
Holiday rentals with a kayak in Key Colony Beach
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Top-rated rentals with kayak in Key Colony Beach
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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!

Sea Glass Beach Bungalow in Key Colony Beach!
Key Colony Beach is truly the gem of the Keys! Located in the middle keys near Marathon, we are a convenient drive to nearly all activities in the Keys. Visit Key West for the day, take a fishing charter in Marathon, or snorkel/scuba at John Pennekamp Park in Key Largo. We love Key Colony Beach for it's small town feel, easy pedestrian paths all over the island for biking, running, and walking, and great restaurants. We provide Cabana Club Membership for easy beach and pool access with a tiki

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

Vacation Time! Dock, Pool Club, Covered porch
This is a neat and clean, renovated 2 bedroom 2 bath duplex on a canal with 37 feet of dock space. It has everything you would want for a great vacation including a fully stocked kitchen, comfortable beds, excellent AC, Wifi, cable TV and a new kitchen table that seats 6. Cabana Club - This nearby private pool and beach club is included free Outside is a covered back porch with seating plus carport area for more shade New, quiet windows, sliding glass doors and main doors are brand new!

Beach House Getaway - Free Kayaks 2/2.5
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!

Tiki Time! Private Pool~Tiki Hut~Kayaks~Grill!
Tiki Time ~ your private paradise in beautiful Marathon, heart of the Florida Keys! This is the perfect place for a family vacation or relaxing getaway. Gorgeous 3BR home with your own private salt water pool, Tiki Hut, space to park a 30' boat/trailer, and ocean views from the balcony~Kayaks, grill, beach toys await you for your beautiful day in the Florida Keys! Less than 5 min to Sombrero Beach, Dining & Local Bars! Experience the Florida Keys like a local and book Tiki Time today!

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.

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, enjoy the outdoor TV after a day on the water, & grill your catch. Relax on the upper deck sunbathe and enjoy the vistas!

Waterfront Luxury Condo | Pool + Tiki Bar
Escape to The Dapper Dolphin, a beautifully updated coastal 1-bedroom, 1-bath condo located at Skipjack Resort & Marina in the heart of Marathon. Sleeping up to 4 guests, this stylish retreat features a full kitchen, private balcony, and resort amenities including a pool, Tiki Bar, restaurant, Marina, and more. Situated in the heart of Marathon, it offers proximity to the beach, restaurants, activities, and all the essentials for an unforgettable vacation experience right on-site!

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!

Ocean's Edge Retreat
Ocean's Edge Retreat is a 3 bedroom / 3 bath home with open water views of the Atlantic Ocean. It includes Cabana Club access, a private new saltwater pool and spa, kayaks and a 40 ft dock for boats. Stunning views of the canal and ocean from the private upstairs master balcony. Kids playground across the street make this an ideal vacation for families. Come see what Ocean's Edge Retreat has to offer!
Popular amenities for kayak rentals in Key Colony Beach
House rentals with a kayak

Waterfront with Boat Lift/Kayaks and Hot Tub

Stunning Waterfront Retreat with Dockage & Pool -C

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

Experience the Ultimate Florida Keys Getaway.

Oceanfront Pool Home - 130ft Dock & Canal Garden

Waterfront Oasis3/2 Direct Ocean

Waterfront Private Home w/Pool-Family&Pet Friendly

Boating Paradise Villa rental Lic# VACA-25-124
Other holiday rentals with a kayak

Amazing New Waterfront Home, Dock, Pool/Beach Club

Oceanside, Fee-Less Pet, with kayaks - 60 FT Dock

3BR ocean view home with kayaks - dog-friendly

Steps away from Cabana Club One house, two options

Your vacation Dome is here!

DOCK-Beach Club-Tiki Hut-Screened Porch-East Yard

Vida De Aqua - Water Life!

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 | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £261 | £310 | £310 | £230 | £219 | £230 | £241 | £233 | £201 | £205 | £231 | £270 |
| 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 holiday rentals with a kayak in Key Colony Beach

Total holiday rentals
Explore 80 holiday rentals in Key Colony Beach

Nightly prices starting at
Key Colony Beach holiday rentals start at £119 per night before taxes and fees

Verified guest reviews
Over 2,180 verified reviews to help you choose

Family-friendly holiday rentals
80 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Holiday rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
80 of Key Colony Beach holiday rentals include wifi 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
- Bahia Honda State Park
- Theater of the Sea
- Seven Mile Bridge
- Calusa Campground
- Robbies Marina Of Islamorada
- The Turtle Hospital
- Florida Keys Aquarium Encounters
- Dolphin Research Center
- Founder's Park
- History Of Diving Museum
- Harry Harris Beach and Park
- Curry Hammock State Park





