Florida Keys Condo Rentals
71 properties available
Welcome to your waterfront escape in beautiful Key Colony Beach, where unforgettable days begin with ocean views and exclusive access to the Cabana Club!Whether you're planning a family vacation, a couples' retreat, or a relaxing getaway with friends, this inviting coastal home offers everything you need to experience the best of the Florid
☀️ SNOWBIRD-FRIENDLY ISLAND ESCAPE - WALK TO DUVAL, BALCONY VIEWS, POOL & BEACH ACCESS! Welcome to your charming Key West hideaway, where coastal comfort, garden views, and an unbeatable location come together to create the perfect island retreat. This snowbird-friendly, two-story condo is nestled just a short stroll from the beach and blocks
Welcome to Julia Whitehead Lighthouse Suites! Built in the 1890s on the site of what had been a small provisions and butcher shop, this charming building has a rich and captivating history. In the 1930s, while Hemingway was living a few houses down, it was home to a popular Cuban bodega. From the 1980s through the turn of this century, potter Charl
One half of this wonderful waterfront duplex is all yours for an unforgettable Florida Keys getaway! Along with scenic water views and direct access for kayaking or stand-up paddleboarding, you'll also enjoy membership privileges at the Cabana Club (across the street) featuring an oceanfront pool, a sandy beach area, and a snack bar. Public ten
The fresh ocean breeze will meet your skin every day when you settle down at this sun-filled Marathon condo! Open and spacious, special moments with your loved ones can be spent preparing delicious dishes in the full kitchen and sitting back and streaming on the living room's plush seating. Upstairs, the expansive primary bedroom offers its own
Whisk your special someone off to this enchanting Key West townhouse. Enjoy the shared pool and courtyard. The family dog is also welcome to join you for an additional nightly fee. Notice: This is in a residential area. Quiet Hours are 10 pm to 8 am. Park your car on the street and walk everywhere! This home is half a mile from the Southernmost Poi
Relax under azure skies and the gently rustling fronds of palm trees when you stay at this elegant and dog-friendly Key West condo! A community pool and hot tub, tennis courts, a parking space, and pool views from your private balcony add to an atmosphere of luxury and total relaxation. This rental is part of the upscale Sunrise Suites Resort, loca
Welcome to Periwinkle Place—a bright, dog-friendly escape in the vibrant heart of Old Town Key West! Just one block from famous Duval Street, this charming two-level home offers the perfect blend of island relaxation and city excitement. From your front door, walk to top attractions like the Ernest Hemingway Home & Museum, Key West Lighth
Feel the stress melt away as you step through the front door of this tropical Key Largo condo, where serene oceanfront views greet you from two private balconies. Perched on the top floor, your Tavernier Escape offers sweeping water views and gentle breezes that set the tone for a peaceful getaway.Enjoy on‑site amenities including the community poo
Located on the upscale Duck Key in a quiet neighborhood known as the Village in Hawks Cay, this waterfront townhouse offers the ideal restful retreat. Take in breathtaking views of the Duck Key Marina, Toms Harbor, and the Seven Mile Bridge in the distance! Spend leisurely afternoons fishing from the shoreline, right outside your door. You'll a
You’ll feel like the Atlantic Ocean is right outside your door at this stunning oceanfront Casa Clara Oceanfront Getaway in Key Colony Beach. Wake up to spectacular sunrises, spend your days between two private sandy beaches, and take advantage of resort-style amenities—all just steps from your first-floor retreat. 🏝 Location & Sur
An escape to the Keys is never a bad idea, so treat yourself to a stylish getaway and kick back in bliss here at Coral Delight! Sitting right on the coast, you will have no delay in getting your fill of sweet sunshine, sandy toes, and sun-kissed skin. As soon as you step inside, you will be greeted by the tropical decor, plush furnishings, and plen
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