Key Colony Beach beach vacation rentals

A large outdoor swimming pool is surrounded by palm trees, offering a serene atmosphere. Lounge chairs line the poolside, and several umbrellas provide shade. A hot tub is positioned in the foreground, with clear, inviting water reflecting the sky.

4.98 out of 5 average rating, 104 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.

A private outdoor space is highlighted, featuring a thatched-roof Tiki Hut with seating. A crystal-clear pool is visible, surrounded by palm trees and lounge chairs. The upper deck provides a view of the surroundings, with the pool area inviting relaxation and leisure.

4.94 out of 5 average rating, 18 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!

A spacious outdoor Tiki Hut provides shaded seating with wicker furniture around a table. Sunning loungers are arranged nearby, facing the water. A ceiling fan circulates air above, while scenic views of the waterway and dock are visible in the background.

4.96 out of 5 average rating, 103 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.

Guest suite in Key Colony Beach

A wooden sign reading 'Sunset Park' is prominently displayed, surrounded by lush palm trees and tropical foliage. A wooden bench is placed nearby, offering a spot for relaxation and enjoyment of the scenic views. Bright blue skies enhance the inviting atmosphere of the park.

4.99 out of 5 average rating, 107 reviews

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!

A tiki bar with a thatched roof offers seating along a glass countertop. Two cocktails rest on the counter, with serene water views visible beyond. Boats are docked discreetly along the shoreline, surrounded by greenery and natural light.

4.74 out of 5 average rating, 141 reviews

NEW PET FRIENDLY Waterfront Single Home-Pool,Beach

NEW VACATION RENTAL. Completely renovated. Open floorplan. New kitchen and bathrooms. New furnishings. Beautiful water views. Game room with pool table. DOGS PERMITTED ($250 FEE PER DOG, 1- 2). YOU MUST TELL ME IF YOU WANT TO BRING A DOG WHEN YOU SUBMIT YOUR REQUEST. Yard with Tiki. Enjoy meals, drinks or shady relaxation. 35 feet of dockage. Cabana Beach and Pool Club included. MUST SIGN KCB AND HOUSE RULES DOCUMENTS WITHIN 48 HOURS OF BOOKING AGE 25 OR OLDER TO BOOK PLEASE

Condo in Key Colony Beach

A vibrant ocean scene is depicted, featuring clear turquoise waters meeting a sandy shoreline. Several palm trees line the beach, and tiki huts provide shaded areas for relaxation. Lounge chairs are arranged for guest comfort, enhancing the beach's tranquil atmosphere.

4.96 out of 5 average rating, 205 reviews

Oceanfront Sunrise Condo Private Beach Heated Pool

Impeccable condo directly on the ocean with water views from every window. Located in Key Colony Beach (middle Keys) with heated pool and private beach. Unit #20 is a studio condo with a classic Keys interior: newly renovated bathroom and crisp white kitchen stocked with everything needed to cook a complete meal (stove, oven, toaster, microwave, blender, fridge, etc). Enjoy the private back balcony and private beach with lounge chairs, patio tables, tiki's and BBQ grills for guest use.

5 out of 5 average rating, 29 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, 115 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.

4.91 out of 5 average rating, 317 reviews

Three colorful Adirondack chairs, yellow, turquoise, and green, are positioned on a sandy beach facing a calm blue ocean. A rocky shore and sparse greenery surround the seating area, while fluffy white clouds drift in a bright sky, enhancing the serene water view.

Villa in Marathon

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!

Condo in Key Colony Beach

A view of the private beach area showcases thatched-roof tiki huts surrounded by lounge chairs. The calm ocean extends to the horizon under a bright blue sky, while lush greenery borders the sandy beach, creating an inviting outdoor space.

4.87 out of 5 average rating, 117 reviews

Beachside Unit 33-Private Tropical Beach Plus Pool

Unit 33 Details: Second Floor, Walk-in shower, Two Queen Beds, Maximum Occupancy 4 Guests, No elevator on site and 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.”

4.94 out of 5 average rating, 117 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.

A sandy beach is lined with palm trees, featuring several picnic tables arranged for seating. A person walks towards the water, with a clear view of the calm sea and sky in the background, creating a serene coastal atmosphere.

4.98 out of 5 average rating, 123 reviews

Paradise found!Key Colony Beach,Cabana Club.

