Search cheap cottages in Key West, FL from 100+ sites!

This Key West cottage is just a short walk from Duval Street and the Key West Cemetery, offering easy access to the island's main attractions. It's rated excellent by previous guests and is perfect for a relaxing getaway.
The cottage has one bedroom and one bathroom with a floor area of 510 square feet, comfortably accommodating up to four guests. It offers a full kitchen, laundry facilities, cable TV, a private patio with a barbecue area, and access to a shared pool.

This Key West cottage, situated in New Town, offers convenient access to attractions like the Southernmost Point and Ernest Hemingway Home and Museum, with varying drive times depending on the specific location.
The one-bedroom unit features a queen bed, queen pull-out sofa, and twin rollaway bed, accommodating up to four guests and includes amenities such as air conditioning, Wi-Fi, and a jetted bathtub; nearby beaches and nature preserves provide additional recreational options.

This charming Key West cottage is located in the Historic District, just a short walk from Duval Street, the Key West Firehouse Museum, and the Ernest Hemingway Home and Museum. It's also a quick walk to the beautiful Florida Keys Beaches, offering the perfect blend of peace and proximity to attractions. Guests consistently rate this vacation rental excellent, praising its convenience and comfortable amenities.
The cottage features one bedroom and one bathroom, comfortably accommodating up to four guests. Relax and enjoy the Florida sunshine with the private outdoor pool, barbecue grills, and patio, or unwind in the spa. The fully equipped kitchen, free WiFi, and washing machine ensure a relaxing and convenient stay.

The New Cottage at James House, a pet-friendly Key West rental, is located less than a mile from the city center, within walking distance of the Curry Mansion Museum, Mallory Dock, and the Waterfront Playhouse.
This one-bathroom Key West cottage sleeps two guests and offers free Wi-Fi, air conditioning, a microwave, and a refrigerator; contactless check-in/out is available.

This charming Key West cottage is conveniently located within walking distance of Duval Street and Key West Cemetery, offering easy access to the island's vibrant nightlife and historical attractions. The two-bedroom, two-bathroom home provides 690 square feet of comfortable living space, accommodating up to 6 guests.
The cottage features a fully equipped kitchen, a private garden, a shared pool, and a spa, making it a perfect choice for families or groups seeking a relaxing and enjoyable vacation experience.

This restored Key West shotgun home, offering 2 bedrooms and 1 bathroom for up to 4 guests, is located just steps from Duval Street, providing direct access to dining and entertainment.
This rental features air conditioning, a full kitchen with a dishwasher, a swimming pool with a waterfall, a garden, a spa, and a tennis court, with an option to expand to a four bedroom/two bath configuration.

Robinson Crusoe Cottage, a one-bedroom Key West guesthouse in Old Town, offers easy walking or biking access to Duval Street and Mallory Square.
This pet-friendly (one dog up to 25 lbs) rental features a queen bed, pull-out sofa, updated kitchen with microwave and fridge, private rear entrance, shared pool (heating extra), outdoor grill, and accommodates up to four guests.

This Key West bungalow, part of The Colony, is located in Old Town, two blocks from Duval Street, offering an island hideaway.
This one-bedroom, one-bathroom cottage accommodates up to four guests and features a king-size bed, a full kitchen, air conditioning, and access to a shared swimming pool and garden.

This Key West cottage is located in the Historic District, a short walk from Duval Street and the Ernest Hemingway Home and Museum.
The three-bedroom, two-bathroom house sleeps nine guests and features a fully equipped kitchen with modern appliances, a private terrace, and access to a shared pool; on-site electric vehicle charging is available.

This Simonton Cottage enclave property is located in Key West's Old Town District, two blocks from Duval Street, offering walking access to restaurants, galleries, shopping, and attractions.
This recently renovated 750-square-foot vacation home accommodates up to six guests across three bedrooms and two bathrooms, featuring a full kitchen, central air conditioning, and high-speed WiFi.

This studio suite in the historic Colony on Olivia Street is located in Old Town Key West, just 0.1 miles from Duval Street and within easy walking distance of shops and restaurants.
This family-friendly cottage accommodates up to 4 guests and features a King bed, a couch, a kitchenette, air conditioning, internet, a shared swimming pool, and a garden, with a 10:00 AM check-out time.

Colony Poolside, a cottage within The Colony, is located in a secluded compound just steps from Duval Street, offering convenient access to award-winning restaurants, shopping, and beaches.
This family-friendly cottage accommodates up to 4 guests with 1 bedroom and 1 bathroom, featuring a private deck for grilling and al fresco dining, a fully equipped kitchen, air conditioning, and access to a shared swimming pool and a porch with Adirondack chairs.