Vacation rentals in Key Colony Beach

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Top-rated vacation rentals in Key Colony Beach

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A tiki hut sits in the foreground, surrounded by well-maintained landscaping and gravel pathways. The calm water reflects nearby homes and palm trees, creating a peaceful setting. Outdoor seating is visible under the thatched roof, inviting relaxation near the water's edge.
Home in Key Colony Beach
5 out of 5 average rating, 3 reviews

Casa de Lolo

Located in beautiful Key Colony Beach, an exclusive community near Marathon, about 2 hours from Miami or Key West. This 2 bed / 2 bath half duplex is the ultimate tropical escape with a tiki hut and balcony that invite you to relax and outdoor dine with your very own grill. The space comfortably sleeps up to 4 plus your pup. Cabana club inc Sleeping arrangements: --Primary bedroom with a plush king bed and ensuite bathroom --Guest room with two twin beds (can convert into a king for a couple)

Top guest favorite
A serene view of a canal populated by several pelicans floating on the water's surface. Palm trees line the shore, and colorful houses are visible in the background. A boat is docked nearby, enhancing the peaceful coastal scene.
Home in Key Colony Beach
4.97 out of 5 average rating, 114 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.

Guest favorite
A private pool is bordered by lush palm trees and a thatched Tiki Hut. Lounge chairs are arranged around the pool area, and colorful outdoor decor adds a cheerful touch. Clear blue skies and sunshine illuminate the space, creating an inviting outdoor retreat.
Home in Key Colony Beach
4.92 out of 5 average rating, 24 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!

Guest favorite
A covered Tiki Hut is featured at the waterfront, furnished with comfortable seating arrangements. Views of the water and dock are visible beyond the structure, framed by lush greenery and palm trees. The space is designed for relaxation and enjoyment of the serene surroundings.
Home in Key Colony Beach
4.96 out of 5 average rating, 114 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.

Top guest favorite
A wooden dock extends over calm waters, flanked by posts leading to a serene view of the sky at sunset. Lush palm trees are visible in the background, enhancing the tranquil atmosphere of the canal.
Guest suite in Key Colony Beach
4.99 out of 5 average rating, 115 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!

Top guest favorite
A vibrant exterior of a Caribbean-inspired home is presented, featuring light turquoise walls and charming pink shutters. Lush green landscaping frames the gravel driveway, while tropical plants enhance the welcoming appeal. The entryway opens to a sunlit path leading into the property.
Home in Key Colony Beach
5 out of 5 average rating, 36 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

Top guest favorite
A paved outdoor patio features two lounge chairs and a small round table, surrounded by tropical plants and palms. The tranquil canal is visible in the background, offering a serene waterfront view.
Home in Key Colony Beach
4.95 out of 5 average rating, 126 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.

Guest favorite
A backyard area features white sand, surrounding palm trees, and a tall American flag. The A-frame house is visible in the background, complemented by a wooden dock leading to the water. Lounge chairs are arranged neatly, enhancing the outdoor space's appeal.
Home in Key Colony Beach
4.99 out of 5 average rating, 108 reviews

ABeachBungalow-60’dock w/ access to pool and beach

"A Beach Bungalow" A-frame has everything you need for a relaxing vacation. 2 bedroom, 2 bath Key Colony Beach rental home with easy ocean access. Fully equipped kitchen with all new appliances. Living room with dining area, flat screen tv, wifi, cable, bbq and beautiful views of the water. Master bedroom with king bed and bathroom with large shower. 2nd bedroom (loft) with 2 twin beds and closet. Tackle room to store gear with extra refrigerator. Boat trailer parking on site.

Guest favorite
An open living space is featured, highlighted by a round dining table surrounded by comfortable seating. A large television is mounted on the wall, while light-colored walls enhance the bright atmosphere. A serene coastal artwork depicting a pier adds a calming touch to the decor.
Home in Key Colony Beach
5 out of 5 average rating, 24 reviews

Bohemian Beach Bungalow

Cabana Club Access Included! Escape to our newly built 2-bd, 2-bath duplex in KCB, where relaxation meets luxury. Located on the golf course, this stylish home boasts professional decor with modern amenities. While not directly waterfront, ample parking for your boat/trailer. Fully equipped kitchen meets all your culinary needs. Savor effortless access to Havana Jacks, Cabana Club, and Sunset Park, all within walking/biking distance, making this the ultimate Florida Keys retreat

Guest favorite
A spacious studio features a comfortable bed dressed in soft blue and white linens, complemented by decorative pillows. A cozy seating area with a light blue sofa and armchair stands nearby. Windows provide unobstructed ocean views, framed by tropical artwork and natural light.
Condo in Key Colony Beach
4.92 out of 5 average rating, 249 reviews

Oceanfront Breeze, Stunning Views, Beach/Pool

Newly renovated ocean front condo with gorgeous, unobstructed views from every window. Beautiful studio condo on the 1st floor only steps away from the private beach and heated pool. Condo features a fresh, clean interior with brand furnishings, bathroom and kitchen stocked with everything (dishes, cookware, utensils, glassware, stove, oven, toaster, microwave, blender, fridge, etc). Guests enjoy the quiet private beach with lounge chairs, patio tables, tiki's and BBQ grills.