Second Wind is on the 9th Street canal, a beautiful corner lot with exceptional views and ocean breezes. Cabana Club! Dockage for a 20 ft boat. A two-minute walk to Sunset Park in the wonderful community of Key Colony Beach! Open floor plan with cathedral ceiling, large deck with seating for six overlooking the pristine turquoise canal. It is the perfect place for your Florida Keys getaway!

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Key Colony Beach vacation rentals

An inviting outdoor recreation area is showcased, featuring a blue ping pong table and a foosball table, surrounded by seating options. In the background, a pool area is visible with sun loungers under shaded umbrellas, complemented by greenery and palm trees.

5 out of 5 average rating, 36 reviews

Waterfront Escape -VACA-23-408

A spacious pool area is framed by tropical landscaping, showcasing a large, clear swimming pool. Sun loungers are arranged around the pool, providing places to relax. A tiki hut offers shaded seating options, enhancing the outdoor living experience with serene water views.

4.81 out of 5 average rating, 36 reviews

Luxury Waterfront Retreat with Dockage & Pool

4.95 out of 5 average rating, 138 reviews

A shaded tiki area features comfortable seating arranged around a low table, ideal for relaxation. The private heated pool can be seen in the background, accompanied by colorful loungers and umbrellas, creating a welcoming outdoor space for leisure and socializing.

Villa in Marathon

Private 4/3 Pool Heater/Dock/Kayaks/Bikes,etc

A comfortable chair is positioned on a balcony, offering a view of the ocean and palm trees. Soft white clouds float in a bright blue sky. A person is seen holding a book, enjoying the tranquil atmosphere.

4.91 out of 5 average rating, 178 reviews

Beachfront Villa - Florida Keys

5 out of 5 average rating, 5 reviews

A spacious tiki hut with thatched roofing provides shade over large wooden picnic tables. The serene water views reveal a marina with boats docked nearby. A paved area extends before the hut, surrounded by palm trees, enhancing a tropical setting.

Apartment in Marathon

Ocean Side Paradise Awaits!

4.89 out of 5 average rating, 75 reviews

Dream Vacation KCB Marathon with private pool !

5 out of 5 average rating, 114 reviews

Waterfront Oceanside, 60 Ft Dock, As seen on HGTV

4.83 out of 5 average rating, 174 reviews

The image captures a serene beachfront view featuring neatly manicured grass leading to a sandy shore. Vibrant foliage lines the foreground, while the calm water reflects a bright blue sky with scattered clouds. Nearby, the villa stands with white exterior and balconies overlooking the water.

Townhouse in Duck Key

Vibrant Beachfront Villa

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Other great vacation rentals in Key Colony Beach

5 out of 5 average rating, 5 reviews

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4.96 out of 5 average rating, 25 reviews

Home near beach & restaurants

4.97 out of 5 average rating, 34 reviews

An outdoor kitchen area features a sleek stone countertop with stainless steel cabinetry, providing ample storage. A vibrant blue plate and paper towel roll are positioned nearby. The background includes palm trees and a glimpse of the neighborhood, suggesting a relaxed, coastal setting.

Cottage in Marathon

Catch n' Relax Canalfront Cottage in Marathon

4.95 out of 5 average rating, 21 reviews

Guesthouse in Marathon

The Pink Dolphin House.

A shaded outdoor seating area is furnished with a green sectional sofa and a wooden coffee table. The concrete flooring provides a clean surface, while surrounding foliage adds a touch of nature. A large tree offers additional shade, enhancing the relaxing space.

4.43 out of 5 average rating, 7 reviews

Coastal Paradise: 5-Bed Retreat

4.75 out of 5 average rating, 4 reviews

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

A modern kitchen and dining area feature a large wooden table surrounded by chairs. Pendant lights hang above the oversized island, which includes bar seating. Bright windows offer views of the outdoors, while cabinets and appliances showcase a contemporary design.

5 out of 5 average rating, 17 reviews

Grouper House, Lux 4BR, 6BA home w/ pool, dock and

A comfortable outdoor seating area features a spacious, cushioned sectional in vibrant blue, complemented by two black, cushioned chairs. The seating arrangement is placed on a patterned rug adorned with turtle designs, enhancing the inviting atmosphere of the porch.