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Villa 4204 on Duck Key - Boat Slip available

Boat slip available for an additional $100 per night. Ask about availability. This villa boasts breathtaking sunsets and is just minutes from watersports, charter fishing, waterfront restaurants, and local attractions, all while being surrounded by one of Duck Key’s most exclusive island neighborhoods with lush tropical landscaping. Duck Key is perfect for families or a serene couples retreat. Dine while watching spectacular sunsets from the rear deck, or explore the Middle Keys. No Smoking/Pet

Ocean Isles Yellowtail Row VACA-25-84

Oceanside Condo, steps to the ocean! Located in a gated fishing village in Marathon. Huge heated pool, clubhouse, grills, and fishing pier with cleaning stations! Open grounds along the waterfront edge, perfect for corn hole, table tennis, shuffle board and other games available on property. WIFI provided. Central location to either Key West or Key Largo, about an hour each direction. 10 min to Turtle Hospital, 10 min to Dolphin Center, 11 min to Sombrero Beach, 25min to Bahia Honda State Park!

Dock POOL Kayaks Bikes Beach2mi WalkToStores

Come enjoy tranquil Atlantic breezes at our DUPLEX. Enjoy all the keys islands & adventure in three (3) bedrooms & two (2) bathrooms with full tubs. Enjoy cooking & baking for family & friends On-site gated parking and dock space for ocean toys/ boat (35 ft max) on the 75 ft waterfront concrete seawall & wood dock complete with fish cleaning station and outdoor kitchen & grill to prepare your daily catches. Enjoy the multiple spacious outdoor spaces (shared) for playing, relaxing & dining.

Quiet Canalfront Retreat • Near Sombrero Beach

Take a break at this Bright and fully renovated 1BR apartment by a canal in the heart of Sombrero Blvd. Perfect for couples, families, or work trips. Walk to Publix and a 9-hole golf course, or take a quick 3-min drive to Sombrero Beach. Just 10 mins to Seven Mile Bridge for breathtaking sunrises and sunsets. Enjoy a peaceful stay with plenty of natural light, a fully equipped kitchen, fast Wi-Fi, and cozy living space. Ideal for relaxing after a day of exploring the Keys. VACA- 25-118

2 Bdrm Oceanfront Complex Private Beach & Pool

Ground floor 2 bdrm/1 bath condo in Key Colony Beach. Oceanfront complex with heated pool and private white sandy beach. New renovation with new beds, furnishings and new bathroom! Condo has kitchen stocked with everything you'll need to cook & serve complete meals. You will be a 20 second walk to our private beach and enjoy glorious sunrises every morning. Lounge chairs, patio tables, tiki huts & BBQ grills available for guest use. Sorry no boats or trailers allowed in our parking lot

*NEW* Coral Sands Oceanfront-Beach & Pool

Welcome to Coral Sand Oceanfront, your private slice of paradise in Key Colony Beach. This beautifully appointed 2-bedroom, 2-bath condo offers breathtaking ocean views, a private beach, and resort-style pool—perfect for a relaxing Florida Keys escape. Step outside and feel the ocean breeze, unwind by the pool, or stroll along your private beach. Whether you’re planning a romantic getaway or a family vacation, Coral Sand Oceanfront delivers comfort, views, and true Keys tranquility.

Beachside Unit 22 - Private Beach on Atlantic

Unit 22 Details: Main Floor, Walk-in Shower, 2 Queen Beds and Queen Sofa Pull-out, Maximum Occupancy 4 Guests (0-2 years old count as a guest), Not Handicapped Accessible. A registration and liability waiver form signature will be required as part of your reservation. Our oceanfront property includes a private heated pool and private beach retreat on the Atlantic Ocean. Welcome to Continental Inn Condominiums in Key Colony Beach, Florida known as “The gem of the Florida Keys.”

Sombrero Beach Tropical Paradise

Spacious 1 Bedroom Condo at Skip Jacks Resort in the heart of Marathon, located at Mile Marker 50 Positions you in the perfect spot to explore all that the Florida Keys has to offer, Just 1 hour to Key West or Key Largo Spend your day,Boating,Snorkeling, Fishing, or spend the Day at Sombrero Beach. The Condo has TV's with Wifi and a Fully Stocked Kitchen if you just want to Stay in sit on the Balcony and Enjoy the Music coming from the Live band at the Tiki bar VACA-24-205

#1 Island Hideaway 89 - OCEAN FRONT

Enjoy the BEST VIEW from your living room window, 1st floor balcony and 2nd floor balcony directly overlook the Atlantic, marina and clubhouse. This 1 bedroom 1.5 bathroom is luxury and peaceful. Enjoy coffee in the captain's chairs on the balcony as the sun goes up or cocktails as the sun goes down. Custom kitchen bigger than most any other in this property, designer upgrades, professionally decorated. Enjoy the sitting area on the third floor overlooking the ocean.

Ocean View Duplex Penthouse | Pool | Vista Two

Indulge in the epitome of coastal living in this expansive duplex penthouse boasting ocean views in Islamorada. Relish captivating tranquility with an open-concept layout seamlessly blending living, dining, and a chef’s kitchen, all framed by panoramic seascapes and access to top-tier amenities. Just a short walk from the beach and world-class waterfront dining, this private haven is where serenity meets sophistication. Enhanced cleaning practices implemented.

Boot Key Harbor Retreat | Pool & Breakfast

Stay in a brand-new luxury 1BR/1BA Waterfront Suite on scenic Boot Key Harbor in the heart of the Florida Keys. Enjoy breathtaking marina views and resort-style amenities including a pool, Tiki Bar, waterfront restaurant, pickleball courts, fitness center, and complimentary breakfast. Ideally located between Islamorada and Key West, this elegant retreat is perfect for boating, beaches, fishing charters, waterfront dining, and unforgettable island adventures.

Cozy Keys Efficiency 8a

Efficiency has a queen size bed, a 3-seat sofa and a small dining table with 2 chairs. Private bathroom. AC will keep you cool. Kitchen is fully equipped with 4 burner stove, microwave, medium size refrigerator with freezer. Enjoy the breezes on your patio, each unit has a gas BBQ grill and a picnic bench outside. Enjoy a swim in our shared pool. Optional boat slip can be rented for $25/night Efficiency has a 2 person maximum occupancy - no exceptions.