Airbnb Key West: Top Recommendations for Every Budget

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airbnb key west

Let’s head south to the southernmost part of the United States, where a long chain of island called the Florida Keys lie. Key West, the Keys’ biggest town and most populated island, packs up quite a tourist package for a small island with an area of 18.75 square kilometres.

Closer to Havana, Cuba than it is to Miami and surrounded by the Atlantic Ocean to the east and the Gulf of Mexico to the west, Key West is known for its stunning white sand beaches and clear, azure waters.  Hop on a glass boat and check out the beautiful corals and creatures that live under the sea without getting wet or perhaps see the beautiful island from up above while parasailing or maybe put on your scuba or snorkelling gear to check out a live coral reef up close, name your sea adventure and Key West will provide it.

Check out the Dry Tortugas National Park where you can explore the sandy islands and spot some seabirds topside and see some colourful reefs and aquatic life under the sea by taking on a snorkelling adventure. Nature lovers can also take a stroll around the state parks and wildlife refuges that Key West has to offer. The Crocodile Lake National Wildlife Refuge is a must-see if you want to see an American crocodile in its natural habitat.

With a facade like New Orleans against a stunning Caribbean background, this island has picturesque historical areas worth visiting, like the Pigeon Key Historic District and the Bahama Village, where you can will find 19th-century structures and museums. You can also take a walk around the houses of the famous writer, Ernest Hemingway, and the 33rd US President, Harry S. Truman.

The Best Value Apartments on Airbnb in Key West

Cozy condo with free WiFi & fantastic location in central Key West

A cosy, colourful apartment awaits you in a central location that is a few steps away from Key West attractions like Ernest Hemingway Home and Key West Lighthouse and a block away from the best bars and restaurants Eaton Street and the northwest waterfront has to offer. This one-bedroom apartment is the perfect get away for a couple looking into having a romantic getaway in Key West. With its outdoor patio and eye-popping décor, this listing is a steal at USD267.

Condo on Duval Street – walk to beach & Southernmost Point, dogs OK

A 1-bedroom condominium with a well-equipped kitchen located on Duval Street, Key West’s version of New Orlean’s Bourbon Street, is quite a steal. This is the perfect home base if you are looking into having a fun, night out in Duval Street’s music venues and outdoor lounges. And, if you feel like staying in for the night, you can easily whip something up in the kitchen and do some people watching from the balcony.

The Best Key West AirBnbs if your budget is on the high side

Family House, 2 K BR’s, Private Spa/Deck, 2 pools

Decorated in a light Caribbean motif, this family house was once a Cigar Maker’s Cottage in the 1880’s. This rare find is centrally located in Truman Avenue, very close to Key West’s key attractions. The two-storey cottage has 2 bedrooms, a well-equipped kitchen, and a living room with a custom-made sleeper sofa, making it the perfect location for a family vacation for just USD365 a night. As a bonus, it has 7-person jacuzzi and a sundeck.

Straycat Sailing Entire Boat

As Key West is known for its beautiful waters, stay on a boat and enjoy the sunsets of the open sea. Perhaps explore the Florida Keys on this luxury 4-bedroom sailboat. Whether you are traveling with your family or your friends, you will have a comfortable sleep in one of the 4 private staterooms as you are lulled to sleep by the gentle rock of waves. For USD561 a night, take your family or crew for a sea adventure on the Straycat sailboat.

The Best AirBnb Rooms for Rent in Key West if you are on a tight budget

Private Bedroom w/ Parking, Wifi, & Shared Bath

This lovely bedroom is just a short bus-ride away from Key West. At a bargain price of USD77, you will get yourself an elegantly furnished room and a well-stocked bathroom and kitchen. Being a superhost, Zoe will be on hand to help you find your way around the island, which is also teeming with tourist attractions and restaurants.

The Sanchez House Room #1

The Sanchez House, which was built in 1860s in the heart of the historic Gato and Merrero cigar factory village offers you the historic ambiance of Duval Street as well as a party and music venues. The room comes with shared common areas which include a balcony and a kitchen with complimentary tea and coffee. And, if you get tempted by the aroma of bread while you are preparing your morning coffee, then perhaps a trip authentic French bakery below will complete your breakfast.

VRBO Key West: Don’t Miss out The Best VRBO Has to Offer in Key West

Orchid Key Inn – Near Ernest Hemingway Home and Museum – Deluxe Room, 1 Queen Bed

This centrally located room at Orchid Key Inn provides an amazing home base for your vacation in Key West, being only a 4-minute drive to the Southernmost Point and just 5 minutes from the Tropical Gardens and Aubudon House. Less than a mile away is the Mallory Square where you can find several restaurants and bars.  For USD409 per night, this well-located accommodation comes with Egyptian cotton sheets, downs, and an en suite bathroom.

Bed & Breakfast: La Pensione Inn – Room 1

This classical and elegant bed and breakfast was built in 1891 and served as the private residence of the Vice President of the Cortez Cigar Company. The beautifully decorated room with a king-size bed and en suite bathroom comes with access to the inn’s lounge deck and sparkling pool. At USD369 per night, you will also be located close to Duval Street, where all the venues come to life at night.

Average Airbnb rent in Key West

The average Airbnb rent in Key West is USD250, which usually consist of well-furnished and centrally-located apartments in the city.

Places to Visit in Key West!

If you are looking for a central but tranquil location, then Truman Avenue would be the best place to stay in the Old Town. For a bit of historic architecture and accommodations with character, Eaton Street would be the best place for you. However, if you are looking for a bit of fun, then the Waterfront will provide you with what you are looking for. For bars and music venues, the heart of the night life of Key West is in Duval Street.

With AirBnB, book a room and visit the city of key lime pies, conch fritters and conch chowders.


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