Holiday Homes in Fleming Key

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Featured Holiday Homes in Fleming Key

Enjoy cooking in this well-equipped kitchen with a central island and bar stools, offering a view of the adjacent dining area.

"Outstanding property! Cannot recommend highly enough!"

Relax in an outdoor space with a bed, barbecue grill, and lush greenery.

"Property was amazing, exactly what is shown in the listing, beds were extremely comfortable, will stay again"

Relax by the pool surrounded by lush foliage and enjoy a hot tub on the deck.

"This property is perfectly located near Duval street and within walking distance to the marina. A perfect location for those wanting to shop and enjoy the amenities the marina has to offer. We can’t wait to go back. "

Relax and socialize in this serene patio area, featuring a large table and comfortable seating.

"I come to Key West often. This is the best location and property I’ve stayed in. Everything was wonderful. I will book this every single time I come. it is perfect for big families, couples or a group of friends. "

includes taxes & fees

12 Aug - 13 Aug

"We absolutely loved our stay at the Delaney house. The pool and outdoor area were lovely and private, the location was excellent and walking distance from fun Key West spots but quiet and cozy, and the beds were all incredibly comfortable! Would definitely recommend this place to everyone!"

Stunning hallway with ornate mirror, modern chandelier, and large window.

"Really like the home and everything was perfect."

Relax by the pool in a serene backyard oasis with a wooden deck and shaded gazebo.

"Great place. well located. Will be returning."

Enjoy a spacious living area with a kitchen, dining, and seating space, featuring a sofa, wooden table, and staircase.

"The location was excellent—just a short walk to Duval Street. The property was spacious enough to comfortably accommodate our family of five, and having three bathrooms was a big plus."

Relax in a spacious living area with a dining table, sofa, and comfortable seating.

"We had a wonderful stay at 3/4 time! It is a beautiful VRBO to use in Key West. We truly appreciated all the thoughtful touches that made the place feel like a home away from home.The location was perfect, and the space was clean, comfortable, and well-equipped for a relaxing getaway. We absolueltly loved the heated pool. It was the perfect base for exploring Key West, and we’re already looking forward to our next visit."

Relax by the pool surrounded by lush tropical vegetation and a covered patio area.

"Great place to stay for our spring trip as a family of 3. "

includes taxes & fees

6 Aug - 7 Aug

Relax in a serene pool area surrounded by lush greenery and palm trees, complete with lounge chairs and umbrellas.

"Thanks for the stay, we loved the pool and peaceful quiet while still being so close to everything. Family dinners on the porch were also a great and relaxing alternative to every meal out. "