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Vacation rentals with a kayak in Key Colony Beach

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Top-rated kayak rentals in Key Colony Beach

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

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Guest favorite
Home in Key Colony Beach
5 out of 5 average rating, 10 reviews

Best Location in Marathon & KCB!

Luxury Meets Adventure at Seahorse Landing! 40’ of dockage, SUP, kayak & all the equipment you’ll need to explore the beautiful bays & wildlife frequented waterways. All that adventure is balanced by a newly renovated interior offering the perfect blend of comfort and style in a modern, spotless setting. Our family has created a home that is a perfect fit for adventurous couples or families seeking relaxation& exploration. Send us a message or book instantly & begin your luxurious adventure!

Guest favorite
Villa in Key Colony Beach
4.89 out of 5 average rating, 9 reviews

Deep Blue ~ Waterfront Gem ~ Pool ~ Kayaks ~ Dock

Escape to the stunning Deep Blue, a 4BR 3BA waterfront retreat in the exclusive Key Colony Beach, Florida Keys. This expansive two-story estate offers the ultimate island getaway with its sophisticated design, luxurious amenities, and breathtaking water views from your private 112-foot dock. ✔ 4 Luxurious BRs ✔ Gourmet Kitchen ✔ Heated Swimming Pool & Spa ✔ Waterfront Yard (Fire Pit, BBQs, Games, Kayaks, Bicycles) ✔ 112ft Private Dock (Fishing Station, Water, Electricity) ✔ Smart TVs Throughout

Guest favorite
A private inground pool is surrounded by palm trees under a clear blue sky. A colorful rubber duck floats on the water's surface. A hammock can be seen in the background, while a red umbrella provides shade over two seated chairs nearby, creating a serene outdoor setting.
Home in Key Colony Beach
4.92 out of 5 average rating, 26 reviews

Welcome to Paradise, Private Pool, SUPs, Kayak!

Paradise Awaits You!! With a Beautiful Private Pool, 40’ Dock, Kayaks, SUPs, & Bikes; Welcome to Paradise is the Perfect Place to Stay & Play in the Sun & on the Water! Our home w Breezy Palms is centrally located w Beaches, Boating, Fishing, Diving, Swimming, Dining & Refreshing Cocktails just minutes away! We are owners, Luis & Aysie. We put all our love of the Keys into our home, & we just know you will love it too. Message us or book instantly & start planning your trip to Paradise!

Guest favorite
An airy open-concept living space features a dining area with a round table and chairs, complemented by a decorative centerpiece. Light-colored walls enhance the brightness from sliding glass doors that offer views of the screened porch and canal outside, while ceiling fans circulate gentle breezes.
Home in Key Colony Beach
4.9 out of 5 average rating, 52 reviews

Tradewinds in Key Colony Beach. XL Porch, Dock

Beautifully appointed 3 Bedroom, Duplex is renovated & has New furniture & high quality mattresses. This welcoming canal front home provides a relaxing and comfortable atmosphere for your vacation in the Florida Keys! Huge screened-in porch, Canal, Dock and full set of amenities! Comes with free use of the CABANA CLUB, a private swim club with a temp controlled pool & Beach. 8 blocks away. The property is surrounded by lush foliage & high fencing so you can enjoy a private setting.

Top guest favorite
A spacious outdoor porch features a round dining table surrounded by four chairs. A kayak is positioned nearby, and lush greenery and water views are visible in the background, enhancing the inviting outdoor space.
Villa in Duck Key
4.96 out of 5 average rating, 181 reviews

Beach House Getaway - Kayaks - 2BR 2.5BA Villas

Welcome to Beach House Getaway, a charming villa tucked away on the serene island of Duck Key and perfectly situated in the heart of the Florida Keys. Nestled between Key Largo and Key West, Duck Key serves as a peaceful yet convenient base for your island getaway. Its central location means you’re just a short drive from some of the most iconic destinations in the Keys, including the natural wonders of Bahia Honda State Park, the famous waters around Islamorada, and the lively Key West.

Guest favorite
A private pool glistens under the bright sky, accompanied by lounge chairs and tropical landscaping. The canal is visible in the background, with a paddle board propped against the wall, enhancing the modern coastal ambiance of the outdoor space.
Townhouse in Key Colony Beach
5 out of 5 average rating, 5 reviews

Cabana Club Privileges! Paddleboards, Bikes, Kayak

Located in Key Colony Beach, The Blue Manatee (formerly Sunshade Villa) on KCB is a gorgeous, canal front duplex with a modern coastal feel! Each side is rented separately and has 4 bedrooms, 4 bathrooms, a private pool and all the amenities you would want for an amazing vacation in the fabulous Florida Keys! The Blue Manatee has CABANA CLUB PRIVILEGES! The Cabana Club in located in Key Colony Beach on the ocean. It has a large pool, beach area, tiki bar and restaurant with a full menu!

