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Luxury Boating Paradise+Pool+Sailing Kayaks

Captains Quarters, Your 4BR Waterfront Oasis on a deep-water ocean canal. This meticulously remodeled home provides a unique unforgettable Florida Keys experience for your entire family. 🏊‍♂️ Luxury heated pool & spillover spa ⛵ Private 75ft dock with sailing kayaks for ocean adventures 🕹️ Epic game room with Golden Tee, Pack Man, foosball table, Ping Pong & Infinity Game Table 🍳 Outdoor patio with BBQ grill & waterfront dining 💻 High-speed Wi-Fi for streaming & remote work 🛏️ Comfortable

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.

Turtle-By-The-Sea: the Best Deal in KCB!

A perfect get-away for couples or budget travelers, Turtle-by-the-Sea is the best priced vacation rental or hotel room in the middle-keys. Together with its prime location and amenities there simply isn’t a better deal to be had! Bursting with Keys charm, this cozy retreat is the perfect place to relax & escape. Owners Mallory & Steve infused their love of the Keys & its surrounding ocean into every aspect of their waterside home. Shoot us a message & start planning your dream Keyscation!

Experience the Ultimate Florida Keys Getaway.

Embark on the ultimate family retreat at our vibrant canal oasis! in tranquility, this haven boasts a bounty of amenities—hot tub, mini-golf, EV charger, 5 kayaks, paddleboard, convenient elevator, dock, bikes, and more. Just moments from the sandbar, beaches, boat ramp, restaurants our newly renovated home promises boundless enjoyment. Keep cool with a 300-pound outdoor ice maker and freezer. Experience waterfront bliss and craft unforgettable memories in this extraordinary getaway location

Florida Keys Oceanside Utopia

Create amazing memories at this beautiful oceanside duplex in Marathon, FL. Relax in the backyard or outdoor bar, watching boats cruise by on the aqua waters of Vaca Cut. Enjoy a fully equipped, newly remodeled and furnished duplex, beautifully decorated and ready to be your home away from home. Our waterfront location can’t be beat. Marathon has everything you need for a vacation to do it all on one Key. We can’t wait for you to experience our vacation home. Must be 25+ years old to book.

2-story condo w/ panoramic bay views and balconies

2 bedrooms/3 bath condo with amazing unobstructed Gulf Bay views. Right next to vaca cut, sunrise and sunset everyday right at your doorstep. Sharks, turtles, dolphins, tarpon, barracuda and more seen right from your balcony! Clean, comfortable condo, with updated appliances and grill. Close to restaurants by car or boat. Boat slips available to renters first come first serve. Public boat ramp can be seen from balcony. Heated pool on premise. City of Marathon rental license #: VACA-21-530

Tropical Keys Retreat | Pool | Hot Tub | Cinema

Welcome to Paradise Palms: ⭑ 1750 sqft liveable space on 10,500 sqft estate ⭑ Private home, deck, patio & backyard, overlooking a beautiful scenic landscape ⭑ Crystal pool, hot tub, movie theater, remote workspace, game room with arcade & more ⭑ Secure parking for up to six vehicles, boat trailer parking, RV and EV charging ⭑ 10 min to sombrero beach & just minutes to all island attractions ⭑ Fully stocked kitchen ⭑ Extremely safe neighborhood License #VACA-24-20 License #VACA-24-32

Waterfront Home 37.5-ft dock, Cabana Club Included

Bright, Open Floor Plan with new floors & kitchen. East facing for sunny mornings and shady afternoons on the great screened porch. Two roomy bedrooms and 2 full baths. Plenty of parking on the paved driveway. Perfectly located with the boater and angler in mind on a 37. 5 ft concrete dock, on deep & wide canal. Here on Key Colony Beach you can walk or bike the entire city to the marina, Sunset Park, 3 restaurants, play golf, tennis, pickle ball, bocce ball, horseshoes & basketball.

Vaca Cut w/60' dock, 4br/4ba, 2 kitchens

Calling all boaters and anglers—your Keys getaway awaits! This fully renovated 4BR/4BA home just off Vaca Cut delivers rare ocean + bayside access, a 60’ dock with power, fish-cleaning station, BBQ and docking setup. Unwind on the two-story waterfront deck while watching dolphins and manatees, then reach world-class fishing in minutes. Two kitchens, two living rooms, and plenty of room for families, friends, or couples. Minutes from Sombrero Beach, restaurants and shopping.

Marathon Star - home with hot tub

Completely renovated 3 bedroom house in Marathon. Conveniently located near the Florida Keys Aquarium Encounters and the Marathon Lady. Enjoy a private hot tub and outdoor grill after a long day of Florida sunshine! Our home is not on the water but there is plenty of parking space for your boat trailer if needed. We hope our wonderful space becomes a great home away from home. ***Please see below for more information regarding hurricane season cancellation policy.

P47 - New on the rental market! 2 bedroom, 2 bath

This home is located in "Little Venice", a quintessential Keys neighborhood. With 2 bedrooms and 2 bathrooms, and easy Atlantic access, this home is perfectly suited for a family or couples who love to spend their time on the water. - Maximum Occupancy: 4 adults and 2 children (*children of any age, including infants, count toward occupancy) - No day guests or visitors allowed above the max. advertised occupancy. - Parking: 2 vehicle max

Paradise in Key Colony Beach + Cabana Club

Beautiful two bedroom, two bathroom property in the prestigious Key Colony Beach neighborhood. This property is a ten minute walk from Sunset Beach, two minute walk from restaurants and bars in KCB and across the street from a golf course, tennis court and playground. Dockage for boats up to 50ft and beautiful water views. Key Colony Beach Cabana Club is included with your stay. You'll feel completely relaxed in this tropical oasis.