Enchanting Florida Keys vacation rentals

Enchanting Florida Keys vacation rentals

Like a tiara of glinting pearls between the Gulf of Mexico and the Atlantic Ocean, the Keys of the Sunshine State invite travelers for all sorts of experiences. Sports fishing and scuba diving, pirate bars and rum parties, sunbathing and beachcombing, it’s all going on down here between the Jamaican dogwood trees and the gumbo limbos. Grab your pad using this guide to the very best Florida Keys vacation rentals.

Amazing types of Florida Keys vacation homes

A sea kayak sails past a home that's hidden between palms by a private little beach

So, what vacation lettings are waiting in the Florida Keys? Answer – oodles of different sorts. From yacht charters with bunks and sun-splashed decks to deluxe Carib cottages with swimming pools in the yard, you have plenty to consider…

Florida Keys vacation rentals with boat included

Yep, you read that right – there are places in these exotic isles that come with their very own ride on the water or jetty to moor up the boat. In fact, some need to include a pontoon or skiff because they sit on private islands. Others have little marinas poking off the side so you can venture out to meet the bottlenoses of the Great White Heron National Wildlife Refuge whenever you want.

A boat charter of your own

Having your own water taxi and mooring not quite enough? Take things a step further by choosing a fully-fledged yacht charter and you can make this whole chain of islands your oyster. There are bobbing catamarans with plush deck spaces – perfect for sunset viewing. There are 40-foot sailboats beckoning those who’ve completed their skipper training.

Florida Keys – luxury vacation rentals aplenty

If you’re heading down south to be pampered then you certainly won’t be short of deluxe choices in the Keys. Prepare to be wowed by cozy Caribbean shacks that give way to heated swimming pools and orchid-speckled gardens. Come to enjoy private oceanside homes where bubbling hot tubs steam next to art-filled lounges. Get ready for decks overlooking see-through lagoons where parrotfish and snappers dart this way and that. It’s a honeymooner’s dream come true.

Florida Keys vacation rentals on the beachfront

With the Gulf of Mexico on the one side and the Atlantic Ocean on the other, stacks of Florida Keys home rentals beckon travelers to the shoreline. Some will be on popular white-sand stretches like Smathers Beach near to bustling Key West. Others will prefer quieter perches above mangrove-fringed coves, so your snorkeling adventures can start right by the back door.

Awesome destinations to find Florida Keys home rentals

A timber deck in a beachfront cottage pokes over a turquoise blue ocean

Picking the right Key is…well, key to creating that perfect jaunt to this archipelago. Each has its own pulls and draws, from bouncing Key West and its swashbuckling bars to glorious Islamorada where the coconut palms sway in the trade winds.

Florida Keys Vacation rentals in Marathon, FL

So many Key-bound visitors stop at Marathon. We can hardly blame them – it’s the paradise you’re probably looking for. Ranging from the old-growth tropical rainforest at Crane Point through sea turtle sanctuaries to the frond-strewn sands of Coco Plum Beach, it’s something special for sure. And then you see the selection of Florida Keys vacation rentals in Marathon. There are multi-bedroom condos with warm pools and waterfront flats with direct access to yacht dockings.

Key West has charming casas up its sleeve

Key West doesn’t only mark the end of the archipelago. It also marks the Southernmost Point in the United States, and represents the liveliest corner of the region. Here, Duval Street pumps with buccaneer bars and Cubano jazz dives, there are Bahamian districts where jackfruit sizzles on open grills, and gorgeous colonial-style cottages with white-painted walls and colorful suites.

Don’t forget Duck Key

Duck Key might not be large but there’s enough room to fit some seriously luxurious Florida Keys vacation home rentals on this pinpoint on the map. You’ll get places with private docks and steaming hot tubs, turquoise swimming pools, and even on-site spas – talk about R&R.

Islamorada – “pretty” doesn’t quite do it justice

Canoes and chairs sit on a small beach out the back of a Florida Keys vacation home

When the mangrove swamps leave off and the islands roll south-west for over 20 miles, you know you’re in Islamorada. Beach lovers who want prime hammock-swinging sessions and softly lapping ocean, eat your heart out – there are gorgeous villas, honeymoon shacks, and condos lining the whole coast just steps from the water.