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.

Superhost
A serene canal view is showcased, with palm trees framing the scene. The calm water reflects the surrounding greenery and residential structures, creating a relaxing atmosphere. A landscaped area with small stones and plants leads to a white dock, providing direct access to the water.
Home in Key Colony Beach
4.81 out of 5 average rating, 54 reviews

Key Colony Beach House with Cabana Club membership

This is a spacious, open layout, ground level home that can accommodate up to 6 guests with plenty of room to spare (One of the largest 2/2's in Key Colony Beach with 5 beds). It is a short walk from multiple restaurants, bars, waterfront parks, and the Cabana Club. We are located on the ocean side with immediate access to the gulf through Vaca cut. Whether you are planning a fishing vacation, family getaway or both, this home will not disappoint and is the ultimate getaway!

Superhost
Home in Key Colony Beach
5 out of 5 average rating, 3 reviews

Kayak, Pet-Friendly, Boat Dock & Cabana Club

Fins to the Left – Key Colony Beach 2 Bedrooms • 2 Bathrooms • Sleeps 5 • Pet Friendly • Access to the Cabana Club Welcome to Fins to the Left, a waterfront retreat in the heart of Key Colony Beach where island living meets comfort and convenience. This beautifully updated, stilted half-duplex offers two king bedrooms, two full bathrooms, and space to sleep up to five guests—perfect for small families or couples looking to unwind in true Keys style.

Superhost
A cozy living space features a navy blue sofa adorned with nautical-themed throw pillows. A dining area with a glass table and chairs is visible in the background, alongside a decorative display of framed art and a potted plant. Natural light filters through the windows.
Houseboat in Marathon
4.88 out of 5 average rating, 136 reviews

Houseboat Getaway In Marathon

Get ready to indulge in a relaxing and unforgettable experience at the first overwater houseboat getaway in Marathon, Florida! 🌴🌊 What awaits you is - fun filled days living and exploring out on the fabulous florida keys waters in your own private aqualodge, breathtaking sunsets, and a private sanctuary perched above the sea. 😍 Don't miss out on this one-of-a-kind experience! Book your stay now and create memories that will last a lifetime.

Guest favorite
A private backyard features a hot tub and a shallow pool, surrounded by tropical greenery. Lounge chairs in teal are positioned nearby, and a grill is placed on the concrete patio. The canal is visible in the background, lined with palm trees.
Home in Marathon
4.94 out of 5 average rating, 49 reviews

Waterfront w/pool and hot tub

Professionally decorated, spacious, canal view keys home located in Key Colony Beach, the “Gem” of the Florida Keys. Featuring 2BR 2BA accommodating up to 6 ppl in a large & open living room & backyard, provided w/2 bikes, 2kayaks, grill, and 2 minutes walk to Sunset park, it is the perfect Florida Keys getaway for your family. This location is in the heart of the Florida Keys only 45 minutes from Key West and 35 minutes to Islamorada.

Top guest favorite
Home in Marathon
5 out of 5 average rating, 12 reviews

Canalfront Home Ocean accessible

Beautiful waterfront property offers quick and easy access to the Atlantic Ocean, perfect for boating and fishing enthusiasts. Featuring a spacious dock, corner lot, and stunning water views, it’s ideal as a vacation rental or personal getaway. Enjoy the tropical lifestyle with nearby restaurants, shops, and attractions in the Florida Keys. A true boater’s paradise!

Popular amenities for Key Colony Beach kayak rentals

When is the best time to visit Key Colony Beach?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$67,766 GYDG$70,903 GYDG$77,178 GYDG$64,629 GYDG$61,701 GYDG$64,629 GYDG$67,766 GYDG$65,674 GYDG$56,472 GYDG$57,727 GYDG$65,047 GYDG$75,923 GYD
Avg. temp21°C22°C24°C25°C27°C29°C30°C30°C29°C27°C25°C23°C

Quick stats about vacation rentals with a kayak in Key Colony Beach

  • Total vacation rentals

    Explore 80 vacation rentals in Key Colony Beach

  • Nightly prices starting at

    Key Colony Beach vacation rentals start at G$33,465 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,180 verified reviews to help you choose

  • Family-friendly vacation rentals

    80 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Vacation rentals with a pool

    60 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    80 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

  • 4.9 Average rating

    Key Colony Beach stays are highly rated by guests—averaging 4.9 out of 5!

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