and-new-outdoor-kitchen-w-bar-area/HA-3113992543" class="class="static-page-link"">4 bedroom/3 bathroom on Canal w/HEATED POOL and New Outdoor kitchen w/Bar Area</a> <a href="/property/2-bedroom-25-boat-dock-waterfront-atlantic-side-privatetiki-dining-bikes/HA-3211633504" class="class="static-page-link"">2 bedroom &amp; 25&#39; Boat Dock ~ Waterfront Atlantic Side &amp; PrivateTiki dining, bikes</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>

How much is rent for a furnished short-term stay in Florida Keys?

At Vailaccommodations short-term furnished accommodation in or near Florida Keys ranges from $104 to $7,190 per night.

How many holiday rentals near Florida Keys are available?

We have 396 places to stay near Florida Keys. Check out the complete list of holiday rentals in Florida Keys to find what works for your next trip.

Can we get a self-catering short-term stay in Florida Keys?

Yes, there are 396 self-catering short-term rental homes in Florida Keys that have hot tubs & other amenities The most popular self-catering top-rated rental homes are: Ocean Front, Marina, Pool/Hot Tub, Private Beach, Bar/Cafe Cozy Keys 1BR | Walk to Beach + Dining Springs Venture Out Dolphin House (#386) with beautiful open water views Carpe' Diem Heart of the Fl. Keys Specials

What are the best luxury short-term stays for families near Florida Keys?

There are more than 396 luxury temporary places to stay near Florida Keys, with other amenities available according to 2026 data from Vailaccommodations.

Florida Keys Short-Term Rentals

Ocean Front, Marina, Pool/Hot Tub, Private Beach, Bar/Cafe

From US $305

9.2 (142 Reviews)

Condo

Ocean Front, Marina, Pool/Hot Tub, Private Beach, Bar/Cafe

Air Conditioner
Parking
Pool

Florida Keys Short-Term Vacation Rentals

Find Short-Term Rentals near Florida Keys

When do you want to travel?