Waterfront vacation rentals in Key Colony Beach

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Top-rated waterfront rentals in Key Colony Beach

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Superhost
Home in Marathon
5 out of 5 average rating, 3 reviews

Water Views | Private Pool Oasis + Gazebo + Kayaks

Modern 4BR/4.5BA waterfront getaway in Marathon’s Coco Plum, set on a wide open canal with gorgeous water views—perfect for boaters, families, and friend groups. Spend your days in the huge private pool, relax under the gazebo, and come home to a newer, beautifully kept 2012 house designed for easy Keys living. 🏊 Huge private pool + gazebo (with poolside bathroom) 🛶 Kayaks included + big open-canal view ⚓ Pier-style dockage for your boat or rental boat 🌅 Wraparound covered porch for sunrise/

Superhost
A spacious Tiki Hut featuring comfortable seating arrangements, with two plush armchairs and a central coffee table. The ceiling fan hangs overhead, and the area is adorned with whimsical decorations, including fish motifs, while offering views of the canal and surrounding boats.
Home in Key Colony Beach
4.93 out of 5 average rating, 29 reviews

TropiCarribean - Pool Club, Canal, XL Tiki Hut!

Beautiful private & upscale Key Colony ground level half-duplex on canal near open water FEATURES 3 Bedrooms and 2 bathrooms in a spacious 1590 sq ft Cabana Club pool & beach club included free! Home is furnished with the best quality solid wood dining table. Seating for 6+, 60 In TV (Sign into your own TV service) Super-sized Tiki Hut with TV and ceiling fan! Outdoor patio furniture 37 foot step-down dock 2 minute Boating access to Atlantic & Gulf sides In-Water Dock light for viewing Fish

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
4.98 out of 5 average rating, 122 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
An aerial view captures the Snapper House situated alongside expansive canals, with direct access to the water. A red marker highlights the property’s location. Surrounding homes and palm trees create a vibrant neighborhood environment, reflecting the essence of coastal living.
Home in Key Colony Beach
4.91 out of 5 average rating, 148 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).

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
4.92 out of 5 average rating, 131 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, 127 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!

Guest favorite
An aerial view of a vibrant waterfront neighborhood showcases a pale yellow house surrounded by lush greenery. Nearby, several homes with varying colors and styles line the streets, while a deep canal runs at the back, providing easy waterway access.
Home in Key Colony Beach
4.92 out of 5 average rating, 24 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.

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
4.94 out of 5 average rating, 135 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.

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
4.95 out of 5 average rating, 130 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.

Guest favorite
A stilt home is shown alongside a crystal clear canal, featuring a sand-colored patio with a tiki hut. Coastal greenery is visible, along with a white railing lining the water's edge. The building showcases multiple balconies and provides a sunlit atmosphere.
Townhouse in Key Colony Beach
4.81 out of 5 average rating, 158 reviews

KCB Waterfront Split Home Walkable to Cabana Club

3BR/ 2 BA stilt home on crystal clear canal with open water views on deep water with 30 foot boat slip on a cul de sac. Short walking distance to multiple restaurants/bars, shops, and the Cabana Club with beach, pool, and hot tub. Fenced in waterfront patio with tiki hut. Kid friendly, with toys and high chair. Covered parking. Guests required to sign Regulations for Key Colony Beach form.

Top guest favorite
A half-duplex property is featured with light blue exterior walls and white railings. A walkway leads to the upper level accessed by a staircase. Lush greenery lines the side, and two red lounge chairs are positioned on a gravel surface under the shade of palm trees.
Home in Key Colony Beach
5 out of 5 average rating, 83 reviews

Dock, Beach Club, Ocean & Gulf Access, Tennis

Our place is a spacious half of a duplex (2050 sq ft), with Penthouse Suite. 37.5 foot dock, and immediate access to ocean and gulf. Across the street from 9-hole golf course and tennis courts. Enjoy the beach and a pool at the prestigious Cabana Club (access included). Walk in early evening to Sunset Park to watch a truly special sunset. Wifi, Cable, and Sports Package.

Top guest favorite
Condo in Key Colony Beach
4.96 out of 5 average rating, 273 reviews

Amazing Ocean Front Views Key Colony Beach

Newly renovated studio condo in Key Colony Beach, Florida Keys. Unit #40 offers two queen beds, a full equipped kitchen with full-size appliances and essentials, reliable WiFi, and a SmartTV for a comfortable stay. Enjoy the heated pool and private sandy beach just steps away. Sunset Park is next door-perfect for catching a beautiful Florida Keys Sunset.

Popular amenities for Key Colony Beach waterfront rentals

When is the best time to visit Key Colony Beach?

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Avg. priceﺩ.ﺇ1,157ﺩ.ﺇ1,267ﺩ.ﺇ1,355ﺩ.ﺇ1,094ﺩ.ﺇ1,010ﺩ.ﺇ1,043ﺩ.ﺇ1,094ﺩ.ﺇ995ﺩ.ﺇ859ﺩ.ﺇ848ﺩ.ﺇ973ﺩ.ﺇ1,194
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Quick stats about waterfront rentals in Key Colony Beach

  • Total vacation rentals

    Explore 430 vacation rentals in Key Colony Beach

  • Nightly prices starting at

    Key Colony Beach vacation rentals start at ﺩ.ﺇ514 per night before taxes and fees

  • Verified guest reviews

    Over 14,720 verified reviews to help you choose

  • Family-friendly vacation rentals

    360 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 160 rentals that welcome pets

  • Vacation rentals with a pool

    380 properties feature pools

  • Rentals with dedicated workspaces

    220 properties have a dedicated workspace

  • Wi-Fi availability

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

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool 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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