7 Great Key West Airbnbs for Your Money

By Chris Abell
January 21, 2018
Courtesy of Airbnb
Looking to escape to a tropical island without dealing with passports and customs? Key West — the former home of Ernest Hemingway and a favorite of relaxation king Jimmy Buffett — is an excellent alternative.

Travelers visiting the southernmost Florida Key will find a low-key, pastel-hued city with a spirited and quirky disposition. The little island is brimming with lively bars, seafood-forward restaurants, boutique shops, and breathtaking views.

But the world-class scenery and attractions mean a Key West vacation won't come cheap. Most quality hotels, like the Casa Marina Key West, a Waldorf Astoria Resort, run well north of $200 a night. (You can opt to rent a room on a boat instead, but that can be very hit or miss.)

Fortunately, Key West has no shortage of high-style, high-value Airbnbs. To help you find the best bang for your buck, we searched the house sharing site for entire apartments or homes, for two people over a long weekend in September. 

If you're heading far, far south for the winter, consider making one of these great Airbnbs your home base.
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Island Pearl Bungalow

Courtesy of Airbnb

One of the more expensive properties on our list, but it's not hard to understand why: this beautiful cottage has a loft, a kitchenette, and access to a pool and a hot tub — in addition to a prime downtown location. Rates start at $269 a night.

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Nassau Suite One-bedroom

Courtesy of Airbnb

Part of a residential complex, this two-floor townhouse runs at a bargain price of $169 a night. A king-sized bed, full kitchen, and access to a spa pool make it a steal.

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Duval Balcony Street Suite

Courtesy of Airbnb

This wood-paneled apartment is cozy and petite, but offers a great location and, best of all, a balcony over Duval Street. Rates start at $220 per night.

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The Green House Sunset

Courtesy of Airbnb

Bright, spacious, and right near charming Old Town, travelers will love this recently refreshed apartment (especially the balcony). Rates start at $217 per night.

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Garden Suite at Suite Dreams Inn

Courtesy of Airbnb

This unit is set off a bit from the action, in a quieter enclave near the beach. But you'll enjoy hotel-style perks, like pool access and housekeeping services for $229 a night.

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Duval Street Treetop Studio

Courtesy of Airbnb

Guests staying in this loft-like pad, which has a distinct treehouse vibe, will love the on-site amenities like a private deck and private Jacuzzi. Rates start at $250 a night, and include a fully-stocked kitchen.

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Bimini Key West Penthouse

Courtesy of Airbnb

Book this apartment for a beach vibe, pool access, and a bit of calm away from bustling downtown. It’s spacious, and sits right near Smathers Beach. Rates start at $244 per night (once you add in the cleaning fee).

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