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Captain’s Quarters Ahoy Mateys! Florida, Keys

This is located at the Florida Keys in Key Colony, Marathon. It is a spacious two bedroom, two bathroom duplex surrounded by water. It is a renovated beauty and close to the best restaurants and the tranquility of this city. It is the perfect getaway where you can recharge your exhausted batteries. Captain’s Quarters is a clean and spacious base camp location for the many adventures that await you in this amazing location. Water views and the accessibility to the best fishing in the world.

Sea Ray Cove w/ 80' Dock, Pool, Beach & Tiki Hut

2026 - New eco-friendly pool resurface completed This ground level waterfront home has received a new face lift. Completely remodeled 3 bedroom with bonus room in the well known Sombrero Beach neighborhood. Just a short block walk to the sandy beach shore. Home has an open floor plan overlooking the in-ground pool deck and new tiki hut. Enjoy your morning coffee and happy hour in the screened-in porch with views of the wide lagoon. Come and create your family memories in the fabulous Keys.

Dog-Friendly • Pool & Boat Dock • Sombrero Beach

"We were welcomed by a manatee in the channel when we arrived." That's what guests keep saying about 61 Sombrero, our dog-friendly single-level home at the end of a quiet Marathon canal, a five-minute walk from Sombrero Beach. Cast off from the dock at sunrise, watch manatees drift past over coffee, then bike to Publix or back to the sand. Two kings, a queen on the quiet side, and a daybed-and-trundle room for the kids. Heated saltwater pool, gas grill, fenced yard, no pet fees.

New Aqua Lodge 2Beds 1 Bath with Full Kitchens

This hip spot is the new thing in lodging. Aqua Lodge is all the modern amenities while being on the water. Full kitchens, flat screen tv's, wi-fi , pool, bikes, sunset beach. We have it all right at your finger tips. You can sleep up to 5 people comfortably. We have great air conditioning and big showers. The deck is furnished with a dining table for those romantic outdoor dinners in the moonlight. We also have a sunset beach area for the best sunsets in the Florida keys!

SeaEsta! Bring your boat & 1 block to the beach!

Take a 1 Block walk to Sombrero Beach, dock your boat at this waterfront home or simply relax on the patio. 3 Bedrooms 3 baths. Large deck for cooking out. Direct access to the Atlantic. 65" TVs in all rooms. Enjoy your mornings by starting at our Coffee bar. Our home is fully furnished with all the essentials. We even include Kayaks, Bikes and Fishing Poles as well as Corn Hole and Giant Jenga. Boat Rental is offered at an additional cost. - VR License No: VACA -20-147

Oceanfront with Pool near Sombrero Beach

<b>Welcome to Seascape Point!</b><br /><br /> Perfectly situated at the end of a quiet block, this stunning fully-renovated house is the perfect place to relax and unwind in between your sightseeing or fishing excursions. The house sits on an oversized lot that juts into the ocean to offer amazing water views from every angle. Its incredible location next to a nature preserve provides you with unparalleled privacy plus daily sightings of exotic, tropical birds.

Angler’s Eden

Amazing get-away in the beautiful Florida Keys! This property (constructed in 2018) is a haven for families seeking to escape to paradise year-round. Situated on a deep water canal with ocean access and enough dock space to park your boat for the week. A floating dock is also provided with kayaks. Enjoy the large pool or ping pong table, or lounging in the sun! Beautiful Sombrero Beach is within walking distance (approx 1.5 miles) via a paved bike path.

Angler’s Terrace Conde Nast Traveler’s Best Airbnb

As published in Condé Nast Traveler, this is one of the best Airbnb's in Florida. Newly Built two story Tropical Oasis with pool has been thought-out meticulously. An open, very light & spacious floor plan, carefully appointed furnishings, and great location provide the perfect surroundings. Decorated with a Zen sensibility, It’s outdoor Patio deck and Rooftop Terrace extends your living space into the private quiet ocean setting with panoramic views

P78 - Charming 3 bedroom 2 bath home in Sombrero B

This 3 bedroom, 2 bath single family home is ideally located in the heart of Sombrero Beach and is an easy 7 minute walk to the beach itself. This home offers a private, heat optional pool surrounded by beautifully landscaped grounds and is a perfect choice for a relaxing Keys vacation. - Maximum Occupancy: 8 guest (includes adults and children of any age) (*children of any age, including infants, count toward occupancy)

Tiki Hut w/TV, Pool, Kayak, Paddleboards, Bikes!

This newly renovated tastefully decorated 3 bedroom, 3 bath home (pull-out couch) has a peek-a-boo view of the ocean and is seconds to open water in your boat! It has an open floor plan and is ground level with plenty of natural light and a fully fenced yard! Available for guest use are 2 bikes, 3 kayaks, and a paddleboard! It has a large pool with plenty of room for everyone to swim and play.

Sombrero Beach Serenity 4/3 Lagoon Views

Escape to paradise at this stunning 🌊 Lagoon front retreat in the highly sought-after Sombrero Beach neighborhood just a quick stroll (less than ½ mile!) to the soft sands 🏖️ and turquoise water. Tucked away in a peaceful residential area, this home blends luxury, comfort, and adventure for the ultimate Florida Keys getaway. Fall rate now available!!

Luxury Oasis, Pool, Kayaks, Dock, Near Beach

Welcome to Casa De Cayo 🏆 Featured in Rolling Stone as one of the best Airbnbs for large groups Exactly what you want from the Florida Keys—just 1 mile from Sombrero Beach. This modern 3BR retreat shines outdoors with a pool, tiki hut kitchen, hammock, and 40’ deep-water dock (no lift use), plus kayaks & paddleboard for the perfect island stay.