Florida Keys, Florida
407 properties available
A serene, canal-front oasis is yours at this Big Coppitt Key retreat. Complete with a private dock and boat ramp offering direct access to the Gulf of Mexico, this dreamy two-story condo comes primed for island living. A breezy, canal-view deck makes a perfect perch for sipping morning coffee and tropical cocktails. The stylish interior boasts a su
Let year-round warm breezes transport you to deep relaxation at this three-bedroom, three-bathroom Key West vacation rental. The home's great amenities include a shared pool, a gym, and plenty of space for up to six guests!
This home is located on Stock Island, which is between Key West and Boca Chica Key. It's a short drive south to world-fam
This family-friendly home in Key West offers swimming, sunshine, and access to sandy shores. A free, off-street parking spot is available with your rental. Resort amenities like a shared pool and hot tub let you spend your afternoons in peace and comfort. When you're ready to head inside, use the well-equipped kitchen to whip up a feast for your lo
Escape the hustle and bustle of everyday life in the tropical Florida Keys, where tranquility and fun await. This condo is steps away from the water, with all you ever need for entertainment in a 10-mile radius. Tour the area and check out Rain Barrell Village, Theater of the Sea, the History of Diving Museum, or the Laura Quinn Wild Bird Sanctuary
This canal-front Keys charmer is your ticket to paradise! 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 tennis courts and family facilities at First Street
Located in the secluded Indigo Reef Resort in Marathon, this luxury vacation rental is pure paradise. You will immerse yourself in long leisurely days of boating, lounging by the pool and watching spectacular sunsets from your back porch. Located just 90 miles south of Miami and 45 miles from Key West, the resort overlooks the Gulf of Mexico with f
This waterfront home offers multiple levels of indoor/outdoor living and entertaining space paired with a prime location mere steps from the water! Bring your own boat (up to 25 feet) or rent one -- this property features a private dock nestled along the canal with quick access to the Atlantic. Scuba diving and snorkeling are the top activities her
Turquoise waves and the sandy shoreline wait right outside your door at this Key Colony Beach condo! When your toes aren't buried in the warm white sand, enjoy the peace and privacy of the spacious balcony. Entering the condo, you will immediately fall in love with its effortless nautical theme and open layout. The living room's soft seating and la
PROPERTY NAME: Harbor House101 San Juan Dr., Islamorada, FLLOCATION: Bayside Canal home located in the Upscale Venetian Shores CommunityMINIMUM STAY: 28 Days, All stays must be the whole month(s), No Partial Months AllowedMILE MARKER: 86DETAILS: Ready for occupancy this winter! This is a very special single family home with many amenities. Relax
Sunny and bright property in the gated community of Bougainvillea Villas offers privacy and security. Its airy open space plan features a fully equipped kitchen, high-speed wireless internet, secured parking for at least two vehicles, and guest parking. Settle in at this lovely home conveniently located in the heart of Marathon near Sombrero Beach,
*Please note that this home only allows minimum night stays of 28 nights or longer. This is enforced by the HOA and we cannot make any exceptions. Casual elegance and lush tropical foliage await at this beautiful Key West home only blocks from Higgs Beach! Boasting a private pool completely surrounded by a rustling wall of palm trees, this upscale
Located in the secluded Indigo Reef Resort in Marathon, this luxury vacation rental is pure paradise. You will immerse yourself in long leisurely days of boating, lounging by the pool and watching spectacular sunsets from your back porch. Located just 90 miles south of Miami and 45 miles from Key West, the resort overlooks the Gulf of Mexico with f
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