What are the top rated Short Term Stays in Key West?

There are a lot of options in Key West. If you plan on staying in the Key West 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 Key West: <a href="/property/august-2026-now-available-old-town-private-3br-lagoon-pool-five-stars/HA-1213706533" class="class="static-page-link"">August 2026 now available! Old Town PRIVATE 3BR Lagoon Pool&amp; FIVE stars!</a> <a href="/property/admirals-gold-key-west-truman-annex-villa-close-to-beach-and-duval-w-parking-and-pool-access/HA-3213670891" class="class="static-page-link"">Admirals Gold Key West - Truman Annex Villa - Close to Beach and Duval w Parking and Pool Access</a> <a href="/property/6-br-6-ba-guesthouse-suites-on-duval-free-parking-private-pool/HA-3212723810" class="class="static-page-link"">6 BR 6 BA Guesthouse Suites on Duval free parking, private pool</a> <a href="/property/four-suites-on-duval-street-w-free-parking-and-heated-pool/HA-3213025215" class="class="static-page-link"">Four Suites on Duval Street w free parking and heated pool</a> <a href="/property/casa-amelia-key-west-1-2-block-off-duval-street/HA-3211820698" class="class="static-page-link"">*Casa-Amelia-Key-West* 1/2 block off Duval Street</a> <a href="/property/luxury-2-2-1-2-free-parking-wifi-bikes-big-pool-newly-renovated/HA-321200307" class="class="static-page-link"">Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED</a> <a href="/property/key-west-private-pool-garden-villa-2-blocks-from-beach/HA-3212716862" class="class="static-page-link"">Key West Private Pool Garden Villa - 2 Blocks from Beach</a> <a href="/property/key-lime-retreat/HA-3213433073" class="class="static-page-link"">Key Lime Retreat</a> <a href="/property/hyatt-beach-house-2-bedroom-located-on-the-gulf-with-private-white-sand-beach/HA-321900996" class="class="static-page-link"">Hyatt Beach House- 2 Bedroom Located On The Gulf With Private White Sand Beach!</a> <a href="/property/new-years-special-in-gorgeous-bahama-village-4bd-4-5ba-all-ensuite-2x-parking/HA-3213669329" class="class="static-page-link"">New Years Special in Gorgeous Bahama Village 4bd 4.5ba All Ensuite, 2x Parking!</a>

How much is rent for a furnished short-term stay in Key West?

At Ownerdirect short-term furnished accommodation in or near Key West ranges from $125 to $7,190 per night.

How many holiday rentals near Key West are available?

We have 121 places to stay near Key West. Check out the complete list of holiday rentals in Key West to find what works for your next trip.

What are the best luxury short-term stays for families near Key West?

There are more than 121 luxury temporary places to stay near Key West, with other amenities available according to 2026 data from Ownerdirect.

Short Term Stay in Key West

-LUXURIOUS 4 Bd, 3.5 Bth off DUVAL-OLD TOWN-Modern, Pool/hot tub-Separate Studio

New

From US $866

New

House

-LUXURIOUS 4 Bd, 3.5 Bth off DUVAL-OLD TOWN-Modern, Pool/hot tub-Separate Studio

Air Conditioner
Parking
Pool

Owner Direct Short Term Stay in Key West

The Best Short Term Stay in Key West - Plan Your Next Vacation to Key West Today!

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