Florida Keys, Florida
520 properties available
Sombrero Beach Retreat This spacious home offers a great ocean view and is located on a canal with a dock and room for a boat up to 24 feet in length. Spread out over two levels, this spacious getaway features a full kitchen, a lower-level kitchenette, a patio, and a private, outdoor pool. This rental is an easy walk or bike ride to Sombrero Beach
Charmayne’s Cottages | Your Private Group Oasis in the Heart of Key West
Experience the ultimate Key West getaway at Charmayne’s Cottages—a private collection of six vibrant and charming units located just steps from iconic Duval Street. Perfect for family gatherings, group retreats, or multiple couples traveling together, this unique property off
Each bedroom features a king size bed, while the living rooms have queen size Murphy beds for extra guests joining. Two bedrooms and 2.5 baths are located in the front unit, Sky Suite, while the other two bedrooms with en suite bathrooms are located in the back unit, Cloud Suite.Accommodating up to 12 guests, this exceptionally large 4 bedroom/4.5
Sunrise Suites - Panama Suite 310 Soak up incredible west-facing views from the comfort of this elegant, dog-friendly Key West condo. First-rate amenities like a shared pool, exquisite tropical landscaping, and a private deck create a serene atmosphere that'll have you relaxed in no time. This condo is part of the upscale Sunrise Suites development
Sunrise Suites - Saint Lucia Suite 201 Escape to the sunshine and soft sands of the Florida Keys with this amazing home in Sunrise Suites Resort in Key West with a shared pool. Sporting updates such as brand-new appliances, new sound-proof flooring, and a stackable washer/dryer, your stay is guaranteed to be a comfortable one. Back at home, you can
Experience luxury with our private boat excursions and chauffeur services. Enjoy customized aquatic adventures or arrive in style with our premium transportation options. Expect excellence tailored to your stay. For more information, please reach out!The open-concept floor plan, both indoors and outdoors, creates a warm atmosphere ideal for enterta
Sailor’s Sanctuary | Stunning Updated Condo Near Duval Street!
Welcome to Sailor’s Sanctuary, a beautifully renovated ground-floor condo nestled in the heart of Key West’s historic Old Town. Located in the prestigious Truman Annex, this charming two-bedroom retreat offers a perfect balance of privacy, comfort, and convenience. Just steps from Duva
This bright and airy 1-bedroom, 1-bathroom space features an open-concept living area, a private balcony, and all the comforts of home. The fully equipped kitchen has stainless steel appliances, including a refrigerator, microwave, and stove. With AC, free WiFi, a private washer and dryer, and access to a shared pool, Sky Loft has everything you ne
Our three-bedroom, three-bathroom condo provides everything you need for your next getaway to Beachside Key West.Sleeping arrangements include:Bedroom 1: King bed and en-suite bathroom with a double vanity and whirlpool tubBedroom 2: King bed with en-suite bathroom Bedroom 3: Two twins Living Area: Queen sleeper sofaThe fully-equipped kitchen featu
Experience luxury with our private boat excursions and chauffeur services. Enjoy customized aquatic adventures or arrive in style with our premium transportation options. Expect excellence tailored to your stay. For more information, please reach out!The open-concept floor plan, both indoors and outdoors, creates a warm atmosphere ideal for enterta
The Henry Flagler Slip into the beach lifestyle and leave the daily grind behind when you book your stay at this oceanfront Layton cottage. With a dock, expansive deck, and a stunning beach location, you may never want to leave. With historic roots as the home to the 1900's author, Zane Grey, and easy access to a bevy of beach activities, your stay
Salt House Swank A fantastic getaway awaits along the Florida keys, perfect for escaping the hustle and bustle of everyday life. With the ocean steps away, rent a boat, paddleboard, kayak, surfboard, or fishing gear to make the most of your oceanside vacation. Tour the sights like Rain Barrell Village, Theater of the Sea, Laura Quinn Wild Bird Sanc
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