
Vacation rentals with a kayak in Key Colony Beach
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Top-rated kayak rentals in Key Colony Beach
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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!

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

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!

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.

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.

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!

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.

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!

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.

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.

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.

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
House rentals with a kayak

Seaside Sunrise. Newly remodeled waterfront

Villa Serenity At Sombrero Private Pool Spa Dock

Florida Keys Resort-Style Home w/ Pool & Dock 5/3

Flamingo Palms-April availability

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

Golf Coast Oasis near Sombrero Beach

Serenity Oasis~Pool!~Putt-Putt!~Kayaks~Bikes~Spa

Waterfront Heated Pool 120 ft Boat Dock
Other vacation rentals with a kayak

Tiki Hut w/TV, Pool, Kayak, Paddleboards, Bikes!

Sombrero beach vacation paradise, great location

Experience the Ultimate Florida Keys Getaway.

Waterfront, dock, easy ocean access, heated pool!

Oasis in The Keys-Kayaks-Paddle Boards-Cabana Club

Paradise Ocean Front 4/3Home Heated Pool

New Private 4/3 Single Family - Kayaks & Bicycles+

Marlin House (52): Luxury 3/3 Villa w/ Dock, Pool
When is the best time to visit Key Colony Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$67,766 GYD | G$70,903 GYD | G$77,178 GYD | G$64,629 GYD | G$61,701 GYD | G$64,629 GYD | G$67,766 GYD | G$65,674 GYD | G$56,472 GYD | G$57,727 GYD | G$65,047 GYD | G$75,923 GYD |
| Avg. temp | 21°C | 22°C | 24°C | 25°C | 27°C | 29°C | 30°C | 30°C | 29°C | 27°C | 25°C | 23°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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- Everglades National Park
- Sombrero Beach
- Smathers Beach
- Long Beach
- Sea Oats Beach
- Bahia Honda State Park
- Theater of the Sea
- Conch Key
- Calusa Campground
- Key Largo Kampground And Marina
- Seven Mile Bridge
- Sunset Park
- Dolphin Research Center
- Robbies Marina Of Islamorada
- Founder's Park
- Florida Keys Aquarium Encounters
- The Turtle Hospital
- Boyd's Key West Campground
- History Of Diving Museum
- Harry Harris Beach and Park
- Calusa Beach & Loggerhead Beach




