Key West rentals – your booking guide

Key West rentals – your booking guide

Come to Key West rentals to experience a whole other side to the Sunshine State. Down here, where the weather is more Aruba than Orlando, you can always don the Aloha shirt and sunnies. Throw in a Bahamian vibe, rum cocktails, and some seriously gorgeous coral reefs and beaches, and it’s easy to see why Key West escapes are so sought after, no matter the season.

What types of Key West vacation rentals are available?

A white and blue cottage with a picket fence

Multi-room villas converge on orchid-fringed cottages, condominiums loom over see-through lagoons and beach resorts have sumptuous suites with beautiful balconies – and that’s just a taster of the sort of awesome Key West rentals on the menu these days.

Homey Key West cottage rentals

The Key West cottage is nothing short of legendary. So much so, in fact, that it’s now replicated in destinations all over the country – you’ll find these timber-clad casitas with stilted feet and porches on Sanibel Island, in St Augustine, and even as far away as New England. They are certainly cozy and easy to fall in love with. Calling all honeymooners…

Beachfront homes in Key West and surroundings

There’s nothing quite like waking to see the turquoise waters of the Atlantic lapping against the white grains of sand outside. And that precisely what’s on offer from a whole clutch of gorgeous Key West vacation homes. Look for them around the south side of the island, and on smaller coral keys a little to the north-east.

Deluxe Key West house rentals

If you take a few steps away from the bumping downtown and the historic Key West vacation rentals in the heart of the island, you can discover more modern stays that have all the creature comforts you could want on a trip to the tropics. Swimming pools? They glint just steps from the ocean. Gardens? Find them laden with palm trees and deck chairs.

Choosing the right neighborhood in Key West

French doors swing open to reveal the inside of a cozy vacation shack over a small swimming pool and deck

Key West is the largest and busiest town in the whole of the Florida Keys chain. That means it’s not simply a question of moseying on down and settling into your shack. There are different neighborhoods and districts to consider here, each with something special up its sleeve.

Bahama Village – calling all foodies

If it’s the conch chowders and curried stone crabs, the jackfruit pulls and the guava duff deserts of the Caribbean kitchen that have drawn you down south, there’s certainly no better corner of Key West to aim for than Bahama Village. Filled with pastel-painted homes and souvenir shacks, it’s vibrant, brimming with colorful characters, and laden with interesting little cabanas for rent.

Getting sandy down at the C. B. Harvey Rest Beach Park

Determined to get yourself a Key West vacation rental on the beach? Look no further than the cabbage palms and the stooping coconut trees of C. B. Harvey Rest Beach Park. It’s on the southern fringes of Key West, surrounded by condos and villa complexes that but up to a stretch of white-tinted sand and turquoise ocean. Paradise.

A Kew West rental by bumping Duval Street

Clink a cold beer and get into party mode, Duval Street is where the action is at. Saloons that slosh with tequila and whiskey but up to smokehouses and even family-fun aquariums here. Come spring break, this is probably where you’ll want to be, and there are oodles of potential homes to rent in the blocks to the east and west.

The secret to scoring bargains in Key West rentals

An umbrella and small splash pool sit in the yard of a yellow-painted shack

New to the vacay home booking scene? Never fear – the mystery of bargain stays is unraveled below, where tried-and-tested methods of cutting costs on Key West rentals are revealed. Who wouldn’t want some extra cents for those rum punches and snorkeling tours, eh?

Last-minute bookings could be a doozy

Feeling a spontaneous adventure coming on? You could be in line to see prices plummet in Key West vacation rentals. Even the most luxurious villas and charming Caribbean cottages will sometimes be available for cut rates if no one’s booked them yet and the dates are fast approaching.

Long-term Key West vacation home rentals

There’s often a hefty reward in store for the swashbuckling vacationer who’s willing to put down roots at the end of the Florida Keys. That’s because owners will regularly offer up big discounts on month-long or quarterly home rentals, especially if you’re not planning your trip during the busy summer or at spring break.

Key West house rentals from season to season

Anyone who’s raised a mojito between the jazz bars and Cubano cantinas of Duval Street will tell you that there’s nothing quiet about spring break in the Keys. The same goes for Christmas and summer, when snowbirds and sun seekers flock to this island. Perhaps best of all for the budget are the months of April and May, which still benefit from good spring weather but tend to have lower rates overall.