Florida Keys, Florida


Properties Available 284 properties available
This spacious 3-bedroom, 2.5-bath Villa blends comfort with coastal charm. Each bedroom includes its own TV, and the living room features a 75" flat-screen with 125+ cable channels, including HBO—perfect for winding down after a day on the water. Step outside to take in stunning Gulf sunsets from your private porch or upper balcony. Just off the ba
Waterfront luxury Villa (610649)
Marathon, FL
Townhome Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Papa's Hideaway #4 - Islands in the Stream Plan your next getaway to this quaint tropical studio, complete with a well-equipped kitchenette, furnished patio, and access to a swimming pool, well-maintained tropical courtyard, and sundeck. This complex is located in a quiet, residential neighborhood, and street parking is available during your stay.
Papa's Hideaway #4 - Islands in the Stream (250220)
Key West, FL
Studio
Bathrooms 1 baths
Guests 4 guests
Indulge in luxury with our private boat excursions and chauffeur services. Sail away on tailored aquatic adventures or arrive in style with our elite transportation solutions. Experience excellence, tailored just for your stay. Please reach out for more information!The open concept floor plan makes entertaining a breeze and encourages family time a
Suncoast House at Lunara Bay (635365)
Key West, Florida
House Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 14 guests
Indulge in opulence with our exclusive boat trips and chauffeur services. Experience tailor-made aquatic adventures or travel in elegance with our premium transport options, designed just for you! The spacious open-concept layout, both inside and out, creates a warm setting perfect for entertaining and connecting with loved ones. Relax by the pool,
The Starboard House at Solaire Lunara Bay (635464)
Key West, Florida
House Pet Friendly
Bedrooms 8 bedrooms
Bathrooms 8 baths
Guests 20 guests
Commodore's Cove offers 4 bedrooms, each with an en suite bathroom and a large flat-screen TV. Accommodating up to 12 guests, the home includes 2 king beds, 1 queen bed, 2 twin beds, and 2 queen sofa beds. The fully equipped kitchen with stainless steel appliances makes it easy to prepare home-cooked meals. Enjoy complimentary WiFi and use the priv
Commodore's Cove - One block from Duval St (635357)
Key West, Florida
Condo Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 12 guests
The Deluxe Queen room offers 2 comfy queen beds and private full bathroom. In room amenities - mini fridge, iron, ironing board & blow dryer.Curry Mansion Space Overview:- 5 guest rooms are located on the second floor at the mansion.- 16 guest rooms wrap around The Guest Wing in the rear of the house; each room either overlooks or opens onto the p
Deluxe Queen at Curry Mansion Inn (635372)
Key West, Florida
Condo Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Immerse yourself in luxury with our private boat excursions and chauffeur services. Enjoy personalized aquatic adventures or arrive in style with our premium transportation options, customized for your stay! The open-concept layout, both indoors and outdoors, fosters a welcoming atmosphere ideal for entertaining and bonding with loved ones. Unwind
The Shellstone House at Solaire Lunara Bay (635463)
Key West, Florida
House Pet Friendly
Bedrooms 8 bedrooms
Bathrooms 8 baths
Guests 16 guests
Papa's Hideaway #2 - The Sun Also Rises This second-floor tropical studio has a private outdoor seating area and plenty of space for your vacation crew. Spend time splashing in the shared pool or catch some rays on the sundeck. Located in a residential neighborhood two blocks from the southernmost beach and just one block from Duval Street for th
Papa's Hideaway #2 - The Sun Also Rises (245818)
Key West, FL
Studio
Bathrooms 1 baths
Guests 4 guests
PROPERTY NAME: Twice the Charm214 S. Ocean Shores Dr, Key LargoLOCATION: Oceanside Canal Front HomeMINIMUM STAY: 28 Days, All stays must be the whole month(s), No Partial Months Allowed MILE MARKER: 88.5DETAILS: "Twice the Charm" is a gorgeous newly remodeled single family home. You'll love the convenient location in the Ocean Shores area of Key
Beautiful Canal front Home with Above Ground Pool, Dock and Fish Cleaning Station (571068)
Key Largo, FL
House Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Emerald TidesWelcome to Emerald Tides – a brand-new luxury vacation rental in Marathon, Florida, located in the exclusive Emerald Flats community. This oceanfront escape offers breathtaking open water views of the Gulf of Mexico, a private pool, premium dockage, and upscale interiors that reflect the tropical elegance of the Florida Keys. Designed
Emerald Tides - Luxury Oceanfront Home with Private Pool, 30' Dock (642586)
Marathon, FL
House
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 12 guests
PROPERTY NAME: Fisherman's Gem113 Iroquois Drive Islamorada, FloridaLOCATION: Oceanside Canal home with Boat dock and Boat RampMIMINUM STAY: 28 Days, All stays must be the whole month(s), No Partial Months AllowedMILE MARKER: 74 This waterfront, ground-level Islamorada home, featuring lavish amenities and gorgeous views, is destined to be the hig
Beautiful Home in a Great Neighborhood with Ocean Access and Boat Ramp on Property (655170)
Islamorada, FL
House Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Each room is decorated with careful attention to detail, reflecting the personalized experience each guest can expect of their stay. With its monochromatic color palette, this suite gives a home away from feel. Relax on the couch with a good book or take a breath of the salty air from your private entrance to the wrap around porch. Feel like royalt
Yellow Room at the Grand Maloney (635335)
Key West, Florida
Condo
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 2 guests

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