Bright, spacious, and right near charming Old Town, travelers will love this recently refreshed apartment (especially the balcony). Rates start at $217 per night.
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.
Island Pearl Bungalow
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.
Nassau Suite One-bedroom
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.
Duval Balcony Street Suite
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.
The Green House Sunset
Bright, spacious, and right near charming Old Town, travelers will love this recently refreshed apartment (especially the balcony). Rates start at $217 per night.
Garden Suite at Suite Dreams Inn
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.
Duval Street Treetop Studio
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.
Bimini Key West Penthouse
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).
