Florida Keys, Florida


Properties Available 409 properties available
When you come to the Keys, you come for the water and this lovely home delivers with an unobstructed ocean view. The waterfront, covered balcony or hammock swings on the patio downstairs are the perfect perches for morning coffee or an evening cocktail while you take in the view of Sombrero Lighthouse and East Sister Rock. Inside, youll find an u
Come Sail Away (277874)
Marathon, FL
House
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Set up in a prime location on Duval Street, this colorfully decorated home and guest house! is spacious enough for an entire group to enjoy a retreat near the southernmost point of the United States. The shared pool is definitely something everyone can partake in. Relax on the deck or the patio with a refreshing beverage. The guest house provides e
Point Break (254009)
Key West, FL
House
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 12 guests
Take a break from reality at this incredible oceanfront condo. The perfect choice for an unforgettable escape, your waterfront holiday home includes on-site access to a pool and a convenient location right across the street from public tennis courts. The updated interior features a blend of stylish coastal decor and all-new furnishings to promote
Casa Clara 3-207 (593015)
Key Colony Beach, FL
House
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
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 washerdryer, your stay is guaranteed to be a comfortable one. Back at home, you can stroll down a wooden walkway past a pr
Sunrise Suites - Saint Lucia Suite 201 (274142)
Key West, FL
House Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
This family-friendly home has everything you need for a trip to the Florida Keys a private 35-foot dock space, Cabana Club membership, and classic home comforts! This canal front home for eight offers swimming, fishing, and more from your private dock! If you're in the mood for more traditional summertime fun, check out the Cabana Club's private b
Ninth Street Utopia (252841)
Key Colony Beach, FL
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
This romantic suite provides everything you need for a couple's getaway in Key West. This home's coveted location on Duval Street means prime access to the town's best nightlife and restaurants only a few blocks away. You're also a short walk from the beach Southernmost Point is about four blocks down. Make meals at home with the kitchenette's fri
Wahoo Way On Duval (245729)
Key West, FL
House Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 2 guests
Experience the very best of Key West living at this unique Old Town Truman Avenue Eyebrow home. Tucked away in a small, gated community, this luxury two-bedroom retreat showcases tranquil tropical decor and comes well-appointed with all the modern essentials of home. Whether you're visiting with the kids or sneaking away for a romantic couple's esc
Dancing Palms (574201)
Key West, FL
House
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
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. This home is perfect for anyone coming to the Keys to spend time on the water. The two-story home sits on the widest canal in Hammer Point that leads to Florida Bay and has its own private dock capable o
Tarpon Cove (245748)
Tavernier, FL
House Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
We offer a 15 discount on seven 7 days or more! We offer a 40 discount on 30 days or more! Experience waterfront living at its finest at this family and snowbird-friendly coastal gem! This home offers unlimited access inside out and access to incredible shared amenities, including a heated 80-foot pool located on the ocean, hot tub, tennis and bas
Dock Holiday (260438)
Cudjoe Key, FL
House
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
This remodeled home is set right on the beach, and is equipped for guests to have a lot of fun on the beach! Towels, a beach umbrella, and four beach chairs are included for guest use on the private sandy beach. Shower off the sand before coming inside the covered deck and grabbing something delicious cooking on the private gas grill. Guests can co
Turtle Beach Retreat (249508)
Long Key, FL
House
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 4 guests
Stay in style in the heart of Key West, where your balcony overlooks the colorful main drag! This home has dog-friendly accommodations. This condo faces historic Duval Street, where you'll find some of Key West's most exciting shopping and dining. Walk three blocks to the beach at Southernmost Point, or explore Fort Zachary Taylor's beach about a
Pescado Penthouse On Duval (245710)
Key West, FL
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 9 guests
Escape to this waterfront, two-bedroom, one-and-a-half-bath Duck Key villa boasting breathtaking sunset views from your patio and balcony! This two-story end unit features nautical-inspired design elements paired with lots of natural light and privacy. Pick up a local fishing kit or bring your own, then spend leisurely afternoons fishing from the s
Palm Breeze - Villa 5030 (259510)
Duck Key, FL
House
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests

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