House holiday rentals in Key Colony Beach

4.98 out of 5 average rating, 112 reviews

Waterfront House with 37 ft Dock & Cabana Club

Right in the middle of the action between Miami and Key West. This 2/2 house has been nicely renovated and furnished with new stainless kitchen appliances and a gorgeous granite countertop. Comfortable outside/inside living space perfect for a getaway in paradise. Walk out to the porch and backyard, and you will be engulfed by the beauty of the sunset views while lying on the cozy hammock. It features lots of outdoor entertaining: fishing, paddling, BBQ or just plain hanging out in the shade.

4.95 out of 5 average rating, 21 reviews

Private Pool! Luxury Paradise Pointe, Pet Friendly

Beautiful Key Colony Beach waterfront duplex with a private pool! Featuring a newly updated, 3/2, spacious 1440 sf home, deep water private boat slip & lift, Tiki Hut w/TV, kayaks, pet friendly, ice machine, bait freezer, large kitchen, Cabana Club, restaurant, and beach access. Family friendly location w/Golf, a playground, and dog park. Sit under the tiki hut, watch the game on the outdoor TV after a day on the water, & grill your catch. Relax on the upper deck sunbathe and enjoy the vistas!

4.89 out of 5 average rating, 108 reviews

Pet Friendly Half Duplex Pool Home with Boat Slip

Want a spacious home with private pool and dock? You have found it! On a deep water canal. Enough dock space for a 37' boat. Enjoy your private heated pool or lounge in the shade or sun Easy walking to restaurants, shops, golf course, park, playground and entertainment. YOU MUST AGREE TO THE CITY'S RULES, IF YOU BOOK. Pool heater optional. $50/night or $250/week Any reservation starting after 6/13/23 will NOT include access to the Cabana Club but that will be available for a daily fee.

4.91 out of 5 average rating, 140 reviews

The Snapper House 3/2.5 45' dock sleeps 8+ pets OK

The Snapper House is a spacious 3/2.5 bed/bath duplex with 45' of canal dock frontage, also Includes the Cabana Club with large pool (food/drinks for purchase) and ocean facing beach. Awning extends to dock from sliding doors. TV package includes 100+ channels Each bedroom and living room has a full size flat screen TV. For best WIFI reception, an extender is available and should be used when in the back bedrooms, it's name is the same as the main house with an "ext" at the end (same pw).

4.96 out of 5 average rating, 111 reviews

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.

4.89 out of 5 average rating, 19 reviews

Key Colony Beach-POOL & DOCK

Escape to a 4-bed, 1800 sq. ft. waterfront haven! On a deep canal opening to Vaca cut this gem offers all you need. The master suite boasts a king bed, there are three queen beds in separate rooms. Dive into the pool or to the private dock for waterway access. Upstairs, an open kitchen with a six-person breakfast bar beckons culinary adventures. Downstairs, an outdoor kitchen invites alfresco delights. This non-smoking sanctuary is more than a rental—it's a canvas for unforgettable moments.

5 out of 5 average rating, 28 reviews

Boat Dock+King Beds & Cabana Club

2 Bedroom, King Bed Master,2 Bathroom, central air conditioned waterfront home+Cabana Club passes! Our comfortable and affordable Key Colony Beach home is centrally located on the 7th Street canal with a boat dock and waterfront patio where you frequently see manatees, tarpon, sharks and a variety of aquatic life! The Cabana Club’s Tiki Bar, Junior Olympic Pool, hot tub and white sandy beach are a guest favorite. World Class Sport Fishing and Coral Reefs. Water Sports, Nature and Wildlife.

5 out of 5 average rating, 35 reviews

Trip Around the Sun 2/2 + dockage & cabana club

Come take a Trip Around The Sun in our Caribbean-inspired, fully renovated Key Colony Beach 2b/2b home on 4th Street with access to the Cabana Club. Amenities include: Mesh WiFi 6 w/ gig-speed internet, 4k LCD TVs w/ Fire Sticks and YouTubeTV subscriptions in living room (58 inch), kitchen (43 inch), master (65 inch) & guest (55 inch) bedroom, full sized washer & dryer, utility sink, 5 burner gas grill, 30 feet of dockage for your boat, fish cleaning station and bait fridge. STR24-000134

4.95 out of 5 average rating, 123 reviews

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.

4.97 out of 5 average rating, 118 reviews

Home in Marathon

Anglers Terrace, Condé 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

4.94 out of 5 average rating, 121 reviews

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.