Guest favorite
The image captures a view of the Atlantic Ocean framed by lush palm trees. A pathway meanders alongside the vibrant green lawn, leading toward the beach. The clear blue sky is visible above, enhancing the calm and serene coastal atmosphere.
Condo in Key Colony Beach
4.87 out of 5 average rating, 135 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.”

Top guest favorite
The living area features contemporary furnishings and large windows, allowing for bright natural light and views of the waterways. A dining table is positioned beside the seating area. The spacious lanai showcases an outdoor dining setup with a view of the dock and water.
Home in Key Colony Beach
4.94 out of 5 average rating, 124 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.

Popular amenities for Key Colony Beach vacation rentals

Welcome to Key Colony Beach

Among the many islands and beaches of the Florida Keys, Key Colony Beach stands out for its white sand, small but loyal local community, and the canals that give waterfront boat access to nearly everyone in town. The main portion of Key Colony (a tiny bit of the city spills onto neighboring Fat Deer Key) sits on what was once known as Shelter Key. In the Middle Keys, adjacent to Marathon, a small road leaves U.S. Highway 1, also known as the Overseas Highway; the one-lane causeway with a small bridge provides the only road access to Key Colony Beach. In the mid-1950s, developers dredged around the island, nearly tripling its size and creating its now-famous canals. Most houses on Key Colony face one of these canals, making it easy to head out into the Gulf of Mexico or the Atlantic Ocean to enjoy the fishing, boating, and diving for which the region is known.

The best time to stay in a vacation rental in Key Colony Beach

Summertime is high time in Key Colony Beach. Though temperatures may spike, and the humidity can have a way of making you feel as if you’re wearing a second skin, it’s still the season that draws the most visitors. If you can get here in March or April, spring offers significantly more moderate weather and a far lower likelihood of rainfall. Spring also coincides with some of the town’s biggest festivals, including Key Colony Beach Day, celebrating the birthday of the city, and a St. Patrick’s Day parade. Fall is nearly as pleasant, with the caveat that, as in late summer, it brings the concern of hurricane season and requires keeping an eye on alerts.

Top things to do in Key Colony Beach

Sunset Park

As its name implies, this park facing Vaca Cut Bridge is an excellent place to enjoy an evening and watch the sun go down over the water. Prior to the main event each day, the pier makes for great birdwatching, including brown pelicans, ospreys, and cormorants. Walking paths trace through the park’s meadow portion; it also hosts occasional live music.

Thunderbolt Shipwreck

Dive among the rusted remains of this former Navy ship and research vessel from the 1940s. Resting on the ocean floor just four miles from Key Colony in the Florida Keys National Marine Sanctuary, the Thunderbolt was intentionally sunk in 1986 as part of a mission to create artificial reefs. Now, with three decades of growth on it — and 120 feet of water above it — it’s become home to many fish as well as a favorite spot for divers.

Valhalla Sandbar

A nice island just a short boat ride from Key Colony Beach, this sandbar has become a popular place to wade, snorkel, and enjoy the gentle blue-green waters. The shallow saltwater draws not just humans looking to float but also a fascinating array of local sea life worth watching for.

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Key Colony Beach?

    Yes! Work meets play with ease at over 250 vacation rentals in Key Colony Beach featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Key Colony Beach?

    Four-legged friends are welcome in Key Colony Beach. Choose from more than 180 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in hotel rentals in Key Colony Beach?

    Experience the best of Key Colony Beach with our hotel rentals, starting at about $220 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there Key Colony Beach condo rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 60 condo rentals with pools in Key Colony Beach, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there family-friendly house rentals in Key Colony Beach?

    Key Colony Beach has more than 330 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do condo rentals in Key Colony Beach have a bbq area?

    Absolutely! We offer over 50 condo rentals with a bbq area in Key Colony Beach. Enjoy a tailored experience with all the comforts you desire.

  • Do hotel rentals in Key Colony Beach have a gym?

    Absolutely! We offer over 20 hotel rentals with a gym in Key Colony Beach. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Key Colony Beach?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a gym, over 150 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Key Colony Beach

  • Total vacation rentals

    Explore 530 vacation rentals in Key Colony Beach

  • Nightly prices starting at

    Key Colony Beach vacation rentals start at ﺩ.ﺇ294 per night before taxes and fees

  • Verified guest reviews

    Over 17,100 verified reviews to help you choose

  • Family-friendly vacation rentals

    450 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 190 rentals that welcome pets

  • Vacation rentals with a pool

    450 properties feature pools

  • Rentals with dedicated workspaces

    250 properties have a dedicated workspace

  • Wi-Fi availability

    530 of Key Colony Beach vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Monthly stays, Beachfront, and Gym across Key Colony Beach rentals

  • 4.8 Average rating

    Key Colony Beach stays are highly rated by guests—averaging 4.8 out of 5!

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